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Built in 2012 and ideally located in the heart of Old Greenwich, this beautifully designed home offers modern comfort across approximately 4,750 sq. ft. on three finished levels. Featuring 5 bedrooms and 4 full baths, the home includes bright, open living spaces ideal for everyday living and entertaining. Thoughtfully built with enhanced insulation and double-wall construction for added sound reduction and privacy. The finished lower level offers a spacious TV/media room, gym area, and ample storage, while the two-car garage adds practicality. Close to Old Greenwich village, train, parks, restaurants, and shops, and located in the sought-after ISD Elementary and Eastern Middle School districts. Rental Terms: Annual: $13,000 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.
…By William Pitt Sotheby's International Realty
This light and bright 2 bedroom/1.5 bathroom unit comes complete with a kitchen with stainless steel appliances, tiled floor and granite counter tops. This beautiful unit is located in Stonehouse Commons, which is just off of Rte. 7 and Rte. 35, allowing you easy access to the charming town of Ridgefield, as well as I-84.
…By William Pitt Sotheby's International Realty
Newly renovated contemporary home in the heart of Washington is now available to rent for upcoming academic year: September 1, 2026-May 31, 2027. Drenched in natural light, this home is located on Wykeham Road, minutes from the Washington Green, Washington Depot and the Frederick Gunn School. The Leicht kitchen is a showstopper with superior European-designed cabinetry and white marble countertop boasting seamless, modern lines. High-end appliances compliment the sleek construction, including a Wolf wall oven, Gaggenau stove and oversized Thermador stainless fridge. White oak, wide plank flooring throughout adds to the crisp, clean style of the home. The open floor plan and designer lighting (Flos, Tom Dixon, Menu and Gobi) honors the simple but elegant character of this home. The en-suite primary bedroom graces the main level, with the second level offering 2 additional bedrooms and an office. Towering evergreen trees and mature perennial gardens envelop this home and give it a warm, country feel, while still being close to town center. Beautiful outdoor space and decks complete the picture for the perfect country home. Weekly housekeeping required at renter's expense required. Excellent credit score required.
…By William Pitt Sotheby's International Realty
Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.
…By William Pitt Sotheby's International Realty
Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleries, museums, boutique shopping, and a renowned culinary scene. Secure your private slice of paradise for the month of August and enjoy the very best of Connecticut summer living.
…By William Pitt Sotheby's International Realty
THIS HANDSOME WHITEWASHED BRICK AND SHINGLE COLONIAL IS BEAUTIFULLY SITED ON A LEVEL, ONE ACRE PARK-LIKE CUL-DE-SAC SETTING. BOASTING A TRADITIONAL LAYOUT WITH FRONT TO BACK RECEPTION HALL, LIVING ROOM AND FAMILY ROOM WITH FIREPLACES, AN UPDATED GOURMET KITCHEN WITH ISLAND, FORMAL DINING ROOM AND STUDY. THE FAMILY ROOM OPENS TO FLAGSTONE TERRACE THROUGH THE FRENCH DOORS. ENJOY FLAT YARD WITH SWEEPING LAWNS AND MATURE TREES. BRIGHT PRIMARY BEDROOM SUITE WITH UPDATED PRIMARY BATHROOM. 3 ADDITIONAL BEDROOMS AND 2 BATHS ON SECOND FLOOR. 2 CAR ATTACHED GARAGE. THE TENANT PAYS FOR THE GROUNDS AND THE LANDLORD WIL PAY FOR THE SPRING AND FALL CLEAN UP. Rental Terms: Annual: $15,000 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!
…By William Pitt Sotheby's International Realty
Rarely available! This historic 1860 Essex Village waterfront home is nestled on a quiet lane with direct waterfront on Middle Cove. Step back in time and experience the charm of this Vintage home, complete with many original features, while still enjoying modern amenities and updated appliances. The home boasts original wood floors, a stunning floor-to-ceiling bay window in the living room, and a built-in hutch with a Butler's Pantry in the dining room. Upstairs, the primary bedroom is a spacious two-room suite, accompanied by an additional bedroom and bath. The semi-finished lower level, reminiscent of a cozy tavern room, provides walkout access to the patio, backyard, and waterfront. View stunning sunsets over Middle Cove! Relax on the inviting front porch or take a short stroll to the Griswold Inn, Noah's, the Black Seal, and an array of charming shops, yacht clubs, and marinas. The barn outbuilding is not included in the rental. No pets, no smoking. Minimum 1-year lease. Conveniently located halfway between New York and Boston. You will love living in one of the Historic Homes of Essex Village!
…By William Pitt Sotheby's International Realty
Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial filled with charm. Updates include kitchen, baths and open living area leading to primary bedroom. Brand new septic, 4 car garage with storage above and period outbuildings including a barn. Washer and dryer are located on the main level, upstairs bedrooms offer privacy for guests. 5 bedrooms are ample size plus 2 work/study rooms. In town location with a private back yard and easy access to New York. Property is also listed for sale.
…By William Pitt Sotheby's International Realty
Lovely and charming home rental in the Cranbury Park neighborhood. Exceptionally well cared for, recently updated and clean as a whistle. Move-in condition. Features three bedrooms on the upper level and a room on the main level which has been used as a bedroom in the past. Washer/dryer is in the basement, and there are also hookups on the main level. Unfinished basement provides additional storage space. Enjoy the pleasures of the outdoors on the lovely front porch and the enclosed rear yard. Convenient for a short bike ride to Cranbury Park and to all local amenities. No pets, no smokers and tenants must carry liability insurance.
…By William Pitt Sotheby's International Realty
Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this August to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy library, walk-in closet, private bath, and its own outdoor deck-your personal sanctuary. Two additional bedrooms share a full bath on this level. Downstairs, the walk-out lower level opens to the pool area and includes a generous media room, a second kitchen, a full bath, and an extra bedroom-perfect for hosting guests. Located in highly desirable South Kent, just under two hours from NYC, this exceptional property is the ideal place to relax and recharge this summer. Available for August 2025.
…By William Pitt Sotheby's International Realty
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!
…By William Pitt Sotheby's International Realty
Available September 1st, 2025- June 1st, 2026. This historic Victorian home in the New Preston section of Washington is now available for rent after being tastefully renovated from top to bottom. The main level is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room, spacious great room, dining room, and an office with a full bath that could be used as a 5th bedroom. Upstairs are 4 bedrooms, each named after prior owners who have called "The Humphrey's House" home over the past 127 years, including a nephew of Mark Twain. The bright and sunny primary bedroom has a stylish walk in closet, and an en suite bathroom with a steam shower and radiant heat flooring. A brand new bathroom in the second en suite bedroom features the same top of the line upgrades. Two additional cozy bedrooms sit across the hall, with a third second level bath serving the two rooms. Well known British designer Graham Robert Moore has transformed this Victorian gem into a marvelous display of the modern day aesthetic without abandoning the history of the home. The 40x18 heated saltwater pool features an electric cover and 8 person attached hot tub. This home is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to skiing at Mohawk Mtn. & Metro North trains, and 90 minutes from Manhattan!
…By William Pitt Sotheby's International Realty
WONDERFUL 4 BEDROOM VINTAGE SUMMER HOME, AVAILABLE FOR THE MONTH OF AUGUST 2025. Renovated but with old world charm - plenty of gathering areas for family and friends in Living Room, Dining Room, Sun Room and outdoor patio. Kitchen was renovated, along with 1st floor bath, house has new exterior shingles, new outdoor shower (for the post beach days), new septic. Located in the coveted (and private) Overshores Beach Assoc. Easy access to downtown Madison and I-95. Your idyllic summer awaits!
…By William Pitt Sotheby's International Realty
A Sweet and Sunny antique available for the Spring (mid-May thru July 1) and/or Academic Term - Set on 1.4 acres along a desirable road in Lakeville, this 1700s home perfectly blends modern comforts with historic character. Step inside to find three bedrooms and two bathrooms across two floors. The living room, anchored by a massive hearth, is the center of the home. The galley kitchen, with an adjoining mudroom, offers plenty of storage and opens to the outdoor deck- perfect for dining and entertaining. A cozy den and the option for a first-floor primary suite with an en-suite bathroom complete the main level. Upstairs are 2 light-filled bedrooms and a spacious full bathroom. The original details and hardwood floors throughout the home add warm and rustic charm to this bright and airy home. Conveniently located minutes from local private schools and easy access to Salisbury, 30 Indian Mountain Road is the epitome of effortless country living.
…By William Pitt Sotheby's International Realty
Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the month of June for $18,000 or July at $20,000 per month.
…By William Pitt Sotheby's International Realty
This gorgeous 4 bedroom 3 bath home sits on the CT water front with a beautifully landscaped park like property and two white sandy private beaches. A modern interior and large wrap around deck provide for the perfect retreat. Panoramic views of Fisher's Island Sound and the mouth of the Mystic River are perfect for enjoying any season, ideal for summer outdoor relaxation, swimming and sunbathing, fabulous fishing right off the beaches and boating. Begin and end your days with dramatic sunrises and sunsets. The large bi-fold doors are a show stopper, allowing you to gaze at the spectacular views and take in the ocean breezes from the comfort of the living room. If visiting during the fall or winter, the water takes on a lovely shimmer, viewed from the large picture windows throughout the house. You can cozy up to any of the three fireplaces. The home comfortably sleeps 7-9 guests and is equipped with high-end appliances, high capacity washer/dryer, big screen TV's, garage parking and a chair lift for assistance with stairs if needed. You will have access to amenities such as a mooring right off the beach, a fully outfitted child's playhouse, lounging beach furniture, large indoor and outdoor dining areas among many other highlights. Morgan Point is the epitome of private coastal living located in the idyllic historic village of Noank, just a few miles from Mystic and Stonington with a myriad of restaurants, attractions, nightlife and events. Come visit!
…By William Pitt Sotheby's International Realty
Luxurious Federal Colonial Rental in Prime Darien Location. Welcome to this stunning 4-bedroom, 4-bath custom-built home, designed by an award-winning architect, and nestled in one of Darien's most sought-after neighborhoods. Just a short walk from the train station, town center, parks, and Royle Elementary School, this exquisite property offers the perfect blend of historic charm and modern luxury. Completed in 2016, this home embodies the timeless elegance of Federal Colonial architecture while offering all the modern amenities you desire. Set on a private half-acre lot, the residence features an open-concept floor plan with high ceilings and beautiful millwork throughout. The spacious family room, with its wood-burning fireplace and French doors, opens to a patio and generous yard-ideal for both relaxation and entertaining. The gourmet eat-in kitchen is a chef's dream, equipped with Viking and Bosch appliances, a marble-topped island, and a large walk-in pantry. Adjacent to the kitchen, the mudroom offers a secondary entrance for convenient access and additional parking, along with sidewalks leading to Darien's vibrant downtown and the newly developed Corbin District. The home's layout is designed for comfort and privacy. The primary suite, located on the second floor, serves as a luxurious retreat with dual walk-in closets and a spa-like ensuite bath. Two additional bedrooms on this level share a well-appointed Jack and Jill bathroom, and a large laundry room.
…By William Pitt Sotheby's International Realty
Be the first to rent this newly renovated in-town charmer. NEW Kitchen and Baths! Vintage details with modern amenities. Extraordinarily convenient location - STEPS to train, supermarkets, town and all amenities. Award winning schools. Access thru the back and side yard to avoid front steps. This is an amazing offering that has it all!
…By William Pitt Sotheby's International Realty
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