Refine Search
Map
Sort by
$1,425,000
7 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24173039 MLS
HURRY! This Beauty just Appraised at $1.6M! Fully Inspected and Ready to GO! From its Private 2.6-Acres this Artfully Designed Modern post-and-beam estate offers Breathtaking Panoramic Views across the Farmington Valley. Set on the side of Avon Mountain & Minutes from Hartford & Bradley International Airport, a newly installed driveway leads to this architecturally striking home featuring soaring cathedral ceilings, exposed beams & dramatic walls of glass that fill the interior with natural light & showcase spectacular sunsets. Offering over 6,000 sqft of flexible living space, the home is ideal for entertaining, multi-generational living or extended guest accommodations. The Large modern kitchen features New Stainless Steel appliances, a modern glass cooktop, double convection ovens, premium cabinetry & quartz countertops. The primary suite serves as a private retreat with a spa-inspired bath featuring a custom rain shower, jetted tub, walk-in closet & a secondary laundry area. Additional spaces include a dedicated office, library, billiard room, fitness area & versatile flex rooms. The walk-out lower level can be a 7th bedroom or an in-law suite complete with a full bath and direct access to the pool and outdoor living spaces. Outdoor amenities include a custom in-ground pool, extensive Trex decking & multiple entertaining areas designed for year-round enjoyment. Additional features include a whole-house generator & EV charging station. #BR and #BA are owner verified.

14 Vermillion Dr, Avon
$1,495,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172552 MLS
An extraordinary, newly updated waterfront retreat set along the peaceful shores of Mono Pond, where space, design, and lifestyle come together effortlessly. Set on expansive, beautifully maintained grounds, the property offers a large private yard with curated outdoor living spaces including a pergola, patio, and firepit-perfectly positioned for both quiet mornings and elevated entertaining. Inside, over 3,500 square feet of sun-filled living space unfolds with intention. Soaring ceilings create a sense of openness, while multiple living areas-including architecturally striking sunken living rooms-add warmth, depth, and character. The home offers 4 bedrooms and 3 full baths, along with an attic loft that provides flexible space for a private office, creative retreat, or guest overflow. An indoor jacuzzi adds a spa-like element, enhancing the home's sense of comfort and escape. Multiple dining areas and thoughtfully designed gathering spaces allow for effortless hosting, while the layout naturally lends itself to privacy and separation when desired. Built in wall unit air conditioners, a 3-car garage, and a shed add everyday convenience without compromising the home's elevated feel. Previously enjoyed as a short-term vacation property, the home offers added flexibility, subject to local guidelines. A rare waterfront offering where refined living meets a setting that feels like a true escape.

106 Hunt Rd, Columbia
$795,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24171805 MLS
IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated Kitchen, a wonderful Porch and large Deck, two fireplaces, a new heating system, and so much more. Come see for yourself!

150 Sunset Ridge Rd, Norfolk
$1,000,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24157035 MLS
Discover modern serenity in this private contemporary retreat nestled on 3.44 private acres. The ascending driveway assures a sense of quiet and seclusion, leading you to a home bathed in natural light from a soaring two-story wall of south-facing windows, this home perfectly blends architectural drama with a peaceful woodland backdrop. The exterior features an expansive, brand new composite deck with its sleek cable railing system--perfect for al fresco dining or quiet mornings. Inside, the light filled, open-concept main level is anchored by 5 1/4" hardwood oak flooring and a dramatic granite gas burning fireplace. A full wall of custom built in's create style and ample storage. The kitchen is designed for functionality with its central island, quartz countertops and new Fulgar Milano induction range and a new LG refrigerator. Retreat to the main-level primary on-suite, which offers its own private deck access via French patio doors. Upstairs, a glass railed loft provides additional flexible space. The fully tiled walk out lower level includes a full bath offering excellent potential for an in law apartment, guest suite or private home office with a 2nd laundry hook up area in the garage. Meticulously maintained and newly painted throughout, this sanctuary is equipped with radiant heat, central air, a main level laundry and a newer water softening system.

28 Garnet Rd, Roxbury
$798,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24171521 MLS
A turnkey Litchfield County retreat just 90 min from NYC, offering historic character, designer finishes, and effortless weekend living moments from Washington, Litchfield, and Woodbury.Originally an 1800s caretaker's cottage, this beautifully renovated antique has been thoughtfully expanded & extensively updated between 2023 and 2026, blending timeless New England charm w/modern luxury. Set on 3.45 acres near the Washington town line, the property offers a move-in-ready escape in the heart of this bucolic county. The center of the home is a dramatic great room featuring an impressive fireplace, soaring two-story wall of windows & abundant natural light overlooking the surrounding landscape. A custom bar with built-in ice maker and beverage refrigeration makes entertaining effortless, while the skylit eat-in kitchen is appointed with handcrafted cabinetry and premium Sub-Zero, Wolf, and Miele appliances. 3 bedrooms, a primary on the main level with renovated en-suite bath, a second guest bedroom, and the 3rd is a dedicated space encompassing the entire 2nd floor; a private primary suite w/ separate office with views of the property. Central a/c for year-round comfort. Designed for both relaxation and entertaining, the outdoor spaces incl a spacious deck, fire pit area, mature stone walls, custom landscaping, and potential pool locations. 2-car garage. Mins to the Mayflower Inn this turnkey property offers the best of the area without the renovation project!

98 Carmel Hill Rd N, Bethlehem
$1,499,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24166479 MLS
Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

168 Fern Ave, Litchfield
$1,299,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24166413 MLS
A rare offering that exudes sophistication and sanctuary, this striking contemporary estate-originally built in 1984 and thoughtfully reimagined for modern living-spans over 5,526 square feet of refined yet inviting space. Privately nestled within a tranquil suburban setting, this property delivers a true escape while remaining moments from premier shopping, dining, and everyday conveniences, an ideal retreat for those craving a seamless blend of country calm and cosmopolitan accessibility. Designed with both scale and comfort in mind, this home features an abundance of expansive living spaces, where architectural intrigue meets livable luxury. Each room unfolds with intention - grand in proportion yet intimate in feel, creating a series of elegant retreats throughout the home. Recent upgrades elevate both form and function, including newly installed flooring, a high-efficiency HVAC system, and whole-house generator system ensuring comfort and peace of mind year-round. Storage is exceptional, with generous closet space rarely found in homes of this era. The outdoor experience is equally compelling. Set against a serene backdrop, the property boasts a private, resort-style in-ground pool and whirlpool spa along with a full-size tennis court-perfect for both entertaining and quiet relaxation. A unique indoor hot tub adds an additional layer of year-round indulgence. This is more than a home - it's a destination.

28 Strawberry Ln, Shelton
$740,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24171289 MLS
UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem
$365,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24170509 MLS
Gorgeous & specious single family in the heart of Naugatuck that comes with 3 bedroom, 2.5 bathrooms. This beautiful home offers modern and charming features. The living room welcomes you with a tall-vaulted ceiling and a beautiful fireplace. The large kitchen features quartz countertops, stainless steel appliances, and sliding doors leading to the large deck. The master bedroom contains a full bathroom that has a double vanity and large shower. There is another full bathroom on the upper level and a half bathroom on the main level. Nice unfinished basement space that can be used for games or extra storage.

226 Scott St, Naugatuck
$1,950,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24169289 MLS
Peaceful Country Living Near Twin Lakes - Discover tranquility in this beautifully renovated 3-bedroom, 2.5-bath home, ideally located on a quiet county road just minutes from Twin Lakes. Set on over 3 acres of remarkably private land, this property offers the perfect blend of seclusion and accessibility. Enjoy seamless indoor-outdoor living with a spacious two-level deck that connects the home to an in-ground pool - perfect for summer entertaining. Flooded with natural light, the open-concept kitchen features soaring two-story ceilings, while the adjacent living room boasts a cozy wood-burning fireplace and a dedicated wet bar area. The flexible floor plan includes a first-floor bedroom suite, ideal for guests or single-level living. With 8 thoughtfully designed rooms, this home is both gracious and meticulously maintained - a true turnkey opportunity in one of Salisbury's most desirable areas.

19 Hemlock Ln, Salisbury
$1,575,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24168391 MLS
Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate "entertainment perch" for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef's kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

617 Bean River Rd, Pine Plains
$995,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24167962 MLS
This extraordinary property offers a transformative opportunity for artists and entrepreneurs to unlock their full potential, providing a modern oasis that seamlessly blends work, life, and play, along with multigenerational flexibility and a serene private haven. Set amidst nearly nine acres of private land, the property showcases awe-inspiring mountain and sunset views, creating an idyllic backdrop for private gatherings and celebrations. Additionally, the property features two spacious two-car garages, one of which boasts a beautifully finished studio, while the other provides ample storage.

86 Washburn Rd, Canton
$480,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24168088 MLS
Brand new construction offering easy, modern living! This thoughtfully designed home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan perfect for today's lifestyle. The spacious kitchen showcases a center island, ideal for entertaining, and flows seamlessly into the living and dining areas. Enjoy an abundance of natural light from the many windows throughout. The primary suite offers comfort and privacy, while additional features include central air conditioning and a 2-car garage. Step outside to a deck overlooking a partial lake view. A wonderful opportunity to own a low-maintenance, newly built home in a scenic setting!

10 Indian Run Dr, Thompson
$400,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24168085 MLS
Similar to be built. Charming Craftsman-style home offering efficient, low-maintenance living! This thoughtfully designed 644 sq. ft. home features 1 bedroom and 1 full bathroom with a bright, open floor plan. Large windows fill the space with natural sunlight, creating a warm and inviting atmosphere. The kitchen and living areas flow seamlessly, perfect for comfortable everyday living. Enjoy relaxing on the front deck overlooking a nice, level lot. Additional highlights include central air conditioning and a rare 2-car garage. A perfect opportunity for downsizing, a starter home, or a weekend retreat!

6 Indian Run Dr, Thompson
$999,999
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24167368 MLS
This waterfront home with sweeping views of the Housatonic River is set at the end of a quiet cul-de-sac and offers both comfort and functionality. Multiple living spaces capture the water views, including a living room with gas fireplace, dining room, and an updated eat-in kitchen with sliders opening to a multi-level Trex deck overlooking the river. Hardwood floors run throughout the main living areas and bedrooms, with tile flooring in the baths. The layout features a spacious primary suite with a full bath and heated tile floor, three additional bedrooms, three full baths, and a half bath. Added conveniences include remote-controlled upper windows & skylights. The partially finished basement offers flexible living space with direct access to the fully fenced, level backyard, plus a dedicated workshop area with a garage-style door. Outdoor living is maximized with four different deck entertaining areas, patio, and a path to the water to enjoy kayaking and paddle boarding - all just minutes from dining, shopping, and commuter routes. NO FLOOD INSURANCE REQUIRED!!!

580 Housatonic Ave, Stratford
$3,950,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24167441 MLS
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.

294 E Middle Patent Rd, Greenwich
$1,175,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24166356 MLS
Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after South Cheshire neighborhood. Best of all, it's move-in ready, allowing you to make thoughtful upgrades at your own pace. It has a private office with glass French doors and built-ins, a formal Living room with fireplace & expansive picture windows. The heart of the home is a gourmet kitchen featuring Sub-Zero refrigeration, top of the line stainless steel appliances The large granite island with seating for five & the bright spacious breakfast nook makes dining a delight! The kitchen opens seamlessly into the spacious family room with gas fireplace, wet bar & sound system provides easy access to the expansive deck and screened gazebo-perfect for entertaining and enjoying the tranquil setting. The main level also includes powder room, mudroom, laundry room, hardwood flooring throughout and access to the three-car garage with EV hook-up. Upstairs offers a luxurious primary suite, a bedroom with private bath, and two additional bedrooms that share a full bath. The walk-out finished lower level with a full bath provides additional flexible living space ideal for recreation, media, gym, or guests. With a little love and some imagination this property could be a true showstopper.

1 Mountaincrest Dr, Cheshire
$5,900,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24165905 MLS
Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.

12 Rocky Point Rd, Old Saybrook
$1,200,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24158997 MLS
BRAND NEW CONSTRUCTION. Slick Contemporary Near Yale Science Hill. Designed and developed by a distinguished architect and longtime professor at the Yale University School of Architecture, this thoughtfully crafted contemporary home blends modern design with a beautiful natural setting. The south-facing house is filled with light and opens to a serene garden backed by a dramatic forested cliff-an inspiring landscape and a wonderful place to explore. The main living space features a striking open "loft" concept that seamlessly connects the living room, dining area, and kitchen, creating an airy and welcoming environment ideal for both everyday living and entertaining. Large decks on the south, north, and west sides extend the living space outdoors and offer multiple areas to relax and enjoy the surroundings. A long, elegant hallway leads to three bedrooms and two generous offices, providing flexibility for work-from-home or creative pursuits. The southern garden plantings will create an increasingly private and lush outdoor retreat. Additional features include a one-car garage with extra outdoor parking, durable low-maintenance exterior materials designed to last maintenance free for many years, wiring ready for solar panel installation, and an emergency generator for added peace of mind. Heating and AC - heat pump for added efficiency.

169 Mill Rock Rd, Hamden
$1,450,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24162796 MLS
They say a picture is worth a thousand words, but even a thousand couldn't capture the feeling of waking up here. From nearly every room, you're met with breathtaking views - of the beach, the harbor, and the ever-changing light that dances across the shoreline. This home was designed for moments you can't quite put into words: coffee as the sun rises, evening sunsets from your front porch that feel painted just for you, and the calm that comes from knowing you're exactly where you're meant to be. Inside, every detail has been beautifully updated. A stunning kitchen with a gas cooktop and wall ovens anchors the heart of the home - the kind of space made for gathering, cooking, and savoring the view while you do. With its inverted layout, the main living area captures the very best of Branford Point's coastal beauty, perfectly framing the shoreline beyond. While Bedrooms and guest spaces are thoughtfully located on the first floor, creating a sense of retreat and privacy from the main entertaining areas above. Just steps from the beach and playground, and set in one of Branford's most beloved waterfront neighborhoods, this home is as rare as the views themselves. Because sometimes... the pictures really do say it all.

21 Harbor St, Branford
$469,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24160385 MLS
GPS WILL TAKE YOU TO INCORRECT HOME. PLEASE ONLY SHOW IF YOU HAVE APPOINTMENT AND BE SURE TO GO DOWN DRIVEWAY THAT HAS REAL ESTATE SIGN! Welcome home to your private secluded retreat in the woods! Approx 6-7 minutes from Granby Center, this completely remodeled and rehabbed home is basically like new construction. Originally it was half the size and just 2 bedrooms and 1 bath, the original owner had framed out a 2-story side addition w/foundation and never completed. The current owner has spent the last year painstakingly blending the 2 sides together and finishing the home w/entire brand-new septic system, new heating system (new oil tank to be added prior to close), new siding, new roof, all new bathrooms throughout, brand new Quartz kitchen, new baseboard heating, flooring, lighting, painting, windows, you name it-it's probably new, with the exception of keeping some of the beautiful original features like the stone fireplaces and knotty pine family room blending in modern updates with the wooded exterior setting. The lower level has been partially finished w/separate heating zone. Large back deck spans the entire back of house. Extremely private setting. A very cool unique place to call home!

77r Old Stagecoach Rd, Granby
$1,775,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24157987 MLS
This beautifully reimagined Mid-Century home sits on a picturesque stretch of the Bantam River. It blends timeless architectural character w/ modern comfort in one of Litchfield's most desirable locations. Thoughtfully redesigned from top to bottom by the current owners, the living area is centered around a stunning 45-foot square private garden/courtyard. This rare feature fills the interior w/ natural light & creates a seamless connection between indoor and outdoor living. Walls of glass and clean mid-century lines frame serene views of this courtyard on one side with the back bluestone terrace and river on the other. The home offers 5 bedrooms, incl a main-level primary suite w/ dressing room. Addl amenities include: an office with half bath, media/game room, addl powder room, laundry on each level, 2-car attached garage & a whole-house generator. Ideally located down a long driveway just outside the heart of Litchfield Village, the property offers compete privacy, flat usable land and stunning river and pond views. Easy access to boutique shopping, acclaimed dining, farm stands, Bantam Lake, Litchfield Country Club (golf, tennis, pool, camps, dining) and prestigious private schools. Enjoy miles of land trust hiking trails, nearby events at South Farms and skiing at Mohawk mountain. Under 2 hours from NYC.

447 South St, Litchfield
$1,975,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24155109 MLS
Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and stunning quartzite countertops. The space flows effortlessly into the expansive great room, where a dramatic floor-to-ceiling fireplace creates a striking focal point for gathering and entertaining. The main-level primary suite serves as a private retreat, featuring its own stone fireplace, spacious walk-in closet, and luxurious ensuite bath. The walkout lower level adds exceptional flexibility with two additional bedrooms, a shared full bath, two generous flex spaces ideal for a home office, gym, media room, or recreation area, plus an additional half bath. Designed with both efficiency and longevity in mind, the home is equipped with an energy-efficient geothermal heating and cooling system, providing year-round comfort while helping reduce utility costs. A premium metal roof offers outstanding durability, low maintenance, and lasting protection for decades to come. Additional features include a two-car garage and exceptional privacy, all just minutes from Madison's charming village center, beautiful beaches, and convenient access to I-95.

81 Strawberry Hill Rd, Madison
$829,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24148860 MLS
Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz countertops, stainless steel appliances, a double oven, and generous prep and storage space-ideal for both everyday living and entertaining. Large windows and glass doors throughout flood the interior with natural light, enhancing the open-concept layout and spacious living areas. Designed with flexibility in mind, the floor plan offers multiple configuration options, including potential for a private secondary living area-perfect for multi-generational living, guests, or home-based business needs. Interior highlights include: * Large loft with adjoining office space * Two fireplaces * Hardwood flooring * High-end luxury vinyl plank flooring in key living areas The primary suite provides a peaceful retreat, complete with a spacious 7x10 walk-in closet and a beautifully designed bath featuring dual vanities and a custom tile shower. Step outside to enjoy the large deck just off the kitchen and dining area-an ideal setting for relaxing evenings or hosting gatherings.

44 Chamberlain Hill Rd, Middletown
$2,300,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24145947 MLS
Less than one mile from downtown Madison, this new construction home 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.

92 Scotland Ave, Madison
$2,360,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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
$749,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24144604 MLS
Prepare to be mesmerized with this Middlefield masterpiece set on 5-acre park like grounds at the end of a private road cul-de-sac epitomizes an exceptional residence which combines refined elegance with unparalleled privacy. Sunlight floods the living room through a southeast-facing Palladian window, highlighting tailored built-in cabinetry with exquisite craftsmanship, exposed beams and a cathedral ceiling. The chef's kitchen, fully transformed in 2012, features a panel-ready Sub-Zero refrigerator, panel-ready Bosch dishwasher, Wolf double oven and built-in cooktop, granite island with seating and secondary sink. Outdoor living is what you've dreamt of with a gunite pool and expansive 900 sq ft composite deck overlooking manicured grounds. Additional amenities include a finished lower level, second-floor crafts room, new 3-season porch sliders and Generac 10kW generator automatic. Perfectly located with easy access to Route 66, Middletown and four nearby public golf courses.

30 Cherry Ridge Rd, Middlefield
$1,699,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24125790 MLS
Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. Elevator to all three levels provides added convenience. A stone wall and gated entry lead to a paver driveway, setting the stage for what's inside. The main floor boasts a sunlit living room with a fireplace and deck overlooking the pool and river. The kitchen, dining room, family room, solarium, and home office all offer beautiful water views. The lower level is an entertainer's dream: a second kitchen, stone fireplace, sauna, steam room, Jacuzzi, two bedrooms, two full baths, and a gym. Walk out to your private pool, hot tub, and dock for direct river access. The entire upper level is dedicated to the luxurious primary suite with two walk-in closets, a cedar closet, fireplace, private balcony, and a spa-like en-suite bath. Whether hosting summer gatherings, enjoying quiet nights by the fire, or taking in the serene river views from nearly every room, this exceptional home offers the ultimate in waterfront living.

5060 Main St, Stratford
$9,900,000
21 Beds ⋅ 40 Baths ⋅ ACTIVE Status ⋅ 24120482 MLS
Once home to both Mike Tyson and 50 Cent, this extraordinary estate sits on more than 17 private acres in Farmington, Connecticut-a historic town just 10 miles west of Hartford and ideally positioned between Boston and New York City. Spanning an impressive 51,000 square feet, the residence embodies unmatched opulence, with over $3 million in recent renovations elevating it to a world-class standard. Inside, discover an indoor pool and spa, a lavish nightclub, recording studio, billiards room, casino room, multiple game rooms, a racquetball court, state of the art fitness center, grand foyer, elevator and seven kitchens serving 21 bedrooms and 40 bathrooms. There is a boardroom, library and offices. Outside, the grounds are equally captivating with a resort-style pool, grotto, waterfall, private bridge, 4 bedroom guesthouses, pool house, a pond with fountain, basketball and tennis courts and an 8 car garage. This is more than a home-it is a rare opportunity to own a legacy estate of iconic distinction.

50 Poplar Hill Dr, Farmington
$1,650,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24130930 MLS
Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy reading nook with fireplace, a screened porch, and a dining area that opens to an expansive deck overlooking the breathtaking vistas. The spacious living room, anchored by a striking fieldstone fireplace, also connects to the deck and includes a charming home office. Upstairs, the primary suite offers a private balcony, spa-like bath with soaking tub, and walk-in closet. An additional ensuite bedroom, two more bedrooms with a shared full bath, and convenient laundry complete the upper level. The walkout lower level provides versatile living space, currently used as a media room and gym, and includes a full bath. Located just minutes from the shops and restaurants of Kent's vibrant village center-and only two hours from New York City-this property is the ultimate country retreat.

168 Cobble Rd, Kent

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.