Staples Homes for Sale

Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

Jaclyn Picarillo Higgins Group Bedford Square

Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully

Patricia Prenderville Higgins Group Real Estate

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

Nestled at the end of an exceptionally wide, tree-lined cul-de-sac on one of Westport's most picturesque streets, this timeless brick estate offers both elegance and privacy while remaining moments from town, beaches, and commuting conveniences. Set with a paver circular driveway and surrounded by mature landscaping, the property exudes warmth, scale, and classic sophistication at every turn.

Meredith Cohen Serhant Connecticut, LLC

Pristine Classic Westport Colonial thoughtfully updated to accommodate today's lifestyle. Home offers a gracious Living Room/Fpl/dining area, Six spacious Bedrooms plus 22x 28 Bonus room. Two bedrooms plus full bath on main Level. 16 x 23 Primary Bedroom plus 3 generous bedrooms on upper level. This level serviced by luxurious updated Full Bath. Kitchen is appointed with upscale appliances

Louise Bromberger The Riverside Realty Group

Tucked away in a storybook setting on over an acre of land, this beautifully rebuilt 3-bedroom home offers effortless one-level living surrounded by nature. A charming brook and picturesque wooden footbridges create a peaceful, private retreat unlike any other. Designed with an open floor plan and soaring vaulted ceilings, the sun-filled interior feels both spacious and inviting. The primary

Lynne Nolan Compass Connecticut, LLC

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted culdesac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic twostory foyer, 10ft

Doug Bross Coldwell Banker Realty

Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

Judi Lake The Riverside Realty Group

Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level,

Julie Haroun Westport Residential, LLC.

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with

Judy Michaelis Coldwell Banker Realty

New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence

Lori Popkin Coldwell Banker Realty

Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the perfect blend of comfort & convenience. Located on the second floor, this 949-square-foot residence looks much larger thanks to its vaulted ceilings. Natural light pours in through the skylight, sliding glass doors, & large

Stephen Pratt Keller Williams Realty

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

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous

Lisa Hartmann William Pitt Sotheby's Int'l

Nestled in peaceful seclusion yet just moments to town's shops, restaurants and amenities, an extraordinary residence crafted to the highest standards is being imagined to live in harmonious dialogue with the surrounding natural landscape. The proposed new construction masterpiece by Coastal Luxury Homes is thoughtfully designed to honor the property's pristine natural beauty, where a babbling

Jaclyn Picarillo Higgins Group Bedford Square

Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite with a first floor and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. A

Judy Michaelis Coldwell Banker Realty

Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private in-town acres. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone patio with an

Adrienne Durkin Compass Connecticut, LLC

New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

Danna Rogers Higgins Group Bedford Square

Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

Zach Wright William Pitt Sotheby's Int'l

RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

Jennifer Tanner The Riverside Realty Group

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

NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

Patricia Shea Coldwell Banker Realty