Coldwell Banker Open Houses

$5,650,000 (USD)
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Long Lots Area Single Family Home

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8 Pleasant Valley Lane Westport, CT 06880

7 Bed
9 Baths
1462 sqft
MLS# 24172635
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 cul de sac, 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 two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,495,000 (USD)
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Coleytown Area Single Family Home

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21 Lockwood Circle Westport, CT 06880

6 Bed
7 Baths
6611 sqft
MLS# 24158946
Virtual Tour
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,375,000 (USD)
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South Wilton Area Single Family Home

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16 Middlebrook Lane Wilton, CT 06897

5 Bed
11 Baths
8670 sqft
MLS# 24178405
Welcome to 16 Middlebrook Lane, a stunning custom-built Colonial in one of Wilton's most desirable cul-de-sac neighborhoods. Set on more than four park-like acres and surrounded by conservation land, this exceptional home offers elegance, craftsmanship, privacy, and comfort. A dramatic main hall creates an immediate sense of arrival with a sweeping staircase and refined architectural details. The chef's kitchen features two large islands, honed marble countertops, high-end appliances, generous storage, and French doors to the rear patio. The kitchen opens to an inviting dining and living area with a wood-burning fireplace, while the formal dining room offers coffered ceilings and an adjoining butler's pantry/bar. Oversized windows fill the formal living room with natural light, complemented by a fireplace and bar, and flowing into a custom office with built-ins and its own fireplace. Upstairs, the extraordinary primary suite lives like a private residence with a sitting room, coffee bar, private balcony, generous walk-in closets, and spa-like bath with soaking tub and steam shower. A private staircase leads to the third floor with half bath, ideal for an office, studio, or retreat. Four additional en-suite bedrooms, laundry, and a bonus room complete the second floor. The finished lower level offers recreation space, gym, game room, and full bath. An elevator serving all four levels adds rare ease and flexibility.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$3,275,000 (USD)
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Greenfield Hill Area Single Family Home

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111 Golden Pond Lane Fairfield, CT 06824

5 Bed
8 Baths
8279 sqft
MLS# 24175561
111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth and ease with which it lives. Over the past six years, the residence has been completely transformed by its current owner and designer, blending refined architecture with interiors that feel both elevated and deeply comfortable. At the center of the home, the vaulted family room with stone fireplace and whitewashed beams creates a true gathering space - equally suited for large celebrations or quiet evenings at home. The south-facing kitchen is filled with sunlight and custom detail, designed not simply to impress, but to be used and enjoyed every day. Rarely found, the home offers luxurious primary suite options on both the main and second levels, creating remarkable flexibility for guests, multigenerational living, or evolving needs over time. Outside, an oversized patio overlooks mature trees and complete privacy, with ample room for a future pool and sport court. Peaceful and secluded, yet just seven minutes to Metro-North, the property offers a lifestyle that feels worlds away from the city without sacrificing convenience. Grand in scale. Warm in spirit. Exceptionally livabl
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,825,000 (USD)
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Greenwich Area Single Family Home

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74 Glen Ridge Road Greenwich, CT 06831

3 Bed
4 Baths
4090 sqft
MLS# 125112
This totally renovated home showcases a stunning open concept design, blending modern elegance with everyday functionality. The chef's kitchen features custom cabinetry, premium finishes, and a spacious center island that flows seamlessly into the sun-filled living area, perfect for both entertaining and daily living. The inviting family room is anchored by a sleek fireplace and large windows that bring in natural light while offering serene views of the backyard. Thoughtful details such as coffered ceilings, designer lighting, and high-end finishes elevate the space throughout. Paired with exceptional outdoor living, this home offers a seamless indoor/outdoor lifestyle in a beautifully curated setting
Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty
$2,799,000 (USD)
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Saugatuck Area Single Family Home

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299 Saugatuck Avenue Westport, CT 06880

4 Bed
6 Baths
4854 sqft
MLS# 24169465
Virtual Tour
Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties as well as immediate convenience to the railroad station and all commuting routes, this home blends sophisticated elegance with an easy lifestyle. A gracious, landscaped approach down a sweeping circular driveway that leads through emerald lawns and mature gardens brings you to the grand double-door entrance lined with windows and into a vaulted ceiling foyer. The interior captures gorgeous light all day through walls of glass & numerous skylights. The floor plan is an entertainer's dream, accommodating groups large or small in refined surroundings. The living and family rooms each have floor-to-ceiling stone fireplaces and glass doors to the rear deck. The DR has a picture-perfect view across the property. Gourmet E-I-K w/Wolf gas cooktop, Sub Zero ref/frz, Viking double ovens, pantry, center island w/seating & a breakfast area enhanced by scenic views. An adjacent sunroom transitions the space out to the deck. Two half baths complete this level. The airy atmosphere continues up front & rear stairs to the 2nd level, beginning w/a grand primary suite w/priv sitting rm, king-size BR w/pool view balcony, vast dressing rm & two lux baths. Three addl' BRs have double clsts & two full baths. Fin LL w/rec rm, office, storage. Enjoy a porch that leads to the pool/spa. 3 car garage, generator.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,500,000 (USD)
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Long Lots Area Single Family Home

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28 Bulkley Avenue North Westport, CT 06880

5 Bed
5 Baths
3917 sqft
MLS# 24168651
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 the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$2,495,000 (USD)
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Sherman Area Single Family Home

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2 Pond View Lane Sherman, CT 06784

5 Bed
5 Baths
6368 sqft
MLS# 24177737
Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!!
Listing Courtesy of SMART MLS / Listed By: Joseph Chemero, Coldwell Banker Realty
$2,450,000 (USD)
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Greenfield Hill Area Single Family Home

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3808 Redding Road Fairfield, CT 06824

4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,395,000 (USD)
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New Canaan Area Single Family Home

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67 Weed Street New Canaan, CT 06840

5 Bed
5 Baths
4760 sqft
MLS# 24177565
Set atop a native stone lined property in one of New Canaan's most convenient locations, this spacious 5 bedroom, 5 full bath home offers timeless appeal, generous scale, and incredible flexibility for today's lifestyle. Just minutes from Waveny Park, top-rated schools, and only .6 miles to Talmadge Hill Train station, the location is ideal for both everyday living and commuting. An appealing 57 foot front porch creates a warm welcome into the impressive foyer, setting the tone for beautifully proportioned interiors beyond. Elegant formal living room with fireplace and dining room, provide inviting spaces for entertaining, while the expansive renovated kitchen with oversized center island, gas range, pantry, and sunlit breakfast room opens to the patio for effortless indoor/outdoor living. The adjoining family room with fireplace is the heart of the home, offering a warm and comfortable gathering place, and a private first floor office provides an ideal work from home retreat. Upstairs, the luxurious primary suite is a true sanctuary, featuring an expansive bedroom, walk in closet, and a stunning spa inspired bath with vaulted ceilings, dual vanities, a sculptural soaking tub, and a separate shower, creating a serene retreat filled with natural light. Three additional generously sized bedrooms, well appointed baths, and a convenient laundry room complete this level. The third floor offers exceptional versatility as a 5th bedroom suite, gym, recreation or media room.
Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty

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