My Sold Listings

$7,000,000 (USD)
Sold

Sasco Area Single Family Home

Sold

290 Sasco Hill Road Fairfield, CT 06824

7 Bed
10 Baths
8083 sqft
Welcome to 290 Sasco Hill Road-an extraordinary opportunity to own one of the most prestigious addresses in Fairfield County. Set on 1.75 beautifully landscaped acres atop iconic Sasco Hill, this 8,083 square foot estate offers sweeping views of Southport Harbor and the rolling greens of the Country Club of Fairfield's renowned golf course. A rare combination of water views and shared-private dock access make this home a standout in one of the most coveted enclaves on the Connecticut coast. Imagine waking up to boats gliding through the harbor and ending the day with sunsets over the Sound all from the privacy of your own backyard. The home blends timeless architecture with generous proportions, ideal for both everyday living and large-scale entertaining. Inside, elegant formal spaces flow effortlessly into sunlit casual rooms, all oriented to capture breathtaking views. A gracious primary suite with a private terrace offers a front-row seat to nature's show, while multiple guest bedrooms provide comfort and privacy for family and friends. Sasco Hill is known for its grand estates, commanding water views, and close proximity to Southport Village, beaches, and commuter train service to NYC. 290 Sasco Hill Road is an exceptional offering in a location where few homes change hands and even fewer offer such an unparalleled vantage point. Enjoy the best of waterfront living, New England charm, and timeless luxury-right here on Sasco Hill.
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty
$3,150,000 (USD)
Sold

Greenfield Hill Area Single Family Home

Sold

1680 Hillside Road Fairfield, CT 06824

5 Bed
6 Baths
6439 sqft
Virtual Tour
"Uplands" a 1914 monumental estate sets way up on Hillside on 4.5 lush green acres at the end of a private cul-de-sac in a coveted, picturesque area of Greenfield Hill with distant water views. Recently renovated & restyled with care and precision for nearly 1.5 million bringing together old world charm with new world vitality. A gracious, grand canopied entry greets you with elegant archways, 9.5 ceilings and Walnut flooring in a Herringbone pattern lthat leads to the sun-filled two sectional living room with a marble fireplace, baby grand piano and french doors opening to a blue stone/brick patio for extended indoor and outdoor entertaining. A hand painted mural is in its original glory on all four walls of the handsome dining room which depicts the original family's journey from England to the New World making for interesting dinner conversations. A cavernous, new gourmet kitchen offers kitchen harmony with its coffered ceiling, Walnut center island, Calcutta gold marble counters, farm sink, breakfast room, custom cabinetry and high end appliances. There is a modern day unique butler's pantry and repurposed icebox cabinets for storing everyday items at your fingertips. Separate but near the kitchen is a custom designed work station for working at home. A wonderful family room offers audio sound for game night. Second floor landing has a master suite and sitting area with built ins for an abundance of storage space plus four more en-suite bedrooms. SEE remarks below
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty
$3,100,000 (USD)
Sold

Greenfield Hill Area Single Family Home

Sold

2683 Bronson Road Fairfield, CT 06824

5 Bed
7 Baths
4771 sqft
Virtual Tour
In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family compound and abutting the Greenfield Hill Historic District, the setting offers both distinction and privacy. This historic home has been thoughtfully expanded, restored, and renovated over the years, blending irreplaceable old world craftsmanship with modern comfort. High ceilings, wide plank floors, intricate moldings, arched entries, and abundant natural light create a refined yet inviting atmosphere. Notable spaces include a cherry library, formal dining room, gracious family and living rooms anchored by two brick chimneys and five fireplaces, an expansive kitchen, and elegant entertaining areas throughout. Outdoors, enjoy a bluestone patio with pergola, ideal for al fresco dining and relaxed gatherings. Adding to the property's uniqueness is a recently rebuilt pool house featuring a kitchenette, family room, recreation room, art studio, home office, and 1.5 baths. The romantic keyhole shaped gunite pool is framed by stone walls and lush gardens, creating a private retreat.
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty
$2,700,000 (USD)
Sold

Greenfield Hill Area Single Family Home

Sold

5060 Congress Street Fairfield, CT 06824

6 Bed
9 Baths
10916 sqft
A gracious tree-lined drive leads to this stunning 2004 transformation of a classic 40's colonial on 4.32 level, sun-washed acres with pool, pool house & gardens. Character is evident throughout the newly reimagined interior while maintaining all of the integrity of the original residence. 10' ceilings & light-filled rooms create an easy flow for entertaining for large or intimate gatherings. A chef's kitchen is equipped with a 2-tier, 9 1/2' center island, custom cabinetry & top appliances. A luxurious master suite provides sitting area with fireplace, 2 dressing rooms and separate baths. 4 additional bedroom suites on the second floor have architectural detail, walk-in closets and marble counters. The finished third floor has room for overflow guests, activities and crafts, plus lots of storage. The finished lower level houses a wine cellar, tasting room, gym and media/play room. Lifestyle amenities continue outside with a glamorous old world pool house with kitchenette, bath and changing room. A peaceful, private garden surrounds pool and a stone garden house draped with perennial trumpet vine provides a striking backdrop for boxwood, peonies and Russian sage. A newly erected barn has electricity and can accommodate up to 6 cars. 155 acres of walking trails surround the property via the Larsen Preserve, adjacent to the back yard with additional land available, ready to create the perfect family compound. Only minutes from vibrant downtown Fairfield and all transportation!
Listing Courtesy of SMART MLS / Listed By: Emily Gordon, Coldwell Banker Realty
$2,650,000 (USD)
Sold

South Wilton Area Single Family Home

Sold

51 Chessor Lane Wilton, CT 06897

5 Bed
6 Baths
4483 sqft
Offer Deadline 5pm, Feb 2nd. South Wilton Showstopper! Nestled at the end of desirable cul-de-sac, this pristine, turnkey Colonial offers an ideal floor plan for today's lifestyle w/4,500 sq ft plus finished walk-out lower level. Exquisite millwork, 9' ceilings, and hardwood floors flow throughout the home. The custom-designed kitchen is a chef's dream, featuring high-end appliances including built-in espresso maker, oversized island, spacious pantry, and stunning cabinetry-all open to a comfortable family room w/floor-to-ceiling stone fireplace. A private home office/study adds functional flexibility. Gracious living room w/ gas fireplace and large formal dining room are sure to impress. Upstairs, the luxurious primary suite includes a gas fireplace, spa-like bath, and huge walk-in closet. Three add'l bedrooms offer ensuite or Jack-and-Jill baths and walk-in closets. A recreation room w/custom built-in desks and shelving provides ideal space for work or play. The second-floor laundry room boasts gorgeous cabinetry and sink for added convenience. The finished walk-out lower level features a fireplace, full bath, and guest bedroom. Outdoor living shines w/ a welcoming front porch, beautiful in-ground pool, fabulous patio with built in Lynx grill and fire pit. Professionally landscaped w/ perennial gardens thru out. This exceptional home combines elegance, functionality, ideal NYC commute and is minutes to town and schools. Meticulous and tasteful! Not to be missed! See addend
Listing Courtesy of SMART MLS / Listed By: Lynne Murphy, Berkshire Hathaway NE Prop.
$2,600,000 (USD)
Sold

Beach Area Single Family Home

Sold

915 Old Post Road Fairfield, CT 06824

6 Bed
5 Baths
4536 sqft
Recently featured in Serendipity Magazine, 915 Old Post Rd - an iconic colonial situated on one of Connecticut's most prominent streets in Fairfield's Historic District. Located on a rare .66 acres and beautifully landscaped corner lot, this property boasts the perfect blend of timeless design and modern lifestyle. This stunning property features over 4,500 sq ft of luxury living. Abundant natural light fills the first floor, beginning with the 1912 grand foyer with high-end millwork and wood burning fireplace. Enter into the stunning extra large great room, connecting to the sophisticated formal dining room, which adjoins a top of the line kitchen with sun filled breakfast room and butler's pantry. Enjoy the convenience of an au-pair or first floor guest suite with its own fireplace and full bath. With 6 large bedrooms and a home office, including a spacious third floor accessed by a dedicated staircase, the home offers three levels of living. The backyard is a private retreat, complete with a new heated salt water pool with bluestone patio, dine-in gazebo, outdoor shower, and stone side patio. Rare three car garage can be converted to a pool house. Fairfield's premier dining, nightlife and entertainment destinations are only steps from your front door, and commuters will love the 5 minute walk to the MTA North train station. Host friends and family on your front lawn for the Memorial Day parade or choose to spend the day at the beach.
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty
$2,245,000 (USD)
Sold

Beach Area Single Family Home

Sold

234 Lalley Boulevard Fairfield, CT 06824

4 Bed
5 Baths
3328 sqft
Virtual Tour
Welcome to 234 Lalley Blvd, a 2021 custom built & professionally designed home located in the Fairfield Beach Area. Upon entering this crisp & modern designed home you will notice the attention to detail w/ high end finishings, combining style & function. The open floor plan design encompasses the kitchen, dining area & great room, in addition to the living room & office/bar area on the main floor; all with 3/4" white oak HW floors throughout. The kitchen w/ an oversize island, top of the line appliances, man-made quartz countertop & sheet metal backsplash, makes a statement. The fireplaces in both the living & family room are clad in a large format porcelain. All the cabinetry is custom built w/ custom finishes. The bar area has honed black absolute granite countertops w/ gold mesh detail. The 2nd floor master suite has vaulted ceilings & a custom master bath w/ Rohl faucets in a living finish. The shower walls are set in Marquina marble w/ 5 inch thick mitred countertops made of Glassos. The top of the line shades are motorized. There are 2 additional bedrooms (both en-suite) & a custom built dressing room on the 2nd floor. The 3rd floor w/ 1/2 bath, has a bedroom/home office depending on your needs. The outdoor entertainment area has a in-ground heated pool, built-in gas grill, a bluestone patio , indoor/outdoor Sonos System , gas fire-pit & full house generator, Nest system, all fully fenced for privacy. Imagine the fun you will have living in a beach community.
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty
$2,240,000 (USD)
Sold

Southport Area Single Family Home

Sold

95 Carriage Drive Fairfield, CT 06890

5 Bed
6 Baths
4320 sqft
Nestled in the heart of Southport, CT, this stunning 5 bedroom, 4.5-bathroom home is the epitome of traditional living & style. Upon entering the front door on the expansive covered porch, is a formal living room w/ fireplace & a center hall leading to the well-appointed eat-in kitchen features a center island & a convenient desk area. There is a spacious dining room, perfect for hosting gatherings, w/ an updated dry bar area. Step down into the family room w/ a wood-burning fireplace provide inviting space for relaxation. Tucked just off the kitchen is a private office. The practicality of a mudroom & laundry room, right off the two-car garage, adds to the ease of living. On the 2nd level, four bedrooms & an office await. The master suite has a walk-in closet and a recently updated master bath, in addition to two updated hall bathrooms. The third floor surprises w/ a finished private space, complete w/ a bedroom, sitting area, wetbar, & full bath. The lower level offers more versatility, ideal for a gym or recreation room. The outdoor space is an entertainer's dream, with a brand-new covered patio boasting an outdoor wood burning fireplace, a bluestone patio, and a TV, all set against the backdrop of a flat one-acre parcel on a quiet cul-de-sac. Plenty of room for a pool! Enjoy the best of Southport living, just a short walk from Southport Village's charming shops & restaurants. This home seamlessly blends elegance, comfort & practicality in an unbeatable location.
Listing Courtesy of SMART MLS / Listed By: Tara Rowe Hawley, Coldwell Banker Realty