Luxury Homes for Sale in Connecticut

• 

  

  /2

  $2,775,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  435 Ridgebury Rd, Ridgefield, CT 06877

  Set on a stunning 2-acre parcel, in one of Ridgefield's most desirable areas, the land itself is the star - open, scenic, and perfectly suited for creating a private estate setting with room for a custom home, pool, gardens, and outdoor living spaces. Discover this stunning 3500 sq ft, 4 bedroom, 4 1/2 bath home by artisan builder RJR Construction, where exceptional craftsmanship meets refined

  Robert Neumann Houlihan Lawrence

  435 Ridgebury Rd, Ridgefield, CT 06877
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  /2

  $2,750,000

  • 8 Beds
  • 2 Baths
  • 6,052 Sq Ft

  Unlisted Address

  31 Franklin & 19 Ketchum combined for redevelopment or reno existing. Multiple redevelopment projects coming to Saugtatuck including townhomes and flats across street as well as plans for Saugatuck train station block in the works.

  Peter Lane Ogents, LLC

  Unlisted Address
• 

  

  

  /25

  $2,750,000

  • 6 Beds
  • 3 Baths
  • 2,687 Sq Ft

  29 Landry St, Bristol, CT 06010

  Rarely does a portfolio like this come to market. Five multifamily properties at 19, 20, 25, 29 & 33 Landry Street in Bristol offer 22 units on a single dead-end street - a level of concentration that makes management straightforward and cash flow strong from day one. Many units have been renovated, major capital improvements are complete, and select units can be converted from two to three

  Levi Judqin Brass Moon Realty

  29 Landry St, Bristol, CT 06010
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  /40

  $2,750,000

  • 4 Beds
  • 5 Baths
  • 6,840 Sq Ft

  47 North St, Litchfield, CT 06759

  On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved

  Jeff Phillips William Pitt Sotheby's Int'l

  47 North St, Litchfield, CT 06759
• 

  

  

  /40

  $2,750,000

  • 5 Beds
  • 6 Baths
  • 7,283 Sq Ft

  6 Setting Sun Trail, Ellington, CT 06029

  This Unique home was designed by the award winning architect Jack Kemper in Collaboration with a special designer creating a true one-of-a-kind living experience. This home is perched on 4.13 private acres with unobstructed 180-degree sunset views stretching from Hartford to Springfield, 6 Setting Sun Trail is a meticulously loved extraordinary custom estate and true architectural statement

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 905-0216

  6 Setting Sun Trail, Ellington, CT 06029
• 

  

  /40

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 2,619 Sq Ft

  92 Water St, Stonington, CT 06378

  Direct Waterfront with Private 90' fixed IPE dock constructed 2012 by Gwenmor Marine. Appx. 3.5' of water at Low Tide, all located in the Heart of Historic Stonington Borough. Water, Louvered Halogen Foot Lights and 30amp power box on your private dock. Walls of Windows overlooking Stonington Harbor and your dock from this Stunning fully renovated 3 Bedrooms, 3 Full Baths waterfront home. Open

  Judi Caracausa William Pitt Sotheby's Int'l

  92 Water St, Stonington, CT 06378
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  /32

  $2,750,000

  • 4 Beds
  • 5.5 Baths
  • 4,500 Sq Ft

  38 Bedford Rd, Greenwich, CT 06831

  *Not noise impacted by 684 & insignificant by HPN airport* Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 24 years. Between two stone pillars, enter a private, newly paved driveway, to approach a hidden gem that is ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The

  Stefanie Lacoff BHHS New England Properties

  38 Bedford Rd, Greenwich, CT 06831
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  /39

  $2,750,000

  • 4 Beds
  • 2 Baths
  • 2,068 Sq Ft

  71 Wolcott Ave, Stonington, CT 06378

  There is no where you will enjoy more than desirable Lord's Point Beach Community during your summers! You will love this waterfront Cape Cod cottage with direct access to Long Island Sound, Block Island Sound and the New England shoreline. First time on the market! Cape Cod all season home, much more than a waterfront cottage featuring 4 bedrooms, 2 full baths, open and spacious floor plan with

  Lisa Neundorf Castles Condos & Cottages,LLC

  71 Wolcott Ave, Stonington, CT 06378
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  /39

  $2,750,000

  • 4 Beds
  • 2 Baths
  • 2,068 Sq Ft

  71 Wolcott Ave, Stonington, CT 06378

  There is no where you will enjoy more than desirable Lord's Point Beach Community during your summers! You will love this waterfront Cape Cod cottage with direct access to Long Island Sound, Block Island Sound and the New England shoreline. First time on the market! Cape Cod style all season home, much more than a waterfront cottage featuring 4 bedrooms, 2 full baths, open and spacious floor plan

  Lisa Neundorf Castles Condos & Cottages, LLC

  71 Wolcott Ave, Stonington, CT 06378
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  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
• 

  

  /39

  $2,750,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,321 Sq Ft

  81A Middle Beach Rd, Madison, CT 06443

  Set back from Middle Beach Rd and sited 25' above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open plan's first floor has a cathedral ceiling in the living room with a gas-lit stone fireplace, a dining area, and a fully equipped

  Margaret Muir William Pitt Sotheby's Int'l

  81A Middle Beach Rd, Madison, CT 06443
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  /3

  $2,750,000 Open House 5/23

  • 5 Beds
  • 4.5 Baths
  • 4,535 Sq Ft

  21 Dover Rd, Westport, CT 06880

  Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

  Judi Lake The Riverside Realty Group

  21 Dover Rd, Westport, CT 06880
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  /23

  $2,725,000

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  5 Yarmouth Rd, Norwalk, CT 06853

  Coastal ease meets village convenience at 5 Yarmouth Road. Tucked away on a sought-after street in Bell Island, this 1,748 sq. ft. residence places you at the heart of everything. Enjoy private association parks, beach rights and the luxury of being just steps from the water, while remaining within easy walking distance to Rowayton's vibrant restaurants and shops. Featuring classic hardwood

  Carla Kupiec William Raveis Real Estate

  5 Yarmouth Rd, Norwalk, CT 06853
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  /40

  $2,725,000

  • 4 Beds
  • 7.5 Baths
  • 6,015 Sq Ft

  515 Cedar Ridge Dr, Glastonbury, CT 06033

  Custom Catarino-built French Country residence, located on a cul-de-sac in an enclave of fine homes, seamlessly blends rustic charm with modern elegance. Situated high on a knoll to capture unparalleled views of Hartford skyline and the ridges beyond, this 5022 sq ft home, built in 2016, offers a multitude of warm, welcoming spaces, each designed to perfection. The Kitchen and Great Room create

  Michelle Collins Berkshire Hathaway NE Prop.

  515 Cedar Ridge Dr, Glastonbury, CT 06033
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  /40

  $2,700,000

  • 4 Beds
  • 5.5 Baths
  • 6,078 Sq Ft

  324 Silver Spring Rd, Ridgefield, CT 06877

  Named for its historic freshwater spring, Silver Spring Rd is one of southern Ridgefield's most picturesque residential settings w/its preserved woodlands & timeless beauty. Sited in one of the area's most stunning, bucolic, private settings, this exceptional Georgian residence offers commanding curb appeal & architecture of enduring style. An impressive Foyer w/sweeping staircase sets the tone

  Karla Murtaugh Compass Connecticut, LLC

  324 Silver Spring Rd, Ridgefield, CT 06877
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  /33

  $2,700,000

  • 4 Beds
  • 3 Baths
  • 2,796 Sq Ft

  8 Seagate Rd, Darien, CT 06820

  Welcome to 8 Seagate Road, a rare opportunity to live in one of Dariens most sought after waterfront communities! Enjoy the views of Holly Pond from this custom built home, offering a terrific layout. The large living room offers built-in cabinetry, a cozy fireplace & leads to the formal dining room, both with beautiful water views! The bright kitchen is nicely sized, with quartz counters,

  Kevin Quick William Pitt Sotheby's Int'l

  8 Seagate Rd, Darien, CT 06820
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  /40

  $2,700,000

  • 5 Beds
  • 5 Baths
  • 5,793 Sq Ft

  28 Bulkley Ave N, Westport, CT 06880

  Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with

  Judy Michaelis Coldwell Banker Realty

  28 Bulkley Ave N, Westport, CT 06880
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  /39

  $2,700,000

  • 5 Beds
  • 4.5 Baths
  • 4,179 Sq Ft

  114 Cross Hwy, Westport, CT 06880

  Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or

  Robert Appell Coldwell Banker Realty

  114 Cross Hwy, Westport, CT 06880
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  /25

  $2,700,000

  • 7 Beds
  • 4.5 Baths
  • 5,430 Sq Ft

  309 North St, Norfolk, CT 06058

  Corner house is a magnificent 1790 Center Hall Colonial with its 2-car detached garage/barn and beautifully landscaped saltwater pool on a total of 15.46 acres with wide open south-westerly views of Haystack Mountain. Many original features including built-in cabinets and woodwork, wide board floors, plaster walls and windows. The entire property has been thoughtfully restored and exceptionally

  Eliza Little Betsy Little Real Estate LLC

  309 North St, Norfolk, CT 06058
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  /21

  $2,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft

  121 Middle Beach Rd, Madison, CT 06443

  Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic

  Meig Walz Newcomb Coldwell Banker Realty

  121 Middle Beach Rd, Madison, CT 06443
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  /40

  $2,700,000

  • 4 Beds
  • 4.5 Baths
  • 3,826 Sq Ft

  681 River Rd, Cos Cob, CT 06807

  A simple Zillow filter tells the story: homes in Greenwich built after 1980, on 2+ acres, with 3,500+ square feet above ground, sold in the last 24 months - the minimum was $3.6 million. At $2.7M, you're $900,000 below that floor. Enough to make this house exactly yours, and still pay less than anyone else did. You've never seen a house like this. An architecturally crafted contemporary on 2.32

  Paula Waldman Berkshire Hathaway NE Prop.

  681 River Rd, Cos Cob, CT 06807
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  /35

  $2,695,000

  • 6 Beds
  • 6 Baths
  • 4,158 Sq Ft

  176 Carter St, New Canaan, CT 06840

  176 Carter Street is a rare retreat tucked down a quiet lane on nearly two park-like acres surrounded by mature specimen trees, perennial gardens, and sweeping open lawns. Peaceful and picturesque, this bucolic setting offers exceptional privacy without ever feeling remote. Thoughtfully improved throughout, the light-filled Gambrel Colonial flows across three finished levels. Light pours through

  Chau Ngo Compass Connecticut, LLC

  176 Carter St, New Canaan, CT 06840
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  /7

  $2,695,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 6 Baths
  • 5,300 Sq Ft

  145 River St, New Canaan, CT 06840

  Come home to this newly constructed 5 bedroom farmhouse colonial within walking distance to town, parks, restaurants, and the train station. Four finished levels! Possible in house office, in-law, or nanny suite on the third floor. Thermador appliances in kitchen. Hardwood Floors throughout. Marvin Elevate Windows. Designed by award winning CAH Architecture and Design Chris Hull. Come and see!

  Ruth Jones Blue Anchor Realty Group

  145 River St, New Canaan, CT 06840
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  /39

  $2,695,000

  • 2 Beds
  • 3 Baths
  • 2,254 Sq Ft

  52 Valley Forge Rd, Weston, CT 06883

  Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

  Laurie Crouse Coldwell Banker Realty

  52 Valley Forge Rd, Weston, CT 06883
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  /40

  $2,695,000

  • 3 Beds
  • 3 Baths
  • 2,796 Sq Ft

  89 Under Mountain Rd, Falls Village, CT 06031

  This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts being an energy-efficient passive house with an Energy Recovery System. No detail has been overlooked! Every decision was made with great thought and with the highest quality craftsmanship. This home is located on 58+ acres, with its own private hiking trails, a brook at the edge of the property, a mountain

  Liza Reiss Elyse Harney Real Estate

  89 Under Mountain Rd, Falls Village, CT 06031
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  /39

  $2,680,000

  • 9 Beds
  • 7.5 Baths
  • 7,437 Sq Ft

  26 Shady Ln, Greenwich, CT 06831

  Set on a private one-acre corner lot, this stately 1900 Georgian Colonial offers over 7,500 sqft of living space, blending timeless architecture with modern updates. Featuring 9 bedrooms, 8.5 baths, and 8 fireplaces, the home showcases exceptional scale and craftsmanship. Inside, you'll find 12-foot ceilings, intricate millwork, leaded glass windows, and custom built-ins that reflect its historic

  Alexander Walton RE/MAX Heritage

  26 Shady Ln, Greenwich, CT 06831
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  /40

  $2,679,000

  • 6 Beds
  • 6.5 Baths
  • 7,200 Sq Ft

  20 Cherry Ln, Wilton, CT 06897

  20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double

  Molly Rubins NestSeekers International

  20 Cherry Ln, Wilton, CT 06897
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  /40

  $2,650,000

  • 4 Beds
  • 5 Baths
  • 5,394 Sq Ft

  3007 Redding Rd, Fairfield, CT 06824

  A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to

  

  Jackie Davis

  William Raveis Real Estate

  (475) 255-0748

  3007 Redding Rd, Fairfield, CT 06824
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  /29

  $2,650,000

  • 3 Beds
  • 1 Bath
  • 20,428 Sq Ft

  343 W Main St, Waterbury, CT 06702

  Exceptional mixed-use investment opportunity Downtown featuring three contiguous parcels totaling 0.42 acres with 26,948 SF of GLA. The offering includes two mixed-use buildings (343-367 West Main St & 495 Meadow St, Waterbury) plus a 31-car parking lot (367 West Main St), providing strong infrastructure for both residential and commercial tenancy. The property consists of 6 ground-level

  Amanda Sheehan Oxford Realty

  343 W Main St, Waterbury, CT 06702
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  /37

  $2,650,000

  • 4 Beds
  • 1 Bath
  • 7,728 Sq Ft

  701 S Main St, Waterbury, CT 06706

  Truly turn-key portfolio opportunity in Waterbury's South End, offering strong in-place cash flow with upside with 8.5% CAP actual. The sale includes three adjacent parcels comprising six buildings with a total of 25 units: 23 residential apartments and two commercial spaces. The residential unit mix consists of (6) four-bed units, (11) three-bed units, and (6) two-bed units. Five of the six

  Amanda Sheehan Oxford Realty

  701 S Main St, Waterbury, CT 06706
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  /40

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

  Mark McElrath William Pitt Sotheby's Int'l

  24 Indigo Trail, Madison, CT 06443
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  /14

  $2,650,000

  • Land
  • 48.21 Acres
  • $54,968 per Acre

  0 Ives Ct, Ridgefield, CT 06877

  Developers/Builders.... Discover Wolf Run Estates....48+ unspoiled acres in Fairfield County, only 75 minutes to NYC. Spectacular rolling hills with commanding views and boundless potential of 12+ lots. Prior subdivision approval has expired and new approvals needed. Some prior subdivision and topographical work available. Homes will require well and septic. Located through stone pillars at the

  Patty McCarthy William Raveis Real Estate

  0 Ives Ct, Ridgefield, CT 06877
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  /40

  $2,640,000

  • 6 Beds
  • 3.5 Baths
  • 10,908 Sq Ft

  5 Brookside Ln, Woodstock, CT 06281

  Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong,

  Lisa Cozzi Century 21 AllPoints Realty

  5 Brookside Ln, Woodstock, CT 06281
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  /39

  $2,599,000

  • 4 Beds
  • 5 Baths
  • 4,655 Sq Ft

  53 Mountain Lake Rd, Warren, CT 06777

  This brand new renovation offers turnkey living in a highly sought-after setting perched at the highest point above prestigious Lake Waramaug. The scenic approach winds between The Hopkins Inn & Winery, alongside open fields & vineyards, & past gracious country estates before arriving at the property. Just beyond the house, the newly acquired Mountain Lake Preserve provides direct access to

  Stacey Matthews W. Raveis Lifestyles Realty

  53 Mountain Lake Rd, Warren, CT 06777
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  /40

  $2,595,000

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  3808 Redding Rd, Fairfield, CT 06824

  3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original

  Cindy Raney Coldwell Banker Realty

  3808 Redding Rd, Fairfield, CT 06824
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  /40

  $2,595,000

  • 6 Beds
  • 6.5 Baths
  • 7,050 Sq Ft

  32 Steep Hill Rd, Weston, CT 06883

  This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct. The former NYC chef's professional kitchen, wet bar, and 2 eat-in dining areas are open to the 5 rooms that circle around this heartbeat, making large

  

  Mark Gilrain

  Brown Harris Stevens

  (475) 348-7574

  32 Steep Hill Rd, Weston, CT 06883
• 

  

  /14

  $2,595,000

  • 5 Beds
  • 4.5 Baths
  • 4,998 Sq Ft

  433 Belden Hill Rd, Wilton, CT 06897

  Offering approximately 6,400 square feet of finished living space across three thoughtfully designed levels, this exceptional residence blends timeless architecture with modern luxury. Expansive interiors are filled with natural light and feature refined craftsmanship, generous room proportions, and a seamless flow ideal for both everyday living and elegant entertaining. The finished lower level

  Hernan Benitez VORO CT LLC

  433 Belden Hill Rd, Wilton, CT 06897
• 

  

  /38

  $2,595,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 5.5 Baths
  • 4,700 Sq Ft

  23 Sheep Pasture Rd, Madison, CT 06443

  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

  Steve Wollman Wollman Realty

  23 Sheep Pasture Rd, Madison, CT 06443
• 

  

  /24

  $2,590,000

  • 5 Beds
  • 4.5 Baths
  • 4,924 Sq Ft

  152 Tower Hill Rd, Norfolk, CT 06058

  Tower Hill House: 2002 Arts and Crafts inspired house on 7 acres with lovely gardens and lake views. 800 feet of frontage on the western shores of Doolittle Lake. A private oasis surrounded by the 2,000 acre Doolittle woods. 4,836 sf with 5 beds and 4.5 baths. Radiant heat. Detached two car garage. Designed by a local architect and built by local craftsmen.

  Eliza Little Betsy Little Real Estate LLC

  152 Tower Hill Rd, Norfolk, CT 06058
• 

  

  /13

  $2,575,000

  • 20 Beds
  • 16 Baths
  • 10,394 Sq Ft

  83 E Grand Ave, New Haven, CT 06513

  Updated and well-maintained, fully rented, 13-unit multifamily portfolio located on East Grand Ave in New Haven's Fair Haven Heights neighborhood. The property consists of three buildings with a desirable unit mix including 1-bedroom townhome-style units, ADA-compliant 2-bedroom units, and larger 3 and 4 bedroom apartments. Units feature quality interior finishes such as tile flooring, wood

  Douglas Ledewitz Pulse Realty LLC

  83 E Grand Ave, New Haven, CT 06513

Showing Results 361 - 400, Page 10 of 18