Southport, CT Homes

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  /36

  $600,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  52 Hills Ln, Westport, CT 06880

  A fully renovated ranch-style condo in the tranquil Birchwood complex. This second floor 3-bedroom, 2-bath residence offers nearly 1,400 square feet of bright, modern living with brand new hardwood floors, a sleek kitchen with high-end appliances, and spa-like bathrooms. The private deck overlooks landscaped grounds, while the complex offers an in-ground pool and clubhouse for residents.

  Alexander Walton RE/MAX Heritage

  52 Hills Ln, Westport, CT 06880
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  /34

  $9,500 per month

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • House for Rent

  9 Grays Farm Rd, Westport, CT 06880

  Flexible Long-term FURNISHED rental: $9500 yearly or $10500 short term FURNISHED. ALSO AVAILABLE UNFURNISHED SEE MLS#24126749. Fully remodeled, turn-key home on a premier estate property at the end of a cul-de-sac. Modern styling blends with a captivating private setting to create a unique oasis. Two acres of park-like property, abutting the Paul Newman-Poses Preserve, offer rare serenity in a

  Doug Bross Coldwell Banker Realty

  9 Grays Farm Rd, Westport, CT 06880
• 

  $875,000 Sold Sep 08, 2025

  • 3,258 Sq Ft
  • $269/SF
  • 50 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1950

  564 Fairfield Woods Rd, Fairfield, CT 06825

  Ideally located just minutes from shopping, schools and the Merritt Parkway, this spacious and expanded 5 Bedroom / 3.5 Bath Cape offers exceptional flexibility and modern updates. The main level features hardwood floors throughout, a large Kitchen, Living Room with fireplace and built-ins, DR and a bright Sunroom that opens directly to the backyard. The spacious bedrooms include a stunning

  Christine Ward Berkshire Hathaway NE Prop.

  564 Fairfield Woods Rd, Fairfield, CT 06825
• 

  Est $6,498,347 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 9,657 Sq Ft

  3 Flower Farm Ln, Westport, CT 06880

  3 Flower Farm Ln, Westport, CT 06880
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  /40

  $890,000

  • 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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  /35

  $2,945 - $2,995 per month

  The Westporter

  1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Westporter resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

  793 Post Rd E, Westport, CT 06880
• 

  $390,000 Sold Sep 08, 2025

  • 2,511 Sq Ft
  • $155/SF
  • 9 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1917

  102 Hansen Ave Unit 104, Bridgeport, CT 06605

  Great Investment Opportunity in Black Rock! This two-family home offers strong potential for investors or buyers seeking a renovation project. The finished walk-up attic provides extra living space, and the walk-out basement offers even more possibilities for expansion or added value. Includes a one-car garage and ample parking. CASH preferred or renovation financing. Being sold AS IS.

  John Armellino William Raveis Real Estate

  102 Hansen Ave Unit 104, Bridgeport, CT 06605
• 

  Est $1,389,330 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,992 Sq Ft

  5 Terra Nova Cir, Westport, CT 06880

  5 Terra Nova Cir, Westport, CT 06880
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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

  $22,000 per month

  • 4 Beds
  • 3 Baths
  • 2,892 Sq Ft
  • House for Rent

  2131 Fairfield Beach Rd Unit Yr 28-29, Fairfield, CT 06824

  Indulge in breathtaking views stretching all the way to New York from this remarkable abode! Parking is never a concern with the expansive 6-car garage, ensuring ample space for guests. Crafted with meticulous attention to detail, this home is designed for serenity, leisure, and enjoyment under the sun or in the shade of charming covered umbrellas. Take your pick of decks – whether it's the

  Karen Cross William Raveis Real Estate

  2131 Fairfield Beach Rd Unit Yr 28-29, Fairfield, CT 06824
• 

  $731,000 Sold Sep 08, 2025

  • 1,440 Sq Ft
  • $508/SF
  • 18 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  142 Doreen Dr, Fairfield, CT 06824

  Charming 3-bedroom, 1-bath Ranch nestled on a private lot surrounded by mature privacy hedges in a phenomenal Fairfield neighborhood. Hardwood floors lie beneath all carpeting (excluding kitchen and porch), offering excellent potential for easy updates. The spacious 3-season porch provides opportunity for year-round use with a simple conversion. The finished lower level adds 480 sq ft of living

  Frank D'Ostilio Houlihan Lawrence WD

  142 Doreen Dr, Fairfield, CT 06824
• 

  Est $1,710,414 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft

  76 Terra Nova Cir, Westport, CT 06880

  76 Terra Nova Cir, Westport, CT 06880
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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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  /12

  $1,025 - $1,934 per month

  Cherry Street Lofts

  Studio - 3 Beds

  437 Howard Ave, Bridgeport, CT 06605

  Dont settle for less when you can have it all at Cherry Street Lofts. Our affordable apartments for rent in Bridgeport, CT, offer you budget-friendly rates, modern amenities, and a convenient location. Whether you want to relax, work out, or explore the surroundings, youll find everything you need and more inside our community. Outside of our welcoming community, youll enjoy easy access to public

  437 Howard Ave, Bridgeport, CT 06605
• 

  $1,110,000 Sold Sep 08, 2025

  • 1,724 Sq Ft
  • $644/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1948

  1701 Jennings Rd, Fairfield, CT 06824

  A masterclass in artful gut-renovations, every inch of this 2024 University Area re-build has been maximized to feel airy, spacious and chic. The open-concept floor plan lives large, providing sun-drenched living, dining and kitchen spaces with glass sliders opening onto a deck creating seamless indoor-outdoor entertaining spaces that overlook the stunning tree-lined deep backyard. The

  Cindy Searight Compass Connecticut, LLC

  1701 Jennings Rd, Fairfield, CT 06824
• 

  Est $3,530,359 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 5,417 Sq Ft

  38 Whitney St, Westport, CT 06880

  38 Whitney St, Westport, CT 06880
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  /36

  $699,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,731 Sq Ft

  80 Bywater Ln, Bridgeport, CT 06605

  A Peaceful Retreat in the Heart of Black Rock - Welcome to 80 Bywater Lane. Move right into this completely refreshed, New York-style chic townhouse home offering 3 spacious levels of stylish & comfortable living. Ideally situated w/in the complex for privacy surrounded by nature & seasonal water views. This thoughtfully designed home features 6 generous rooms, including: 2 ensuite bedrooms for

  Jackie Davis William Raveis Real Estate

  80 Bywater Ln, Bridgeport, CT 06605
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  /23

  $1,895 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  2806 Fairfield Ave Unit 104, Bridgeport, CT 06605

  The Newly Renovated Wanis Building! Spectacular first floor, one bedroom, one bathroom end unit with porch! The unit has an open living, dining, kitchen area, the appliances are stainless steel and there is also a stackable washer and dryer. This nice and bright end unit with exposed brick is ideally located in the Black Rock restaurant and entertainment district and is convenient to the Black

  John Kleps Berkshire Hathaway NE Prop.

  2806 Fairfield Ave Unit 104, Bridgeport, CT 06605
• 

  $295,000 Sold Sep 08, 2025

  • 1,145 Sq Ft
  • $258/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  3250 Fairfield Ave Unit 210, Bridgeport, CT 06605

  Enjoy one-level living with peaceful river and sunset views in the heart of Black Rock Village. This spacious 2 bedroom, 2 bath corner condo is located on the second floor of an elevator building, no stairs to climb. Relax on your private deck overlooking the river, perfect for your morning coffee or unwinding at the end of the day. The open floor plan features brand-new stainless steel

  Ariana Benesova eXp Realty

  3250 Fairfield Ave Unit 210, Bridgeport, CT 06605
• 

  Est $3,141,217 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,560 Sq Ft

  14 Marion Rd, Westport, CT 06880

  14 Marion Rd, Westport, CT 06880
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  /31

  $1,999,000 Open Sat 2:15PM - 4:15PM

  • 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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  /42

  $2,100 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  185 Wilson St Unit 2nd Floor, Bridgeport, CT 06605

  Black Rock! 2nd floor apartment featuring hardwood flooring, updated eat-in kitchen with Granite Countertops, BRAND NEW Bathroom, walk-in pantry and ceiling fan/lights in most rooms. Gas cooking, gas heating plus master bedroom with walk-in closet. Front porch, off street parking, storage in basement plus BRAND NEW WASHER & DRYER INSIDE UNIT. Quiet building located on desirable street short

  185 Wilson St Unit 2nd Floor, Bridgeport, CT 06605
• 

  $801,000 Sold Sep 05, 2025

  • 1,742 Sq Ft
  • $460/SF
  • 8 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2005

  50 Stone Ridge Way Unit 1F, Fairfield, CT 06824

  Experience a standout gem in Stone Ridge with this elegant 1st floor, 3-bedroom, 3-bathroom Model Unit. Complete with a garage and storage room, this home exudes Manhattan-style sophistication. A welcoming foyer leads to an open-concept living and dining area, connected to a chef's kitchen featuring 10-foot ceilings, Viking stainless steel appliances, granite countertops, and Shaker-style

  Gina Hackett Compass Connecticut, LLC

  50 Stone Ridge Way Unit 1F, Fairfield, CT 06824
• 

  Est $3,667,627 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,643 Sq Ft

  10 Tranquility Ln, Westport, CT 06880

  10 Tranquility Ln, Westport, CT 06880
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  /40

  $1,999,999 Open Sat 12PM - 2PM

  • 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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  /40

  $7,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,051 Sq Ft
  • House for Rent

  160 Hillspoint Rd, Westport, CT 06880

  Step back in time and experience the warmth of history at 160 Hillspoint Road, a Sherwood-built masterpiece dating back to 1790. This rare gem blends the timeless character of an antique home with the modern conveniences today's lifestyle demands. Perched high on the hill with sweeping views of Old Mill Beach and just a short stroll to Compo Beach, this residence offers an enviable coastal

  Nina Nyrop RE/MAX Right Choice

  160 Hillspoint Rd, Westport, CT 06880
• 

  $525,000 Sold Sep 05, 2025

  • 1,200 Sq Ft
  • $438/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  101 Southport Woods Dr, Southport, CT 06890

  Welcome to Southport Woods - a beautifully maintained, pet-friendly community just moments from Southport Harbor, historic Southport Village, and 2 lovely beaches. This freshly painted 2-bedroom, 2-bath condo offers the convenience of 1-floor living without any steps. A large covered patio is perfect for relaxing or entertaining. Residents enjoy a stunning swimming pool, clubhouse, and paddle

  Joan Wright Compass Connecticut, LLC

  101 Southport Woods Dr, Southport, CT 06890
• 

  Est $3,575,876 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 6,225 Sq Ft

  8 Tranquility Ln, Westport, CT 06880

  8 Tranquility Ln, Westport, CT 06880
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  /40

  $1,899,000 Open Sun 1PM - 4PM

  • 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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  /11

  $3,500 per month

  • 4 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • House for Rent

  48 Dawn St, Fairfield, CT 06824

  This spacious 4-bedroom, 1.5-bath home, with bonus room, offers over 1680 square feet of beautifully designed, open concept, living space in Fairfield's Ludlowe High School District. The primary bedroom offers a generous walk-in closet. Enjoy a bright kitchen, a private back deck, and a screened porch overlooking the back yard- ideal for relaxing or entertaining. Additional highlights include

  48 Dawn St, Fairfield, CT 06824
• 

  $2,825,000 Sold Sep 05, 2025

  • 3,366 Sq Ft
  • $839/SF
  • 27 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1964

  5 Bradley St, Westport, CT 06880

  Completely Rebuilt in 2013 FEMA-compliant 4-5 BR Westport Beach House located in highly sought after Compo Beach Area, offers picture perfect living. The main level features a sunny Kitchen & Family Room w/ gas fireplace & deck; walk-in pantry, front hall closet, Office, Full Bath and three-exposure oversized Flex/Great Room. There are 4 bedrooms on 2nd floor, incl. a spacious Primary Suite w/

  Linda Skolnick Coldwell Banker Realty

  5 Bradley St, Westport, CT 06880
• 

  Est $1,948,830 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,549 Sq Ft

  44 Bridge St, Westport, CT 06880

  44 Bridge St, Westport, CT 06880
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  /38

  $1,899,000 Open Sun 1PM - 3PM

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

  15 Barton Rd, Fairfield, CT 06824

  SELLER OFFERING RATE BUYDOWN! Secure a lower mortgage rate and reduce your monthly payment--available to buyers who go under contract by November 1, 2025. Don't miss this limited-time opportunity to own a brand-new luxury home with affordable financing. Your storybook home-complete with a classic white picket fence-awaits! Where natural light fills inviting spaces, every detail is intentional, &

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /14

  $3,850 per month

  • 2 Beds
  • 1.5 Baths
  • 4,348 Sq Ft
  • Apartment for Rent

  300 Soundview Ave Unit Duplex, Fairfield, CT 06825

  Welcome to the Castle on Tunis Hill in Fairfield!This bright duplex is minutes from Fairfield University and downtown. This unit offers 2 spacious BRs and 1.5 baths with double height ceilings and hardwood floors.Large windows fill the home with natural light, while the modern kitchen features updated appliances, ample counter space, and a cozy breakfast area. the open living area is

  Patricia Ekvall BHHS New England Properties

  300 Soundview Ave Unit Duplex, Fairfield, CT 06825
• 

  $590,000 Sold Sep 05, 2025

  • 1,529 Sq Ft
  • $386/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  7 Melville Ave, Fairfield, CT 06825

  Please submit all offers by 10a.m Monday 8/4!! Don't miss this opportunity! Back on market because the buyers got cold feet!! Welcome to 7 Melville Avenue in sought-after Fairfield Connecticut. An undeniably charming, well detailed, move-in ready Cape on a corner lot. This 3-bedroom, 2-full-bath home offers warmth and comfort with beautiful hardwood floors throughout. The sun-filled living room

  Michael Mastronardi Keller Williams Realty

  7 Melville Ave, Fairfield, CT 06825
• 

  Est $3,931,554 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,928 Sq Ft

  19 Woody Ln, Westport, CT 06880

  19 Woody Ln, 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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  /9

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  437 Davidson St Unit 2, Bridgeport, CT 06605

  Newly renovated unit with plenty of natural light. Highlights include hardwood floors throughout, and an updated kitchen with brand new stainless steel appliances. Two bedrooms, a large living area, a separate dining area and unit comes with access to a private sunroom off the second floor. This unit includes off-street parking and access to an exterior storage shed perfect for storing bikes.

  437 Davidson St Unit 2, Bridgeport, CT 06605
• 

  $1,820,000 Sold Sep 05, 2025

  • 3,069 Sq Ft
  • $593/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2015

  141 Veres St, Fairfield, CT 06824

  Prime Corner Lot In a Coveted Fairfield Beach Neighborhood. This exquisite four bedroom, three full & two half bath home blends luxury with modern convenience, with nine-foot ceilings and rich paneling throughout. The heart of the home is the open concept gourmet kitchen & living room.The kitchen has Carrera marble, a spacious island w seating, a walk-in pantry & flows seamlessly into the

  Sally Bohling Coldwell Banker Realty

  141 Veres St, Fairfield, CT 06824
• 

  Est $3,100,859 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,424 Sq Ft

  5 Windrush Ln, Westport, CT 06880

  5 Windrush Ln, Westport, CT 06880

Showing Results 121 - 160, Page 4 of 18