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$4,895,000 (USD)
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Greens Farms Area Single Family Home

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26 Morningside Drive South Westport, CT 06880

7 Bed
8 Baths
6980 sqft
MLS# 24103172
Virtual Tour
Welcome to the New Luxury Standard - 26 Morningside Drive South | Greens Farms, Westport Where timeless architecture meets forward-thinking design in the heart of Greens Farms. This newly completed residence delivers a level of finish and functionality rarely found in Westport at this price. Now complete with a custom gunite pool and $150,000 in new hardscape and landscaping, the property offers a resort-style outdoor experience that extends living space year-round. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island for cooking and gathering. Open dining and family spaces connect to a private library and an oversized three-car garage designed for the car enthusiast. Upstairs, the primary suite is a serene retreat with sitting area, spa bath, and custom dressing room, joined by four ensuite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the lower level features a climate-controlled wine room, sauna, fully outfitted gym, and a secondary prep kitchen with full-size refrigerator and freezer-ideal for entertaining. Bluetooth sound, designer lighting, integrated TVs, and three fireplaces complete the home. Minutes from train to NYC, Compo Beach, and Westport's finest amenities, this property embodies convenience, craftsmanship, and comfort. This builder thought of everything. Seeing is believing.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / John Schiaroli
$4,700,000 (USD)
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In-Town Area Single Family Home

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32 Webb Road Westport, CT 06880

8 Bed
9 Baths
6863 sqft
MLS# 24125036
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. At the heart of the home is the gourmet kitchen, equipped with top-of-the-line appliances, and a large center island-ideal for both everyday living and entertaining. Adjacent to the kitchen, the spacious family room with a large fireplace opens to a private, landscaped property with a large stone patio-perfect for outdoor dining, relaxing, or hosting family gatherings. On the second level, you'll find five spacious en suite bedrooms, including a primary suite featuring a spa-inspired bath, a generously sized closet, a makeup room, and a serene retreat at the end of the day. The finished lower level provides incredible flexibility, including a playroom, private bedroom, entertainment/media room, and a dedicated exercise space-ideal for today's lifestyle. Located just minutes from Compo Beach, downtown, and the train station, 32 Webb Road presents the perfect combination of modern luxury, comfort, and location.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$4,350,000 (USD)
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Compo South Area Single Family Home

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102 Compo Road South Westport, CT 06880

7 Bed
8 Baths
5179 sqft
MLS# 24122256
Virtual Tour
THE ESTATES AT COMPO SOUTH - SIR Development presents the last 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 elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$4,295,000 (USD)
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N/A Area Single Family Home

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8 Heritage Island Road New Fairfield, CT 06812

4 Bed
4 Baths
3848 sqft
MLS# 24096847
A Unique Opportunity! Sail Harbour Club, on Candlewood Lake, showcases this Rare Waterfront Find! Completely level property w/west exposure,195 ft frontage, dock, beach, IG pool & spa, on a private 1.44 acs. The stunning open plan exudes a casual elegance.The vaulted great room has a floor to ceiling stone fireplace, hand hewn beams, new hardwoods & amazing views from walls of windows, overlooking an idyllic yard. The expansive kitchen w/a large island bar overlooks both dining room & kitchen eat-in area surrounded by windows & sliders, bringing the outdoors in. Granite counters tops, white wood cabinets, stainless appliances & new hardwood floors, ideal for gathering. Sliders lead to the bluestone, canopied patio & lush lawn to lake with new dock & lakeside beach. The main level owner's suite offers a private oasis, grand bath with double sinks, granite counters, frameless glass shower & even a bidet.Two oversized bedrooms with newly renovated full baths flank the vaulted loft/office, all with dynamic lake views. wide plank floors, tiled baths, abundant closet space & custom built-ins with quality details. A 23 x 24 bedroom over the garage serves as an ideal guest space or bunk room. Another full bath, in the main level mudroom offers easy access from yard & pool. The lower level is ready for media/game room & is equipped with a maids quarters/office. Extensive custom renovations make this a true lake find! SHC amenities include:tennis, pickleball, clubhouse, beach & marina!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Sivba
$4,249,000 (USD)
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Compo South Area Single Family Home

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179 Compo Road South Westport, CT 06880

5 Bed
5 Baths
3390 sqft
MLS# 24109550
Welcome to 179 Compo Road South in Westport, Connecticut - a beautifully restored Tudor-style home combining 1920s charm with modern sophistication. Perfectly positioned in the heart of Westport, this property offers exceptional proximity to Longshore, Compo Beach, downtown, and the train station. Set high on a hillside, it enjoys sweeping property views and timeless architectural character, including a classic slate roof that reflects enduring craftsmanship. Inside, century-old hardwood floors showcase the home's rich history, seamlessly complementing modern updates throughout. The newly renovated kitchen serves as the centerpiece of the main level, featuring sleek finishes, premium appliances, and a smart, open layout ideal for everyday living and entertaining. Updated heating and cooling systems ensure comfort year-round, blending efficiency with elegance. Outdoors, a majority of the property is deer-fenced, creating a serene, private sanctuary surrounded by beautifully landscaped gardens. The outdoor oasis includes a stunning free-form pool with a cascading waterfall from the elevated hot tub, a pool house with guest accommodations, a full bath, and a sauna, plus a built-in grill and outdoor kitchen for effortless entertaining. 179 Compo Road South - where timeless Tudor heritage meets modern Westport living.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis