Southport, CT Homes

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  /22

  $499,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  187 Halley Ave, Fairfield, CT 06825

  Investor Opportunity in Desirable Fairfield A rare chance to own a classic 1938 two-family in a sought-after Fairfield location-offering charm, flexibility, and significant upside. Each apartment occupies its own level with a private entrance, creating true separation and broad appeal for tenants or an owner-occupant. The property is located on a residential cul-de-sac street, just minutes to the

  

  Fredda Takacs

  Higgins Group Real Estate

  (475) 325-5705

  187 Halley Ave, Fairfield, CT 06825
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• 

  

  

  /36

  $5,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • House for Rent

  167 North Ave Unit Cottage, Westport, CT 06880

  Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation.

  

  Brittany Strouse

  Coldwell Banker Realty

  (203) 759-8916

  167 North Ave Unit Cottage, Westport, CT 06880
• 

  $2,265,000 Sold Jul 16, 2025

  111 Pratt St, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 3,248 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Above List Price
  • $697/SF
  • 10 Days On Market

  Current Estimated Value $2,301,905

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  111 Pratt St, Fairfield, CT 06824
• 

  Est $955,922 Not Listed For Sale

  171 Henderson Rd, Fairfield, CT 06824

  • 4 Beds
  • 4.5 Baths
  • 3,600 Sq Ft
  • Built 1928

  171 Henderson Rd, Fairfield, CT 06824

  Last Sold Summary

  • 29% Above List Price
  • $206/SF
  • 91 Days On Market

  Last Sold Price $740,000

  Last Listing Agent Valerie Alvarez Serhant Connecticut, LLC
• 

  

  

  /23

  $1,149,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft

  6 Buckboard Ln, Fairfield, CT 06824

  Nestled in Fairfield's coveted Greenfield Hill neighborhood, this beautifully updated 4-bedroom Colonial blends timeless character with modern functionality. The main level offers an open-concept layout anchored by a standout chef's kitchen with custom cabinetry and a striking quartz waterfall island, flowing seamlessly into the dining area and family room, while a separate living room with a

  

  Adam Wagner

  Keller Williams Prestige Prop.

  (475) 267-6699

  6 Buckboard Ln, Fairfield, CT 06824
• 

  

  /16

  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 3,360 Sq Ft
  • Apartment for Rent

  303 Poplar St, Bridgeport, CT 06605

  This modern 2-bedroom apartment features a clean, renovated interior with light gray walls. The kitchen includes stainless steel appliances and updated cabinetry, while the bathroom is finished with contemporary marble-patterned tile. Large windows and an open layout give the entire space a bright, airy feel.

  

  Lisa Nussbaum

  Top Tier Realty Group, LLC

  (475) 252-4781

  303 Poplar St, Bridgeport, CT 06605
• 

  $200,000 Sold Mar 26, 2025

  25 Cartright St, Bridgeport, CT 06604

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Below List Price
  • $213/SF
  • 25 Days On Market

  Last Listing Agent Kashaine Ferryman U S Asset Realty LLC

  25 Cartright St, Bridgeport, CT 06604
• 

  Est $836,428 Not Listed For Sale

  400 Dunham Rd, Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 1,974 Sq Ft
  • Built 1959

  400 Dunham Rd, Fairfield, CT 06824

  Last Sold Summary

  • 7% Above List Price
  • $395/SF
  • 17 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Anne Frewen Coldwell Banker Realty
• 

  

  /40

  $12,000,000

  • 7 Beds
  • 6.5 Baths
  • 8,119 Sq Ft

  260 Willow St, Southport, CT 06890

  Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

  

  Libby Tritschler

  William Raveis Real Estate

  (203) 350-0943

  260 Willow St, Southport, CT 06890
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  /7

  $2,026 total monthly price

  • 3 Beds
  • 1 Bath
  • 6,356 Sq Ft
  • Apartment for Rent

  1018 Hancock Ave Unit 3, Bridgeport, CT 06605

  A clean, updated 3 bedroom apartment with a bonus room with clean floors and freshly painted walls The kitchen has stainless steel appliances. Move in ready.

  

  Lisa Nussbaum

  Top Tier Realty Group, LLC

  (475) 256-5954

  1018 Hancock Ave Unit 3, Bridgeport, CT 06605
• 

  $360,000 Sold Jul 09, 2025

  599 Laurel Ave, Bridgeport, CT 06605

  • 6 Beds
  • 3.5 Baths
  • 2,598 Sq Ft
  • Built 1910

  Last Sold Summary

  • 15% Below List Price
  • $139/SF
  • 53 Days On Market

  Current Estimated Value $373,201

  Last Listing Agent Ocilene De-Carvalho Century 21 Scala Group

  599 Laurel Ave, Bridgeport, CT 06605
• 

  Est $1,964,026 Not Listed For Sale

  898 Cross Hwy, Fairfield, CT 06824

  • 4 Beds
  • 4.5 Baths
  • 4,020 Sq Ft
  • Built 1834

  898 Cross Hwy, Fairfield, CT 06824

  Last Sold Summary

  • 3% Above List Price
  • $473/SF
  • 111 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Jaclyn Picarillo Higgins Group Bedford Square
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  /3

  $1,199,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  279 Spruce St, Southport, CT 06890

  An Exceptional Southport Opportunity ~ Currently under construction, this distinguished Southport residence is being meticulously renovated by Southport Construction LLC, delivering the level of craftsmanship, finish, and execution expected at the highest end of the market. Upon completion in Spring 2026, the home will present as a refined, new-construction-quality offering within an established

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 303-2307

  279 Spruce St, Southport, CT 06890
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  /10

  $2,500 total monthly price

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

  166 Dewey St Unit 1, Bridgeport, CT 06605

  Move right in to this completely renovated 2/3 bedroom apartment. Spacious livingroom/dining room can be used as the third bedroom. Close to schools, shopping, transportation. A must see!

  

  Susan Hanson

  William Raveis Real Estate

  (203) 902-3609

  166 Dewey St Unit 1, Bridgeport, CT 06605
• 

  $540,000 Sold Aug 08, 2025

  324 Mountain Grove St Unit 326, Bridgeport, CT 06605

  • 6 Beds
  • 3 Baths
  • 2,769 Sq Ft
  • Built 1910

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 75 Days On Market

  Current Estimated Value $472,246

  Last Listing Agent Kurt Jain NextHome Real Estate Services

  324 Mountain Grove St Unit 326, Bridgeport, CT 06605
• 

  Est $1,114,958 Not Listed For Sale

  170 Longdean Rd, Fairfield, CT 06824

  • 5 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1979

  170 Longdean Rd, Fairfield, CT 06824

  Last Sold Summary

  • 1% Above List Price
  • $755/SF
  • 0 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Denise Walsh William Raveis Real Estate
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  /25

  $639,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  28 Mill Hill Rd Unit 28, Fairfield, CT 06890

  Welcome home to 28 Mill Hill Road #28! This first-floor ranch style condo in Southport Woods East presents a great opportunity to enjoy living in a sought-after community. Designed for effortless one level living, this move-in ready home offers both a gracious front entrance and a private exterior entry, providing comfort, privacy and ease. The interior has been updated with fresh paint and newer

  

  Jackie Davis

  William Raveis Real Estate

  (203) 717-4501

  28 Mill Hill Rd Unit 28, Fairfield, CT 06890
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  /25

  $49,500 per month

  • 6 Beds
  • 5.5 Baths
  • 4,818 Sq Ft
  • House for Rent

  Unlisted Address

  Indulge in Westport Elegance: Fully Furnished Luxury Retreat with Private Pool Oasis Step into effortless sophistication with this breathtaking, fully furnished luxury home in coveted Westport-where high-end designer furniture, premium appliances, and seamless move-in readiness create an instant escape from the ordinary. Every level has been thoughtfully curated for indulgence, entertaining, and

  

  Urs Klarer

  Coldwell Banker Realty

  (475) 255-7392

  Unlisted Address
• 

  $335,000 Sold Jul 01, 2025

  350 Grovers Ave Unit 7C, Bridgeport, CT 06605

  • 1 Bed
  • 1 Bath
  • 719 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $466/SF
  • 14 Days On Market

  Current Estimated Value $332,095

  Last Listing Agent Heide Moeller Coldwell Banker Realty

  350 Grovers Ave Unit 7C, Bridgeport, CT 06605
• 

  Est $1,358,678 Not Listed For Sale

  235 Rowland Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,391 Sq Ft
  • Built 1946

  235 Rowland Rd, Fairfield, CT 06824

  Last Sold Summary

  • 9% Above List Price
  • $523/SF
  • 5 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Sarah Carruthers Sarah Jean Real Estate Services
• 

  

  /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

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 303-7017

  305 S Gate Ln, Southport, CT 06890
• 

  

  /90

  $2,560 - $5,486 per month plus fees

  597 Westport Apartments

  1 - 2 Beds

  597 Westport Ave, Norwalk, CT 06851

  Situated in historic Norwalk, bordering Westport, and along Connecticut's captivating coastline, 597 Westport is the heart of all you desire in a residence. When location is of the essence, 597 Westport delivers with elegant apartment homes so perfectly set in Fairfield County, in close proximity to the train station and New York City, and thus destinations worldwide. Inspired by this backdrop,

  597 Westport Ave, Norwalk, CT 06851
• 

  $120,500 Sold Aug 05, 2025

  151 Alsace St, Bridgeport, CT 06604

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Built 1918

  Last Sold Summary

  • 20% Above List Price
  • $142/SF
  • 67 Days On Market

  Last Listing Agent Alexander Walton RE/MAX Heritage

  151 Alsace St, Bridgeport, CT 06604
• 

  Est $495,878 Not Listed For Sale

  245 Unquowa Rd Unit 128, Fairfield, CT 06824

  • 1 Bed
  • 1 Bath
  • 956 Sq Ft
  • Built 1964

  245 Unquowa Rd Unit 128, Fairfield, CT 06824

  Last Sold Summary

  • 4% Above List Price
  • $497/SF
  • 39 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Mary Jo McAvey William Raveis Real Estate
• 

  

  /28

  $675,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  245 Unquowa Rd Unit 2, Fairfield, CT 06824

  COMPLETELY REMODELED, gorgeous and stylish second floor Mosswood condominium. Welcome to 245 Unquowa Road unit #2. This second level home features a beautifully renovated eat-in kitchen outfitted with Quartz countertops, an island with seating, exceptional natural light and abundant cabinetry, ideal for extra storage. The newly refinished hardwood floors, open floor plan and fresh paint all

  

  Lisa Mancini

  William Raveis Real Estate

  (475) 338-3823

  245 Unquowa Rd Unit 2, 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
• 

  $625,000 Sold Oct 22, 2025

  270 Oakwood Dr, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $592/SF
  • 17 Days On Market

  Current Estimated Value $623,790

  Last Listing Agent Elizabeth Altobelli William Raveis Real Estate

  270 Oakwood Dr, Fairfield, CT 06824
• 

  Est $1,268,353 Not Listed For Sale

  56 Perry St, Fairfield, CT 06824

  • 3 Beds
  • 3 Baths
  • 2,486 Sq Ft
  • Built 1925

  56 Perry St, Fairfield, CT 06824

  Last Sold Summary

  • 6% Above List Price
  • $483/SF
  • 2 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Karen Waldvogel William Raveis Real Estate
• 

  

  /15

  $645,000 Pending

  • 8 Beds
  • 2 Baths
  • 2,849 Sq Ft

  74 Carleton Ave, Bridgeport, CT 06604

  Fully renovated two-family home with new floors and fresh paint. Each unit offers a bright living room with high ceilings and in-unit laundry hookups. The location is ideal and close to schools, shopping, and public transportation. Minutes from Metro North, I-95, grocery stores, restaurants, bus lines, and near Fairfield amenities. Seaside Park is a short drive for waterfront views and outdoor

  

  Rudy Pierre

  YellowBrick Real Estate LLC

  (475) 242-5962

  74 Carleton Ave, Bridgeport, CT 06604
• 

  

  /36

  $2,180 - $2,867 total monthly price

  Canfield Park

  Studio - 2 Beds

  306 Canfield Ave, Bridgeport, CT 06605

  Tucked along the winding shores of Ash Creek, Canfield Park at Fairfield Metro is just 0.5 miles from Fairfield-Black Rock Metro Train Station, with express rides to and from NYC and Stamford. Head a few blocks in the other direction on foot or by bike, and find yourself in the heart of Black Rock, with its charming coffee shops, fabled restaurants, bars and more. While at home, enjoy gourmet

  306 Canfield Ave, Bridgeport, CT 06605
• 

  $660,000 Sold Apr 08, 2025

  207 Southport Woods Dr Unit 207, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1969

  Last Sold Summary

  • $440/SF
  • 2 Days On Market

  Current Estimated Value $669,509

  Last Listing Agent Shoshana Snyder William Raveis Real Estate

  207 Southport Woods Dr Unit 207, Southport, CT 06890
• 

  Est $792,784 Not Listed For Sale

  1510 Stillson Rd, Fairfield, CT 06824

  • 3 Beds
  • 1.5 Baths
  • 2,390 Sq Ft
  • Built 1962

  1510 Stillson Rd, Fairfield, CT 06824

  Last Sold Summary

  • 6% Above List Price
  • $314/SF
  • 32 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Lauren Dunne Berkshire Hathaway Home Services
• 

  

  /39

  $849,900

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  274 High St, Fairfield, CT 06824

  Welcome home to 274 High Street, where classic New England character meets modern updates in the heart of Fairfield. This thoughtfully renovated Colonial offers a warm, inviting atmosphere with a layout that feels both functional and welcoming. Inside, sun-filled living spaces create a natural flow for entertaining and everyday living. The updated kitchen anchors the home with clean lines and

  

  Danielle Malloy

  Serhant Connecticut LLC

  (475) 242-6319

  274 High St, Fairfield, CT 06824
• 

  

  /7

  $1,500 total monthly price

  • 0.5 Baths
  • 405 Sq Ft
  • House for Rent

  113 Kings Hwy N, Westport, CT 06880

  This large 19' x 19'5" space is ideal for a professional office with a ground floor entrance, parking spaces out front and a half bath. Many built-in cabinets provide ample storage for supplies and files. A 2 bedroom apartment above is an extra cost option for those looking for a home office that can be used for clients. See also MLS 24157141.

  Ken Edwards Edwards & Associates

  113 Kings Hwy N, Westport, CT 06880
• 

  $485,000 Sold Dec 17, 2025

  115 Denver Ave Unit 117, Bridgeport, CT 06605

  • 6 Beds
  • 2.5 Baths
  • 3,382 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $143/SF
  • 21 Days On Market

  Current Estimated Value $504,820

  Last Listing Agent Joy Yen BHGRE Gaetano Marra Homes

  115 Denver Ave Unit 117, Bridgeport, CT 06605
• 

  Est $2,633,269 Not Listed For Sale

  74 Baldwin Terrace, Fairfield, CT 06824

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

  74 Baldwin Terrace, Fairfield, CT 06824

  Last Sold Summary

  • 9% Above List Price
  • $643/SF
  • 5 Days On Market

  Last Sold Price $2,415,000

  Last Listing Agent Jessica Christ Coldwell Banker Realty
• 

  

  /9

  $3,500,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  345 Old Dam Rd, Fairfield, CT 06824

  A beautiful, new construction WATERFRONT home complete w/ BOAT DOCK, ROOFTOP & ELEVATOR awaits & will be ready for you to enjoy by June. Offering 3 levels of luxurious living - this gorgeous coastal home sets a new standard for smart design & top tier craftsmanship. Enjoy seamless access to every floor w/ a private elevator from the ground to the 3rd level PLUS a stairway to an additional rooftop

  

  Jackie Davis

  William Raveis Real Estate

  (203) 779-6128

  345 Old Dam Rd, Fairfield, CT 06824
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  /43

  $2,421 - $3,626 total monthly price

  Creekline at Fairfield

  Studio - 2 Beds

  219 Ash Creek Blvd, Fairfield, CT 06824

  Creekline, a brand new luxury apartment community in the heart of Fairfield, CT. Step into a world of unparalleled elegance and sophistication with our meticulously designed residences, where every detail speaks of quality and refinement. Located just moments from vibrant downtown Fairfield, Creekline offers a perfect blend of urban convenience and suburban tranquility. Elevate your lifestyle at

  219 Ash Creek Blvd, Fairfield, CT 06824
• 

  $620,000 Sold Oct 16, 2025

  58 Post Rd, Fairfield, CT 06824

  • 3 Beds
  • 1.5 Baths
  • 1,567 Sq Ft
  • Built 1918

  Last Sold Summary

  • 1% Below List Price
  • $396/SF
  • 108 Days On Market

  Current Estimated Value $622,047

  Last Listing Agent Tammy Edwards Coldwell Banker Realty

  58 Post Rd, Fairfield, CT 06824
• 

  Est $898,808 Not Listed For Sale

  28 Newell Place, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 1927

  28 Newell Place, Fairfield, CT 06824

  Last Sold Summary

  • 10% Above List Price
  • $493/SF
  • 58 Days On Market

  Last Sold Price $815,000

  Last Listing Agent Susan Vanech Compass Connecticut, LLC

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