These four distinguished estates showcase a blend of history, luxury, and expansive landscapes across Connecticut. From private island living on Rogers Island to the grand countryside retreat of Linden Hill Farm, each property offers unique architectural character and modern amenities. The Belle Haven Georgian Colonial provides a prestigious waterfront location, while Middlebrook Farm in Wilton preserves its 18th-century heritage with thoughtful renovations. Together, these homes represent a rare opportunity to own historic estates with unparalleled privacy and timeless elegance.
1. Private Island Estate
Listed for $35,000,000, Rogers Island is a 7.65-acre private estate in Long Island Sound featuring a renovated 8,746-square-foot main residence built in 1902 with 10 bedrooms and 8 bathrooms. The property includes a four-bedroom waterfront guest house with a wraparound porch, a pool with an elegant pool house, and a tennis court. Outdoor features include formal gardens, meandering trails, a koi pond, three private beaches, two docks, and a putting green. Additional amenities such as an artist’s studio, staff quarters, and a greenhouse enhance the estate’s blend of historic charm and modern luxury.
Where is Branford?
Branford, CT, is a coastal town located in New Haven County, along the Long Island Sound in southern Connecticut. It is approximately 8 miles east of New Haven and about 80 miles northeast of New York City, making it a convenient location for commuters and visitors. Known for its scenic shoreline, historic town center, and the Thimble Islands, Branford offers a mix of suburban and waterfront living.
Foyer
Vibrant entryway showcases lime green walls, white wainscoting, and a custom purple rug labeled “Roger’s Island.” A wicker chair with a “LOVE” pillow sits in the corner, complementing the cheerful ambiance. The open doorway leads to a room with lavender walls, large arched windows, and a cozy seating arrangement.
Living Room
Lavender walls and white wainscoting create a bright setting for a large sectional sofa adorned with pink and green throw pillows. A black marble fireplace adds warmth, with built-in shelves displaying books and games. A wooden coffee table sits atop a multicolored rug, tying together the vibrant decor.
Kitchen
White cabinetry with gold trim, marble countertops, and a matching backsplash. A large island with a built-in sink and seating for four is complemented by gold fixtures. Floor-to-ceiling windows and a built-in window bench provide natural light and outdoor views.
Porch
Long porch with gray and white paneling features plush white seating, a wooden coffee table, and a patterned outdoor rug. Black lantern-style lighting fixtures hang from the ceiling, enhancing the classic aesthetic. Lush greenery and a brick column contrast with the neutral tones, creating a relaxing outdoor space.
Source: Coldwell Banker
2. Georgian Revival Estate on 72 Acres
Listed for $11,950,000, Linden Hill Farm is a 72-acre estate in Litchfield County featuring an 8,334-square-foot Georgian Revival home built in 1929 and renovated with modern amenities. The main house includes six bedrooms, eight bathrooms (five full, three half), original oakwood floors, six antique fireplaces, and a double-height entrance hall leading to a stone terrace overlooking 40 acres of fields and meadows. Additional features include a sunroom, library, large kitchen with commercial-grade appliances, a game room, a pool with a summer kitchen, a pool house, a tennis court, formal gardens, and multiple outbuildings.
Where is Salisbury?
Salisbury, CT, is a town in the northwest corner of Litchfield County, near the Massachusetts and New York state borders. It is approximately 45 miles northwest of Hartford, CT, and about 100 miles north of New York City, making it a popular retreat for those seeking a rural and scenic environment. Known for its historic charm, rolling hills, and outdoor recreation, Salisbury is home to Twin Lakes, the Appalachian Trail, and the prestigious Hotchkiss School.
Foyer
Entryway features a curved staircase with a wooden handrail, white balusters, and a beige patterned carpet runner. Blue wallpaper with a botanical design adds character, complementing the hardwood flooring and antique furniture. A large window above the staircase allows natural light to brighten the space.
Living Room
A white fireplace with intricate molding, built-in shelving, and a mix of upholstered and wooden furniture. Large windows with drapery allow natural light to brighten the room, complementing the neutral tones and rich textures. Decorative elements such as framed artwork, books, and ceramic plates enhance the classic aesthetic.
Dining Room
Long wooden table surrounded by intricately carved chairs and a dark green upholstered bench. A floral-patterned wallpaper, gilded ceiling, and chandelier add a sophisticated touch. Large French doors bring in natural light and provide access to the garden.
Bedroom
Dark wood four-poster canopy bed with patterned fabric accents. A fireplace with a decorative mantel adds warmth, accompanied by a seating area with a matching upholstered chaise lounge. Large windows with coordinated drapery allow natural light to brighten the elegant decor.
Patio
Stone-paved patio features metal dining tables with umbrellas, surrounded by vibrant flowers and manicured shrubs. A brick retaining wall and potted plants add to the garden’s charm, complementing the classic architecture of the adjacent house. Open landscape in the background provides a peaceful countryside setting.
Source: Coldwell Banker
3. Georgian Colonial Gem
Listed for $30,000,000, this 11-bedroom, 9-full and 2-half-bath Georgian Colonial estate in Belle Haven was built in 1900 and expanded in 1991, nearly doubling its size to 18,068 square feet. Situated on 6.4 acres, the property includes a circular driveway, guest house, caretaker’s cottage, and a brick-walled inner courtyard. Interior features include a grand center hall with a fireplace, a library with an entrance from the Grosvenor House in London, a formal dining room with a marble fireplace, and a second-floor primary suite alongside six additional bedrooms.
Where is Greenwich?
Greenwich, CT, is a coastal town in Fairfield County, located in the southwestern part of Connecticut along the Long Island Sound. It is approximately 35 miles northeast of New York City, making it a popular location for commuters and those seeking a suburban lifestyle with easy access to Manhattan. Known for its affluent neighborhoods, scenic waterfront, and vibrant downtown, Greenwich offers a mix of historic estates, luxury homes, parks, and cultural attractions.
Living Room
Large living area features a dark green accent wall, a wooden fireplace, and floral-patterned furniture. A mix of vintage and modern elements, including a bold tapestry and a chandelier, create a unique ambiance. Floor-to-ceiling windows with patterned curtains provide natural light and a view of the outdoors.
Dining Room
Intricate wood-paneled walls, a grand crystal chandelier, and an ornate fireplace. A long dining table with carved chairs sits atop a richly patterned area rug. Floor-to-ceiling glass doors open to an outdoor patio, allowing natural light to enhance the luxurious ambiance.
Kitchen
Expansive kitchen features two long islands with black countertops, white cabinetry, and stainless steel appliances. Large windows and a chandelier at the far end provide natural light and a connection to the dining area. Crown molding and decorative window valances add a traditional touch to the bright and functional space.
Bedroom
A rich wood floor, a cozy fireplace, and a chandelier hanging from a recessed ceiling. A plush bed with striped bedding is complemented by a separate seating area with armchairs and a sofa near the windows. Soft lighting and neutral tones create a warm and inviting atmosphere.
Source: Coldwell Banker
4. Middlebrook Farm – 1727 Colonial
Listed for $1,548,000, Middlebrook Farm is a 6,375-square-foot historic estate in Wilton, CT, built in 1727 and formerly serving as the town’s tavern. The home features 6 bedrooms, 5 bathrooms (3 full, 2 half), a gourmet kitchen designed by Mark Wilkinson, and multiple storage solutions, including built-in shelving and a large attic storage area. Set on over two acres, the property includes mulberry bushes and offers a blend of historic character and modern updates.
Where is Wilton?
Wilton, CT, is a suburban town in Fairfield County, located in southwestern Connecticut. It is approximately 15 miles north of Stamford and 50 miles northeast of New York City, offering a blend of rural charm and convenient access to major urban centers. Known for its historic homes, top-rated schools, and scenic landscapes, Wilton features preserved open spaces, a vibrant town center, and a strong sense of community.
Living Room
An olive-green ceiling and walls, complemented by a black fireplace with a white tile surround. Neutral-toned modern furniture, a round coffee table, and layered rugs create a balanced contrast. A built-in window seat and bookshelves enhance the space, providing natural light and functional storage.
Dining Room
White fireplace with intricate molding, a statement chandelier, and neutral wall tones. A contemporary wooden dining table with six upholstered chairs sits atop a geometric-patterned rug. Large windows and an open staircase contribute to the room’s bright and airy feel.
Bedroom
Tufted dark gray bed with neutral bedding, flanked by wooden nightstands and lamps. A geometric bookshelf, abstract artwork, and a mounted TV add contemporary style. Large windows with green curtains bring in natural light, complementing the earth-toned walls and colorful striped rug.
Patio
Cushioned benches, a dining table, and a covered umbrella. A low stone wall and large planters define the outdoor space, overlooking a sprawling lawn with mature trees. The natural setting provides a peaceful and private atmosphere for relaxation and entertaining.
Source: Coldwell Banker
