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30 Essex St, Groton
$4,750,000
7 Beds ⋅ 8 Baths ⋅ 24181755 MLS
Tucked away on a quiet cul-de-sac on the western shore of the Mystic River stands an exquisite 5,926 sq. ft. Georgian Colonial. As you view this 1931 estate and learn the unrepeatable details of its magnificent construction, this stately residence confirms it was built for this waterfront location, not just placed on it. Built to endure direct waterfront exposure with construction standards that have proven their value since 1931. Over the past 23 years, the owner has made many upgrades: Electrical, Heating, Lighting, Commercial Alarm system, Window Well Drainage System, Seawall, Roof w/ice shield, & more. All this to safeguard the home while bringing a lighter flair and more contemporary feel to the interior without sacrificing its elegance.* The sequence of spaces tells it all. Water-facing windows carry the shoreline through the principal rooms, so the setting follows you. Arched openings keep sightlines long; French doors dissolve the boundary between living space and covered porch, so indoor and outdoor rooms work as one floor plan. Coffered ceiling detail, Built-in cabinetry, and a centered fireplace give the interior the same permanence as the brick and stone outside. Hardwood floors run throughout. Formal dining and generous living areas hold a crowd; The bedrooms hold the quiet with soft light, water views, & the primary, with a private balcony. The spacious kitchen with water views & direct access draws you to the backyard:Terrace, Pier, Beach, the Sunrise or Sunset

30 Essex St, Groton
1189 Pequot Trl, Stonington
$4,750,000
11 Beds ⋅ 10 Baths ⋅ 24148799 MLS
Dragonfly Equestrian Center Built 2018, 18 stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP). Deans Mill Farm is ideal for weddings, parties, & special events. Main Estate built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of CT's most charming destinations. Over 70 acres of pristine countryside, it now operates as an event venue & 5-room bed & breakfast. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests w/multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live & entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for owner, manager, or VIP guest. Small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb & bridal suite. The beer garden hosts music Thur & Sun, offering food, beer, and lively charm that adds to its income potential. This could be your own private Family Compound

1189 Pequot Trl, Stonington
1189 Pequot Trl, Stonington
$4,750,000
4 Beds ⋅ 2 Baths ⋅ 24148801 MLS
Originally established in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of CT's most charming destinations. This small home serves as a full-time Airbnb or could house live-in help. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue! The Main House offers 5-Bedroom (bed & breakfast), Dragonfly Equestrian Center has 18-stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment, hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP!). Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington
1189 Pequot Trl, Stonington
$4,750,000
5 Beds ⋅ 7 Baths ⋅ 24148794 MLS
Originally built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of Ct's most charming destinations. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue & 5-room bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP)! Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington
1189 Pequot Trl, Stonington
$4,750,000
7 Baths ⋅ 24148792 MLS
Originally built mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored and transformed into 1 of Ct's most charming destinations. Set on over 70 acres of pristine countryside in Stonington, this property now operates as an event venue & 5-rm bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, home to dozens of horses, meadows, hiking trails, open fields, & even Dragonfly Disc Golf, Deans Mill Farm is ideal for weddings, parties, & special events. Guests may book rms or reserve entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or bring your own vision, possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live & entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. Main estate functions as both an Airbnb and bridal suite, complete with a nostalgic Speakeasy bar (liquor license included). The beer garden hosts live bands Thursday & Sunday, offering food, beer, & lively charm that adds to its income potential. NEW DISC GOLF PRO SHOP!!

1189 Pequot Trl, Stonington
12 Seagate Rd, Darien
$4,725,000
6 Beds ⋅ 7 Baths ⋅ 24210974 MLS
Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for a media center, play area and gym, plus a full bath. Enjoy a private mooring, walk to nearby beaches, restaurants and Blue Ribbon award winning Hindley Elementary School. Come experience the highly sought-after Seagate Association-a vibrant neighborhood community in one of Darien's most desirable coastal settings.

12 Seagate Rd, Darien
394 Penfield Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 24176873 MLS
IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield
537 Oenoke Rdg, New Canaan
$4,700,000
5 Beds ⋅ 7 Baths ⋅ 24161583 MLS
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

537 Oenoke Rdg, New Canaan
18 Maple St, Putnam
$4,699,000
24188138 MLS
Opportunities like this do not come often. This well-appointed Brick/Venier building features 72,000 sq. ft. school zoned property sitting on 2.84 AC of prime real estate. Property consists of classrooms, cafeteria & kitchen, along with gym facilities. Plenty of frontage both on Maple St. for the main entrance with on street parking along with a large parking lot off Rt. 44 for the rear entrances. Many recent upgrades including sprinkler system, roof replacing, electrical update, heating updates and more. Great opportunity for investment as the owner would like to rent back at a fair/market rate with a long-term commitment.

18 Maple St, Putnam
300 Sturges Ridge Rd, Wilton
$4,695,000
5 Beds ⋅ 5 Baths ⋅ 24206380 MLS
Within easy reach of Manhattan, 300 Sturges Ridge Rd is a private modern retreat created for an extraordinary way of living. Set on 2.6 beautifully landscaped acres adjoining protected open space, the property offers exceptional privacy in a spectacular natural setting. Walls of glass, soaring ceilings and abundant natural light create interiors that feel open and connected to the outdoors. The sophisticated Poliform kitchen is a natural gathering place for quiet evenings or a house full of friends. The private primary suite opens to a balcony overlooking the grounds, while a dramatic glass mosaic wine cellar and expansive skylit gym add unexpected spaces for everyday enjoyment. Outside, a heated saltwater pool and spa are surrounded by lush landscaping, with multiple terraces, an outdoor kitchen, fire pit and Zen garden for entertaining and unwinding. Passive solar principles, advanced HVAC, a generator and whole-property connectivity support effortless modern living. This is luxury that feels personal rather than formal-a home for summers by the pool, evenings with friends, quiet mornings surrounded by nature and weekends that feel like a true escape without ever leaving home. For those seeking a distinctive modern home or private retreat near New York City, 300 Sturges Ridge brings together exceptional design, resort-style amenities, beautiful acreage and proximity to Manhattan.

300 Sturges Ridge Rd, Wilton
469 E Main St, Branford
$4,650,000
24177556 MLS
469 East Main Street, Branford, Connecticut, is offered for sale as a stabilized multi-tenant investment property anchored by Planet Fitness, which has approximately eight years remaining on its current lease term along with multiple renewal options. The property provides stable and predictable long-term cash flow and is offered at an approximate 7.5% capitalization rate and roughly $165 per square foot, presenting an attractive investment opportunity within the Connecticut market. The 28,088-square-foot freestanding retail building features a complementary mix of synergistic tenants and is strategically positioned along a high-visibility commercial corridor between New York City and Boston. Its proximity to Yale University and Yale New Haven Hospital further supports strong regional demand and long-term market stability. This offering represents an opportunity to acquire a well-maintained, turn-key investment asset with secure income, long-term tenancy, and favorable positioning within a strong Connecticut retail market.

469 E Main St, Branford
2 Windy Hill Rd, Westport
$4,600,000
6 Beds ⋅ 8 Baths ⋅ 24204809 MLS
Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering spaces. The primary suite serves as a private retreat with vaulted oak-beamed ceilings, fireplace, sitting area, private balcony overlooking the pool, custom dressing room, and spa-like bath with heated floors and dual showers. Designed for both entertaining and wellness, the lower level includes a glass-enclosed gym, custom marble-topped bar, recreation space, guest suite, and a dedicated area ready for a golf simulator or theater. Outside, enjoy a gunite pool with automatic cover, covered outdoor living area, expansive granite patios, outdoor kitchen provisions, and a large flat lawn surrounded by mature landscaping, stone walls, and privacy plantings. A rare offering that delivers the comfort of everyday living with the amenities of a private resort.

2 Windy Hill Rd, Westport
125 West Rd, New Canaan
$4,595,000
6 Beds ⋅ 7 Baths ⋅ 24203624 MLS
A must-see in one of New Canaan's most coveted locations! Historic elegance meets beautifully reimagined modern living at this remarkable residence, set on over two private acres just one mile from town. Impeccably maintained and thoughtfully updated throughout, the home offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office lead to an elegant living room with a double-sided gas fireplace and a formal dining room with butler's pantry. At the heart of the home, an extraordinary custom kitchen with abundant storage opens to an impressive, light-filled family room. Multiple French doors connect the interiors to rear porches, sweeping lawns, and the pool, creating an effortless flow for everyday living and entertaining. A powder room, two bedrooms, a full bath, and a mudroom add flexibility to the main level. Upstairs, the luxurious primary suite offers a private retreat with a fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and a laundry room complete this level. The lower level features a bonus room, access to the three-car garage, and a fabulous cabana room with a wet bar and updated full bath, and sliding doors opening directly to the pool.

125 West Rd, New Canaan
739 Lake Ave, Greenwich
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 24204371 MLS
Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable, flexible space for the whole family, and every detail reflects timeless colonial charm paired with thoughtful livability. A home that has been meticulously cared for throughout the years while keeping gorgeous charm from moldings to archways. Step outside to your own private oasis: a sparkling pool and beautifully landscaped backyard made for long summer days, weekend gatherings, and quiet evenings at home. A cabana bath attached to the house makes pool days effortless, no tracking water through the home required. Just 10 minutes from downtown Greenwich, you get the best of both worlds: peaceful, private living with easy access to town, shops, restaurants, and the train. A rare find, and a true classic Greenwich home.

739 Lake Ave, Greenwich
1 Woodland Rd, Norwalk
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 24199141 MLS
The Gold Coast meets the Connecticut shoreline in this extraordinary Wilson Point estate, gracefully perched to capture water views stretching to Long Island Sound. Built in 1924, this English Tudor Manor-style residence is one of the original homes in the coveted Wilson Point Association, offering timeless architecture, rich character, and an exceptional sense of history. The home features four/five bedrooms, four full baths, sun-filled living spaces where nearly every window frames picturesque views of the surrounding landscape, an office, and bonus spaces. A charming fenced kitchen garden and an enclosed vegetable garden awaits the gardener and chef alike. Just steps from the private beach, clubhouse, and tennis courts, this spectacular property offers multiple terraces for entertaining, perennial gardens, and an expansive lawn, creating an idyllic setting for relaxing, gathering with family and friends, and enjoying the best of Connecticut coastal living. A prime location for an easy commute to NYC - just 47 minutes to Grand Central from Rowayton - the closest train station and a 3-minute drive. Wilson Point provides the ultimate privacy along with dock, and boat mooring options.

1 Woodland Rd, Norwalk
1149 Fairfield Beach Rd, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24200980 MLS
TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 Fairfield Beach Rd, Fairfield
223 N Bride Brook Rd, East Lyme
$4,500,000
24184895 MLS
Located in the desirable coastal town of East Lyme, 223 North Bride Brook Road offers a rare opportunity to acquire approximately 78 contiguous acres of undeveloped land. Formerly a working dairy farm, this expansive parcel features a blend of level, open fields and lightly wooded areas, combining rural privacy with coastal convenience. Positioned just minutes from the shoreline, this substantial acreage stands as one of the premier land offerings currently available in southeastern Connecticut. The scale and versatile topography of this RU-40 zoned parcel support a variety of potential uses. For developers and builders, the property's level layout is well-suited for a thoughtfully planned residential neighborhood or a subdivision of custom homes. Since the parcel is large enough to qualify for Special Permit uses under the town's Zoning Regulations, the acreage provides an ideal canvas for a private family compound, a substantial country estate, a golf course, vineyard or equestrian and agricultural pursuits that honor the land's heritage. It also represents a significant long-term investment and land-banking opportunity in a high-demand market. While private and quiet, the property offers excellent accessibility. It is located just five minutes from Interstate 95, downtown Niantic, local beaches, schools, and shopping. This balance of rural tranquility and daily convenience makes the parcel a unique find.

223 N Bride Brook Rd, East Lyme
155 Long Ridge Rd, Danbury
$4,500,000
3 Beds ⋅ 6 Baths ⋅ 24180925 MLS
Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate's own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef's kitchen, wine cellar, and a 1,055 SF primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape. A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, and other future improvements, subject to local approvals.

155 Long Ridge Rd, Danbury
96 Grove St, Waterbury
$4,500,000
1 Baths ⋅ 24166907 MLS
The property located at Grove St & Cook St is a prime grocery-anchored investment opportunity featuring a brand-new Food Universe supermarket under a 25-year lease through July 15, 2048, providing long-term, stable cash flow. Food Universe is backed by Key Food Stores Co-operative Inc., a nationally recognized grocery operator with a strong network and established credit profile, supporting a highly reliable tenancy. The asset benefits from exceptional visibility and accessibility, positioned on a prominent corner with convenient access to I-84 and Route 8, and features strong site functionality including ample parking (51 spaces) and a loading dock. The surrounding area continues to strengthen, highlighted by a newly completed 44 unit residential development directly across the street, driving built-in customer traffic. Additionally, the property is located within both a federally designated Opportunity Zone and an Enterprise Zone, offering potential tax incentives and enhanced after-tax return potential. Overall, the asset offers a compelling combination of long-term contractual income, strong tenant credit support, prime visibility, and public incentive benefits in a growing supermarket.

96 Grove St, Waterbury
280 Berlin Tpke, Berlin
$4,500,000
2 Baths ⋅ 24018211 MLS
Just south of Hartford and North of New Haven. This unbelievable site boasts THREE adjacent commercial lots totaling 6.48 acres located in a high-traffic area at the major signalized intersection of Route 5/15 & Deming Road. The three lots are being sold together as a package deal. While the corner lot entertains a 10,125-sf former CVS building, the site benefits from being the only corner left on the Berlin Turnpike to develop. This superb site has an approximate daily traffic count of 31,000 cars and is in the heart of shopping centers, restaurants, and many expanding businesses with easy access to highways. Immediately to the north of this site is a brand new luxury apartment building. This environmentally clean and flat site is great for retail, medical office use, walk-in clinics, restaurants, car wash, light industrial, hotel, warehouse, and more, subject to town approval... The town of Berlin is pro-development and is offering an abundance of tax abatement programs. Don't pass up this opportunity to be at the center of action and new and expanding sites.

280 Berlin Tpke, Berlin
Stamford
$4,500,000
10 Beds ⋅ 10 Baths ⋅ 24026683 MLS
Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy "writers cabin," with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access, and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

Stamford
294 Maple Rd, Easton
$4,499,000
5 Beds ⋅ 9 Baths ⋅ 24146994 MLS
A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

294 Maple Rd, Easton
61 Five Mile River Rd, Darien
$4,495,000
4 Beds ⋅ 3 Baths ⋅ 24196499 MLS
Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

61 Five Mile River Rd, Darien
455 Stonington Rd, Stonington
$4,459,000
7 Beds ⋅ 6 Baths ⋅ 24146427 MLS
Exquisite Stonington Estate. Set amidst 21 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. Impeccable move-in-ready condition and showcases the best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest Cottage, ideal for extended family and guests, along with a spectacular pool house complete with full kitchen, bath, and sauna. Also - Main House with Guest House, Pool with Pool House and Sports Court situated on 10 acres is available for $3,595,000. Continued:

455 Stonington Rd, Stonington
159 Easton Rd, Westport
$4,450,000
6 Beds ⋅ 8 Baths ⋅ 24145772 MLS
Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40 salt water pool, but . . the river - wow! Welcome to the latest offering from CCO Habitats - a new construction home with over 8300 sf of finished space on 3 floors. A floorplan you will love, with not only 2 designated offices, but a private first floor bedroom as well. Organic, modern, warm and inviting, with a calming palette sure to blend with and enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk-out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar and entertaining space. It's all here; only a mile from the award-winning Coleytown schools. This is the one you've been waiting for. Unique. Special. Just like you. :)

159 Easton Rd, Westport
Reservoir Rd And Pie Hill Rd Road, Goshen
$4,450,000
170199899 MLS
Bucolic LITCHFIELD HILLS 295.1 acres with 10+/- acre reservoir and Class A trout stream. Formerly owned by the Litchfield Water Company, this special property provides numerous possibilities for multiple lakefront home sites, a grand estate or other various uses (including cluster soil based zoning). The Bantam River which feeds the lake gently cascades from the spillway displaying a series of mini waterfalls downstream. The deep water reservoir provides private swimming, boating and fishing. Ivy Mountain Brook with its time-worn boulders, deep pools and clean water on the Easterly boundary provides excellent trout fishing and bathing as well. A gravel drive extends into the property from the end of Reservoir Rd allowing easy vehicular access to the interior along with the means to extend electric power. Another means of ingress/egress is from Pie Hill Rd on the North. The Westerly portion of the property abuts 108 acres of a non-development farm with 4,800' of common boundary. Bordering the 2,533' East boundary are 161 acres of Conservation land. Historic Litchfield is 10 minutes, New York City 2 hrs, Bradley International Airport 1 hr, Boston 2-1/4 hrs, Tanglewood 45 min, Music Mountain 15 min.

Reservoir Rd And Pie Hill Rd Road, Goshen
12 Northeast Rd, Farmington
$4,400,000
5 Beds ⋅ 8 Baths ⋅ 24209135 MLS
Behind a private gate at an elevated vantage point, sits a hilltop estate on 5 acres overlooking expansive, sweeping views of the city skyline of Hartford and surrounding ridges, striking eastern vistas with terrain that abuts protected woodlands. This one-owner home was designed by Robert Fish and exemplifies timeless architecture. Cedar shake and stone siding, copper accents and an integrated granite motor court sets the tone on arrival. Inside, five bedrooms, five full baths and three half baths unfold beneath vaulted and coffered ceilings. Mahogany floors and extensive custom millwork throughout. Three wood burning masonry fireplaces, each also plumbed for gas, carry warmth throughout. The main kitchen is made for hosting, with two Sub-Zero refrigerators, dishwasher, Wolf dual-fuel range, warming drawer, wine refrigerator, ice-maker and compactor. The kitchen is backed by a Scullery with an additional oven, dishwasher, microwave, compactor and sink. An additional refrigerated wine room can hold more than 300 bottles. The first-floor primary suite is a retreat of its own, with a fireside sitting area, two walk-in closets and two full baths. Movie night moves to the approximately 1,000 square foot theater, with electric recliners, bars, 132" projection screen and updated technology (2024). Surround sound serves the first floor and outdoors. The third floor serves as an additional playroom or exercise area.

12 Northeast Rd, Farmington
24 Oak Grove Pl, New Canaan
$4,395,000
6 Beds ⋅ 8 Baths ⋅ 24207918 MLS
Enjoy the best of New Canaan living from this stunning new construction home, tucked along a quiet private lane yet just a short walk to schools, town, train and park. Set on a beautifully landscaped .57-acre property, the expansive, flat backyard-with pool and spa-is a true rarity this close to town. Designed for effortless everyday living and entertaining, the main level centers around a chef's kitchen with quartzite countertops, Thermador appliances, an oversized island and light-filled breakfast area, flowing into the family room and out to covered outdoor living, granite patio and summer kitchen. A butler's pantry/bar serves the formal dining room and living spaces, making entertaining easy. More than 6,700 square feet across four levels offers room for everyone, including a flexible office/guest suite, primary retreat with radiant-heated spa bath, three en-suite bedrooms, third-floor bedroom and lounge with full bath, and lower level with space for fitness, play, sauna and a guest or au-pair suite. Walk to town, spend summer days by the pool and enjoy exceptional space and privacy-all with the ease of in-town living. Ready for move-in by mid-October!

24 Oak Grove Pl, New Canaan
58 Halsey Dr, Greenwich
$4,395,000
5 Beds ⋅ 7 Baths ⋅ 24206524 MLS
Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dramatic double-height foyer opens to sun-filled living spaces with soaring ceilings, wide-plank white oak floors, and walls of glass leading to a covered deck and private fenced backyard. The custom white oak kitchen features Thermador appliances, quartz countertops, bespoke cabinetry, and a walnut wet bar. Five en-suite bedrooms include a luxurious primary suite with vaulted ceilings, heated bath floors, and a steam shower. Ideally located near Riverside Commons, Metro-North, beaches, downtown Old Greenwich, parks, and top-rated schools.

58 Halsey Dr, Greenwich
305 Pequot Trl, Stonington
$4,395,000
3 Beds ⋅ 3 Baths ⋅ 24180859 MLS
A rare private coastal estate along the Connecticut shoreline, this exceptional Stonington property offers country tranquility just minutes from ocean beaches, sailing, and historic Mystic. Offering approximately 5,000 sq. ft. of combined living space with 4 bedrooms, 3 full baths, and 2 half baths, the estate features a 3,000 sq. ft. custom main residence complemented by a substantial detached two-level guest house of approximately 2,000 sq. ft. Together, the residences create an exceptional opportunity for a private family compound, offering space for multigenerational living, extended family, and guests while preserving the comfort and independence of separate homes. The main residence features a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace, opening to a chef's kitchen with sweeping views across the property. A main-level primary suite offers a private retreat with dual closets, an oversized walk-in shower, and access to a stone terrace with a gunite hot tub and outdoor shower. Thoughtfully designed for both everyday living and entertaining, this distinctive estate combines timeless craftsmanship, natural beauty, and exceptional privacy midway between Boston and New York.

305 Pequot Trl, Stonington

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