Southport, CT Homes

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  /22

  $4,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 5,550 Sq Ft

  1 Coastal Ct, Westport, CT 06880

  Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

  Julie Vanderblue Higgins Group Real Estate

  1 Coastal Ct, Westport, CT 06880
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  /24

  $3,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 7,803 Sq Ft
  • House for Rent

  937 Post Rd Unit 3, Fairfield, CT 06824

  *****The unit has officially received its Certificate of Occupancy and is now ready for rent.***** Be the first to live in this fully remodeled top-floor unit, located in a secure, elevator-equipped building in the heart of Fairfield. This bright and spacious home offers the perfect blend of comfort and convenience, just five minutes from Brick Walk and 15 minutes from the train station. Step

  Jagger Sanchez Sanchez Asset Realty

  937 Post Rd Unit 3, Fairfield, CT 06824
• 

  $2,900,000 Sold Oct 09, 2025

  • 4,636 Sq Ft
  • $626/SF
  • 10 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2016

  5 River Ln, Westport, CT 06880

  Best of All Worlds: Value, Luxury & Convenience. Discover the perfect blend of sophistication, comfort and prime location in this like-new custom five bedroom Colonial, ideally sited on a beautifully landscaped acre near downtown Westport and the Westport/Weston Family Y. Located in a serene and private setting buffered by a conservation easement, this exceptional home also enjoys the rare

  Patricia Shea Coldwell Banker Realty

  5 River Ln, Westport, CT 06880
• 

  Est $3,416,283 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 6,678 Sq Ft

  64 Bayberry Ln, Westport, CT 06880

  64 Bayberry Ln, Westport, CT 06880
• 

  

  

  /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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  /37

  $5,750 total monthly price

  • 5 Beds
  • 2.5 Baths
  • 1,493 Sq Ft
  • House for Rent

  29 Redfield Rd, Fairfield, CT 06824

  Welcome to 29 Redfield Road! Just steps from the train station and the Sportsplex, this soon to be fully restored home offers the perfect blend of historical charm and modern convenience. Currently under construction and ready for November 1st occupancy, the home will showcase beautifully refinished hardwood floors, thoughtful updates, and versatile living spaces designed for today's lifestyle.

  Lindsey Rosen William Pitt Sotheby's Int'l

  29 Redfield Rd, Fairfield, CT 06824
• 

  $430,000 Sold Oct 09, 2025

  • 760 Sq Ft
  • $566/SF
  • 27 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1986

  67 Whitney Glen, Westport, CT 06880

  A wonderful lifestyle awaits at Whitney Glen, where maintenance worries melt away and peaceful living takes center stage. Nestled in the heart of Westport, this serene condominium offers the perfect blend of tranquility and convenience-just a short stroll to Winslow Park, Trader Joe's, CVS, and a vibrant mix of dining and wellness hotspots like SoulCycle, Row House, Solidcore, and more. Step

  Doug Bross Coldwell Banker Realty

  67 Whitney Glen, Westport, CT 06880
• 

  Est $555,953 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,257 Sq Ft

  2 Bonnie Brook Rd, Westport, CT 06880

  2 Bonnie Brook Rd, Westport, CT 06880
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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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  /18

  $3,100 total monthly price

  • 2 Beds
  • 2 Baths
  • 11,686 Sq Ft
  • Apartment for Rent

  783 Kings Hwy E Unit 206, Fairfield, CT 06825

  Luxury apartments walking distance to train, shops and restaurants. Unfurnished Spacious 2 bedroom,2 bath units. open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Washer and Dryer in each unit. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North.

  Sara Santos Coldwell Banker Realty

  783 Kings Hwy E Unit 206, Fairfield, CT 06825
• 

  $250,000 Sold Oct 08, 2025

  • 700 Sq Ft
  • $357/SF
  • 11 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  65 Ellsworth St Unit 315, Bridgeport, CT 06605

  OFFER DEADLINE; Tuesday, 9/9 @ Noon. Welcome to this waterside end-unit, tucked away in the charming Black Rock neighborhood! Set across from Ellsworth Park, this well-maintained complex offers convenience and character in an unbeatable location. This spacious one-bedroom ranch-style unit features a private entrance that opens into a sun-filled living room with bonus windows and room for a dining

  Chris Balestriere William Raveis Real Estate

  65 Ellsworth St Unit 315, Bridgeport, CT 06605
• 

  Est $2,770,080 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,210 Sq Ft

  58 North Ave, Westport, CT 06880

  58 North Ave, Westport, CT 06880
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  /39

  $1,450,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  785 Post Rd E Unit 301, 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 301, Westport, CT 06880
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  /32

  $2,950 total monthly price

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • House for Rent

  55 Cider Mill Ln Unit Cottage, Fairfield, CT 06824

  This is not your average rental! Stunning residential location. Newly remodeled one bed + office/2nd BR apartment, situated on a quiet cul-de-sac off lower Bronson Rd, close to Perrys Mill pond. Upon entry you will note high ceilings, quality finishes and contemporary flair! There's an updated kitchen with newer appliances. Bedroom is to the right of the living room opens to a spacious shared

  Fiona Porter Keller Williams Realty

  55 Cider Mill Ln Unit Cottage, Fairfield, CT 06824
• 

  $1,200,000 Sold Oct 08, 2025

  • 1,265 Sq Ft
  • $949/SF
  • 355 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  41 Richmondville Ave Unit 109, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 109, Westport, CT 06880
• 

  Est $1,591,928 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,303 Sq Ft

  39 Guyer Rd, Westport, CT 06880

  39 Guyer Rd, Westport, CT 06880
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  /35

  $1,750,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  785 Post Rd E Unit 303, 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 303, Westport, CT 06880
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  /30

  $8,900 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 3,030 Sq Ft
  • House for Rent

  17 Turkey Hill Cir, Westport, CT 06880

  Rental - Yearly or Flexible Nestled in the sought-after Greens Farms neighborhood, this home offers the perfect blend of privacy, comfort, and convenience on a private 2-acre property.Enjoy easy access to the Greens Farms train station, beaches, schools, and all town amenities.Freshly repainted throughout and featuring newly refinished hardwood floors, the home feels bright, clean, and move-in

  Maria Tziolis William Pitt Sotheby's Int'l

  17 Turkey Hill Cir, Westport, CT 06880
• 

  $2,151,000 Sold Oct 08, 2025

  • 3,868 Sq Ft
  • $556/SF
  • 45 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2001

  12 Sandy Hill Terrace, Westport, CT 06880

  Welcome to 12 Sandy Hill Terrace in Westport, CT! A spacious home nestled at the end of a cul-de-sac, offering spacious and comfortable living space, ideal for both relaxing and entertaining. This home boasts a central location with a charming trail behind the property that that provides an easy walk to school. Walk to town and Saugatuck, along with easy access to the train and I-95...perfect for

  Gina Hackett Compass Connecticut, LLC

  12 Sandy Hill Terrace, Westport, CT 06880
• 

  Est $1,777,708 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,905 Sq Ft

  16 Weathervane Hill, Westport, CT 06880

  16 Weathervane Hill, Westport, CT 06880
• 

  

  /40

  $1,545,000 New Construction

  • 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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  /33

  $3,900 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Townhouse for Rent

  2 Beacon Square Unit 3, Fairfield, CT 06825

  Welcome to the beautifully maintained complex known as Beacon Square in Fairfield. Each unit has its own individual garage with interior entrance to the ground level. On the entry level, you'll find a large room that can be used as a guest bedroom, office, playroom...whatever you need. This ground level has a generous foyer with ample closets. Up one level is the main living area with a large

  Lauren Dunne Berkshire Hathaway NE Prop.

  2 Beacon Square Unit 3, Fairfield, CT 06825
• 

  $975,000 Sold Oct 08, 2025

  • 1,296 Sq Ft
  • $752/SF
  • 34 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1925

  558 Riverside Dr, Fairfield, CT 06824

  *OPEN HOUSES CANCELLED* Welcome to 558 Riverside, a pristine colonial ideally located just a short stroll to the beach and marina. Step inside to a sun-filled living room, highlighted with gleaming hardwood floors to create an inviting and elegant atmosphere. The heart of the home is the beautifully updated eat-in kitchen, showcasing rich granite countertops, premium stainless-steel appliances,

  Brian Christy William Raveis Real Estate

  558 Riverside Dr, Fairfield, CT 06824
• 

  Est $3,244,764 Not Listed For Sale

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

  20 Berndale Dr, Westport, CT 06880

  20 Berndale Dr, Westport, CT 06880
• 

  

  /33

  $1,150,000 New Construction

  • 1 Bed
  • 1 Bath
  • 1,020 Sq Ft

  785 Post Rd E Unit 304, 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 304, Westport, CT 06880
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  /34

  $2,500 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Townhouse for Rent

  104 Yacht St, Bridgeport, CT 06605

  Spacious half-duplex available in the heart of the Black Rock area! This home offers 3 generously sized bedrooms, all with gleaming hardwood floors, and a modern kitchen with granite countertops. The main level includes a convenient half bath, while the second floor features a full bath. A full basement provides ample storage space, and there's plenty of closet space throughout. Enjoy a fenced

  Angela Morales Keller Williams Realty Prtnrs.

  104 Yacht St, Bridgeport, CT 06605
• 

  $900,000 Sold Oct 08, 2025

  • 2,300 Sq Ft
  • $391/SF
  • 10 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2004

  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
• 

  Est $3,092,174 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,216 Sq Ft

  9 Fernwood Rd, Westport, CT 06880

  9 Fernwood Rd, Westport, CT 06880
• 

  

  /40

  $1,585,000 New Construction

  • 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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  /16

  $4,300 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Townhouse for Rent

  17 Vermont Ave, Fairfield, CT 06824

  Discover this spacious and stylish townhome, ideally situated in one of Fairfield's most walkable neighborhoods-just steps from the train, Whole Foods, fitness center, and scenic Ash Creek. Built in 2016, this home offers nearly 2,000 sq. ft. of modern living space, featuring three generously sized bedrooms, each with its own private full bathroom, and the comfort of central air conditioning.

  Michael Miller Berkshire Hathaway NE Prop.

  17 Vermont Ave, Fairfield, CT 06824
• 

  $1,680,000 Sold Oct 07, 2025

  • 4,420 Sq Ft
  • $380/SF
  • 29 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2025

  332 Szost Dr, Fairfield, CT 06824

  Stunning new construction in Fairfield's desirable University area! Re-Built from foundation up with taste, blends thoughtful design with quality craftsmanship. Privately set yet close to town, train, beaches, and top schools, the home features an ideal layout for modern living. Step into a welcoming foyer with open sightlines. Main level features a mudroom with built-ins and pet/boot wash, a

  Karim Douich William Raveis Real Estate

  332 Szost Dr, Fairfield, CT 06824
• 

  Est $5,469,005 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,967 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /40

  $4,350,000 New Construction

  • 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
• 

  

  /19

  $10,500 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 4,604 Sq Ft
  • House for Rent

  120 Merwins Ln, Fairfield, CT 06824

  Gorgeous, light-filled 4BR/4.5BA colonial on 2+ acres in the sought after Greenfield Hill section of Fairfield. This stunning home features an open kitchen/breakfast room combination, perfect for daily living and entertaining. Enjoy cozy evenings by one of two fireplaces during those cold winter nights. The beautiful inground pool with patio and covered porch is surrounded by gorgeous

  Alison Mark Berkshire Hathaway NE Prop.

  120 Merwins Ln, Fairfield, CT 06824
• 

  $3,800,000 Sold Oct 06, 2025

  • 8,299 Sq Ft
  • $458/SF
  • 56 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2007

  1241 Hulls Hwy, Southport, CT 06890

  Southport Custom Shingle-Style Colonial Designed by renowned architect Jack Franzen, this exquisite six-bedroom, Energy Star-rated home offers timeless design and exceptional efficiency, including geothermal heating and cooling. Privately sited on 2.48 acres of beautifully manicured, level property in a coveted Southport neighborhood, the residence blends classic architecture with modern luxury.

  Elizabeth Tritschler William Raveis Real Estate

  1241 Hulls Hwy, Southport, CT 06890
• 

  Est $2,162,755 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,830 Sq Ft

  1 Tulip Ln, Westport, CT 06880

  1 Tulip Ln, Westport, CT 06880
• 

  

  /39

  $1,949,000 New Construction

  • 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
• 

  

  /23

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,099 Sq Ft
  • House for Rent

  1059 Hancock Ave Unit 1st Floor, Bridgeport, CT 06605

  Welcome to this charming 1st-floor rental apartment in the desirable West End of Connecticut! This unit presents a fantastic living opportunity with easy access to public transportation, local shops, and major highways, making it perfect for both residents and commuters. Enjoy spacious interiors filled with natural light, creating a warm and inviting atmosphere. You'll also appreciate the

  Oswaldo Torres Las Americas Real Estate

  1059 Hancock Ave Unit 1st Floor, Bridgeport, CT 06605
• 

  $460,000 Sold Oct 06, 2025

  • 1,331 Sq Ft
  • $346/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1962

  16 Exchange Place, Fairfield, CT 06825

  An unbeatable opportunity for homeownership in Fairfield! Lovingly lived in for decades, this charming 2-3 bedroom, 2 bath Cape is filled with warmth, good energy, and the kind of character that's hard to find. Step inside and be greeted by a welcoming dining room with a built-in hutch perfect for gathering with family and friends. From the sweet wood moldings to the cozy living spaces, every

  Jennifer Lockwood Coldwell Banker Realty

  16 Exchange Place, Fairfield, CT 06825
• 

  Est $612,509 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  12 Crescent Park Rd, Westport, CT 06880

  12 Crescent Park Rd, Westport, CT 06880

Showing Results 641 - 680, Page 17 of 18