Luxury Homes for Sale in Connecticut

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  /39

  $3,649,000

  • 5 Beds
  • 4.5 Baths
  • 4,771 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate offers a rare opportunity in one of Fairfield's most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /40

  $3,600,000

  • 5 Beds
  • 6 Baths
  • 4,734 Sq Ft

  53 Selden Rd, Old Lyme, CT 06371

  Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River.

  Joseph Rhodes Coldwell Banker Realty

  53 Selden Rd, Old Lyme, CT 06371
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  /2

  $3,600,000 New Construction

  • 5 Beds
  • 6 Baths
  • 5,000 Sq Ft

  399 Ridgebury Rd, Ridgefield, CT 06877

  Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity

  Robert Neumann Houlihan Lawrence

  399 Ridgebury Rd, Ridgefield, CT 06877
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  /40

  $3,595,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 5,805 Sq Ft

  199 Mariomi Rd, New Canaan, CT 06840

  Welcome to 199 Mariomi road, a modern colonial/farmhouse set on 2 acres. Four finished levels offer a generous living space with high - end kitchen, first floor bedroom with full bathroom and an office with attached deck. Large blue stone patio with build in grill is ready for outdoor entertaining. Glass staircase railing leads to the second floor where large master suite with walk in closet

  Pavel Jansa Coldwell Banker Realty

  199 Mariomi Rd, New Canaan, CT 06840
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  /40

  $3,550,000

  • 5 Beds
  • 8 Baths
  • 7,359 Sq Ft

  111 Sturges Hwy, Westport, CT 06880

  Welcome to 111 Sturges Highway, the pinnacle of refined elegance and timeless design. A circular drive framed by majestic stone walls sets a distinguished tone upon arrival, while a second driveway provides access from a coveted quiet street. Graceful columns evoke the grandeur of a Southern mansion, while sweeping lawns and specimen plantings create a park-like setting that ensures privacy and

  Julie Vanderblue Higgins Group Real Estate

  111 Sturges Hwy, Westport, CT 06880
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  /40

  $3,500,000

  • 2 Beds
  • 2.5 Baths
  • 4,420 Sq Ft

  217 Sawyer Hill Rd, New Milford, CT 06776

  Escape to your sunlight-filled, modern architectural retreat on a winding country road in Merryall, just minutes from Lake Waramaug Country Club, Bulls Bridge Golf Club, and the uber-chic villages of New Preston, Washington and Kent. Using the American barn as his inspiration, a well-known designer custom built this Litchfield County home for his own use. The house is sited in a large open field,

  Pels Matthews W. Raveis Lifestyles Realty

  217 Sawyer Hill Rd, New Milford, CT 06776
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  /40

  $3,500,000

  • 6 Beds
  • 7.5 Baths
  • 8,543 Sq Ft

  177 Long Close Rd, Stamford, CT 06902

  Perched high on a scenic knoll off a private road and set on nearly 4 acres of manicured grounds, this timeless estate is a rare opportunity to own one of Westover's most distinguished properties. Showcasing an 8,543 sq ft Georgian brick manor, built in 1989 with masterful attention to quality and detail, this renovated home offers a luxurious lifestyle with warmth and sophistication throughout.

  Anthony Ardino William Raveis Real Estate

  177 Long Close Rd, Stamford, CT 06902
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  /40

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 8,500 Sq Ft

  4 Good Hill Rd, Weston, CT 06883

  Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

  Kim Harizman Compass Connecticut, LLC

  4 Good Hill Rd, Weston, CT 06883
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  /39

  $3,500,000

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

  221 Greens Farms Rd, Westport, CT 06880

  THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by

  Leslie Riback Coldwell Banker Realty

  221 Greens Farms Rd, Westport, CT 06880
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  /4

  $3,500,000

  • Land
  • 72.08 Acres
  • $48,557 per Acre

  0 Christian St Unit 24096996, Oxford, CT 06478

  Glendale at Oxford/Canterbury Estates offers options for the next builder. Our builder after 53 years of building is retiring. The property is being offered with a few options. The first for the buyer to finish the complex in Oxford which consists of Orchard Hill and Forest View Road. The second option offers the buyer to continue with the land and have the house prints changed to 2,160 sq ft

  Sue Kopec Coldwell Banker Realty

  0 Christian St Unit 24096996, Oxford, CT 06478
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  /49

  $3,499,000

  • 5 Beds
  • 4.5 Baths
  • 5,389 Sq Ft

  399 Stanwich Rd, Greenwich, CT 06830

  Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

  Leslie McElwreath Sotheby's International Realty

  399 Stanwich Rd, Greenwich, CT 06830
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  /39

  $3,499,000

  • 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. Built in 1864 and 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 & sense of place are undeniable. A pristine hedge frames the front, while a classic mix of clapboard & vinyl siding

  Erika Rossetto Willow Properties

  417 River Rd, Pawcatuck, CT 06379
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  /12

  $3,499,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 6,444 Sq Ft

  20 Locust Hill Rd, Darien, CT 06820

  Welcome to 20 Locust Hill Road, a stunning new construction opportunity in the heart of Darien, CT. This modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home

  Robert Marchesi Compass Connecticut, LLC

  20 Locust Hill Rd, Darien, CT 06820
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  /40

  $3,495,000

  • 5 Beds
  • 9 Baths
  • 7,811 Sq Ft

  76 Sturges Ridge Rd, Wilton, CT 06897

  Built by renowned master builder John Heggland, this exceptional 7,811 sq ft Georgian Colonial estate is gracefully sited on 2.45 private acres in one of Wilton's most sought-after, nature-rich locations. Known for his uncompromising craftsmanship and timeless architectural integrity, Heggland delivers a residence that blends classic elegance with the finest in modern luxury and energy-efficient

  Kim Tromba Keller Williams Realty

  76 Sturges Ridge Rd, Wilton, CT 06897
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  /40

  $3,495,000

  • 7 Beds
  • 7 Baths
  • 7,060 Sq Ft

  259 N Main St, Stonington, CT 06378

  Cove Lawn is a Historic Italianate Estate with Water Views and Guest House. Steeped in local history and timeless elegance, this magnificent c.1860 estate is a rare offering just outside the charming Stonington Borough. Set on 3.19 meticulously landscaped acres, this stunning property boasts seven Bedrooms, five Full Baths and two Half Baths in the Italianate style stately main residence with

  Judi Caracausa William Pitt Sotheby's Int'l

  259 N Main St, Stonington, CT 06378
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  /40

  $3,450,000

  • 8 Beds
  • 11 Baths
  • 11,696 Sq Ft

  11 Mountain Spring Rd, Farmington, CT 06032

  Tucked away on over 4.5 private acres off Historic Mountain Spring Road this Georgian inspired estate is an extraordinary example of American architectural heritage. It encompasses over 11,000 square feet of refined living space, offering 8 bedrooms, 7 full baths, and 3 half baths. A majestic Great Hall greets visitors with soaring ceilings and elegant millwork. The residence boasts formal

  Scott Holmes William Pitt Sotheby's Int'l

  11 Mountain Spring Rd, Farmington, CT 06032
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  /28

  $3,389,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 6,103 Sq Ft

  21 S Brook Dr, Stamford, CT 06903

  This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to

  Elaine Voss Coldwell Banker Realty

  21 S Brook Dr, Stamford, CT 06903
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  /40

  $3,375,000

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

  288 Middlesex Ave, Chester, CT 06412

  East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /40

  $3,350,000

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

  19 Skymeadow Dr, Stamford, CT 06903

  Welcome to The Benjamin Weed House-an extraordinary 5-bed, 4-bath estate set on 3.5 lush acres. Thoughtfully expanded over time, this historic home and property blends timeless charm with modern luxury. High ceilings, wide plank hardwood floors, and exceptional craftsmanship shine throughout. The gourmet kitchen features a Sub-Zero fridge, Wolf cooktop, and granite countertops as well as a large

  Laurie Cingari Berkshire Hathaway NE Prop.

  19 Skymeadow Dr, Stamford, CT 06903
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  /29

  $3,300,000

  • 4 Beds
  • 3 Baths
  • 2,122 Sq Ft

  Unlisted Address

  Masons Island - Direct waterfront om The Mystic River with a private dock. Custom designed, stunning contemporary style home beautifully sited on a hilltop overlooking the Mystic River. The living room, dining room and family room wrap around the central fireplace. Wonderfully cheerful kitchen opens to a spacious deck. Main level Primary bedroom includes private bath with a delightful curved

  Melinda Carlisle Compass Connecticut, LLC

  Unlisted Address
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  /35

  $3,295,000

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

  26 Treadwell Ave, Westport, CT 06880

  26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

  Kim Harizman Compass Connecticut, LLC

  26 Treadwell Ave, Westport, CT 06880
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  /40

  $3,275,000

  • 5 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  218 Kuhne Rd, Southbury, CT 06488

  Grand post and beam home with level lake frontage and views, babbling brook, main level master suite, 9+ car garage, finished walk-out, and unfinished loft spaces for potential for expansion all set on 1.86 acres in a small gated community. Wide plank king's planking, exposed post and beam and cathedral ceilings in almost every room. Views from multiple rooms. Main level master suite with corner

  John Donato Jr Showcase Realty, Inc.

  218 Kuhne Rd, Southbury, CT 06488
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  /33

  $3,250,000

  • 11 Beds
  • 6 Baths
  • 5,633 Sq Ft

  728 Quinnipiac Ave, New Haven, CT 06513

  Rare Opportunity to own a mid use property! This exceptional six-unit property offers breathtaking views with just steps away from the Quinnipiac River in a prime, highly desirable location. Each unit has been completely renovated with modern finishes including brand-new flooring, updated kitchens, granite counters, stainless steel appliances, and in-unit laundry hookups-making this a turnkey

  Heather Fitzgerald YellowBrick Real Estate LLC

  728 Quinnipiac Ave, New Haven, CT 06513
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  /20

  $3,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,836 Sq Ft

  Unlisted Address

  Tower Hill house sits on 7 acres with 800 feet of frontage along the western shore of Doolittle Lake in Norfolk, CT. Designed by a local architect and built by local craftspeople, the house is privately sited down a long driveway and sits on a little bluff so there are lovely views over the lake. The Doolittle community takes great care to protect the health of the lake and its surrounding

  Betsy Little Betsy Little Real Estate LLC

  Unlisted Address
• 

  

  /35

  $3,225,000

  • 4 Beds
  • 2.5 Baths
  • 4,320 Sq Ft

  120 Lime Rock Rd, Salisbury, CT 06039

  Meticulously designed modern farmhouse set on 10.70 acres along one of Litchfield County's picaresque roads, featuring stunning views over protected land. This 2,880 sq ft light-filled home showcases natural materials and timeless architecture with an open floor plan organized around a commanding two-sided granite curbstone fireplace that unites the living room and chef's kitchen. The residence

  Tracy Macgowan Elyse Harney Real Estate

  120 Lime Rock Rd, Salisbury, CT 06039
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  /40

  $3,200,000

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  4 Judge Rd, Roxbury, CT 06783

  Complete Equestrian Facility with Cape Cod Style Home. An ideal property for horse enthusiasts, trainers, or those seeking a turn-key boarding operation. This thoughtfully designed equestrian facility offers 16 matted stalls, a spacious indoor riding arena, and an elevated viewing area with a kitchen-perfect for hosting clinics, lessons, or simply watching rides in comfort. The barn also includes

  Heather Crabtree RE/MAX RISE

  4 Judge Rd, Roxbury, CT 06783
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  /38

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 4,450 Sq Ft

  77 E Wharf Rd, Madison, CT 06443

  Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

  Meig Walz Newcomb Coldwell Banker Realty

  77 E Wharf Rd, Madison, CT 06443
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  /39

  $3,200,000 New Construction

  • 4 Beds
  • 5 Baths
  • 3,800 Sq Ft

  171 & 169 Compo Rd S, Westport, CT 06880

  Stunning 3800+SF of new construction, tucked well away from the road offering a private setting on a .50 acre parcel with UNIQUE potential. Offering fabulous proximity & convenience to Saugatuck train, Longshore town-golf club, Compo Beach and Downtown all via sidewalks. Together, 171 & 169 Compo Rd. S. make up a .50 acre and offer a NEW house, with potential for a pool and separate guest house.

  Tanya Sprague William Raveis Real Estate

  171 & 169 Compo Rd S, Westport, CT 06880
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  /39

  $3,195,000

  • 5 Beds
  • 4.5 Baths
  • 4,209 Sq Ft

  145 Porchuck Rd, Greenwich, CT 06831

  Tucked away on two park-like acres, this expanded 1930s Cape blends timeless charm with modern comfort. Thoughtful updates inside and out create a seamless connection to nature: sweeping lawns, curated gardens, patios, and decks designed for entertaining or peaceful retreat. Sunlight pours through walls of windows and skylights, illuminating open living spaces that include a marble and granite

  Brendon DeSimone Compass Connecticut, LLC

  145 Porchuck Rd, Greenwich, CT 06831
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  /31

  $3,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  5 Kielwasser Rd, Washington Depot, CT 06794

  Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn

  Peter Klemm Klemm Real Estate Inc

  5 Kielwasser Rd, Washington Depot, CT 06794
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  /38

  $3,195,000

  • 5 Beds
  • 6 Baths
  • 9,170 Sq Ft

  39 Running Brook Ln, New Canaan, CT 06840

  If you're looking for luxury and comfort with easy access to top-rated schools and the train, look no further. 39 Running Brook Lane is ready for its next owner! Tucked on a quiet cul-de-sac just minutes from downtown New Canaan and Metro-North, this custom-built home feels fresh, open, and full of light.Tucked on a quiet cul-de-sac just minutes from downtown New Canaan and Metro-North, this

  Stacey Delikat Houlihan Lawrence

  39 Running Brook Ln, New Canaan, CT 06840
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  /11

  $3,195,000

  • 2 Beds
  • 4 Baths
  • 2,174 Sq Ft

  15 Burtis Ave Unit Townhome D, 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 such as rainwater harvesting, solar energy, and native landscaping. This thoughtfully-designed 2-bedroom, 2-full and 2-half bath Townhome offers almost 2,200 square feet and a private outdoor terrace with gorgeous views off the

  Jaime Sneddon William Pitt Sotheby's Int'l

  15 Burtis Ave Unit Townhome D, New Canaan, CT 06840
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  /40

  $3,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,688 Sq Ft

  4 Harbour View Dr, New Fairfield, CT 06812

  Privately set, Sail Harbour Waterfront offers enticing south exposure, multi-level decks w/ glass rails for unobstructed views, terraced gardens w/intimate seating in an idyllic 1.43 acre lakefront setting! A unique plan showcases a 2 story great room w/central fireplace, open to a vaulted sunroom w/long lake views & lots of light. The designated dining room, now used as a den, offers an extended

  Barbara Sivba Coldwell Banker Realty

  4 Harbour View Dr, New Fairfield, CT 06812
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  /33

  $3,195,000

  • 20 Beds
  • 20 Baths
  • 12,834 Sq Ft

  191 Oak St, Bridgeport, CT 06604

  Seize this exclusive investment opportunity at 191 Oak Street in Bridgeport, CT. This impeccable 3-story maintained brick building built in 1966 delivers immediate value with its 20 units-18 spacious one-bedrooms and 2 studios- all designed to maximize tenant satisfaction and minimize vacancies. Each thoughtfully configured apartment features the ideal layout tenants seek: welcoming living rooms,

  

  Lisa Nussbaum

  Top Tier Realty Group, LLC

  (475) 271-1898

  191 Oak St, Bridgeport, CT 06604
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  /39

  $3,195,000

  • 7 Beds
  • 9 Baths
  • 15,000 Sq Ft

  10 Sunny Ridge Rd, Washington, CT 06793

  Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

  Peter Klemm Klemm Real Estate Inc

  10 Sunny Ridge Rd, Washington, CT 06793
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  /40

  $3,125,000

  • 6 Beds
  • 7 Baths
  • 9,454 Sq Ft

  25 Hermit Ln, Westport, CT 06880

  Discover the epitome of luxury in this beautifully furnished Colonial estate located in Westport's prestigious Red Coat neighborhood. Offering over 7,000 square feet of elegant living space plus an additional 2,400 square feet in the finished lower level, this 6-bedroom, 5.2-bath home is designed for both everyday comfort and grand entertaining. The gourmet kitchen is outfitted with Wolf

  Jolanta Rojek eXp Realty

  25 Hermit Ln, Westport, CT 06880
• 

  

  /40

  $3,100,000

  • 6 Beds
  • 5.5 Baths
  • 5,938 Sq Ft

  36 Bauer Place, Westport, CT 06880

  Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together,

  Jennifer Twombly Compass Connecticut, LLC

  36 Bauer Place, Westport, CT 06880
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  /37

  $3,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,866 Sq Ft

  22 Ocean Dr N, Stamford, CT 06902

  Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & exclusive access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator,

  Dannel Malloy NestSeekers International

  22 Ocean Dr N, Stamford, CT 06902
• 

  

  /6

  $3,099,000

  • 5 Beds
  • 7 Baths
  • 9,394 Sq Ft

  150 Wildwood Rd, Stamford, CT 06903

  Welcome to 150 Wildwood Road, an exceptional new construction residence that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most sought-after neighborhoods, this 9,349-square-foot masterpiece showcases superior craftsmanship and thoughtful design by a respected local builder known for quality and attention to detail. This

  Joseph Schinella Arena Real Estate Services LLC

  150 Wildwood Rd, Stamford, CT 06903
• 

  

  /38

  $3,050,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 4,071 Sq Ft

  103 Chalybes Rd W, Roxbury, CT 06783

  TO BE BUILT - A Home by CORBO! A rare opportunity to build your dream home on approximately 16 private acres in Roxbury, CT-one of lower Litchfield County's most sought-after towns. This award-winning Colonial reproduction pairs timeless architecture with modern craftsmanship and is ideally positioned for western exposure and unforgettable sunsets (subject to tree clearing and final siting).

  Christopher Haggerty Around Town Real Estate LLC

  103 Chalybes Rd W, Roxbury, CT 06783

Showing Results 201 - 240, Page 6 of 18