Luxury Homes for Sale in Connecticut

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  /39

  $3,350,000

  • 5 Beds
  • 5.5 Baths
  • 5,789 Sq Ft

  221 Greens Farms Rd, Westport, CT 06880

  The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's true gems with a remarkable provenance. Set on 2.33 acres with a gunite pool & spa, court and a 2400 SF barn w/ 3 car garage, loft and more, this estate blends timeless elegance with modern comfort. Originally built in 1904 and

  Patricia Shea Coldwell Banker Realty

  221 Greens Farms Rd, Westport, CT 06880
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  /40

  $3,345,000

  • 5 Beds
  • 4 Baths
  • 5,133 Sq Ft

  19 Skymeadow Dr, Stamford, CT 06903

  Welcome to The Benjamin Weed House, a distinguished and storied estate set across 3.5 exquisite acres-where historic provenance meets refined modern living. Expanded and meticulously curated over time, this exceptional five-bed, four-bath residence offers a rare blend of architectural integrity and contemporary sophistication. Inside, soaring ceilings, wide-plank hardwood floors, and masterful

  Laurie Cingari Berkshire Hathaway NE Prop.

  19 Skymeadow Dr, Stamford, CT 06903
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  /34

  $3,345,000

  • 5 Beds
  • 4.5 Baths
  • 6,195 Sq Ft

  5 Middlesex Rd, Darien, CT 06820

  Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to train, elementary school, downtown shopping/dining, and parks. South-facing and situated on over half an acre, this gracious residence offers 6,195 sqft of character, elegance, and modern convenience. The gourmet kitchen is thoughtfully appointed with

  Allison Santopietro William Raveis Real Estate

  5 Middlesex Rd, Darien, CT 06820
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  /40

  $3,300,000

  • 6 Beds
  • 8 Baths
  • 6,214 Sq Ft

  750 Burr St, Fairfield, CT 06824

  No need to journey to the South of France...this extraordinary estate brings European romance & luxury to coveted Fairfield, CT. Beyond grand gates lies a private world where beauty, security, & serenity exist in perfect harmony. Magazine-worthy grounds define the estate, featuring a gorgeous pool, spectacular CA Redwood Pool House w/ full kitchen, covered entertaining spaces, mature gardens,

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
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  /17

  $3,300,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  15 Burtis Ave Unit West Plaza 202, New Canaan, CT 06840

  Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 2,140 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an

  Jaime Sneddon William Pitt Sotheby's Int'l

  15 Burtis Ave Unit West Plaza 202, New Canaan, CT 06840
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  /38

  $3,300,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 5,476 Sq Ft

  19 Horseshoe Ln, Westport, CT 06880

  Located on a quiet cul de sac only one mile from Metro North Train Station/I95 and two miles from Compo Beach, Longshore Country Club and downtown Westport - could your new home be any more convenient? Multiple HOBI award winning builder, CCO Habitats, presents its latest new construction project - a 5 bedroom, 4.5 bath home finished on 4 levels with room for a smaller pool. As always, there are

  Maryann Levanti Higgins Group Bedford Square

  19 Horseshoe Ln, Westport, CT 06880
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  /40

  $3,295,000

  • 6 Beds
  • 8.5 Baths
  • 10,873 Sq Ft

  34 Laurel Lake W, Weston, CT 06883

  Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces

  Michelle Genovesi William Raveis Real Estate

  34 Laurel Lake W, Weston, CT 06883
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  /38

  $3,275,000 Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 4,302 Sq Ft

  74 Long Meadow Rd, Riverside, CT 06878

  See the Video of this unique waterfront home offering an oasis of calm. From your dock, paddle or kayak along the river enjoying nature and birdlife. Expanded and renovated by the current owners, the home now features an open floor plan with French doors throughout, seamlessly connecting the interior to the outdoors. Approx. 4,300 sqft with 5BRs, 4.5 baths, and a Primary suite with adj office and

  Daphne Lamsvelt-pol Sotheby's International Realty

  74 Long Meadow Rd, Riverside, CT 06878
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  /39

  $3,250,000

  • 5 Beds
  • 4 Baths
  • 4,567 Sq Ft

  18 Phillips Ln, Darien, CT 06820

  18 Phillips Lane offers a rare combination of neighborhood energy and privacy, set on one of Darien's most sought-after cul-de-sacs. Phillips Lane is known for it's close-knit community; enjoy spontaneous yard-to-yard socializing, biking on the cul de sac with friends, trick-or-treating, and walks to school. Inside, natural light pours through more than 4,200 square feet of thoughtfully designed

  Amanda Spatola Houlihan Lawrence

  18 Phillips Ln, Darien, CT 06820
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  /5

  $3,250,000

  • Land
  • 21.51 Acres
  • $151,093 per Acre

  280-300 Matson Hill Rd, Glastonbury, CT 06073

  280-300 Matson Road presents a rare opportunity to acquire scenic agricultural- Rural Residential land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the

  Brittney Gondek Berkshire Hathaway NE Prop.

  280-300 Matson Hill Rd, Glastonbury, CT 06073
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  /40

  $3,200,000

  • 5 Beds
  • 5.5 Baths
  • 7,048 Sq Ft

  123 Cross Hwy, Westport, CT 06880

  A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main

  Patricia Shea Coldwell Banker Realty

  123 Cross Hwy, Westport, CT 06880
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  /30

  $3,200,000

  • 4 Beds
  • 5 Baths
  • 4,358 Sq Ft

  44 Willowmere Ave, Riverside, CT 06878

  A rare offering in the coveted Willowmere Association, 44 Willowmere Avenue presents an exceptional opportunity in a truly special setting. This 4-bedroom residence captures beautiful water views and is nestled within exquisitely mature, curated landscaping that creates a private, garden-like sanctuary. Established plantings and seasonal blooms frame the property, evoking a sense of retreat just

  Joy Kim Metalios Houlihan Lawrence

  44 Willowmere Ave, Riverside, CT 06878
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  /39

  $3,200,000

  • Land
  • 99.43 Acres
  • $32,183 per Acre

  94 & 100 Hubbard Hil Klocek Rd, Killingly, CT 06239

  Rare 99.43 acre income producing estate. A once in a generation investment opportunity combining beautiful New England farmland, residential homes and a fully operational quarry - all strategically positioned minutes from I 395 in Killingly's thriving Quiet Corner. This is an ultimate investment for developers, agribusiness operators, or legacy family estates seeking immediate income streams and

  Jill Pilgrim William Pitt Sotheby's Int'l

  94 & 100 Hubbard Hil Klocek Rd, Killingly, CT 06239
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  /3

  $3,200,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,137 Sq Ft

  31 Craw Ave, Norwalk, CT 06853

  **Interior photos coming soon! An exceptional opportunity in Rowayton's highly sought-after RBA! 31 Craw offers coveted access to the private Rowayton Beach Association beach and boathouse, all just steps from town, restaurants and shops. This beautifully designed 4-bedroom, 3.5-bath home provides a functional layout on each level. Enter through the welcoming foyer or attached 2-car garage into

  Amanda Spatola Houlihan Lawrence

  31 Craw Ave, Norwalk, CT 06853
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  /48

  $3,175,000

  • 5 Beds
  • 5.5 Baths
  • 5,229 Sq Ft

  195 Old Mill Rd, Greenwich, CT 06831

  Welcome to the Alvah Briggs house, a mid-19th century country home enjoyed by the current owners for over 60 years. This picturesque homestead is located within close distance to Greenwich Land Trusts Meuller Preserve and the historic Round Hill General Store. 5,200 sf. 5 br/5 1⁄2 bath main house with ''Great Room'' addition is rich in detail and warmth, highlighted by 4 distinct fireplaces, wide

  John McAtee Coldwell Banker Realty

  195 Old Mill Rd, Greenwich, CT 06831
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  /29

  $3,175,000

  • 4 Beds
  • 4 Baths
  • 2,504 Sq Ft

  40 Canterbury Ln, Lakeville, CT 06039

  Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning

  William Melnick Elyse Harney Real Estate

  40 Canterbury Ln, Lakeville, CT 06039
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  /20

  $3,150,000

  • 4 Beds
  • 4.5 Baths
  • 5,185 Sq Ft

  19 Richards Ln, New Canaan, CT 06840

  Ideally located close to schools and Waveny Park, this updated Colonial is set on 1.34 private acres at the end of a secluded lane. An open floor plan with abundant windows and doors fills the home with natural light and creates seamless access to a terrace and expansive, level backyard. Featuring a spacious primary suite, generous secondary bedrooms, an updated kitchen, new 5-zone heating

  Wendy Dixon Fog Houlihan Lawrence

  19 Richards Ln, New Canaan, CT 06840
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  /40

  $3,150,000

  • 4 Beds
  • 4.5 Baths
  • 10,636 Sq Ft

  22 Nature Ln, Shelton, CT 06484

  The crown jewel of one of Fairfield County's most private enclaves, this secluded luxury estate is a rare offering with spectacular river & golf course views in a setting of quiet distinction. A true trophy estate where elegance, scale, & privacy converge. A circular drive leads to a dramatic double-height marble foyer with sweeping staircase, introducing a home defined by light & proportion. The

  Susan Vanech Compass Connecticut, LLC

  22 Nature Ln, Shelton, CT 06484
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  /38

  $3,150,000

  • 4 Beds
  • 6 Baths
  • 4,926 Sq Ft

  288 Middlesex Ave, Chester, CT 06412

  Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /5

  $3,150,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 6.5 Baths
  • 5,920 Sq Ft

  62 Pinnacle Rd, Farmington, CT 06032

  Welcome to the Pinnacle of Mountain Luxury. Set atop Pinnacle Mountain, this architecturally striking custom built new residence offers a rare level of privacy and exclusivity in a protected setting where no future development can occur. Defined by soaring ceilings, dramatic walls of glass, and expansive multi-level balconies, the home captures breathtaking, unobstructed panoramic views from

  Kamil Andrukiewicz New Haus Group LLC

  62 Pinnacle Rd, Farmington, CT 06032
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  /35

  $3,145,000

  • 6 Beds
  • 5.5 Baths
  • 4,300 Sq Ft

  20 Sound Beach Ave, Greenwich, CT 06870

  NEW BUILD in Old Greenwich, close to BEACH! Greeted with Wide Plank White Oak hardwood floors and high end finishes throughout the home, it truly is a masterpiece. Open-concept Kitchen is full of gold accent fixtures and JennAir appliances, with a large waterfall Quartz Carrara Gold Island. Entertain your guests while admiring the electric heating fireplace in the living room which also has

  Kaltrina Xhema-Latifi Higgins Group Greenwich

  20 Sound Beach Ave, Greenwich, CT 06870
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  /32

  $3,120,000

  • 3 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  403 Stanwich Rd, Greenwich, CT 06830

  Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

  Stephen Kane Sotheby's International Realty

  403 Stanwich Rd, Greenwich, CT 06830
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  /2

  $3,100,000

  • 4,311 Sq Ft

  Unlisted Address

  Imagine the possibilities! From residential to commericial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting

  Susan Vanech Compass Connecticut, LLC

  Unlisted Address
• 

  /2

  $3,000,000

  • Land
  • 40.55 Acres
  • $73,983 per Acre

  55 Reservoir Rd, Vernon Rockville, CT 06066

  Proposed: Flex Space, Self Storage, Last Mile Warehouse, Multi-family or Retail Development 40.55 acres in Vernon’s Planned Development Zone. Great visibility with a traffic count of 74,000. On I-84 and 21,500 on Reservoir Rd. Public water and Sewer. Has an existing road through entire parcel!

  Ron Lyman Lyman Real Estate

  55 Reservoir Rd, Vernon Rockville, CT 06066
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  /6

  $3,000,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 5,858 Sq Ft

  322 Main St, New Canaan, CT 06840

  This distinguished Colonial, originally built in 1911, seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by renowned Country Club Homes, this HOBI Award-winning residence showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally situated in the heart of New Canaan, just moments from the train,

  

  Linna Yuen

  Coldwell Banker Realty

  (475) 270-1346

  322 Main St, New Canaan, CT 06840
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  /9

  $2,999,999

  • 63 Beds
  • 20 Baths
  • 3,741 Sq Ft

  49-51 Chadwick Ave, Hartford, CT 06106

  Compelling opportunity to acquire a Hartford multifamily portfolio consisting of seven (7) buildings and twenty-one (21) units. The portfolio is comprised of spacious 3-Bedroom / 1-Bathroom units with large floor plans, a strong and stable tenant base, and a history of low vacancy. The properties are well maintained and offer low-maintenance operations. Additional features include off-street

  Thuyan Tran Oxford Realty

  49-51 Chadwick Ave, Hartford, CT 06106
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  /39

  $2,999,999

  • 5 Beds
  • 2.5 Baths
  • 2,870 Sq Ft

  417 River Rd, Pawcatuck, CT 06379

  A RARE OPPORTUNITY TO OWN A PIECE OF LOCAL STONINGTON HISTORY ALONG THE PAWCATUCK RIVER, which includes an additional .33 acre parcel. Built in 1864 & lovingly passed down through generations, this cherished riverfront home has been a family homestead since 1912. From the moment you arrive, the property's timeless charm is undeniable. A pristine hedge frames the front, while a classic mix of

  Erika Rossetto Willow Properties

  417 River Rd, Pawcatuck, CT 06379
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  /37

  $2,999,999

  • 4 Beds
  • 3.5 Baths
  • 3,781 Sq Ft

  464 Park Blvd, Stratford, CT 06615

  Coastal charm and luxurious one-level living define this custom 3,700+ sq. ft. Lordship residence, where sweeping waterfront panoramas and walls of glass place Long Island Sound at the heart of the home, offering a sense of calm and tranquility. Vaulted ceilings, White Oak floors, and expansive Marvin windows create a bright, airy interior with a seamless shoreline connection. The chef-caliber

  Brittany Stanchak Berkshire Hathaway NE Prop.

  464 Park Blvd, Stratford, CT 06615
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  /16

  $2,999,999

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  25 Mountain Lake Rd, Warren, CT 06777

  Nearly 75 acres in the hills above Lake Waramaug accessible via scenic country roads. An existing 3 bedroom, 2 bath ranch is ideal for renovation or transition to a guest house with a terraced garden, flat lawn area, and pergola for outdoor dining. The size of the lot combined with road frontage, provides potential to build a substantial main house on the hill with potential for stunning views. A

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  25 Mountain Lake Rd, Warren, CT 06777
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  /2

  $2,999,999

  • Land
  • 49.42 Acres
  • $60,704 per Acre

  0 Mountain Lake Rd, Warren, CT 06777

  Nearly 50 acres of woods with mature native oak, maple, hickory, and birch trees with frontage on a scenic country road. The property has established trails that loop through the hilly landscape past a vernal pond and several outcroppings of granite stone with areas of old stonewalls that once enclosed meadows for grazing sheep. This parcel provides privacy with potential for long views of the

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  0 Mountain Lake Rd, Warren, CT 06777
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  /38

  $2,999,000

  • 4 Beds
  • 3.5 Baths
  • 3,411 Sq Ft

  561 Middlesex Rd, Darien, CT 06820

  Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive

  Serena Richards Brown Harris Stevens

  561 Middlesex Rd, Darien, CT 06820
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  /40

  $2,999,000 Coming Soon

  • 5 Beds
  • 7 Baths
  • 7,317 Sq Ft

  3080 Sturges Hwy, Westport, CT 06880

  Welcome to 3080 Sturges - set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings,

  Ryan Sullivan Berkshire Hathaway NE Prop.

  3080 Sturges Hwy, Westport, CT 06880
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  /40

  $2,995,000

  • 4 Beds
  • 5 Baths
  • 3,847 Sq Ft

  40 Hill Brook Ln, Fairfield, CT 06824

  The David Hill Home, Circa 1749. There's a certain kind of house that stops you the moment you pull up. Not because it's trying to impress you - but because the history speaks for itself. Wide plank floors worn smooth by centuries of foot traffic, five original fireplaces, hand-hewn beams - the kind of quiet character newer construction simply can't manufacture. The life inside has been carefully

  Wendy Ryan Brown Harris Stevens

  40 Hill Brook Ln, Fairfield, CT 06824
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  /38

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 3,218 Sq Ft

  1 Old Church Rd Unit 6, Greenwich, CT 06830

  Elevator convenience meets in-town luxury! This sunlit Greenwich triplex townhome blends sophistication with easy living. Perfectly designed for low-maintenance lifestyles, it offers single-floor living options, a flexible floor plan, and space for family or guests. Enjoy 3+ bedrooms, 3.1 baths, two decks and just steps from downtown and top-ranked schools in Connecticut. Bonus: Dining Room or

  Suzanne Armstrong Compass Connecticut, LLC

  1 Old Church Rd Unit 6, Greenwich, CT 06830
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  /40

  $2,995,000

  • 5 Beds
  • 7 Baths
  • 8,203 Sq Ft

  12 Brandon Cir, Wilton, CT 06897

  Once in a lifetime, a home of this caliber becomes available. Sited on a cul-de-sac in a coveted neighborhood close to town, this exceptional residence pairs custom design with luxurious indoor-outdoor living areas enhanced with smart technology and supported by upgraded mechanicals. A gracious front-to-back foyer showcases elegant living and dining rooms. Everyday living and elevated

  Indira Desai Christie William Pitt Sotheby's Int'l

  12 Brandon Cir, Wilton, CT 06897
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  /38

  $2,995,000

  • 4 Beds
  • 3.5 Baths
  • 4,348 Sq Ft

  7 Heusted Dr, Old Greenwich, CT 06870

  Set in the desirable Edgewater neighborhood, 7 Heusted Drive offers a flexible layout, multiple living options, and exceptional convenience in the heart of Old Greenwich.The home is designed to adapt to a variety of needs, with open, well-proportioned living spaces, high ceilings, and thoughtful detailing throughout. A central kitchen with a large island connects seamlessly to the main living

  Ashley Petraska William Raveis Real Estate

  7 Heusted Dr, Old Greenwich, CT 06870
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  /32

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 4,446 Sq Ft

  18 Thomasina Ln, Darien, CT 06820

  Thoughtfully built and meticulously maintained, this five-bedroom colonial offers four finished levels of living on a highly desirable in-town cul-de-sac. Ideally located just moments from beaches, train, downtown Darien and Darien Commons the home blends convenience with a true neighborhood feel. The bright open layout features hardwood floors throughout, detailed millwork, and a spacious

  Robin Halsey Compass Connecticut, LLC

  18 Thomasina Ln, Darien, CT 06820
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  /40

  $2,995,000

  • 3 Beds
  • 3 Baths
  • 2,983 Sq Ft

  66 High St Unit 38, Guilford, CT 06437

  Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result

  Rose Ciardiello William Raveis Real Estate

  66 High St Unit 38, Guilford, CT 06437
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  /7

  $2,995,000

  • 5 Beds
  • 7 Baths
  • 6,900 Sq Ft

  0 Mountain Rd, Wilton, CT 06897

  This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

  Evan Sheftel Millstone Real Estate Corp

  0 Mountain Rd, Wilton, CT 06897
• 

  

  /15

  $2,995,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  15 Burtis Ave Unit Townhome A, New Canaan, CT 06840

  In the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs classic architecture and natural materials with sustainable energy features. This thoughtfully-designed free-standing 3-bedroom, 2-full and 1-half bath Townhome offers almost 1,800 square feet with gorgeous views off the spacious living room with oversized windows and doors, and 7" white oak flooring. Chef's

  Jaime Sneddon William Pitt Sotheby's Int'l

  15 Burtis Ave Unit Townhome A, New Canaan, CT 06840

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