Fairfield, CT Homes for Sale

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  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,141 Sq Ft

  127 Spruce St, Southport, CT 06890

  Enjoy stylish and easy living in this spectacular townhome on Southport's storybook Spruce Street. Move in and enjoy or purchase as a reliable rental option, easy to manage with low HOA fees. Thoughtful design by renowned local architect Jack Franzen ensures a sophisticated and smart floor plan featuring top-quality finishes, high ceilings and beautiful wood floors. A great home for entertaining

  Ellen Fusco Compass Connecticut, LLC

  127 Spruce St, Southport, CT 06890
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  /24

  $399,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  220 Melville Dr, Fairfield, CT 06825

  Welcome to 220 Melville Drive in Fairfield, a charming brick half duplex. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two

  Lauren Iraeta KW Legacy Partners

  220 Melville Dr, Fairfield, CT 06825
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  /16

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  11 Judges Hollow Rd, Fairfield, CT 06824

  Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

  Lisa Hartmann William Pitt Sotheby's Int'l

  11 Judges Hollow Rd, Fairfield, CT 06824
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  /29

  $630,000 Coming Soon

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

  195 Southport Woods Dr Unit 195, Southport, CT 06890

  Rare - renovated & sun filled end unit. 2brs 2bths, exceptional deck & large garage. Engineered open floor plan from living room to kitchen and dining area - perfect for entertaining. All NEW windows, new GE SS appliances, quartz counters, hardwood floors & new 2025 water heater, quiet on 2nd floor. Kitchen boasts convection oven/air fryer, microwave, roll out cabinets, pantry, lots of storage,

  Derek Greene Derek Greene

  195 Southport Woods Dr Unit 195, Southport, CT 06890
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  /27

  $724,900

  • 3 Beds
  • 2 Baths
  • 1,655 Sq Ft

  23 Benedict Ave, Fairfield, CT 06825

  Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, and a sunroom/solarium that opens to a spacious deck overlooking

  Anthony Fabrizio Coldwell Banker Realty

  23 Benedict Ave, Fairfield, CT 06825
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  /40

  $2,595,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  3808 Redding Rd, Fairfield, CT 06824

  3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original

  Cindy Raney Coldwell Banker Realty

  3808 Redding Rd, Fairfield, CT 06824
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  /36

  $999,000

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

  184 Rosemere Ave, Fairfield, CT 06825

  Welcome home to this charming Stratfield Gem! THIS IS NOT A DRIVE BY! You need to go inside and see this beautifully maintained 4-bedroom, 3 bath residence offers the perfect blend of comfort, space, and convenience. The floor plan of this 2600 sq ft home lends itself to multiple living options. Primary Suite with separate closets and an ensuite bath complete with granite countertops and double

  Lynn Dolan William Pitt Sotheby's Int'l

  184 Rosemere Ave, Fairfield, CT 06825
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  /20

  $875,000

  • 5 Beds
  • 4.5 Baths
  • 1,392 Sq Ft

  338 Stevenson Rd, Fairfield, CT 06825

  Completely reimagined from the studs up, this fully renovated 5-bedroom, 4.5-bath ranch in Fairfield offers 2,268 square feet of thoughtfully designed living space. Taken down to the framing in 2024 and rebuilt with a brand-new open-concept layout, the home was completed in 2025 with exceptional craftsmanship and high-end finishes throughout. No expense was spared, with all-new windows, spray

  Amanda Huntington Higgins Group Real Estate

  338 Stevenson Rd, Fairfield, CT 06825
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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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  /2

  $3,995,000 Coming Soon

  • Land
  • 2.02 Acres
  • $1,977,723 per Acre

  817 Sasco Hill Rd, Fairfield, CT 06824

  BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive

  Victoria Fingelly Higgins Group Real Estate

  817 Sasco Hill Rd, Fairfield, CT 06824
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  /38

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,384 Sq Ft

  85 Gate Ridge Rd, Fairfield, CT 06825

  Welcome home to this bright and inviting 2-bedroom, 2-bath ranch-style condo in sought-after Woodfield Village. Tucked away as a second-floor end unit, you'll love the added privacy and the way natural light pours in through oversized windows, creating a warm and airy feel throughout. The open layout makes everyday living easy and comfortable. The eat-in kitchen offers plenty of cabinet space, a

  Carol Wanat Rockoff Realty

  85 Gate Ridge Rd, Fairfield, CT 06825
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  /32

  $849,000

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  44 Cricket Ln, Fairfield, CT 06825

  Discover this delightful colonial, tucked away on a private, cul-du-sac. The welcoming entry opens to a formal dining room and a flexible living room/office. The heart of the home is the updated Martha Stewart kitchen-featuring a built-in pantry and tile flooring-which flows seamlessly into a spacious family room with a fireplace. Step out to a brand-new deck, perfect for enjoying the lush,

  Adam Wagner Keller Williams Prestige Prop.

  44 Cricket Ln, Fairfield, CT 06825
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  /40

  $2,995,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 3,847 Sq Ft

  40 Hill Brook Ln, Fairfield, CT 06824

  The David Hill Home, Circa 1749. There's a certain kind of house that stops you the moment you pull up. Not because it's trying to impress you - but because the history speaks for itself. Wide plank floors worn smooth by centuries of foot traffic, five original fireplaces, hand-hewn beams - the kind of quiet character newer construction simply can't manufacture. The life inside has been carefully

  Wendy Ryan Brown Harris Stevens

  40 Hill Brook Ln, Fairfield, CT 06824
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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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  /31

  $995,000

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

  66 Wynn Wood Dr, Fairfield, CT 06825

  This sensational open-concept home is designed for both comfort and style, featuring a gourmet kitchen equipped with high-end appliances, perfect for culinary enthusiasts. The living room boasts a soaring vaulted ceiling, creating an inviting space ideal for entertaining guests. Upstairs, discover three spacious bedrooms, highlighted by an enormous primary suite that includes a private deck-a

  Lisa Bender Higgins Group Real Estate

  66 Wynn Wood Dr, Fairfield, CT 06825
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  /38

  $925,000

  • 6 Beds
  • 4 Baths
  • 2,319 Sq Ft

  352 Marlborough Terrace, Fairfield, CT 06825

  Opportunity knocks! Large, meticulously maintained two-family duplex in prime, high-appreciation Fairfield location. Ideal for investors or owner-occupants seeking strong income potential & long-term value. Rent both units or live in one while offsetting costs with the other. Fully renovated in 2023, this 2,319SF property offers exceptional flexibility with 6BRs and 2 full & 2 half baths split

  Kathleen Gibbon Brown Harris Stevens

  352 Marlborough Terrace, Fairfield, CT 06825
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  /2

  $4,300,000

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

  378 Penfield Rd, Fairfield, CT 06824

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

  Helene Salerno Ogents, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  /40

  $899,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  81 Old Stratfield Rd, Fairfield, CT 06825

  Located in the heart of Tunxis Hill-one of Fairfield's most convenient neighborhoods-this beautifully maintained Colonial blends classic design with modern living. Featuring 3 bedrooms and 2.1 bathrooms, the home has been freshly painted throughout and is truly move-in ready. Just minutes from shopping, dining, and everyday essentials, 81 Old Stratfield Road offers the perfect balance of comfort

  Young Lee Houlihan Lawrence WD

  81 Old Stratfield Rd, Fairfield, CT 06825
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  /40

  $1,099,000

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1373 Mill Plain Rd, Fairfield, CT 06824

  ASKING FOR ALL OFFERS by SUNDAY 5/10 at 12 noon. Welcome to this beautifully updated home in a prime Fairfield location-just minutes to top-rated schools, vibrant dining, shopping, cafes, Metro-North train and Fairfield's stunning beaches. Vintage character and thoughtful updates blend seamlessly in this meticulously maintained original farmhouse set back from the road & surrounded by

  Christine Oleynick Keller Williams Realty

  1373 Mill Plain Rd, Fairfield, CT 06824
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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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  /19

  $499,000

  • 2 Beds
  • 1.5 Baths
  • 1,076 Sq Ft

  47 Lewis Dr, Fairfield, CT 06825

  ESTATE SALE, AS IS! Excellent Opportunity to live in a friendly & sweet neighborhood in Fairfield CT! This Split Level home has been owned by the same family since 1971. There is good space but needs an overhaul. *Builders please note home is in A Zone* Bring your creative mind & get ready to make 47 Lewis Drive your new residence. Spacious Enclosed 4 Seasons Porch off Living Room, also accessed

  Mary Jo McAvey William Raveis Real Estate

  47 Lewis Dr, Fairfield, CT 06825
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  /40

  $1,075,000

  • 4 Beds
  • 2 Baths
  • 1,919 Sq Ft

  464 Round Hill Rd, Fairfield, CT 06824

  Welcome to this storybook cape in a prime location! Charming and inviting with a classic layout, yet versatile for today's lifestyle. You'll love the updated Kitchen with quartz countertops and beautiful views of the backyard where tulips, hydrangea, and cherry trees are in bloom. Enjoy breakfast at the kitchen table, or open the sliders and savor your morning coffee on the stone patio. The

  Lorelei Atwood Higgins Group Real Estate

  464 Round Hill Rd, Fairfield, CT 06824
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  /19

  $399,000

  • 4 Beds
  • 1 Bath
  • 1,326 Sq Ft

  838 Ruth St, Bridgeport, CT 06606

  Welcome to 838 Ruth Street, a well-maintained single-family home offering space, versatility, and excellent investment potential in a convenient Bridgeport location. This property features 4 generously sized bedrooms plus an additional bedroom in the basement, providing flexible living arrangements for extended family, guests, or rental opportunities. Inside, you'll find beautiful hardwood floors

  Hillary Waite William Raveis Real Estate

  838 Ruth St, Bridgeport, CT 06606
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  /19

  $345,900

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  3250 Fairfield Ave Unit 206, Bridgeport, CT 06605

  Welcome to The Village at Black Rock. This bright 2BR/2BA second-floor unit offers serene water views from nearly every room and a private deck ideal for morning coffee or sunset unwinding. The open layout features a combined living/dining area with a wall of windows overlooking Ash Creek and a spacious kitchen with ample storage, great counter space, and a breakfast bar. The primary bedroom

  Patrick Laufer Laufer Real Estate

  3250 Fairfield Ave Unit 206, Bridgeport, CT 06605
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  /7

  $775,000

  • 2 Beds
  • 2 Baths
  • 2,732 Sq Ft

  134 Delaware Rd, Easton, CT 06612

  Lovely private Easton wooded setting overlooking Morehouse Brook. Large level parking that allows truck turn around. Lower driveway access to Brook and lower level entrance.Close to Parkway, Rt. 15 former exit 46 1 mile away.

  Ray Baldyga Dogwood Realty

  134 Delaware Rd, Easton, CT 06612
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  /40

  $699,900

  • 3 Beds
  • 3.5 Baths
  • 1,672 Sq Ft

  1479 Laurel Ave, Bridgeport, CT 06604

  Beautiful Home with Premium Amenities - Ready to Move In! Looking for a home that combines comfort, technology, and the perfect space for gathering family and friends? This property has it all! Highlights- Spacious Living: 3 large bedrooms on upper level, including a private suite and a fully finished attic. 3 full bathrooms, 2 on the second floor and 1 conveniently located on the first floor.

  Rosania Melo Rosana Melo Realty

  1479 Laurel Ave, Bridgeport, CT 06604
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  /24

  $199,000

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft

  80 Cartright St Unit 5D, Bridgeport, CT 06604

  Welcome to this bright and well-maintained condo offering comfort, convenience, and long-term value in one of the area's most established communities. This spacious unit features an open-concept living and dining area, an updated kitchen, generous bedroom space, and a private patio perfect for relaxing or entertaining. The building is in the midst of a major improvement plan that includes a

  Theresa Goulet Century 21 AllPoints Realty

  80 Cartright St Unit 5D, Bridgeport, CT 06604
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  /17

  $249,999

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  25 Cartright St Unit 7E, Bridgeport, CT 06604

  Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

  Sasha Iyamu ERIS, LLC

  25 Cartright St Unit 7E, Bridgeport, CT 06604
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  /7

  $725,000

  • 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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  $1,995,000

  • Land
  • 27.55 Acres
  • $72,414 per Acre

  85-95 Old Easton Turnpike, Weston, CT 06883

  27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

  Kim Tromba Keller Williams Realty

  85-95 Old Easton Turnpike, Weston, CT 06883
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  /36

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft

  25 Cartright St Unit 5D, Bridgeport, CT 06604

  Stunning End-Unit 3-Bedroom, 2-Bath NYC-Style Condo - Nestled in the heart of the highly sought-after Brooklawn community, this spacious 1,755 sq ft New York City-style condominium blends contemporary comfort with urban sophistication. Located just steps from the Fairfield town line, Unit 5D offers the perfect balance of city convenience and suburban tranquility. Step into a welcoming large foyer

  Pamela Williams Real Broker CT, LLC

  25 Cartright St Unit 5D, Bridgeport, CT 06604
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  /39

  $765,000

  • 8 Beds
  • 3 Baths
  • 3,938 Sq Ft

  1440 Wood Ave, Bridgeport, CT 06604

  Excellent investment opportunity in the desirable Brooklawn area. Well-maintained two-family home featuring a fully finished third floor and a finished basement with an in-law apartment, offering additional living space. The second and third floors share utilities. 1st fl and basement share utilities as well. Property includes a two-car garage and hardwood floors throughout. Currently generating

  Angela Morales Keller Williams Realty Prtnrs.

  1440 Wood Ave, Bridgeport, CT 06604
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  /2

  $149,000

  • Land
  • 9,583 Sq Ft
  • $677,273 per Acre

  860 Briarwood Ave, Bridgeport, CT 06604

  "Prime development opportunity in Bridgeport! This vacant lot offers flexible possibilities for new construction in a growing area. Close to downtown, parks, local universities, and commuter routes. Ideal for investors seeking strong rental or resale demand. Sold as-is , buyer responsible for verifying zoning and permitting."

  Rosania Melo Rosania Melo Broker

  860 Briarwood Ave, Bridgeport, CT 06604
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  /14

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  900 Merritt St, Bridgeport, CT 06606

  Welcome to 900 Merritt Street, this charming 2 bedroom, 2 baths home located in Bridgeport's desirable North End. Features spacious bedrooms, 2 full bathrooms, and a bright, inviting living area, perfect for relaxing evenings with warm character. The layout offers great flow of everyday living. Garage for convenient parking and extra storage, along with a private outdoor space ideal for

  Ocilene De-Carvalho Century 21 Scala Group

  900 Merritt St, Bridgeport, CT 06606
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  /2

  $679,900 New Construction

  • 6 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  149 Ashton St, Bridgeport, CT 06606

  Stunning new construction Colonial set on a quiet street in Bridgeport's desirable upper North End. This magnificent home boasts a bright open floor plan with gorgeous hardwood floors throughout. A spectacular custom kitchen featuring white shaker cabinets, quartz countertops, and modern finishes. Offering 6 total bedrooms, including 4 bedrooms on the upper level with a beautiful primary suite

  Basil Amso RE/MAX Right Choice

  149 Ashton St, Bridgeport, CT 06606
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  /40

  $2,700,000

  • 5 Beds
  • 5 Baths
  • 5,793 Sq Ft

  28 Bulkley Ave N, Westport, CT 06880

  Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with

  Judy Michaelis Coldwell Banker Realty

  28 Bulkley Ave N, Westport, CT 06880
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  /16

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,648 Sq Ft

  80 Cartright St Unit PHA, Bridgeport, CT 06604

  Very Rare Penthouse Unit on Top Floor with Large Balcony. Largest Unit in Complex, Over 1,600 Sq Ft. Two Large Bedrooms. Two Large Full Bathrooms. Picture Frame Molding Throughout unit. Crown Molding in Many Rooms. Hardwood and Parquet floors Throughout. Large Dining Room which opens up to Cozy Living Room with Sliders to the Balcony Providing Nice Vistas of the Surrounding Area. Storage Area and

  Christopher Ziko Higgins Group Real Estate

  80 Cartright St Unit PHA, Bridgeport, CT 06604
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  /9

  $369,000

  • Land
  • 2 Acres
  • $184,500 per Acre

  B Bridge Rd, Weston, CT 06883

  Rare oppotunity to purchase a magical 2 acre parcel of land w/ a little slice of frontage on Aspetuck River in coveted Stonybrook Association. Beautiful lot with fabulous views in true lower Weston on Westport border! Stonybrook is a unique enclave of homes in Weston and offers swimming, boating, tennis, zipline, basketball court, playground, picnic benches and more, all for the use of homeowners

  Carrie Shea Camelot Real Estate

  B Bridge Rd, Weston, CT 06883

Showing Results 81 - 118, Page 3 of 3