Southport, CT Homes

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  /36

  $649,500

  • 2 Beds
  • 2.5 Baths
  • 1,731 Sq Ft

  80 Bywater Ln, Bridgeport, CT 06605

  A UNIQUE OPPORTUNITY OF GREAT VALUE AWAITS IN THIS DESIGNER HOME IN A PRIME BLACK ROCK LOCATION - Welcome Home to 80 Bywater Lane. Move right into this Voguish, NY chic styled, completely updated townhouse offering 3 spacious levels of comfortable living. Nestled in & surrounded by both nature & seasonal water views. This peaceful home offers total serenity while lounging on 1 of your 3 decks.

  

  Jackie Davis

  William Raveis Real Estate

  (203) 354-7242

  80 Bywater Ln, Bridgeport, CT 06605
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  $2,500 Per Month

  • 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
• 

  $1,640,000 Sold Apr 24, 2026

  10 Pansy Rd, Fairfield, CT 06824

  • 4 Beds
  • 4 Baths
  • 3,778 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Above List Price
  • $434/SF
  • 17 Days On Market

  Current Estimated Value $1,572,349

  Last Listing Agent Eileen Brown William Raveis Real Estate

  10 Pansy Rd, Fairfield, CT 06824
• 

  Est $1,306,541 Not Listed For Sale

  814 S Pine Creek Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,803 Sq Ft
  • Built 2007

  814 S Pine Creek Rd, Fairfield, CT 06824

  Last Sold Summary

  • 1% Below List Price
  • $471/SF
  • 5 Days On Market

  • Last Sold Price $1,320,000
  • May 02, 2025

  Last Listing Agent Jay Cannone William Raveis Real Estate
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  $2,650,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 5 Baths
  • 5,394 Sq Ft

  3007 Redding Rd, Fairfield, CT 06824

  A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to

  

  Jackie Davis

  William Raveis Real Estate

  (475) 255-0748

  3007 Redding Rd, Fairfield, CT 06824
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  Starting at $2,201

  Total Monthly Price

  • 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

  Canfield Park

  (475) 265-6769

  

  306 Canfield Ave, Bridgeport, CT 06605
• 

  $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 $3,612,894

  Last Listing Agent Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
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  Est $1,214,625 Not Listed For Sale

  25 Hale St, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 1997

  25 Hale St, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $697/SF
  • 13 Days On Market

  • Last Sold Price $1,150,000
  • May 02, 2025

  Last Listing Agent Christy Syrrist Higgins Group Bedford Square
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  $1,699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  147 Carriage Dr, Southport, CT 06890

  Unbeatable location! A Southport classic awaits at the end of a quiet Cul de sac set on the most stunning & special 1+ acre lot - Welcome home to 147 Carriage Drive. This pristine, move-in-ready Colonial lives large & offers so much. Lovingly owned & featuring numerous key updates that will ensure maintenance free living include a newer furnace & roof, recent connection to town sewer, fresh

  

  Jackie Davis

  William Raveis Real Estate

  (203) 864-4740

  147 Carriage Dr, Southport, CT 06890
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  /20

  $3,300 Per Month

  • 4 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • House for Rent

  146 Warsaw St, Fairfield, CT 06825

  Welcome to 146 Warsaw Street in Fairfield, Connecticut, a bright and inviting home that seamlessly combines comfort with convenience. Natural sunlight bathes the interior, creating a warm and welcoming atmosphere throughout. Hardwood floors span the main-floor bedrooms and living room, the two bedrooms on the upper level have had new carpeting installed. A private deck with a spacious backyard

  

  Austin Reid

  William Raveis Real Estate

  (475) 256-6505

  146 Warsaw St, Fairfield, CT 06825
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  $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 $5,963,339

  Last Listing Agent Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
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  Est $2,384,250 Not Listed For Sale

  443 Riverside Ave, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,943 Sq Ft
  • Built 1860

  443 Riverside Ave, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $782/SF
  • 137 Days On Market

  • Last Sold Price $2,300,000
  • Apr 25, 2025

  Last Listing Agent Lisa Jones Higgins Group Bedford Square
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  $1,699,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,533 Sq Ft

  693 S Benson Rd, Fairfield, CT 06824

  Update: The seller has requested that highest and best offers be submitted by Monday 3/23 at Noon Life by LI Sound starts here, Welcome to 693 South Benson Road. This brilliantly redesigned & fully renovated in 2012, 4 bedroom, 3 bath home is set on a rare, private quarter acre. Light, clean, bright & fabulous is your immediate feeling upon entry. The living room flows seamlessly into the kitchen

  

  Jackie Davis

  William Raveis Real Estate

  (475) 262-9312

  693 S Benson Rd, Fairfield, CT 06824
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  Starting at $1,800 Plus Fees

  • 1 Bed

  45 Monroe St, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated

  Blackrock Homes Apartments

  (475) 476-1886

  45 Monroe St, Bridgeport, CT 06605
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  $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 $2,341,934

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  111 Pratt St, Fairfield, CT 06824
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  Est $1,846,631 Not Listed For Sale

  18 Clinton Ave, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,991 Sq Ft
  • Built 1950

  18 Clinton Ave, Westport, CT 06880

  Last Sold Summary

  • $932/SF
  • 10 Days On Market

  • Last Sold Price $1,855,000
  • May 01, 2025

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  $579,900

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  273 Brooklawn Ave, Bridgeport, CT 06604

  Open House has been cancelled for 6/3/26. Nestled in Bridgeport's sought-after Brooklawn neighborhood, known for its tree-lined streets, classic charm, and convenient access to the Merritt Parkway and I-95. This newer construction home blends timeless curb appeal with modern functionality, featuring a welcoming front porch perfect for relaxing mornings or quiet evenings. Inside, gleaming hardwood

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (475) 270-8114

  273 Brooklawn Ave, Bridgeport, CT 06604
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  $4,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,379 Sq Ft
  • House for Rent

  5 Moody Ave, Fairfield, CT 06825

  Welcome to this beautifully maintained three bedroom, two full bath, one half bath home offering three levels of spacious living. Thoughtfully designed for both comfort and functionality, the main level features a bright living room, dining area, convenient laundry room, and an inviting eat in kitchen w/ granite countertops, new backsplash, fresh paint, and plenty of space for everyday dining.

  

  Mariana DaSilva

  William Raveis Real Estate

  (203) 350-7092

  5 Moody Ave, Fairfield, CT 06825
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  $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 $382,894

  Last Listing Agent Ocilene De-Carvalho Century 21 Scala Group

  599 Laurel Ave, Bridgeport, CT 06605
• 

  Est $1,576,197 Not Listed For Sale

  4 Brook Ln, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,514 Sq Ft
  • Built 1942

  4 Brook Ln, Westport, CT 06880

  Last Sold Summary

  • 5% Below List Price
  • $660/SF
  • 35 Days On Market

  • Last Sold Price $1,660,000
  • Apr 30, 2025

  Last Listing Agent Nadine Tanen Berkshire Hathaway Home Services
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  $1,895,000 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 3,435 Sq Ft

  320 Warner Hill Rd, Southport, CT 06890

  Location, space and timeless design come together in this beautiful 5 Bedroom Colonial set on 1.48 acres in one of Southport's most desirable neighborhoods. This home offers the ideal balance of privacy and convenience. hardwood floors, custom moldings, and a coffered ceiling highlight the inviting main level. The Family Room with 9-foot ceilings and a gas fireplace opens to the Eat-In-Kitchen

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 889-7170

  320 Warner Hill Rd, Southport, CT 06890
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  /31

  Starting at $3,233

  Total Monthly Price

  • Studio - 2 Beds

  333 Unquowa Rd, Fairfield, CT 06824

  Built by a team of award-winning architects, designers, and developers, The Anchorage was created to bring a new kind of living to Fairfieldone where you can kick back on a column-lined porch, host an outdoor dinner party, or take a quick drive to a sandy dune-lined beach and at the end of the day, settle back in a modern luxury apartment community where everythings taken care of.The Anchorage is

  The Anchorage

  (844) 410-4125

  

  333 Unquowa Rd, Fairfield, CT 06824
• 

  $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 $472,765

  Last Listing Agent Kurt Jain NextHome Real Estate Services

  324 Mountain Grove St Unit 326, Bridgeport, CT 06605
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  Est $1,859,447 Not Listed For Sale

  43 Colony Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1966

  43 Colony Rd, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $607/SF
  • 5 Days On Market

  • Last Sold Price $1,800,000
  • Apr 30, 2025

  Last Listing Agent Karen Liss-uomoleale Coldwell Banker Realty
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  $749,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,839 Sq Ft

  146 Warde Terrace, Fairfield, CT 06825

  This expanded Fairfield Woods Cape with a full rear dormer offers 4 bedrooms and 2 full baths and is set on a quiet street. This original-owner home has been lovingly maintained and is ready for its new owners to make it their own. The classic layout includes a formal living room and dining room, plus a welcoming family room featuring a wood-burning fireplace with direct access to the rear deck,

  

  Fredda Takacs

  Higgins Group Real Estate

  (475) 251-8645

  146 Warde Terrace, Fairfield, CT 06825
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  /25

  $44,900 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 $340,135

  Last Listing Agent Heide Moeller Coldwell Banker Realty

  350 Grovers Ave Unit 7C, Bridgeport, CT 06605
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  Est $3,744,108 Not Listed For Sale

  15 Morningside Ln, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 6,012 Sq Ft
  • Built 2023

  15 Morningside Ln, Westport, CT 06880

  Last Sold Summary

  • 1% Below List Price
  • $628/SF
  • 7 Days On Market

  • Last Sold Price $3,775,000
  • May 01, 2025

  Last Listing Agent Brett Lieberman The Riverside Realty Group
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  $999,000 Pending

  • 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
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  Starting at $2,194 Plus Fees

  • Studio - 2 Beds

  1401 Kings Hwy, Fairfield, CT 06824

  A unique fusion of convenience and luxuryyoull find the home, amenities, and location youve been dreaming of at ALTO Fairfield Metro. Discover what it feels like to love where you livemodern, spacious open-layout apartments boasting stunning quartz countertops, stainless steel appliances, floor-to-ceiling windows, hardwood-style plank flooring, and full-size washers and dryers. Discover The ALTO

  Alto Fairfield Metro

  (475) 265-6178

  

  1401 Kings Hwy, Fairfield, CT 06824
• 

  $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
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  Est $2,541,692 Not Listed For Sale

  20 Church St S, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 4,725 Sq Ft
  • Built 2015

  20 Church St S, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $524/SF
  • 13 Days On Market

  • Last Sold Price $2,475,000
  • May 01, 2025

  Last Listing Agent Jennifer Twombly Compass Connecticut, LLC
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  $1,199,000 Under Contract

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

  279 Spruce St, Southport, CT 06890

  An Exceptional Southport Opportunity ~ Now complete and ready for immediate occupancy, this distinguished Southport residence has been meticulously renovated by Southport Construction LLC, delivering the level of craftsmanship, finish, and execution expected at the highest end of the market. The home presents as a refined, new-construction-quality offering within an established coastal setting.

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 303-2307

  279 Spruce St, Southport, CT 06890
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  $12,000 Per Month

  • 5 Beds
  • 5 Baths
  • 4,743 Sq Ft
  • House for Rent

  38 Sturges Commons, Westport, CT 06880

  Spacious, furnished 5 Bedroom 3 full/ 2 half bath colonial located on a tranquil lot on a highly desirable Long Lots cul-de-sac. Generously sized rooms including gourmet kitchen and light filled sunroom with great flow provide the perfect place to spread out for work, learning, entertaining, relaxation, and play. The finished walk out lower level is complete with a walk in wine cellar, and

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-1648

  38 Sturges Commons, Westport, CT 06880
• 

  $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 $635,348

  Last Listing Agent Elizabeth Altobelli William Raveis Real Estate

  270 Oakwood Dr, Fairfield, CT 06824
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  Est $2,306,433 Not Listed For Sale

  2 Country Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,839 Sq Ft
  • Built 1955

  2 Country Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $573/SF
  • 14 Days On Market

  • Last Sold Price $2,200,000
  • May 01, 2025

  Last Listing Agent Alex Chingas Coldwell Banker Realty
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  $1,174,900 Open Sun 1PM - 3PM

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

  27 Suzanne Cir, Fairfield, CT 06825

  Gorgeous Nearly Finished New Build in the Tunxis Hill Area - Unmatched Value from a Premier Local Builder! This stunning 3,000 SF end-unit half duplex is tucked away on a quiet cul-de-sac and offers three levels of beautifully designed living. High-end finishes abound, including hardwood floors, 9 foot ceilings on the main level, and thoughtfully designed details throughout. The main level of

  

  Jackie Davis

  William Raveis Real Estate

  (475) 267-6655

  27 Suzanne Cir, Fairfield, CT 06825
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  Starting at $2,169

  Total Monthly Price

  • 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

  Creekline at Fairfield

  (475) 242-2111

  

  219 Ash Creek Blvd, Fairfield, CT 06824
• 

  $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 $478,175

  Last Listing Agent Joy Yen BHGRE Gaetano Marra Homes

  115 Denver Ave Unit 117, Bridgeport, CT 06605
• 

  Est $4,023,212 Not Listed For Sale

  11 Woodhill Rd, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 6,342 Sq Ft
  • Built 1999

  11 Woodhill Rd, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $615/SF
  • 13 Days On Market

  • Last Sold Price $3,900,000
  • Apr 30, 2025

  Last Listing Agent Gary Shelton Higgins Group Bedford Square

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