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luxury houses with pool for sale Fairfield County, United States

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House with pool Greenwich (United States)

Harkaway: A captivating retreat in the heart of Greenwich with a storied pedigree, this distinguished Georgian Colonial was home to the late Mary Tyler Moore. Following a meandering stream to Oakley Pond, the long, gated drive leads to the quietly secluded stone house on 7.37 acres of private, sweeping grounds landscaped by Janice Parker and buffered by 5 acres of conservation. Exquisitely expanded and renovated, the 13,825 sq ft floor plan designed by architect Stephen Wang features 2,000+ sq ft primary suite with dual baths, dressing rooms and generous closets. Separate 1-bdrm apartment with kitchen and bath above 3-bay garage. Exceptional amenities include 23' x 23' glass conservatory, gym with spa facilities: jacuzzi, steam shower & sauna, elevator, 65-ft pool with outdoor fireplace.

$18,900,000
5bedrooms
9bathrooms
land  3ha

By Sotheby's International Realty - Greenwich Brokerage

43
Video

House with pool Greenwich (United States)

Set back from the road on beautiful Crown Lane, this 6bed/6 bath Colonial with 4 level acres and oversize pool and separate spa offers today's buyers privacy and outdoor enjoyment. There is a separate in-law duplex w/ private entrance. 4 bedrooms including the primary suite are on the second floor. The bright white chef's kitchen with granite counters, breakfast room, sun room and large family room w/ stone fireplace create the perfect daily gathering hub.. Double living room with columns and French doors to the outdoors, formal dining room and private office complete the main level. There is also another office and large game room. Layout offers lots of flexibility and the land is beautiful... no wetlands.

$4,895,000
6bedrooms
8bathrooms
land  1.7ha

By Sotheby's International Realty - Greenwich Brokerage

33

House with pool Greenwich (United States)

Updated turn of the century Victorian gem in the heart of Riverside. Gracious wraparound porch leads into the large sun filled rooms with high ceilings and thoughtful additions for todays lifestyle. French doors from the kitchen/family room open to a slate patio with private pool and spa. Many wonderful features include a first floor library/office with pocket doors and a cozy sleeping porch accessed from the primary suite overlooking mature perennial gardens and the pool. Convenient location, a short distance to Riverside Elementary, Eastern Middle and the train station.

$3,350,000
4bedrooms
4bathrooms
land  1,133

By Sotheby's International Realty - Greenwich Brokerage

Contract pending
22

House with pool Stamford (United States)

Easy one-floor living on a beautiful acre of land with a heated pool. On a cul-de-sac in a prime location on the Greenwich border. Lots of updates including renovated bathrooms, hardwood flooring, new windows and blue-stone terrace. Step-down living room with parquet floor and a wall of windows overlooking rear garden, formal dining room and a charming sun room, all flooded with light. Well-outfitted eat-in kitchen, mudroom/laundry room plus bonus au pair's room and bath. Family room with a fireplace and built-ins. Bedroom wing includes primary suite with luxurious bathroom with heated floor, steam shower and spacious walk-in closet. Three additional bedrooms and new bath with hydro tub, plus office. Extra recreation room in lower level with a fireplace. Superb value for move-in ready

$1,175,000
4bedrooms
4bathrooms

By Sotheby's International Realty - Greenwich Brokerage

36
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House with pool and terrace Brookfield (United States)

Celebrate summer in style in this meticulously crafted, custom-built home. Impeccably well maintained with beautiful hardwood floors, exquisite custom woodwork and 9 ft ceilings that add a touch of style to every room. The versatile floor plan seamlessly guides you from the spacious entry, through the formal dining room, and into the heart of the home - a center island gourmet kitchen. This chef's paradise is equipped with stainless steel appliances, a gas Viking stove, extra deep granite countertops, and custom cabinetry, making it perfect for culinary adventures. The expansive family room steals the spotlight with oversized windows, soaring cathedral ceilings, a stone fireplace, and French doors leading to a picturesque covered patio. On the main level, you'll discover a grand primary bedroom with a spa-like en suite bath and a generous walk-in closet. Upstairs, three additional bedrooms, a beautifully appointed Jack and Jill bathroom, an additional hall bath, a versatile office space, and a spectacular recreation room await, perfect for movie nights and entertaining. Outside, discover your own private sanctuary featuring a spectacular patio with a fire pit, perfect for starlit evenings. The 20x40 ft built-in pool and pool house promise endless summer enjoyment and relaxation.More than just a home, this property offers a lifestyle of luxury and leisure. Don't miss your chance to own this exceptional residence and make it your own slice of paradise!

$1,350,000
4bedrooms
4bathrooms
land  1.1ha

By William Pitt Sotheby's International Realty

33
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House with pool and garden Greenwich (United States)

THE COLUMNS: An Architectural masterpiece combining the best of old and new in central Greenwich. The original Greek Revival mansion dates back to 1905. Noted architect Allan Greenberg designed a glass and steel addition, interior designer Victoria Hagan added her talented touch and Stephen Stimson did the landscaping plan. This exalted team landed the project in Architectural Digest. On 3.70 parklike acres, this in town compound has it all. The main house features four stories of light filled rooms with high ceilings, walls of glass, nine bedrooms replete with its own squash court and basketball court on over 15,000 square feet. Spacious two story, two bedroom guest house. Tennis court, pool and spa. Elevator, generator, SMART house features. Option for most furnishings to be included.

$11,100,000
9bedrooms
12bathrooms
land  1.5ha

By Sotheby's International Realty - Greenwich Brokerage

46

House with pool Greenwich (United States)

New England Charm! Oasis on a quiet private lane with verdant low maintenance perennial gardens. Glorious landscaping. Allure of a period home & offers large spacious rooms. The orientation to the beautiful backyard with lush gardens will provide opportunities for endless entertaining. Pool, terrace, level spaces for swing sets/games. Pool is hidden from view unless you are enjoying your morning coffee on the fabulous screened-in porch off the luxurious primary suite w/abundance of closets, French doors, cozy sitting room with gas fireplace. A relaxing place to watch & daydream. MAGICAL & totally private. Spectacular family room with adjoining gourmet Chef's kitchen, top-of-the-line appliances. Lots of BIG surprises await. Wonderful convenient mid-country. A pleasure to show!

$3,650,000
6bedrooms
6bathrooms
land  1.1ha

By Sotheby's International Realty - Greenwich Brokerage

36
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House with pool Old Greenwich (United States)

Unique waterfront haven on 0.5 acre in Old Grw, mins to Tods Point Beach. Experience ultimate coastal living with a private dock, heated pool, gazebo with fireplace and a large deck for lounging and dining while enjoying spectacular sunsets. The approx. 5,900 sqft home is elevated above the flood zone and beautifully renovated. Gourmet Eat-in Kitchen opens to the Diningrm with a folding glass wall creating a seamless connection to the outdoors. Primary suite with water views, a balcony and dressing. The Bunkrm provides 6 beds and a full bath, open to the Familyrm. Addtl ensuite Bedrms, Office/Gym, Mudrm and 3 car Garage complete this home. The expanded parking court accommodates all your guests as they come to enjoy a lifestyle of fun by the water, where every day feels like a vacation!

$7,995,000
4bedrooms
7bathrooms
land  2,023

By Sotheby's International Realty - Greenwich Brokerage

27
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House with pool and terrace Greenwich (United States)

Ideally located on a premier private lane in the Greenwich estate area, this historic stone Georgian has undergone a major renovation and restoration highlighting its elegant old world details while creating a dynamic floor plan over four levels for today's lifestyle. Sun-filled, open and airy, the residence features a spectacular front to back entry hall leading to entertaining rooms with high ceilings and antique fireplaces including a formal dining room, gracious living room and a paneled library. A new gourmet kitchen and butler's pantry adjoin the family room with fireplace and casual dining area. There are seven bedrooms over the second and third floors, including a spectacular master suite with two bathrooms, two dressing rooms and a sitting room/office. Noteworthy for its oversized 4.85 acre, parklike property, this estate includes a pool and tennis court. This is an extraordinary opportunity is just minutes to Greenwich Avenue.

$9,995,000
7bedrooms
8bathrooms
land  2ha

By Sotheby's International Realty - Greenwich Brokerage

31
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House with pool and garden Greenwich (United States)

Down the meandering driveway off prestigious Round Hill Road awaits your own private oasis in the heart of horse-country. This incredible 4+ acre estate boasts a 6-bedroom brick and clapboard Georgian Colonial featuring classic architectural details w/pool and modern amenities. A 4-horse stable w/separate office/gym round off this compound. Perfect for relaxing or entertaining friends and family, the land is spectacular. Adjacent to conservation, this unparalleled property offers unsurpassed privacy and tranquil views. Imagine yourself watching nature in its full wonder over the expansive fields while your horses graze peacefully as you sit by the pool and sip a cool iced tea. Additional land available. It doesn't get better than this.

$7,500,000
6bedrooms
7bathrooms
land  1.8ha

By Sotheby's International Realty - Greenwich Brokerage

39
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House with pool and garden Greenwich (United States)

Discover your dream country escape with this enchanting 14 acre property comprised of 3 separate lots on prestigious Round Hill Road offering unparalleled tranquility & charm. The main house, a Georgian classic Greenwich estate containing 6 bedrooms & 6.5 baths exudes timeless appeal, spacious interiors, modern kitchen & breathtaking views. A 3 bedroom cottage, separate office/gym & stables round off this compound. The meandering driveway through lush landscapes & quaint pond enhance the sense of unsurpassed privacy & splendorous views of nature adjacent to conservation land. This unique estate is a rare find, combining the best of country living with convenient access to nearby amenities. This property boasts a 4-horse stable & lush acreage for paddocks.

$13,000,000
6bedrooms
7bathrooms
land  5.6ha

By Sotheby's International Realty - Greenwich Brokerage

29

House with pool and terrace Old Greenwich (United States)

Enjoy 1.639 serene parklike acres in R-12 zone nestled at the end of a private lane in the heart of Old Greenwich. Embrace easy living as you entertain fireside in the spacious living room with vaulted ceiling. Sun-filled renovated eat-in kitchen and generously scaled dining room. Family room and solarium enjoy extra ceiling height and walls of windows overlooking the private rolling lawn. A cozy study, mud room and laundry room complete this level. Upstairs find a primary suite with sitting area, multiple closets and large bathroom. Second floor also has an additional three bedrooms and one full bathroom. The outdoor oasis is introduced by an expansive bluestone terrace and new pool making indoor/outdoor living ideal. Two car garage with heated loft above. EXTRA FAR AND EXTRA GREEN.

$3,675,000
4bedrooms
3bathrooms
land  6,637

By Sotheby's International Realty - Greenwich Brokerage

46

House with pool Greenwich (United States)

SUPERB renovation! Nestled in Greenwich's coveted mid-country, a romantic haven has been transformed by NYC Designer MATTHEW KOWLES. Originally built in 1893, this treasure of fieldstone, timber and stucco epitomizes modern luxury while preserving its historic charm. The extraordinary double-height entrance hall with a wrap-around second-story balcony sets a tone of grandeur, opening to a unique octagonal living room and a banquet size dining room with fireplace. The kitchen and family room, both with fireplaces have a true wow factor with their beautifully curated details. 5/6 bedrooms, solarium off primary, office, gym, laundry room add warmth and character to the ambience. Outside, expansive terraces invite alfresco dining and entertaining overlooking beautifully landscaped gardens and pool. Sparing no detail, with updated electrical, heating and air conditioning systems. Encompassing three levels of a light-filled modern floor plan with contemporary living set to an incredible standard, all within minutes to town, schools and train.

$6,995,000
6bedrooms
7bathrooms
land  4,168

By Sotheby's International Realty - Greenwich Brokerage

Contract pending
46

House with pool and terrace Weston (United States)

This recently reimagined home, situated at the end of a private lane amidst 2 acres, offers four floors of thoughtfully designed living space. An expansive bluestone patio overlooks the stunning gunite pool, inviting the outdoors in. Inside, chicly designed interiors are bathed in natural light, creating a warm and inviting ambiance. The main floor features a living room, family room, dining area, and office, all centered around a gourmet eat-in kitchen with high-end stainless steel appliances. Upstairs, discover three en-suite bedrooms, a bonus office, a fitness room, and a luxurious primary suite. The third floor hosts a separate guest suite, while the lower level provides a playroom, den, and ample storage space. Complete with a generator and a three-car garage.

$2,895,000
6bedrooms
8bathrooms
land  8,417

By Sotheby's International Realty - Greenwich Brokerage

41

House with pool Greenwich (United States)

The Desirable Khakum Wood Association offers a magnificent lakefront property comprising two lots, representing one of the most significant estates in the Round Hill area. This legendary Grande Dame Landmark, situated at a high elevation, features a floating staircase and a panoramic vista of the lake. The noble-sized public rooms and the spectacular pool house add to the property's grandeur. Featured in The Modern Estate, this Georgian Revival home was designed in 1940 by the famous master architect Mott Schmidt, known for his stately homes for the Rockefellers, Astors, Vanderbilts, Gracie Mansion, and other prominent owners. In recent years, the property has been completely renovated by Allan Greenberg and Barry Bronfman, adding a modern touch to its rich historical essence. The lower level of the home includes a finished walk-out area, offering an additional 2,000 square feet not included in the official square footage. The second floor hosts a wellness room, office, and exercise area. The property provides seasonal activities such as canoeing in the summer and ice skating in the winter. Recent renovations also include updates to the primary suite and kitchen.

$15,500,000
6bedrooms
10bathrooms
land  3.3ha

By Sotheby's International Realty - Greenwich Brokerage

26
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House with pool Greenwich (United States)

England's CANTERBURY ESTATE, ''AS IS'' first time on the market. Family owned for more than 100 years by the Meads of Greenwich & the Scofields of Stamford. Many generations of pleasure, enjoyment & wonderful memories. Loved & cherished home with a lot of charm. Mostly hardwood floors. High ceilings. 3rd floor possibilities. Needs updating or build your ''dream home''. One of the largest oversized parcels with flat level land, privacy plus an original Shoreline Pool with a small pool cabana. Coveted Riverside location. Close to schools, train, tennis, & park. Customize this treasure. Calling ALL builders & investors. Owner believes the property can be subdivided.

$1,895,000
4bedrooms
3bathrooms
land  2,104

By Sotheby's International Realty - Greenwich Brokerage

Contract pending
37

House with pool and terrace Greenwich (United States)

Stylish and chic six-bedroom Colonial set on a coveted Greenwich mid-country cul-de-sac. Three light filled levels overlook private, professionally landscaped lawn with new heated pool. Classic center hall floor plan with spacious rooms, bespoke millwork and high ceilings. Double height foyer seamlessly leads to a formal living room with fireplace and elegant dining room with butler's pantry. Carrera marble eat-in kitchen opens to large family room with fireplace and the expansive deck with outdoor kitchen. Secluded office with Palladian style windows and fireplace and cozy library with custom bookshelves. Second level primary suite with sitting room, dressing room, and luxury bathroom. Four additional ensuite bedrooms on this level. Walk out garden level with home theater, family room, home gym and sixth bedroom leading to the outdoor oasis. Stylish and chic six-bedroom Colonial set on a coveted Greenwich mid-country cul-de-sac. Three light filled levels overlook private, professionally landscaped lawn with new heated pool. Classic center hall floor plan with spacious rooms, bespoke millwork and high ceilings. Double height foyer seamlessly leads to a formal living room with fireplace and elegant dining room with butler's pantry. Carrera marble eat-in kitchen opens to large family room with fireplace and the expansive deck with outdoor kitchen. Secluded office with Palladian style windows and fireplace and cozy library with custom bookshelves. Second level primary suite with sitting room, dressing room, and luxury bathroom. Four additional ensuite bedrooms on this level. Walk out garden level with home theater, family room, home gym and sixth bedroom leading to the outdoor oasis.

$7,495,000
6bedrooms
8bathrooms
land  4,087

By Sotheby's International Realty - Greenwich Brokerage

28

House with pool and garden Greenwich (United States)

Harmoniously combining a handsome residence, with a fabulous floor plan, this 2003 build home is supremely livable and modern. Brilliantly executed, the 7,259+/- square feet layout offers six bedrooms and five bathrooms over four levels. A dramatic foyer leads to the kitchen and adjacent family room, anchored by a limestone fireplace. Outfitted with high end appliances, the kitchen with adjoining breakfast room is a true chef’s delight with four ovens, a six-burner stove, two sinks, a commercial-grade refrigerator and two beverage drawers. Connected to the kitchen via the butler’s pantry with wine refrigerator is the formal dining room. French doors open from the kitchen, breakfast room and family room to the rear terrace. The main level also includes an elegant, formal living room and a library with bespoke built-ins, both with stately limestone fireplaces. A mudroom adjoins the three-car double height garage. On the second floor, the spacious owner’s suite overlooks the beautifully landscaped backyard and offers a dressing room with custom wardrobes, two walk-in closets and a stylish and luxurious bathroom with soaking tub and shower. There are four more bedrooms on this level, as well as a family room, private office and laundry room. On the third floor is a playroom, a generous cedar closet and storage. Serving as a family hideaway, the 2,640 +/- square feet of lower level with exterior access boasts a full pool bathroom and laundry room, family room/media room and gym. Outside, stunning formal landscaping showcases architectural topiary trees and boxwoods, along with a fenced vegetable garden and flower beds brimming with native plantings. The house is flanked by a stone patio with dining and seating areas, a spa and a generously-sized pool. On a tree-lined bucolic street, this property enjoys the benefits of being in the private Calhoun Drive association and minutes to downtown Greenwich.

$6,225,000
6bedrooms
7bathrooms
land  6,192

By Sotheby's International Realty - Greenwich Brokerage

Contract pending
46
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House with pool Greenwich (United States)

Gorgeous architect's country home compound that exudes elegance and sophistication. Desirable Round Hill area location. Evoking classic & timeless design that was custom built for owner. Bursting with charm of a period home, but all the luxuries &features of a newer home. Rich in details. Stunning estate in a peaceful setting. High ceilings, spacious public rooms, updated and so inviting. Private location with sparkling pool PLUS enchanting 1800's guest house with 3/4 bedrooms, approximately 2,000 -/+ sq.ft. perfect for home office/in-law/au pare/guests. Lasting memories of a great lifestyle. A pleasure to show. (5 bedroom septic)

$4,250,000
4bedrooms
5bathrooms
land  1.6ha

By Sotheby's International Realty - Greenwich Brokerage

46
Video

House with pool Greenwich (United States)

Beautiful stone and shingle style 2005/6 built home on a little over one acre, on Stanwich Road on the corner of Jeffrey Road. 5 bedrooms/6.2 baths, extra height ceilings. Chef's dream kitchen adjacent to generous sized family room with extra height tray ceiling. Stone terrace across the back of the house with multiple seating areas. Stone steps lead to the pool and lounging area with pergola. Wolf, Sub-Zero and (2)Miele appliances. Luxurious primary suite with white marble bath and generous sized walk in closet. 4 other ensuite bedrooms on the second floor.Other room on the first floor is a screened in stone porch with a fireplace. Tax card says 6,021 sq ft without the lower level. Appraiser measured the lower level, 960 sq ft, total sq ft 6,981. Audio and video cameras on the property.

$5,250,000
5bedrooms
8bathrooms
land  4,411

By Sotheby's International Realty - Greenwich Brokerage

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