Southport, CT Homes

/22
$539,900
- 4 Beds
- 2 Baths
- 1,679 Sq Ft
132 Gilman St, Bridgeport, CT 06605

Charming 1,679-square-foot Colonial nestled in the heart of highly sought-after Black Rock. Enjoy daily strolls to the water and St. Mary's by the Sea, all just moments from your doorstep. Relax on the front porch with your morning coffee or unwind in the evening with a favorite bottle of wine. Step through the foyer into a welcoming living room featuring a fireplace, a spacious formal dining

Anthony Fabrizio Coldwell Banker Realty

132 Gilman St, Bridgeport, CT 06605
/6
$2,000 total monthly price
- 2 Beds
- 1 Bath
- 5,824 Sq Ft
- Apartment for Rent
25 Whittier St Unit 5, Bridge Port, CT 06605

Be the first to enjoy this brand-newly renovated 2-bedroom apartment in Bridgeport's highly sought-after Black Rock neighborhood. This unit features all-new modern finishes and is designed for convenient living, being located steps away from all local amenities and major bus lines. A huge bonus is the dedicated off-street parking spot available.

Pape Ndao RE/MAX Right Choice

25 Whittier St Unit 5, Bridge Port, CT 06605
$6,650,000 Sold Jul 03, 2025

51 Compo Beach Rd, Westport, CT 06880
- 4 Beds
- 3 Baths
- 2,880 Sq Ft
- Built 2024
Last Sold Summary
- 4% Below List Price
- $2,309/SF
- 28 Days On Market
Current Estimated Value $6,741,442

Last Listing Agent Carol Cutler Higgins Group Bedford Square

51 Compo Beach Rd, Westport, CT 06880

Est $966,188 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,291 Sq Ft
20 Rumpenmile Ave, Westport, CT 06880

20 Rumpenmile Ave, Westport, CT 06880

/2
$4,999,000 New Construction
- 6 Beds
- 8 Baths
- 8,988 Sq Ft
22 Morningside Dr S, Westport, CT 06880

This 9000+ SQFT timeless home boasts an enormous kitchen complete with custom cabinetry, a double island, walk-in pantry, and butler's pantry-a chef's dream come true. The open floor plan integrates the kitchen with the inviting family room and adjacent library, creating a perfect space for intimate gatherings and grand entertaining. Upstairs, the primary suite features two walk-in closets and a

John Schiaroli Coldwell Banker Realty

22 Morningside Dr S, Westport, CT 06880
/6
$2,000 total monthly price
- 2 Beds
- 1 Bath
- 5,824 Sq Ft
- Apartment for Rent
25 Whittier St Unit 6, Bridge Port, CT 06605

Be the first to enjoy this brand-newly renovated 2-bedroom apartment in Bridgeport's highly sought-after Black Rock neighborhood. This unit features all-new modern finishes and is designed for convenient living, being located steps away from all local amenities and major bus lines. A huge bonus is the dedicated off-street parking spot available.

Pape Ndao RE/MAX Right Choice

25 Whittier St Unit 6, Bridge Port, CT 06605
$1,400,000 Sold Jul 16, 2025

181 Lakewood Dr, Fairfield, CT 06824
- 5 Beds
- 3.5 Baths
- 4,138 Sq Ft
- Built 1993
Last Sold Summary
- 14% Above List Price
- $338/SF
- 12 Days On Market
Current Estimated Value $1,401,379

Last Listing Agent Denise Walsh William Raveis Real Estate

181 Lakewood Dr, Fairfield, CT 06824

Est $5,610,501 Not Listed For Sale
- 6 Beds
- 7.5 Baths
- 8,080 Sq Ft
39 Maple Ave S, Westport, CT 06880

39 Maple Ave S, Westport, CT 06880

/29
$1,475,000 Pending
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
41 Richmondville Ave Unit 111, 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 111, Westport, CT 06880
/4
$2,000 total monthly price
- 2 Beds
- 1 Bath
- 5,824 Sq Ft
- Apartment for Rent
31 Whittier St Unit 2B, Bridge Port, CT 06605

Be the first to enjoy this brand-newly renovated 2-bedroom apartment in Bridgeport's highly sought-after Black Rock neighborhood. This unit features all-new modern finishes and is designed for convenient living, being located steps away from all local amenities and major bus lines. A huge bonus is the dedicated off-street parking spot available.

Pape Ndao RE/MAX Right Choice

31 Whittier St Unit 2B, Bridge Port, CT 06605
$1,950,000 Sold Jul 31, 2025

41 Richmondville Ave Unit 206, Westport, CT 06880
- 2 Beds
- 2 Baths
- 1,530 Sq Ft
- Built 2024
Last Sold Summary
- 2% Below List Price
- $1,275/SF
- 92 Days On Market
Last Listing Agent Doug Bross Coldwell Banker Realty

41 Richmondville Ave Unit 206, Westport, CT 06880

Est $1,903,878 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,800 Sq Ft
12 Rocky Ridge Rd, Westport, CT 06880

12 Rocky Ridge Rd, Westport, CT 06880

/28
$19,800,000
- 8 Beds
- 8.5 Baths
- 9,995 Sq Ft
92 Beachside Ave, Westport, CT 06880

Once-in-a-Generation Historic Estate set on a most coveted stretch of Fairfield County's Gold Coast, with a remarkable provenance as a former Bedford family estate. This extraordinary property is a rare offering that blends timeless architecture with iconic waterfront living. With sweeping views of Long Island Sound, the home's stately presence is matched only by its stunning 3.55 acres of

Cyd Hamer William Pitt Sotheby's Int'l

92 Beachside Ave, Westport, CT 06880
/5
$2,000 total monthly price
- 2 Beds
- 1 Bath
- 5,824 Sq Ft
- Apartment for Rent
31 Whittier St Unit 3B, Bridge Port, CT 06605

Be the first to enjoy this brand-newly renovated 2-bedroom apartment in Bridgeport's highly sought-after Black Rock neighborhood. This unit features all-new modern finishes and is designed for convenient living, being located steps away from all local amenities and major bus lines. A huge bonus is the dedicated off-street parking spot available.

Pape Ndao RE/MAX Right Choice

31 Whittier St Unit 3B, Bridge Port, CT 06605
$2,100,000 Sold May 14, 2025

387 Main St, Westport, CT 06880
- 4 Beds
- 4 Baths
- 3,016 Sq Ft
- Built 1840
Last Sold Summary
- 7% Below List Price
- $696/SF
- 28 Days On Market
Current Estimated Value $2,097,853

Last Listing Agent Ryan Sullivan Berkshire Hathaway NE Prop.

387 Main St, Westport, CT 06880

Est $2,978,646 Not Listed For Sale
- 4 Beds
- 5 Baths
- 5,516 Sq Ft
2 Smokey Ln, Westport, CT 06880

2 Smokey Ln, Westport, CT 06880

/17
$1,450,000
- 3 Beds
- 2.5 Baths
- 1,549 Sq Ft
113 Kings Hwy N, Westport, CT 06880

Amazing Opportunity! Charming 1920"s colonial with wonderful 1416 sq ft legal rental cottage. Bright sunny front house freshly painted and beautifully maintained. Hardwood floors throughout, newer kitchen, delightful sun room, perfect for home office. MBR w/charming dressing room and w/i closet plus 2 additional brs and hall bath. Cottage features a great 2 bedroom apartment with vaulted ceiling

Regina Kendig William Raveis Real Estate

113 Kings Hwy N, Westport, CT 06880
/7
$2,000 total monthly price
- 2 Beds
- 1 Bath
- 5,824 Sq Ft
- Apartment for Rent
25 Whittier St Unit 3, Bridge Port, CT 06605

Be the first to enjoy this brand-newly renovated 2-bedroom apartment in Bridgeport's highly sought-after Black Rock neighborhood. This unit features all-new modern finishes and is designed for convenient living, being located steps away from all local amenities and major bus lines. A huge bonus is the dedicated off-street parking spot available.

Pape Ndao RE/MAX Right Choice

25 Whittier St Unit 3, Bridge Port, CT 06605
$1,800,000 Sold Aug 21, 2025

127 College Park Dr, Fairfield, CT 06824
- 4 Beds
- 2.5 Baths
- 2,704 Sq Ft
- Built 1980
Last Sold Summary
- 24% Above List Price
- $666/SF
- 8 Days On Market
Current Estimated Value $1,777,787

Last Listing Agent Chrissie Rodriguez Higgins Group Real Estate

127 College Park Dr, Fairfield, CT 06824

Est $2,788,187 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,285 Sq Ft
17 Gault Park Dr, Westport, CT 06880

17 Gault Park Dr, Westport, CT 06880

/39
$799,000 Under Contract
- 3 Beds
- 1 Bath
- 990 Sq Ft
139 James St, Fairfield, CT 06824

Seller is asking for all offers to be in by JANUARY 13, by 2:00 PM. Enjoy the opportunity to live in Fairfield's highly sought-after beach neighborhood, surrounded by multi-million-dollar homes. Ideally located just minutes from downtown Fairfield's shopping, dining, beaches, and the Metro-North train station, with a playground and park conveniently located at the end of the street. Perfectly

Janet Nalezynski Coldwell Banker Realty

139 James St, Fairfield, CT 06824
/7
$3,850 total monthly price
- 3 Beds
- 1 Bath
- 1,387 Sq Ft
- Apartment for Rent
109 Churchill St Unit 2nd Fl, Fairfield, CT 06824

This spacious and bright 3 bedroom 2nd Floor apartment in 3-family home is ready for occupancy. Enjoy Fairfield Beach and all the amenities Fairfield has to offer. The home is conveniently located off of Post Rd and Kings Highway in Fairfield. Very nice, quiet street close to shopping, train station and restaurants. Apartment has large bay window in living room, eat-in kitchen with tile floor and

Ellen Garcia Brown Harris Stevens

109 Churchill St Unit 2nd Fl, Fairfield, CT 06824
$740,000 Sold Nov 19, 2025

230 Saugatuck Ave Unit 6, Westport, CT 06880
- 2 Beds
- 2.5 Baths
- 1,200 Sq Ft
- Built 1988
Last Sold Summary
- 1% Above List Price
- $617/SF
- 75 Days On Market
Last Listing Agent Scott Wright RE/MAX Right Choice

230 Saugatuck Ave Unit 6, Westport, CT 06880

Est $5,156,083 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 6,185 Sq Ft
11 Burnham Hill, Westport, CT 06880

11 Burnham Hill, Westport, CT 06880

/39
$2,200,000
- 6 Beds
- 2 Baths
- 2,180 Sq Ft
2142 Fairfield Beach Rd, Fairfield, CT 06824

OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

Michael Menillo Collage Realty

2142 Fairfield Beach Rd, Fairfield, CT 06824
/18
$7,500 total monthly price
- 3 Beds
- 2.5 Baths
- 2,152 Sq Ft
- House for Rent
10 Peaceful Ln, Westport, CT 06880

This 4 bedroom, 3 bath home offers open concept living and recent renovations. The main living level is made up of living room, dining room, kitchen and a vaulted ceiling family room as well as the primary suite and 2 additional bedrooms that share a hall bath. On the lower level there is a large family room, a bedroom, bath and plenty of storage. The home has a two car garage, a lovely yard and

Leslie Clarke Compass Connecticut, LLC

10 Peaceful Ln, Westport, CT 06880
$2,270,000 Sold May 29, 2025

2031 Redding Rd, Fairfield, CT 06824
- 7 Beds
- 6 Baths
- 5,291 Sq Ft
- Built 1810
Last Sold Summary
- 1% Below List Price
- $429/SF
- 102 Days On Market
Last Listing Agent Katie O'Grady Compass Connecticut, LLC

2031 Redding Rd, Fairfield, CT 06824

Est $1,694,400 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,578 Sq Ft
301 Main St, Westport, CT 06880

301 Main St, Westport, CT 06880

/37
$375,000 Pending
- 2 Beds
- 2.5 Baths
- 1,410 Sq Ft
2612 North Ave Unit C1, Bridgeport, CT 06604

Welcome home to this fabulous tri-level townhouse in Brooklawn's River's Edge gated community near the Fairfield town line. The main level features an updated kitchen with quartz countertops and stainless steel appliances. The open concept dining room and living room feature hardwood floors, a beautiful bay window, a gas log fireplace, vaulted ceilings, and sliders to a private deck. The updated

Tina Gamboian Preston Gray Real Estate

2612 North Ave Unit C1, Bridgeport, CT 06604
/40
$5,500 total monthly price
- 2 Beds
- 1.5 Baths
- 830 Sq Ft
- Apartment for Rent
201 Main St Unit 203, Westport, CT 06880

Welcome to Belden Place! Casual Luxury living personified in this boutique complex offering exquisite in-town living. This secure building with elevator access on the Saugatuck River is pet friendly. These luxury apartments are perfectly appointed and designed: plenty of closet space and storage, custom cabinetry, high-end appliances, in-unit washer and dryer, and private balconies. Enjoy the

Mar Jennings Higgins Group Bedford Square

201 Main St Unit 203, Westport, CT 06880
$665,000 Sold Jan 07, 2026

105 Fox St Unit 107, Bridgeport, CT 06605
- 6 Beds
- 3 Baths
- 3,258 Sq Ft
- Built 1907
Last Sold Summary
- 1% Above List Price
- $204/SF
- 63 Days On Market
Last Listing Agent John Kleps Berkshire Hathaway NE Prop.

105 Fox St Unit 107, Bridgeport, CT 06605

Est $1,644,401 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,274 Sq Ft
7 Grove Point, Westport, CT 06880

7 Grove Point, Westport, CT 06880

/40
$2,218,000 Pending
- 4 Beds
- 3 Baths
- 3,377 Sq Ft
4 Burr Farms Rd, Westport, CT 06880

Welcome to this captivating expanded cape retreat in the heart of Westport on a sought after, centrally located, walk to school street. Every aspect speaks the language of artistry and elevated attention to detail. This custom built sanctuary is an artist's haven nestled admist nature's finest tapestry. The residence boasts a thoughtfully designed living space harmoniously arranged on a

Susan Vanech Compass Connecticut, LLC

4 Burr Farms Rd, Westport, CT 06880
/22
$1,900 total monthly price
- 1 Bed
- 1 Bath
- 676 Sq Ft
- Apartment for Rent
255 Fairfield Woods Rd, Fairfield, CT 06825

IMMEDIATE OCCUPANCY! MOVE RIGHT INTO THIS RENOVATED, WELL MAINTAINED 2ND FLOOR APARTMENT FEATURING HUGE LIVING/DINING ROOM, LARGE BEDROOM, EXTRA CLOSETS, FULLY APPLIANCED INCLUDING WASHER/DRYER, RESERVED OFF STREET PARKING, PLUS ALL UTILTIES INCLUDED EXCEPT CABLE/INTERNET. IDEAL CONVENIENT LOCATION ALL MINUTES TO UNIVERSITIES, RETAIL/SHOPPING/ RESTAURANTS/DINING, BEACHES, PARKS/REC, METRO NORTH

John Hackett William Raveis Real Estate

255 Fairfield Woods Rd, Fairfield, CT 06825
$1,769,000 Sold Dec 19, 2025

61 Edgewater Commons Ln, Westport, CT 06880
- 4 Beds
- 3.5 Baths
- 3,397 Sq Ft
- Built 1988
Last Sold Summary
- 31% Below List Price
- $521/SF
- 84 Days On Market
Last Listing Agent Maria Tziolis William Pitt Sotheby's Int'l

61 Edgewater Commons Ln, Westport, CT 06880

Est $2,424,087 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,279 Sq Ft
19 Long Lots Rd, Westport, CT 06880

19 Long Lots Rd, Westport, CT 06880

/18
$9,995,000 New Construction
- 7 Beds
- 10 Baths
- 10,800 Sq Ft
688 Hulls Farm Rd, Southport, CT 06890

This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

Jaclyn Picarillo Higgins Group Bedford Square

688 Hulls Farm Rd, Southport, CT 06890
/7
$4,000 total monthly price
- 2 Beds
- 1 Bath
- 680 Sq Ft
- House for Rent
621 Fairfield Beach Rd, Fairfield, CT 06824

Academic Year Rental - Available for the 2026-2027 school year (September through May). Experience the quintessential beach lifestyle in this charming 2-bedroom cottage, just steps from one of the widest and most inviting stretches of beachfront. This cozy, fully furnished home features a bright kitchen, comfortable living room, enclosed year-round porch, and one full bath. Enjoy the convenience

Lindsey Rosen William Pitt Sotheby's Int'l

621 Fairfield Beach Rd, Fairfield, CT 06824
$1,560,000 Sold Jul 21, 2025

157 North Ave, Westport, CT 06880
- 4 Beds
- 2.5 Baths
- 2,641 Sq Ft
- Built 1961
Last Sold Summary
- 5% Below List Price
- $591/SF
- 12 Days On Market
Current Estimated Value $1,558,428

Last Listing Agent Judy Michaelis Coldwell Banker Realty

157 North Ave, Westport, CT 06880

Est $3,505,610 Not Listed For Sale
- 5 Beds
- 6 Baths
- 7,307 Sq Ft
6 Whippoorwill Ln, Westport, CT 06880

6 Whippoorwill Ln, Westport, CT 06880

Showing Results 601 - 640, Page 16 of 18

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