Southport, CT Homes

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  /31

  $2,490,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  Historic Character Meets Modern Elegance Nestled in the storied Greens Farms enclave, this distinguished Victorian estate was originally constructed in 1861 and thoughtfully expanded with a high-quality rear addition in 2008, delivering over 6,600 sq ft of refined living space . Set on a serene 2.02-acre parcel with sweeping lawns and lush landscaping, the property invites outdoor enjoyment

  Frank Zilinyi William Raveis Real Estate

  342 Greens Farms Rd, Westport, CT 06880
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  /39

  $7,250 per month

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft
  • House for Rent

  121 Woodland Rd, Fairfield, CT 06825

  Welcome to 121 Woodland Road, a one-of-a-kind, custom-built Colonial that blends timeless design, high-end finishes, and modern convenience in one of Fairfield's most desirable residential pockets. Built by a local builder for his family, this home offers both luxury and functionality - set at the very end of a peaceful cul-de-sac, offering rare privacy and tranquility. From the moment you

  lucas papageorge Compass Connecticut, LLC

  121 Woodland Rd, Fairfield, CT 06825
• 

  $1,830,000 Sold Aug 18, 2025

  • 1,300 Sq Ft
  • $1,408/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  41 Richmondville Ave Unit 304, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 304, Westport, CT 06880
• 

  Est $1,240,852 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  18 Highland Rd, Westport, CT 06880

  18 Highland Rd, Westport, CT 06880
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  /40

  $2,950,000

  • 6 Beds
  • 8 Baths
  • 6,475 Sq Ft

  19A Darbrook Rd, Westport, CT 06880

  Tucked away on a private cul-de-sac just minutes from downtown Westport, beaches, and award-winning restaurants, this 6-bedroom, 8-bath residence combines modern architectural design with serene natural surroundings. Set on beautifully landscaped grounds, the property backs onto a gentle brook, creating a peaceful, retreat-like setting. Once home to a celebrated local artist, the interiors

  Nanci Lewis Keller Williams Realty

  19A Darbrook Rd, Westport, CT 06880
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  /21

  $3,200 per month

  • 2 Beds
  • 1 Bath
  • 1,286 Sq Ft
  • House for Rent

  148 Imperial Ave Unit 1, Westport, CT 06880

  Location location location! Winter Rental Furnished. This home is conveniently located in the very popular Imperial Avenue neighborhood. Centrally located between Westport Downtown and the Saugatuck area of restaurants and amenities. Walk to train, bike to the beach. This home includes formal Living Room (with fireplace), Family Room, Dining area, 2 Bedrooms (one currently set up as an office)

  Tree Roth Compass Connecticut, LLC

  148 Imperial Ave Unit 1, Westport, CT 06880
• 

  $2,150,000 Sold Aug 18, 2025

  • 3,031 Sq Ft
  • $709/SF
  • 96 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2013

  347 Lalley Blvd, Fairfield, CT 06824

  This one has it all - premiere beach area location on sought after Lalley Boulevard with just steps to beach and rare, deep and private lot! This fresh and sophisticated 4-bedroom (2 primary bedroom options!), 5-bath, FEMA-compliant home showcases extraordinary craftsmanship and style. From the functional open floor plan to the carefully selected fixtures, this home was designed for those who

  Carrie Sakey Coldwell Banker Realty

  347 Lalley Blvd, Fairfield, CT 06824
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  Est $1,735,956 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,773 Sq Ft

  337 Greens Farms Rd, Westport, CT 06880

  337 Greens Farms Rd, Westport, CT 06880
• 

  

  /22

  $665,000

  • 5 Beds
  • 3 Baths
  • 2,215 Sq Ft

  34 Hanford Ave, Bridgeport, CT 06605

  Legal 3-Family Value-Add Investment opportunity in the heart of Black Rock and just around the corner from Harborview Market. Unit Mix: 2 Bedrooms / 1 Bath on 1st & 2nd Floors, 1 Bedroom / 1 Bath on 3rd Floor. All units have separate utilities. This home is ideal for investors seeking strong income potential. With some interior refreshing of the units and upgrades to the front and back porches,

  Valerie Alvarez Higgins Group Real Estate

  34 Hanford Ave, Bridgeport, CT 06605
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  /32

  $4,750 per month

  • 4 Beds
  • 2 Baths
  • 1,229 Sq Ft
  • House for Rent

  57 Wampus Way, Fairfield, CT 06825

  Coveted Lake Hills Home! Ideally situated in the heart of the Lake Hills neighborhood, this charming 3-4 bedroom Cape has been thoughtfully updated throughout. Featuring 2 full baths, an eat-in kitchen, a separate dining room, and an additional 400 sq. ft. of finished lower level space, this home effortlessly blends style and functionality. Relax on your 3-season porch overlooking nearly 1/2 acre

  Amie Belile William Raveis Real Estate

  57 Wampus Way, Fairfield, CT 06825
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  $1,600,000 Sold Aug 15, 2025

  • 1,820 Sq Ft
  • $879/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  103 Colonial Dr, Fairfield, CT 06824

  This picture-perfect Cape Cod home, just one block from miles of sandy beaches, is the summer gem you have been waiting for to hit the market. Ideally located in one of the most sought-after neighborhoods in the entire beach area, 103 Colonial Drive is a rare find. Location, location, location! Enjoy the best of coastal living on this beautiful .30-acre park-like lot with plenty of room for a

  Jackie Davis William Raveis Real Estate

  103 Colonial Dr, Fairfield, CT 06824
• 

  Est $1,559,831 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,712 Sq Ft

  6 The Mews, Westport, CT 06880

  6 The Mews, Westport, CT 06880
• 

  

  /22

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  124 Riverside Ave Unit 2, Westport, CT 06880

  Light filled, updated, 3 bedroom condo with WATER VIEWS!! Corner Unit. Convenient location in Westport, off Riverside Avenue. Walkable to water, Post Rd, and elementary school! Minutes to train. Updated Kitchen and Bathrooms, new appliances, wide plank floors, private Deck off Kitchen. 3 bedrooms plus Office/Den, 2 Bathrooms--all on one floor, easy living. All Kitchen appliances/washer less than

  Lori Popkin Coldwell Banker Realty

  124 Riverside Ave Unit 2, Westport, CT 06880
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  /15

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft
  • House for Rent

  109 Kings Hwy E Unit 1, Fairfield, CT 06825

  Welcome to 109 Kings Highway East, Unit 1 - a beautifully furnished first-floor apartment offering comfort, style, and convenience in the heart of Fairfield. This well-maintained unit features 2 generously sized bedrooms, a full bathroom, and an inviting living space designed for comfort and convenience. The kitchen offers ample cabinet storage and space for dining. Large windows fill the home

  Alexandra Joseph Coldwell Banker Bivins Realty

  109 Kings Hwy E Unit 1, Fairfield, CT 06825
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  $245,000 Sold Aug 15, 2025

  • 700 Sq Ft
  • $350/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  69 Ellsworth St Unit 101, Bridgeport, CT 06605

  Here's a rare opportunity to own a fantastic first-floor, end unit in The Cove condominium complex, a highly sought-after community in Black Rock. This unit boasts a prime location with water views of the harbor and Captain's Cove, and is located directly across from Ellsworth Park. This one-level condo features an open floor plan that provides a great sense of space. As an end unit, you'll

  Gail Robinson William Raveis Real Estate

  69 Ellsworth St Unit 101, Bridgeport, CT 06605
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  Est $3,502,189 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,077 Sq Ft

  21 Grove Point, Westport, CT 06880

  21 Grove Point, Westport, CT 06880
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  /40

  $950,000 Open Mon 12AM - 8PM

  • 5 Beds
  • 4 Baths
  • 2,192 Sq Ft

  489 Main St, Westport, CT 06880

  Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor,

  Gabrielle DiBianco Higgins Group Bedford Square

  489 Main St, Westport, CT 06880
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  /33

  $5,400 per month

  • 3 Beds
  • 3 Baths
  • 2,408 Sq Ft
  • House for Rent

  3840 Black Rock Turnpike, Fairfield, CT 06825

  3840 Black Rock Turnpike, Fairfield, CT 06825 Welcome to your fully renovated Fairfield retreat-where convenience meets comfort. This spacious 3-bedroom, 3-bath home offers over 2,400 sq ft of living space on nearly half an acre, perfect for hosting gatherings or enjoying quiet privacy. The home features modern finishes, multiple living areas, and seamless indoor-outdoor flow with a large yard,

  David Pina Coldwell Banker Realty

  3840 Black Rock Turnpike, Fairfield, CT 06825
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  $3,300,000 Sold Aug 15, 2025

  • 5,432 Sq Ft
  • $608/SF
  • 11 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2021

  232 Bayberry Ln, Westport, CT 06880

  Set in Westport's prime Coleytown neighborhood on a sun-filled 2-acre property is this striking, recently-built home with a stylish blend of transitional and modern elements. Architectural highlights include a graphite-colored exterior with oak trim, sleek Marvin casement windows, artisan-style galvanized gutters and smoked-glass garage doors, plus a sprawling, level property with Gunite pool and

  Cyd Hamer William Pitt Sotheby's Int'l

  232 Bayberry Ln, Westport, CT 06880
• 

  Est $3,156,339 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,381 Sq Ft

  29 Fairfield Ave, Westport, CT 06880

  29 Fairfield Ave, Westport, CT 06880
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  /40

  $5,295,000 Open Sun 2PM - 4PM

  • 6 Beds
  • 8 Baths
  • 10,906 Sq Ft

  14 Mayflower Pkwy, Westport, CT 06880

  Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA

  Joni Usdan Coldwell Banker Realty

  14 Mayflower Pkwy, Westport, CT 06880
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  /15

  $4,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft
  • House for Rent

  145 North Ave, Westport, CT 06880

  An inviting yearly rental includes 3 bedrooms 2.5 baths, a deck overlooking an expansive yard for your use, highlighted with a gunite pool. This spotlessly ranch is ready for your enjoyment conveniently located in Westport, close to schools and town. Whole house generator. PLEASE NOTE THAT THE OWNERS WILL BE OCCUPYING THE APARTMENT (separate entrance) IN THE LOWER LEVEL ON A PART TIME BASIS.

  Lynne Nolan Compass Connecticut, LLC

  145 North Ave, Westport, CT 06880
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  $1,425,000 Sold Aug 15, 2025

  • 4,250 Sq Ft
  • $335/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  28 Eagle Dr, Fairfield, CT 06825

  Located on a peaceful cul-de-sac in one of Fairfield's most charming neighborhoods, this beautifully updated Brooklawn Colonial offers 3,246 sqft of inviting living space on nearly half an acre of landscaped grounds. Inside, a bright & modern kitchen is the heart of the home, featuring quartz countertops, a center island, & views of the private backyard-perfect for casual mornings or

  Katie O'Grady Compass Connecticut, LLC

  28 Eagle Dr, Fairfield, CT 06825
• 

  Est $2,420,824 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,648 Sq Ft

  8 Darbrook Rd, Westport, CT 06880

  8 Darbrook Rd, Westport, CT 06880
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  /26

  $1,299,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /21

  $4,500 per month

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft
  • House for Rent

  9 Crescent Park Rd, Westport, CT 06880

  Welcome home to this move-in ready 3-bedroom, 1.5-bath single-family in Westport, CT. Tucked in a prime commuter location, you're just minutes to the train, I-95, and the Merritt Parkway-with shops, dining, parks, and everyday amenities close by. Inside, a comfortable layout offers a bright living area, an eat-in flow, three well-proportioned bedrooms, and 1.5 baths. Enjoy easy living with a

  Karim Douich CT Asset Realty LLC

  9 Crescent Park Rd, Westport, CT 06880
• 

  $618,075 Sold Aug 15, 2025

  • 1,050 Sq Ft
  • $589/SF
  • 28 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1937

  435 Lenox Rd, Fairfield, CT 06825

  Welcome to this delightfully charming Cape in a Prime Fairfield Location! This sweet home is nestled on a quiet, tree-lined street in a desirable, walkable neighborhood. Lovingly maintained and freshly painted, this sweet home features a comfortable and inviting layout, sun-filled rooms and warm hardwood floors. The main level offers a bright, open floor-plan, with a spacious Living Room and

  Lorelei Atwood Higgins Group Real Estate

  435 Lenox Rd, Fairfield, CT 06825
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  Est $957,439 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,599 Sq Ft

  10 Easton Rd, Westport, CT 06880

  10 Easton Rd, Westport, CT 06880
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  /36

  $3,950,000

  • 5 Beds
  • 4 Baths
  • 4,060 Sq Ft

  353 Old Dam Rd, Fairfield, CT 06824

  Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

  Katie O'Grady Compass Connecticut, LLC

  353 Old Dam Rd, Fairfield, CT 06824
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  /23

  $2,400 per month

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

  22 Stoneboat Rd, Westport, CT 06880

  Private, peaceful, modernized 1 bedroom cottage nestled within a quiet, idyllic Westport cul-de-sac neighborhood. Inside, a modern, loft-style city vibe with soaring ceilings and gorgeous architectural windowed walls meets quintessential New England comfort and charm with exposed beams, cherry wood-like floors and warm accent lighting. Open and airy living room with large sliders out to deck

  Nicole J Bates William Raveis Real Estate

  22 Stoneboat Rd, Westport, CT 06880
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  $3,525,719 Sold Aug 15, 2025

  • 8,558 Sq Ft
  • $412/SF
  • 22 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2007

  2A Whippoorwill Ln, Westport, CT 06880

  Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious

  Leslie Clarke Compass Connecticut, LLC

  2A Whippoorwill Ln, Westport, CT 06880
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  Est $2,362,670 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,620 Sq Ft

  5 Thomas Rd, Westport, CT 06880

  5 Thomas Rd, Westport, CT 06880
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  /40

  $1,317,000

  • 3 Beds
  • 3.5 Baths
  • 2,849 Sq Ft

  1137 Stillson Rd, Fairfield, CT 06824

  A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering.

  Dominika Wojciechowski Houlihan Lawrence

  1137 Stillson Rd, Fairfield, CT 06824
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  /36

  $6,500 per month

  • 3 Beds
  • 3.5 Baths
  • 1,728 Sq Ft
  • Townhouse for Rent

  67 Thorpe St, Fairfield, CT 06824

  Enjoy this meticulously maintained custom-built end unit townhome in the heart of Fairfield. Nine-foot ceilings and gleaming hardwood floors grace both the main and upper levels along with an abundance of natural light. The main level open floor plan features a cozy living room with fireplace, kitchen with custom cabinetry, granite and island seating, plus a spacious dining area and half bath.

  Kathy FitzSimons William Pitt Sotheby's Int'l

  67 Thorpe St, Fairfield, CT 06824
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  $1,500,000 Sold Aug 15, 2025

  • 3,040 Sq Ft
  • $493/SF
  • 41 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1784

  385 Brookside Dr, Fairfield, CT 06824

  Magnificent University Circa 1784 colonial farmhouse w updates & renovations galore filled to the brim with charm & character! Original details impeccably preserved, modern updates abound. Gorgeous EIK w over-sized island, gas stove, newer appliances, apron sink, wet bar, butler's pantry & large eating area opens to family room w show-stopping original fireplace, beams & stunning mill work.

  Lara Hoey William Raveis Real Estate

  385 Brookside Dr, Fairfield, CT 06824
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  Est $1,138,650 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,044 Sq Ft

  6 Pondside Dr, Westport, CT 06880

  6 Pondside Dr, Westport, CT 06880
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  /20

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  2180 Cross Hwy, Fairfield, CT 06824

  Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

  Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
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  /37

  $4,900 per month

  • 2 Beds
  • 1.5 Baths
  • 935 Sq Ft
  • Apartment for Rent

  201 Main St Unit 303, Westport, CT 06880

  Welcome to Belden Place! Discover 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.

  Sandra Calise Cenatiempo Settlers & Traders

  201 Main St Unit 303, Westport, CT 06880
• 

  $3,879,000 Sold Aug 15, 2025

  • 7,861 Sq Ft
  • $493/SF
  • 18 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2017

  19 Center St, Westport, CT 06880

  Nestled on a sought-after cul-de-sac in the heart of Greens Farms, this exceptional Colonial offers beautifully finished living space across 4 levels. With 6 bedrooms, 6 full & 2 half baths, & superior craftsmanship throughout, this home is the perfect blend of timeless design & everyday comfort. Just a short walk to Greens Farms Elementary & minutes to Compo Beach, local shops, & the train, the

  Brett Lieberman The Riverside Realty Group

  19 Center St, Westport, CT 06880
• 

  Est $1,034,483 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,881 Sq Ft

  7 Willowbrook Dr, Westport, CT 06880

  7 Willowbrook Dr, Westport, CT 06880

Showing Results 401 - 440, Page 11 of 18