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Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl guest room on the main level, perfect for nursery or in-laws.3 bedrooms/2 baths on the second level. Lower level game room has full bath and can be used as a 6th bedroom. Gunite heated pool with stone terraces incorporates room for relaxing and dining pool side. 3 car garage has unfinished space above which could be finished to an apartment or studio. Multi zone stereo system. Just 5 minutes to Washington with chic shops, farmer's market and

5 Beds ⋅ 6 Baths ⋅ 24093019 MLS

Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl guest room on the main level, perfect for nursery or in-laws.3 bedrooms/2 baths on the second level. Lower level game room has full bath and can be used as a 6th bedroom. Gunite heated pool with stone terraces incorporates room for relaxing and dining pool side. 3 car garage has unfinished space above which could be finished to an apartment or studio. Multi zone stereo system. Just 5 minutes to Washington with chic shops, farmer's market and

Roxbury

$2,700,000

Perfect location! Five minutes to Darien's train and local shopping area! Experience custom design and vibrant community living in this new luxury residence, meticulously crafted by a seasoned Darien builder. This home showcases exquisite craftsmanship and fine millwork throughout, seamlessly combining timeless sophistication with modern comforts. A dramatic double-height paneled foyer welcomes you inside, leading to a soaring vaulted ceilinged living room, which is anchored by a refined shiplapped gas fireplace. This space opens seamlessly to a spacious stone patio and level yard, creating the perfect setting for elegant indoor-outdoor entertaining. The gourmet kitchen is a true centerpiece, featuring top-of-the-line Thermador appliances, exquisite quartz countertops, custom cabinetry, and a sunlit eating area. The serene primary suite offers a generous walk-in closet and a spa-inspired bath complete with a soaking tub, glass-enclosed shower, and dual-sink vanity. For flexibility, there is an option to use the second floor suite as your primary, which includes its own private balcony. The 3rd floor provides an expansive extra room ready to make your own as a gym or playroom. This residence presents an extraordinary opportunity to own a beautifully conceived new home in a truly coveted setting, where you can look forward to fantastic neighborhood block parties and the convenience of walkability to the Middlesex Club and the top- rated Holmes School!

6 Beds ⋅ 4 Baths ⋅ 24125094 MLS

Perfect location! Five minutes to Darien's train and local shopping area! Experience custom design and vibrant community living in this new luxury residence, meticulously crafted by a seasoned Darien builder. This home showcases exquisite craftsmanship and fine millwork throughout, seamlessly combining timeless sophistication with modern comforts. A dramatic double-height paneled foyer welcomes you inside, leading to a soaring vaulted ceilinged living room, which is anchored by a refined shiplapped gas fireplace. This space opens seamlessly to a spacious stone patio and level yard, creating the perfect setting for elegant indoor-outdoor entertaining. The gourmet kitchen is a true centerpiece, featuring top-of-the-line Thermador appliances, exquisite quartz countertops, custom cabinetry, and a sunlit eating area. The serene primary suite offers a generous walk-in closet and a spa-inspired bath complete with a soaking tub, glass-enclosed shower, and dual-sink vanity. For flexibility, there is an option to use the second floor suite as your primary, which includes its own private balcony. The 3rd floor provides an expansive extra room ready to make your own as a gym or playroom. This residence presents an extraordinary opportunity to own a beautifully conceived new home in a truly coveted setting, where you can look forward to fantastic neighborhood block parties and the convenience of walkability to the Middlesex Club and the top- rated Holmes School!

30 Lake Dr, Darien

$2,695,000

Discover an extraordinary opportunity to own your new dream home being meticulously crafted by the esteemed Sturges Bros., Inc. Nestled on Silver Hill, a charming country lane in the desirable south end of Ridgefield, this property offers both elegance and convenience. Set on a level 2 acre park-like site, this 5,000+ sq. ft. classic Center Hall Colonial showcases outstanding craftsmanship and architectural excellence. Designed for both comfort and sophistication, the home features Living Room with fireplace, spacious Dining Room, gourmet kitchen, and Family Room with fireplace and a home office/study- all rooms offering 9 ft. ceilings for an airy, open feel. The Primary Bedroom Suite is a luxurious retreat, complete with spa-like bathroom and peaceful Sitting Room. Each of the three additional bedrooms is thoughtfully designed to ensure comfort and privacy, each featuring its own ensuite bath. A large Playroom adds versatility, offering a myriad of possibilities for its use. The expansive grounds invite endless opportunities for recreation and relaxation. Just minutes away from historic Main Street, with its array of amenities, schools, shopping, and cultural attractions, this exceptional property offers a serene retreat with the convenience of village living.

4 Beds ⋅ 6 Baths ⋅ 24079005 MLS

Discover an extraordinary opportunity to own your new dream home being meticulously crafted by the esteemed Sturges Bros., Inc. Nestled on Silver Hill, a charming country lane in the desirable south end of Ridgefield, this property offers both elegance and convenience. Set on a level 2 acre park-like site, this 5,000+ sq. ft. classic Center Hall Colonial showcases outstanding craftsmanship and architectural excellence. Designed for both comfort and sophistication, the home features Living Room with fireplace, spacious Dining Room, gourmet kitchen, and Family Room with fireplace and a home office/study- all rooms offering 9 ft. ceilings for an airy, open feel. The Primary Bedroom Suite is a luxurious retreat, complete with spa-like bathroom and peaceful Sitting Room. Each of the three additional bedrooms is thoughtfully designed to ensure comfort and privacy, each featuring its own ensuite bath. A large Playroom adds versatility, offering a myriad of possibilities for its use. The expansive grounds invite endless opportunities for recreation and relaxation. Just minutes away from historic Main Street, with its array of amenities, schools, shopping, and cultural attractions, this exceptional property offers a serene retreat with the convenience of village living.

87 Silver Hill Rd, Ridgefield

$2,686,000

Tucked along one of Wilton's most coveted cul-de-sacs, 86 Middlebrook Farm Road is a home that truly belongs to its setting-quiet, prestigious, and effortlessly beautiful. Architecturally designed with intention and a refined eye, this residence balances timeless elegance with modern livability. Spanning 12 thoughtfully curated rooms, including 5 bedrooms, 5 full baths, and a powder room, the home offers both sophistication and comfort in equal measure. The heart of the home is a stunning kitchen, where an oversized marble island, two dishwashers, a walk-in pantry, and seamless flow create the perfect backdrop for daily living and entertaining alike. Each space feels purposeful, inviting, and easy to enjoy. Outdoors, the property transforms into a private, parklike retreat, bordered on one side by the Wilton Land Trust and on the other by 48 acres of the Wilton Riding Club. Flat, manicured grounds offers exceptional privacy and tranquility. The gunite pool serves as a sparkling focal point, paired with a sauna and lush landscaping, creating a true backyard escape. With flexible living options, including potential for a second primary suite, and a location just minutes to Wilton Center, top schools, and commuting routes, this home delivers a lifestyle that is both refined and relaxed.

5 Beds ⋅ 6 Baths ⋅ 24169514 MLS

Tucked along one of Wilton's most coveted cul-de-sacs, 86 Middlebrook Farm Road is a home that truly belongs to its setting-quiet, prestigious, and effortlessly beautiful. Architecturally designed with intention and a refined eye, this residence balances timeless elegance with modern livability. Spanning 12 thoughtfully curated rooms, including 5 bedrooms, 5 full baths, and a powder room, the home offers both sophistication and comfort in equal measure. The heart of the home is a stunning kitchen, where an oversized marble island, two dishwashers, a walk-in pantry, and seamless flow create the perfect backdrop for daily living and entertaining alike. Each space feels purposeful, inviting, and easy to enjoy. Outdoors, the property transforms into a private, parklike retreat, bordered on one side by the Wilton Land Trust and on the other by 48 acres of the Wilton Riding Club. Flat, manicured grounds offers exceptional privacy and tranquility. The gunite pool serves as a sparkling focal point, paired with a sauna and lush landscaping, creating a true backyard escape. With flexible living options, including potential for a second primary suite, and a location just minutes to Wilton Center, top schools, and commuting routes, this home delivers a lifestyle that is both refined and relaxed.

86 Middlebrook Farm Rd, Wilton

$2,675,000

Welcome to Peaceable Acres, a gracious turn-of-the-century estate situated on 2.14 picturesque acres in a walk-to-town location. Built in 1906 in the classic French Chateau style by renowned banker Albert Wiggin, this 6BR, 6/2 Bath property has been lovingly restored with an eye to preserve her original elegance. The home is an entertainer's dream with relaxed sophistication at every turn. Prepare to swoon over the chef's kitchen with luxury features, high-end appliances, and double islands flowing into the expansive great room w/fireplace, Palladian windows, and French doors. You'll also find a handsome dining room w/coffered ceiling, gorgeous living room w/stone fireplace, charming sunroom, and rustic wood-paneled study which opens onto a lovely stone patio. Climb the gracefully curving staircase to the refined primary bedroom w/fireplace adjoining a spa-like bath, which boasts a dual shower, soaking tub, and terrace. Additionally, you'll find 5 bedrooms & 4 ensuite baths, laundry room, and office. The magic continues outdoors with a stunning veranda featuring grand columns & wide steps leading to two grassy terraces, all surrounded by magnificent stone walls. The estate-like property with stone pillars & tree-lined circular driveway is expansive w/room for a pool, while a delightful cottage could be reimagined as an art studio or playhouse. Enjoy the exceptional lifestyle this property offers with the heart of Ridgefield's vibrant town center just steps away. Welcome Home!

6 Beds ⋅ 8 Baths ⋅ 24089807 MLS

Welcome to Peaceable Acres, a gracious turn-of-the-century estate situated on 2.14 picturesque acres in a walk-to-town location. Built in 1906 in the classic French Chateau style by renowned banker Albert Wiggin, this 6BR, 6/2 Bath property has been lovingly restored with an eye to preserve her original elegance. The home is an entertainer's dream with relaxed sophistication at every turn. Prepare to swoon over the chef's kitchen with luxury features, high-end appliances, and double islands flowing into the expansive great room w/fireplace, Palladian windows, and French doors. You'll also find a handsome dining room w/coffered ceiling, gorgeous living room w/stone fireplace, charming sunroom, and rustic wood-paneled study which opens onto a lovely stone patio. Climb the gracefully curving staircase to the refined primary bedroom w/fireplace adjoining a spa-like bath, which boasts a dual shower, soaking tub, and terrace. Additionally, you'll find 5 bedrooms & 4 ensuite baths, laundry room, and office. The magic continues outdoors with a stunning veranda featuring grand columns & wide steps leading to two grassy terraces, all surrounded by magnificent stone walls. The estate-like property with stone pillars & tree-lined circular driveway is expansive w/room for a pool, while a delightful cottage could be reimagined as an art studio or playhouse. Enjoy the exceptional lifestyle this property offers with the heart of Ridgefield's vibrant town center just steps away. Welcome Home!

47 Peaceable St, Ridgefield

$2,669,000

Experience refined living.. Built in 2009. BYRAM HILLS SCHOOLS. Custom home with show-stopping gourmet kitchen, luxurious beautifully appointed baths and a resort-style saltwater pool surrounded by Bluestone patio and walkways, mature landscaping. Thoughtfully designed and solidly built, this home features a spacious layout with hardwood floors, custom millwork, and abundant natural light from oversized windows. The main level offers an open, easy flow-perfect for entertaining or everyday living-centered around a double-sided, floor-to-ceiling stone fireplace. The large gourmet kitchen is appointed with a generous island with a nickel farm sink, granite countertops, top-of-the-line appliances, and a substantial 7-inch butcher block. Upstairs features 4 generously sized bedrooms, including a primary suite with Fireplace, a spa like bathroom, 2 custom closets and a sitting area perfect for quiet reading, office or exercise. 3 additional bedrooms on this level include a guest suite with an attached bath. A Unique Office, designed with reclaimed wood, makes it a perfect retreat. This home features a back staircase that leads to the two levels below. Additional highlights include heated three car garage with tall ceilings, gated driveway with stone inlay, lawn sprinklers and whole home generator. Located in a peaceful setting yet close to town, this property offers privacy, space, and comfort - Not To Be Missed. ***AO 12/26/25- CTS

4 Beds ⋅ 5 Baths ⋅ 24137815 MLS

Experience refined living.. Built in 2009. BYRAM HILLS SCHOOLS. Custom home with show-stopping gourmet kitchen, luxurious beautifully appointed baths and a resort-style saltwater pool surrounded by Bluestone patio and walkways, mature landscaping. Thoughtfully designed and solidly built, this home features a spacious layout with hardwood floors, custom millwork, and abundant natural light from oversized windows. The main level offers an open, easy flow-perfect for entertaining or everyday living-centered around a double-sided, floor-to-ceiling stone fireplace. The large gourmet kitchen is appointed with a generous island with a nickel farm sink, granite countertops, top-of-the-line appliances, and a substantial 7-inch butcher block. Upstairs features 4 generously sized bedrooms, including a primary suite with Fireplace, a spa like bathroom, 2 custom closets and a sitting area perfect for quiet reading, office or exercise. 3 additional bedrooms on this level include a guest suite with an attached bath. A Unique Office, designed with reclaimed wood, makes it a perfect retreat. This home features a back staircase that leads to the two levels below. Additional highlights include heated three car garage with tall ceilings, gated driveway with stone inlay, lawn sprinklers and whole home generator. Located in a peaceful setting yet close to town, this property offers privacy, space, and comfort - Not To Be Missed. ***AO 12/26/25- CTS

19 Kingdom Ridge Rd, North Castle

$2,652,500

Welcome to this beautifully renovated Colonial in the heart of Darien, where timeless design meets modern luxury. Offering four bedrooms and three full bathrooms across four finished levels, this move-in ready home delivers exceptional space, style, and functionality for today's lifestyle. The home features a bright and airy layout with thoughtfully updated interiors throughout. The stunning renovation seamlessly blends classic architectural charm with high-end finishes, creating inviting living and entertaining spaces on every level. The main floor offers an effortless flow, perfect for both everyday living and hosting, while the upper levels provide well-appointed bedrooms and flexible spaces for work, relaxation, or play. The fully finished lower level adds incredible versatility-ideal for a media room or a gym. Set in a prime, in-town location, this home offers unparalleled convenience. Just moments to the train, top-rated schools, restaurants, shopping, and Darien's beautiful beaches. A rare opportunity to own a turnkey luxury home in one of Darien's most sought-after locations.

4 Beds ⋅ 3 Baths ⋅ 24163569 MLS

Welcome to this beautifully renovated Colonial in the heart of Darien, where timeless design meets modern luxury. Offering four bedrooms and three full bathrooms across four finished levels, this move-in ready home delivers exceptional space, style, and functionality for today's lifestyle. The home features a bright and airy layout with thoughtfully updated interiors throughout. The stunning renovation seamlessly blends classic architectural charm with high-end finishes, creating inviting living and entertaining spaces on every level. The main floor offers an effortless flow, perfect for both everyday living and hosting, while the upper levels provide well-appointed bedrooms and flexible spaces for work, relaxation, or play. The fully finished lower level adds incredible versatility-ideal for a media room or a gym. Set in a prime, in-town location, this home offers unparalleled convenience. Just moments to the train, top-rated schools, restaurants, shopping, and Darien's beautiful beaches. A rare opportunity to own a turnkey luxury home in one of Darien's most sought-after locations.

7 Walmsley Rd, Darien

$2,650,000

Classic Connecticut Colonial beautifully renovated for today's lifestyle! This pristine 4-bedroom, 3.1-bath home offers an inviting open floor plan centered around a fabulous gourmet kitchen flowing seamlessly into a sun-filled family room with custom built-ins. Elegant entertaining spaces include an oversized dining room and gracious living room with fireplace, while a thoughtfully designed mudroom with custom millwork keeps things organized. Upstairs, the luxurious primary suite features a marble bath and his-and-hers walk-in closets, creating a private retreat, while two additional beautifully updated bathrooms complete the second floor. The finished lower level, filled with natural light from abundant windows, provides flexible space ideal for a playroom, home office, gym, or recreation room. Designed for both everyday living and entertaining, the screened porch and deck offer seamless indoor-outdoor enjoyment overlooking the sweeping flat backyard. Stone walls, perennial gardens, and beautifully landscaped grounds complete this picture-perfect family home, ideally located close to town, schools, Waveny Park, and commuting. ***HIGHEST AND BEST OFFERS BY 5PM 6/15/26***

4 Beds ⋅ 4 Baths ⋅ 24180010 MLS

Classic Connecticut Colonial beautifully renovated for today's lifestyle! This pristine 4-bedroom, 3.1-bath home offers an inviting open floor plan centered around a fabulous gourmet kitchen flowing seamlessly into a sun-filled family room with custom built-ins. Elegant entertaining spaces include an oversized dining room and gracious living room with fireplace, while a thoughtfully designed mudroom with custom millwork keeps things organized. Upstairs, the luxurious primary suite features a marble bath and his-and-hers walk-in closets, creating a private retreat, while two additional beautifully updated bathrooms complete the second floor. The finished lower level, filled with natural light from abundant windows, provides flexible space ideal for a playroom, home office, gym, or recreation room. Designed for both everyday living and entertaining, the screened porch and deck offer seamless indoor-outdoor enjoyment overlooking the sweeping flat backyard. Stone walls, perennial gardens, and beautifully landscaped grounds complete this picture-perfect family home, ideally located close to town, schools, Waveny Park, and commuting. ***HIGHEST AND BEST OFFERS BY 5PM 6/15/26***

293 Old Norwalk Rd, New Canaan

$2,650,000

Sophisticated, timeless, and flawlessly reimagined, this 7,600 sq ft transitional Hamptons-style Colonial-Cape delivers luxury living with effortless ease. Offering 18 beautifully scaled rooms - including 5 spacious bedrooms, 6 full baths, and multiple inviting gathering spaces - this home balances grand entertaining with relaxed everyday comfort. Exquisite millwork, sleek transitional finishes, and four fireplaces create warmth throughout, while sunlit formal rooms flow seamlessly into casual living areas. The chef's kitchen with service galley anchors the home and opens naturally to outdoor spaces. Private retreats, work-from-home areas, and a separate in-law apartment with private entrance enhance the home's versatility. The grounds are exceptional - lush landscaping, fieldstone walls, tiered patios, a resort-style pool with spa and waterfall, a heated pool house, and an elevated firepit patio all offer unmatched outdoor living. Tucked up on a quiet cul-de-sac, this property blends true neighborhood charm with the privacy of its own enclave. A premier location, superb craftsmanship, and every modern amenity - this is refined living at its best. Discover the lifestyle awaiting you ... schedule your private tour today. 7,692 SF TOTAL heated living space, per architect.

5 Beds ⋅ 6 Baths ⋅ 24165876 MLS

Sophisticated, timeless, and flawlessly reimagined, this 7,600 sq ft transitional Hamptons-style Colonial-Cape delivers luxury living with effortless ease. Offering 18 beautifully scaled rooms - including 5 spacious bedrooms, 6 full baths, and multiple inviting gathering spaces - this home balances grand entertaining with relaxed everyday comfort. Exquisite millwork, sleek transitional finishes, and four fireplaces create warmth throughout, while sunlit formal rooms flow seamlessly into casual living areas. The chef's kitchen with service galley anchors the home and opens naturally to outdoor spaces. Private retreats, work-from-home areas, and a separate in-law apartment with private entrance enhance the home's versatility. The grounds are exceptional - lush landscaping, fieldstone walls, tiered patios, a resort-style pool with spa and waterfall, a heated pool house, and an elevated firepit patio all offer unmatched outdoor living. Tucked up on a quiet cul-de-sac, this property blends true neighborhood charm with the privacy of its own enclave. A premier location, superb craftsmanship, and every modern amenity - this is refined living at its best. Discover the lifestyle awaiting you ... schedule your private tour today. 7,692 SF TOTAL heated living space, per architect.

10 Woodhill Rd, Wilton

$2,650,000

A rare opportunity to own a custom-designed residence by renowned architect Peter Cadoux, nestled on a private cul-de-sac abutting Quarry Head Park/Harrison Smith Preserve providing direct access to nearly 60 acres of hiking and equestrian trails. Additional privacy is provided by a serene sanctuary of forever green space to the west. This extraordinary home combines architectural artistry, thoughtful design, and the finest materials and craftsmanship. The home has been meticulously maintained by a professional property manager. A grand foyer with 20+ ft ceilings, welcomes guests into an atmosphere of understated elegance, framed by exceptional millwork. The main living spaces flow gracefully: a formal dining room adorned with a crystal chandelier and an inviting living room featuring a coffered ceiling and fireplace. A half bath for guests and a private office with built-in wood cabinetry is off to the right. Off the dining room, the butler's pantry featuring a refrigerator and wine cooler make entertaining a breeze. The kitchen is a culinary dream, appointed with Viking and Sub-Zero appliances, double sinks, beautiful quartz countertops and gorgeous custom cabinetry. With ease for entertainment, the kitchen opens to the family room with a well-appointed stone fireplace. Mirroring this focal point, an outdoor fireplace anchors the wrap-around deck, offering seamless indoor-outdoor entertaining.

6 Beds ⋅ 7 Baths ⋅ 24158976 MLS

A rare opportunity to own a custom-designed residence by renowned architect Peter Cadoux, nestled on a private cul-de-sac abutting Quarry Head Park/Harrison Smith Preserve providing direct access to nearly 60 acres of hiking and equestrian trails. Additional privacy is provided by a serene sanctuary of forever green space to the west. This extraordinary home combines architectural artistry, thoughtful design, and the finest materials and craftsmanship. The home has been meticulously maintained by a professional property manager. A grand foyer with 20+ ft ceilings, welcomes guests into an atmosphere of understated elegance, framed by exceptional millwork. The main living spaces flow gracefully: a formal dining room adorned with a crystal chandelier and an inviting living room featuring a coffered ceiling and fireplace. A half bath for guests and a private office with built-in wood cabinetry is off to the right. Off the dining room, the butler's pantry featuring a refrigerator and wine cooler make entertaining a breeze. The kitchen is a culinary dream, appointed with Viking and Sub-Zero appliances, double sinks, beautiful quartz countertops and gorgeous custom cabinetry. With ease for entertainment, the kitchen opens to the family room with a well-appointed stone fireplace. Mirroring this focal point, an outdoor fireplace anchors the wrap-around deck, offering seamless indoor-outdoor entertaining.

55 Tanners Dr, Wilton

$2,642,500

Welcome to 10 Carissa Lane, a privately situated home on a cul-de-sac street not far from the center of town. With 4,000sf of living space, the home has a perfect flow for entertaining. A high-end kitchen that opens to the family room and dining room is the heart of the home. The living room, outfitted with a second fireplace, offers additional space to retreat. The primary bedroom, with its own bath overlooking the peaceful yard, is joined by 3 additional bedrooms and a full bath on the 2nd floor. A bonus room and full bath on the same floor allow for a lot of flexibility. A walk-out lower level provides ample space to play, work, exercise - outfitted with another full bath and kitchenette. The home sits on over 1-acre of property that offers entertainment during all seasons. In warmer weather you can gather on a recently renovated, expansive deck off the family room/kitchen that has an outdoor TV & sound system, or practice your swing on a putting green. In the winter, a quiet pond off in the distance allows for ice skating. Don't miss the opportunity to see this home - with an abundance of updates - on one of Greenwich's most special streets.

4 Beds ⋅ 5 Baths ⋅ 24130866 MLS

Welcome to 10 Carissa Lane, a privately situated home on a cul-de-sac street not far from the center of town. With 4,000sf of living space, the home has a perfect flow for entertaining. A high-end kitchen that opens to the family room and dining room is the heart of the home. The living room, outfitted with a second fireplace, offers additional space to retreat. The primary bedroom, with its own bath overlooking the peaceful yard, is joined by 3 additional bedrooms and a full bath on the 2nd floor. A bonus room and full bath on the same floor allow for a lot of flexibility. A walk-out lower level provides ample space to play, work, exercise - outfitted with another full bath and kitchenette. The home sits on over 1-acre of property that offers entertainment during all seasons. In warmer weather you can gather on a recently renovated, expansive deck off the family room/kitchen that has an outdoor TV & sound system, or practice your swing on a putting green. In the winter, a quiet pond off in the distance allows for ice skating. Don't miss the opportunity to see this home - with an abundance of updates - on one of Greenwich's most special streets.

10 Carissa Ln, Greenwich

$2,635,000

Set high on a quiet cul-de-sac, 2 Wahackme Lane is a gracious single family home in New Canaan that offers privacy, space, and a beautiful natural setting. Overlooking rolling greenery and expansive outdoor play areas, this property sits on 2.9 acres and is designed for both everyday living and entertaining. The home features 5 bedrooms, (the 5th bedroom with full bath is on the first floor and is an optional home office) 4 full baths and 2 half, with thoughtful details throughout, including 3 fireplaces and a charming screened porch off the dining room-ideal for summer evenings. The oversized kitchen is the heart of the home, complete with an eat-in area and an adjoining family room. French doors open to a sunny terrace, creating a seamless flow for outdoor dining. Upstairs you will find 4 bedrooms,3 full baths, a convenient laundry room, and an oversized great room, offering flexible space for recreation, homework, or quiet retreat. Perfectly located just minutes from Irwin Park, downtown New Canaan, and West School. This hilltop retreat combines a serene setting with easy access to town amenities, making it an exceptional place to call home.

5 Beds ⋅ 5 Baths ⋅ 24150447 MLS

Set high on a quiet cul-de-sac, 2 Wahackme Lane is a gracious single family home in New Canaan that offers privacy, space, and a beautiful natural setting. Overlooking rolling greenery and expansive outdoor play areas, this property sits on 2.9 acres and is designed for both everyday living and entertaining. The home features 5 bedrooms, (the 5th bedroom with full bath is on the first floor and is an optional home office) 4 full baths and 2 half, with thoughtful details throughout, including 3 fireplaces and a charming screened porch off the dining room-ideal for summer evenings. The oversized kitchen is the heart of the home, complete with an eat-in area and an adjoining family room. French doors open to a sunny terrace, creating a seamless flow for outdoor dining. Upstairs you will find 4 bedrooms,3 full baths, a convenient laundry room, and an oversized great room, offering flexible space for recreation, homework, or quiet retreat. Perfectly located just minutes from Irwin Park, downtown New Canaan, and West School. This hilltop retreat combines a serene setting with easy access to town amenities, making it an exceptional place to call home.

2 Wahackme Ln, New Canaan

$2,605,000

Welcome to 2 Red Rose Circle - a bright and beautifully maintained Four bedroom, Two full one 1/2 bath Colonial nestled on a quiet cul-de-sac in one of Darien's most sought after neighborhoods. Set on a flat, sunny half acre, this move-in-ready home combines timeless style with comfortable, everyday living. Natural light fills the spacious rooms, creating a warm and welcoming atmosphere throughout. The inviting kitchen opens to a casual dining area and overlooks the expansive backyard-perfect for hosting barbecues, playing catch, or simply relaxing in the sunshine. A flexible first floor layout offers open gathering spaces along with quiet nooks ideal for entertaining or unwinding. Upstairs, you'll find four expansive bedrooms, including a serene primary suite with a private bath. The finished lower level provides additional living space for a playroom, gym, and home office. Don't miss the two car garage which has a place for all your tools and sporting equipment. Enjoy life in a friendly neighborhood close to top rated schools, beaches, parks, and the train-all just minutes away. With its natural light, level yard, and easy flow, this home is the perfect place to settle in, spread out, and make lasting memories in the heart of Darien.

4 Beds ⋅ 3 Baths ⋅ 24156801 MLS

Welcome to 2 Red Rose Circle - a bright and beautifully maintained Four bedroom, Two full one 1/2 bath Colonial nestled on a quiet cul-de-sac in one of Darien's most sought after neighborhoods. Set on a flat, sunny half acre, this move-in-ready home combines timeless style with comfortable, everyday living. Natural light fills the spacious rooms, creating a warm and welcoming atmosphere throughout. The inviting kitchen opens to a casual dining area and overlooks the expansive backyard-perfect for hosting barbecues, playing catch, or simply relaxing in the sunshine. A flexible first floor layout offers open gathering spaces along with quiet nooks ideal for entertaining or unwinding. Upstairs, you'll find four expansive bedrooms, including a serene primary suite with a private bath. The finished lower level provides additional living space for a playroom, gym, and home office. Don't miss the two car garage which has a place for all your tools and sporting equipment. Enjoy life in a friendly neighborhood close to top rated schools, beaches, parks, and the train-all just minutes away. With its natural light, level yard, and easy flow, this home is the perfect place to settle in, spread out, and make lasting memories in the heart of Darien.

2 Red Rose Cir, Darien

$2,600,000

Welcome to 559 Cheese Spring Rd., a sun-drenched and meticulously maintained 4,300 square-foot center hall colonial - a Connecticut classic that is stylish, pristine and truly move-in ready. The first floor offers a gracious living room, large dining room with fireplace and built-ins, and a sunlit sunroom/playroom with cathedral ceiling which opens onto a lovely outdoor deck. The updated gourmet eat-in kitchen features high end appliances and opens to a spectacular oversized family room with a fireplace and built-ins. A new marble powder room and laundry complete the main level. Upstairs, the expanded primary suite addition features a cathedral ceiling, spa-like marble bath and two walk-in closets. A second en-suite bedroom with a walk-in closet, three additional bedrooms and a full bath round out the second floor. The walk-out lower level offers a spacious playroom with built-ins, full bath, bar area, and dedicated exercise space, with French Doors opening to an inviting bluestone terrace. Set on two private, beautifully landscaped acres, there is a fabulous flat open play yard and a built-in firepit for outdoor gatherings. Exceptional in every way, this is a forever home to enjoy and cherish with family and friends.

5 Beds ⋅ 5 Baths ⋅ 24186885 MLS

Welcome to 559 Cheese Spring Rd., a sun-drenched and meticulously maintained 4,300 square-foot center hall colonial - a Connecticut classic that is stylish, pristine and truly move-in ready. The first floor offers a gracious living room, large dining room with fireplace and built-ins, and a sunlit sunroom/playroom with cathedral ceiling which opens onto a lovely outdoor deck. The updated gourmet eat-in kitchen features high end appliances and opens to a spectacular oversized family room with a fireplace and built-ins. A new marble powder room and laundry complete the main level. Upstairs, the expanded primary suite addition features a cathedral ceiling, spa-like marble bath and two walk-in closets. A second en-suite bedroom with a walk-in closet, three additional bedrooms and a full bath round out the second floor. The walk-out lower level offers a spacious playroom with built-ins, full bath, bar area, and dedicated exercise space, with French Doors opening to an inviting bluestone terrace. Set on two private, beautifully landscaped acres, there is a fabulous flat open play yard and a built-in firepit for outdoor gatherings. Exceptional in every way, this is a forever home to enjoy and cherish with family and friends.

559 Cheese Spring Rd, New Canaan

$2,600,000

On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship.

4 Beds ⋅ 5 Baths ⋅ 24166876 MLS

On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship.

47 North St, Litchfield

$2,600,000

A luxury estate awaits on 6.7 private acres at the end of a quiet cul-de-sac. This remarkable Avon residence offers more than 10,000 square feet of refined living space designed for both elegant entertaining and everyday comfort. A circular driveway framed by stately pillars welcomes you to the residence, where a dramatic two-story foyer with sweeping staircases introduces the elegant interior. Newly installed hardwood flooring flows throughout the home, enhancing the warmth and continuity of the gracious living spaces. Thoughtfully designed rooms include a distinguished wood-paneled library with fireplace, elegant formal rooms, and expansive gathering areas filled with natural light. At the heart of the home is a beautifully renovated chef's kitchen, featuring premium appliances, custom cabinetry, and a striking cathedral window overlooking the surrounding landscape. The primary suite functions as a private retreat, complete with boutique-style custom dressing rooms and a luxurious bath. Additional bedrooms and living spaces offer flexibility for family and guests. The newly refinished walk-out lower level provides exceptional additional living space, including a recreation area and an additional bedroom ideal for extended guests, a nanny suite, or private accommodations. Outdoors, the property transforms into a resort-inspired setting with expansive stone patios, a stunning in-ground pool, and beautifully landscaped grounds that create remarkable privacy.

7 Beds ⋅ 7 Baths ⋅ 24159051 MLS

A luxury estate awaits on 6.7 private acres at the end of a quiet cul-de-sac. This remarkable Avon residence offers more than 10,000 square feet of refined living space designed for both elegant entertaining and everyday comfort. A circular driveway framed by stately pillars welcomes you to the residence, where a dramatic two-story foyer with sweeping staircases introduces the elegant interior. Newly installed hardwood flooring flows throughout the home, enhancing the warmth and continuity of the gracious living spaces. Thoughtfully designed rooms include a distinguished wood-paneled library with fireplace, elegant formal rooms, and expansive gathering areas filled with natural light. At the heart of the home is a beautifully renovated chef's kitchen, featuring premium appliances, custom cabinetry, and a striking cathedral window overlooking the surrounding landscape. The primary suite functions as a private retreat, complete with boutique-style custom dressing rooms and a luxurious bath. Additional bedrooms and living spaces offer flexibility for family and guests. The newly refinished walk-out lower level provides exceptional additional living space, including a recreation area and an additional bedroom ideal for extended guests, a nanny suite, or private accommodations. Outdoors, the property transforms into a resort-inspired setting with expansive stone patios, a stunning in-ground pool, and beautifully landscaped grounds that create remarkable privacy.

59 Lord Davis Ln, Avon

$2,595,000

Welcome to this pristine, move-in-ready 4-bedroom, 3-bath Center Hall Colonial, ideally situated in the highly desirable Hoyt Farm Association. Thoughtfully updated and meticulously maintained, this exceptional home offers a modern floor plan designed for comfortable living and effortless entertaining. The stunning chef's kitchen features top-of-the-line appliances, a granite center island, and hardwood floors, with new sliding glass doors opening onto a mahogany deck overlooking a park-like, level backyard. The gracious family room with a fireplace creates a warm gathering space, while the expansive living room boasts a second fireplace and an oversized picture window. A generous dining room is perfect for hosting family and friends, and a first-floor office makes working from home a pleasure. Upstairs, the luxurious primary suite offers a beautifully updated bath and a spacious walk-in closet, while three additional bedrooms and an updated bathroom provide ample space for family and guests. Hardwood floors extend throughout the home, enhancing its timeless appeal. Outside, lush gardens and mature landscaping create a private backyard retreat on stunning grounds. Ideally located just minutes from town, schools, the train, and major parkways, this beautifully maintained home combines classic Colonial charm with today's modern amenities.

4 Beds ⋅ 3 Baths ⋅ 24190197 MLS

Welcome to this pristine, move-in-ready 4-bedroom, 3-bath Center Hall Colonial, ideally situated in the highly desirable Hoyt Farm Association. Thoughtfully updated and meticulously maintained, this exceptional home offers a modern floor plan designed for comfortable living and effortless entertaining. The stunning chef's kitchen features top-of-the-line appliances, a granite center island, and hardwood floors, with new sliding glass doors opening onto a mahogany deck overlooking a park-like, level backyard. The gracious family room with a fireplace creates a warm gathering space, while the expansive living room boasts a second fireplace and an oversized picture window. A generous dining room is perfect for hosting family and friends, and a first-floor office makes working from home a pleasure. Upstairs, the luxurious primary suite offers a beautifully updated bath and a spacious walk-in closet, while three additional bedrooms and an updated bathroom provide ample space for family and guests. Hardwood floors extend throughout the home, enhancing its timeless appeal. Outside, lush gardens and mature landscaping create a private backyard retreat on stunning grounds. Ideally located just minutes from town, schools, the train, and major parkways, this beautifully maintained home combines classic Colonial charm with today's modern amenities.

667 Carter St, New Canaan

$2,595,000

Come delight in seeing an exceptional New Canaan residence designed with style, sophistication and sited on a stunning landscaped 2.1 acres in a sought after neighborhood. As soon as you arrive, from the double height foyer welcoming you home to the inviting living room and the great family room, this is your place to relax and entertain with family and friends as you gather around the fireplaces. Come walk the delightful gardens, enjoy the privacy of the mature specimen trees and why not play games across the beautiful lawns. Croquet or soccer anyone? Located on a highly desirable cul-de-sac, the house has a beautiful private spa pool nestled in the gardens. A centrally positioned kitchen with expansive granite counters and island invite you in for conversations and cooking. The handsome paneled library with fireplace and wet bar opens to a spacious terrace, gardens and offers you a retreat for reading, working, and relaxing. Then there is the beautiful first floor Owner's suite as well as a second Primary Suite - take your choice! All bedrooms are ensuite. The Lower Level is flexible for relaxation, work, or play in front of the fireplace. To top it off there is the modern convenience of a garage Electric Vehicle Charger Located minutes to the Village with great shops, nationally ranked schools, library, parks, trains. --

4 Beds ⋅ 6 Baths ⋅ 24130047 MLS

Come delight in seeing an exceptional New Canaan residence designed with style, sophistication and sited on a stunning landscaped 2.1 acres in a sought after neighborhood. As soon as you arrive, from the double height foyer welcoming you home to the inviting living room and the great family room, this is your place to relax and entertain with family and friends as you gather around the fireplaces. Come walk the delightful gardens, enjoy the privacy of the mature specimen trees and why not play games across the beautiful lawns. Croquet or soccer anyone? Located on a highly desirable cul-de-sac, the house has a beautiful private spa pool nestled in the gardens. A centrally positioned kitchen with expansive granite counters and island invite you in for conversations and cooking. The handsome paneled library with fireplace and wet bar opens to a spacious terrace, gardens and offers you a retreat for reading, working, and relaxing. Then there is the beautiful first floor Owner's suite as well as a second Primary Suite - take your choice! All bedrooms are ensuite. The Lower Level is flexible for relaxation, work, or play in front of the fireplace. To top it off there is the modern convenience of a garage Electric Vehicle Charger Located minutes to the Village with great shops, nationally ranked schools, library, parks, trains. --

104 Ramhorne Rd, New Canaan

$2,579,900

Set on a private one-acre corner lot, this stately 1900 Georgian Colonial offers over 7,500 sqft of living space, blending timeless architecture with modern updates. Featuring 9 bedrooms, 8.5 baths, and 8 fireplaces, the home showcases exceptional scale and craftsmanship. Inside, you'll find 12-foot ceilings, intricate millwork, leaded glass windows, and custom built-ins that reflect its historic character. A sweeping central staircase anchors the home, with sun-filled formal living and dining areas that open to a full-length veranda overlooking the private grounds and gated pool. The kitchen and bathrooms have been updated, offering modern functionality while preserving the home's original charm. A cozy den with exposed oak beams and a fireplace adds warmth and contrast to the main level. Upstairs, the primary suite includes a fireplace, dressing area, walk-in closet, and balcony with distant views of Long Island Sound. Additional bedrooms and a spacious third-floor living area provide flexibility for guests or extended living. Located in an R-20 zone with possible subdivision potential, this is a rare opportunity to own a distinctive property that combines historic elegance with long-term upside.

9 Beds ⋅ 8 Baths ⋅ 24161118 MLS

Set on a private one-acre corner lot, this stately 1900 Georgian Colonial offers over 7,500 sqft of living space, blending timeless architecture with modern updates. Featuring 9 bedrooms, 8.5 baths, and 8 fireplaces, the home showcases exceptional scale and craftsmanship. Inside, you'll find 12-foot ceilings, intricate millwork, leaded glass windows, and custom built-ins that reflect its historic character. A sweeping central staircase anchors the home, with sun-filled formal living and dining areas that open to a full-length veranda overlooking the private grounds and gated pool. The kitchen and bathrooms have been updated, offering modern functionality while preserving the home's original charm. A cozy den with exposed oak beams and a fireplace adds warmth and contrast to the main level. Upstairs, the primary suite includes a fireplace, dressing area, walk-in closet, and balcony with distant views of Long Island Sound. Additional bedrooms and a spacious third-floor living area provide flexibility for guests or extended living. Located in an R-20 zone with possible subdivision potential, this is a rare opportunity to own a distinctive property that combines historic elegance with long-term upside.

26 Shady Ln, Greenwich

$2,575,000

Enjoy effortless living in this centrally located Greenwich end unit townhouse featuring 3 bedrooms and 3.1 baths across three beautifully designed levels. Vaulted ceilings and an open floor plan create a bright, airy feel, with oversized windows filling the home with natural light. The first floor bedroom is beautifully positioned on the main level, offering comfort and convenience with easy access to the home's primary living spaces. Upstairs, two spacious ensuite bedrooms provide privacy and refined comfort, each thoughtfully designed with generous closets and well appointed baths. The lower level offers exceptional additional living space, perfect for a media room, gym, lounge, or recreation area allowing for seamless entertaining and everyday enjoyment. As an end unit, the home benefits from enhanced light and added privacy. A two car garage and a prime in town location close to shops, dining, and the train complete this exceptional offering. Luxury, convenience, and turnkey townhouse living in the heart of Greenwich.

3 Beds ⋅ 4 Baths ⋅ 24157695 MLS ⋅ One Old Church BLDG.

Enjoy effortless living in this centrally located Greenwich end unit townhouse featuring 3 bedrooms and 3.1 baths across three beautifully designed levels. Vaulted ceilings and an open floor plan create a bright, airy feel, with oversized windows filling the home with natural light. The first floor bedroom is beautifully positioned on the main level, offering comfort and convenience with easy access to the home's primary living spaces. Upstairs, two spacious ensuite bedrooms provide privacy and refined comfort, each thoughtfully designed with generous closets and well appointed baths. The lower level offers exceptional additional living space, perfect for a media room, gym, lounge, or recreation area allowing for seamless entertaining and everyday enjoyment. As an end unit, the home benefits from enhanced light and added privacy. A two car garage and a prime in town location close to shops, dining, and the train complete this exceptional offering. Luxury, convenience, and turnkey townhouse living in the heart of Greenwich.

1 Old Church Rd Unit APT 1, Greenwich

$2,552,000

Built by the renowned Kellogg Brothers, this exceptional custom home showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail. A circular driveway leads to a dramatic two-story foyer with Bordeaux-style Brazilian cherry parquet flooring. The gourmet kitchen is appointed with a Sub-Zero refrigerator, Viking six-burner range with griddle, pot filler, warming drawer, two dishwashers, custom cabinetry, walk-in pantry, and sliders opening to the expansive deck. The spectacular great room features soaring ceilings, a fireplace, dramatic two-story windows, extensive custom millwork, refinished hardwood floors, a brass chandelier, and sliders that seamlessly connect to the outdoor living spaces. Additional highlights include a sun-filled living room with fireplace and bow window, elegant dining room with window seat, and a richly paneled office with French doors and access to the screened porch. Outside, enjoy a heated infinity-edge Gunite pool, grotto seating area, mature landscaping, and manicured privet hedges creating an exceptional private oasis. The property also offers direct access to scenic walking trails connecting to 93-acres of the Wilton Land Trust and Harris Smith Preserve. The home offers six bedrooms, including five upstairs and one on the walk-out lower level. The finished lower level features a recreation room with a wood-burning fireplace. Grey Rocks truly depicts luxury, comfort, and timeless design.

6 Beds ⋅ 6 Baths ⋅ 24185788 MLS

Built by the renowned Kellogg Brothers, this exceptional custom home showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail. A circular driveway leads to a dramatic two-story foyer with Bordeaux-style Brazilian cherry parquet flooring. The gourmet kitchen is appointed with a Sub-Zero refrigerator, Viking six-burner range with griddle, pot filler, warming drawer, two dishwashers, custom cabinetry, walk-in pantry, and sliders opening to the expansive deck. The spectacular great room features soaring ceilings, a fireplace, dramatic two-story windows, extensive custom millwork, refinished hardwood floors, a brass chandelier, and sliders that seamlessly connect to the outdoor living spaces. Additional highlights include a sun-filled living room with fireplace and bow window, elegant dining room with window seat, and a richly paneled office with French doors and access to the screened porch. Outside, enjoy a heated infinity-edge Gunite pool, grotto seating area, mature landscaping, and manicured privet hedges creating an exceptional private oasis. The property also offers direct access to scenic walking trails connecting to 93-acres of the Wilton Land Trust and Harris Smith Preserve. The home offers six bedrooms, including five upstairs and one on the walk-out lower level. The finished lower level features a recreation room with a wood-burning fireplace. Grey Rocks truly depicts luxury, comfort, and timeless design.

88 Grey Rocks Rd, Wilton

$2,550,000

A sophisticated Victorian home on a sought after in-town street with the amenities for today's lifestyle. This 5 bedroom home features an open floor plan with a first floor primary suite, gourmet kitchen with spacious island, dual-fuel range and wine cooler. A spectacular light filled family room has soaring ceilings and a gas fireplace, it opens to a lovely stone wall terrace. Beautiful gardens surround this fenced in backyard making it an oasis of nature. Charming covered wrap around porch with fabulous curb appeal and walk to everything!

5 Beds ⋅ 4 Baths ⋅ 24118865 MLS

A sophisticated Victorian home on a sought after in-town street with the amenities for today's lifestyle. This 5 bedroom home features an open floor plan with a first floor primary suite, gourmet kitchen with spacious island, dual-fuel range and wine cooler. A spectacular light filled family room has soaring ceilings and a gas fireplace, it opens to a lovely stone wall terrace. Beautiful gardens surround this fenced in backyard making it an oasis of nature. Charming covered wrap around porch with fabulous curb appeal and walk to everything!

35 Church St, New Canaan

$2,550,000

A Waterfront Masterpiece at Woodridge Lake. This is not just a home, it's an experience. Perfectly sited on 600 feet of rare, direct waterfront within the Woodridge Lake Association, this custom-built, 4BR/3.2BA lakefront estate delivers architectural brilliance, timeless craftsmanship, and the ultimate in luxury living. Designed by Jack Kemper and masterfully built by Michael Sweeney, this shingle-and-stone treasure showcases meticulous details at every turn: hand-hewn barnwood beams, 8" distressed oak floors, soaring ceilings with barrel, vaulted, and tray designs, and stunning fieldstone accents throughout. At the heart of the home, a chef's kitchen is fitted with a 48" Sub-Zero, 6-burner gas range with griddle, two dishwashers, walk-in pantry, wet bar with icemaker, and custom steel-and-glass wine cellar capable of holding over 2,000 bottles-perfect for entertaining at any scale. Expansive living and dining spaces flow seamlessly outdoors through French doors that open to the water's edge.The first-floor primary suite is its own retreat, with vaulted wood ceilings, fireplace, spa-like marble bath, and a private deck designed to capture the lake's best sunsets. Upstairs, you'll find three additional bedrooms, a home gym (which could easily be converted into a second primary suite), and beautifully appointed baths-all under airy 9' ceilings.

4 Beds ⋅ 5 Baths ⋅ 24119790 MLS

A Waterfront Masterpiece at Woodridge Lake. This is not just a home, it's an experience. Perfectly sited on 600 feet of rare, direct waterfront within the Woodridge Lake Association, this custom-built, 4BR/3.2BA lakefront estate delivers architectural brilliance, timeless craftsmanship, and the ultimate in luxury living. Designed by Jack Kemper and masterfully built by Michael Sweeney, this shingle-and-stone treasure showcases meticulous details at every turn: hand-hewn barnwood beams, 8" distressed oak floors, soaring ceilings with barrel, vaulted, and tray designs, and stunning fieldstone accents throughout. At the heart of the home, a chef's kitchen is fitted with a 48" Sub-Zero, 6-burner gas range with griddle, two dishwashers, walk-in pantry, wet bar with icemaker, and custom steel-and-glass wine cellar capable of holding over 2,000 bottles-perfect for entertaining at any scale. Expansive living and dining spaces flow seamlessly outdoors through French doors that open to the water's edge.The first-floor primary suite is its own retreat, with vaulted wood ceilings, fireplace, spa-like marble bath, and a private deck designed to capture the lake's best sunsets. Upstairs, you'll find three additional bedrooms, a home gym (which could easily be converted into a second primary suite), and beautifully appointed baths-all under airy 9' ceilings.

61 Waterside Ln, West Hartford

$2,547,500

This beautifully renovated 1911 colonial blends timeless charm with modern comfort in one of Roxbury's most desirable locations. The main residence offers luxury living with 2-3 bedrooms, a media room, gourmet kitchen, formal dining room, and a screened porch. The newly built guest house includes 2 bedrooms and a spacious game room/cabana with fireplace. Enjoy Summer entertaining on the covered porch with outdoor fireplace overlooking the heated gunite saltwater pool, scenic views, and expansive level lawn. The property features a two-car garage and borders a major estates and conserved land, ensuring privacy and beauty in an exceptional setting. Just minutes to the Mayflower Inn/Spa and chic shopping/dining in Washington and Woodbury.

3 Beds ⋅ 3 Baths ⋅ 24138574 MLS

This beautifully renovated 1911 colonial blends timeless charm with modern comfort in one of Roxbury's most desirable locations. The main residence offers luxury living with 2-3 bedrooms, a media room, gourmet kitchen, formal dining room, and a screened porch. The newly built guest house includes 2 bedrooms and a spacious game room/cabana with fireplace. Enjoy Summer entertaining on the covered porch with outdoor fireplace overlooking the heated gunite saltwater pool, scenic views, and expansive level lawn. The property features a two-car garage and borders a major estates and conserved land, ensuring privacy and beauty in an exceptional setting. Just minutes to the Mayflower Inn/Spa and chic shopping/dining in Washington and Woodbury.

277 Painter Hill Rd, Roxbury

$2,505,000

Welcome to your coastal paradise! This exquisite home is ideally located a short stroll from the beach and town, offering the ultimate coastal lifestyle. Built in 2017, this 4-bedroom gem boasts exceptional craftsmanship and sophisticated design, highlighted by custom millwork and finishes that create a peaceful atmosphere. The open-concept floor plan flows effortlessly, with a stunning living room featuring coffered ceilings with fireplace, a formal dining room perfect for entertaining. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, a large center island, with a welcoming sitting area for relaxing or enjoying your morning coffee. Front & back stairways lead to the upper level with access to primary suite, complete with a private seating area and a custom built walk-in closet. Three additional bedrooms with baths and separate laundry room complete the upper level.The walk up attic allows for additional storage or expansion possibilities. This hidden oasis is situated on a private drive surrounded by mature landscaping and features a spacious bluestone patio covered by a beautiful pergola (with retractable awning) and a serene gunite saltwater pool, ideal for summer enjoyment, relaxation and entertainment.The finished basement includes an office, workout room and ample storage. This isn't just a house, it is a life style of luxury and convenience waiting for you to embrace. Don't miss your chance to call this stunning residence your own.

4 Beds ⋅ 4 Baths ⋅ 24121505 MLS

Welcome to your coastal paradise! This exquisite home is ideally located a short stroll from the beach and town, offering the ultimate coastal lifestyle. Built in 2017, this 4-bedroom gem boasts exceptional craftsmanship and sophisticated design, highlighted by custom millwork and finishes that create a peaceful atmosphere. The open-concept floor plan flows effortlessly, with a stunning living room featuring coffered ceilings with fireplace, a formal dining room perfect for entertaining. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, a large center island, with a welcoming sitting area for relaxing or enjoying your morning coffee. Front & back stairways lead to the upper level with access to primary suite, complete with a private seating area and a custom built walk-in closet. Three additional bedrooms with baths and separate laundry room complete the upper level.The walk up attic allows for additional storage or expansion possibilities. This hidden oasis is situated on a private drive surrounded by mature landscaping and features a spacious bluestone patio covered by a beautiful pergola (with retractable awning) and a serene gunite saltwater pool, ideal for summer enjoyment, relaxation and entertainment.The finished basement includes an office, workout room and ample storage. This isn't just a house, it is a life style of luxury and convenience waiting for you to embrace. Don't miss your chance to call this stunning residence your own.

86b E Wharf Rd, Madison

$2,501,000

Exquisite Country Estate in Roxbury Nestled on 42 private acres in the heart of Roxbury, this spectacular shingle-style architectural masterpiece offers an unparalleled blend of sophistication and serene country living. From the moment you meander down the picturesque drive, you'll know you have arrived at your forever home. Designed for both grand entertaining and intimate daily life, the home's beautiful open spaces are bathed in natural light. Every detail has been meticulously crafted to create an atmosphere of refined elegance and comfort. This residence features five spacious bedrooms, six luxurious baths, and four fireplaces, each adding a touch of warmth and classic charm. Outdoor living is elevated to an art form here. The award-winning infinity pool and spa appear to spill into the professionally designed landscape, which seamlessly blends with the natural wooded surroundings, ensuring complete privacy. A grand stone terrace with a fireplace and a sprawling covered porch provide the perfect settings for memorable outdoor gatherings, dining, and relaxation. This estate truly offers the best of both worlds-it feels a world away from the hustle and bustle yet is conveniently located close to everything. The property consists of three separate parcels and benefits from low Roxbury taxes, adding to its appeal. This is more than just a home; it's a lifestyle. We invite you to plan extra time for your private showing to fully appreciate the except

5 Beds ⋅ 6 Baths ⋅ 24122044 MLS

Exquisite Country Estate in Roxbury Nestled on 42 private acres in the heart of Roxbury, this spectacular shingle-style architectural masterpiece offers an unparalleled blend of sophistication and serene country living. From the moment you meander down the picturesque drive, you'll know you have arrived at your forever home. Designed for both grand entertaining and intimate daily life, the home's beautiful open spaces are bathed in natural light. Every detail has been meticulously crafted to create an atmosphere of refined elegance and comfort. This residence features five spacious bedrooms, six luxurious baths, and four fireplaces, each adding a touch of warmth and classic charm. Outdoor living is elevated to an art form here. The award-winning infinity pool and spa appear to spill into the professionally designed landscape, which seamlessly blends with the natural wooded surroundings, ensuring complete privacy. A grand stone terrace with a fireplace and a sprawling covered porch provide the perfect settings for memorable outdoor gatherings, dining, and relaxation. This estate truly offers the best of both worlds-it feels a world away from the hustle and bustle yet is conveniently located close to everything. The property consists of three separate parcels and benefits from low Roxbury taxes, adding to its appeal. This is more than just a home; it's a lifestyle. We invite you to plan extra time for your private showing to fully appreciate the except

Roxbury

$2,500,000

Experience refined living in this exceptional custom townhome, ideally situated in Darien's prestigious Kensett community. One of the largest "Willow" floor plans, this immaculate residence offers over 5,200 square feet of thoughtfully designed living space with 3 bedrooms, 5.5 baths, and a private elevator serving all three levels. Crafted for both everyday comfort and elegant entertaining, the home features soaring 10-foot ceilings, rich hardwood floors, a gourmet kitchen with premium finishes, a butler's pantry, private home office, and a spectacular great room that opens through four sets of French doors to an expansive 36-foot deck. The luxurious primary suite is a true retreat, complete with a fireplace, dual walk-in closets, and separate spa-inspired bathrooms. The finished walk-out lower level includes a full bath, abundant storage, and flexible space ideal for guests, recreation, or a potential in-law suite. As the only end-of-cul-de-sac residence in Kensett with this unique layout, it offers exceptional privacy and outdoor living with both an oversized deck and private stone terrace. Residents enjoy resort-style amenities including a clubhouse, heated pool and spa, fitness center, fire pit, walking trails, meadows, and a scenic conservation area. Just minutes from downtown Darien, Metro-North, beaches, shopping, dining, and top-rated schools, this home delivers luxury, convenience, and an unparalleled lifestyle.

3 Beds ⋅ 6 Baths ⋅ 24195979 MLS ⋅ Kensett BLDG.

Experience refined living in this exceptional custom townhome, ideally situated in Darien's prestigious Kensett community. One of the largest "Willow" floor plans, this immaculate residence offers over 5,200 square feet of thoughtfully designed living space with 3 bedrooms, 5.5 baths, and a private elevator serving all three levels. Crafted for both everyday comfort and elegant entertaining, the home features soaring 10-foot ceilings, rich hardwood floors, a gourmet kitchen with premium finishes, a butler's pantry, private home office, and a spectacular great room that opens through four sets of French doors to an expansive 36-foot deck. The luxurious primary suite is a true retreat, complete with a fireplace, dual walk-in closets, and separate spa-inspired bathrooms. The finished walk-out lower level includes a full bath, abundant storage, and flexible space ideal for guests, recreation, or a potential in-law suite. As the only end-of-cul-de-sac residence in Kensett with this unique layout, it offers exceptional privacy and outdoor living with both an oversized deck and private stone terrace. Residents enjoy resort-style amenities including a clubhouse, heated pool and spa, fitness center, fire pit, walking trails, meadows, and a scenic conservation area. Just minutes from downtown Darien, Metro-North, beaches, shopping, dining, and top-rated schools, this home delivers luxury, convenience, and an unparalleled lifestyle.

57 Kensett Ln Unit 57, Darien

$2,500,000

A rare offering in the heart of downtown Greenwich, this 2,500 sq. ft. luxury condominium delivers an exceptional blend of sophistication, privacy and effortless living. Set within a serene, tree-line enclave, the residence offers a refined retreat just moments from Greenwich Avenue. A private elevator from the garage introduces a thoughtfully designed interior where elevated finishes and timeless details define the space. The main level showcases a gracious living room with a gas fireplace and custom built-ins, flowing seamlessly into an expansive dining room designed for elegant entertaining. The chef's kitchen is appointed with high-end appliances, a bespoke breakfast nook, and opens to a private covered terrace overlooking the lush grounds. A powder rooms completes this level. The second floor reveals 2 generously proportioned bedrooms, a full bath and a stunning primary suite featuring a spa-inspired dressing room. A dedicated laundry area enhances everyday convenience. Additional amenities include private garage parking with an electric charging station and abundant storage. Offering the rare combination of tranquility, scale and premier in-town location, this residence of luxury living with the charm of a secluded "treehouse" retreat.

3 Beds ⋅ 3 Baths ⋅ 24168623 MLS ⋅ Milbank Mead BLDG.

A rare offering in the heart of downtown Greenwich, this 2,500 sq. ft. luxury condominium delivers an exceptional blend of sophistication, privacy and effortless living. Set within a serene, tree-line enclave, the residence offers a refined retreat just moments from Greenwich Avenue. A private elevator from the garage introduces a thoughtfully designed interior where elevated finishes and timeless details define the space. The main level showcases a gracious living room with a gas fireplace and custom built-ins, flowing seamlessly into an expansive dining room designed for elegant entertaining. The chef's kitchen is appointed with high-end appliances, a bespoke breakfast nook, and opens to a private covered terrace overlooking the lush grounds. A powder rooms completes this level. The second floor reveals 2 generously proportioned bedrooms, a full bath and a stunning primary suite featuring a spa-inspired dressing room. A dedicated laundry area enhances everyday convenience. Additional amenities include private garage parking with an electric charging station and abundant storage. Offering the rare combination of tranquility, scale and premier in-town location, this residence of luxury living with the charm of a secluded "treehouse" retreat.

178 Milbank Ave Unit 2, Greenwich

$2,500,000

Beautifully renovated and thoughtfully reimagined, this light-filled 3-bedroom, 2.1-bath residence offers effortless one-floor living on a private and serene 0.72-acre property in central Greenwich. Blending modern updates with timeless appeal, the home is perfectly positioned just moments from top schools, town, and transportation. Sun-drenched interiors feature an open and inviting layout, highlighted by a spacious family room with tranquil garden views and seamless access to an expansive stone patio ideal for indoor-outdoor living and entertaining. The elegant living room, anchored by a fireplace, creates a warm and sophisticated atmosphere, while the formal dining room and updated eat-in kitchen provide the perfect setting for both intimate gatherings and larger-scale entertaining. The gracious primary suite is a true retreat, with windows on three exposures that flood the space with natural light, complemented by a beautifully appointed full bath. Two additional bedrooms offer flexibility for guests, a home office, or creative space, including one with custom built-ins. Privately set yet exceptionally convenient, this property offers close proximity to all amenities. With generous FAR allowing for future expansion, this is a rare opportunity to enjoy move-in-ready living with long-term potential in a coveted location.

3 Beds ⋅ 3 Baths ⋅ 24168797 MLS

Beautifully renovated and thoughtfully reimagined, this light-filled 3-bedroom, 2.1-bath residence offers effortless one-floor living on a private and serene 0.72-acre property in central Greenwich. Blending modern updates with timeless appeal, the home is perfectly positioned just moments from top schools, town, and transportation. Sun-drenched interiors feature an open and inviting layout, highlighted by a spacious family room with tranquil garden views and seamless access to an expansive stone patio ideal for indoor-outdoor living and entertaining. The elegant living room, anchored by a fireplace, creates a warm and sophisticated atmosphere, while the formal dining room and updated eat-in kitchen provide the perfect setting for both intimate gatherings and larger-scale entertaining. The gracious primary suite is a true retreat, with windows on three exposures that flood the space with natural light, complemented by a beautifully appointed full bath. Two additional bedrooms offer flexibility for guests, a home office, or creative space, including one with custom built-ins. Privately set yet exceptionally convenient, this property offers close proximity to all amenities. With generous FAR allowing for future expansion, this is a rare opportunity to enjoy move-in-ready living with long-term potential in a coveted location.

64 Hillside Rd, Greenwich

$2,500,000

Exceptional four-unit investment opportunity in one of Stamford's most convenient neighborhoods. This unique two-building package features two established and move in ready units in the front building and two brand new townhomes in the back all fully leased with tenants in place and generating $195,300 in annual gross income. The rear townhomes offer modern finishes, central air conditioning, all new appliances, and two dedicated garage parking spots. With 5,826 square feet of total living space across 12 bedrooms and 9 bathrooms, this property delivers exceptional scale and rental appeal. Investors will appreciate the low annual taxes of just $22,074 and a zoning designation of RMF, supporting long-term income stability. This is a true turnkey asset. Leases are in place, nothing needs to be done simply collect your return from day one with happy tenants in place.

12 Beds ⋅ 9 Baths ⋅ 24163687 MLS

Exceptional four-unit investment opportunity in one of Stamford's most convenient neighborhoods. This unique two-building package features two established and move in ready units in the front building and two brand new townhomes in the back all fully leased with tenants in place and generating $195,300 in annual gross income. The rear townhomes offer modern finishes, central air conditioning, all new appliances, and two dedicated garage parking spots. With 5,826 square feet of total living space across 12 bedrooms and 9 bathrooms, this property delivers exceptional scale and rental appeal. Investors will appreciate the low annual taxes of just $22,074 and a zoning designation of RMF, supporting long-term income stability. This is a true turnkey asset. Leases are in place, nothing needs to be done simply collect your return from day one with happy tenants in place.

24 Hoyt St, Stamford