Coldwell Banker Realty: Sold Listings

$3,500,000 (USD)
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New Canaan Area Single Family Home

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105 White Oak Shade Road New Canaan, CT 06840

4 Bed
4 Baths
3744 sqft
Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.
Listing Courtesy of SMART MLS / Listed By: Daniel McCamblau, Brown Harris Stevens
$3,499,000 (USD)
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Long Lots Area Single Family Home

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71 Old Road Westport, CT 06880

6 Bed
6 Baths
5173 sqft
Welcome to 71 Old Road, a beautifully maintained 6-bedroom, 5.1-bath Colonial in the heart of Westport's coveted Long Lots neighborhood. Set on a sidewalk-lined street, where kids walk to school on crisp fall mornings, this spacious home blends timeless design with modern functionality across four finished levels-perfect for today's lifestyle. Minutes from shops, restaurants, and the Greens Farm train station (3 mins away), the property offers a rare combination of space, style, and location. Inside, sun-filled interiors and a smart layout create a warm, welcoming atmosphere. The open great room with fireplace flows into a custom chef's kitchen with marble countertops, bespoke cabinetry and a walk-in pantry -ideal for hosting and daily living. Formal living and dining rooms add refined charm, while a main-level office/den offers flexible use for work or a convenient main floor playroom. A mudroom with built-in cubbies connects to the attached two-car garage. Upstairs, five generously sized bedrooms include a luxe primary suite with fireplace, walk-in closet, and luxurious marble bath. Two Jack & Jill baths and a sunny laundry room add convenience. The private third floor offers a rec room, full bath, and sixth bedroom-great for guests or a second office. The finished lower level adds two rec rooms, a gym, and another full bath. Outside, enjoy a heated saltwater pool with spa, outdoor shower, kitchen, fireplace, and electric awning-all fully fenced and beautifully landscaped!
Listing Courtesy of SMART MLS / Listed By: Meredith Kamo, Compass Connecticut, LLC
$3,400,000 (USD)
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Madison Area Single Family Home

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98 Island Avenue Madison, CT 06443

4 Bed
5 Baths
4505 sqft
Virtual Tour
Welcome to 98 Island Avenue in Madison, a stunning coastal residence just a short walk to the beach and town. Custom built in 2016 w/extraordinary attention to detail, this home combines timeless elegance with modern convenience. Inside, you'll find soaring 9-foot ceilings, 8-foot doors, hurricane-rated Andersen windows, & polished nickel Baldwin hardware throughout. The chef's kitchen is a showpiece, featuring a Wolf 8-burner range, Sub-Zero stand-alone refrigerator & freezer, Miele dishwasher, custom white cabinetry, Calacatta marble countertops w/slab backsplash, & a wine refrigerator. 3 full Luxurious bathrooms include Carrera and Calacatta gold marble, Kohler & Rohl fixtures, & custom cabinetry. There are 2 half bath's on the main level. The primary suite boasts dual walk-in closets w/built-ins & a spa bath. Additional highlights include a walk-up attic, reinforced flooring for a gym, & a large rec/family room. The home's exterior & systems are just as impressive, huge .86 area lot, yes, room for a pool, circular driveway, blue stone walkways & patio, screened porch w/ Ipe wood flooring. Natural gas fireplaces both inside & outdoors. A 13-zone sprinkler system, full-property fencing w/ an electric pet fence, Sono's speakers throughout, high-end lighting, security cameras, & a hardwired alarm ensure comfort & peace of mind. Energy efficiency is maximized with spray foam insulation, a Daikin heat pump system with natural gas backup, & a whole-home generator. A must see!
Listing Courtesy of SMART MLS / Listed By: Susan "Sue" Clifford, Coldwell Banker Realty
$3,350,000 (USD)
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Coleytown Area Single Family Home

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4 Deepwood Lane Westport, CT 06880

6 Bed
6 Baths
5715 sqft
RIVER WATERFRONT OASIS - Sited on 2 lush acres on the Aspetuck River, this elegant custom 6 bedroom, 5.1 bath home offers a rare blend of natural beauty & refined living, an idyllic sanctuary with abundant natural light. Designed for both everyday comfort and grand entertaining, the property features exceptional indoor & outdoor spaces all thoughtfully crafted to capture the breathtaking views of the river, waterfall, & perennial gardens. An open floor plan creates a seamless flow between the sunlit living areas. The well-appointed gourmet kitchen with a spacious dining area opens to the inviting family room & nearby den/playroom-making it the true heart of the home. Walls of glass frame the formal living & dining spaces with access to a large deck that spans the length of the house. Exquisite primary suite is a private haven with stunning views from the balcony plus a sitting area, dressing room & spa-like bath. Each additional bedroom offers ensuite comfort. Expansive walk-out lower level includes an accessory apartment with flexible options for guests or added recreational space. Notable features include: scullery, pantry, mudroom, wood burning stove, 2 fireplaces, generator, solar panels, sound system, hardwood floors, paved courtyard, ample parking, 5 garage spaces, EV charger, porch, 2 irrigation systems. Ideally located with easy access to top rated schools, the Merritt Parkway, & town, this unique property has the perfect balance of luxury, privacy & convenience
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$3,300,000 (USD)
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Lower Weston Area Single Family Home

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95 Kettle Creek Road Weston, CT 06883

6 Bed
9 Baths
7407 sqft
A Timeless Colonial Retreat in Lower Weston less than 10 minutes from downtown Westport, 5 minutes to the Merritt, & 3 minutes from Weston Town Center, library, & award winning Weston schools. This stunning Ralph Lauren-inspired Colonial offers classic elegance with modern luxury and entertainment, making it the dream home you've been waiting for. This 9,000 SF estate features CT stone walls & lush, mature landscaping that give it the feel of a home that's been here forever. Set on 2 park-like flat acres, the property includes a beautiful pool & waterfall spa, a deck with awning, a patio, and a fully fenced backyard. The grounds are a garden lover's dream with perennial blooms throughout the seasons - a hydrangea lover's paradise, a plentiful peony patch, and many flowering trees, to name a few, & the full coverage irrigation system keeps the yard in bloom. Inside, enjoy 9-ft ceilings, 6 bedrooms, 6 full baths, & 3 half baths, all with exquisite attention to detail, including Viking, Sub Zero appliances, 2 large islands, water filtration system, large mudroom, cedar shake roof (new in 2017 & completely cleaned-oiled 2024). The 2000 SF in-law apt built in 2021 includes; full kitchen, liv rm, bedrm, laundry, 1.5 baths & porch. The WOLL is an indoor playground with a huge playroom, exercise room, bar, full bath-changing room, perfect for entertaining or extended family. This home offers both classic charm and modern convenience in one of Weston's most desirable neighborhoods.
Listing Courtesy of SMART MLS / Listed By: Hannelore Kaplan, New Canaan
$3,250,000 (USD)
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In-Town Area Single Family Home

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3 Hickory Hill Road Westport, CT 06880

5 Bed
5 Baths
5059 sqft
Virtual Tour
3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall paneling.The chef's kitchen offers custom cabinetry, quartzite countertops & backsplash, a luxury Thermador appliance package & center island with seating for four. The breakfast area flows into a spacious FR with sliders to a bluestone patio. A gas-ready fireplace with stunning Sahara Noir marble surround & oak paneling is the focal point. Elegant tray-ceiling DR, walk-in pantry & mudroom with side & garage entry, large -format porcelain tile floors, custom oak -paneled cabinetry & benches complete the main level. Upstairs, the primary suite boasts a cathedral ceiling, dual walk-ins & spa- like bath with heated floors, Victoria & Albert soaking tub, large frameless shower with LED niches, custom cabinetry, marble counters & wall-mounted California Faucets. 2 BRS share a Jack & Jill bath, while the 4th has its own ensuite. The 3rd floor offers a private office & recreation/playroom & and the finished lower level includes the 5th BR, full bath & gym/media room. Professionally landscaped 0.34 acre lot with stone walls, sprinklers & room for a small pool. Home is EV charger & generator ready.
Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty