Southport, CT Homes

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  $1,999,000 Open Sat 9AM - 10AM

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

  A new opportunity to own in The Mill, now completely sold out, this is the first resale opportunity within this highly sought-after community. This thoughtfully designed residence features floor-to-ceiling windows, beautiful European Oak floors, and a sleek linear gas fireplace anchoring the living space. The open-concept kitchen includes an oversized island, custom Poliform cabinetry, and

  Ashlei De Souza Serhant Connecticut, LLC

  41 Richmondville Ave Unit Duplex 1, Westport, CT 06880
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  /12

  $22,000 Per Month

  • 4 Beds
  • 4 Baths
  • 1,900 Sq Ft
  • House for Rent

  29 Soundview Dr, Westport, CT 06880

  Welcome to Compo Beach, Summer 2026! Charming furnished rental with gorgeous waterviews from almost every room, and your beach is a few steps away. A perfect location with a short walk to Longshore Club with golf and tennis and 3 pools (with Parks and Rec permit). Have lunch or dinner at Rizzuto's at the beach, and then see a play at the famed Westport Country Playhouse. Enjoy all that Westport

  Charlotte Cotton William Raveis Real Estate

  29 Soundview Dr, Westport, CT 06880
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  $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 $1,629,010

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  157 North Ave, Westport, CT 06880
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  Est $1,474,541 Not Listed For Sale

  16 Wakenor Rd, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft
  • Built 1943

  16 Wakenor Rd, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $624/SF
  • 21 Days On Market

  • Last Sold Price $1,300,000
  • Nov 30, 2023

  Last Listing Agent Meredith Cohen Serhant Connecticut, LLC
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  /2

  $1,550,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  324 Jennie Ln, Fairfield, CT 06824

  Curb appeal abounds in this picture-perfect Colonial, newly clad in white cedar and set in a coveted neighborhood of upscale homes and walkable, picturesque streets. Ideally located in the western portion of Greenfield Hill, just minutes from the village center, seasonal farmers market, shopping, dining, train, and major roads. Inside, hardwood floors, central air, and two wood-burning fireplaces

  Karen Waldvogel William Raveis Real Estate

  324 Jennie Ln, Fairfield, CT 06824
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  /13

  $2,399 Per Month

  • 3 Beds
  • 1 Bath
  • 2,889 Sq Ft
  • House for Rent

  86 Waldorf Ave, Bridgeport, CT 06605

  Welcome to this beautifully renovated 3 bedroom apartment, where modern finishes meet unbeatable convenience. Enjoy a sleek kitchen with stainless steel appliances, the ease of laundry in unit, and a thoughtfully updated layout. Ideally located just minutes from I-95, grocery stores and popular dining options, everything you need is right at your doorstep. A perfect blend of comfort, style and

  Nadia Almezy Larracuente & Johnson Realty, LLC

  86 Waldorf Ave, Bridgeport, CT 06605
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  $705,000 Sold Aug 29, 2025

  73 Alden St, Fairfield, CT 06824

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1954

  Last Sold Summary

  • $639/SF
  • 30 Days On Market

  Current Estimated Value $748,427

  Last Listing Agent Tom Fitzpatrick Coldwell Banker Realty

  73 Alden St, Fairfield, CT 06824
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  Est $1,093,000 Not Listed For Sale

  384 Greens Farms Rd, Westport, CT 06880

  • 3 Beds
  • Built 1961

  384 Greens Farms Rd, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $844/SF
  • 39 Days On Market

  • Last Sold Price $1,025,000
  • Sep 20, 2023

  Last Listing Agent Patricia Prenderville Higgins Group Real Estate
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  $699,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  685 Knapps Hwy, Fairfield, CT 06825

  This historic Fairfield home, originally built in 1917 when the streets were still dirt roads, has been lovingly passed down through generations for over a century. Situated on a prominent corner lot (0.27 acres), it has long stood as a local landmark in this charming coastal town. A complete renovation in 1978 thoughtfully blended its timeless character with modern updates that have been

  Lou Delmonaco William Raveis Real Estate

  685 Knapps Hwy, Fairfield, CT 06825
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  /19

  $13,500 Per Month

  • 5 Beds
  • 3.5 Baths
  • 4,029 Sq Ft
  • House for Rent

  10 Fernwood Rd, Westport, CT 06880

  In-Town Living at its Finest! Tucked away at the end of a quiet cul-de-sac, this private 5-bedroom residence offers the perfect blend of space, comfort, and convenience on 1.5+ of beautifully landscaped acres. A sun-filled, custom eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, and abundant natural light. The flexible floor plan is enhanced

  Jennifer Runnette Brown Harris Stevens

  10 Fernwood Rd, Westport, CT 06880
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  $6,649,000 Sold Nov 21, 2025

  7 Roshab Ln, Westport, CT 06880

  • 6 Beds
  • 7.5 Baths
  • 8,215 Sq Ft
  • Built 2025

  Last Sold Summary

  • $809/SF
  • 44 Days On Market

  Current Estimated Value $6,424,779

  Last Listing Agent Totney Benson Coldwell Banker Realty

  7 Roshab Ln, Westport, CT 06880
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  Est $1,917,546 Not Listed For Sale

  8 Sachem Trail, Westport, CT 06880

  • 4 Beds
  • 4.5 Baths
  • 3,196 Sq Ft
  • Built 1950

  8 Sachem Trail, Westport, CT 06880

  Last Sold Summary

  • 22% Above List Price
  • $493/SF
  • 118 Days On Market

  • Last Sold Price $1,575,000
  • Oct 21, 2019

  Last Listing Agent Serena Richards Brown Harris Stevens
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  /40

  $4,400,000

  • 5 Beds
  • 8 Baths
  • 9,819 Sq Ft

  1 Flower Farm Ln, Westport, CT 06880

  Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

  Heather Fitzgerald Coldwell Banker Realty

  1 Flower Farm Ln, Westport, CT 06880
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  /21

  $2,350 Per Month

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Apartment for Rent

  548 Colorado Ave, Bridgeport, CT 06605

  Welcome to 548 Colorado Ave! Here an attentive landlord is offering a spacious sun-filled unit with a very flexible layout. The unit is well-maintained with a flexible and comfortable layout, spacious living areas and features generously sized bedrooms. Updated windows, shiny pergo floors and a tasteful paint scheme are awaiting your final touch. Conveniently located near parks, shopping, dining,

  Luis Sanchez eXp Realty

  548 Colorado Ave, Bridgeport, CT 06605
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  $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 $1,039,956

  Last Listing Agent Jackie Davis William Raveis Real Estate

  121 Alden St, Fairfield, CT 06824
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  Est $1,502,511 Not Listed For Sale

  7 Carlisle Ct, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 1996

  7 Carlisle Ct, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $604/SF
  • 13 Days On Market

  • Last Sold Price $1,300,000
  • May 23, 2023

  Last Listing Agent Jake Nolan Compass Connecticut, LLC
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  $559,900

  • 5 Beds
  • 2.5 Baths
  • 2,403 Sq Ft

  1036-1038 Maplewood Ave, Bridgeport, CT 06605

  Back on the market as of 04/14/2026. Renovated in 2025 this 2 family home features 11 Rooms, 5 Bedrooms, 2 Full & 1 Half Bathrooms. Apartment 1 features 5 Rooms, 2 Bedrooms, 1 Bathroom. Apartment 2 features 2 floors of living with 6 Rooms, 3 Bedrooms, 1 Full & 1 Half Bathroom. You are within a few minutes drive to everything including | 0.45 miles to I-95 | 0.5 miles to all major shopping | 1.1

  Paul Ferreira RE/MAX Right Choice

  1036-1038 Maplewood Ave, Bridgeport, CT 06605
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  $30,000 Per Month

  • 6 Beds
  • 6 Baths
  • 4,742 Sq Ft
  • House for Rent

  28 Oak St, Westport, CT 06880

  Exceptional summer rental in the heart of Westport, available July 20 to August 20. This beautifully designed 6-bedroom, 4 full bath, 2 half bath home offers a rare blend of elevated style and effortless family living. Set on a fully fenced, professionally landscaped property, the backyard is a private oasis featuring an in-ground saltwater pool with spa, hot tub, and designer outdoor

  Rose Philip Real Broker CT, LLC

  28 Oak St, Westport, CT 06880
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  $250,000 Sold Oct 08, 2025

  65 Ellsworth St Unit 315, Bridgeport, CT 06605

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1987

  Last Sold Summary

  • 16% Above List Price
  • $357/SF
  • 11 Days On Market

  Current Estimated Value $251,941

  Last Listing Agent Chris Balestriere William Raveis Real Estate

  65 Ellsworth St Unit 315, Bridgeport, CT 06605
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  Est $2,281,261 Not Listed For Sale

  16 Broadview Rd, Westport, CT 06880

  • 4 Beds
  • 4.5 Baths
  • 4,712 Sq Ft
  • Built 1960

  16 Broadview Rd, Westport, CT 06880

  Last Sold Summary

  • 17% Above List Price
  • $414/SF
  • 124 Days On Market

  • Last Sold Price $1,951,549
  • May 15, 2024

  Last Listing Agent Sarah Pritchard William Raveis Real Estate
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  $885,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  208 Wildflower Ln, Fairfield, CT 06824

  RESPECTFULLY; PLEASE SUBMIT HIGHEST AND BEST BY MONDAY 27TH @ 6 PM. Everything Retouched | 2+ Acres | Expansion Opportunity Located in desirable Greenfield Hill, this fully remodeled single-level ranch offers estate-style living with exceptional expansion potential. Set on over 2 level acres-the smallest home on a street of significantly larger residences-this property presents a rare opportunity

  Elizabeth Altobelli William Raveis Real Estate

  208 Wildflower Ln, Fairfield, CT 06824
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  /16

  $2,200 Per Month

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

  59 Hanford Ave Unit 1, Bridgeport, CT 06605

  Are you looking for the perfect 1 Bedroom 1 Bath Rental in the heart of Black Rock? This adorable and move in ready unit is just steps to the charming Harborview Market where you can grab your morning coffee & croissant before heading to the office, or linger and enjoy the peaceful and welcoming ambience of this favorite neighborhood hangout. The private and separate entrance to this 1st floor

  Amy Desel Compass Connecticut, LLC

  59 Hanford Ave Unit 1, Bridgeport, CT 06605
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  $567,500 Sold Jul 18, 2025

  61 Longview Ave, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1918

  Last Sold Summary

  • 5% Below List Price
  • $364/SF
  • 42 Days On Market

  Current Estimated Value $616,861

  Last Listing Agent Timothy Dailey Higgins Group Real Estate

  61 Longview Ave, Fairfield, CT 06824
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  Est $1,765,223 Not Listed For Sale

  38 Bauer Place Extension, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,706 Sq Ft
  • Built 1946

  38 Bauer Place Extension, Westport, CT 06880

  Last Sold Summary

  • 9% Above List Price
  • $438/SF
  • 62 Days On Market

  • Last Sold Price $1,625,000
  • Jul 17, 2024

  Last Listing Agent Ayesha Qureshi-Amin Houlihan Lawrence
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  $4,999,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 5.5 Baths
  • 5,729 Sq Ft

  7 Pond Edge Rd, Westport, CT 06880

  Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open,

  Marilyn Heffers Coldwell Banker Realty

  7 Pond Edge Rd, Westport, CT 06880
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  /14

  $2,650 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,061 Sq Ft
  • Townhouse for Rent

  92 Thorpe St, Fairfield, CT 06824

  Beautiful 2 bedroom townhouse located in the heart of Downtown Fairfield. Walk to town, train, restaurants, bookstores, theater, all within minutes from your front door. Light and bright throughout with updated kitchen and baths. Washer and dryer in basement. Ac units available for tenants use but landlord takes no responsibility for repair or replacement. Walk up attic space available for

  John Silos Munson Real Estate

  92 Thorpe St, Fairfield, CT 06824
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  $2,725,000 Sold Sep 29, 2025

  158 Hillspoint Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,076 Sq Ft
  • Built 1803

  Last Sold Summary

  • 1% Above List Price
  • $886/SF
  • 11 Days On Market

  Current Estimated Value $2,776,249

  Last Listing Agent Karen Liss-uomoleale Coldwell Banker Realty

  158 Hillspoint Rd, Westport, CT 06880
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  Est $2,575,081 Not Listed For Sale

  52 Center St, Westport, CT 06880

  • 4 Beds
  • 5 Baths
  • 3,704 Sq Ft
  • Built 1789

  52 Center St, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $661/SF
  • 12 Days On Market

  • Last Sold Price $2,450,000
  • Oct 30, 2023

  Last Listing Agent Nanci Lewis William Pitt
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  /35

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  65 Benton St, Fairfield, CT 06825

  ATTENTION ALL!! This is 3 level townhouse in mint condition. Shining hardwood floors,large open kitchen with granite counters,stainless appliances and dining area plus a spacious family room. This stylish home offers three bedrooms, two and a half updated baths with marble floors and a roomy private master suite. Two other bedrooms are bright and sunny w/ lots of natural light through the entire

  Juan Garcia Sunbelt Sales & Development

  65 Benton St, Fairfield, CT 06825
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  /19

  $36,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,234 Sq Ft
  • House for Rent

  12 Murvon Ct, Westport, CT 06880

  A Compo Beach Summer rental GEM! This stunningly decorated four bedroom, three bath home is the perfect place to spend your Summer. A two minute walk to Compo Beach and Longshore Club Park. Large yard with patio, outdoor seating, grill and lots of space to relax or play. Available July 1 - August 15th, 2026.

  Jenny Bentley The Riverside Realty Group

  12 Murvon Ct, Westport, CT 06880
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  $1,422,500 Sold Aug 05, 2025

  676 Fairfield Beach Rd, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 2,274 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Above List Price
  • $626/SF
  • 28 Days On Market

  Current Estimated Value $1,427,105

  Last Listing Agent Jackie Davis William Raveis Real Estate

  676 Fairfield Beach Rd, Fairfield, CT 06824
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  Est $831,136 Not Listed For Sale

  17 Richmondville Ave, Westport, CT 06880

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft
  • Built 1925

  17 Richmondville Ave, Westport, CT 06880

  Last Sold Summary

  • 14% Above List Price
  • $600/SF
  • 114 Days On Market

  • Last Sold Price $730,000
  • Oct 29, 2024

  Last Listing Agent Priscilla Toumey William Raveis Real Estate
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  $6,495,000 New Construction

  • 6 Beds
  • 8 Baths
  • 9,062 Sq Ft

  5 Baldwin Place, Westport, CT 06880

  New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence

  Lori Popkin Coldwell Banker Realty

  5 Baldwin Place, Westport, CT 06880
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  /20

  $1,800 Per Month

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

  25 Maplewood Ave Unit 1, Westport, CT 06880

  1-bedroom, 1-bath lower-level legal accessory apartment with private walk-out access to paved parking and its own separate mailing address (#2 Willowbrook). Bright, functional layout offering comfortable living. Can be rented on its own or together with the main house. Rare opportunity in Westport, conveniently located close to town, shopping, and all amenities the area has to offer. All

  Ignacio Navarro Keller Williams Realty

  25 Maplewood Ave Unit 1, Westport, CT 06880
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  $500,000 Sold Apr 14, 2026

  109 Wordin Ave Unit 111, Bridgeport, CT 06605

  • 5 Beds
  • 3 Baths
  • 2,437 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Below List Price
  • $205/SF
  • 15 Days On Market

  Current Estimated Value $506,850

  Last Listing Agent Diane Rankine Berkshire Hathaway NE Prop.

  109 Wordin Ave Unit 111, Bridgeport, CT 06605
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  Est $2,557,567 Not Listed For Sale

  2 Florian Ct, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 4,534 Sq Ft
  • Built 2023

  2 Florian Ct, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $503/SF
  • 9 Days On Market

  • Last Sold Price $2,280,000
  • Apr 28, 2023

  Last Listing Agent Judy Michaelis Coldwell Banker Realty
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  $2,200,000

  • 6 Beds
  • 2 Baths
  • 2,180 Sq Ft

  2142 Fairfield Beach Rd, Fairfield, CT 06824

  OPPORTUNITY KNOCKS TWICE with the only two-family home on Fairfield beach road Peninsula. Great rental income. Newly painted inside and out and completely furnished. This duplex features a spacious four-bedroom unit and a two-bedroom unit on the creek side with private gate access to the beach just across the road. Features include a wrap-around deck on the creek side with boat access to Long

  Michael Menillo Collage Realty

  2142 Fairfield Beach Rd, Fairfield, CT 06824
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  /22

  $3,500 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,107 Sq Ft
  • House for Rent

  123 Longview Ave, Fairfield, CT 06824

  In a quaint and convenient Fairfield location, a freshly updated and move-in ready traditional cape is ready for its next tenants. This three-bedroom one and a half bath home features newly updated kitchen with tons of built in storage, new gas range, microwave, quartz counters, stainless farm sink. Kitchen leads to spacious covered patio overlooking fully fenced oversized yard. Traditional cape

  Bobbi Markowitz Coldwell Banker Realty

  123 Longview Ave, Fairfield, CT 06824
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  $400,000 Sold Jul 02, 2025

  409 Brewster St, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1983

  Last Sold Summary

  • $312/SF
  • 10 Days On Market

  Current Estimated Value $420,598

  Last Listing Agent Jennifer Capozziello Coldwell Banker Realty

  409 Brewster St, Bridgeport, CT 06605
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  Est $2,222,296 Not Listed For Sale

  9 Mallard Ln, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 3,920 Sq Ft
  • Built 1969

  9 Mallard Ln, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $536/SF
  • 72 Days On Market

  • Last Sold Price $2,100,000
  • Dec 20, 2024

  Last Listing Agent David White OwnerEntry.com

Showing Results 641 - 680, Page 17 of 18