Southport, CT Homes

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  /9

  $3,750,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Brett Rd, Fairfield, CT 06824

  Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /7

  $2,200 total monthly price

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

  181 Fox St Unit 2, Bridgeport, CT 06605

  Discover this newly renovated second-floor unit nestled in the coveted Black Rock neighborhood of Bridgeport. This spacious and beautifully maintained 2-bed, 1-bath residence is part of a classic three-family home built in 1948, offering hardwood floors, high ceilings and generous living spaces. Step into a welcoming formal living room with elevated ceilings and an elegant archway leading into

  James Tomaselli Higgins Group Bedford Square

  181 Fox St Unit 2, Bridgeport, CT 06605
• 

  $3,750,000 Sold Oct 10, 2025

  • 6,406 Sq Ft
  • $585/SF
  • 14 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1952

  12 Old Hill Farms Rd, Westport, CT 06880

  Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island,

  Emily Gordon Coldwell Banker Realty

  12 Old Hill Farms Rd, Westport, CT 06880
• 

  Est $1,452,495 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,547 Sq Ft

  82 Clinton Ave, Westport, CT 06880

  82 Clinton Ave, Westport, CT 06880
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  /40

  $1,395,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 102, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 102, Westport, CT 06880
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  /22

  $6,750 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,494 Sq Ft
  • House for Rent

  63 Kings Hwy N, Westport, CT 06880

  An inviting front porch welcomes you home to this light-filled historic four bedroom cape within walking distance to the wonderful town of Westport. The front to back living room boasts a wood burning fireplace for cozy evenings and a large dining room is great for entertaining family and guests. The renovated kitchen will delight the cook in the family. Spend time on the back patio overlooking a

  Darlene Letersky Coldwell Banker Realty

  63 Kings Hwy N, Westport, CT 06880
• 

  $885,000 Sold Oct 10, 2025

  • 2,918 Sq Ft
  • $303/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  152 Roseville St, Fairfield, CT 06825

  Sophisticated style and modern luxury meet at 152 Roseville Street, a newly constructed duplex designed for today's modern buyer. A beautifully landscaped walkway and welcoming front porch introduce an interior defined by natural light, open spaces, and refined finishes. The sun-filled main level showcases an open-concept design with glistening oak floors and seamless flow between the family

  Sarah Pritchard William Raveis Real Estate

  152 Roseville St, Fairfield, CT 06825
• 

  Est $1,466,012 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,341 Sq Ft

  2 Angora Rd, Westport, CT 06880

  2 Angora Rd, Westport, CT 06880
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  /30

  $1,749,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,000 Sq Ft

  345 Reef Rd Unit B6, Fairfield, CT 06824

  Approximately 4,000 square feet townhouse feels like a single family home with thoughtfully designed living space and featuring four bedrooms, four en-suite bathrooms, and two half baths, and private elevator. This residence offers ample room to accommodate a variety of household needs. The primary suite boasts a luxurious en-suite bathroom with a dual vanity, walk-in shower, soaking tub, and

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit B6, Fairfield, CT 06824
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  /25

  $4,900 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Townhouse for Rent

  391 S Pine Creek Rd, Fairfield, CT 06824

  Filled with natural light and charm, this 3-bedroom, 2.5-bath home offers over 2,000 sq. ft. of beautifully designed living space in one of Fairfield's most sought-after neighborhoods. The spacious primary suite feels like a private retreat with its spa-inspired bath, soaking tub, glass shower, generous walk-in closet, and cozy nook-perfect for reading or a home office. Enjoy newly refinished

  Colleen Gennari William Raveis Real Estate

  391 S Pine Creek Rd, Fairfield, CT 06824
• 

  $2,085,000 Sold Oct 10, 2025

  • 3,128 Sq Ft
  • $667/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  167 Old Dam Rd, Fairfield, CT 06824

  An exceptional waterfront opportunity in Fairfield, 167 Old Dam Road combines rare coastal access with sweeping water views. Positioned along Pine Creek, the property features a large private dock ideal for boating, paddleboarding, kayaking, or simply enjoying the serene setting, with direct access leading to Long Island Sound. Designed to maximize both space and scenery, the top floor features

  Robin Righter Houlihan Lawrence

  167 Old Dam Rd, Fairfield, CT 06824
• 

  Est $1,797,027 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,853 Sq Ft

  208 Bayberry Ln, Westport, CT 06880

  208 Bayberry Ln, Westport, CT 06880
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  /40

  $5,200,000 New Construction

  • 6 Beds
  • 9 Baths
  • 8,545 Sq Ft

  125 Old Rd, Westport, CT 06880

  Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, this move-in ready home avoids delays & financial uncertainty of a proposed new build. Conveniently located within walking distance of Long Lots

  Doug Bross Coldwell Banker Realty

  125 Old Rd, Westport, CT 06880
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  /24

  $3,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  115 Wilton Rd Unit 2, Westport, CT 06880

  Enjoy renting this fully renovated two-bedroom, one full bathroom apartment just a short walk from downtown Main Street and the scenic Saugatuck River. The spacious upper-level unit offers glimpses of the river and features thoughtfully chosen, energy-efficient and home automation appliances for modern comfort and convenience. A bright sunroom provides a relaxing sitting area or a perfect home

  Julie Walsh Coldwell Banker Realty

  115 Wilton Rd Unit 2, Westport, CT 06880
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  $2,337,000 Sold Oct 10, 2025

  • 7,843 Sq Ft
  • $298/SF
  • 329 Days On Market

  • 7 Beds
  • 6 Baths
  • Built 1964

  125 Brett Ln, Fairfield, CT 06824

  Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Go into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens

  Linna Yuen Coldwell Banker Realty

  125 Brett Ln, Fairfield, CT 06824
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  Est $4,629,836 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,987 Sq Ft

  78 Sylvan Rd N, Westport, CT 06880

  78 Sylvan Rd N, Westport, CT 06880
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  /25

  $2,299,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,940 Sq Ft

  127 Paul Place, Fairfield, CT 06824

  The house that dreams are made of-nestled in a walkable community near beach, quaint town center and train. Brand-new construction set for completion this year offers a seamless blend of understated elegance & coastal vibe. Fabulous 1st floor open floor plan features 9' ceilings and all generous size rooms: an inviting foyer, private mudroom, gourmet kitchen with 8' Quartz Island for

  Alice Dizenzo Berkshire Hathaway NE Prop.

  127 Paul Place, Fairfield, CT 06824
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  /28

  $9,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 3,016 Sq Ft
  • House for Rent

  21 Half Mile Common, Westport, CT 06880

  Renovated 3-bedroom, home in a great Westport location! Updated : kitchen, bathrooms, Harwood flooring, New AC, New navien boiler. The house also has in law apartment with 2 bedrooms, new bathroom and new kitchen. Stainless steel appliances, 2 car garage, new laundry machines. The 1.55 acre property has room to walk and bike on a flat, 1/2 mile cul de sac. You won't find a better home and

  Eli Carneiro William Raveis Real Estate

  21 Half Mile Common, Westport, CT 06880
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  $7,200,000 Sold Oct 10, 2025

  • 5,979 Sq Ft
  • $1,204/SF
  • 33 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 2018

  195 Fairfield Beach Rd, Fairfield, CT 06824

  Introducing a breathtaking & architecturally striking waterfront estate on the Gold Coast - a treasure combining elevated design, top tier craftsmanship & smart luxury. Set on a rare .53 acre beachfront lot w/ 80+ ft of direct shoreline, this exceptional home offers 5,400sf of elegant living across 3 levels + a 560sf studio w/ a half bath - ideal for a guest suite or creative retreat. Wrapped in

  Jackie Davis William Raveis Real Estate

  195 Fairfield Beach Rd, Fairfield, CT 06824
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  Est $1,143,301 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft

  5 Saviano Ln, Westport, CT 06880

  5 Saviano Ln, Westport, CT 06880
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  /16

  $4,299,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,879 Sq Ft

  5 Franklin Ave, Westport, CT 06880

  Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully

  James Lanzaro Compass Connecticut, LLC

  5 Franklin Ave, Westport, CT 06880
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  /17

  $2,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Townhouse for Rent

  650 S Pine Creek Rd, Fairfield, CT 06824

  Key Location.South Pine Creek Beach Neighborhood.First floor unit with 2 Bedrooms. Nice big back yard. Close to Fairfield Center,train, beaches,and Southport Center. S. Pine Creek beach,Par 3 Golf and Tennis Center up the road.Top notch schools.Great area for walking and biking.

  Chris Roberts Berkshire Hathaway NE Prop.

  650 S Pine Creek Rd, Fairfield, CT 06824
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  $1,800,000 Sold Oct 10, 2025

  • 3,707 Sq Ft
  • $486/SF
  • 171 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1954

  27 Blue Ribbon Dr, Westport, CT 06880

  Welcome to 27 Blue Ribbon Road - A serene retreat in the heart of Westport. Tucked away on a quiet, tree-lined street where neighbors still greet each other by name, this expanded split-level home offers the perfect blend of comfort, style, and community. With 4 spacious bedrooms, a dedicated home office, and a thoughtfully updated layout, this property is ideal for both everyday living and

  Meredith Cohen Serhant Connecticut, LLC

  27 Blue Ribbon Dr, Westport, CT 06880
• 

  Est $2,367,623 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 6,042 Sq Ft

  3 Meeker Rd, Westport, CT 06880

  3 Meeker Rd, Westport, CT 06880
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  /18

  $2,149,000 New Construction

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft

  57 Beaumont Place, Fairfield, CT 06824

  Nestled on a level lot at the end of a peaceful cul-de-sac, this exceptional 5-bedroom, 5-bathroom home offers three levels of thoughtfully designed luxury living. With high-end finishes throughout, this residence perfectly balances modern elegance with everyday comfort. Step inside to discover a first floor featuring a spacious bedroom/offcie and full bath ideal for guests or multigenerational

  Anthony Fabrizio Coldwell Banker Realty

  57 Beaumont Place, Fairfield, CT 06824
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  /26

  $4,200 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Townhouse for Rent

  4 Hills Ln Unit 4, Westport, CT 06880

  This oversized 3-bedroom, 2-bath condo is perched at the highest, most private point in the complex- surrounded by trees, manicured gardens, and serene views. Recently renovated and move-in ready, this home offers the best of both comfort and convenience. Step inside to soaring vaulted ceilings, a wood-burning fireplace, and a spacious open layout with natural light pouring in from large sliders

  Alexander Walton RE/MAX Heritage

  4 Hills Ln Unit 4, Westport, CT 06880
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  $903,000 Sold Oct 10, 2025

  • 2,918 Sq Ft
  • $309/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  148 Roseville St, Fairfield, CT 06825

  Sophisticated style and modern luxury meet at 148 Roseville Street, a newly constructed duplex designed for today's modern buyer. A beautifully landscaped walkway and welcoming front porch introduce an interior defined by natural light, open spaces, and refined finishes. The sun-filled main level showcases an open-concept design with glistening oak floors and seamless flow between the family

  Sarah Pritchard William Raveis Real Estate

  148 Roseville St, Fairfield, CT 06825
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  Est $2,378,227 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,135 Sq Ft

  2 Timber Ln, Westport, CT 06880

  2 Timber Ln, Westport, CT 06880
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  /14

  $1,949,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  210 Pansy Rd, Fairfield, CT 06824

  Welcome to 210 Pansy Road, a stunning new construction in Fairfield, CT offering nearly 4,000 sq. ft. of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this home apart is its rare setting-backing up to 8.5 acres of serene open nature preserve, providing a peaceful backdrop that's both private and unique. Inside, you'll find high-end finishes throughout: a chef's

  Anthony Gigliotti Keller Williams Realty

  210 Pansy Rd, Fairfield, CT 06824
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  /25

  $7,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • House for Rent

  151 Sasapequan Rd, Fairfield, CT 06824

  Available for Winter/AY Rental August of 2027-June 2028. Rent could increase for future summer months depending on terms and contract length. Kayaks and Stand Up Paddle Boards available for lakeside fun! Conveniently located just minutes from the train station, shops, and restaurants and just 3 miles from Fairfield and Sacred Heart Universities. This newly updated waterfront home is located

  Cheryl Cusa Brown Harris Stevens

  151 Sasapequan Rd, Fairfield, CT 06824
• 

  $7,000,000 Sold Oct 10, 2025

  • 4,161 Sq Ft
  • $1,682/SF
  • 7 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1958

  15 Burritts Landing N, Westport, CT 06880

  A Waterfront Estate That Lives Like a Private Resort. Few homes offer this rare blend of privacy, elegance, and waterfront access-just minutes from downtown Westport. Located at the end of a private lane in Westport's most sought after waterfront enclave, this estate is a haven for those who demand more from life. Wake to panoramic water views. Step outside to your own deep-water dock. Entertain

  Cindy Raney Coldwell Banker Realty

  15 Burritts Landing N, Westport, CT 06880
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  Est $1,249,083 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,973 Sq Ft

  34 Silent Grove, Westport, CT 06880

  34 Silent Grove, Westport, CT 06880
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  /22

  $4,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 5,550 Sq Ft

  1 Coastal Ct, Westport, CT 06880

  Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

  Julie Vanderblue Higgins Group Real Estate

  1 Coastal Ct, Westport, CT 06880
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  /26

  $3,900 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,930 Sq Ft
  • House for Rent

  15 W Parish Rd, Westport, CT 06880

  1926 Farmhouse in a prime location of Westport close to town. Enjoy your coffee on the charming front porch or on your back deck overlooking a wonderful large fenced in backyard. This home offers a formal living room with fireplace or a sunlit family room overlooking the backyard for relaxing. 4 bedrooms and 2 full baths House is quaint and original exception being the addition which is the

  Robin Singer Coldwell Banker Realty

  15 W Parish Rd, Westport, CT 06880
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  $600,000 Sold Oct 10, 2025

  • 3,254 Sq Ft
  • $184/SF
  • 19 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1916

  860 Colorado Ave Unit 862, Bridgeport, CT 06604

  Spacious 2-Family Home with Excellent Income Potential - West End, Bridgeport Well-maintained and income-producing, this two-family home in Bridgeport's West End offers 14 total rooms, 6 bedrooms, and 3 full bathrooms. Both units feature 2 bedrooms, kitchens, and baths in overall good condition. The finished walk-up attic is rented separately, adding valuable additional income, and the full

  Kurt Jain NextHome Real Estate Services

  860 Colorado Ave Unit 862, Bridgeport, CT 06604
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  Est $2,373,527 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,182 Sq Ft

  5 Deerwood Rd, Westport, CT 06880

  5 Deerwood Rd, Westport, CT 06880
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  /17

  $6,995,826 New Construction

  • 6 Beds
  • 10 Baths
  • 8,417 Sq Ft

  24 Edgemarth Hill Rd, Westport, CT 06880

  True Beauty In The Making! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and

  Jaclyn Picarillo Higgins Group Bedford Square

  24 Edgemarth Hill Rd, Westport, CT 06880
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  /26

  $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 19,965 Sq Ft
  • Apartment for Rent

  528 Black Rock Turnpike, Fairfield, CT 06825

  Luxury rentals! Brand new apartment building with 23 units. All inclusive living walking distance to Fairfield Metro Train station. Spacious one bedroom, one bathrooms, open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large bath. Handicap accessible complex, underground parking and elevator. Washer and dryer in complex. Walk to Train, shops,

  Sara Santos Coldwell Banker Realty

  528 Black Rock Turnpike, Fairfield, CT 06825
• 

  $2,900,000 Sold Oct 09, 2025

  • 4,636 Sq Ft
  • $626/SF
  • 10 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2016

  5 River Ln, Westport, CT 06880

  Best of All Worlds: Value, Luxury & Convenience. Discover the perfect blend of sophistication, comfort and prime location in this like-new custom five bedroom Colonial, ideally sited on a beautifully landscaped acre near downtown Westport and the Westport/Weston Family Y. Located in a serene and private setting buffered by a conservation easement, this exceptional home also enjoys the rare

  Patricia Shea Coldwell Banker Realty

  5 River Ln, Westport, CT 06880
• 

  Est $1,947,236 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,844 Sq Ft

  35 Old Rd, Westport, CT 06880

  35 Old Rd, Westport, CT 06880

Showing Results 601 - 640, Page 16 of 18