Southport, CT Homes

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  /40

  $8,999,000 Pending

  • 7 Beds
  • 9 Baths
  • 10,482 Sq Ft

  19 Beachside Common, Westport, CT 06880

  Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving,

  Gina Hackett Compass Connecticut, LLC

  19 Beachside Common, Westport, CT 06880
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  /40

  $13,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft
  • House for Rent

  118 Roseville Rd, Westport, CT 06880

  This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

  Tyler Della Valle Dow Della Valle

  118 Roseville Rd, Westport, CT 06880
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  $822,500 Sold Nov 14, 2025

  363 Lake Ave, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1931

  Last Sold Summary

  • 6% Above List Price
  • $374/SF
  • 29 Days On Market

  Current Estimated Value $809,712

  Last Listing Agent Geo Crume Keller Williams Realty

  363 Lake Ave, Bridgeport, CT 06605
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  Est $3,687,085 Not Listed For Sale

  5 Country Ln, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 5,955 Sq Ft
  • Built 1951

  5 Country Ln, Westport, CT 06880

  Last Sold Summary

  • 15% Above List Price
  • $538/SF
  • 23 Days On Market

  • Last Sold Price $3,205,000
  • Aug 18, 2023

  Last Listing Agent Susan Seath Compass Connecticut, LLC
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  $5,725,000 Pending

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
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  /25

  $22,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 4,225 Sq Ft
  • House for Rent

  95 Compo Rd N, Westport, CT 06880

  Enjoy an easy escape to lovely Westport CT, residing in this wonderful, centrally located home. This captivating space is tastefully finished, colorful, light-filled and designed to accommodate families and friends with ease. The stately slate patio expands the width of the house allowing you to enjoy the yard, seating & dining areas, and a full fireplace/bbq. Central AC keeps things cool, the

  Michelle Genovesi William Raveis Real Estate

  95 Compo Rd N, Westport, CT 06880
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  $970,000 Sold Apr 20, 2026

  188 Henderson Rd, Fairfield, CT 06824

  • 3 Beds
  • 1.5 Baths
  • 1,652 Sq Ft
  • Built 1936

  Last Sold Summary

  • 21% Above List Price
  • $587/SF
  • 17 Days On Market

  Current Estimated Value $808,360

  Last Listing Agent Helene Daly Compass Connecticut, LLC

  188 Henderson Rd, Fairfield, CT 06824
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  Est $1,549,087 Not Listed For Sale

  37 Park Ln, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,419 Sq Ft
  • Built 1960

  37 Park Ln, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $570/SF
  • 53 Days On Market

  • Last Sold Price $1,380,000
  • Aug 01, 2024

  Last Listing Agent Gina Hackett Compass Connecticut, LLC
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  $1,399,999 New Construction

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

  28 Country Rd, Fairfield, CT 06824

  Take me home Country Road...... Local builder with proven excellence in masterfully crafted homes is nearing completion on the newest project. Country Estates, soon to be completed. These townhomes (2)are adjoined only by garages, meaning no shared interior walls for maximum privacy. Tucked away on a charming half circle street in the University area, this home offers a seamless design for the

  Denise Daniels-biagi Coldwell Banker Realty

  28 Country Rd, Fairfield, CT 06824
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  /31

  $6,950 Per Month

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Apartment for Rent

  116 Sherman St Unit 2, Fairfield, CT 06824

  LAST UNIT AVAILABLE...Embrace the ultimate in sophistication, exclusivity, and style with this stunning two-bedroom, two-bath apartment located in the heart of Downtown Fairfield. With breathtaking panoramic views and an abundance of natural light streaming through a full wall of windows, this home is designed to impress from every angle. Inside, enjoy contemporary features including integrated

  Sara Santos Coldwell Banker Realty

  116 Sherman St Unit 2, Fairfield, CT 06824
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  $616,500 Sold Sep 29, 2025

  694 Jennings Rd, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Below List Price
  • $395/SF
  • 45 Days On Market

  Current Estimated Value $640,078

  Last Listing Agent Hilary Del Aguila Ortiz YellowBrick Real Estate LLC

  694 Jennings Rd, Fairfield, CT 06824
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  Est $3,602,445 Not Listed For Sale

  64 Wright St, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,805 Sq Ft
  • Built 1840

  64 Wright St, Westport, CT 06880

  Last Sold Summary

  • 5% Below List Price
  • $999/SF
  • 14 Days On Market

  • Last Sold Price $3,800,000
  • Dec 11, 2024

  Last Listing Agent Joelle Malec William Raveis Real Estate
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  $5,999,000 Pending

  • 6 Beds
  • 7 Baths
  • 6,100 Sq Ft

  9 Pond Edge Rd, Westport, CT 06880

  Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area,

  Meredith Kamo Compass Connecticut, LLC

  9 Pond Edge Rd, Westport, CT 06880
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  /13

  $2,600 Per Month

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • House for Rent

  30 Thorpe St, Fairfield, CT 06824

  First-floor 2-bedroom apartment in a prime downtown Fairfield location. This well-maintained unit features hardwood floors throughout, a spacious living room with a separate step-down office area, two bedrooms, and an eat-in kitchen. Recently painted and ready for June 1st occupancy. Additional features include private laundry and storage in the basement, as well as off-street parking. Landlord

  Anthony Gigliotti Keller Williams Realty

  30 Thorpe St, Fairfield, CT 06824
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  $2,250,000 Sold Aug 11, 2025

  7 Mansfield Place, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,270 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $688/SF
  • 34 Days On Market

  Current Estimated Value $2,333,948

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  7 Mansfield Place, Westport, CT 06880
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  Est $1,410,250 Not Listed For Sale

  9 Highland Rd, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,283 Sq Ft
  • Built 1951

  9 Highland Rd, Westport, CT 06880

  Last Sold Summary

  • 28% Above List Price
  • $335/SF
  • 21 Days On Market

  • Last Sold Price $1,100,000
  • Jun 16, 2023

  Last Listing Agent Georgia Wasserman Coldwell Banker Realty
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  $5,599,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 7,387 Sq Ft

  36 Maple Ave S, Westport, CT 06880

  Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

  Kelly Loucas Compass Connecticut, LLC

  36 Maple Ave S, Westport, CT 06880
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  $6,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • House for Rent

  1 Woods Grove Rd, Westport, CT 06880

  Convenient location close to town, shops, restaurants, the library and Levitte pavilion. This 3-bedroom ranch style home is on a level lot, on a cul de sac and there is a communal dock on the Saugatuck River at the end of the rd. Easy one level living and in town.

  Georgia Wasserman Coldwell Banker Realty

  1 Woods Grove Rd, Westport, CT 06880
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  $1,800,000 Sold Dec 10, 2025

  10 Twin Falls Ln, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft
  • Built 1934

  Last Sold Summary

  • 20% Below List Price
  • $425/SF
  • 159 Days On Market

  Current Estimated Value $1,831,061

  Last Listing Agent Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
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  Est $2,294,981 Not Listed For Sale

  12 Overlook Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 4,281 Sq Ft
  • Built 1929

  12 Overlook Rd, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $517/SF
  • 29 Days On Market

  • Last Sold Price $2,215,000
  • May 08, 2024

  Last Listing Agent Susan Vanech Compass Connecticut, LLC
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  /34

  $875,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,725 Sq Ft

  2032 N Benson Rd, Fairfield, CT 06824

  This charming 4-bedroom, 2-bathroom Cape Cod is a true gem in Fairfield's sought-after University neighborhood. The 1,725 sq. ft. interior blends classic character with modern upgrades, featuring a sun-drenched living room with a fireplace, a formal dining room, and a beautifully updated kitchen with quartz countertops and a full suite of appliances including a range w/hood and dishwasher. The

  Ryan Sullivan Berkshire Hathaway NE Prop.

  2032 N Benson Rd, Fairfield, CT 06824
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  /6

  $5,750 Per Month

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft
  • House for Rent

  14 Cross Hwy Unit D, Westport, CT 06880

  Stylish2 bedroom 2 full bath residence is totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport amenities.

  Georgia Wasserman Coldwell Banker Realty

  14 Cross Hwy Unit D, Westport, CT 06880
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  $1,150,000 Sold Nov 07, 2025

  11 Oldfield Dr, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 1950

  Last Sold Summary

  • 16% Above List Price
  • $541/SF
  • 6 Days On Market

  Current Estimated Value $1,133,537

  Last Listing Agent Wendy Ryan Brown Harris Stevens

  11 Oldfield Dr, Fairfield, CT 06824
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  Est $3,908,983 Not Listed For Sale

  158 Imperial Ave, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 6,356 Sq Ft
  • Built 2025

  158 Imperial Ave, Westport, CT 06880

  Last Sold Summary

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

  • Last Sold Price $3,760,000
  • Apr 17, 2025

  Last Listing Agent Christina McVaney Higgins Group Bedford Square
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  $825,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,635 Sq Ft

  644 Melville Ave, Fairfield, CT 06825

  An amazing raised ranch set beautifully on a landscaped half acre. This immaculate home includes a living room, dining room with a walk-out to a wonderful deck with outstanding private views, a terrific eat-in-kitchen with a breakfast bar and a dining area with a fireplace. The home also includes a spacious primary bedroom with bath, two additional bedrooms (the two bedrooms were converted to one

  John Shea William Raveis Real Estate

  644 Melville Ave, Fairfield, CT 06825
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  $18,000 Per Month

  • 5 Beds
  • 5.5 Baths
  • 5,409 Sq Ft
  • House for Rent

  46 Burr Farms Rd, Westport, CT 06880

  Experience turnkey Westport living in this beautifully furnished home, ideally located in the heart of town. Filled with natural light and designed for both comfort and style, the home features soaring ceilings and an open flow throughout. The gourmet eat-in kitchen with large island, pantry, and high-end appliances opens to the spacious family room and bluestone patio erfect for everyday living

  Erin Melson The Agency

  46 Burr Farms Rd, Westport, CT 06880
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  $1,250,000 Sold Jun 06, 2025

  68 Grove Point, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,375 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $526/SF
  • 38 Days On Market

  Current Estimated Value $1,275,328

  Last Listing Agent Erica Acheychek Compass Connecticut, LLC

  68 Grove Point, Westport, CT 06880
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  Est $1,014,169 Not Listed For Sale

  45 Drumlin Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1951

  45 Drumlin Rd, Westport, CT 06880

  Last Sold Summary

  • 23% Above List Price
  • $612/SF
  • 9 Days On Market

  • Last Sold Price $825,000
  • Jun 13, 2023

  Last Listing Agent Sally Bohling Coldwell Banker Realty
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  $1,529,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,051 Sq Ft

  3810 Congress St, Fairfield, CT 06824

  Greenfield Hill Court - A Legacy Reimagined Nestled amid the tranquil woodlands of Fairfield's coveted Greenfield Hill, this timeless residence blends historic charm with contemporary luxury. The home's lineage of love and craftsmanship endures through every detail - now beautifully renewed for the next generation. A brandnew chef's kitchen anchors the heart of the home, complemented by updated

  Mar Jennings Higgins Group Bedford Square

  3810 Congress St, Fairfield, CT 06824
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  $8,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,004 Sq Ft
  • House for Rent

  50 Craig Place, Fairfield, CT 06824

  *AVAILABLE FOR SHORT TERM AND/OR SUMMER FURNISHED RENTAL - Inquire for availability* What a wonderful way to spend the Summer! Perfect for visiting family/friends, a Summer vacation in Fairfield County, a "Staycation" by the water, or even interim housing before you settle into your forever home. Just steps from the front door to the end of this friendly cul de sac with direct walking access to

  Kaitlyn Walsh William Raveis Real Estate

  50 Craig Place, Fairfield, CT 06824
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  $850,000 Sold Jun 07, 2025

  50 Geneva Terrace, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $363/SF
  • 54 Days On Market

  Current Estimated Value $863,409

  Last Listing Agent Jim Troy Independent Realtors

  50 Geneva Terrace, Fairfield, CT 06824
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  Est $1,590,474 Not Listed For Sale

  141 Lansdowne, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1984

  141 Lansdowne, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $616/SF
  • 15 Days On Market

  • Last Sold Price $1,510,000
  • Apr 07, 2025

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate
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  $1,095,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  7 Hale St, Westport, CT 06880

  Completely renovated in 2025, this Cape Cod-style home offers effortless coastal living in Westports South Compo neighborhood. Thoughtfully updated and move-in ready, the home features 3 bedrooms and 2 baths across 1,882 square feet of living space. Enjoy the best of the Westport lifestyle-- less than 2 miles to Compo beach, the marina and Longshore Golf Course and approximately 1 mile to the

  Allison Santopietro William Raveis Real Estate

  7 Hale St, Westport, CT 06880
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  /23

  $15,000 Per Month

  • 3 Beds
  • 3 Baths
  • 3,066 Sq Ft
  • House for Rent

  19 Bluewater Hill, Westport, CT 06880

  Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and

  Doug Bross Coldwell Banker Realty

  19 Bluewater Hill, Westport, CT 06880
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  $1,550,000 Sold Jun 30, 2025

  355 Nepas Rd, Fairfield, CT 06825

  • 4 Beds
  • 3.5 Baths
  • 4,032 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Above List Price
  • $384/SF
  • 11 Days On Market

  Current Estimated Value $1,548,366

  Last Listing Agent Denise Walsh William Raveis Real Estate

  355 Nepas Rd, Fairfield, CT 06825
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  Est $1,148,997 Not Listed For Sale

  137 Lansdowne, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1984

  137 Lansdowne, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $488/SF
  • 21 Days On Market

  • Last Sold Price $1,025,000
  • Jan 17, 2025

  Last Listing Agent Heidi Cinder William Raveis Real Estate
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  $5,990,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,900 Sq Ft

  10 Mary Jane Ln, Westport, CT 06880

  New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

  Danna Rogers Higgins Group Bedford Square

  10 Mary Jane Ln, Westport, CT 06880
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  $7,900 Per Month

  • 3 Beds
  • 3 Baths
  • 4,544 Sq Ft
  • House for Rent

  177 Brett Rd, Fairfield, CT 06824

  Beautifully updated FURNISHED colonial in Greenfield Hill. Designers own home. A gorgeous entry foyer greets you & opens to a large living room with cathedral ceilings, fireplace & large picture window.Continue into an absolutely fabulous, sun-filled eat-in kitchen w/ full dining area, large island for entertaining, a cozy window seat and sliders which lead to a spacious deck, gorgeous & very

  Carol Alexander Berkshire Hathaway NE Prop.

  177 Brett Rd, Fairfield, CT 06824
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  $1,545,000 Sold Feb 20, 2026

  1207 Stillson Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,073 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $379/SF
  • 18 Days On Market

  Current Estimated Value $1,502,967

  Last Listing Agent John Hackett William Raveis Real Estate

  1207 Stillson Rd, Fairfield, CT 06824
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  Est $1,651,572 Not Listed For Sale

  215 Lansdowne, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 1985

  215 Lansdowne, Westport, CT 06880

  Last Sold Summary

  • 10% Above List Price
  • $612/SF
  • 46 Days On Market

  • Last Sold Price $1,500,000
  • Feb 26, 2024

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate

Showing Results 441 - 480, Page 12 of 18