Fairfield County CT Homes for Sale with Pool

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  $399,900

  • 1 Bed
  • 1 Bath
  • 903 Sq Ft

  253 Mayfield Dr Unit 253, Trumbull, CT 06611

  Welcome to 253 Mayfield Drive, a gorgeous, fully remodeled, one bedroom, ranch style, end unit, in the highly sought after Trumbull Town Commons. The kitchen features Bosch, stainless Steele appliances and Granite countertops. Custom walk in pantry. Maple hardwood floors throughout. Epoxy style garage floor with custom shelving. Electric car charger. Combination high efficiency boiler and tank

  Mona Cascella William Raveis Real Estate

  253 Mayfield Dr Unit 253, Trumbull, CT 06611
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  $5,450,000

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  897 Lake Ave, Greenwich, CT 06831

  This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier & Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large

  Christopher Finlay Brown Harris Stevens CT, LLC

  897 Lake Ave, Greenwich, CT 06831
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  $1,849,000

  • 6 Beds
  • 5 Baths
  • 5,500 Sq Ft

  6 Brinsmade Ln, Sherman, CT 06784

  Discover a private country retreat just 90 minutes from New York City in Sherman, CT, set on approximately 10 acres near Candlewood Lake with beach and boat rights. This exceptional estate blends historic New England charm with modern luxury and low taxes. Three residences-the Main House, Carriage House, and Pool House-offer 5,200 sq ft with six bedrooms and five full baths, ideal for

  Ginny Gordon-O’Neill William Raveis Real Estate

  6 Brinsmade Ln, Sherman, CT 06784
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  /40

  $1,399,000

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

  40 Great Ring Rd, Sandy Hook, CT 06482

  EXCITING NEW LISTING DEVELOPMENT! Now offered independently, with the adjoining land available if desired - two properties, one extraordinary opportunity at 40 Great Ring Road. This modern vision of New England living blends refined architectural character with forward-thinking innovation, energy independence, and sustainable design. The four-bedroom home features a spacious primary suite and

  Stephanie Barnes William Raveis Real Estate

  40 Great Ring Rd, Sandy Hook, CT 06482
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  $2,995,000

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

  38 Bedford Rd, Greenwich, CT 06831

  Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 23 years. Between 2 stone pillars, enter a long, private, newly paved driveway, to approach a hidden gem that is now 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 gourmet, eat-in kitchen contains all recently updated

  Stefanie Lacoff BHHS New England Properties

  38 Bedford Rd, Greenwich, CT 06831
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  /25

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  10 Ledgebrook Dr Unit 1, Norwalk, CT 06854

  Beautiful 3BR/2Bath with an open layout, bright, spacious condo in West Norwalk's highly sought after community. Unit has been updated with fresh paint, has new floor, new lighting. Kitchen has new floor, new Refrigerator, Dishwasher, Cooking Range/Hood Laundry room is in the Unit with new Washer, Dyer. Unit has 1 Car Garage under the Unit and has storage space. Residents of Ledgebrook enjoy

  Kanwal Sandhu RNS Real Estate

  10 Ledgebrook Dr Unit 1, Norwalk, CT 06854
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  /25

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,333 Sq Ft

  31 Greenlawn Dr, Danbury, CT 06810

  Looking for an easy to maintain home in a 55 plus private community? This 9-year-old MANUFACTURED HOME is the one, it's in great condition. One level living at its finest! The open floor plan greets you at the door with the living room, dining room and large kitchen with a center island, granite countertops, stainless steel appliances and an abundance of cabinets. There is a laundry room with

  Pam McHenry Coldwell Banker Realty

  31 Greenlawn Dr, Danbury, CT 06810
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  $3,895,000

  • 7 Beds
  • 8 Baths
  • 9,267 Sq Ft

  43 Sterling Rd, Greenwich, CT 06831

  Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office.

  Barbara Wells Houlihan Lawrence

  43 Sterling Rd, Greenwich, CT 06831
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  $335,000

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  80 County St Unit 9K, Norwalk, CT 06851

  WELCOME TO NOR-WEST CONDOMINIUM RIGHT ACROSS FROM THE NEW NORWALK HIGH SCHOOL, NOT FAR FROM WESTPORT LINE, I-95, ROUTE 15 AND ROUTE 1, CLOSE TO EVERYTHING. THIS BRIGHT & SPACIOUS OPEN CONCEPT DINNING AND LIVING ROOM COMBINE, 2 BEDROOMS ONE LEVEL UNIT, PLENTY OF CLOSET SPACE, STORAGE IN THE BASEMENT FOR EXTRA STUFFS, LAUNDRY IN THE UNIT AND A COMMON LAUNDRY AREA IN THE BASEMENT, BIKES ROCKS IN THE

  Dominique Jean Marie Antoine Real Estate Services

  80 County St Unit 9K, Norwalk, CT 06851
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  $615,000

  • 2 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  19 Prospect Ridge Unit 14, Ridgefield, CT 06877

  Move right into this sun-filled and spacious 2BR/2.5BA townhome perfectly located in the heart of Ridgefield! With a fabulous and functional floor plan, this home offers an eat-in kitchen and dining room, plus a living room and family room-each with its own cozy fireplace. Gleaming hardwood floors flow throughout the main level, creating a warm and timeless feel. Upstairs, you'll find two

  Tim Dent Coldwell Banker Realty

  19 Prospect Ridge Unit 14, Ridgefield, CT 06877
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  /40

  $2,699,000

  • 3 Beds
  • 3.5 Baths
  • 4,643 Sq Ft

  5060 Main St, Stratford, CT 06614

  Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. Elevator to all three levels provides added convenience. A stone wall and gated entry lead to a

  Karen Cross William Raveis Real Estate

  5060 Main St, Stratford, CT 06614
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  /30

  $8,750,000

  • 5 Beds
  • 8 Baths
  • 9,619 Sq Ft

  10 Birch Ln, Greenwich, CT 06830

  Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

  Joseph Barbieri Sotheby's International Realty

  10 Birch Ln, Greenwich, CT 06830
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  /40

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  $249,500

  • 1 Bath
  • 485 Sq Ft

  84 Wilton Crest Rd Unit 84, Wilton, CT 06897

  Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a

  Kris Lippi Get Listed Realty

  84 Wilton Crest Rd Unit 84, Wilton, CT 06897
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  /40

  $1,625,000

  • 6 Beds
  • 7 Baths
  • 7,071 Sq Ft

  132 Merrimac Dr, Trumbull, CT 06611

  Welcome to this one-of-a-kind property in Trumbull, offering over 7,000 sf of living space across two separate ranch-style units-perfect for multi-generational living, extended family, or flexible use. With a total of 17 rooms, 6 bedrooms, 5 full & 2 half baths, these two residences blend spaciousness, comfort, and luxury in a breathtaking setting. Upper level has a private entrance. Each unit

  Carl Surrusco William Raveis Real Estate

  132 Merrimac Dr, Trumbull, CT 06611
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  /23

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 1,289 Sq Ft

  199 Gregory Blvd Unit E4, Norwalk, CT 06855

  Enjoy coastal living in this spacious three-bedroom, two-and-one-half bath townhouse ideally situated within the highly desirable Dorlon Terrace waterfront complex in East Norwalk. This residence offers a rare combination of comfortable multi-level living and access to sought-after shoreline amenities. The home features a functional townhouse layout designed for everyday convenience and

  Carl Cooke Cooke Realty

  199 Gregory Blvd Unit E4, Norwalk, CT 06855
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  /40

  $25,500,000

  • 9 Beds
  • 14 Baths
  • 14,266 Sq Ft

  104 Dans Hwy, New Canaan, CT 06840

  Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

  Leslie Razook William Pitt Sotheby's Int'l

  104 Dans Hwy, New Canaan, CT 06840
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  /9

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  37 Foley Ave, Shelton, CT 06484

  RANCH STYLE HOME SET ON.23 ACRES BUILT IN 1965. Occupied, DO NOT disturb occupants. Being sold as-is via auction. new owner to assume responsibility for occupants. Cash Only

  Susan Frederico Aspen Realty Group

  37 Foley Ave, Shelton, CT 06484
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  /21

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,106 Sq Ft

  1 Broad St Unit 17C, Stamford, CT 06901

  High Style luxury living at ''1 BROAD STREET''. For Sale with TENANT Renewed Lease 12-2026. Luxury Downtown High Rise with 24/7 Concierge. AMAZING Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Great for Buyer who does can wait to move-in yet or Investor. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen.

  Sharon Giglio Sharon Giglio Luxury Real Estate

  1 Broad St Unit 17C, Stamford, CT 06901
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  /40

  $1,930,000

  • 7 Beds
  • 10 Baths
  • 5,883 Sq Ft

  49 Great Ring Rd, Sandy Hook, CT 06482

  Welcome to 49 Great Ring Road-an iconic estate with breathtaking views and a classic 1940 built home full of charm and elegance. Step into the front-to-back foyer and take in the sight lines to the expansive stone patio and sparkling pool. At the heart of the home is the great room, featuring a soaring ceiling and a grand fireplace-perfect for gatherings. The custom cherry sunroom is a

  Connie Widmann William Raveis Real Estate

  49 Great Ring Rd, Sandy Hook, CT 06482
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  $7,495,000

  • 6 Beds
  • 11 Baths
  • 7,528 Sq Ft

  229 Umpawaug Rd, Redding, CT 06896

  Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

  Stacy Young William Raveis Real Estate

  229 Umpawaug Rd, Redding, CT 06896
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  $6,395,000

  • 5 Beds
  • 10 Baths
  • 7,632 Sq Ft

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /40

  $1,779,000

  • 5 Beds
  • 5.5 Baths
  • 7,611 Sq Ft

  28 Old Orchard Dr, Weston, CT 06883

  Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

  Barbara Bross Coldwell Banker Realty

  28 Old Orchard Dr, Weston, CT 06883
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  $2,090,000

  • 5 Beds
  • 7 Baths
  • 5,100 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
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  /31

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 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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  $814,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,466 Sq Ft

  5 Walden Ct, Danbury, CT 06810

  The Hawthorne home design offers a thoughtful layout that balances comfort and functionality. The main level features an L-shaped kitchen that flows seamlessly into the great room, perfect for entertaining. A versatile flex room on this level provides additional living space. The primary suite, conveniently located on the main floor, boasts dual walk-in closets and a luxurious bathroom with dual

  Toll Brothers, Inc. Builder

  5 Walden Ct, Danbury, CT 06810
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  /11

  $1,023,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  15 Lockwood Dr, Danbury, CT 06810

  Soaring ceilings and graceful details define the Albrecht s thoughtful design. A spacious living room with a cathedral ceiling and a lovely two-story dining room flank the welcoming two-story foyer. Overlooking the expansive great room with rear yard access, the well-appointed kitchen is complemented by a large center island with breakfast bar, wraparound counter and cabinet space, a roomy

  Toll Brothers, Inc. Builder

  15 Lockwood Dr, Danbury, CT 06810
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  /8

  $869,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,311 Sq Ft

  3 Walden Ct Unit Lot 53, Danbury, CT 06810

  At the heart of the Hawthorne home, the open main level creates a warm and inviting environment for everyday living and entertaining. The L-shaped kitchen flows seamlessly into the expansive two-story great room, where natural light fills the space and gatherings feel effortless-from casual brunches with neighbors to holiday celebrations with loved ones. This open design encourages connection

  Lauren Logiacco Thomas Jacovino

  3 Walden Ct Unit Lot 53, Danbury, CT 06810
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  /11

  $999,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  7 Lockwood Dr, Danbury, CT 06810

  Soaring ceilings and graceful details define the Albrecht s thoughtful design. A spacious living room with a cathedral ceiling and a lovely two-story dining room flank the welcoming two-story foyer. Overlooking the expansive great room with rear yard access, the well-appointed kitchen is complemented by a large center island with breakfast bar, wraparound counter and cabinet space, a roomy

  Toll Brothers, Inc. Builder

  7 Lockwood Dr, Danbury, CT 06810
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  $1,133,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,596 Sq Ft

  18 Holly Ridge Way, Danbury, CT 06810

  The Jaywick home design's elegant open floor plan is sure to impress. Upon entering, you will find a warm foyer with a tray ceiling. Continuing from the foyer, there is a beautiful secondary bedroom, a full hall bath, and a flex room. The great room, which offers access to the rear yard, opens up into a casual dining area, making it the perfect space for hosting and entertaining. Adjacent, the

  Toll Brothers, Inc. Builder

  18 Holly Ridge Way, Danbury, CT 06810
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  $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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  $1,059,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,759 Sq Ft

  2 Foxwood Dr, Danbury, CT 06810

  The Aberton showcases a seamless blend of comfort and style within an open-concept floor plan. Step into a beautiful foyer with a tray ceiling that flows past a front flex room and into the main living space, highlighted by a great room that overlooks a formal dining room and a casual dining area. The well-appointed kitchen is enhanced by ample counter and cabinet space as well as a large center

  Toll Brothers, Inc. Builder

  2 Foxwood Dr, Danbury, CT 06810
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  $1,023,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  15 Lockwood Dr Unit Lot 51, Danbury, CT 06810

  Soaring ceilings and graceful details define the Albrecht's thoughtful design. A spacious living room with a cathedral ceiling and a lovely two-story dining room flank the welcoming two-story foyer. Overlooking the expansive great room with rear yard access, the well-appointed kitchen is complemented by a large center island with breakfast bar, wraparound counter and cabinet space, a roomy

  Noelle Hickey Thomas Jacovino

  15 Lockwood Dr Unit Lot 51, Danbury, CT 06810
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  /40

  $7,500,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 9 Baths
  • 9,576 Sq Ft

  8 Loretta Ct, Westport, CT 06880

  Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes

  Lianne Owen Coldwell Banker Realty

  8 Loretta Ct, Westport, CT 06880
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  /11

  $5,990,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,900 Sq Ft

  10 Mary Jane Ln, Westport, CT 06880

  New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

  Danna Rogers Higgins Group Bedford Square

  10 Mary Jane Ln, Westport, CT 06880
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  /14

  $8,696,000 New Construction

  • 7 Beds
  • 8 Baths
  • 9,422 Sq Ft

  688 Hulls Farm Rd, Southport, CT 06890

  Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

  Jaclyn Picarillo Higgins Group Bedford Square

  688 Hulls Farm Rd, Southport, CT 06890
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  /22

  $6,395,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,295 Sq Ft

  729 Smith Ridge Rd, New Canaan, CT 06840

  Newly completed, gorgeous and with every luxury feature imaginable, 729 Smith Ridge Rd is a sun-drenched modern colonial, convenient to New Canaan town center, yet privately located in the estate section of Smith Ridge. A gated, dramatic approach sets the stage for the epitome of modern luxury inside: oversized windows, 10 foot ceilings, a show-stopping chef's kitchen, an elevator to all four

  Amanda Bryan Compass Connecticut, LLC

  729 Smith Ridge Rd, New Canaan, CT 06840
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  /4

  $5,400,000 New Construction

  • 6 Beds
  • 1.5 Baths
  • 8,532 Sq Ft

  452 Silver Spring Rd, Ridgefield, CT 06877

  Introducing an extraordinary new construction residence set in the highly desirable Silver Spring CC area. A masterful fusion of modern elegance, curated materials & timeless architecture by Premier Builder Steve Lecher Associates, well known for exceptional custom properties throughout Fairfield County. Beautifully sited on 2 level acres, this bespoke home offers refined living w/exceptional

  Karla Murtaugh Compass Connecticut, LLC

  452 Silver Spring Rd, Ridgefield, CT 06877

Showing Results 241 - 280, Page 7 of 9