Greenwich, CT Homes for Sale with Pool

This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier & Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large

Christopher Finlay Brown Harris Stevens CT, LLC

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

Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and will be Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed

Kathryn Bates Compass Connecticut, LLC

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

Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

Bathed in natural light, this exquisitely designed stone and clapboard home embodies today's look & lifestyle. The stunning residence set on 2 lovely acres in a quiet neighborhood blends timeless architecture with modern elegance. Soaring ceilings and an airy layout connect the double-height foyer, elegant formal rooms and a chef's eat-in kitchen adjoining the vaulted family room. The serene

B.K. 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

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

Welcome to 7 Curt Terrace - a beautifully remodeled center-hall colonial offering the perfect blend of luxury, comfort, and indoor-outdoor living. Set on a peaceful cul-de-sac, this 5-bedroom, 4.5-bath home has everything you've been searching for. Completely renovated in 2018, the home features an impressive open floor plan highlighted by a stunning gourmet kitchen with a 16-foot quartz island -

Jacqueline Rabinowitz Houlihan Lawrence

This beautifully renovated backcountry retreat with a pool, guest cottage, and garage apartment sits on just over an acre on Round Hill Road. The main home welcomes you with a sunlit living room anchored by a bay window and fireplace, a cozy library lined with built-ins, and an elegant formal dining room perfect for gatherings. The gourmet kitchen—with double islands, a breakfast area, and French

Julie Church Houlihan Lawrence

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

Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

Nina Frandson BHHS New England Properties

Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

Stephen Kane Sotheby's International Realty

Brand-new, bespoke modern Colonial offering over 6,500 square feet of thoughtfully designed living space on .4 acres with a pool and auto cover. Tucked at the end of a quiet street, this home boasts modern finishes and clean architectural lines. Four fully finished floors include five or six bedrooms, four full and two half baths, a dedicated gym, office, multiple playrooms, and a functional

Amanda Bates Houlihan Lawrence

Utilizing only the finest materials, this luxurious turnkey home will impress even the most discerning buyer. Completely rebuilt from top to bottom in 2025, it is essentially a brand-new house. Set on a serene 4.4-acre equestrian estate, the property offers exceptional privacy and outdoor enjoyment with a heated inground pool, horse barn with tack room, and expansive paddocks, adjacent to the

Stefanie Lacoff BHHS New England Properties

2021 fully gut-renovated modern farmhouse awaits! Park-like property, secluded backcountry environment, on a charming cul-de-sac. A total transformation brings the traditional home into the 21st century with modern style. This home offers generous space, large walls of sunny windows, and a versatile floor plan for everyday living and entertaining. Situated on a private road without through

Mikhail Faifman William Raveis Real Estate

Reynwood Manor | set on completely flat 4 serene acres in coveted Back Country Greenwich, this impressive contemporary estate blends striking architecture with comfortable, light-filled living. The main level showcases 9-ft + ceilings, hardwood floors, and walls of glass that open to expansive terraces and level lawns. A gracious living room with fireplace, formal dining room, and library with

Ryan Ciambriello 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

Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 23 years. Between 2 stone pillars, enter a long, private, newly paved driveway, to approach a hidden gem that is now ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The gourmet, eat-in kitchen contains all recently updated

Stefanie Lacoff BHHS New England Properties

Exquisite six-bedroom stone manor, executed to the highest standards, and sited atop a majestic knoll on 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic, sophisticated interiors by Amy Hirsch unfold across three levels of light-filled living space, highlighted by soaring ceilings, oversized custom windows, and every modern amenity. An elegant double-height entry hall with

Leslie McElwreath Sotheby's International Realty

A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls

B.K. Bates Houlihan Lawrence

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

Exceptional 6.5 acre country compound located in a private gated association in Greenwich. This bucolic property unfolds with so much to offer. Manicured lawns, mature plantings and vistas complement the amenities which include a pool & spa, pool house, tennis & basketball courts & art studio or apartment. The home has a masterful blend of timeless architecture with hipped roofs, horizontal lines

Barbara Wells Houlihan Lawrence

Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

Peter Janis BHHS New England Properties

Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 square feet of living space, 9 bedrooms, 7 full bathrooms, and 8 fireplaces, a true testament to timeless elegance and old-world craftsmanship. Step inside and you're greeted by exquisite period details, ornate millwork, soaring 12ft ceilings, original leaded glass windows and

Kaori Higgins Higgins Group Greenwich

'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

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 Georgian Colonial, with LI Sound waterfront access, blends

Brian Milton Compass Connecticut, LLC

This is an opportunity to own a piece of Greenwich history. A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, set on extraordinary level acreage with sweeping meadow views and an irreplaceable country setting across from protected conservation land with direct access to the Greenwich Riding Trails. The residence blends historic authenticity with

Monica Webster Douglas Elliman of Connecticut

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

Remarkable E-unit w unique private driveway accommodating parking for many guests. A spacious kitchen has stainless appliances & a sunny eat in area opening to large private south-facing terrace through atrium door. The open plan dining & living room areas extend in warmer weather to an expansive deck, & the office beyond living room is open, encouraging flexible use as a second sitting area, The

Heather Platt Sotheby's International Realty

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

Joy Kim Metalios Houlihan Lawrence

Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

Shelly Tretter Lynch Compass Connecticut, LLC

A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new

Amanda Bates Houlihan Lawrence Inc.

Stunning 6-bedroom Colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy Architect AIA with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5

Amanda Miller Houlihan Lawrence

First time on the market, welcome to the highly desirable Bailiwick Association. This original 1969 Perry Duncan-designed Cape offers timeless architecture and endless possibilities to make it your own. The home features 4 bedrooms and 3.2 bathrooms with an open floor plan, a true main-floor primary suite, generously sized rooms, and a covered rear terrace ideal for indoor-outdoor living. A

Stacy Young William Raveis Real Estate

Enjoy serene living in the desirable Banksville area of Greenwich. This inviting home features a sun-filled kitchen that flows into a spacious family room with a gas fireplace and sliders leading to the backyard and pool. Upstairs, the primary bedroom includes an en-suite bath, accompanied by two additional bedrooms and another full bathroom. Outside, the level yard is bordered by mature

Laurie Meyer Brown Harris Stevens CT, LLC

Penthouse Duplex with Dual Private Terraces in Exclusive Palmer Hill. This exceptional 2,077 sq. ft. penthouse duplex offers a rare opportunity within Palmer Hill, the premier gated community on the Greenwich/Stamford border. Soaring ceilings, floor-to-ceiling windows, and abundant natural light create an elegant, airy retreat.The home features two spacious primary suites and two-and-a-half

Stacy Young William Raveis Real Estate