Southport, CT Homes for Sale with Garage

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  /31

  $2,065,000

  • 4 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  158 Coventry Ln, Fairfield, CT 06824

  Discover this Connecticut Colonial, now with a dramatic price improvement, nestled on a peaceful cul-de-sac. This gem sits on two acres of meticulously landscaped, flat grounds, free from wetlands, showcasing vibrant gardens, stone walls & bluestone walkways. Indulge in the heated saltwater pool and spa with a waterfall feature, and unwind in the inviting cabana/pool house. A full house generator

  Veronica Monahan Compass Connecticut, LLC

  158 Coventry Ln, Fairfield, CT 06824
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  /40

  $1,949,000

  • 6 Beds
  • 5.5 Baths
  • 3,847 Sq Ft

  45 Robin Cir, Fairfield, CT 06824

  Award-Winning Luxury in Fairfield! Recipient of the 2025 HOBI Award for Outstanding Fairfield County Spec Home $1-2 Million, 45 Robin Circle showcases timeless design, refined craftsmanship, and effortless livability. The sunlit main level features an open-concept chef's kitchen with professional appliances and an oversized island flowing to an elegant great room with fireplace and custom

  Jennifer DeLaurentis Compass Connecticut, LLC

  45 Robin Cir, Fairfield, CT 06824
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  /40

  $4,700,000

  • 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

  $3,649,000

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

  2683 Bronson Rd, Fairfield, CT 06824

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

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /40

  $1,249,000

  • 2 Beds
  • 1.5 Baths
  • 1,424 Sq Ft

  1135 Mill Hill Rd, Southport, CT 06890

  The Sherwood Farmhouse set in Southport's Mill Hill area, Circa 1720, is tucked away on a picturesque .48-acre lot in an enchanting country setting. This beautifully preserved and thoughtfully updated historic treasure blends 18th-century charm with modern comforts. Original features such as wide plank floors, hand-hewn beams, custom cupboards, and three working fireplaces speak to the home's

  Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

  1135 Mill Hill Rd, Southport, CT 06890
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  /40

  $3,750,000

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

  111 Sturges Hwy, Westport, CT 06880

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

  Julie Vanderblue Higgins Group Real Estate

  111 Sturges Hwy, Westport, CT 06880
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  /34

  $985,000

  • 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
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  /40

  $875,000

  • 3 Beds
  • 3 Baths
  • 1,709 Sq Ft

  2180 Kings Hwy Unit 1, Fairfield, CT 06824

  Welcome to this like-new, end-unit townhouse offering a blend of timeless elegance and modern comfort, all within walking distance to downtown Fairfield, the train, and beautiful Jennings Beach. This 3 bedroom, 3 full bathroom home is filled with natural light and thoughtfully designed with custom high-end finishes throughout, including shiplap accents, designer lighting and plantation shutters.

  Audrey Ayers William Raveis Real Estate

  2180 Kings Hwy Unit 1, Fairfield, CT 06824
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  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  305 S Gate Ln, Southport, CT 06890

  Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

  Elizabeth Tritschler William Raveis Real Estate

  305 S Gate Ln, Southport, CT 06890
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  /36

  $1,795,000

  • 6 Beds
  • 4.5 Baths
  • 5,325 Sq Ft

  212 Fence Row Dr, Fairfield, CT 06824

  Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

  Adele Higgins Higgins Group Real Estate

  212 Fence Row Dr, Fairfield, CT 06824
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  /40

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 3,597 Sq Ft

  153 Pease Ave, Southport, CT 06890

  Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

  Basil Amso RE/MAX Right Choice

  153 Pease Ave, Southport, CT 06890
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  /31

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  137 Millard St, Fairfield, CT 06824

  Stunning NEW construction the desirable Fairfield Beach neighborhood. This gorgeous home is crafted by premier 43 year Fairfield County builder. Premium materials, thoughtful design, and masterful workmanship are showcased throughout. Step inside to find a clean lined, open living space with 9' ceilings. The inviting living room, featuring a captivating 54" cool wall gas fireplace, seamlessly

  Katie O'Grady Compass Connecticut, LLC

  137 Millard St, Fairfield, CT 06824
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  /40

  $1,999,999

  • 5 Beds
  • 3 Baths
  • 4,106 Sq Ft

  215 Old Post Rd, Fairfield, CT 06824

  Old Post Road perfection! Step on to the gracious front porch and be swept away by timeless architecture, graceful design and superb finishes. Beautifully renovated home with so many improvements/amenities including gorgeous expanded kitchen, renovated bathrooms, plantation shutters, new windows, new roof, fresh exterior paint, fencing and more. The inviting foyer welcomes you to a living room

  Katie O'Grady Compass Connecticut, LLC

  215 Old Post 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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  /40

  $1,545,000

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 201, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 201, Westport, CT 06880
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  /40

  $4,249,000

  • 5 Beds
  • 5 Baths
  • 3,390 Sq Ft

  179 Compo Rd S, Westport, CT 06880

  179 Compo Road South - where timeless Tudor heritage meets modern Westport living. This meticulously restored Tudor offers 3,390 sq ft of living space on 2.05 acres in Westport, CT. The residence blends historic charm with modern upgrades, featuring century-old hardwood floors, an updated kitchen with premium appliances, and an upgraded HVAC system. Five bedrooms and five bathrooms accommodate

  Judy Michaelis Coldwell Banker Realty

  179 Compo Rd S, Westport, CT 06880
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  /40

  $1,585,000

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 104, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 104, Westport, CT 06880
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  /24

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

  Kathleen Blackall William Raveis Real Estate

  200 Joan Dr, Fairfield, CT 06824
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  /40

  $1,899,000

  • 5 Beds
  • 4.5 Baths
  • 4,079 Sq Ft

  68 Figlar Ave, Fairfield, CT 06824

  A rare find in today's market & a stunning example of high-end new construction in the sought-after University area awaits - Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident.

  Jackie Davis William Raveis Real Estate

  68 Figlar Ave, Fairfield, CT 06824
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  /38

  $1,899,000

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

  15 Barton Rd, Fairfield, CT 06824

  Your storybook home-complete with a classic white picket fence-awaits! Where natural light fills inviting spaces, every detail is intentional, & comfort meets elegance. From quiet mornings on the sun-drenched porch to lively evenings around the large kitchen island, this home offers beauty, privacy, & seamless indoor-outdoor living. This newly finished, meticulously custom crafted, all new

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /39

  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 4,035 Sq Ft

  33 Pequot Trail, Westport, CT 06880

  Set on a 1-acre lot in Old Hill, this 5-bedroom, 4.1-bath Colonial offers 4,035 sq ft of open, light-filled living space. The main level features a welcoming foyer, formal living and dining rooms, and a family room with large windows overlooking the landscaped backyard. The kitchen includes a gas cooktop, wall oven, microwave, refrigerator, freezer, ice maker, and dishwasher, opening seamlessly

  Judy Michaelis Coldwell Banker Realty

  33 Pequot Trail, Westport, CT 06880
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  /39

  $1,949,000

  • 5 Beds
  • 4.5 Baths
  • 4,474 Sq Ft

  31 High Ridge Rd, Fairfield, CT 06825

  This new construction home is brought to you by reputable, local, HOBI award-winning builder DeLaurentis Developments. Architecturally designed & engineered w/ its beautiful lot & today's buyer in mind. This thoughtfully designed, open concept, flexible floor plan includes 5-6 bedrooms, 4.1 bathrooms, 2-car attached garage w/ wifi enabled doors & EV charging outlet, mudroom, dining room, living

  Jennifer DeLaurentis Compass Connecticut, LLC

  31 High Ridge Rd, Fairfield, CT 06825
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  /18

  $1,800,000

  • 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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  /38

  $4,350,000

  • 7 Beds
  • 7.5 Baths
  • 6,679 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  /31

  $2,250,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  Historic Character Meets Modern Elegance Nestled in the storied Greens Farms enclave, this distinguished Victorian estate was originally constructed in 1861 and thoughtfully expanded with a high-quality rear addition in 2008, delivering over 6,600 sq ft of refined living space . Set on a serene 2.02-acre parcel with sweeping lawns and lush landscaping, the property invites outdoor enjoyment

  Frank Zilinyi William Raveis Real Estate

  342 Greens Farms Rd, Westport, CT 06880
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  /40

  $950,000

  • 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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  /33

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare offering in the coveted Southport Green complex, just steps from Southport Village and Metro North. One of only two stand-alone residences in this 24-unit enclave, this townhouse lives like a private home with the ease of condominium living. Featuring 3 bedrooms, 3 full and 1 half baths, and a coveted attached 2-car garage, the residence spans three floors of refined living. Thoughtfully

  Andrew Whiteley Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
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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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  /38

  $3,752,000

  • 5 Beds
  • 4 Baths
  • 4,060 Sq Ft

  353 Old Dam Rd, Fairfield, CT 06824

  Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

  Katie O'Grady Compass Connecticut, LLC

  353 Old Dam Rd, Fairfield, CT 06824
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  /20

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  2180 Cross Hwy, Fairfield, CT 06824

  Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

  Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
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  /39

  $1,949,000

  • 4 Beds
  • 5 Baths
  • 4,400 Sq Ft

  345 Reef Rd Unit C9, Fairfield, CT 06824

  This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit C9, Fairfield, CT 06824
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  /32

  $999,999

  • 2 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  972 S Pine Creek Rd, Fairfield, CT 06824

  Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

  Harriet Stone William Pitt Sotheby's Int'l

  972 S Pine Creek Rd, Fairfield, CT 06824
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  /14

  $3,485,000

  • 5 Beds
  • 4.5 Baths
  • 5,056 Sq Ft

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
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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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  /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

  $3,899,000

  • 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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  /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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  /38

  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 4,693 Sq Ft

  11 Edgewater Hillside, Westport, CT 06880

  COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Edgewater Hillside, Westport, CT 06880

Showing Results 81 - 120, Page 3 of 5