Refine Search
Sort by
$2,495,000
4 Beds 5 Baths 24205642 MLS
Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve.

63 W Mountain Rd, Washington

$2,495,000
4 Beds 4 Baths 24189581 MLS
A classic Nantucket-style silhouette announces itself, sweeping gambrel rooflines, hand-laid shingle siding, and a trio of dormers rising above a deep, columned front porch. This site is graced with stunning views of tranquil nature preserves and open space in the heart of the island, walking distance to the ocean. This home strikes that rare balance between grandeur and warmth with an entrance built for gracious arrivals. Custom designed to be lived in and enjoyed for generations. The open-concept great room and chef's kitchen flow seamlessly with privacy but collaboration. Room for everyone to gather and escape to quiet nooks. The butler's pantry with bar sink and a generous walk-in pantry support entertaining at any scale. The primary suite on the main level, adorned kitchens and baths with options for customization. Enjoy Downtown Mystic seaport, its harbor front restaurants, its long New England summer evenings is minutes away. Steps from the Mason Island Yacht Club. Masons Estates occupies one of the last remaining opportunities for new construction on Mason's Island.

7 Kingfisher Way, Stonington

$2,495,000
3 Beds 3 Baths 24181415 MLS Oenoke BLDG.
Rarely offered and just moments from the heart of New Canaan, this beautifully renovated three-bedroom residence offers exceptional comfort, convenience, and timeless style. Set in the intimate Oenoke Lane community, the home has been extensively renovated and thoughtfully improved over the years, creating spaces that feel both elegant and effortless. A desirable end unit with an east-west orientation, the home is filled with natural light and enjoys exceptional privacy, enhanced by protected Land Trust property directly across the street. Sunlight fills the gracious living and dining rooms, while the beautifully reimagined kitchen serves as the heart of the home, featuring quartzite countertops, custom cabinetry, banquette seating, Wolf, Bosch and Sub-Zero appliances, and radiant heated floor. Sliders from the living room, dining room, and kitchen open to a private terrace, creating a seamless connection between indoor and outdoor living. A private elevator provides access to all three levels. Upstairs, the primary suite features a custom dressing area, built-in workspace, and beautifully renovated bath with radiant heated floor. An additional bedroom offers flexibility for guests, family, or office space, while the lower-level bedroom includes built-ins and an en-suite bath with radiant heated floor, ideal for guests or a private retreat. PLEASE NOTE TAXES LISTED ABOVE ($26,201) ARE FOR 145 AND 147 OENOKE LANE COMBINED. QUARTERLY ASSOCIATION FEE INCLUDES TAXES.

145 Oenoke Ln, New Canaan

$2,495,000
5 Beds 4 Baths 24169441 MLS
Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

171 Proprietors Xing, New Canaan

$2,450,000
6 Beds 6 Baths 24188429 MLS
WELCOME TO 5-7 HADDAM DOCK ROAD LOCATED IN HADDAM, CONNECTICUT. DISCOVER A RARE RIVERFRONT OPPORTUNITY OFFERING TWO HOMES ON ONE LOT, BREATHTAKING RIVER VIEWS OF THE CONNECTICUT RIVER, AND YOUR OWN PRIVATE BOAT DOCK. THIS PROPERTY IS PERFECT FOR MULTI-GENERATIONAL LIVING, GUEST ACCOMODATIONS, OR RENTAL INCOME. THE MAIN HOUSE SHOWCASES SOARING WINDOWS THAT FRAME THE PICTURESQUE WATERFRONT, FILLING THE LIVING SPACES WITH NATURAL LIGHT WHILE CREATING A SEAMLESS CONNECTION TO THE OUTDOORS. THIS HOME OFFERS 4 LARGE BEDROOMS WITH PRIVATE BATHS AND PLENTY OF CLOSET SPACE FOR STORAGE. STEP OUTSIDE TO AN EXPANSIVE ENTERTAINING AREA FEATURING A SPARKLING GUNITE IN GROUND POOL, SPACIOUS PATIO, FULL OUTDOOR KITCHEN, AND MULTIPLE AREAS DESIGNED FOR RELAXING OR HOSTING FAMILY AND FRIENDS. THE SECOND HOUSE PROVIDES PRIVACY AND FLEXIBILITY, MAKING IT IDEAL FOR VISITORS, EXTENDED FAMILY, A HOME OFFICE, OR AN INCOME-PRODUCING RENTAL. THIS HIGH RANCH STYLE HOME HAS AN OPEN CONCEPT FLOOR PLAN WITH HIGH END WOLF APPLIANCES, WIDE PLANK TILE THROUGHOUT, AND CUSTOM BUILT INS ACCENTING MOST OF THE ROOMS, AND HAS DOUBLE HIS AND HER WALK IN CLOSETS. SITUATED ON BEAUTIFULLY LANDSCAPED GROUNDS, THIS EXCEPTIONAL PRROPERTY ALSO FEATURES DIRECT RIVER ACCESS WITH A PRIVATE DOCK, ALLOWING YOU TO ENJOY BOATING ON THE CONNECTICUT RIVER, FISHING, KAYAKING, OR SIMPLY TAKING IN THE PEACEFUL WATERFRONT SETTING FROM YOUR OWN BACKYARD.

5-7 Haddam Dock Rd, Haddam

$2,445,000
5 Beds 6 Baths 24182562 MLS
Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented by beautifully renovated baths, designer finishes, abundant natural light, a partially finished walk-out lower level, and a versatile multi-purpose room ideal for a home office, art studio, fitness room, or playroom. The stunning chef's kitchen features premium appliances, custom cabinetry, and expansive windows overlooking the beautifully landscaped grounds. Designed for both everyday living and entertaining, the open-concept layout seamlessly connects the main living spaces. Set behind a gated entrance, the fully fenced property offers exceptional privacy with mature evergreen plantings and professional landscaping. Outdoor amenities include an expansive patio, fire pit area, beautiful gardens, and a sprawling level backyard with ample room for a pool. Whether enjoying recreation, entertaining guests, gardening, or simply relaxing, this property offers endless possibilities. A charming shed provides additional storage and flexibility for hobbies or gardening. The oversized garage features extra height, ideal for a vehicle lift, workshop, or additional storage.

284 Georgetown Rd, Weston

$2,395,000
4 Beds 6 Baths 24204126 MLS
Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Sunrise Ln, Bridgewater

$2,395,000
4 Beds 4 Baths 24203922 MLS
Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield

$2,395,000
3 Beds 3 Baths 24174115 MLS
Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen

$2,375,000
24195914 MLS
THIS LISTING IS AN OFFERING OF THE REAL PROPERTY AND SITE IMPROVEMENTS KNOWN AS 14-16 Main Street, Hebron CT ONLY. NO PART OF THE FLOUR GIRL BAKERY, LLC, OPERATIONS BUSINESS, OR THEIR LEASHOLD FIXTURES IN MADE A PART OF THIS OFFERING. This is a mixed use commercial and residential use complex consisting of 3 Free Standing Buildings with 3 Commercially lease space occupied by of the Flour Girl Bakery, Floor Girl Restaurant, and an Event/Function Space. The balance of the leased spaces consists of 4 Residential Apartment 1 and 2 BR Units. This incredible complex situated in the Hebron Green District has become the heart of "Hebron Center"! The location in the heart of HG district with its "billboard" visibility and high traffic count has a constant vibrant flow of daily visitors to amazingly planned combination of restored antique and new build post and beam structures! Renovations and New Construction undertaken in the Period of 2021 to Late 2025 offers genuinely well planned modern space with newer mechanicals serviced by public water, public sewer, and natural gas! Great site access by pedestrians from a grid work of public sidewalks with plenty of parking from both on-site and shared proximal public parking areas.

14-16 Main St, Hebron

$2,349,000
4 Beds 4 Baths 24196988 MLS Down River Condominiums BLDG.
6 Down River pairs new construction with privacy and walkability - the scale of a single-family home, without the maintenance. Built in 2024 and further refined in by the developer in 2025, this 4-bedroom residence offers over 3,000 square feet across four finished levels, conceived for an effortless lock-and-leave lifestyle. The main level is open and light-filled, built for entertaining: the kitchen with custom cabinetry, high-end appliances and a large center island connects seamlessly to dining and living areas anchored by a gas fireplace and bar. Upstairs, the primary suite includes a spa-like bath and generous walk-in closet, alongside two well-proportioned bedrooms, additional baths and a laundry room on the same level. The finished third floor delivers a fourth bedroom - suited to a home office, bunk room, or playroom. What sets 6 Down River apart: Finished third floor - fourth bedroom, office, bunk room or play space. Finished lower level - recreation area with a glass-enclosed gym or office Private terrace and lawn. Attached 2-car garage A move-in-ready path to newer construction, minutes to the village and the train.

6 Down River Rd Unit 2, New Canaan

$2,333,333
5 Beds 5 Baths 24177737 MLS
Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!!

2 Pond View Ln, Sherman

$2,300,000
2 Baths 24186636 MLS
1717 Dixwell Avenue, is a 8,364-square-foot retail investment property strategically located along one of Greater New Haven's most established commercial corridors. Positioned on highly traveled Dixwell Avenue, the property benefits from exceptional visibility, strong consumer traffic, and convenient access to Route 15, I-91, and downtown New Haven. The surrounding area is home to a diverse mix of national retailers, restaurants, service providers, and dense residential neighborhoods, creating a vibrant retail environment and a consistent customer base. This offering presents investors with the opportunity to acquire a well-located retail asset in a proven market with strong long-term fundamentals. Its prominent location, established presence, and accessibility make it an attractive addition to any investment portfolio.

1717 Dixwell Ave, Hamden

$2,295,000
5 Beds 6 Baths 24205321 MLS
Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

Ridgefield

$2,295,000
1 Baths 24193395 MLS
Rare opportunity to acquire a fully leased, 5,427sqft income-producing medical office building situated in one of Stamford's most established commercial corridors. Held under continuous ownership since 1989, the property provides investors immediate cash flow, long-term lease stability, scheduled rental increases & minimal management responsibilities through its favorable lease structure. Prime location, strong tenant roster & well-maintained footprint, this property appeals equally to passive investors seeking reliable returns & medical owner-users looking for long-term value. Property & Investment Highlights | *Tenant Roster: Fully occupied by 3 established medical & professional service tenants: Optician (Vision Care), Dentist & Chiropractor. *Building Size & Layout: Approximately 4,950 sq. ft. of income-producing medical office space. Note: Building features slab/grade construction with no basement space. *Parking & Land: Includes 22 total parking spaces (21 main spaces, plus 1 additional space located on the 13'1" parcel along the north side of the building on Newfield Ave). *Walk-Up Attic Storage: Features a large walk-up attic w/center ceiling heights reaching 12 feet. It provides dedicated, designated storage areas for all 3 tenants: Dental & Chiropractic Storage: ~12' 15' per space. Vision Care Storage: Double-sized storage area (~24' 15'). *Financial Stability: Immediate cash flow generated by a resilient, medical-focused tenant mix w/structured rental increases

526 Newfield Ave, Stamford

$2,295,000
4 Beds 3 Baths 24185940 MLS
PRISTINE & PERFECT!! Nestled on a charming cul-de-sac close to town, this lovely and meticulously maintained 4-bedroom home offers the perfect blend of comfort, style, and convenience. Set on a level acre in a picturesque setting, the home features a welcoming open floor plan with sun-filled living spaces that flow effortlessly, creating an inviting setting for both everyday living and entertaining. Lovingly cared for and truly move-in ready, this home exudes warmth and timeless appeal throughout. Step outside to a lovely terrace overlooking the beautiful property, where mature landscaping, and classic stone walls create a serene park-like backdrop. Whether hosting friends, enjoying family gatherings, or simply unwinding outdoors, the setting is both peaceful and inviting. With its thoughtful design, beautiful surroundings, and desirable location close to town and schools, this special property offers a wonderful opportunity to enjoy the very best of New Canaan living.

51 Horton Ln, New Canaan

$2,295,000
4 Beds 5 Baths 24180589 MLS
Where timeless craftsmanship and modern comfort come together on three private acres just minutes from Ridgefield's vibrant town center. A dramatic two-story foyer opens to a stunning great room with wide-board hardwood floors, exposed beams, a striking stone fireplace, and French doors leading to an expansive deck overlooking the property. Designed for entertaining and everyday living, the chef's kitchen features custom white cabinetry, quartz countertops, a large center island, stainless steel appliances, and a spacious dining area with peaceful backyard views. A rare and flexible floor plan offers two primary suites (one on the main level and one upstairs), ideal for guests, multigenerational living, or changing lifestyle needs. Both include walk-in closets and luxurious baths with double quartz vanities. All additional second-floor bedrooms are en-suite. A spacious rec room with a rear staircase to the mudroom provides endless possibilities as a media room, office, studio, playroom, or gym. The unfinished walk-out lower level, complete with a second fireplace, offers exceptional potential for future living space. Set on three scenic acres, this exceptional property balances privacy and convenience just moments from Ridgefield's shopping, dining, and cultural attractions. A home designed to adapt, entertain, and enjoy for years to come.

17 Blackman Rd, Ridgefield

$2,275,000
6 Beds 6 Baths 24147012 MLS
East Rock! Directly across from Edgerton Park sits this elegant, beautifully proportioned, tastefully restored 1910 Colonial. Welcoming 26' long entrance foyer with high ceilings and a sweeping staircase is flanked by both the Living Room with fireplace and built-ins as well as the paneled library with a wall of bookcases, fireplace and hidden bath. Large oversize Thermopane replacement windows flood each room with natural light. The formal Dining Room with beautiful leaded glass built-ins and double French doors opens onto a spacious sunroom with three exposures that leads out to the private bluestone patio and landscaped level grounds. Updated south facing eat in kitchen with new appliances, and with 2 adjacent pantry spaces, one that has a second dishwasher and refrigerator. At the top of the main staircase is a cozy sitting room that overlooks the grounds. In addition, there are 4 second floor bedrooms including the primary suite that features a newly renovated bath, fireplace and walk in closet. There are an additional 2 full baths on this floor as well as laundry. The third floor features a great room, 2 additional bedrooms, full bath and lots of storage. The previous owner has added an additional first floor half bath and newly installed state of the art elevator. Great park views from the second and third floor windows. Gas heat and central air. Welcoming curved bluestone pathways and landscaping. 3 car garage. Fenced lot. A beautifully built and updated home.

144 Edgehill Rd, Hamden

$2,250,000
4 Beds 3 Baths 24201977 MLS
Cherished by the same family for nearly 30 years, this beautifully updated Colonial sits on a desirable New Canaan cul-de-sac that has recently welcomed multi-million-dollar new construction - offering exceptional value at this price point, just moments from town. The recently renovated kitchen opens to a spacious layout ideal for both everyday living and entertaining, complemented by a large living room with fireplace, a formal dining room and a Great Room with soaring cathedral ceiling that is a showstopper. Upstairs, the primary bedroom is joined by three additional sun-filled bedrooms, all with hardwood floors that carry the home's warmth throughout. Outside, a private deck overlooks a beautifully landscaped yard framed by mature evergreens - great for gathering or play. This is a home where all that's left to do is move in.

12 Norholt Dr, New Canaan

$2,250,000
3 Beds 3 Baths 24169268 MLS Willow Walk BLDG.
Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

13 Old Stamford Road Unit 13, New Canaan

$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

$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

$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

$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

$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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.