Luxury Homes for Sale in Connecticut

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  /40

  $4,995,000

  • 4 Beds
  • 4.5 Baths
  • 6,407 Sq Ft

  24 Llewellyn Dr, New Canaan, CT 06840

  Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal

  Jaime Sneddon William Pitt Sotheby's Int'l

  24 Llewellyn Dr, New Canaan, CT 06840
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  /42

  $4,995,000

  • 5 Beds
  • 6 Baths
  • 5,482 Sq Ft

  7 Bailiwick Rd, Greenwich, CT 06831

  This stunning new construction filled with natural light features an open floor plan and soaring ceilings. The three -story foyer leads into an expansive living room, elegant formal dining room with access to the bluestone deck and a generous family room. Spectacular kitchen boasts top of the line sub-zero and wolf appliances, two large islands, skylights, a bright breakfast area and built-in

  Maria Ruggeberg William Raveis Real Estate

  7 Bailiwick Rd, Greenwich, CT 06831
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  /30

  $4,995,000

  • 4 Beds
  • 3.5 Baths
  • 6,915 Sq Ft

  177 Indian Head Rd, Riverside, CT 06878

  One of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living with a sense of privacy and tranquility set on nearly 2 acres. A new cedar just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open kitchen,

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /22

  $4,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 5,550 Sq Ft

  1 Coastal Ct, Westport, CT 06880

  Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

  Julie Vanderblue Higgins Group Real Estate

  1 Coastal Ct, Westport, CT 06880
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  /40

  $4,990,000

  • 5 Beds
  • 4 Baths
  • 5,779 Sq Ft

  1149 & 1148 Fairfield Beach Rd, Fairfield, CT 06824

  Toes in the sand! Welcome to 1149 & 1148 Fairfield Beach Rd where the best beach memories are made&every day feels like summer....2 wonderful homes:Main Home ~1149 w/direct waterfront & private sandy beach AND 1148 ~ A fun updated guest home just steps across the street. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio where you can enjoy friends and

  Christine Magliocco Higgins Group Real Estate

  1149 & 1148 Fairfield Beach Rd, Fairfield, CT 06824
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  /41

  $4,988,000

  • 5 Beds
  • 6.5 Baths
  • 5,428 Sq Ft

  2 Potter Dr, Greenwich, CT 06870

  Forget the compromise between city energy and coastal calm. This isn't just a home; it's a high-design lifestyle that blends convenience with style. Situated on a coveted private lane in the heart of Old Greenwich, this new construction masterpiece by North Star Development delivers a ''five minute lifestyle'' rarely found outside the city, with a feel comparable to neighborhoods like Park Slope

  Angela Swift Compass Connecticut, LLC

  2 Potter Dr, Greenwich, CT 06870
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  /38

  $4,950,000

  • 5 Beds
  • 7 Baths
  • 6,823 Sq Ft

  537 Oenoke Ridge, New Canaan, CT 06840

  Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

  Douglas Milne Houlihan Lawrence

  537 Oenoke Ridge, New Canaan, CT 06840
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  /7

  $4,895,000

  • Land
  • 2.3 Acres
  • $2,128,261 per Acre

  Unlisted Address

  LAND W/ APPROVALS in Greenwich's ''Golden Triangle''. Build your 10,000SF dream custom-designed home and pool, and get started right away with in-place (!!!) Wetland (IWWA) Permit, Septic Approval, ZBA Approvals. While a carefully designed architectural plan was developed by the award-winning firm, Saniee Architects, customize the interiors and exterior within the approved footprint. There are no

  Sabine Schoenberg PrimeSites, Inc.

  Unlisted Address
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  /40

  $4,850,000

  • 5 Beds
  • 6.5 Baths
  • 6,892 Sq Ft

  85 Harrison Ave, New Canaan, CT 06840

  This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four

  Wendy Werneburg William Raveis Real Estate

  85 Harrison Ave, New Canaan, CT 06840
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  /28

  $4,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,821 Sq Ft

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830

  LUXURY WATERFRONT LIVING IN HEART OF DOWNTOWN GREENWICH!Experience the best of luxury and convenience in this newly constructed 4-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound.Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island,

  Giselle Gibbs BHHS New England Properties

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830
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  /37

  $4,799,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 7,583 Sq Ft

  11 Wake Robin Rd, Westport, CT 06880

  Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

  Judi Lake The Riverside Realty Group

  11 Wake Robin Rd, Westport, CT 06880
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  /45

  $4,795,000

  • 3 Beds
  • 3.5 Baths
  • 2,890 Sq Ft

  40 W Elm St Unit 3D/E, Greenwich, CT 06830

  Experience true concierge living in one of Greenwich's premier full-service doorman buildings, ideally located just one block from Greenwich Avenue. Residences of this size, with park & Long Island Sound views, rarely become available in this building and are uncommon in the Greenwich condominium market, offering a unique opportunity for full-service, in-town living. This elegantly updated

  Joan Suter BHHS New England Properties

  40 W Elm St Unit 3D/E, Greenwich, CT 06830
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  /40

  $4,750,000

  • 6 Beds
  • 6.5 Baths
  • 6,829 Sq Ft

  234 Brookside Rd, Darien, CT 06820

  Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning

  Kristin Nemec William Pitt Sotheby's Int'l

  234 Brookside Rd, Darien, CT 06820
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  /40

  $4,750,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,611 Sq Ft

  21 Lockwood Cir, Westport, CT 06880

  Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

  Doug Bross Coldwell Banker Realty

  21 Lockwood Cir, Westport, CT 06880
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  /40

  $4,750,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 3,443 Sq Ft

  215 Ocean Dr W, Stamford, CT 06902

  Set on 150 feet of private sandy beach along Stamford Harbor, this exceptional Shippan Point waterfront offers a rare combination of direct sandy beachfront, striking views, and an exceptional position along the waterfront. With a western-facing orientation, the property enjoys beautiful sunsets and sweeping water views across the harbor and out toward the New York City skyline. Approached by a

  Joshua Weisman William Raveis Real Estate

  215 Ocean Dr W, Stamford, CT 06902
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  /24

  $4,600,000

  • 6 Beds
  • 8 Baths
  • 6,274 Sq Ft

  28 Shields Rd, Darien, CT 06820

  Nestled on one of Darien's most coveted streets, 28 Shields Road is a refined retreat that seamlessly blends sophisticated design with effortless living. This exceptional six-bedroom residence spans four beautifully finished levels, offering expansive, light-filled interiors tailored for both elegant entertaining and everyday comfort with many updates throughout. Thoughtfully designed, the home

  Deirdre McGovern Compass Connecticut, LLC

  28 Shields Rd, Darien, CT 06820
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  /39

  $4,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,872 Sq Ft

  33 Cliffdale Rd, Greenwich, CT 06831

  Golden opportunity to own four private acres in Greenwich's coveted Back Country. Tucked behind a gated stone entrance, this stunning Colonial sits on rolling lawns with sunset views to scenic Laub Pond. Renovated by renowned Lighthouse Architects, it blends classic New England charm with modern luxury and includes plans for future expansion.The primary suite is a true retreat, featuring

  Marli Meier Corcoran Centric Realty LLC

  33 Cliffdale Rd, Greenwich, CT 06831
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  /40

  $4,500,000

  • 10 Beds
  • 10 Baths
  • 6,526 Sq Ft

  Unlisted Address

  Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

  Dannel Malloy NestSeekers International

  Unlisted Address
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  /40

  $4,500,000 Coming Soon

  • 5 Beds
  • 8 Baths
  • 8,111 Sq Ft

  27 Old Oak Rd, Easton, CT 06612

  Custom built in 2022 by a top builder for his own family, this exceptional Easton residence offers a level of quality and execution rarely available. Set on 6.37 private acres on a quiet lane near Easton Center, the property combines refined design with a setting that feels more like Vermont countryside than suburban Connecticut. A rear gate provides direct access to Silverman's Farm, known for

  Andrew Whiteley Brown Harris Stevens

  27 Old Oak Rd, Easton, CT 06612
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  /38

  $4,495,000

  • 5 Beds
  • 8 Baths
  • 6,535 Sq Ft

  20 Marianne Rd, Darien, CT 06820

  New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

  Serena Richards Brown Harris Stevens

  20 Marianne Rd, Darien, CT 06820
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  /11

  $4,495,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840

  The Pinnacle of Village Sophistication: The Penthouse at The Quartier. At the heart of downtown New Canaan, The Quartier reimagines timeless luxury through 21 bespoke residences that harmonize classic architecture with forward-thinking sustainability, including solar energy and Geo-thermal. This premier 2,500-square-foot Penthouse offers an unrivaled sense of privacy with a private elevator

  Jaime Sneddon William Pitt Sotheby's Int'l

  15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840
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  /40

  $4,490,000

  • 6 Beds
  • 7.5 Baths
  • 5,671 Sq Ft

  210 Doolittle Dr, Norfolk, CT 06058

  Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars,

  Martha Mullins William Pitt Sotheby's Int'l

  210 Doolittle Dr, Norfolk, CT 06058
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  /39

  $4,450,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
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  /13

  $4,450,000

  • Land
  • 295.1 Acres
  • $15,080 per Acre

  0 Reservoir Rd and Pie Hill Rd Rd, Goshen, CT 06756

  Bucolic LITCHFIELD HILLS 295.1 acres with 10+/- acre reservoir and Class A trout stream. Formerly owned by the Litchfield Water Company, this special property provides numerous possibilities for multiple lakefront home sites, a grand estate or other uses allowed by zoning. The Bantam River which feeds the lake gently cascades from the spillway displaying a series of mini waterfalls and the unique

  J. Thomas Mettling J. Thomas Mettling

  0 Reservoir Rd and Pie Hill Rd Rd, Goshen, CT 06756
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  /40

  $4,449,000 New Construction

  • 5 Beds
  • 6 Baths
  • 7,833 Sq Ft

  72 Old Kings Hwy S, Darien, CT 06820

  Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout.

  Katherine Kuras BHHS Darien/New Canaan

  72 Old Kings Hwy S, Darien, CT 06820
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  /40

  $4,400,000

  • 5 Beds
  • 8 Baths
  • 9,819 Sq Ft

  1 Flower Farm Ln, Westport, CT 06880

  Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

  Heather Fitzgerald Coldwell Banker Realty

  1 Flower Farm Ln, Westport, CT 06880
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  /39

  $4,400,000

  • 4 Beds
  • 4.5 Baths
  • 4,927 Sq Ft

  565 Oenoke Ridge, New Canaan, CT 06840

  Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

  Inger Stringfellow William Pitt Sotheby's Int'l

  565 Oenoke Ridge, New Canaan, CT 06840
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  /22

  $4,375,000

  • 5 Beds
  • 4.5 Baths
  • 3,384 Sq Ft

  118 Shore Rd, Old Greenwich, CT 06870

  Charming stone-front Shore Colonial ideally located south of Old Greenwich Village and on a quiet corner lot along desirable Ballwood Rd. This classically designed home offers 3 levels of relaxed, coastal living, featuring an open-concept kitchen and family room with expansive windows and doors that lead to a level, fenced backyard.Enjoy seamless indoor-outdoor entertaining with a large stone

  Tracey Koorbusch Sotheby's International Realty

  118 Shore Rd, Old Greenwich, CT 06870
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  /14

  $4,375,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  143 Roseville Rd, Westport, CT 06880

  Nestled in peaceful seclusion yet just moments to town's shops, restaurants and amenities, an extraordinary residence crafted to the highest standards is being imagined to live in harmonious dialogue with the surrounding natural landscape. The proposed new construction masterpiece by Coastal Luxury Homes is thoughtfully designed to honor the property's pristine natural beauty, where a babbling

  Jaclyn Picarillo Higgins Group Bedford Square

  143 Roseville Rd, Westport, CT 06880
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  /39

  $4,350,000

  • 4 Beds
  • 6 Baths
  • 7,000 Sq Ft

  152 Whitehall Ave, Mystic, CT 06355

  A Landmark Estate Offering Privacy, Craftsmanship, and a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensity of a major city to something more enduring. Escape to Old Mystic, Connecticut and invest in a rare multi-property estate spanning approximately 4 acres. 152 and 156 Whitehall Avenue includes a stately primary residence with a carriage house, plus an

  Ann Buonocore Buena Vista Real Estate Co.

  152 Whitehall Ave, Mystic, CT 06355
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  /39

  $4,350,000

  • 10 Beds
  • 10 Baths
  • 9,872 Sq Ft

  152 & 156 Whitehall Ave, Stonington, CT 06355

  Escape to a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensisty of a major city to something more enduring. Set behing an electronic iron gate and surrounded by stone walls, a rare multi-property estate spanning approximately 4 acres. This offering includes a stately primary residence with a carriage house, plus an additional street-front parcel featuring a

  Ann Buonocore Buena Vista Real Estate Co.

  152 & 156 Whitehall Ave, Stonington, CT 06355
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  /31

  $4,339,000

  • 4 Beds
  • 3.5 Baths
  • 3,871 Sq Ft

  0 Potato Island Unit 24148103, Branford, CT 06405

  Discover the extraordinary: a one-of-a-kind private island nestled in the legendary Thimble Islands, just seconds from the charming village of Stony Creek. While easily accessible by private boat or hourly water taxi, the island offers a variety of outdoor spaces that highlight its inviting character, including a spacious wraparound porch perfect for relaxing or entertaining while taking in

  Vicky Welch William Raveis Real Estate

  0 Potato Island Unit 24148103, Branford, CT 06405
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  /32

  $4,300,000

  • 3 Beds
  • 3.5 Baths
  • 4,383 Sq Ft

  7 Hanna Ln, Essex, CT 06426

  Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic

  Colette Harron William Pitt Sotheby's Int'l

  7 Hanna Ln, Essex, CT 06426
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  /40

  $4,300,000

  • 6 Beds
  • 7 Baths
  • 7,170 Sq Ft

  129 Quarter Horse Ln, Fairfield, CT 06824

  Tucked away on a quiet cul-de-sac in the heart of Greenfield Hill,this exceptional 7,100-sqft estate is set on two meticulously landscaped acres,offering a rare blend of timeless elegance & modern luxury.A sweeping two-tiered bluestone terrace frames the stunning 20'x40' heated gunite pool,creating a private outdoor sanctuary designed for both relaxation & grand-scale entertaining.Completely

  Julie Vanderblue Higgins Group Real Estate

  129 Quarter Horse Ln, Fairfield, CT 06824
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  /2

  $4,300,000

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft

  394 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  394 Penfield Rd, Fairfield, CT 06824
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  /2

  $4,300,000

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft

  378 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  /40

  $4,295,000 New Construction

  • 5 Beds
  • 8 Baths
  • 8,030 Sq Ft

  48 Kettle Creek Rd, Weston, CT 06883

  NEW...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run

  Tom Kelley Coldwell Banker Realty

  48 Kettle Creek Rd, Weston, CT 06883
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  /40

  $4,250,000

  • 5 Beds
  • 4.5 Baths
  • 5,678 Sq Ft

  2 Roland Dr, Darien, CT 06820

  The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered

  Stephanie Hanford Compass Connecticut, LLC

  2 Roland Dr, Darien, CT 06820
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  /40

  $4,250,000

  • 3 Beds
  • 3.5 Baths
  • 4,505 Sq Ft

  314 Ferry Rd, Old Lyme, CT 06371

  Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and

  Karen Lee Coldwell Banker Realty

  314 Ferry Rd, Old Lyme, CT 06371
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  /40

  $4,250,000

  • 10 Beds
  • 7 Baths
  • 12,145 Sq Ft

  117 Water St, Stonington, CT 06378

  Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay

  Lori Hopkins-Cavanagh Lori Hopkins-Cavanagh Broker

  117 Water St, Stonington, CT 06378

Showing Results 161 - 200, Page 5 of 18