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2142-2144 Fairfield Beach Rd, Fairfield
$2,225,000
6 Beds ⋅ 2 Baths ⋅ 24131381 MLS
OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished with a full-size bed; Unit 2144 is a charming two-bedroom creekside unit, each room with twin beds, and private gated access to the beach just across the road. Additional highlights include fresh paint inside and out, a wrap-around deck on the creek side with boat access to Long Island Sound, a convenient laundry room, and an oversized two-car garage with extra storage. Enjoy the best of both worlds-generous year-round rental income and beachside living. Truly, opportunity knocks twice. Owner/Broker

2142-2144 Fairfield Beach Rd, Fairfield

23 Sheep Pasture Rd, Madison
$2,215,000
4 Beds ⋅ 6 Baths ⋅ 24147939 MLS
Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant interior anchored by an eat-in kitchen with a 5' x 7.5' quartz island, Sub-Zero refrigeration, a six-burner Wolf gas range, double wall ovens, farmhouse sink, and wet bar with wine chiller and refrigerator drawers. The living room offers coffered ceilings, a stone-surround gas fireplace, and sliding doors to a partially covered bluestone patio, creating seamless indoor-outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a soaking tub, oversized rain shower, dual vanities, and a walk-in closet. Three additional bedrooms each include en-suite baths, complemented by a bonus room with cathedral ceilings and full bath. Additional highlights include a private office, formal dining room, custom pantry and mudroom, set up for a generator, and a well-appointed laundry room.

23 Sheep Pasture Rd, Madison

132 Blueberry Dr, Stamford
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24212766 MLS
A Rare Opportunity. Set on three private acres in sought-after Westover, this five-bedroom residence offers expansive water views, privacy, and generous living spaces. This is desired one level living at its best! Expansive glass walls frame tranquil pond views and welcome southern light. The formal living and dining rooms feature hardwood floors and a striking stone fireplace. The spacious kitchen offers granite countertops and a skylight, while the family room features Spanish tile flooring, a second fireplace, and sliders to the deck and pool. All have stunning water views. The main-level primary suite also offers sweeping water views, his/hers bathrooms, generous closets, and a sauna. Two additional main-level bedrooms provide flexibility, while a wood-paneled office with custom built-ins creates a distinctive space for work or entertaining. Upstairs, two more bedrooms and a bonus room offer additional possibilities. Outside, enjoy a stone patio, in-ground pool and a detached pool house with changing rooms, a full bath, kitchen facilities, and a seating area overlooking the grounds. An expansive adjacent lot adds a valuable dimension, offering exciting possibilities for expanded outdoor living, gardens, or creating a personalized landscape. A generator and abundant storage add convenience to this distinctive Westover property, where privacy, water views, nature, and room to imagine the possibilities come together. House is being sold as-is.

132 Blueberry Dr, Stamford

6 Pine Hill Rd, Burlington
$2,200,000
4 Beds ⋅ 5 Baths ⋅ 24211738 MLS
Welcome to Spring Path Farm-a serene and sophisticated 15+ acre gentleman's estate offering a rare blend of timeless country elegance, privacy, and endless possibility. Approached by a long, winding private drive, the stately 7,698 sq ft Colonial residence has been thoughtfully renovated and expanded with exceptional craftsmanship. Inside, classic millwork, four warm stone fireplaces, and floor-to-ceiling windows framed by stunning nature views set a refined tone. Designed for both relaxation and grand entertaining, the main house features a primary bedroom suite with a private deck for quiet mornings, a vast back deck built for summer gatherings, and a lower-level billiard and media room designed for lively hosting. Beyond the main residence, the lush grounds evoke quintessential New England charm. Meandering stone walls, stockade fencing, open meadows, and vibrant gardens filled with perennials and blueberry bushes offer a picturesque backdrop for equestrian pursuits, organic farming, or peaceful retreat. Exceptional outbuildings-including a magnificent barn, stables, and a 6-car detached garage-provide versatile space for livestock, equipment, or hobbyists. Meticulously loved and maintained, Spring Path Farm is a true sanctuary waiting for its next dreamer. Invite your guests for the weekend-they will never want to leave!

6 Pine Hill Rd, Burlington

32 Leach Hollow Rd, Sherman
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24208909 MLS
Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique fireplaces, period hardware and windows & a classic wrap-around porch; a newly renovated loft-like guest house w/ full kitchen & bath over 2-car garage; heated Gunite pool w/cabana & a re-surfaced tennis court. A pretty stone foyer opens to a gracious family room w/a wood-burning fireplace & 3 sets of French doors provide access to a brick-laid patio w/stone walls, a charming, screened porch & a handsome custom-built home office. Cozy living room w/Fieldstone wood-burning fireplace w/insert & built-in bookshelves. Spectacular open kitchen/dining room w/marble center island, top appliances, bespoke cabinetry, pantry, large dedicated dining area & doors to the covered, wraparound porch overlooking the pond & lush grounds w/distant views. Convenient mudroom w/new skylights. Adorable powder room accessed by kitchen & living room. Upstairs, a stunning primary bedroom suite w/vaulted ceiling, wood-burning fireplace, windows on 3 sides, custom dressing room and an elegant, renovated bath. Three delightful bedrooms share a pretty hall bath. A perfect country sanctuary w/easy commute to NYC.

32 Leach Hollow Rd, Sherman

94 Soundview Rd, Ridgefield
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24208657 MLS
Now under construction at 94 Soundview Road in a sought-after South Ridgefield neighborhood, this exceptional modern farmhouse will showcase superior craftsmanship, quality construction, and thoughtfully selected luxury finishes throughout. Built by a highly regarded second-generation Ridgefield builder, the home offers 5 bedrooms and 4.5 baths with a sophisticated design created for both everyday living and effortless entertaining. A welcoming front porch and stone walkway set the tone for the home, opening to a spacious and beautifully appointed interior. The main level features an impressive eat-in chef's kitchen, expansive family room with fireplace, formal dining room, and living room, all designed with an emphasis on natural flow, comfort, and refined finishes. Upstairs, the versatile layout offers five bedrooms or four bedrooms with a private home office. The generously sized primary suite is a true retreat with two walk-in closets and a luxurious private bath, while a Jack-and-Jill bathroom connects two additional bedrooms. The unfinished lower level provides abundant storage and excellent potential for future living, recreation, fitness, or entertaining space. Outdoor living is equally impressive with a rear deck overlooking the large, level backyard and a lower stone patio ideal for gatherings and relaxation, with plenty of room for a future pool. With construction already underway, there is still an opportunity to personalize select finishes and details!

94 Soundview Rd, Ridgefield

16 Winding Brook Rd, Newtown
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24205817 MLS
Welcome to 16 Winding Brook, a distinguished custom estate offering an exceptional combination of craftsmanship, privacy and resort-style outdoor living. Built as the personal residence of a renowned builder and completely updated for today's lifestyle, the home is privately positioned on more than 3 fully fenced acres at the end of a desirable cul-de-sac, with a 100-acre land preserve creating an extraordinary natural backdrop. A two-story foyer introduces beautifully proportioned interiors enhanced by custom millwork, hardwood floors and abundant natural light. The elegant dining room is ideal for entertaining, while the front-to-back living room features a fireplace and French doors opening to an expansive porcelain-tile patio. The completely remodeled kitchen showcases Wood Mode cabinetry, quartz countertops and an oversized center island, flowing seamlessly into the inviting family room with a dramatic floor-to-ceiling fireplace. Bathroom have been beautifully remodeled, including the primary bath. Outdoors, the expansive level lawn is truly exceptional, providing a magnificent setting for the gunite pool and pool house, with generous space for entertaining, recreation and relaxed summer living. Raised stone beds create a beautiful vegetable garden area. The finished walkout lower level adds a game room, full bath and sauna. Minutes from the center of town, this remarkable estate offers a level of privacy, quality and outdoor living, difficult to replace.

16 Winding Brook Rd, Newtown

88 Main St, Essex
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 24200306 MLS
Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

88 Main St, Essex

295 Smith Hill Rd, Colebrook
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24189863 MLS
Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

295 Smith Hill Rd, Colebrook

96 Georgetown Rd, Weston
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 24187814 MLS
Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the dining room and a sun-drenched living area. Large windows frame picturesque views of the lush, private acreage, creating a stunning backdrop for daily life. The main floor also features a thoughtful guest suite with a full bath, perfect for visitors or a quiet home office. Upstairs, the primary suite serves as a true sanctuary, complemented by three additional well-appointed bedrooms. With five bedrooms and five bathrooms in total, the layout provides exceptional space and privacy. Outside, the three-car garage and vast backyard provide plenty of room for a custom pool or outdoor oasis. The property and septic are specifically designed to accommodate an ADU if desired, offering incredible flexibility. Because construction is in the early stages, you can step in now to select finishes and personalize the aesthetic. Looking for just the land? The lot is also available to purchase separately (see MLS#24180742). Move into a home uniquely yours, set against a backdrop of natural beauty.

96 Georgetown Rd, Weston

160 Saybrook Rd, Essex
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24185405 MLS
NEW CONSTRUCTION Modern French Country Cottage in a rare location. The opportunity for new construction within minutes from downtown Essex is rare and customization is still possible. This home design masterfully incorporates simplistic timeless luxury with impressive architectural elements that will provide the peaceful retreat you've been looking for, yet functional and efficient. This South Cove Essex destination will deliver everything you expect from your new home--oversized windows, soaring ceilings, millwork, stone and tile design, and incredible natural light. The oversized kitchen, with walk in butlers pantry is perfect for hosting dinner events. Screened in porch to sip coffee in the morning, or watch sunsets during the crisp fall. This floor plan is built with longevity in mind including a first floor primary suite, large bedrooms, expansive living space but still enough separation, home office space, 3 car garage and smart design for efficient living functionality. Imagine celebrating Fourth of July on your patio, strolling to downtown Essex for dinner, enjoying the nearby yacht club, and creating a legacy in one of Connecticut's most coveted shoreline communities.

160 Saybrook Rd, Essex

134 Meadow Woods Rd, Deep River
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 24185654 MLS
134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, creating a compelling investment property and residential development opportunity. Builders, developers, and investors will appreciate the combination of buildable acreage, road frontage, and potential estate sized homesites. Select future building locations may offer seasonal Connecticut River views depending on elevation and home placement. Located near Marinas, Connecticut River, Essex Village, Chester Village. Unique property combines a custom home with acreage and development potential

134 Meadow Woods Rd, Deep River

134 Meadow Woods Rd, Deep River
$2,200,000
24185650 MLS
Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject to approvals and diligence. Featuring gently rolling topography, mature woodlands, historic stone walls, and expansive acreage, this remarkable parcel is ideal for builders, developers, investors, or buyers seeking a private compound, family compound, multi generational compound, or legacy property. The land is well suited for luxury homesites, estate sized lots, custom homes, a boutique luxury subdivision, or a private estate. Select building locations may offer seasonal Connecticut River views depending on home placement and elevation. The existing Saltbox home provides immediate utility as a residence, guest house, rental property, caretaker's home, or staging area during future development. Minutes from Essex and Chester Village, the property offers convenient access to the Connecticut River, Safe Harbor Marinas, yacht clubs, the Essex Steam Train, shopping, dining, cultural attractions, and the Route 9 commuter corridor while maintaining a secluded setting. A rare Connecticut Shoreline offering combining 30 acres, residential subdivision potential, luxury homesites.

134 Meadow Woods Rd, Deep River

13 West Pkwy, Plainfield
$2,200,000
24161940 MLS
Prime opportunity to own a custom-built 15,000 square foot commercial/industrial facility located within the highly desirable Plainfield Industrial Park. This versatile property offers a flexible layout ideal for manufacturing, distribution, contractor operations, light assembly, or flex office/warehouse users. The building features ADA-compliant office space including seven private offices, reception area, conference room, and employee lounge. Approximately 7,500 square feet of warehouse space is complemented by central air conditioning and 18-25 foot clear span ceiling heights, creating an efficient environment for a wide range of industrial or operational needs. Constructed with 5-6 inch reinforced concrete floors and polished concrete finishes, the warehouse area is designed for durability and heavy-duty use. The building includes six (6) 14-foot overhead doors, allowing for efficient loading and operational flexibility. Additional building features include radiant heated floors, hydro-air heating system, oil-water separator, and a surveillance security system, supporting a variety of industrial and contractor uses while providing added operational security. The exterior offers 12 on-site parking spaces, irrigation, and rear private storage, creating a functional and professional setting for employees and daily operations. Strategically located just 0.5 miles from Interstate 395, the property provides excellent accessibility for trucking and regional distribution.

13 West Pkwy, Plainfield

312 Merrow Rd, Tolland
$2,200,000
24142381 MLS
Commercially Zoned Land for Sale Offering nearly 1,000 feet of road frontage and exposure to traffic counts exceeding 10,000 cars per day, this 30 + acre parcel located just minutes from the I-84 on/off ramps and only 6 miles from the University of Connecticut. Its prime position along Route 195-the main access to UCONN-makes it a great opportunity for a wide range of uses. Located within the Tolland Technology Campus Zone (TCZ), available sewer and water access at the street . potential development Permitted uses -by Site Plan or Special Permit) include: Retail,Hospitality,Commercial Office,Commercial Laboratory and R Residential or Mixed-Use Development; Institutional; Public and Recreational; and Agriculture . High-visibility, and close to major highways, shopping, and dining, opportunity for investors, corporations, developers , potential offices, labs, research facilities, technology centers, or other commercial opportunities .

312 Merrow Rd, Tolland

97 Nashville Rd, Bethel
$2,200,000
24121758 MLS
Perched on a scenic hilltop, this 21.38-acre parcel offers breathtaking panoramic views and a rare chance to develop one of Bethel's few remaining large properties. Zoned R-20 for .50-acre lots (subject to town approval), the site is ideal for a thoughtfully planned residential community. Perfectly positioned for convenience, it's just minutes to downtown Bethel, with its charming shops, great restaurants, and Metro-North Rail Station for an easy commute to Stamford, Norwalk, and New York City. Major routes, including I-84, Route 6, and Route 53, are close by, connecting you to Danbury and all of Fairfield County. The property boasts serene natural beauty, with mature trees, rolling terrain, and spectacular sunrise and sunset views - an idyllic backdrop for future homes. Practical features include a 10,000-gallon fire tank for safety and dual access points for added convenience. This offering also includes Lot R05679, intended for a pump station, and Lot R06948, preserved as open space to enhance the natural setting. Owner/Agent interest. ** - Entry is at the end of Goodhill Road, with the official address listed as 97 Nashville Road. **

97 Nashville Rd, Bethel

280 Tuckahoe Ln, Fairfield
$2,199,999
6 Beds ⋅ 7 Baths ⋅ 24211148 MLS
Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms, 5 full and 2 half baths. This offers flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

20 N Lake Shore Dr, Brookfield
$2,199,900
3 Beds ⋅ 4 Baths ⋅ 24211794 MLS
Stunning newly built lakefront residence offering over 3284sqf of thoughtfully designed living space. Ideal fits for own resident or Airbnb.This home features 3 spacious bedrooms, including an extra-large flex room ideal as a 4th bedroom or home office, three full bathrooms, and one half bath.The primary suite is a private retreat with a walk-in closet and separate access to the deck through aluminum sliding door, perfect for enjoying morning coffee with breathtaking lake views. The spa-like primary bathroom features a freestanding soaking tub, oversized shower with elegant gold fixtures, double vanity, heated floors, and tall aluminum windows that flood the space with natural light. Two additional bedrooms offer generous closet space and share a beautifully appointed guest bathroom. The main level boasts a spacious dining area leading into a chef's kitchen equipped with Viking appliances, custom inset cabinetry, white oak island and cabinetry, and a striking coffered ceiling, all overlooking the lake. The kitchen seamlessly connects to the living and family rooms, highlighted by big aluminum sliding door and a custom white oak wall unit with built-in TV. The lower level offers exceptional flexibility with a large playroom and an additional family lounge, both featuring oversized aluminum sliding doors and abundant natural light and access to the patio. Exceptional lake lifestyle opportunity.

20 N Lake Shore Dr, Brookfield

79 Cavalry Rd, Weston
$2,199,000
5 Beds ⋅ 8 Baths ⋅ 24191028 MLS
Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.

79 Cavalry Rd, Weston

14 Powder Horn Hill Rd, Wilton
$2,195,000
5 Beds ⋅ 6 Baths ⋅ 24208913 MLS
Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.

14 Powder Horn Hill Rd, Wilton

2493 Redding Rd, Fairfield
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 24208162 MLS
Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

2493 Redding Rd, Fairfield

210 Red Fox Rd, Stamford
$2,195,000
4 Beds ⋅ 3 Baths ⋅ 24200081 MLS
Set on one lushly landscaped acre in North Stamford, this striking four-bedroom contemporary pairs dramatic architecture with exceptional indoor-outdoor living. The light-filled, open interior features 9-foot-plus ceilings, expansive windows, hardwood floors, built-ins and two gas fireplaces. A sleek kitchen with gas cooking flows into spacious living and dining areas overlooking the surrounding greenery. Upstairs, the primary suite and three additional bedrooms provide a quiet separation from the home's entertaining spaces. The fully finished, heated and cooled walkout lower level is a destination of its own, featuring a custom bar, wine cellar, fireplace, built-in entertainment center and direct access to the grounds. Outside, multiple terraces and patios unfold across the hilltop setting, culminating in a hot tub framed by natural stone and a cascading waterfall-an unforgettable backdrop for both lively gatherings and peaceful evenings. Smart-home features, built-in audio, central air, tankless hot water, a generator and an attached two-car garage complete this distinctive cul-de-sac property.

210 Red Fox Rd, Stamford

18 Birch Mill Rd, Killingworth
$2,195,000
4 Beds ⋅ 3 Baths ⋅ 24183296 MLS
The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private luxury retreat offers a rare opportunity to own a legacy estate equally suited for year-round living or a distinguished second-home escape. Originally a historic fishing shack, the restored wing blends seamlessly with a striking architectural residence designed to embrace its natural surroundings. Soaring vaulted and barreled wood ceilings, walls of glass, rich hardwood and slate floors, and 2 grand living rooms with magnificent fieldstone fireplaces create warm, sophisticated spaces with captivating water views. Chef's kitchen with Garland 6-burner range, double ovens, flat-top grill, Sub-Zero refrigerator, farmhouse sink, pantry, and abundant cabinetry. Four bedrooms include a private upper-level primary suite with exposed beams, waterfront balcony, dressing room, walk-in closet, clawfoot soaking tub, and spa-inspired bath. Heated gunite saltwater pool and spa with waterfall, rare private clay tennis court, bluestone terraces, Viking grilling station, and outdoor shower complete this exceptional estate where architecture, nature, privacy, and luxury exist in perfect harmony.

18 Birch Mill Rd, Killingworth

92 Scotland Ave, Madison
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 24145947 MLS
THIS NEW CONSTRUCTION HOME with a first flow primary bedroom suite offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller, walk-in pantry, first-floor laundry, private office, and a luxurious primary suite with soaking tub, oversized rain shower, double vanity, custom walk-in closet, and floor-to-ceiling tile. Upstairs includes four bedrooms and three full baths, walk-in closets, and a bonus room with floor-to-ceiling nickel gap and oversized French doors leading to your new home gym. Additional highlights include central vacuum system, elevated covered patio, and a high-ceiling basement (9 ft) ready for finishing. Less than a mile from downtown.

92 Scotland Ave, Madison

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