Old Greenwich, CT Homes for Sale with Acreage

House sits on 1.29 acres back lot off private road boarding with wooded and wetlands, tongue and groove cedar siding with stone veneer, asphalt roof, central a/c, heat and central vacuum, vaulted ceilings, stone veneer fireplaces, second floor deck wrapping around side and back overlooking wooded and wetland areas, five-minute drive to I95 or Merritt Parkway, five-minute walk to elementary

David White OwnerEntry.com

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

Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

Danielle Claroni Sotheby's International 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

Spectacular and immaculate modern design with an open floor plan. The eat-in kitchen has generous counter space and flows freely to a dining area with an oversized glass window allowing in ample light. The living room hosts a wood-burning fireplace, hardwood floors, and is easily accessible to the center foyer, central air, a large rear yard with a patio and easy access to restaurants, shops,

Barbara Zaccagnini Coldwell Banker Realty

Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

Leslie McElwreath Sotheby's International Realty

Great Opportunity!! Amazing Home waiting for your touch in the Newfield Area, one hour to New York City. Close to major highways, public transportation, golf course. Subject to Bank Approval. Don't let this opportunity pass by.

Jennifer Ramirez Smart Realty

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

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

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

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

*All offers are requested by Monday, 12/22 at Noon for seller consideration. Location, Location, Location! An exceptional opportunity in a sought-after Westover cul-de-sac neighborhood, this home sits on 1.4 acres of level, usable land with city water and city sewer. Thoughtfully designed, it offers generous rooms, great flow, and abundant natural light-an ideal canvas ready to shine again with

Karen Sheftell William Pitt Sotheby's Int'l

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

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

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

Ring in the New Year At Your New House — where modern luxury meets timeless Mid-Country living. This 10,000+ sq ft new construction is the latest offering by Ritzzo Development. Highlights include six en-suite bedrooms, 3rd floor room ready for a golf simulator, a custom Sub-Zero/Wolf kitchen w breakfast area, family room w striking wood burning hearth, oversized primary suite + seamless

Amanda Bates Houlihan Lawrence

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

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 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

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

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

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

Joseph Barbieri Sotheby's International Realty

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

Tucked away down quiet mid-country lane, surrounded by pretty woodlands is this modern styled one level home with 3 bedroom septic. Large open reception hall, large living room with fireplace, high ceilings, study/office area with built-ins, and large formal south facing dining room with oversized windows that overlook the front yard and lovely mature trees. A step down from the dining room

Edward Mortimer 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

Magnificent formal gardens by renowned landscape architect Paul Gazerwitz set the stage for this historic 1890 Queen Anne with a pool and carriage house in the coveted Belle Haven Association. Blending historic elegance with modern sophistication, the 11,536 sq ft house was exquisitely restored and renovated by Markham Roberts, one of Architectural Digest's AD100 top interior designers. Featuring

Joseph Barbieri Sotheby's International Realty

Timeless in its design, this architecturally crafted contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful and private acres, it captures natural light throughout the seasons while remaining just minutes from every convenience.The open-concept layout is ideal for both grand entertaining and

Paula Waldman BHHS New England Properties

Welcome to Mead Farm - exquisitely renovated and transformed mid country 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

Amanda Bates Houlihan Lawrence Inc.

A rare waterfront estate of true scale and presence, this reimagined coastal masterpiece commands 1.6 acres on the Long Island Sound with sweeping, unobstructed horizon views. Rebuilt from the foundation up, the home delivers level beachfront living with powerful architectural lines, floor-to-ceiling glass, and a seamless connection to the water at every turn. The approach opens to a 19-foot

Jesse Marinak Serhant Connecticut LLC

PRIME MID-COUNTRY with 2.83 acres on Lake Avenue in GREENWICH, CT. This impressive stone home has undergone a complete gut renovation. Original architectural details are retained and enhanced with a new chic aesthetic of expansive living areas, sun-drenched rooms and soaring ceilings. The incredible Chef's Kitchen opens through two dramatic stone arched doorways to the family room w/fireplace and

Mary Jones Sotheby's International Realty

Perched on the top floor of historic Greenwich Lodge, this spacious one-bedroom blends classic character with crisp updates. Soaring 18-foot vaulted ceilings complement hardwood floors and western-facing windows that flood the home with light and frame unobstructed sunset and NYC skyline views. An eat-in kitchen offers generous room for dining and meal prep, and the smart layout supports both

Frank Schiavone Compass Connecticut, LLC