Southport, CT Homes

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  /12

  $685,000

  • 6 Beds
  • 3 Baths
  • 3,069 Sq Ft

  195 Lenox Ave Unit 197, Bridgeport, CT 06605

  Welcome to 195 Lenox Avenue - a modern and versatile 3-family home perfect for both investors and first-time buyers. With 6 bedrooms, 3 full bathrooms, and a full basement, this property offers plenty of space and excellent rental potential. The first and second floors each allow for an extra bedroom conversion, maximizing cash flow. Inside, the units are updated and well-maintained, providing

  Shafran Salim Guy Bocicaut Real Estate

  195 Lenox Ave Unit 197, Bridgeport, CT 06605
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  /29

  $6,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • House for Rent

  3 Parsell Ln, Westport, CT 06880

  Welcome to 3 Parsell Lane, a serene rental opportunity located at the end of a quiet cul-de-sac in one of Westport's peaceful neighborhoods. This spacious 3-bedroom, 2.5-bath home offers comfort, privacy, and scenic beauty in a natural setting. The main level is filled with sunlight and features a welcoming living room with a fireplace and easy flow into the formal dining area. Sliding doors from

  Heidi DeRusso Coldwell Banker Realty

  3 Parsell Ln, Westport, CT 06880
• 

  $1,500,000 Sold Oct 29, 2025

  • 3,194 Sq Ft
  • $470/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  83 Mailands Rd, Fairfield, CT 06824

  Welcome to 83 Mailands Road ~ Tucked away on one of the most desirable cul-de-sacs in Fairfield's sought-after University area, this sunny and beautiful 4-bedroom Colonial offers classic charm combined with modern convenience. The home features a double-height great room with fireplace, flooding the space with natural light and creating an inviting atmosphere for entertaining and everyday living.

  Amanda Thaw The Riverside Realty Group

  83 Mailands Rd, Fairfield, CT 06824
• 

  Est $1,926,243 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,364 Sq Ft

  6 River Oaks Rd, Westport, CT 06880

  6 River Oaks Rd, Westport, CT 06880
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  /39

  $3,500,000

  • 5 Beds
  • 6.5 Baths
  • 5,789 Sq Ft

  221 Greens Farms Rd, Westport, CT 06880

  THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by

  Leslie Riback Coldwell Banker Realty

  221 Greens Farms Rd, Westport, CT 06880
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  /7

  $4,356 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
• 

  $910,000 Sold Oct 29, 2025

  • 2,591 Sq Ft
  • $351/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2010

  24 Warsaw St, Fairfield, CT 06825

  Tucked at the end of a quiet cul-de-sac, 24 Warsaw Street offers a perfect blend of timeless design and modern updates-bright, inviting, and completely move-in ready. A spacious foyer sets the tone for airy interiors with 9-foot ceilings, gleaming hardwood floors, and an oversized living room centered around a gas fireplace. The eat-in kitchen is designed for both style and function, featuring

  Shoshana Snyder William Raveis Real Estate

  24 Warsaw St, Fairfield, CT 06825
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  Est $2,063,302 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,800 Sq Ft

  1 Stone Dr, Westport, CT 06880

  1 Stone Dr, Westport, CT 06880
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  /14

  $1,169,000

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  14 Northfield Dr, Westport, CT 06880

  Amazing opportunity! Move Right In or Renovate this Spacious 3BR Ranch in wonderful Coleytown neighborhood. Spacious 3BR one floor living with an open floorpan and light filled sunroom (extra 322 sqft not included in total footage) 3 bedrooms, and 2 full baths with pool. Flat yard walking distance to elementary and middle school. Wonderful chance to be in A+ location! House is being sold as is.

  Deirdre Andreoli Compass Connecticut, LLC

  14 Northfield Dr, Westport, CT 06880
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  /8

  $2,100 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  37 Bennett St Unit lower, Bridgeport, CT 06605

  Newly renovated beautiful two bedroom, one bathroom apartment in bustling central Black rock. This apartment boosts hardwood floors throughout, a brand new washer/dryer in the pantry, rental comes with 1 car garage (half of the garage), a nice backyard, and a stunning kitchen with granite countertops, subway tile, and stainless steel appliances. Within steps to the tasty yolk, the Fairfield Metro

  Alex Ward Award Prop., Alexander Ward

  37 Bennett St Unit lower, Bridgeport, CT 06605
• 

  $603,000 Sold Oct 29, 2025

  • 1,560 Sq Ft
  • $387/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  261 High St, Fairfield, CT 06824

  Beautifully updated home ready for its new owners. Featuring a bright open concept floor plan. Gorgeous custom kitchen with shaker cabinets, center island with waterfall countertop and inlay lighting, and new SS appliance package. New paint and hardwood floors throughout. New hardware and LED lighting. Stunning modern tile bath on main level. Finished walk-out lower level adds 600sf of additional

  Basil Amso RE/MAX Right Choice

  261 High St, Fairfield, CT 06824
• 

  Est $2,688,180 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,634 Sq Ft

  7 Rices Ln, Westport, CT 06880

  7 Rices Ln, Westport, CT 06880
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  /16

  $529,900

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft

  51 Princeton St, Bridgeport, CT 06605

  Great Black Rock two family home, both apartments are in good condition and has been well maintained, the rear yard offers good off street parking. It is conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. Tenants are month to month.

  John Kleps Berkshire Hathaway NE Prop.

  51 Princeton St, Bridgeport, CT 06605
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  /19

  $2,770 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,567 Sq Ft
  • House for Rent

  58 Post Rd, Fairfield, CT 06824

  Bright and updated 4-bedroom, 1.5-bath rental just steps from Fairfield's best shopping, dining, and transportation. The home features gleaming hardwood floors throughout, an updated kitchen with white shaker cabinets, quartz counters, stainless steel appliances, and a stylish black hex-tile backsplash. Both bathrooms are nicely updated with modern fixtures and tile. Enjoy the convenience of

  Geo Crume Keller Williams Prestige Prop.

  58 Post Rd, Fairfield, CT 06824
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  $449,000 Sold Oct 29, 2025

  • 1,441 Sq Ft
  • $312/SF
  • 44 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  244 Tunxis Hill Cut Off, Fairfield, CT 06825

  Rare opportunity to purchase this beautiful tri-level Townhouse in Fairfield w/minimal expenses. Brand New Roof 8/2025, New Living Room Skylights 8/2025, New Siding 2024, No assessments, Low HOA $375/mo. The unit offers: a bright & sunny eat-in-kitchen w/plenty of cabinet storage, a Dining Room that seats a minimum of 8 w/room for breakfront/server and more, a spacious sunken light-filled Living

  Pamela Blecker Keller Williams Realty Partner

  244 Tunxis Hill Cut Off, Fairfield, CT 06825
• 

  Est $897,954 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft

  4 Willowbrook Dr, Westport, CT 06880

  4 Willowbrook Dr, Westport, CT 06880
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  /40

  $3,649,000

  • 5 Beds
  • 4.5 Baths
  • 4,771 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate offers a rare opportunity in one of Fairfield's most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /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
• 

  $650,000 Sold Oct 28, 2025

  • 1,589 Sq Ft
  • $409/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  56 Nepas Rd, Fairfield, CT 06825

  Are you looking for a home to make your own? This 4 bedroom, 2 full bath Cape is waiting for someone to update and reclaim it as their own. The home features a separate, 2 car detached garage, and almost a half acre of land. Walk into the living room with hardwood floors (under the rug), an eat in kitchen and a spacious oversized sun-lit family room with a three season porch off of it. There are

  Barbara Zink Coldwell Banker Realty

  56 Nepas Rd, Fairfield, CT 06825
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  Est $1,397,835 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,112 Sq Ft

  38 Hillspoint Rd, Westport, CT 06880

  38 Hillspoint Rd, Westport, CT 06880
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  /40

  $3,550,000

  • 5 Beds
  • 8 Baths
  • 7,359 Sq Ft

  111 Sturges Hwy, Westport, CT 06880

  Welcome to 111 Sturges Highway, the pinnacle of refined elegance and timeless design. A circular drive framed by majestic stone walls sets a distinguished tone upon arrival, while a second driveway provides access from a coveted quiet street. Graceful columns evoke the grandeur of a Southern mansion, while sweeping lawns and specimen plantings create a park-like setting that ensures privacy and

  Julie Vanderblue Higgins Group Real Estate

  111 Sturges Hwy, Westport, CT 06880
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  /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
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  $1,875,000 Sold Oct 28, 2025

  • 2,981 Sq Ft
  • $629/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1937

  172 Sycamore Ln, Fairfield, CT 06824

  Mill Gate House isn't just another listing - it's the one you've been waiting for. This classic Center Hall Colonial in coveted Sturges Park offers 4 bedrooms, 3.5-baths and 3000 sq ft of timeless character but modernized with every detail handled: new furnace, new tankless water heater, central air, pool heater, cedar roof, whole-house generator, irrigation and security systems, plus a gas line

  Lynn Dolan William Pitt Sotheby's Int'l

  172 Sycamore Ln, Fairfield, CT 06824
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  Est $2,334,018 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,912 Sq Ft

  4 Country Rd, Westport, CT 06880

  4 Country Rd, Westport, CT 06880
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  /40

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 3,597 Sq Ft

  153 Pease Ave, Southport, CT 06890

  Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

  Basil Amso RE/MAX Right Choice

  153 Pease Ave, Southport, CT 06890
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  /17

  $1,950 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
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  $875,000 Sold Oct 28, 2025

  • 2,152 Sq Ft
  • $407/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1929

  320 Lake Ave, Bridgeport, CT 06605

  Nestled on one of Black Rock's most sought-after streets, this gem of a home is a perfect blend of character, charm, and modern updates. Impeccably maintained and thoughtfully improved, the home is bright, cheerful, and filled with natural light-offering a serene and peaceful setting with an open and flowing layout designed for today's lifestyle. The first floor features gleaming hardwood floors,

  Amy Desel Compass Connecticut, LLC

  320 Lake Ave, Bridgeport, CT 06605
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  Est $4,377,656 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,400 Sq Ft

  146 North Ave, Westport, CT 06880

  146 North Ave, Westport, CT 06880
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  /38

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

  David White OwnerEntry.com

  42 Fairway Green, Fairfield, CT 06825
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  /30

  $4,100 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • House for Rent

  191 Hunyadi Ave, Fairfield, CT 06824

  Well-maintained, sunny newer Colonial 3 bedrooms, 2 full and half bath, first time in the market for rent. Fresh paint and hardwood floor throughout the house. Enter into the cozy living room with a gas fireplace, built-in, and a half bath. Dining room with hardwood floor. Beautiful kitchen with newer granite counters, a workspace for your computer. New stainless steel appliances, including a gas

  Babita Singh The Bella Group, LLC

  191 Hunyadi Ave, Fairfield, CT 06824
• 

  $546,000 Sold Oct 27, 2025

  • 1,268 Sq Ft
  • $431/SF
  • 60 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1947

  299 Marlborough Terrace, Fairfield, CT 06825

  Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

  Deborah Merlino William Raveis Real Estate

  299 Marlborough Terrace, Fairfield, CT 06825
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  Est $5,032,720 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,821 Sq Ft

  31 Soundview Dr, Westport, CT 06880

  31 Soundview Dr, Westport, CT 06880
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  /14

  $749,000

  • Land
  • 1.02 Acres
  • $734,314 per Acre

  844 Mill Hill Terrace, Fairfield, CT 06890

  This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

  Barbara Sweeney Coldwell Banker Realty

  844 Mill Hill Terrace, Fairfield, CT 06890
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  /9

  $3,900 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Apartment for Rent

  301 Post Rd E Unit 18, Westport, CT 06880

  Newly refreshed 2 bedroom 2 bathroom in the heart of Westport. This unit backs up to Winslow park and has a private deck off of the primary. New Appliances, fresh paint, working fireplace and 2 covered parking spaces. Will consider 2/3 year lease. Photos coming soon.

  Lori kosut Coldwell Banker Realty

  301 Post Rd E Unit 18, Westport, CT 06880
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  $605,000 Sold Oct 27, 2025

  • 1,344 Sq Ft
  • $450/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  61 Hills Ln Unit 61, Westport, CT 06880

  A wonderful lifestyle awaits at Birchwood Condos. Maintenance worries melt away and peaceful living takes center stage. Nestled on the border of Westport and Norwalk, this serene condo offers the perfect blend of tranquility and convenience. Just off Westport Avenue and across the street from Whole Foods! Step inside this sundrenched, spacious condo and you will immediately notice the numerous

  Arlene Bubbico Coldwell Banker Realty

  61 Hills Ln Unit 61, Westport, CT 06880
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  Est $2,893,771 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,437 Sq Ft

  28 Spicer Rd, Westport, CT 06880

  28 Spicer Rd, Westport, CT 06880
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  /40

  $2,850,000

  • 6 Beds
  • 8 Baths
  • 7,354 Sq Ft

  19A Darbrook Rd, Westport, CT 06880

  Discover this stunning 6-bedroom single-family home-a modern masterpiece designed for today's lifestyle. Perched on a private cul-de-sac just minutes from downtown Westport, dog parks, beaches, award-winning restaurants, and even a 24-hour CVS for those late-night essentials, this residence perfectly blends convenience with serenity. Step inside and experience Westport luxury redefined-a striking

  Nanci Lewis Keller Williams Realty

  19A Darbrook Rd, Westport, CT 06880
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  /4

  $1,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 5,304 Sq Ft
  • Apartment for Rent

  50 Carleton Ave Unit 3R, Bridgeport, CT 06604

  Large, remodeled 1 bedroom apartment. Heat and hot water is included. Hardwood floors. 2nd floor unit.

  Thomas Chanaca Chanaca Real Estate

  50 Carleton Ave Unit 3R, Bridgeport, CT 06604
• 

  $1,323,000 Sold Oct 27, 2025

  • 2,550 Sq Ft
  • $519/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1919

  1477 Mill Plain Rd, Fairfield, CT 06824

  **HIGHEST AND BEST OFFER SUBMISSION BY FRIDAY 8/22 12:00 PM* Welcome to 1477 Mill Plain Road - a timeless expanded Cape in Fairfield's coveted University neighborhood, boasting an incredible location and exceptional convenience. Ideally located steps to Riverfield Elementary, offers walkability to downtown shops and restaurants, train station, middle and high schools, and Fairfield University,

  Wendy Ryan Brown Harris Stevens

  1477 Mill Plain Rd, Fairfield, CT 06824
• 

  Est $1,874,824 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,844 Sq Ft

  1 Pilgrim Trail, Westport, CT 06880

  1 Pilgrim Trail, Westport, CT 06880

Showing Results 401 - 440, Page 11 of 18