Southport, CT Homes

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  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /10

  $5,000 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  417 Reef Rd, Fairfield, CT 06824

  SUMMER FURNISHED 4BR Cape Cod charmer with central A/C and lush backyard with furnished patio. Available JUNE, JULY & AUGUST. Easy stroll to the beach, train and downtown Fairfield shopping and restaurants. MBR has queen size bed and the other 3 BR's have full size beds. Perfect for summer living in Fairfield's beach community!

  417 Reef Rd, Fairfield, CT 06824
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  $1,560,000 Sold Jan 13, 2026

  85 Patrick Dr, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Above List Price
  • $530/SF
  • 60 Days On Market

  Last Listing Agent Jackie Davis William Raveis Real Estate

  85 Patrick Dr, Fairfield, CT 06824
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  Est $1,920,765 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  60 Edgewater Commons Ln, Westport, CT 06880

  60 Edgewater Commons Ln, Westport, CT 06880
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  $639,900

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

  130 Brentwood Ave, Fairfield, CT 06825

  Beautiful 3-bedroom 2.5 bath townhouse with a bonus room, perfect for extra living space or a home office. This home features central air, a gas stove, black stainless steel appliances, a tankless water heater, and beautiful hardwood floors throughout. Enjoy the convenience of a spacious 3-car garage and the benefit of no HOA fees - a fantastic opportunity for comfortable and affordable living!

  Cristina Lu YellowBrick Real Estate LLC

  130 Brentwood Ave, Fairfield, CT 06825
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  /23

  $2,400 total monthly price

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

  1500 Redding Rd, Fairfield, CT 06824

  Charming light-filled 800 sq ft, one-bedroom apartment with private entrance, set in the desirable Greenfield Hill section of Fairfield. The apartment is located above the garage and attached to the main residence, yet offers a quiet and private living environment with peaceful views of the surrounding grounds. Inside, the space feels bright and airy with tall ceilings, exposed beams, and five

  Lori Auerbach Coldwell Banker Realty

  1500 Redding Rd, Fairfield, CT 06824
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  $832,000 Sold Jan 30, 2025

  834 Holland Hill Rd, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,017 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $412/SF
  • 49 Days On Market

  Current Estimated Value $881,832

  Last Listing Agent Doug Munson Munson Real Estate

  834 Holland Hill Rd, Fairfield, CT 06824
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  Est $1,569,031 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,450 Sq Ft

  329 Lansdowne, Westport, CT 06880

  329 Lansdowne, Westport, CT 06880
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  /27

  $299,000 Pending

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

  3250 Fairfield Ave Unit 302, Bridgeport, CT 06605

  The Village at Black Rock is a popular condo complex located where coastal charm meets urban cool. This stylish 2-bed, 2-bath freshly-painted unit is perched on the third floor of a modern elevator building, offering effortless one-level living. Imagine sipping your morning coffee or winding down at sunset out on your private balcony. Inside, the open-concept floor plan flows seamlessly,

  Cindy Searight Compass Connecticut, LLC

  3250 Fairfield Ave Unit 302, Bridgeport, CT 06605
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  $1,800 total monthly price

  • Studio
  • 1 Bath
  • 430 Sq Ft
  • Condo for Rent

  2 Weston Rd Unit B, Westport, CT 06880

  Charming Westport apartment near downtown. Rent at $1,800 includes all utilities (!) -- electric, heat, water, trash, snow removal -- except cable tv. New kitchen.Note: There are multiple closets in the bedroom which are not pictured in this listing image.Totally private entrance to above garage location of quiet, well-maintained home and landscaped property.Good for

  2 Weston Rd Unit B, Westport, CT 06880
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  $415,000 Sold Sep 17, 2025

  84-86 Dewey St, Bridgeport, CT 06605

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1918

  Last Sold Summary

  • 3% Below List Price
  • $255/SF
  • 103 Days On Market

  Last Listing Agent Robert Ganim RE/MAX Heritage

  84-86 Dewey St, Bridgeport, CT 06605
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  Est $1,642,871 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  317 Lansdowne, Westport, CT 06880

  317 Lansdowne, Westport, CT 06880
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  /11

  $789,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  37 Biro St, Fairfield, CT 06825

  Well-maintained two-family home in desirable Fairfield. Both units feature brand-new appliances and separate in-unit laundry, offering convenience and efficiency for owners or tenants. The roof is approximately 6 years old, and furnaces are about 10 years old, providing peace of mind and reduced capital expenses. Ideal for owner-occupants or investors seeking a solid multi-family property with

  Carlos Ventura Ventura Group Realty LLC

  37 Biro St, Fairfield, CT 06825
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  /31

  $10,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 3,696 Sq Ft
  • House for Rent

  8 Peabody Ln, Westport, CT 06880

  Venture through stone pillars, nestled at the end of a private lane sits this beautiful 4-bedroom colonial harmoniously sited on a breath-taking, aw-inspiring parkland w/waterfall, koi-pond, zen gardens, botanicals & meandering stone paths. The large sun-drench rooms w/hardwood floors flow seamlessly from front-to-back living room w/gas fireplace, dining rm, large family rm plus sep. private

  Debbie Fisher William Raveis Real Estate

  8 Peabody Ln, Westport, CT 06880
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  $540,000 Sold Dec 18, 2025

  709 Tunxis Hill Rd, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,409 Sq Ft
  • Built 1919

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 30 Days On Market

  Last Listing Agent Joseph Muratori Coldwell Banker Realty

  709 Tunxis Hill Rd, Fairfield, CT 06825
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  Est $863,324 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  46 Edgewater Commons Ln, Westport, CT 06880

  46 Edgewater Commons Ln, Westport, CT 06880
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  $875,000 Under Contract

  • 3 Beds
  • 4 Baths
  • 2,822 Sq Ft

  7 Renzulli Rd, Norwalk, CT 06851

  Exceptional 3-Bedroom Home on Over Half an Acre in a Premier School District Exquisite and meticulously maintained, this 3-bedroom, 2 full bath, and 2 half bath residence offers a rare combination of elegance, space, and functionality. Situated on a beautifully landscaped 0.51-acre lot, the home features a full basement perfect for a home gym, media room, or additional living space. Enjoy the

  Nakina Henry I'Lann Realty, LLC

  7 Renzulli Rd, Norwalk, CT 06851
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  $3,150 total monthly price

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

  91 Saugatuck Ave Unit 2, Westport, CT 06880

  2 Bedroom - Great Kitchen, bathroom and Location. Spacious rear outdoor deck. Immediate to downtown Saugatuck area. 3 min walk to the Westport Train Station. Convenient to shopping, restaurants and amenities - all in walking distance. Newly Renovated. Rustic Wood flooring. New Stainless Steel appliances. HE Washer/Dryer/dishwasher. Bright, comfortable, spacious, clean and new. 1st floor, easy

  91 Saugatuck Ave Unit 2, Westport, CT 06880
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  $1,475,000 Sold Dec 19, 2025

  259 Wilton Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,589 Sq Ft
  • Built 1940

  Last Sold Summary

  • $411/SF
  • 23 Days On Market

  Last Listing Agent Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
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  Est $840,772 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  8 Davenport Ave, Westport, CT 06880

  8 Davenport Ave, Westport, CT 06880
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  /31

  $849,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  202 Bradley Ln Unit 202, Westport, CT 06880

  Nestled in a private gated enclave, this sophisticated Westport townhouse blends timeless elegance with modern comfort. Enjoy a coveted lifestyle with walkable access to Metro-North and Saugatuck's vibrant dining scene. Bradley Commons is a beautifully maintained, gated condominium complex offering an effortless lifestyle. Rich millwork, gleaming hardwood floors, large windows and an attached

  Audrey Demetres Coldwell Banker Realty

  202 Bradley Ln Unit 202, Westport, CT 06880
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  /17

  $3,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • House for Rent

  87b Red Coat Rd, Westport, CT 06880

  Wonderful private legal two bedroom carriage house on the Saugatuck River private estate. Freshly painted with wall to wall carpet in bedrooms and loft area. Wood floors in the living room with vaulted ceiling. washer / dryer in unit. Bonus loft for storage. This charming home is available for short or long term rental great for 1/2 people. Owner might consider use of the pool depending on lease.

  Rebecca Ellsley Higgins Group Bedford Square

  87b Red Coat Rd, Westport, CT 06880
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  $2,120,000 Sold Jun 05, 2025

  35 Pumpkin Hill Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,562 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Above List Price
  • $595/SF
  • 28 Days On Market

  Current Estimated Value $2,117,758

  Last Listing Agent Linda Skolnick Coldwell Banker Realty

  35 Pumpkin Hill Rd, Westport, CT 06880
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  Est $3,576,894 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,459 Sq Ft

  318 Greens Farms Rd, Westport, CT 06880

  318 Greens Farms Rd, Westport, CT 06880
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  /31

  $209,000

  • 1 Bed
  • 1 Bath
  • 1,168 Sq Ft

  80 Cartright St Unit 8J, Bridgeport, CT 06604

  Bright Corner Condo with Balcony & Distant Water Views - Cartwright Towers, Brooklawn/Bridgeport Welcome to this sun-filled 1-bedroom, 1-bath condo located in the Brooklawn area of Bridgeport, right on the Fairfield border. Situated on the 8th floor of Cartwright Towers, this corner unit offers an open floor plan, abundant natural light, and distant water views. Step inside to find beautiful

  Gabrielle DiBianco Higgins Group Bedford Square

  80 Cartright St Unit 8J, Bridgeport, CT 06604
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  /20

  $3,650 total monthly price

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

  315 Main St, Westport, CT 06880

  LOCATION, LOCATION, LOCATION...Fully renovated 2-bedroom, 1-bath rental located just half a mile from downtown Westport, offering scenic views overlooking the Saugatuck River. This unit includes private parking, an in-unit washer and dryer, and a private storage unit. The interior is entirely brand new, featuring new windows, updated flooring and carpeting, an eat-in kitchen with stainless steel

  Kim Vartuli Keller Williams Realty

  315 Main St, Westport, CT 06880
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  $1,699,000 Sold Aug 20, 2025

  1846 Mill Plain Rd, Fairfield, CT 06824

  • 5 Beds
  • 4 Baths
  • 4,250 Sq Ft
  • Built 2025

  Last Sold Summary

  • $400/SF
  • 28 Days On Market

  Current Estimated Value $1,658,235

  Last Listing Agent Jacob Bivona Keller Williams Prestige Prop.

  1846 Mill Plain Rd, Fairfield, CT 06824
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  Est $2,322,452 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,921 Sq Ft

  17 Harborview Rd, Westport, CT 06880

  17 Harborview Rd, Westport, CT 06880
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  $1,749,000 Open Sat 12PM - 2PM

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

  345 Reef Rd Unit B6, Fairfield, CT 06824

  Approximately 4,000 square feet townhouse feels like a single family home with thoughtfully designed living space and featuring four bedrooms, four en-suite bathrooms, and two half baths, and private elevator. This residence offers ample room to accommodate a variety of household needs. The primary suite boasts a luxurious en-suite bathroom with a dual vanity, walk-in shower, soaking tub, and

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit B6, Fairfield, CT 06824
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  $2,950 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,215 Sq Ft
  • Apartment for Rent

  41 Saugatuck Ave Unit A, Westport, CT 06880

  Don't miss this unique rental opportunity in Saugatuck! Walk to water, tons of local dining, shopping & Metro North; along with just a short drive over to downtown Westport/Route 1 and under a minute to 195. Located above a local Westport staple, this 1200+ sqft apartment includes ALL UTILITIES and is available immediately. Brand new carpeting, 12 Ft ceilings, large living room, eat-in-kitchen

  Tina Ciufo William Raveis Real Estate

  41 Saugatuck Ave Unit A, Westport, CT 06880
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  $2,415,000 Sold Feb 28, 2025

  74 Baldwin Terrace, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 3,753 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Above List Price
  • $643/SF
  • 5 Days On Market

  Current Estimated Value $2,540,733

  Last Listing Agent Jessica Christ Coldwell Banker Realty

  74 Baldwin Terrace, Fairfield, CT 06824
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  Est $1,069,687 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  8 Edgewater Commons Ln, Westport, CT 06880

  8 Edgewater Commons Ln, Westport, CT 06880
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  /38

  $400,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,736 Sq Ft

  17 Hazel St, Fairfield, CT 06825

  Beat inflation with this exceptional opportunity to own in Fairfield at a price point rarely seen. This property delivers immediate value and long-term upside. Located within one mile of the Fairfield-Black Rock train station, I-95, and surrounded by restaurants, shopping, and everyday conveniences, this home is perfectly positioned for commuters and lifestyle-focused buyers alike. The property

  Jordan Ostrofsky LPT Realty

  17 Hazel St, Fairfield, CT 06825
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  /17

  $3,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  34 Wilson St, Bridgeport, CT 06605

  Welcome to this freshly painted and very well maintained 3 bedroom, 2 full-bathroom unit in the heart of Black Rock, CT! Your new home has stainless steel appliances, granite countertops with custom marble backsplash, chic sliding glass shower doors and rain shower in the ensuite primary bath, an additional full guest bathroom, washer and dryer in-unit, central heating and cooling, basement

  Chadwick Ciocci Higgins Group Greenwich

  34 Wilson St, Bridgeport, CT 06605
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  $1,150,000 Sold Jul 18, 2025

  407 Meadowbrook Rd, Fairfield, CT 06824

  • 5 Beds
  • 2.5 Baths
  • 2,840 Sq Ft
  • Built 1927

  Last Sold Summary

  • 15% Above List Price
  • $405/SF
  • 10 Days On Market

  Current Estimated Value $1,116,995

  Last Listing Agent Skylar Smith William Raveis Real Estate

  407 Meadowbrook Rd, Fairfield, CT 06824
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  Est $1,176,395 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,159 Sq Ft

  175 Regents Park, Westport, CT 06880

  175 Regents Park, Westport, CT 06880
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  /40

  $975,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  845 Mountain Laurel Rd, Fairfield, CT 06824

  Samp Mortar Lake is one of the most picturesque spots in Fairfield. As locals it's an area we appreciate passing through. At sunset it's hard not to pull over and snap a photo or sigh with joy when you see little swimmers splashing about off the beaches. Those lucky enough to own a property with deeded rights in the Lake Hills Association tend to stay for a lifetime, so you can imagine there

  Carrie Perkins RE/MAX Heritage

  845 Mountain Laurel Rd, Fairfield, CT 06824
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  /39

  $7,950 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,726 Sq Ft
  • Townhouse for Rent

  249 Main St Unit 1, Southport, CT 06890

  SOUTHPORT VILLAGE TOWNHOUSE - With a fabulous location overlooking Southport Harbor, this beautifully and newly renovated, 1726 square foot, two Bedroom, two and one half Bath, pied-a-terre is now ready for occupancy. Main floor features a spacious Living Room, formal Dining Room, very well equipped Kitchen with Dining Area and Pantry, and Powder Room. The upper level offers the Primary Bedroom

  Victoria Fingelly Higgins Group Real Estate

  249 Main St Unit 1, Southport, CT 06890
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  $3,700,000 Sold Jun 02, 2025

  612 Penfield Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,501 Sq Ft
  • Built 2014

  Last Sold Summary

  • $822/SF
  • 15 Days On Market

  Current Estimated Value $3,747,474

  Last Listing Agent Jane Jones Berkshire Hathaway NE Prop.

  612 Penfield Rd, Fairfield, CT 06824
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  Est $1,370,678 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  16 Vineyard Ln, Westport, CT 06880

  16 Vineyard Ln, Westport, CT 06880

Showing Results 281 - 320, Page 8 of 18