279 Westport, CT 06880 Homes For Sale

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Open 9/20
$1,649,000Est. Payment
5 Beds | 6 Baths | 4,837 Sqft

4 Winslow Lane, Westport, CT 06880

House For Sale

Better than new & built by Hobi award winning SIR construction. The home you have been awaiting is finally here! Walk to town, walk to Winslow Park & yes, there is room for a pool (per builder plans)! 5 BRs, 5.5 BAs & 4 beautifully finished levels of living space. Gorgeous, eat-in Chef's Kitchen features a butlers pantry, Viking appliances, White Granite countertops, & sliding glass doors which provide easy access to the spacious outdoor patio & fully fenced in, professionally landscaped private backyard. The flow of this home is perfect for entertaining family & friends. Finished lower level provides flexible space that can be utilized for a 6th BR, playroom, gym, home office, in-law/au-pair suite & also features a full bath & ample storage. The 2nd floor has a large master suite with two walk-in closets & a beautiful bath with marble flooring, in addition to 3 additional bedrooms & a laundry room. The finished 3rd floor boasts a bedroom & full bath with room for an office or a playroom, in addition to lots of storage. This home was purchased as a new construction by the current sellers & was customized with countless upgrades. High ceilings, quality craftsmanship throughout, sought after open floor plan & beautiful, easy to maintain outdoor space. 4 Winslow Lane offers beauty & sophistication, combined with incredible detail for the discerning buyer. This home checks all the boxes, including a 20kw generator, & has been meticulously maintained for its new owners to enjoy!

$2,599,000Est. Payment
6 Beds | 7 Baths | 8,012 Sqft

34 Meeker Road, Westport, CT 06880

House For Sale

This Spectacular Nantucket Colonial sited on a Professionally Landscaped Acre over 8,000 Square Feet of Finished Space as well as Incredible Exterior spaces waiting for you to Enjoy! Homeowner Has planted over 100 trees around the Perimeter of the property since moving in! As you enter the foyer of this Amazing Home you sense a feeling of Sophistication. This Exquisite home is Built to Exacting Standards with the Highest Quality Materials and Craftsmanship. The First Floor has a Generous Sizes Chef's Kitchen with a Custom Built Sitting Area and Large Center Island and French Doors leading out to a private Outdoor Sitting Area. The Large Family Room can Accommodate the Whole Family for Sunday Football Games! The DR is the Perfect size for Hosting Holiday Parties and Family Get Together's. The Living Room and Study are also examples of the understated Sophistication which this Home Exudes. The Mudroom leads to the 3 Car Garage complete with a Tesla Charging station. The 2nd Floor boasts 5 BR's Including the Master Suite with a Separate Sitting Room, Large Proper Master Bedroom and Bath as well as a Truly Spectacular, Must See, Master Closet/Lounge!!!

$749,000Est. Payment
4 Beds | 3 Baths | 2,922 Sqft

23 Park Lane, Westport, CT 06880

House For Sale

Opportunity galore! With a little TLC make this home your own. Peaceful, quiet and in a desired neighborhood this home is ready for a new owner. The X-tra large screened in porch in the back overlooks serenity. In a multi-million $ neighborhood. Lots of built-ins, 2 car garage, workshop, walk out basement, central AC and mature plantings. The beach is just minutes away from this location! This lovely colonial sits on over half an acre, and boasts a large kitchen/eat in kitchen area. Less than 5 minutes to train and town. Lovely street that is kid friendly.

$6,210,000Est. Payment
5 Beds | 4 Baths | 4,284 Sqft

248 Hillspoint Road, Westport, CT 06880

House For Sale

Rare opportunity to own direct waterfront with a private beach at Compo! Totally rebuilt in 2010, this majestic beauty occupies one of Compo Beachs most coveted waterfront spots, complete with approximately 100 feet of gated, private Long Island Sound beach frontage. Modern, clean lines and extensive waterviews create a serene, sophisticated beach home. Open-plan entertaining and living spaces inside are complimented by multiple, private outdoor terraces and balconies. A professionally-landscaped, tiered formal garden filled with boxwoods, French lavender and ornamental grasses evoke trips to Provence and Marseille. 5 bedrooms, 3.5 baths on three finished levels.

$2,700,000Est. Payment
6 Beds | 8 Baths | 6,309 Sqft

12 Sunnyside Lane, Westport, CT 06880

House For Sale

THIS HOME HAS IT ALL! POOL, GARDENS, PLENTY OF SPACE, ELEVATOR AND PRIVACY! Custom colonial on 2.72 acres features 9,074 sqft on 3 finished levels with 6 bedrooms and 7 full and 1 half bathrooms. This home is 100% accessible & ADA compliant. Through the front door, the foyer boasts a 20-foot ceiling and a graceful staircase to the second floor. The first level is expansive with a stately office, game/media room, living room, family room, elegant formal dining room with butler's pantry, eat-in kitchen, sun room, and mudroom. The home is reminiscent of an English country estate and has solid features and quality details. The second level showcases French doors, balconies, and light-filled spaces. The master bedroom features a balcony, double-sided fireplace, sitting area, 2 walk-in closets, and a luxury spa bathroom. Heading down the wide hallway, spacious bedrooms and luscious bathrooms flank each side. A laundry room and elevator access complete this level. Take the 3-floor elevator or the play slide to the finished lower level and find a large recreation room/flex space with ballet bar, studio area, natural light, wine cellar, full bathroom & multiple storage closets. The estate is beautifully landscaped with mature cherry blossoms, Salix trees and perennials. The mahogany, full-length front porch welcomes guests and the backyard with fully-fenced deck, Gunite pool, expansive stone patio, vegetable garden, and formal English garden make this home a homeowner's paradise!

$499,000Est. Payment
3 Beds | 2 Baths | 1,550 Sqft

15 Hale Street, Westport, CT 06880

House For Sale

Lovely bright cheerful Cape in a great location ideally situated for beach train and shopping! This three bedroom two bath home has been much loved and very well cared for by present owner during many decades of ownership and has benefited from a number of improvements including installation of central air replacement windows new boiler (2015) freshly painted bathrooms and newly tiled kitchen floor both in 2020. On the main level you will find the sweet welcoming kitchen with pretty blue painted cabinetry room for an eat in table and access out to the deck for views of the lovely level yard. Also on this floor you will find a nice sized dining room living room and bedroom (which could double as a home office) all with hardwood floors and plenty of natural light. A full bathroom complements this main floor. Head on upstairs to find two very generously sized bedrooms one of which is the master bedroom and another full bathroom. The lower level of the house has the bonus of a good sized family room with wonderful brick fireplace and walk out to the yard and patio area. Also plenty of storage space a laundry room convenient mud room area and access to the garage. 15 Hale Street is a wonderful place to call home and ready for its next lucky owner!

$369,900Est. Payment
3 Beds | 2 Baths | 1,056 Sqft

24 Oakview Cir, Westport, CT 06880

House For Sale

Affordable living in one of the most desirable communities in CT "Welcome to Westport" This remodeled ranch offers a sun filled living room with vaulted ceilings, new eat in kitchen with abundance if cabinets, new quartz counters, including a large island, new tiled back splash, stainless steel appliances, vaulted ceilings with skylight and sliders leader to a rear patio. There are three bedrooms, all freshly painted with new laminated floors. The two bathrooms have been remodeled. This planned unit community, close to the Post Road offers walking distance to shopping, restaurants and easy access to all major highways. Don't miss this opportunity, a rare find.

$2,199,000Est. Payment
6 Beds | 6 Baths | 6,117 Sqft

39 Oak Street, Westport, CT 06880

House For Sale

Striking 6 BDRM SIGNATURE HOME by SIR w/impeccable design on gracious flat property. Live & work in your modern farmhouse finished on 4 levels of living with wonderful open floor plan, home office and lots of flexibility. The heart of the home is the amazing Great Room w/walls of glass that opens to dream kitchen with custom designed SIR cabinetry & stainless steel appliances. The MBR Suite offers a romantic escape w/ fireplace, ceiling details, spa bath & two walk-in closets. Dont miss the finished lower level w/ fitness center, media room wired for surround sound, playroom, 5th BDRM and full bath. Finished 3rd floor w/6th BDRM & full bath. Exceptional neighborhood walking distance to Main Street , close to award winning schools, first class dining, shopping, beaches & train. Utility trifecta public sewer, water & natural gas. Be a part of this project from the beginning. Work closely with our in-house design team to place your personal SIGNATURE on this new home. Move in for Memorial Day Weekend, 2021 or earlier. Owner/Broker.

$9,995,000Est. Payment
4 Beds | 5 Baths | 4,419 Sqft

8 Bluewater Lane, Westport, CT 06880

House For Sale

Your Once-in-a-lifetime opportunity to own the Crown Jewel location at Compo Beach with unobstructed panoramic views! From this home which sits on one full acre of property perched up high and dry you can enjoy the unique sweeping views that wrap from Old Mill Cove Beach, out over the Long Island Sound and encompass the beautiful crescent beach of Compo. Renovate or build new and create your legacy for your children and your childrens children.

$1,195,000Est. Payment
3 Beds | 3 Baths | 2,629 Sqft

5 Lone Pine Lane, Westport, CT 06880

House For Sale

This beautifully updated, centrally located and move-in ready Westport colonial has it all. The interior is filled with sunlight and charm that includes a great front porch, hardwood floors, and an updated eat-in kitchen. You will find a stunning picture window and fireplace in the front living room. The large family room offers more space and gorgeous views of the professionally landscaped flat backyard. The staircase leads to three bedrooms and two baths. This home has been meticulously maintained with many updates including new septic, nw roof, mostly new windows (original front picture window, front door with mail slot and side doors with window panes were kept by owners because of the character), completely renovated kitchen and baths, refinished hardwood floors, new solid cedar shingles, new HVAC system, new above ground oil tank, new garage door and more. (Please see the full list of updates under the supplements tab.) This home is walking distance to town, Levitt Pavilion and library. and five minutes to the beach, pools and golf. This is a must see!

$600,000Est. Payment
0.27 Acres

5 Deletta Lane, Westport, CT 06880

Lots Land For Sale


$950,000Est. Payment
3 Beds | 5 Baths | 3,036 Sqft

31 Regents Park, Westport, CT 06880

Condominium For Sale

Westport! Truly wonderful sun-washed Regents Park townhome! Stylish, private, carefree living begins with skylit 3-level Foyer, open plan main level with granite, gas, sliders to south-facing Patio+spacious green yard. 3 ensuite BRs, 2 attached Garages, Fireplace, finished LL Family Room w full BA, upstairs Laundry. 3036 sf of finished, freshly painted living space across 4 levels. Gated complex with daytime security guard, pool and tennis, across from Balducci's market. Convenient to restaurants, shopping, RR, commuting routes, theatre, beaches.

$2,499,000Est. Payment
5 Beds | 7 Baths | 5,632 Sqft

6 Mayfair Lane, Westport, CT 06880

House For Sale

Highly sought after Compo Beach neighborhood within walking distance to Compo Beach Marina Longshore(with tennis courts golf course pool sailing school) train station & restaurants. This custom colonial sits on .88 flat acres on a private cul-de-sac with a heated gunite pool flagstone patios and plenty of yard space. The home was completely remodeled in 2005 with many exciting features. An attached pool house/guest suite with bedroom lounging area washer/dryer and a full bath. Need to work from home you will enjoy the library with a partners desk built in cabinets and a fireplace. The chefs kitchen open to the family room has a Montague gas range Subzero refrigerator/freezer 2 dishwashers Soapstone counters & walk-in pantry. The family room has vaulted ceilings a fireplace and a stone patio with built-in barbecue. A living room/dining room en-suite bedroom complete the first floor. The principal bedroom on the upper level has a gas fireplace full bath with a Japanese soaking tub & separate shower walk-in closet a second full bath and more closets. In addition the upper level has a laundry room an oversized en-suite bedroom and above the 3 car garage a suite modeled after a NYC loft apartment with living area a galley kitchenette walk-in closet full bath and lofted bedroom area accessed by a spiral staircase. If you are looking for a warm bright home in the perfect spot look no further!

$6,250,000Est. Payment
6 Beds | 8 Baths | 8,296 Sqft

319 Bayberry Lane, Westport, CT 06880

House For Sale

Westport's most exclusive property that sets new standards for years to come! A flawless piece of architecture, built by the well-known luxury construction company, Skyview Builders, with every attention paid to the details in this home. This home boasts Klar Studio TRIPLE GLAZED windows that are floor to ceiling in every room of the home. These windows are uncompromising in quality and energy efficiency. Watch the seasons pass around you, on your secluded lot only four miles from the center of town, without feeling the temperature change at all. The kitchen is outfitted with the best hand made cabinetry and Miele appliances, while the dining room looks out onto the lush landscape. The patio with an outdoor kitchen is semi covered, directly beneath the second-floor balcony. Enjoying the summer in this house will be a breeze. The second floor has five bedrooms and three bathrooms as well as a second cozy family room. The master suite in this home is a deluxe private wing with seamless experience which is at another level. Fully custom built closets offering incredible organization. 7-star master bathroom is a piece of art on its own. The finished 3rd level is the coolest kids room ever with built in bunks and areas for crafting. This home is packed with cutting edge technology, automation and materials, executed at the highest level of satisfaction. Here is a short list of features to note: radiant heat throughout the entire house including garage, lower level and everything else. Commercial 3" pipe for natural gas from the street to feed the top of the line commercial mechanical systems. Viessman tankless heaters. Commercial grade whole house 48 kW generator (liquid cooled) to keep EVERYTHING running. Fiberboard (no drywall) which makes all lines perfectly straight. Extira panels which never delaminate, moisture, rot and termite resistant. Lifetime warranty on "DaVinci Engineered Slate" roof. You'd appreciate porcelain tiles outside to keep your feet cool during hot

$3,825,000Est. Payment
5 Beds | 7 Baths | 4,532 Sqft

8 Bradley Street, Westport, CT 06880

House For Sale

Spectacular & true rare opportunity only begin to describe this custom built home created by a noted designer as their personal abode. 8 Bradley is sited on a double lot in the coveted Compo Beach area, & only a 2.5 minute walk to the sandy beach. Sophisticated, casual, elegance floods this just over 4500 sq foot 5 bedroom, 5 full/ 2 half bath home, which also offers ground & roof level outdoor entertaining without peer. Upon entering, the abundance of natural light surrounds to create an airy comfort that lingers throughout. The open Kitchen, Dining and Family rm floor plan offers only the finest finishes & unsurpassed quality craftsmanship. Equipped with Thermador range & double size SubZero refrigerator/freezer, the heart of the household Kitchen is surrounded by exquisite cabinetry with a custom Kitchen island. The Family rm is wonderful lounging area for the whole family, as well as a splendid room for larger gatherings. Here the striking high gloss cabinetry, eye-catching hammered wet bar sink, rubbed brass hardware & gas fireplace set the scene for year round entertaining.A separate Office and Living rm fulfill the current need for private spaces for work & relaxation on the main level. Two powder rms, a Mudroom with radiant heated floors, fully fitted closets and access to the up to 3 car heated garage with electric car port complete this first floor. Head upstairs to the Master suite where refined glamour prevails.A separate office/gym, huge his/her walk-in custom

$950,000Est. Payment
3 Beds | 5 Baths | 3,036 Sqft

31 Regents Park #31, Westport, CT 06880

Condominium For Sale

Westport! Truly wonderful sun-washed Regents Park townhome! Stylish, private, carefree living begins with skylit 3-level Foyer, open plan main level with granite, gas, sliders to south-facing Patio+spacious green yard. 3 ensuite BRs, 2 attached Garages, Fireplace, finished LL Family Room w/full BA, upstairs Laundry. 3036 sf of finished, freshly painted living space across 4 levels. Gated complex with daytime security guard, pool and tennis, across from Balducci's market. Convenient to restaurants, shopping, RR, commuting routes, theatre, beaches.

$3,499,000Est. Payment
5 Beds | 9 Baths | 8,235 Sqft

58 Clapboard Hill Road, Westport, CT 06880

House For Sale

Seeking a home with architectural details that exemplify master craftsmanship w/ a unique blend of transitional & contemporary finishes? 58 Clapboard Hill boasts a prime location w/ 7200+ sf of intimate & casual spaces to entertain, relax, work, play & enjoy. Close proximity to Greens Farms train, Westport's renowned beaches, 55 miles to NYC make this home conveniently ideal while checking every box: gunite pool & blue stone surround, soothing water wall set beneath a vine covered pergola, expansive patios w/ fire pit & grill for seamless indoor/outdoor entertaining, sport court for safe play at home, gardens beds, media room, gym & art studio to satisfy any hobbyist. State-of-the-art kitchen w/ cerused hardwoods, walk in pantry, oversized island perfect for family gatherings & breathtaking views is at the heart of the home. Efficient & elegant offices spaces. Screened porch & sunroom to rest & relax. DR/LR centered around inviting fireplaces. Retreat to the master ensuite w/sitting rm, fireplace, private balcony and JUST COMPLETED DUAL master bath & custom WIC. Separate In-law/Au Pair space. Two beautifully appointed wet bars to service large crowds or intimate gatherings. Meticulous Laundry & Mudrooms to keep the house running efficiently. LL w/first floor quality finishes; BONUS RM/flex space; 3 bay garage; Freshly painted; GENERATOR; NEW ROOF; PERENNIAL GARDENS; PRIVATE. Enjoy Westport's nationally ranked schools & abundant cultural, recreational & diverse amenities! RECENT RENOVATIONS:2014: 1 full bath and 1 half baths; Kitchen and Wet Bar; Cerused hardwood floors throughout 1st floor; New carpet throughout 2nd floor; Art studio and Music room;Interior painted;New pool cover.2018:All new fencing around pool;All stone work in front entrances and new stone work on back patio.2020:New pool pump; Master bath renovation (Rohl fixtures, rain shower, frameless glass shower doors, soaking tub);Exterior PaintNew Cedar roof.

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