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luxury houses with pool for rent New Canaan, United States

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36

Contemporary house with pool and garden New Canaan (United States)

A rare opportunity to enjoy all that New Canaan has to offer while living in an historic mid-century modern masterpiece: The Elinor and Sherman Ford House. Located on 5.2 private, lush acres in desirable New Canaan, CT. This iconic residence, listed on the National Register of Historic Places (2010), is a pristine local example of Mid-Century Modern architecture designed in 1952-54 by the firm Gates and Ford. The sprawling property includes a period guesthouse and a pool house, all set within grounds meticulously designed by notable landscape architect Fride Stege in 1963. The main house is a striking low, single-story structure defined by its wood frame construction and a compelling combination of floor-to-ceiling glass, dark brown vertical board siding, and authentic fieldstone. The three-section layout masterfully balances light and privacy: the west wing features extensive glass to engage the outside living spaces and beautifully curated landscaping, while the east wing provides a more private retreat. Just minutes from the Metro North train station and the village of New Canaan with notable restaurants, shopping and entertainment.

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$27,500 IC / month
4bedrooms
5bathrooms
land 2.1ha

By William Pitt Sotheby's International Realty

11 listings near New Canaan

Nearby
34

House with pool and terrace Ridgefield (United States)

This light and bright 2BR/3BA condo in desirable Prospect Woods is in a terrific location close to town, the ACT Theatre, shopping, restaurants, schools, the library, and everything Ridgefield offers! With two ensuite bedrooms on the upper level and a full, newly updated bath on the main level, the den could also be utilized as a guest room/third bedroom. Spacious rooms, a private deck in the back, and gorgeous views of the trees from the front of the house. You'll have a two-car tandem garage, guest parking, and access to the complex pool. Just move in and enjoy!

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$4,700 IC / month
2bedrooms
3bathrooms

By William Pitt Sotheby's International Realty

Nearby
36

House with pool Greenwich (United States)

CONNECTICUT CLASSIC, FULLY FURNISHED CENTER-HALL COLONIAL, GRACIOUS FOYER WITH COFFERED CEILING LEADS TO FORMAL L/R. FAMILY ROOM OFF KITCHEN FOR GREAT FLOW, CHERRY-WOOD LIBRARY, KITCHEN WITH GRANITE COUNTERS, SPACIOUS EAT-IN AREA, AND TOP OF THE LINE APPLIANCES. DOUBLE FRENCH DOORS OPEN TO NEW MAHOGANY DECK OVERLOOKING THE POOL AND 4 ACRES OF OPEN MEADOW. L/L FEATURES PLAYROOM, L/R WITH F/P + KITCHENETTE AREA AND LARGE GUEST SUITE W/ BATH AND LAUNDRY, GREAT FOR GUESTS WITH PRIVATE ACCESS/ENTRY. UPPER FLOOR HAS LARGE PRIMARY SUITE WITH F/P, LUXURY PRIMARY BATH, OFFICE AREA. 3 ADDITIONAL BR, 2 STONE & MARBLE BATHS, WHIRLPOOL TUB, LAUNDRY ROOM, COMPUTER/LOUNGE AREA. PETS MAY BE APPROVED ON A CASE BY CASE BASIS. 3 MONTH MINIMUM TERM. Rental Terms: Annual: $31,500 Per Month

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$31,500 IC / month
5bedrooms
6bathrooms
land 1.7ha

By Sotheby's International Realty - Greenwich Brokerage

Nearby
39

Contemporary house with pool and garden Westport (United States)

Imagine being able to view one of the town's loveliest Formal Gardens, from huge windows, throughout this stunning Mid-Century Modern home....Nestled tranquilly on a park-like private cul de sac, in Westport's highly-sought Coleytown neighborhood. 8 Bayberry Ridge is minutes from the Merritt and multiple Train stations. Become a resident of the Westport, CT community! Enjoy its pristine Beaches, superb public Golf course, upscale shopping, and thriving cultural life. This home offers 3,300 SF of Open, High-Ceilinged and Light-Filled space. The Kitchen/Living Room, with its charming timber beams, is one of several distinct and unique interior environments--all seamlessly connecting with the spectacular, Four Season Garden views, creating a colorful and ever-changing visual display from inside the home. Indulge in the Great Room with soaring Cathedral ceilings. Unwind in the Solarium, or take a refreshing dip in the Indoor Pool--ideal for year-round relaxation, fitness, and entertaining. The modernized Kitchen is equipped with high-end appliances. Lounge on the comfortable Screened Porch, surrounded by lush Nature. Retreat to one of the three Bedrooms, each with its Full Bath. The Finished Lower Level features a sauna, and a mirrored wall for dance or exercise. Garage has an EV charger. Multiple Patios + a Screened Porch beckon as perfect Outdoor Living and Entertaining venues. This rental provides a peaceful sanctuary, with its blend of indoor and outdoor spaces.

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$8,800 IC / month
3bedrooms
4bathrooms
land 8,094

By William Pitt Sotheby's International Realty

Nearby
37

House with pool Westport (United States)

Fully Furnished Seasonal Rental in Westport - Fall 2026 through Spring 2027 Fully furnished contemporary home located on a quiet cul-de-sac, minutes from downtown Westport, beaches, and restaurants. Offering 4 bedrooms, 3 full bathrooms, and 4,711 sq ft of living space, this home features an open floor plan with high ceilings, oversized windows, and a double-sided brick fireplace. The property includes a fully equipped kitchen with stainless steel appliances, gas range, and heated wood floors, a formal dining room, two living areas, and a welcoming foyer with a piano. The lower level offers a recreation room with ping pong, toys, books, and fitness equipment, while the primary suite features a soaking tub, heated floors, and a walk-in closet. Additional amenities include central air, an attached two-car garage, public utilities, a porch, deck, gas grill, outdoor seating, and a full-house automatic backup generator. Close to Sherwood Island State Park, golf courses, tennis courts, and town amenities. Available for Fall, Winter, and Spring 2026-2027 with flexible lease dates. Liability/renter's insurance with a minimum of $500,000 coverage required.

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$9,800 IC / month
4bedrooms
3bathrooms
land 8,094

By William Pitt Sotheby's International Realty

Nearby
10

Property with pool and garden Westport (United States)

Is this Westport or Provence? Sited high above Greens Farms is this charming and spacious renovated cottage on a prime, flat and open estate property. A water lover and swimmer's dream, with stunning, large heated pool (with kick pads) and spa (seats 8+). All-new gourmet kitchen, newly finished pickled wood floors, fresh paint throughout. Decorated for stylish and comfortable living, it's the perfect place to call home. Sunny living room, spacious family room with fireplace and wet bar. Private setting, away from main house. Walk to Greens Farms train station, quick bike ride to Burying Hill beach. Organic garden onsite with fresh herbs and occasionally vegetables available too! Full pool and spa privileges. See floor plans in attachments.

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$8,000 IC / month
2bedrooms
2bathrooms
land 1.1ha

By William Pitt Sotheby's International Realty

Nearby
36

Property with pool and garden Purchase (United States)

Welcome to this stunning furnished 1999 Colonial situated on 2 picturesque, level and private acres. Outdoor features include a heated gunite pool/hot tub, stone terraces and a summer kitchen. A gracious entry hall offers a view through arched entry into the formal dining room. An elegant living room with fireplace and adjacent terrace connects to the office. The gourmet chef's kitchen opens into the breakfast area and Family room. French doors throughout the 1st floor and garden level offer access to the stone patios, summer kitchen and gorgeous grounds. A dramatic curved staircase leads to a stately Primary Suite with fireplace and balcony and 4 additional bedrooms, 3 of which are en suite. The lower level offers a 2nd family room and accommodates exercise, art projects and has a bedroom and full bath. This home abounds in luxuries and is ideal for cozy family events as well as large-scale entertaining. The ideal location is convenient to schools, the Purchase Community House, train stations and the Towns of Rye, Harrison and Greenwich. Come and take a look. You won't want to leave!

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$25,000 IC / month
6bedrooms
7bathrooms
land 8,337

By Julia B. Fee Sotheby's International Realty

Nearby
26

House with pool and terrace Rye Brook (United States)

Totally renovated, this bright and beautifully updated town house in The Arbors has it all! The wonderful open eat-in kitchen with custom cabinets, stainless steel appliances, caesarstone counter tops and a breakfast bar opens to an airy dining area, living room and den. There are new hardwood floors and all baths and electrical have been updated. This gorgeous home is situated on a quiet cul-de-sac with a large fenced patio. The Primary Suite bedroom/sitting room features 2 fitted walk-in closets. The Arbors community with it's beautifully landscaped setting and convenient location boasts many amenities; which include a wonderful clubhouse with living room/kitchen/gym/, pool, tennis and paddle courts, and a playground. This great town house and community in the Blind Brook School District must be seen to be truly appreciated! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

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$8,500 IC / month
3bedrooms
3bathrooms

By Julia B. Fee Sotheby's International Realty

Nearby
30

House with pool and terrace Rye Brook (United States)

Ready to move in to this wonderful Talcott home? Stunning and updated! This special three bedroom 3.1 bath house has soaring ceilings and walls of glass in the living room with fireplace and dining room leading to a spacious deck overlooking the lovely grounds. It has a first floor primary suite with bath and also has its own deck. The granite and stainless kitchen has a large breakfast room. Two large bedrooms with an updated hall bath complete the second floor. The lower level has a family room and office with a full bath and laundry room and potential to make a fourth bedroom. Pool, lawn care and snow removal is included. A must see!

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$10,500 IC / month
3bedrooms
4bathrooms
land 688

By Julia B. Fee Sotheby's International Realty

Nearby
37

Contemporary house with pool and garden Danbury (United States)

Stunning! This beautifully updated 2-3-bedroom, 3.5-bath townhome in the sought-after Rivington community offers a modern layout and flexible living space. The main level features a renovated kitchen with tile backsplash, new hardwood floors, updated lighting, and an open design with built-ins, a contemporary gas fireplace, and sliding doors that fill the space with natural light. Upstairs are two en-suite bedrooms, including a primary suite with a vaulted ceiling, lovely views, a spacious bath, and a walk-in closet. The lower level provides direct garage access and a separate exterior entrance to the side lawn. A large bonus room with full bath, wider doorways, and level entry from the garage offers excellent versatility for a family room, home office, guest suite, or additional bedroom. Enjoy all of the amenities that Rivington has to offer - indoor/outdoor pool, tennis, pickleball, gym, and social events. Easy living!

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$4,650 IC / month
2bedrooms
4bathrooms

By William Pitt Sotheby's International Realty

Nearby
39

House with pool Danbury (United States)

Exceptional leasing opportunity. This end unit residence in the Timber Oaks community boasts 2200 square feet of living space, providing ample room for comfortable living. With main-level hardwood floors, crown molding, and lots of windows, this townhome offers both convenience and elegance. The kitchen offers chic espresso color cabinets, granite countertops, stainless steel appliances, and a practical center island. The living room with gas fireplace and dining room are connected for easy entertaining. Upstairs, the primary bedroom offers dual walk-in closets and a modern en-suite with double sinks, soaking tub and separate shower. Two additional bedrooms are serviced by a full bath. The finished lower level offers a multitude of options. In-unit laundry and plenty of storage throughout. Recent improvements include washer & dryer, paint and upper level carpeting. There is a two car garage and nearby visitor parking. Timber Oaks is set midway between city center Danbury and the historic Bethel village, offering a fabulous clubhouse, pool and tennis courts. The prime location provides easy access to shopping, dining, services and commuter routes. 1-2 year lease required. No pets please. Tenants must have outstanding credit, sufficient income and satisfactory background check. Tenant to pay all utilities. Available to move in as soon as possible!

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$3,850 IC / month
3bedrooms
3bathrooms

By William Pitt Sotheby's International Realty

Nearby
33

House with pool and garden Fairfield (United States)

Tucked away at the end of a peaceful cul-de-sac in one of the area's most sought-after neighborhoods, this beautifully appointed 3,900-square-foot residence offers an unparalleled blend of scale, privacy, and upscale comfort. Set on nearly half an acre of professionally landscaped, fully fenced grounds, the property feels like a quiet sanctuary. Because the home comes entirely turn-key and move-in ready with high-end furnishings, it provides a seamless transition for anyone seeking a premium, temporary living arrangement. The expansive floor plan is uniquely functional, highlighted by two separate bedroom suites that offer excellent flexibility and independence for multi-generational families, visiting faculty, or relocating professionals. Beyond the five spacious bedrooms and four full bathrooms, the interior features bright, generous living spaces, a kitchen fully equipped for any culinary need, and multiple areas tailored for relaxing or entertaining. Downstairs, the finished basement adds incredible versatility, serving as the perfect footprint for a home gym, recreation zone, or a quiet remote workspace. The backyard transitions into a true resort-style escape, boasting a private in-ground pool, a relaxing hot tub, and a massive lawn, all offering a rare level of seclusion. Modern efficiency is also front and center, as the property comes equipped with rooftop solar panels to optimize energy use and a dedicated EV charger.

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$7,500 IC / month
5bedrooms
4bathrooms
land 1,902

By William Pitt Sotheby's International Realty

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