Staples Homes

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  /40

  $4,700,000

  • 8 Beds
  • 9 Baths
  • 8,412 Sq Ft

  32 Webb Rd, Westport, CT 06880

  Welcome to 32 Webb Road, a stunning new home nestled on a quiet cul-de-sac in one of Westport's most desirable neighborhoods. Thoughtfully designed and masterfully built, this home blends timeless New England architecture with high-end modern finishes and exceptional attention to detail. Step inside to discover a sun-filled open floor plan, custom millwork, and beautifully scaled living spaces.

  Judy Michaelis Coldwell Banker Realty

  32 Webb Rd, Westport, CT 06880
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  Explore Staples

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  /35

  $2,945 - $2,995 per month

  The Westporter

  1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Westporter resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

  793 Post Rd E, Westport, CT 06880
• 

  $1,125,000 Sold Sep 26, 2025

  • 2,388 Sq Ft
  • $471/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  7 Ambler Rd W, Westport, CT 06880

  Nestled on a peaceful private cul-de-sac in the heart of Westport, this delightful 3-bedroom, 2-bath home combines comfort, charm, and thoughtful updates! Step inside to find a sun-filled layout with a welcoming flow, perfect for both everyday living and entertaining. The updated kitchen is a highlight, offering modern style and functionality with easy access to the dining and living areas.

  Linda Skolnick Coldwell Banker Realty

  7 Ambler Rd W, Westport, CT 06880
• 

  Est $4,001,000 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,250 Sq Ft

  41 North Ave, Westport, CT 06880

  41 North Ave, Westport, CT 06880
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  /27

  $3,695,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 7 Baths
  • 5,510 Sq Ft

  2 Webb Rd, Westport, CT 06880

  NEW CONSTRUCTION with Pool, on a quiet cul-de-sac, in a neighborhood that is great for walking/biking in central Westport. Walk to Post Rd shops/restaurants, Winslow Dog Park, even Main St, Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana. HUGE, FLAT, FENCED IN YARD for

  Lori Popkin Coldwell Banker Realty

  2 Webb Rd, Westport, CT 06880
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  /31

  $9,500 per month

  • 4 Beds
  • 2.5 Baths
  • 3,696 Sq Ft
  • House for Rent

  8 Peabody Ln, Westport, CT 06880

  Venture through stone pillars, nestled at the end of a private lane sits this beautiful 4-bedroom colonial harmoniously sited on a breath-taking, aw-inspiring parkland of cascading waterfalls, coi-pond for kayaking, zen gardens, botanicals & meandering stone paths. The large sun-drench rooms w/hardwood floors flow seamlessly from front-to-back living room w/gas fireplace, dining rm, large family

  Debbie Fisher William Raveis Real Estate

  8 Peabody Ln, Westport, CT 06880
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  $1,500,000 Sold Sep 26, 2025

  • 2,774 Sq Ft
  • $541/SF
  • 109 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1982

  504 Harvest Commons Unit 504, Westport, CT 06880

  This is not your Mamma's Harvest Commons. With over $300K in improvements it's like new, only better offering a multi-generational layout and tremendous usable space. You have all the conveniences of one level living, plus the privacy of separate levels. The first floor includes a sun-filled living room with vaulted ceilings, a wood burning fireplace, and custom built-ins. The chef's kitchen is

  Carrie Perkins RE/MAX Heritage

  504 Harvest Commons Unit 504, Westport, CT 06880
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  Est $2,128,742 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,297 Sq Ft

  7 Dexter Rd, Westport, CT 06880

  7 Dexter Rd, Westport, CT 06880
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  /40

  $3,750,000 Open Sun 2PM - 4PM

  • 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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  /25

  $2,014 - $6,502 per month

  1177 Greens Farms

  Studio - 1 Bed

  1177 Post Rd E, Westport, CT 06880

  Suburban comfort mixed with urban convenience. Ideally located north of the Long Island Sound and one hour away from New York, our studio and one-bedroom homes are the perfect place to live and thrive. These Westport, CT, apartments are ready to satisfy all your needs through a wide range of amenities and services. Flexible lease terms are also available!Modern and airy our residences recreate

  1177 Post Rd E, Westport, CT 06880
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  $1,395,000 Sold Sep 19, 2025

  • 2,128 Sq Ft
  • $656/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  33 Pumpkin Hill Rd, Westport, CT 06880

  Stylish. Sunlit. Seamless. Set on a private, level acre on one of Westport's most desirable streets, this turn-key 4-bedroom, 3-bath home blends modern updates with everyday comfort. Fully renovated and move-in ready, it features a bright open layout with oversized windows, custom kitchen with quartz counters and stainless appliances, and French doors that open to a new private deck-perfect for

  Fred DeMatteo William Raveis Real Estate

  33 Pumpkin Hill Rd, Westport, CT 06880
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  Est $2,779,922 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,941 Sq Ft

  20 Bauer Place, Westport, CT 06880

  20 Bauer Place, Westport, CT 06880
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  /40

  $1,545,000 Open Sun 11AM - 2PM

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

  785 Post Rd E Unit 201, 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 201, Westport, CT 06880
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  /10

  $6,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • House for Rent

  46 Old Rd, Westport, CT 06880

  Welcome to this charming colonial rental in Westport! Offering 2,500 sq. ft. with 3 bedrooms, 2.5 baths, a family room with fireplace, modern kitchen, laundry, and first-floor primary bedroom. Detached 2-car garage, attic, 0.50-acre lot, and recent interior & exterior updates complete this inviting home.

  Salvatore Dinardo Westfair Realty Group, LLC

  46 Old Rd, Westport, CT 06880
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  $3,399,999 Sold Sep 17, 2025

  • 4,854 Sq Ft
  • $700/SF
  • 47 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2025

  12 Bauer Place, Westport, CT 06880

  Expected for completion summer 2025, this new construction by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's

  Brett Lieberman The Riverside Realty Group

  12 Bauer Place, Westport, CT 06880
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  Est $3,530,359 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 5,417 Sq Ft

  38 Whitney St, Westport, CT 06880

  38 Whitney St, Westport, CT 06880
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  /39

  $1,390,000 Open Sun 11AM - 2PM

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

  785 Post Rd E Unit 203, 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 203, Westport, CT 06880
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  /20

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • House for Rent

  14 Long Lots Rd, Westport, CT 06880

  Call Flex terms unfurnished rental. Welcome to this beautifully renovated and charming cottage, a perfect rental nestled in the heart of town! Modern kitchen with newer cabinets, sleek appliances, hardwood flooring, and stunning quartz countertops. You'll love the spacious living room with custom built-ins and large sliding glass doors that fill the space with natural light all day long. Three

  14 Long Lots Rd, Westport, CT 06880
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  $5,000,000 Sold Sep 15, 2025

  • 7,663 Sq Ft
  • $652/SF
  • 23 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 1780

  129 Long Lots Rd, Westport, CT 06880

  One of the most impressive and distinctive offerings to become available in Westport, the historic "John Hyde V House" combines the magnificently restored original home with more recent additions and new updates. Accessed off Peabody Lane and set on nearly 2.5 tranquil acres of spectacular, landscaped property with a new swimming pool & waterfall spa, tennis court, enclosed garden, dining

  Alex Chingas Coldwell Banker Realty

  129 Long Lots Rd, Westport, CT 06880
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  Est $3,931,554 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,928 Sq Ft

  19 Woody Ln, Westport, CT 06880

  19 Woody Ln, Westport, CT 06880
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  /40

  $1,495,000 Open Sat 11AM - 2PM

  • 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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  /31

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • House for Rent

  30 Crescent Park Rd, Westport, CT 06880

  Welcome to this beautifully remodeled two-bedroom, two-bath modular home located in a prime Westport community. Set within a modular home park, this property offers a excellent location just minutes to shopping, dining, and the train - ideal for commuters and anyone seeking convenience. Inviting open floor plan with luxury vinyl plank flooring, modern kitchen with stainless steel appliances, and

  Linda Almonte Berkshire Hathaway NE Prop.

  30 Crescent Park Rd, Westport, CT 06880
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  $2,815,000 Sold Sep 09, 2025

  • 5,311 Sq Ft
  • $530/SF
  • 34 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1957

  4 Reimer Rd, Westport, CT 06880

  Welcome to this exceptional 5-bedroom, 4 full and 2 half-bath home in the heart of Westport. Thoughtfully designed for both luxury and everyday ease, it offers the rare flexibility of a first or second floor ensuite primary bedroom. Rebuilt in 2005, further renovated in 2015, and featuring a showstopping new kitchen in 2022, this home is truly move-in ready. The kitchen is a chef's dream with

  Kathleen O'Connell Coldwell Banker Realty

  4 Reimer Rd, Westport, CT 06880
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  Est $4,568,261 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,575 Sq Ft

  21 Daniel Ct, Westport, CT 06880

  21 Daniel Ct, Westport, CT 06880
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  /40

  $1,585,000 Open Sun 11AM - 2PM

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

  785 Post Rd E Unit 104, 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 104, 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
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  $1,395,000 Sold Sep 09, 2025

  • 1,416 Sq Ft
  • $985/SF
  • 52 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2025

  785 Post Rd E Unit 103, Westport, CT 06880

  Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open floor plans and

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 103, Westport, CT 06880
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  Est $3,437,443 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,010 Sq Ft

  184 Cross Hwy, Westport, CT 06880

  184 Cross Hwy, Westport, CT 06880
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  /40

  $2,950,000 Open Sun 11AM - 1PM

  • 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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  /26

  $12,000 per month

  • 4 Beds
  • 3.5 Baths
  • 4,753 Sq Ft
  • House for Rent

  41 Burr Farms Rd, Westport, CT 06880

  Welcome to 41 Burt Farms Rd. Step into style and abundant space at this Westport home where contemporary flair meets exceptional value. Set at the end of a desirable street filled with extraordinary properties. The flexible layout of the home offers many possibilities for work from home and longer stay entertaining. Primary suite is set away from the other bedrooms offering privacy. The modern

  Meredith Cohen Serhant Connecticut, LLC

  41 Burr Farms Rd, Westport, CT 06880
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  $1,330,000 Sold Sep 05, 2025

  • 1,662 Sq Ft
  • $800/SF
  • 21 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  115 Harvest Commons Unit 115, Westport, CT 06880

  Effortless one level living in one of Westport's most sought after communities, Harvest Commons. This sun-drenched corner unit offers a rare blend of privacy, space, and convenience, with no stairs, a spacious two-car attached garage, and two newly landscaped private courtyards. Inside, you'll find high ceilings, hardwood floors, and oversized windows that flood the home with natural light. The

  Elizabeth Videler The Riverside Realty Group

  115 Harvest Commons Unit 115, Westport, CT 06880
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  Est $831,134 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  20 Whitney Glen, Westport, CT 06880

  20 Whitney Glen, Westport, CT 06880
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  /14

  $3,485,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 5,056 Sq Ft

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
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  /29

  $7,900 per month

  • 4 Beds
  • 3.5 Baths
  • 2,762 Sq Ft
  • House for Rent

  Unlisted Address

  High Point Road! Wonderful, spacious home on one of Westport's most popular cul de sacs! Spacious newer kitchen with granite and recently updated stainless steel appliances opens to vast stone patio overlooking private grounds. Huge living room with fireplace, formal dining room. 3 BRs up, including a primary suite with vaulted ceiling, private deck and ensuite updated bath. 4th bedroom suite

  Cyd Hamer William Pitt Sotheby's Int'l

  Unlisted Address
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  $1,217,000 Sold Aug 29, 2025

  • 2,434 Sq Ft
  • $500/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1985

  1 Ruta Ct, Westport, CT 06880

  Seller are asking for HIGHEST AND BEST OFFERS BY MONDAY 7/14/25 at 5PM Welcome to this charming Contemporary Colonial in the sought-after Long Lots area. Nestled on a serene cul-de-sac, this bright home offers the trifecta of natural gas, city water, and sewer. 3/4 acre lot extends all the way to Long Lots Rd! Enjoy the convenience of being just minutes from town, the train, beaches, and major

  Hyleri Katzenberg Compass Connecticut, LLC

  1 Ruta Ct, Westport, CT 06880
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  Est $3,851,254 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,560 Sq Ft

  9 Windy Hill Rd, Westport, CT 06880

  9 Windy Hill Rd, Westport, CT 06880
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  /40

  $3,499,000

  • 5 Beds
  • 7 Baths
  • 8,110 Sq Ft

  4 Jennings Ct, Westport, CT 06880

  Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat,

  Linda Skolnick Coldwell Banker Realty

  4 Jennings Ct, Westport, CT 06880
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  /13

  $13,000 per month

  • 5 Beds
  • 4 Baths
  • 4,835 Sq Ft
  • House for Rent

  99 Sturges Hwy, Westport, CT 06880

  Your very own vacation getaway. A gorgeous estate property, situated in the desirable Hunt Club/ Long lots area of Westport featuring a phenomenal and unique 5 bedroom, 4 bath Colonial Antique with a newly painted interior, an updated open floor plan, fabulous Interior and exterior entertaining spaces, gorgeous re-finished random wide-width hard wood flooring, Vaulted Ceilings, C/A, Gourmet

  Tanya Sprague William Raveis Real Estate

  99 Sturges Hwy, Westport, CT 06880
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  $2,199,000 Sold Aug 28, 2025

  • 3,975 Sq Ft
  • $553/SF
  • 97 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1930

  4 Plumtree Ln, Westport, CT 06880

  This sophisticatedly remodeled antique is bright, spacious with an easy traditional layout and attention to detail. The first floor features an open kitchen/LR layout with two fireplaces, and large eating area w/walk in pantry. Off there you'll find a large formal dining room with a wall of French doors. Office with built-ins, Family room, laundry room, and mud room round out the main level (FR &

  Debra Shaughnessy Coldwell Banker Realty

  4 Plumtree Ln, Westport, CT 06880
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  Est $5,109,682 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,387 Sq Ft

  34 High Point Rd, Westport, CT 06880

  34 High Point Rd, Westport, CT 06880

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