Old Greenwich, CT Homes for Sale with Acreage

Sited on over two acres of private, west-facing land in the heart of Greenwich's coveted Golden Triangle, this architectural modern masterpiece commands attention. Designed in collaboration with renowned architect William D. Earls, this 11,000+ sq ft six-bedroom estate showcases timeless design, masterful craftsmanship, and refined sophistication. Completed in 2018, the residence blends bold

Jeffrey Jackson Corcoran Centric Realty

Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

Robert Johnson Brown Harris Stevens CT, LLC

Welcome to Mead Farm - exquisitely renovated and transformed midcountry Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a rare

Amanda Bates Houlihan Lawrence

Waterfront estate in coveted Mead Point, one of a few gated communities in Greenwich, ready for the next chapter. Prominently sited on 2 glorious acres with 225' of shorefront, luxurious pool and expansive open lawns. Amazing privacy with the Windrose Association 5-acre park next door, which has dock with electricity & water. Seven ensuite bedrooms; main floor primary suite. Grand reception hall

Amanda Miller Houlihan Lawrence

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.13 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

Stephen Archino Sotheby's International Realty

''Chateau Chadeline'' is an architectural landmark,located in prime mid country on Lake Avenue. This impressive stone manor has undergone a complete renovation. There are 6 spa-like ensuite bedrooms, 2 saunas, a restored guest cottage, heated pool, Har-Tru tennis court and dock. This 1903 treasure is sited high on 2.83 acres with sights and sounds of 3 cascading waterfalls. Original architectural

Mary Jones Sotheby's International Realty

Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

Joseph Barbieri Sotheby's International Realty

Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

Leslie McElwreath Sotheby's International Realty

Set on 4 acres of gated, private, west-facing land in the heart of Backcountry Greenwich, this 10,000+ sq ft modern masterpiece is a triumph of minimalist design and exceptional craftsmanship. Conceived by a bespoke local builder in collaboration with renowned Vakota Architecture, the 6 bedroom, 9.1 bath residence blends timeless architecture with the finest European design elements. A grand

Jeffrey Jackson Corcoran Centric Realty

Move-in ready 5-bedrm, 3.5-bath home on 1 acre in the coveted Hillcrest Park Assoc. Thoughtfully renovated and expanded with quality details including 6'' oak floors, solid brass hardware, and Marvin windows. The kitchen features Wolf/Sub-Zero appliances, quartzite counters, and a sunny breakfast nook. The family room with French doors opens to the terrace for seamless indoor-outdoor living.

Daphne Lamsvelt-pol Sotheby's International Realty

Settle into your new home for the holidays! This mid-country quintessential Greenwich colonial welcomes you with just over 5000 square feet of elegant living space on a beautifully landscaped 1.2 acres. The warm interior, featuring 5 bedrooms, 4 full baths, and 2 half-baths, is complemented by an outdoor area perfect for families and entertaining. The heart of the home is a wonderful kitchen,

Stephen Archino Sotheby's International Realty

31 Gray Farms Rd nails the wish list for today's buyer: new construction, high-end finishes, space to entertain, and a location that can't be beat. Over an acre in Stamford's Newfield area, the home is surrounded by other new builds and minutes to trains MetroNorth (NYC)/Amtrak, I-95, the Merritt Parkway, JCC, Sterling Farms, and houses of worship. Inside, a bright two-story foyer opens to an

Jonathan Makovsky Compass Connecticut, LLC

Perched high on a scenic knoll off a private road and set on nearly 4 acres of manicured grounds, this timeless estate is a rare opportunity to own one of Westover's most distinguished properties. Showcasing an 8,543 sq ft Georgian brick manor, built in 1989 with masterful attention to quality and detail, this renovated home offers a luxurious lifestyle with warmth and sophistication throughout.

Anthony Ardino William Raveis Real Estate

On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace &

Meg McAuley Kaicher Coldwell Banker Realty

Impeccably renovated 3-bedroom, 3-bath luxury condominium, located in the coveted, award-winning West Lyon Farm. Thoughtfully redesigned, this sun-drenched condominium features a newly added first-floor bedroom & full bath, and a versatile fourth room ideal as a home office, den, or library.Recent upgrades include new Marvin and Andersen windows, custom sliding doors, solid interior doors

Kara Cugno Coldwell Banker Realty

Property is being sold As Is This home full of charm and character, sits on excellent lot with pool and tennis court sites, Historic charm across the street Mianus River Park beautiful scale of all the rooms Paneled library, cathedral ceilings in Kitchen 5 bedrooms 4 and 1 half bathrooms

Robert McCarthy Robert McCarthy, Broker

Ideally located near everything, this beautifully updated modern farmhouse-style home offers a perfect blend of comfort and elegance. Situated on a quiet cul-de-sac in Mid Country Greenwich, this private and peaceful residence features a custom design with striking architectural details. The spacious, open-concept living area boasts soaring 24-foot cathedral ceilings, a floor-to-ceiling

Alison Farn-Leigh Brown Harris Stevens CT, LLC

An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

Leslie McElwreath Sotheby's International Realty

Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

Brian Milton Compass Connecticut, LLC

Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open

Remy Cook Corcoran Centric Realty LLC

Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Built exceptional craftsmanship the facade of the stately manner was preserved and

Francine Ehrlich Sotheby's International Realty

Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally

Carolyn Brook William Pitt Sotheby's Int'l

Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls

James Hoffman Houlihan Lawrence

78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

Deborah Huffard Houlihan Lawrence

With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

Jennifer Ho Douglas Elliman of Connecticut

Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

Carla Kupiec William Raveis Real Estate

Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this renovated gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

Danielle Claroni Sotheby's International Realty

LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

Helene Barre Sotheby's International Realty

Exquisite six-bedroom stone manor executed to the highest standards sited on a majestic knoll amidst 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic and sophisticated interiors by Amy Hirsch throughout three levels of light filled living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant double height entry hall with marble flooring and a

Leslie McElwreath Sotheby's International Realty

36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

Brett Smith Brown Harris Stevens CT, LLC

This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

Ellen Mosher Houlihan Lawrence

New construction tucked at the end of a quiet cul-de-sac in Stamford's Mid-Ridges, 31 Rosano Road offers a rare blend of privacy, openness, and thoughtful design. Mature trees frame the property, creating a peaceful backdrop for this 5-bedroom modern farmhouse built with balance, precision, and lasting craftsmanship. Spanning 3,900 sq. ft, the home includes a main-level primary suite and a lower

Kyle Foti Nizzardo Real Estate Services