Southport, CT Homes for Sale with Garage

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  /37

  $1,179,000 Open Thu 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,659 Sq Ft

  14 Dill Rd, Fairfield, CT 06824

  Welcome to Dill Cottage! This sun-filled, expanded Cape Cod home is loaded with custom architectural details, including vaulted ceilings, arched doorways, elegant moldings, and hardwood floors throughout. Ideally located in the sought-after University area, close to town and train, this home is an entertainer's dream. The stunning eat-in kitchen with a cozy sitting area features custom cabinetry,

  Carrie Sakey Coldwell Banker Realty

  14 Dill Rd, Fairfield, CT 06824
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  /13

  $2,000,000

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
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  /27

  $734,900

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  230 Saugatuck Ave Unit 6, Westport, CT 06880

  Welcome to Indian River Green! Located in a private community of 20 Townhouse Style Units in the desirable Saugatuck neighborhood with walk to train convenience. Beautiful Open Concept design with custom kitchen which features skylights, vaulted ceiling, corian countertops and tile backsplash. The dining room has built -in bookcases and opens to the spacious Living Room which boasts a fireplace,

  Scott Wright RE/MAX Right Choice

  230 Saugatuck Ave Unit 6, Westport, CT 06880
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  /20

  $599,900

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  143 Sawyer Rd, Fairfield, CT 06824

  Perfect for Fairfield starter or sizing down. Long time owner and very well cared for, requiring no immediate repairs. Great convenient location. Rear deck overlooks level private yard. Exterior maintenance free. Opportunity to customize your remodel and decor. Eat-in kitchen along-side formal dining room. Living room with wood burning fireplace. 3rd bedroom presently used as den.

  Joseph Almeida The Almeida Group

  143 Sawyer Rd, Fairfield, CT 06824
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  /35

  $799,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,213 Sq Ft

  430 Nonopoge Rd, Fairfield, CT 06825

  Thoughtfully expanded Cape Cod home in the Lake Hills area, featuring a spacious main-level primary suite and 3 additional bedrooms. This meticulously maintained, sun-filled home offers a living room with a wood-burning fireplace, a dining room with French doors opening to the kitchen, and an expanded kitchen with a breakfast nook and island, plus a cozy den overlooking the back deck. The main

  Carrie Sakey Coldwell Banker Realty

  430 Nonopoge Rd, Fairfield, CT 06825
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  /30

  $899,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 2,300 Sq Ft

  49 Thorpe St, Fairfield, CT 06824

  Beautifully updated 3-level townhome in prime downtown Fairfield location! This sun-filled home features an open-concept main level with oversized windows, 9-ft ceilings, hardwood floors, and a gas fireplace. The updated white/blue kitchen includes a large quartz island, contemporary fixtures, and coastal flair. French doors open to a private deck-perfect for outdoor dining. Main level also

  Carla Kupiec William Raveis Real Estate

  49 Thorpe St, Fairfield, CT 06824
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  /28

  $2,195,000

  • 4 Beds
  • 2 Baths
  • 2,158 Sq Ft

  18 Sherwood Dr, Westport, CT 06880

  This Nantucket-style turnkey retreat has been reimagined and extensively renovated to create the perfect escape by the sea - a captivating and magical experience inside and out. Just a 4-minute walk from picturesque Old Mill Beach and around the corner from Westport's famed Compo Beach, this home blends a seaside-Scandinavian aesthetic with pickled white oak floors, glossy white walls, and

  Cyd Hamer William Pitt Sotheby's Int'l

  18 Sherwood Dr, Westport, CT 06880
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  /40

  $975,000

  • 5 Beds
  • 4 Baths
  • 2,192 Sq Ft

  489 Main St, Westport, CT 06880

  Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor,

  Gabrielle DiBianco Higgins Group Bedford Square

  489 Main St, Westport, CT 06880
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  /35

  $1,095,000

  • 4 Beds
  • 5 Baths
  • 3,595 Sq Ft

  251 Soundview Ave, Fairfield, CT 06825

  Experience the pinnacle of luxury living in this exquisite new construction home, ideally located in the heart of Fairfield. Spanning four levels of beautifully designed space, this residence seamlessly blends elegance with modern convenience. With 4 beds & 5 baths, every inch of this home is crafted for sophisticated comfort. The open-concept main floor is flooded with natural light, featuring a

  Karim Douich William Raveis Real Estate

  251 Soundview Ave, Fairfield, CT 06825
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  /26

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /40

  $1,317,000

  • 3 Beds
  • 3.5 Baths
  • 2,849 Sq Ft

  1137 Stillson Rd, Fairfield, CT 06824

  A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering.

  Dominika Wojciechowski Houlihan Lawrence

  1137 Stillson Rd, Fairfield, CT 06824
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  /39

  $1,895,000

  • 4 Beds
  • 1.5 Baths
  • 1,727 Sq Ft

  8 Otter Trail, Westport, CT 06880

  Chic style & history blend effortlessly at this enchanted home and property. "OTTER HAVEN" is offered for sale for the first time in nearly 30 years. Only two families have been stewards of this special residence since the time it was built as a wedding gift for the original owner. Set atop a gentle knoll on .67 +/- acre of prime, park-like property in the heart of Westport's prized Imperial

  Alex Chingas Coldwell Banker Realty

  8 Otter Trail, Westport, CT 06880
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  /38

  $675,000

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  26 Hiawatha Lane Extension, Westport, CT 06880

  **Westport Estate Sale!!** Bring your Design Ideas to Life with this 3 Bedroom, 1.5 Bath Saugatuck Raised Ranch Set on .41 Acres. Light Filled Living Room & Dining Area with Fireplace. Nice Hardwood Floors Throughout! High Ceiling, Dry Basement with a Framed Out Half Bath. Basement is Just Waiting to be Finished for Additional Living Space. 1 Car Attached Garage. Wonderful Location for

  Wendy Bardos East Coast Associates, Inc.

  26 Hiawatha Lane Extension, Westport, CT 06880
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  /39

  $1,599,000 Open Thu 11AM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 4,784 Sq Ft

  3 Old Black Rock Turnpike, Fairfield, CT 06824

  Stunning New Construction in Fairfield, CT - 5 Bedrooms, 4.5 Bathrooms, 4,800 Sq. Ft. of Luxury Living Nestled on a generous half-acre lot in sought-after Fairfield, Connecticut, this brand-new, custom-built residence offers an exceptional blend of modern design and comfort. With 5 spacious bedrooms, 4 luxurious bathrooms, and meticulously crafted living space, this versatile floor plan is

  Kim Harizman Compass Connecticut, LLC

  3 Old Black Rock Turnpike, Fairfield, CT 06824
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  /40

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,744 Sq Ft

  96 Moody Ave, Fairfield, CT 06825

  Fall in love with this meticulously cared-for oversized Cape, cherished by the same owner for 59 years. Featuring 3 bedrooms and 1.5 baths, this home offers timeless character and thoughtful updates. The inviting living room boasts a large picture window, cozy fireplace, and a quaint office nook-perfect for working from home. The spacious dining room, adorned with a beautiful chandelier, is ideal

  Maribeth Lightowler Coldwell Banker Realty

  96 Moody Ave, Fairfield, CT 06825
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  /40

  $1,898,500

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  359 Reid St, Fairfield, CT 06824

  Brand new construction in highly desired Fairfield University area. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The perfect spot for a

  Robert Richter Coldwell Banker Realty

  359 Reid St, Fairfield, CT 06824
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  /40

  $3,699,000

  • 5 Beds
  • 4.5 Baths
  • 4,856 Sq Ft

  254 Penfield Rd, Fairfield, CT 06824

  Rare beach area gem that checks ALL the boxes! With almost 5,000 square feet of living space on a rare and very private .43-acre lot, this highly custom home features a heated saltwater pool, spa/hot tub, 4-floor elevator, and so many high-end amenities. With an exceptionally wide footprint, this home offers 5-6 bedrooms, 4.5 bathrooms, 9-foot ceilings, front and back decks, a full-house

  Ava Fisher Coldwell Banker Realty

  254 Penfield Rd, Fairfield, CT 06824
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  /40

  $1,450,000

  • 5 Beds
  • 4.5 Baths
  • 3,258 Sq Ft

  73 Marian Rd, Fairfield, CT 06825

  New to market-welcome to 73 Marian Road, a grand Colonial residence in Fairfield's sought-after Fairfield Woods neighborhood. With over 3,258 square feet of elegant living space and an additional 1,000+ square feet in the beautifully finished walkout lower level, this home offers exceptional scale, comfort, and versatility. The main and upper floors feature five well-appointed bedrooms and four

  Ralph Lewis Coldwell Banker Realty

  73 Marian Rd, Fairfield, CT 06825
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  /31

  $2,100,000

  • 5 Beds
  • 4 Baths
  • 2,457 Sq Ft

  43 Burr Farms Rd, Westport, CT 06880

  Nestled on a level one-acre lot within a coveted cul-de-sac and surrounded by higher-end homes, this beautifully updated residence offers five spacious bedrooms and four well-appointed baths. The expansive front porch provides inviting outdoor spaces for relaxation and entertaining. Inside, the oversized primary suite features a luxurious bath, while the lovely kitchen impresses with its modern

  Barbara Bross Coldwell Banker Realty

  43 Burr Farms Rd, Westport, CT 06880
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  /40

  $3,950,000 Open Sat 12PM - 3PM

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

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial captures the timeless romance of the countryside in a coveted Westport location. Enter through private gates into a tranquil sanctuary, where meadow views & the soft outline of the home's romantic arched windows set a tone of understated elegance. The warm and inviting interiors offer flexibility & ideal flow, with a formal

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /4

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  135 Whittier St, Bridgeport, CT 06605

  Versatile 3-Family Home in Vibrant Black Rock! Discover an exceptional investment opportunity or owner-occupied gem in the heart of Black Rock! This well-maintained 3-family property offers a flexible layout and unbeatable location just steps from the bus line, shopping, restaurants, and major highways. This home offers a nice size two-bedroom unit with a den and two large one-bedroom apartments.

  Richard Wilson Coldwell Banker Realty

  135 Whittier St, Bridgeport, CT 06605
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  /40

  $1,965,000

  • 4 Beds
  • 3.5 Baths
  • 2,981 Sq Ft

  172 Sycamore Ln, Fairfield, CT 06824

  Mill Gate House- Rooted in 1930's charm, reimagined for modern living. This classic Center Hall Colonial in coveted Sturges Park offers 4 bedrooms, 3.5-baths and 3000 sq ft of timeless character and everyday ease, rich with architectural details, fresh updates and welcoming spaces. The gourmet kitchen features Carrara marble countertops, stainless appliances and informal dining flanked by French

  Lynn Dolan William Pitt Sotheby's Int'l

  172 Sycamore Ln, Fairfield, CT 06824
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  /7

  $795,000

  • 5 Beds
  • 3 Baths
  • 2,483 Sq Ft

  855 Brewster St Unit 857, Bridgeport, CT 06605

  An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
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  /33

  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 3,284 Sq Ft

  11 Edgewater Hillside, Westport, CT 06880

  Gorgeous home with waterviews!

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Edgewater Hillside, Westport, CT 06880
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  /40

  $2,399,000

  • 4 Beds
  • 3 Baths
  • 3,157 Sq Ft

  260 Birch Rd, Fairfield, CT 06824

  Experience Coastal Luxury in this Brand New Custom Colonial just steps away from the soothing sands & sea breeze of Penfield Beach, featuring a brand-new pavilion for the ultimate Gold Coast lifestyle! Perfectly situated on one of Fairfield's most coveted streets, this FEMA-compliant custom home offers 4 Bedrooms, 3 Full bathrooms & over 3,000 square feet of thoughtfully designed living space

  Melissa Montagno Higgins Group Real Estate

  260 Birch Rd, Fairfield, CT 06824
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  /17

  $3,575,000

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

  26 Treadwell Ave, Westport, CT 06880

  A masterful reinvention by Michael Greenberg of a historic 1894 Victorian Farmhouse, 26 Treadwell Avenue is a rare blend of old-world character and modern luxury. Completely rebuilt in 2025, this one-of-a-kind residence honors its roots with exposed antique beams, white oak floors, and curated architectural details while embracing a clean, contemporary sensibility throughout. Set on a

  Michael Greenberg The Source Realty

  26 Treadwell Ave, Westport, CT 06880
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  /40

  $4,250,000

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft

  1084 Sturges Hwy, Westport, CT 06880

  Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

  Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880
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  /29

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  48 Bywater Ln Unit 48, Bridgeport, CT 06605

  Rare opportunity to own an exquisite townhouse in the Historic Black Rock. Completely interior has been freshly painted. One of the most coveted condominium complexes Bywatyr Town Homes, a small complex o 24 units located on the cut-de-sac across from Fayerweather Yacht Club and Black Rock Harbor. This unit was the original model unit with many upgrades throughout. Year round water views from all

  Cristy Schnauffer Coldwell Banker Realty

  48 Bywater Ln Unit 48, Bridgeport, CT 06605
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  /34

  $1,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft

  17 Grays Farm Rd, Weston, CT 06883

  This meticulous home was rebuilt and expanded in 2015, refinished floors and fresh paint in 2025, and is located on 2 sunny acres in lower Weston. Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The renovation and expansion transformed the property-adding a charming front porch and a stunning

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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  /10

  $1,000,000

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  647 Bronson Rd, Southport, CT 06890

  First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherished Southport residence is being offered for sale. Passed down through generations, this classic colonial has been a cornerstone of one family's legacy for over a century - and now it's ready for its next chapter. Set on nearly a half-acre in the heart of Southport, this property

  Vienna DiPiave William Pitt Sotheby's Int'l

  647 Bronson Rd, Southport, CT 06890
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  /40

  $6,950,000

  • 5 Beds
  • 7.5 Baths
  • 14,038 Sq Ft

  11 Beachside Common, Westport, CT 06880

  A true Westport icon, 11 Beachside Common is one of the most architecturally distinctive homes on the Connecticut coast-known to anyone who's ever strolled Burying Hill Beach. Set on 2.6 waterfront acres, the property offers sweeping southern views over Sherwood Island and Long Island Sound, with sunsets that rival the Low Country and birdlife that fills the surrounding marsh with movement and

  Wendy Ryan Brown Harris Stevens

  11 Beachside Common, Westport, CT 06880
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  /40

  $1,950,000

  • 5 Beds
  • 7 Baths
  • 6,127 Sq Ft

  124 Princess Pine Ln, Fairfield, CT 06824

  Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

  Elizabeth Tritschler William Raveis Real Estate

  124 Princess Pine Ln, Fairfield, CT 06824
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  /37

  $535,000

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  155 Moody Ave, Fairfield, CT 06825

  RARE FIND IN FAIRFIELD'S DCD ZONE! Live, work, or build - the possibilities are endless! Zoned for both residential and commercial use, this cherished vintage Colonial is perfect for a home business, medical/dental office, or mixed-use development (buyer to verify with town). Inside, you'll find sunlit rooms, spacious bedrooms, and a walk-up attic with a safe. The primary bedroom features its own

  Joy Serafin-Cehovsky Higgins Group Real Estate

  155 Moody Ave, Fairfield, CT 06825
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  /40

  $5,725,000

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
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  /40

  $1,395,000 Open Sat 2PM - 4PM

  • 6 Beds
  • 3.5 Baths
  • 3,508 Sq Ft

  1135 Hulls Farm Rd, Southport, CT 06890

  A prime Southport estate location at the Westport line is home to this gracious 5 Bedroom Colonial featuring a rarely found attached main level IN-LAW / AU PAIR APARTMENT with a private entrance, Living/Dining Room, Bedroom and a full Bath. Additionally appreciated, and perfect for today's work from home buyer, is an OFFICE/STUDIO over the barn style oversized detached two car garage. Approached

  Paul Triantafel William Pitt Sotheby's Int'l

  1135 Hulls Farm Rd, Southport, CT 06890
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  /34

  $1,399,000

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  109 Greens Farms Rd, Westport, CT 06880

  Located in sought-after Greens Farms, this wonderful and renovated Colonial-style Farmhouse, perfectly blends classic charm + modern updates. Nestled on a serene + picturesque flat acre, the residence offers a central location just moments from beaches, shopping, dining + two convenient train stations. Step inside to a sunlit first floor designed for effortless entertaining. The open floor plan

  Karen Scott Compass Connecticut, LLC

  109 Greens Farms Rd, Westport, CT 06880
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  /20

  $1,395,000

  • 4 Beds
  • 5.5 Baths
  • 4,906 Sq Ft

  3853 Congress St, Fairfield, CT 06824

  Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

  Paul Triantafel William Pitt Sotheby's Int'l

  3853 Congress St, Fairfield, CT 06824
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  /29

  $1,699,000

  • 4 Beds
  • 3.5 Baths
  • 3,648 Sq Ft

  60 Eleanor Terrace, Fairfield, CT 06824

  Savor the coastal lifestyle in this chic, modern 2021 construction home in the highly desirable Fairfield Beach neighborhood. Just a quick stroll to the beach with pavillion, Fairfield town marina & Sand Castle Park. Hard to find beach area NOT in Flood Zone! No flood insurance required. Thoughtfully designed for open & airy living. Step into open concept living with a spacious living room that

  Katie O'Grady Compass Connecticut, LLC

  60 Eleanor Terrace, Fairfield, CT 06824
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  /40

  $12,000,000

  • 7 Beds
  • 6.5 Baths
  • 8,119 Sq Ft

  260 Willow St, Southport, CT 06890

  Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

  Elizabeth Tritschler William Raveis Real Estate

  260 Willow St, Southport, CT 06890
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  /37

  $1,599,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 5 Baths
  • 4,277 Sq Ft

  175 Battery Park Dr, Bridgeport, CT 06605

  Experience breathtaking views of St. Mary's by the Sea from this beautifully updated Colonial nestled on a hilltop in the highly desirable neighborhood of Black Rock. The spectacular vistas of Long Island Sound are enhanced by the multi-level decks and patio providing calming sunrises and colorful sunsets. The outdoor kitchen is great for entertaining with a grill, oven and fire pit. Perfect for

  Lori Di Bartholomeo William Raveis Real Estate

  175 Battery Park Dr, Bridgeport, CT 06605

Showing Results 41 - 80, Page 2 of 4