My Company's Sold Listings

$2,550,000
Sold

Beach Area Single Family Home

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97 Benson Place Fairfield, CT 06824

5 Bed
5 Baths
4347 sqft
Custom Nantucket Style Colonial Just Steps from the Beach. Welcome to your dream coastal retreat - an exquisite, nearly new FEMA compliant 5 Bedroom 5 Bath thoughtfully designed home filled with timeless, practical detail & elegance throughout 3 levels of sundrenched living space. Every detail has been carefully curated - from the open concept floor plan to the seamless indoor-outdoor flow that includes a covered patio, firepit, gardens, a sparkling saltwater pool & spa - all designed for year-round enjoyment. Experience breathtaking sunsets & Fourth of July fireworks from the comfort of your private oasis. The heart of the home is a beautifully appointed kitchen with a large center island, walk-in pantry, open to the spacious family room with a fireplace, perfect for entertaining. The luxurious private primary suite features a spa-inspired bath (steel tub that retains heat), 2 walk-in closets and a balcony. A spectacular 3rd floor recreation space includes a 5th bedroom with a walk- in closet, full bath, kitchenette & a screened terrace with sweeping views of Long Island Sound. Work from home in the bright, airy office with French doors opening to a welcoming front porch. Additional features include superior craftsmanship throughout, a full house generator, 6 zone irrigation system, 3 car garage and more! Enjoy the ultimate lifestyle with easy access to Jennings Beach, Sandcastle Playground, nearby marina and fishing pier, short walk/bike ride to schools & a vibrant downtown
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$2,550,000
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Greenfield Hill Area Single Family Home

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Address Not Disclosed Fairfield, CT 06824

4 Bed
5 Baths
5197 sqft
TBD
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,525,000
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N/A Area Single Family Home

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16 Shadow Lane Ridgefield, CT 06877

4 Bed
6 Baths
4930 sqft
Virtual Tour
Unassuming elegance in this custom Heritage Homes cape! This sun-drenched 4BR home exudes peace & happiness w/ a layout well suited to large gatherings & making lifetime memories. Gorgeous nightly sunset views can be enjoyed from the bluestone front porch as well as sunrises from the back patio! Beautiful main level primary suite enhances this lifestyle! No detail was overlooked in the building of this home - custom moldings & trim, 2-story foyer w/ curved staircase, rich hardwood floors, 2 fireplaces, & more! The heart of the home (where the current owners call their "place for peace") is the stunning chef's kitchen that features Calacatta marble counters, 6-burner Wolf range, Subzero fridge & a 180 degree wall of windows that gorgeously frames the dining area! The kitchen opens up to the formal living & dining rooms & the warm & inviting family room that boasts a wood burning stone fireplace, built-ins and sliders to the patio. Primary BR suite has dual walk-in closets & luxurious bath offering a steam shower, jacuzzi tub with stunning backyard views, & dual sinks! Upper level has 2nd en-suite BR that can also serve as a primary BR, w/ adjacent nursery/home office as well as 2 more BR that share jack & jill bath. Watch the big game in the well appointed bonus room or head to the finished LL for some billiards! Amazing gardens outline the private backyard, double stone patio (w/new retractable awning) & fireplace! Well-loved & maintained w/ many improvements! A true gem!!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tim Dent
$2,510,000
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N/A Area Multi-Family Home

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165 Mansion Road Cheshire, CT 06410

24 Bed
0 Baths
12576 sqft
INVESTORS TAKE NOTICE! "The Roxbury Arms" .... Never to have hit the market, 165-195 Mansion Road is a 16 door, family owned & operated apartment building in Cheshire sitting on 16.5 acres! It is a fully occupied, 8 two bedroom and 8 single bedrooms, all one bath. One unit is occupied by an on site superintendent for maintenance emergencies/snow removal/etc. Every apartment has a separate storage unit in the basement, and there's a shared coin operated laundry room. ** multiple offers **
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lauren Freedman
$2,505,000
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Sasco Area Single Family Home

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1168 Oldfield Road Fairfield, CT 06824

4 Bed
4 Baths
3318 sqft
Gorgeous Custom Coastal Home in Sasco Hill. No detail was overlooked in this stunning 2014 custom-built coastal retreat, awarded HOBI Best Custom Small House in CT (2014) and boasting an Energy Star Certification. Nestled in the prestigious Sasco Hill neighborhood of Fairfield, this 4,400 sq. ft. 4 bed, 3.5 bath masterpiece spans four finished levels with 9-foot ceilings throughout, antique floors, elegant crown molding, and a custom gourmet kitchen. The spacious primary suite features walls of windows, a cozy reading nook, and a luxurious en-suite bath. The third floor offers a versatile finished space-perfect for a home office, gym, or playroom-plus a deck with water views. Outdoors, enjoy the professionally landscaped private yard, complete with an 11' x 7' gunite spa. Included in the home's appeal is an 1,100 sq. ft. custom-built pied-a-terre, featuring a full kitchen, breakfast bar, family room, private bedroom, full bath, laundry, and separate entrance-ideal for guests, in-laws, or rental income. Additional highlights include a full-house generator and a prime, private location just a short walk to Sasco Beach, South Pine Creek Beach, Southport Village, and Fairfield Center. A truly exceptional coastal home offering luxury, convenience, and timeless elegance.
Listing Courtesy of SMART MLS / The Agency / Erin Melson
$2,500,000
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Greenfield Hill Area Single Family Home

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1700 Hillside Road Fairfield, CT 06824

5 Bed
3 Baths
4769 sqft
Welcome to an exceptional estate in Greenfield Hill, where classic allure meets contemporary luxury. This 2-acre sanctuary boasts manicured gardens, a private pool, a charming pool house, and ample parking with a 4-car garage. Inside, high ceilings and natural light accentuate the spacious, elegant rooms. Five cozy fireplaces enrich the ambiance. The formal living room and wood-paneled dining room with French doors are perfect for sophisticated entertaining. Enjoy leisurely moments in the sunroom with heated slate floors. The kitchen, the home's focal point, features a wood-burning fireplace. The luxurious first-floor primary bedroom suite includes a modern bath. Upstairs, four additional bedrooms, one with a private deck, ensure comfort for everyone. A versatile sitting area upstairs adds functionality. The secluded pool, off the kitchen, is ideal for private enjoyment. The finished lower level with another fireplace offers extra family space. This estate is a masterpiece of design and comfort. Potential to add more full baths on the second floor. Conveniently close to shopping, dining, and metro north. Don't miss the chance to indulge in this home's magnificent charm.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,500,000
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Coleytown Area Single Family Home

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48 Cavalry Road Westport, CT 06880

4 Bed
4 Baths
3748 sqft
Idyllically set on 600 feet of the West Branch of the Saugatuck River, this 4 acre property is the ideal setting to create your dream lifestyle. The homeowner/developer of the original 111 acre subdivision chose this site, above all others, to build his legacy compound comprised of two acres in Westport and two in Weston. Enjoy, expand or recreate the well cared for 3,800 square foot Colonial which is sited primarily in Westport and finished on three floors with river views from many rooms. The two bedroom guest house/barn, built over a large garage, is primarily located in Weston and provides the potential for a variety of options. This is a rare opportunity to create an extraordinary waterfront estate on one of Westport/Weston's premier properties.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse
$2,500,000
Sold

In-Town Area Single Family Home

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38 Tamarac Road Westport, CT 06880

5 Bed
5 Baths
2976 sqft
Discover this beautifully remodeled 5-bedroom, 4.5-bath home in one of Westport's most sought-after walk-to-town neighborhoods. Set on a level third-of-an-acre of professionally landscaped property, this move-in ready gem offers the perfect blend of classic charm and modern style. Inside, a bright open floor plan showcases high-end finishes throughout, including a stunning chef's kitchen, elegant bathrooms, and spacious living and dining areas designed for today's lifestyle. The sun-drenched family room and seamless indoor-outdoor flow make entertaining effortless year-round. Thoughtfully updated with comfort and functionality in mind, this home is a rare opportunity to enjoy turnkey living just minutes from downtown, top-rated schools, the beach and the train.
Listing Courtesy of SMART MLS / Higgins Group Bedford Square / Jen Kass
$2,500,000
Sold

Greenfield Hill Area Single Family Home

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30 Wellington Drive Fairfield, CT 06824

5 Bed
7 Baths
5485 sqft
Stunning custom-built Colonial nestled on a quiet cul-de-sac just minutes from Westport. Set on 2 private acres with a fenced-in backyard, in-ground gunite pool (2021), and patio, this home showcases exquisite craftsmanship, rich cherry and mahogany finishes, limestone and marble detailing, and 9' ceilings on both floors. The flexible layout offers 5 bedrooms, 4 full & 3 half baths, a first-floor guest/au pair suite, formal living and dining rooms, a home office with fireplace, and a sun-filled family room with stone fireplace. The designer kitchen features a butler's pantry and opens seamlessly to outdoor entertaining spaces. Luxurious primary suite with trey ceiling, dual walk-in closets, and a spa bath with heated limestone floors and barrel ceiling. Finished basement (2021) includes a stylish wet bar, rec space, and half bath. Additional highlights include 3 total fireplaces, walk-up attic, limestone mudroom with second staircase, and 11' basement ceilings. A rare blend of quality, privacy, and location.
Listing Courtesy of SMART MLS / Compass Connecticut, LLC / William J Gill
$2,500,000
Sold

Beach Area Condo

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685 Fairfield Beach Road 685 Fairfield, CT 06824

4 Bed
3 Baths
2866 sqft
PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM ON WEDNESDAY 6/18/25. Welcome to the most coveted view on Fairfield Beach-where sunrise greets you over the Sound, framed perfectly by the Penfield Lighthouse and an endless horizon. Set on an elevated point in the exclusive Burr Court enclave, this 4BR, 3BA direct waterfront home offers panoramic east-facing vistas thanks to staggered lot lines and wide spacing from neighbors. Inside, an open-concept layout seamlessly connects kitchen, dining, and living areas to a glass-walled patio-creating a seamless indoor/outdoor lifestyle. The 3rd-floor primary suite stuns with 13' ceilings, a spa-like bath, fireplace, and a wraparound deck. Ownership in Burr Court, a unique 14-home beachfront association, includes shared beach access, groomed sands, low HOA fees, and a close-knit community with year-round residents. Enjoy walkability to town, parks, train, and top schools-all while soaking in serenity year-round. It's not just a home. It's a lifestyle-refined, rare, and rooted in community.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

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