Southport, CT Homes

/40
$1,849,000 Under Contract
- 5 Beds
- 4 Baths
- 4,079 Sq Ft
68 Figlar Ave, Fairfield, CT 06824

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. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier

Jackie Davis

William Raveis Real Estate

(203) 941-8935

68 Figlar Ave, Fairfield, CT 06824
/9
$1,500 total monthly price
- 1 Bed
- 1 Bath
- 2,601 Sq Ft
- Apartment for Rent
133 Wordin Ave Unit 3, Bridgeport, CT 06605

Bright clean one bedroom apartment on 3rd floor move in ready

Lisa Nussbaum

Top Tier Realty Group, LLC

(203) 601-6503

133 Wordin Ave Unit 3, Bridgeport, CT 06605
$3,525,000 Sold Feb 24, 2026

2101 Fairfield Beach Rd, Fairfield, CT 06824
- 4 Beds
- 4 Baths
- 3,000 Sq Ft
- Built 2020
Last Sold Summary
- 3% Above List Price
- $1,175/SF
- 46 Days On Market
Current Estimated Value $3,414,832

Last Listing Agent Jackie Davis William Raveis Real Estate

2101 Fairfield Beach Rd, Fairfield, CT 06824

Est $1,146,149 Not Listed For Sale

51 Regents Park, Westport, CT 06880
- 2 Beds
- 2.5 Baths
- 1,759 Sq Ft
- Built 1985
51 Regents Park, Westport, CT 06880

Last Sold Summary
- 7% Above List Price
- $611/SF
- 16 Days On Market
Last Sold Price $1,075,000

Last Listing Agent Laura Kottler Compass Connecticut, LLC

/30
$325,000 Pending
- 2 Beds
- 1 Bath
- 980 Sq Ft
57 Hibiscus St Unit 1, Fairfield, CT 06825

Welcome to Unit 1 at 57 Hibiscus Street in Fairfield - a thoughtfully updated home combining modern convenience with stylish finishes and improved energy efficiency. This move-in-ready unit features an open and functional layout highlighted by a custom peninsula with quartz countertops, a fully updated kitchen, and sleek new flooring throughout. The kitchen is equipped with brand-new stainless

Chris Marshall

YellowBrick Real Estate LLC

(203) 872-9660

57 Hibiscus St Unit 1, Fairfield, CT 06825
/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
$1,300,000 Sold Mar 02, 2026

121 Alden St, Fairfield, CT 06824
- 3 Beds
- 2 Baths
- 1,556 Sq Ft
- Built 1942
Last Sold Summary
- 24% Above List Price
- $835/SF
- 39 Days On Market
Current Estimated Value $1,047,164

Last Listing Agent Jackie Davis William Raveis Real Estate

121 Alden St, Fairfield, CT 06824

Est $1,752,145 Not Listed For Sale

56 Wright St, Westport, CT 06880
- 5 Beds
- 3 Baths
- 3,450 Sq Ft
- Built 1912
56 Wright St, Westport, CT 06880

Last Sold Summary
- 7% Above List Price
- $476/SF
- 125 Days On Market
Last Sold Price $1,643,000

Last Listing Agent Jillian Klaff Coldwell Banker Realty

/40
$2,300,000 Under Contract
- 4 Beds
- 2.5 Baths
- 4,037 Sq Ft
126 Lalley Blvd, Fairfield, CT 06824

One of the most classic, iconic, beautiful & beloved streets & home in the entire Beach area, set on a rare .30-acre private lot await. This 11-room, 4-level Colonial offers exceptional living space. The current homeowner has made significant improvements, including a new multi-level deck, new fence & gates, a beautifully renovated powder room & upstairs hall bath, fresh interior /exterior paint,

Jackie Davis

William Raveis Real Estate

(203) 819-7399

126 Lalley Blvd, 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
$1,995,000 Sold Jun 10, 2025

11 Thomas Rd, Westport, CT 06880
- 4 Beds
- 3.5 Baths
- 2,551 Sq Ft
- Built 1976
Last Sold Summary
- $782/SF
- 7 Days On Market
Current Estimated Value $2,017,818

Last Listing Agent Mark Gilrain Brown Harris Stevens

11 Thomas Rd, Westport, CT 06880

Est $1,825,182 Not Listed For Sale

22 Half Mile Common, Westport, CT 06880
- 4 Beds
- 3.5 Baths
- 3,302 Sq Ft
- Built 1954
22 Half Mile Common, Westport, CT 06880

Last Sold Summary
- 3% Above List Price
- $537/SF
- 24 Days On Market
Last Sold Price $1,773,500

Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

/40
$999,000 Coming Soon
- 2 Beds
- 2.5 Baths
- 1,756 Sq Ft
503 Bradley Ln Unit 503, Westport, CT 06880

Welcome to Bradley Commons - a private, gated enclave in the heart of Westport's coveted Saugatuck neighborhood. Originally presented as the model home for the community, this distinguished end-unit residence showcases elevated finishes, thoughtful architectural detail, and a premier setting within the complex. Just a five-minute walk to the Metro-North station, the home offers effortless access

Adriana Morrell

Higgins Group Real Estate

(475) 265-5023

503 Bradley Ln Unit 503, Westport, CT 06880
/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
$1,662,000 Sold Jun 30, 2025

16 Mortar Rock Rd, Westport, CT 06880
- 4 Beds
- 2.5 Baths
- 2,478 Sq Ft
- Built 1966
Last Sold Summary
- 7% Above List Price
- $671/SF
- 6 Days On Market
Current Estimated Value $1,675,465

Last Listing Agent Linda Dunsmore Coldwell Banker Realty

16 Mortar Rock Rd, Westport, CT 06880

Est $1,852,530 Not Listed For Sale

2 Janson Dr, Westport, CT 06880
- 4 Beds
- 3 Baths
- 2,719 Sq Ft
- Built 1961
2 Janson Dr, Westport, CT 06880

Last Sold Summary
- 3% Above List Price
- $662/SF
- 35 Days On Market
Last Sold Price $1,799,000

Last Listing Agent Inna Agujen Coldwell Banker Realty

/33
$825,000
- 2 Beds
- 1.5 Baths
- 1,444 Sq Ft
110 Alden St, Fairfield, CT 06824

Welcome to 110 Alden Street - a picturesque beach home in a highly desirable neighborhood known for its block parties, evening strolls to the beach, ballgames at the end of the street and easy walks to downtown. This refreshed two-bedroom home lives larger than expected and blends warmth with thoughtful updates. Recent home improvements include new central air, a new boiler, new hot water heater,

Jackie Davis

William Raveis Real Estate

(475) 325-5067

110 Alden St, Fairfield, CT 06824
/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
$1,925,000 Sold Feb 12, 2026

9 Victoria Ln, Westport, CT 06880
- 5 Beds
- 3.5 Baths
- 3,228 Sq Ft
- Built 1967
Last Sold Summary
- 1% Above List Price
- $596/SF
- 27 Days On Market
Current Estimated Value $1,892,495

Last Listing Agent Fredda Takacs Higgins Group Real Estate

9 Victoria Ln, Westport, CT 06880

Est $2,753,411 Not Listed For Sale

25 Westfair Dr, Westport, CT 06880
- 5 Beds
- 5.5 Baths
- 5,274 Sq Ft
- Built 2017
25 Westfair Dr, Westport, CT 06880

Last Sold Summary
- 2% Above List Price
- $512/SF
- 4 Days On Market
Last Sold Price $2,700,000

Last Listing Agent Mar Jennings Higgins Group Bedford Square

/28
$2,150,000 Under Contract
- 3 Beds
- 2.5 Baths
- 1,410 Sq Ft
1417 Fairfield Beach Rd, Fairfield, CT 06824

Set along 48 feet of direct sandy shoreline on Fairfield Beach, "Witching Waves" is a two-parcel offering that pairs classic coastal character with expansion flexibility. The primary 0.18-acre beachfront lot at 1417 Fairfield Beach Road is complemented by a separate 0.07-acre creek-side parcel at 1418, creating a distinctive ownership opportunity along Long Island Sound. Originally built in 1917,

Pam Toner

Berkshire Hathaway NE Prop.

(475) 242-4987

1417 Fairfield Beach Rd, Fairfield, CT 06824
/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
$1,075,000 Sold Oct 30, 2025

9 Clinton Ave, Westport, CT 06880
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- Built 1910
Last Sold Summary
- 2% Above List Price
- $741/SF
- 17 Days On Market
Current Estimated Value $1,068,737

Last Listing Agent Linda Dunsmore Coldwell Banker Realty

9 Clinton Ave, Westport, CT 06880

Est $3,153,899 Not Listed For Sale

27 Fairfield Ave, Westport, CT 06880
- 4 Beds
- 3.5 Baths
- 3,091 Sq Ft
- Built 2019
27 Fairfield Ave, Westport, CT 06880

Last Sold Summary
- 5% Above List Price
- $971/SF
- 22 Days On Market
Last Sold Price $3,000,000

Last Listing Agent Judy Michaelis Coldwell Banker Realty

/31
$350,000 Under Contract
- 1 Bed
- 1 Bath
- 928 Sq Ft
109 Katona Dr Unit 18, Fairfield, CT 06824

Simply gorgeous one-level ranch-style condo in a fabulous location. This beautifully updated 1st Floor unit features a stunning new kitchen with custom cabinetry, quartz countertops, brand-new appliances, and new flooring. Refinished hardwood floors run throughout, complemented by a newly renovated bathroom with a walk-in shower, stylish vanity, and space for a stackable laundry. Designed for

Fredda Takacs

Higgins Group Real Estate

(203) 490-0385

109 Katona Dr Unit 18, Fairfield, CT 06824
/15
$6,000 total monthly price
- 2 Beds
- 1.5 Baths
- 2,000 Sq Ft
- House for Rent
437 Hulls Farm ~Carriage House~ Rd, Fairfield, CT 06890

Tucked away on a picturesque six-acre estate between Fairfield and Westport, this restored vintage Carriage House offers a rare blend of privacy, charm, and modern convenience just minutes from Southport Harbor, area beaches, and vibrant dining, shopping, and entertainment. This energy-efficient 2,000-square-foot residence is available beautifully furnished or unfurnished, making it an ideal

Amy Waugh Curry ABR CRS GRI

Berkshire Hathaway NE Prop.

(203) 439-5035

437 Hulls Farm ~Carriage House~ Rd, Fairfield, CT 06890
$3,500,000 Sold Sep 22, 2025

6 Florian Ct, Westport, CT 06880
- 5 Beds
- 6.5 Baths
- 7,970 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $439/SF
- 88 Days On Market
Current Estimated Value $3,444,102

Last Listing Agent Lori Popkin Coldwell Banker Realty

6 Florian Ct, Westport, CT 06880

Est $1,571,223 Not Listed For Sale

33 High Point Rd, Westport, CT 06880
- 3 Beds
- 2 Baths
- 2,189 Sq Ft
- Built 1963
33 High Point Rd, Westport, CT 06880

Last Sold Summary
- 4% Above List Price
- $690/SF
- 9 Days On Market
Last Sold Price $1,510,000

Last Listing Agent Cindy Raney Coldwell Banker Realty

/27
$599,000 Pending
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
145 Brentwood Ave, Fairfield, CT 06825

Welcome to 145 Brentwood. This beautiful Fairfield townhome offers over 1,800 square feet of modern living across three levels. As you walk up to the main level, you're greeted with tons of natural light, 9 foot ceilings, and beautiful hardwood floors. The sleek kitchen features granite countertops and stainless steel appliances. Your private deck opens right off of your dining area- perfect for

Thomas Bepko

YellowBrick Real Estate LLC

(475) 441-3565

145 Brentwood Ave, Fairfield, CT 06825
/28
$6,000 total monthly price
- 2 Beds
- 1.5 Baths
- 1,048 Sq Ft
- House for Rent
132 Pequot Ave, Southport, CT 06890

132 Pequot Avenue offers a rare opportunity to rent in the heart of Southport Village. Perfectly positioned just moments from the harbor, shops, dining, and the train station, this beautifully updated two-bedroom home delivers effortless walkability in one of Fairfield County's most sought after neighborhoods. The residence has been thoughtfully renovated with quality finishes throughout.

Jackie Davis

William Raveis Real Estate

(203) 693-8342

132 Pequot Ave, Southport, CT 06890
$715,000 Sold Apr 10, 2025

64 Papermill Ln, Fairfield, CT 06824
- 4 Beds
- 2.5 Baths
- 2,163 Sq Ft
- Built 1958
Last Sold Summary
- 1% Below List Price
- $331/SF
- 92 Days On Market
Current Estimated Value $770,659

Last Listing Agent Jill Taylor RE/MAX Right Choice

64 Papermill Ln, Fairfield, CT 06824

Est $7,190,845 Not Listed For Sale

1099 Pequot Ave, Southport, CT 06890
- 5 Beds
- 9 Baths
- 11,078 Sq Ft
- Built 1996
1099 Pequot Ave, Southport, CT 06890

Last Sold Summary
- 6% Above List Price
- $614/SF
- 225 Days On Market
Last Sold Price $6,800,000

Last Listing Agent Libby Tritschler William Raveis Real Estate

/29
$1,399,000 Under Contract
- 4 Beds
- 2.5 Baths
- 2,580 Sq Ft
28 Michaela Cir, Fairfield, CT 06824

Amazing Beach location set on a sought-after cul-de-sac, seconds to park and ballfield, a quick stroll to both the beach and town PLUS a 4-bedroom, 8 room immaculate Colonial - Welcome to 28 Michaela Circle. This beautifully maintained classic Colonial's layout is ideal for everyday living and entertaining. Desired features include bright, sun-drenched & spacious rooms, pristine hardwood floors

Austin Reid

William Raveis Real Estate

(203) 496-4186

28 Michaela Cir, Fairfield, CT 06824
/2
$2,450 total monthly price
- 3 Beds
- 1 Bath
- 22,736 Sq Ft
- Apartment for Rent
1589 Fairfield Ave Unit f15, Bridgeport, CT 06605

Stunning, modern 3 bedroom apartment with heat and hot water included. Move in ready!

Lisa Nussbaum

Top Tier Realty Group, LLC

(475) 323-4817

1589 Fairfield Ave Unit f15, Bridgeport, CT 06605
$5,575,000 Sold Aug 26, 2025

29 Sturges Commons, Westport, CT 06880
- 6 Beds
- 9 Baths
- 8,817 Sq Ft
- Built 2012
Last Sold Summary
- 6% Below List Price
- $632/SF
- 110 Days On Market
Current Estimated Value $5,573,819

Last Listing Agent Doug Bross Coldwell Banker Realty

29 Sturges Commons, Westport, CT 06880

Est $698,990 Not Listed For Sale

57 Welch Terrace, Fairfield, CT 06824
- 3 Beds
- 1 Bath
- 1,603 Sq Ft
- Built 1958
57 Welch Terrace, Fairfield, CT 06824

Last Sold Summary
- 13% Above List Price
- $386/SF
- 15 Days On Market
Last Sold Price $619,000

Last Listing Agent Kenneth Camarro Coldwell Banker Realty

/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
/5
$1,750 total monthly price
- 2 Beds
- 1 Bath
- 2,678 Sq Ft
- Apartment for Rent
517 Colorado Ave, Bridgeport, CT 06605

Beautiful modern 2 bedroom apartment with a yard available now

Lisa Nussbaum

Top Tier Realty Group, LLC

(475) 447-0947

517 Colorado Ave, Bridgeport, CT 06605
$827,500 Sold May 05, 2025

58 Southfield Rd, Fairfield, CT 06824
- 3 Beds
- 1 Bath
- 1,248 Sq Ft
- Built 1938
Last Sold Summary
- 10% Above List Price
- $663/SF
- 59 Days On Market
Current Estimated Value $843,859

Last Listing Agent Ken Banks William Raveis Real Estate

58 Southfield Rd, Fairfield, CT 06824

Est $1,653,137 Not Listed For Sale

139 High Meadow Rd, Southport, CT 06890
- 4 Beds
- 3.5 Baths
- 3,610 Sq Ft
- Built 2007
139 High Meadow Rd, Southport, CT 06890

Last Sold Summary
- 20% Above List Price
- $381/SF
- 114 Days On Market
Last Sold Price $1,375,000

Last Listing Agent Jonathan Gineo Silver and Oak Realty

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