Homes for Sale near Staples High School

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  $2,399,000

  • Land
  • 1.02 Acres
  • $2,351,961 per Acre

  6 Stony Point Rd, Westport, CT 06880

  Prestigious Stony Point location nestled in the heart of Saugatuck with water views. Upscale, quaint and charming neighborhood of high-end homes.This is a two tiered lot, the lower lot is a possible ADU site, totally separate from where the main house can be built. Walk to the train station, dine at the nearby eateries, a quick drive to Longshore, Compo and downtown. The yearly common charges are

  Debra Kandrak William Raveis Real Estate

  6 Stony Point Rd, Westport, CT 06880
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  $2,750,000 Open Sat 11AM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 5,766 Sq Ft

  127 Easton Rd, Westport, CT 06880

  This custom-built Colonial set along the Aspetuck River offers stunning curb appeal, privacy, serene surroundings, and thoughtfully designed spaces for both everyday living and elegant entertaining. Step into a dramatic foyer followed by light-filled interiors with soaring ceilings and oversized transom windows. The main level features both formal living and dining rooms with gas fireplaces, an

  Polly Sykes Compass Connecticut, LLC

  127 Easton Rd, Westport, CT 06880
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  /3

  $1,779,000

  • Land
  • 1.00 Acre
  • $1,779,000 per Acre

  96 Compo Rd N, Westport, CT 06880

  Discover an exceptional opportunity to build your dream home on this spectacular 1-acre property in the heart of Westport. Centrally located within close distance to Main Street, parks, tennis, and playgrounds, this prime location offers unparalleled convenience. Property has a circular driveway with dual access, stone wall, and many mature trees and boasts a beautiful, serene backyard setting

  Steven Koleno Beycome of Connecticut

  96 Compo Rd N, Westport, CT 06880
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  $2,249,000

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

  10 Twin Falls Ln, Westport, CT 06880

  Beyond Beautiful - The Coolest Modern/Contemp home in Westport! Welcome to 10 Twin Falls Lane, a striking home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with Mexican terracotta tile (see if you can spot the animal prints from the desert drying process!) You'll be drawn into a world of soaring ceilings, serene views, and inspiring design. The

  Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
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  $949,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  103 Valley Rd, Westport, CT 06880

  Charming and full of potential, this centrally located ranch-style home offers comfortable living in a conveniently located neighborhood. This home is a 5 minute drive to Compo Beach, downtown Westport, Metro North & I-95. Featuring 3 bedrooms and 2 full bathrooms, this cozy residence is perfect for families, first-time buyers, or savvy investors. The main level boasts a functional layout with

  Mary Kate Klemish-Boehm Brown Harris Stevens

  103 Valley Rd, Westport, CT 06880
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  $999,000

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft

  220 Riverside Ave Unit 1, Westport, CT 06880

  Let's talk perfection and convenience. Contemporary townhouse situated alongside the coveted Saugatuck River. End unit provides privacy and a fabulous outdoor living experience. The modern interior abounds a spacious open floor plan with 9'+ ceilings, hardwood floors, gas fireplace, stainless steel appliances, granite counters, app connected smart thermostat, central air, washer and dryer, ample

  James Tomaselli Higgins Group Bedford Square

  220 Riverside Ave Unit 1, Westport, CT 06880
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  $1,500,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,128 Sq Ft

  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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  /36

  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,664 Sq Ft

  12 Crooked Mile Rd, Westport, CT 06880

  Have you ever met someone and thought that's an old soul? They have character, exude warmth, and give you a feeling of deep comfort right from the start. Special historic homes are the same way. They have a magical ambiance and carry the energy from the generations before who've loved and cared for them. That shared experience inspires future custodians and artists to bring their vision, and

  Carrie Perkins RE/MAX Heritage

  12 Crooked Mile Rd, Westport, CT 06880
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  /18

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  28 Crescent Park Rd, Westport, CT 06880

  Welcome to this freshly remodeled 3-bedroom ranch-style home in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathroom, while the open-concept main living areas are bathed in natural light. Following a

  Karim Douich William Raveis Real Estate

  28 Crescent Park Rd, Westport, CT 06880
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  /40

  $3,125,000

  • 5 Beds
  • 4.5 Baths
  • 5,780 Sq Ft

  54 North Ave, Westport, CT 06880

  Very Cool - designed and built to achieve Passive House standards of incredible energy efficiency and comfort. 7,555 sqft home with 5 bedrooms, 5 baths,3 floors of luxury living averages $50 per month in heat/cool electrical expenses. Achieving Net-Zero efficiency through solar panels, the home gives back almost as much power as the house uses to the network, through "reverse metering". The

  Leslie Clarke Compass Connecticut, LLC

  54 North Ave, Westport, CT 06880
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  /39

  $2,697,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 5 Baths
  • 4,549 Sq Ft

  26 Hitchcock Rd, Westport, CT 06880

  Welcome to Brookside, the sensational new construction by GreenDay and Co., making its grand debut in the enchanting town of Westport! Prepare to be dazzled by our very first home transformation-a stunning fusion of old-world charm and modern luxury that's sure to leave you in awe. This isn't just another modern farmhouse; it's a magnificent reimagining of a European-style residence, meticulously

  Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  /40

  $1,499,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,033 Sq Ft

  20 Cranbury Rd, Westport, CT 06880

  Welcome to 20 Cranbury Rd - a lovely, turnkey Cape Cod home in sought-after Old Hill neighborhood - close to schools, town and train. With Over 3000 sq ft of finished living space, four bedrooms and four full baths, there is plenty of space to live, entertain, work from home and even the possibility of a nanny/in-law suite on the lower level. The main level is flooded with natural light and

  Jessica Brookbanks Coldwell Banker Realty

  20 Cranbury Rd, Westport, CT 06880
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  $2,799,000

  • 5 Beds
  • 4.5 Baths
  • 4,672 Sq Ft

  9 Forest Dr, Westport, CT 06880

  What more could you ask for - this gorgeous, spacious home is located at the end of a cul-de-sac in a friendly & fabulous neighborhood. Completely remodeled, renovated and expanded in 2017. The beautiful, flat 1.14 +/- acre property with room for a pool & cabana is complete with an expansive patio, firepit and enclosed organic garden for outdoor enjoyment. This home is conveniently located within

  Alex Chingas Coldwell Banker Realty

  9 Forest Dr, Westport, CT 06880
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  /24

  $1,385,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,201 Sq Ft

  785 Post Rd E Unit 301, Westport, CT 06880

  Nearly completed this residential flat offers the best of first floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin windows

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 301, Westport, CT 06880
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  /31

  $2,299,000

  • 5 Beds
  • 4.5 Baths
  • 3,585 Sq Ft

  75 Old Hill Rd, Westport, CT 06880

  Stunning colonial with contemporary flair set on a private acre in much sought after Old Hill. Convenient to town, train and beach. This is not your cookie cutter colonial with wonderful, flexible, open floor plan and top of the line remodeled kitchen. Current piano room could be formal dining room or office/study. Impressive Primary Bedroom suite with beautiful bath. Large upstairs room with

  Regina Kendig William Raveis Real Estate

  75 Old Hill Rd, Westport, CT 06880
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  $899,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3 Baths
  • 2,600 Sq Ft

  4 Robert Ln, Westport, CT 06880

  Nestled on a secluded cul-de-sac just off Hogan Trail, this peaceful residence sits on a spacious 0.45-acre plot. Enjoy the convenience of walking distance access to the train station, downtown shopping, Saugatuck restaurants, and 5 min ride to the beach. The main level features a spacious living room, connected to the kitchen, dining area, and a deck, creating an ideal space for relaxation.

  Inna Agujen Coldwell Banker Realty

  4 Robert Ln, Westport, CT 06880
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  /40

  $5,500,000 Open Sun 12PM - 2PM

  • 8 Beds
  • 8 Baths
  • 7,974 Sq Ft

  83 Easton Rd, Westport, CT 06880

  Experience resort-style living at "The Park", an exceptional gated estate on 3 private acres in the heart of Westport. This meticulously renovated home offers 8 bedrooms-including a private 2-bedroom apartment with full kitchen and living space-perfect for guests, staff or extended family. At the heart of the home is a stunning, designer chef's kitchen w/ island, gorgeous built-ins, walls of

  Julie Vanderblue Higgins Group Real Estate

  83 Easton Rd, Westport, CT 06880
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  /22

  $2,000,000

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  41 Richmondville Ave Unit 206, Westport, CT 06880

  The Mill Westport is ready for IMMEDIATE OCCUPANCY and ONLY A FEW HOMES REMAIN! Showing daily by appointment.Residence 206 is a beautiful 2 bedroom corner home with dual exposure, beautiful stone walls, hemlock beams, and a gas fireplace. The primary bed has 2 walk through closets leading to the luxurious bathroom with soaking tub, dual sinks & rain shower. Originally a candlewick mill from the

  Ashlei De Souza Serhant LLC

  41 Richmondville Ave Unit 206, Westport, CT 06880
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  /37

  $2,299,999

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft

  53 Sylvan Rd N, Westport, CT 06880

  Nestled on 1.36 picturesque acres in Old Hill, this renovated antique home is brimming with character and modern comforts. Just moments from town, Post Road, and schools, the enchanting professional landscaped grounds feature specimen and fruit trees, a built-in BBQ and fireplace, and a wisteria-draped pergola over a stone patio. A charming barn offers additional storage or creative use. Inside,

  Erica Acheychek Coldwell Banker Realty

  53 Sylvan Rd N, Westport, CT 06880
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  /40

  $2,895,000

  • 6 Beds
  • 4.5 Baths
  • 6,856 Sq Ft

  5 Northside Ln, Westport, CT 06880

  A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

  Alex Chingas Coldwell Banker Realty

  5 Northside Ln, Westport, CT 06880
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  /40

  $2,499,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 4,035 Sq Ft

  33 Pequot Trail, Westport, CT 06880

  This classic colonial residence, situated on a one-acre lot within the esteemed Old Hill neighborhood on a highly desirable street, presents a spacious dwelling with versatile living spaces spanning three levels. Comprising 4,035 square feet (on 3 floors), the property features five bedrooms and four and a half bathrooms. The luminous interior boasts an inviting layout, highlighted by a

  Elaine Gibbons Boost Real Estate Group

  33 Pequot Trail, Westport, CT 06880
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  /38

  $5,450,000

  • 4 Beds
  • 5 Baths
  • 4,333 Sq Ft

  190 Hillspoint Rd, Westport, CT 06880

  Extraordinary Compo Beach turn-key retreat with 130 feet of unobstructed water views across all three levels. Rebuilt, expanded, and better than new, the home features a Chef's kitchen that opens to a sun-filled living room/ dining room with 10ft ceilings framed by floor-to-ceiling windows. The home is ideal for entertaining. The oversized private yard with water views-exceptionally rare for

  Cynthia Brestovan William Raveis Real Estate

  190 Hillspoint Rd, Westport, CT 06880
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  /40

  $4,500,000

  • 7 Beds
  • 8 Baths
  • 6,981 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  /40

  $4,800,000

  • 7 Beds
  • 8 Baths
  • 7,259 Sq Ft

  104 Compo Rd S, Westport, CT 06880

  THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern

  Doug Bross Coldwell Banker Realty

  104 Compo Rd S, Westport, CT 06880
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  /40

  $2,300,000

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

  7 Mansfield Place, Westport, CT 06880

  Nestled in the desirable Compo South neighborhood, this stunning colonial home offers an ideal Westport, CT, location. Set on a 0.79-acre lot, this home offers over 3,270 sq ft (plus a finished lower level) of thoughtfully updated living space. The living area flows seamlessly into the outdoors, providing an open layout filled with warmth that's ideal for relaxation and gatherings. The home

  Judy Michaelis Coldwell Banker Realty

  7 Mansfield Place, Westport, CT 06880
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  /40

  $5,950,000

  • 6 Beds
  • 9 Baths
  • 12,139 Sq Ft

  29 Sturges Commons, Westport, CT 06880

  Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

  Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
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  /20

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 4,403 Sq Ft

  187 Compo Rd S, Westport, CT 06880

  Walkability is the buzzword these days and this house has GOT IT!! 187 Compo Rd S is walking distance to the train, downtown Westport, Longshore, and Compo Beach. This gracious 4 bedroom, 3.5 bathroom colonial home offers just under 4500 square feet. A finished basement offers layout flexibility. The flow of this home is great with a kitchen that is open to the family room. Manageable backyard

  Meredith Cohen Serhant Connecticut, LLC

  187 Compo Rd S, Westport, CT 06880
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  /24

  $4,900,000 Open Sat 12PM - 2PM

  • 7 Beds
  • 5.5 Baths
  • 7,995 Sq Ft

  37 Green Acre Ln, Westport, CT 06880

  Enjoy the best of Westport lifestyle at this elegant 4.4-acre private estate. The property is two minutes from the beach, town center, I-95, and the Saugatuck Hamlet rail station. This classic 1936 gracious ~8,000 Sq/Ft residence includes 7 bedrooms and 5.1 baths, four grand fireplaces, a former ballroom, an antique stone-and-beamed family room, and a gourmet kitchen with professional appliances

  Lisa Bortz William Pitt Sotheby's Int'l

  37 Green Acre Ln, Westport, CT 06880
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  /31

  $6,500,000

  • 6 Beds
  • 6.5 Baths
  • 6,585 Sq Ft

  69 Beachside Ave, Westport, CT 06880

  Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

  Doug Bross Coldwell Banker Realty

  69 Beachside Ave, Westport, CT 06880
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  $2,550,000

  • 2 Beds
  • 3 Baths
  • 1,760 Sq Ft

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

  This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed bathroom with rain shower, dual sinks, and heated floors. Stairs

  Ashlei De Souza Serhant Connecticut LLC

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
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  /40

  $2,995,000

  • 6 Beds
  • 4 Baths
  • 4,614 Sq Ft

  9 Bobwhite Dr, Westport, CT 06880

  Prepare to fall in love with this extraordinary home, crafted with love by a talented architect for his own family in 1993. The charming shingle-style residence at 9 Bobwhite Drive is nestled on a picturesque, level acre amidst other fine homes in a peaceful cul-de-sac setting, offering plenty of space for fun and entertainment. You'll find joy around every corner with its custom woodwork,

  Laurie Morris Compass Connecticut, LLC

  9 Bobwhite Dr, Westport, CT 06880
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  $1,679,000

  • 4 Beds
  • 2.5 Baths
  • 3,419 Sq Ft

  2 Donald Dr, Westport, CT 06880

  A Truly Exceptional Home That Has It All! Every so often, a home comes along that checks every box. This beautifully updated, move-in-ready house offers everything you could want: city sewer and water, natural gas for heating and cooling, a whole-house generator-all in a prime location on a quiet cul-de-sac. The property boasts underground electrical lines, a fenced-in yard with mature plantings,

  Robert Grodman The Riverside Realty Group

  2 Donald Dr, Westport, CT 06880
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  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  3 George St, Westport, CT 06880

  This solidly constructed 2-family home on almost 1/2 acre, located on private dead end street in terrific Westport neighborhood, presents a perfect blend of potential & opportunity. Walking distance to eateries & shops, this home offers numerous possibilities! In the main house - first floor, you'll find a large eat in kitchen, 1/2 bath, large living room with wood burning fireplace and separate

  Patrick Conetta Urban Connections Realty

  3 George St, Westport, CT 06880
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  $999,000

  • 4 Beds
  • 3 Baths
  • 2,683 Sq Ft

  26 Davenport Ave, Westport, CT 06880

  Exceptional opportunity to own this versatile 2-family home in Wesport. Whether you're looking for multigenerational living or rental income, this property delivers. The 1st unit features 2 spacious bedrooms, 2 full baths, a sun-filled living room with sliders that lead out to the deck, a cozy family room with fireplace, and a dedicated office/den with cathedral ceilings. You'll love the gourmet

  Jared Randall Redfin Corporation

  26 Davenport Ave, Westport, CT 06880
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  /40

  $10,950,000

  • 6 Beds
  • 10 Baths
  • 12,440 Sq Ft

  5 Fraser Rd, Westport, CT 06880

  Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

  Doug Bross Coldwell Banker Realty

  5 Fraser Rd, Westport, CT 06880
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  /30

  $945,000

  • 4 Beds
  • 2 Baths
  • 2,448 Sq Ft

  105 Valley Rd, Westport, CT 06880

  NEW PRICE! RARE VALUE NOT TO BE MISSED! Here is the moment you have been waiting for! Your chance to get into Westport and all it has to offer at a very rare price point! The location is sublime, 5 minutes from the train, 5 minutes to Compo Beach! This ranch style home has so much to offer. 3 BR's on the main floor with a 4th in the fully finished, walk-out lower level. Lower level has a kitchen,

  Chris Ahlgrim Coldwell Banker Realty

  105 Valley Rd, Westport, CT 06880
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  $2,050,000

  • 4 Beds
  • 5 Baths
  • 3,707 Sq Ft

  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
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  /40

  $5,995,000

  • 6 Beds
  • 7.5 Baths
  • 8,812 Sq Ft

  9 Sturges Commons, Westport, CT 06880

  Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

  Kelly Loucas Compass Connecticut, LLC

  9 Sturges Commons, Westport, CT 06880
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  $1,549,000 Open Sun 2PM - 4PM

  • 6 Beds
  • 5 Baths
  • 5,261 Sq Ft

  285 Greens Farms Rd, Westport, CT 06880

  Endless Potential in Prime Location! Bring your vision and transform this Westport gem into the home of your dreams! In the sought-after Greens Farms neighborhood, this property offers a rare opportunity to renovate and customize to your taste. The main residence is brimming with potential, while a beautifully finished attached legal rental unit provides immediate income or flexible living space.

  Danna Rogers Higgins Group Bedford Square

  285 Greens Farms Rd, Westport, CT 06880
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  /30

  $5,200,000

  • 6 Beds
  • 7.5 Baths
  • 9,630 Sq Ft

  355 Greens Farms Rd, Westport, CT 06880

  Exceptional Gated Estate in Greens Farms! Welcome to 355 Greens Farms Rd, a spectacular 2.25 acres estate designed for luxurious living and ultimate entertaining. This stunning home is a dream for car enthusiasts, featuring a four-car garage with room for lifts, making it perfect for showcasing and maintaining your collection. Step inside to find a brand-new kitchen and a newly designed primary

  Meredith Cohen Serhant Connecticut, LLC

  355 Greens Farms Rd, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 4