Southport, CT Homes for Sale

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  /40

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,620 Sq Ft

  783 Reef Rd, Fairfield, CT 06824

  Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

  Daniel Durante Criterion Real Estate LLC

  783 Reef Rd, Fairfield, CT 06824
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  /18

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 715 Sq Ft

  89 Grace St, Fairfield, CT 06825

  Amazing Fairfield opportunity at 89 Grace St. Prime location close to downtown, I-95, and the Merritt Parkway. 2 bedrooms, 1 bath, with an English Pub-styled kitchen. Great bones and plenty of character. Hardwood floors, off street parking, and strong potential for updates and personalization. Ideal for buyers seeking location and value. Selling as is.

  RJ Radcliff Coldwell Banker Realty

  89 Grace St, Fairfield, CT 06825
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  /6

  $11,795,000

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Bluewater Home Owenoke Opportunity Knocks Again! Another beach masterpiece is underway and this 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond views and walking distance to Compo Beach will be ready Spring 2026. Enjoy this new beach construction living in the heart of Westport while peacefully tucked away on a private cul-de-sac.

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /37

  $780,000

  • 4 Beds
  • 2 Baths
  • 2,023 Sq Ft

  246 Romanock Rd, Fairfield, CT 06825

  Nestled in the highly desirable Lake Hills neighborhood of Fairfield, 246 Romanock Road offers a warm and welcoming Cape-style home set on a beautifully landscaped 0.47-acre corner lot with the rare advantage of protected Lake Hills Association open space directly next door. This natural buffer ensures exceptional privacy, peaceful views. This charming residence offers an easy and flexible

  Julie Setterlund William Pitt Sotheby's Int'l

  246 Romanock Rd, Fairfield, CT 06825
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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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  /40

  $2,498,000

  • 5 Beds
  • 8 Baths
  • 8,136 Sq Ft

  88 Merry Meet Cir, Fairfield, CT 06824

  Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a

  Erin Bremen melson The Agency

  88 Merry Meet Cir, Fairfield, CT 06824
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  /31

  $400,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  151 Knapps Hwy, Fairfield, CT 06825

  The Ridgewood Association offers exceptional value in a super convenient Fairfield location. Just minutes to the Fairfield Metro station, located in between I95 and the Merritt Pkwy. An easy drive to downtown or Black Rock Turnpike amenities. The natural exteriors are enhanced by zen garden courtyards and mature trees. Sidewalk access to Fairfield Warde HS and McKinley Elementary plus playground,

  Carrie Perkins RE/MAX Heritage

  151 Knapps Hwy, Fairfield, CT 06825
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  /14

  $1,949,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  210 Pansy Rd, Fairfield, CT 06824

  Welcome to 210 Pansy Road, a stunning new construction in Fairfield, CT offering nearly 4,000 sq. ft. of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this home apart is its rare setting-backing up to 8.5 acres of serene open nature preserve, providing a peaceful backdrop that's both private and unique. Inside, you'll find high-end finishes throughout: a chef's

  Anthony Gigliotti Keller Williams Realty

  210 Pansy Rd, Fairfield, CT 06824
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  /40

  $4,700,000 New Construction

  • 8 Beds
  • 9 Baths
  • 8,412 Sq Ft

  32 Webb Rd, Westport, CT 06880

  This 2025 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot. Eight bedrooms and nine bathrooms include a spacious primary suite with walk-in closet and private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled living and dining areas with high ceilings. Multiple living spaces allow flexible

  Judy Michaelis Coldwell Banker Realty

  32 Webb Rd, Westport, CT 06880
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  /40

  $2,785,000

  • 4 Beds
  • 3.5 Baths
  • 5,434 Sq Ft

  6 Nutcracker Ln, Westport, CT 06880

  A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated

  Michelle Sperry Coldwell Banker Realty

  6 Nutcracker Ln, Westport, CT 06880
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  /40

  $2,299,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,940 Sq Ft

  127 Paul Place, Fairfield, CT 06824

  The house that dreams are made of-nestled in a walkable community near beach, quaint town center and train. Brand-new construction set for completion this year offers a seamless blend of understated elegance & coastal vibe. Fabulous 1st floor open floor plan features 9' ceilings and all generous size rooms: an inviting foyer, private mudroom, gourmet kitchen with 8' Quartz Island for

  Alice Dizenzo Berkshire Hathaway NE Prop.

  127 Paul Place, Fairfield, CT 06824
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  /24

  $1,699,000

  • 4 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  42 Kings Hwy S, Westport, CT 06880

  12/12/25 - *We are currently welcoming/requesting written offers for this property. While this is not a highest-and-best situation, all offers should reflect the home's market value.* Step into this beautifully renovated modern home, where refined craftsmanship meets contemporary elegance. The grand foyer opens to a stunning living room with soaring double-height ceilings and a dramatic

  Dannel Malloy NestSeekers International

  42 Kings Hwy S, Westport, CT 06880
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  /6

  $7,995,000

  • Land
  • 12.3 Acres
  • $650,000 per Acre

  109 Morningside Dr S, Westport, CT 06880

  109 Morningside Drive South is an exceptional and rare offering in the highly sought- after Greens Farms neighborhood in Westport CT. Spanning 12.3 acres, this expansive property presents a unique opportunity to create a one-of-a-kind estate in one of Fairfield county's most desirable locations. Nestled amongst prestigious homes, this property offers endless potential for those seeking to build

  Jenny Bentley The Riverside Realty Group

  109 Morningside Dr S, Westport, CT 06880
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  /40

  $1,898,000 New Construction

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

  359 Reid St, Fairfield, CT 06824

  Brand new construction (HOME WARRANTY) in highly desired Fairfield University area. Move in tomorrow. 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

  Robert Richter Coldwell Banker Realty

  359 Reid St, Fairfield, CT 06824
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  /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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  /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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  /11

  $1,699,900

  • 3 Beds
  • 2 Baths
  • 3,171 Sq Ft

  40 Maple Ave N, Westport, CT 06880

  Prime location a few houses down from the Hunt Club three bedrooms with two additional bounus rooms and two bathrooms home with a fully finished walkout on a level one acre of land surrounded by multi million dollars homes.

  Sayed Ibrahim Nationwide Homes

  40 Maple Ave N, Westport, CT 06880
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  /3

  $799,000

  • Land
  • 0.37 Acre
  • $2,159,459 per Acre

  0 Battery Park Dr, Bridgeport, CT 06605

  Owner is Agent. Financing Available. Welcome to an exceptional opportunity in the highly sought after enclave of Black Rock! Nestled on a .37 acre lot, this parcel boasts unparalleled vistas of the majestic Long Island Sound, offering a canvas for your visionary masterpiece. With sweeping views that stretch across the horizon, this prime location beckons investors and builders alike to seize the

  Lydia. Gach eRealty Advisors, Inc.

  0 Battery Park Dr, Bridgeport, CT 06605
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  /34

  $1,900,000

  • 16 Beds
  • 8 Baths
  • 5,824 Sq Ft

  31 Whittier St, Bridge Port, CT 06605

  Excellent investment opportunity in the heart of Bridgeport's Black Rock neighborhood. This 8-unit multifamily building features eight 2-bedroom, 1-bathroom units, each with spacious layouts and strong rental potential. The property includes separate utilities for each unit and has been well-maintained, making it ideal for investors seeking a stable, income-producing asset. Located just minutes

  Zach Pinto Alpha Capital Realty, LLC

  31 Whittier St, Bridge Port, CT 06605
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  /40

  $6,000,000

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

  46 Compo Mill Cove, Westport, CT 06880

  Imagine crossing a footbridge into a world without cars, where the scent of salt air lingers and the only sounds are waves and wind. This is Compo Mill Cove—a private beachfront enclave unlike anywhere else. Designed by Brooke Girty, this timeless shingle-style home offers 5,567 SF of coastal elegance with reclaimed French oak floors, a sculptural 3-story spiral stair case, and endless views of

  Evangela Brock Douglas Elliman of Connecticut

  46 Compo Mill Cove, Westport, CT 06880
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  /23

  $3,785,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /4

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /33

  $112,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  217 Alsace St, Bridgeport, CT 06604

  Move-in ready two bedroom Townhouse in Desirable Historic Seaside Village, offers a spacious eat-in kitchen, living room, full bath on main floor and two bedroom on second floor. Very clean basement with washer and dryer. Privacy and serenity of spacious fenced-in yard, perfect for out door activities and entertaining. walk to Seaside Park with beautifull beach and University Bridgeport campus.

  Victoria Bui Larracuente & Johnson Realty, LLC

  217 Alsace St, Bridgeport, CT 06604
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  /40

  $1,800,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  706 Judd St, Fairfield, CT 06824

  NEW Custom built home boasting sophisticated & unique design in the coveted University area of Fairfield is ready for your story to begin! Carefully crafted by established family owned builders: Coppola & Sons, this home showcases everything from architectural brilliance to intentional functionality for the modern family. The interior includes an open-concept layout that is as versatile as it is

  Melissa Montagno Higgins Group Real Estate

  706 Judd St, Fairfield, CT 06824
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  /29

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  118 Berwick Ave, Fairfield, CT 06825

  Attention Investors! Stabilized Cash Flow Gem: 3 Bed / 2.5 Bath income producing End-Unit Townhouse w/ 2-Car Garage! Build additional equity while reaping rewards with a 6 percent cap rate! Predictable income- leased through 6/30/26, and tenants would love to stay. This turnkey end-unit townhouse is only 4 years old, and has rental growth potential besides growth in home value. Don't want to be a

  Judy Szablak Coldwell Banker Realty

  118 Berwick Ave, Fairfield, CT 06825
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  /18

  $2,149,000 New Construction

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

  57 Beaumont Place, Fairfield, CT 06824

  Nestled on a level lot at the end of a peaceful cul-de-sac, this exceptional 5-bedroom, 5-bathroom home offers three levels of thoughtfully designed luxury living. With high-end finishes throughout, this residence perfectly balances modern elegance with everyday comfort. Step inside to discover a first floor featuring a spacious bedroom/offcie and full bath ideal for guests or multigenerational

  Anthony Fabrizio Coldwell Banker Realty

  57 Beaumont Place, Fairfield, CT 06824
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  /36

  $1,179,999

  • 4 Beds
  • 3 Baths
  • 2,012 Sq Ft

  115 Mayfair Rd, Fairfield, CT 06824

  Welcome to 115 Mayfair Road This stunning 4-bedroom, 3-bath home has been fully renovated, right down to the studs, with top-quality finishes and thoughtful design. Step inside to find gleaming plank white oak hardwood floors and an open-concept layout that seamlessly connects the living room, dining area, and chef's kitchen. The gourmet kitchen is a true showpiece with sleek black onyx quartz

  Kenny Bascon Real Broker CT, LLC

  115 Mayfair Rd, Fairfield, CT 06824
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  /7

  $380,000

  • 5 Beds
  • 2.5 Baths
  • 1,588 Sq Ft

  368 Lenox Ave, Bridgeport, CT 06605

  Large Single family for sale Finish attic , central air condition , new appliances 5 years old roof , total remodel , Move in condition .

  Marta Arroyo William Raveis Real Estate

  368 Lenox Ave, Bridgeport, CT 06605
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  /2

  $5,980,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  21 Sturges Commons, Westport, CT 06880

  NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

  Patricia Shea Coldwell Banker Realty

  21 Sturges Commons, Westport, CT 06880
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  /38

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

  David White OwnerEntry.com

  42 Fairway Green, Fairfield, CT 06825
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  /17

  $6,995,826 New Construction

  • 6 Beds
  • 10 Baths
  • 8,417 Sq Ft

  24 Edgemarth Hill Rd, Westport, CT 06880

  True Beauty In The Making! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and

  Jaclyn Picarillo Higgins Group Bedford Square

  24 Edgemarth Hill Rd, Westport, CT 06880
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  /40

  $859,900

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

  65 Thorpe St, Fairfield, CT 06824

  Beautiful, Move-In Ready 3-Level Townhome in the Heart of Downtown Fairfield. Discover a rare opportunity to own a sun-filled, impeccably maintained townhome in one of Fairfield's most desirable downtown locations-just moments from the train, shops, restaurants, beaches, and top-rated schools. With low HOA fees and low-maintenance living, this home blends convenience, comfort, and style. The main

  David Harmuth Coldwell Banker Realty

  65 Thorpe St, Fairfield, CT 06824
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  /10

  $4,985,000 New Construction

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

  107 Old Rd, Westport, CT 06880

  Welcome to 107 Old Road, an exceptional new development by Joe Feinleib founder of Coastal Luxury Homes. Soon to be the only gated community development in Westport, CT, this uniqiue four-lot enclave presents unparalleled luxury and privacy. Each custom home, to be designed in collaboration with your client, boasts approximately 6,000 to 7,500 square feet of living space, with an additional 1,100

  Nickolaos Andronikidis Shelby's Realty Services

  107 Old Rd, Westport, CT 06880
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  /40

  $1,950,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,239 Sq Ft

  309 Hunyadi Ave, Fairfield, CT 06824

  Welcome to 309 Hunyadi Avenue, a beautifully designed 5-bedroom, 6-bath new construction Colonial set in Fairfield's sought-after University area. Thoughtfully crafted for today's lifestyle, the open main level invites effortless everyday living and entertaining. The spacious living room with gas fireplace flows seamlessly into the gourmet kitchen featuring a Sub-Zero refrigerator, quartzite

  Julie Vanderblue Higgins Group Real Estate

  309 Hunyadi Ave, Fairfield, CT 06824
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  /35

  $509,500

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

  155 Moody Ave, Fairfield, CT 06825

  End your search, make your offer and settle in to enjoy your holidays and start of the new year in your move in ready 3+ bedroom colonial featuring a sun filled living room with fireplace, built-ins, main level den, formal dining room and renovated designer eat in kitchen leading to your private deck and rear yard retreat. Upper level includes 3 generous sized bedrooms with your primary bedroom

  John Hackett William Raveis Real Estate

  155 Moody Ave, Fairfield, CT 06825
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  /39

  $1,899,000 New Construction

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  This isn't another builder-grade new construction-it's a true custom home, thoughtfully designed for those who value craftsmanship and connection over excess. Behind the white picket fence lies a home that lives beautifully, where every inch is intentional and every detail elevated. Light pours across open spaces that blend comfort with sophistication: a Thermador chef's kitchen with hidden

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /12

  $685,000

  • 6 Beds
  • 3 Baths
  • 3,069 Sq Ft

  195 Lenox Ave Unit 197, Bridgeport, CT 06605

  Welcome to 195 Lenox Avenue - a modern and versatile 3-family home perfect for both investors and first-time buyers. With 6 bedrooms, 3 full bathrooms, and a full basement, this property offers plenty of space and excellent rental potential. The first and second floors each allow for an extra bedroom conversion, maximizing cash flow. Inside, the units are updated and well-maintained, providing

  Shafran Salim Guy Bocicaut Real Estate

  195 Lenox Ave Unit 197, Bridgeport, CT 06605
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  /34

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  68 Center St, Westport, CT 06880

  Welcome to 68 Center Street - a rustic retreat nestled in beautiful Greens Farms. This character-rich 1920s Cottage, cherished by the same family for over 50 years, is now ready to begin a new chapter - with you. You will find charming nooks, thoughtful details and two wood burning fireplaces perfect for quiet mornings or hosting friends, on three finished levels. The glass solarium entry invites

  David Kinyon Coldwell Banker Realty

  68 Center St, Westport, CT 06880

Showing Results 121 - 158, Page 4 of 4