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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
Coastal Meets Retro in this adorable Cottage Style Home Near East Wharf Beach in Madison, CT !! Furnished 2 bedroom, 1.5-bathroom cottage rental in Madison, Connecticut - an academic-year lease a short distance from East Wharf Beach on the Connecticut Shoreline. This fully furnished Madison cottage blends a relaxed beach-house feel with mid-century character, including a vintage-style blue refrigerator in the kitchen. The layout offers two bedrooms, one and a half bathrooms, and a dedicated smaller room ideal for a home office or study. Recent updates include new windows (2026)- on order and will be installed in August, updated flooring throughout, making this a turnkey, move-in ready rental. Available fully furnished for the academic year, [September] through [May]. Minutes to East Wharf Beach, Madison town center, Boston Post Road shopping and dining, and Long Island Sound. One dog or small pet considered; no cats. . A rare furnished seasonal rental on the Connecticut Shoreline in Madison, CT 06443.
…By William Pitt Sotheby's International Realty
AVAILABLE THIS SEPTEMBER 1 TO JUNE 30, 2027. PARTIALLY FURNISHED. PAINTED ALL WHITE. NEWER REFINISHED HARDWOOD FLOORS! NEWER BATHROOM! This open concept 2 bedroom home, hardwood floors, and located in one of the best beach Associations off Neck Road, is perfect for 1-2 people. Fabulous deck off the back of the home provides a perfect place to enjoy a book or glass of wine. Absolutely NO pets, no smoking. Owners retain use of the garage. Come enjoy the academic term by the shore!
…By William Pitt Sotheby's International Realty
Rustic Chic Barn, renovated as an energy efficient home, consisting of 2 large open floors w/ a Queen Bed on 1st floor, and 2 more Queen Beds on the 2nd Floor. A group, or two couples should be comfortable sharing this unique space. Fully equipped kitchen w/gas stove, washer & dryer. There is a separate toilet with sink, and a single shower with sink. Radiant floor heating throughout. Full music set up w/instruments & PA on 2nd floor. 1GB Wifi, smart thermostat, smart lighting, AC window units on each floor, 2x 42' TV w/firestick & cable. There is also a full house Auto-Backup Generator. Ambient light moves through the building during the day & no artificial lighting is needed. Excellent star gazing, with spectacular views of the Milky Way on a clear night. Circular driveway lined with Apple Trees leads to a large stone patio w/BBQ as well as an above ground fire pit. Summer guests have access to a canoe, blueberry, peach and apple groves, as well as a Lakeville lake facility and parking pass. The Hotchkiss 9 hole golf course is 1 mile away. Winter guests have 3 local ski resorts 30-45 minutes away plus a ski jump in Salisbury. Hotchkiss, Indian Mountain, Salisbury private schools, Lime Rock Park Racetrack & cultural activities & shopping in Millerton, NY are all within a 5 mile radius. Privacy, amazing marsh views w/abundant bird watching, wildlife, country living, comfort & convenience awaits you. Field Card states 1 Bedroom, there is a Bed on the first floor & 2 Beds on the 2nd floor - open floor plan
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
This bright and airy home features a stunning great room with vaulted ceilings and beautiful views of the West River. The open-concept space flows seamlessly into a modern kitchen equipped with granite countertops, stainless steel appliances, and a large island perfect for entertaining. Just down the hall, you'll find three generously sized bedrooms and a full bath with a tiled shower/tub. Hardwood floors run throughout the home, and laundry is conveniently located just off the kitchen. Step outside to enjoy a private backyard with a deck, a detached one-car garage, and an extra storage shed. Best of all, the association beach is right at the end of the street, offering vacation-like living year-round. Don't miss this fabulous opportunity for shoreline living at its finest!
…By William Pitt Sotheby's International Realty
Rent a little bit of paradise. A beautifully appointed and renovated vintage cottage perfectly located to enjoy Westport. The sound of a running brook, egrets joining you for morning coffee, a convenient and coveted neighborhood. A little cottage that lives large.
…By William Pitt Sotheby's International Realty
Welcome to this charming 1-bdrm apartment perfectly situated on Main St in the heart of Ridgefield's historic downtown. With sidewalk access and everything within walking distance, you can ditch the car and enjoy the best of both worlds: suburban comfort paired with a lively, walkable downtown lifestyle. A large picture window overlooking Main St fills the apartment with natural light and offers a front-row seat to the charm and character of downtown living. The newly renovated bathroom and new windows throughout add a fresh, updated feel to the space. Step outside your door and enjoy everything this town has to offer from top-rated restaurants, cafes, boutiques, galleries, the library, and The Prospector Theater to seasonal events. You'll also love the convenience of having a local market just around the corner, making it easy to shop and support local vendors. Inside, you'll find a bright and comfortable layout with a well-equipped kitchen featuring an electric range, refrigerator, and dishwasher. A washer and dryer are conveniently located in the unit. Whether you're grabbing your morning coffee, picking up produce for dinner, or spending a relaxing afternoon exploring town, everything you need is just steps away. This apartment includes one parking spot. A wonderful opportunity to enjoy easy downtown living in one of Ridgefield's most desirable locations. Limited time incentive - Landlord is currently offering 1 month free rent for qualified tenants.
…By William Pitt Sotheby's International Realty
Fantastic rental opportunity in one of Greenwich's most popular neighborhoods. Located on a quiet cul-de-sac street, this sunny three-bedroom, two-full-bath ranch features a private backyard and is ready for occupancy on June 1st, 2026. Key features include: An open floor plan-family room and eat-in kitchen, updating with new quartz countertops. Large primary bedroom with an en-suite full bath, plus an additional den/office ideal for working from home. Nicely proportioned secondary bedrooms-full bath. Laundry Room. A detached two-car garage with walk-up storage. Situated right around the corner from the Cos Cob Train Station for an easy city commute. The home is central to everythingGreenwich has to offer, including Cos Cob Park, Mill Pond shopping, Bruce Park, Todds Point Beach and local schools both private and public.
…By William Pitt Sotheby's International Realty
Charming Farmhouse Rental in the Hamburg Cove section of Lyme available for lease. This spacious home has an updated kitchen with walk in pantry, newly refinished flooring on the first floor, charming stone fireplace and views of the cove from your patio. A dining room with built in china cabinet and door to the back yard, bookcases & french doors to enjoy in the living room, two front porches, one enclosed for 3 season enjoyment. There is an antique garage perfect for storage. All bedrooms are on the 2nd floor and the home features 1 1/2 baths. New siding and windows add to this well maintained home. Yearly lease, credit check, security deposit required, immediate occupancy.
…By William Pitt Sotheby's International Realty
French Country Storybook Estate ~ a rare opportunity to reside in one of Sharon's most distinguished estates blending old world charm with modern comforts. Shrouded in privacy in the heart of town, a sweeping private drive leads to a magnificent pea stone courtyard, serving as a stately prelude to a home framed by rolling fields and manicured lawns with breathtaking western views over the historic Sharon Green. Inside, the home boasts a voluminous family wing with soaring cathedral ceilings, great stone fireplace, and rustic beams; a recently updated galley kitchen that opens into a formal dining room; and a refined layout featuring 3 main-level bedrooms and 3 full baths, plus a secluded study. Ascend the central circular staircase to find a private lofted sanctuary also with a full bath. The exterior invites you to savor the seasons-whether enjoying an alfresco breakfast on the terrace or enjoying the sunset on the western patio. A pleasant stroll to the Hotchkiss Library, coffee shop, food store and other local shops. ANNUAL or ACADEMIC: $6,000/mo. Also available for the SUMMER: June/July/August at $12,000/mo.
…By William Pitt Sotheby's International Realty
A Timeless Summer Tradition: Renovated Victorian Shingled beach house in the Borough of Fenwick Experience the quintessential New England summer in the historic Borough of Fenwick. This stunning, shingle-style Victorian beach house seamlessly blends old-world coastal charm with modern, high-end luxury. Featuring 8 spacious bedrooms and 4.5 baths, this expansive residence is the perfect sanctuary for large families or those who love to entertain against the backdrop of the Long Island Sound. The heart of the home is a totally renovated gourmet eat-in kitchen, designed for the culinary enthusiast and large-scale hosting. Beyond the kitchen, life slows down on the magnificent wrap-around screened porch-the perfect vantage point to enjoy your morning coffee or an evening cocktail while overlooking the water and catching the sea breeze. Retreat to the third floor, where a dedicated playroom offers a private escape or a quiet workspace away from the main living areas. From its cedar-shingled exterior to its thoughtfully updated interior, every inch of this home invites you to relax, recharge, and rediscover the magic of a Fenwick summer.
…By William Pitt Sotheby's International Realty
Experience the ultimate coastal lifestyle in this sun-drenched, TOP FLOOR condo at 185 Melba Street, Unit #305 located in the sought-after Breaker Beach community of Milford. This 823-square-foot home perfectly balances modern interior updates with the serene atmosphere of waterfront living. The Updated Kitchen features sleek granite countertops, custom cabinetry, and updated appliances. Your own private screened-in Balcony is located off the living area, for year-round enjoyment, offering peaceful water views and refreshing sea breezes. Enjoy the peace and quiet of a top-floor unit with no neighbors living above you! Living at Breaker Beach feels like a permanent vacation with direct access to Long Island Sound. Step out of the building and onto the private association beach which offers a dedicated barbecue and picnic area overlook the water, and the calm local waters - perfect for kayaking, swimming, or paddleboarding. Convenience features include secure building with elevator access, a laundry room and dedicated storage space in the basement and plenty of parking for residents and guests. Located in the charming Point Beach/Woodmont area, you are just a short drive from Milford Town Center, known for its historic green, boutique shopping, and vibrant dining scene. Convenient access to the Milford Train Station and major highways, blending a tranquil beach retreat with easy accessibility.
…By William Pitt Sotheby's International Realty
AVAILABLE FROM EARLY SEPTEMBER 2026 TO END OF MAY 2027! Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the Living Room. The sunroom is a tranquil space to unwind, offering views of the outdoors and filling the home with warmth year-round. The 1st is rounded out with 2 well appointed bedrooms. The second floor is a private retreat featuring the oversized Primary Bedroom and an additional bedroom, each designed to provide a peaceful escape with ample space and comfort. Step outside to the expansive outdoor deck, where you can soak up the sun or entertain guests in the sea breeze. The fenced yard ensures privacy, while the patio with an awning offers a shaded sanctuary for those long summer days.This home's prime location near the beach allows for endless days of sand and surf, while the close proximity to downtown Madison ensures all the conveniences of town living are just moments away. If you are seeking an academic rental, this home offers a lifestyle of comfort and relaxation. NO PETS.
…By William Pitt Sotheby's International Realty
Over forty private wooded acres, a mountain stream, and hiking trails that lead to your own waterfall. This three-bedroom rustic stone cottage in the heart of the Litchfield Hills is the kind of country rental that's hard to find and harder to leave. A screen porch overlooks the running water, the living room has handsome exposed beams and opens to a covered porch, and wood-burning fireplaces make evenings in the formal dining room feel exactly right. One bedroom on the main level; the primary and third bedrooms up a level. The setting is quintessential Connecticut, located off a scenic country roads lined with antique homes. Macedonia Brook State Park at your doorstep, the village of Kent just minutes away, Metro-North is close by, and New York City just two hours away.
…By William Pitt Sotheby's International Realty
Lovely Furnished Summer Rental available in the Ferry Landing District of Hadlyme. The perfect spot to escape and enjoy the Lower Connecticut River Valley and everything it has to offer. Take the Hadlyme Historic Ferry over to Chester Village to enjoy great restaurants, art galleries, and ice cream! The Gillette's Castle with extensive walking paths is a stones throw away. Kayaking, and boating is available to you at the Ferry Landing boat launch. Lyme is home to miles of hiking trails throughout the town and connecting to open space and traveling beyond it's borders. Golf & Tennis is available in the area. This property requires a 2 month minimum with the ability to lease May-September. (with premium during July & August) Charming, thoughtfully renovated colonial furnished with family antiques yet has all of today's amenities and is on the National Historic Register. Open-plan chefs kitchen with family room, casual dining and gas fireplace. Fabulous pantry/laundry room, Formal Dining, Living room with piano, front sitting room with half bath. Upstairs are 3 generous bedrooms with ensuite baths. Handsome wide board floors with tile bathrooms.This home is exquisite and filled with warmth, you will feel at home. Many more details to share. Landlords live in proximity of this gatehouse, on private estate.
…By William Pitt Sotheby's International Realty
A quiet country lane near the Lake Club (pool lake and tennis club) introduces this lovely Colonial set back on a beautiful, level property. The desirable open floor plan encompassing a warm and inviting kitchen and family room w/ a stone fireplace encourages lingering and relaxation. The gracious living room also with a fireplace and an expansive dining room are perfect for more formal entertaining. A large bonus room, 1st floor office, laundry and mudroom complete this level. The master suite enjoys a full bath and walk-in closet. Down the hall are three additional bedrooms and large hall bath. Finished walk-out lower level. Convenient location.
…By William Pitt Sotheby's International Realty
Sharon, CT - Nature is your neighbor in this welcoming 3BR/1.5BA home tucked among tall trees and rolling hills for tranquil, picture-perfect living. Enter via an open kitchen with ample cabinets and counter space, plus a brand-new energy-efficient wood-burning stove. Adjacent is the airy living room with cathedral ceiling and skylights that flood the space with natural light. Beside the Livingroom, the first-floor primary bedroom enjoys its own private outdoor entrance. The main level also includes a full bath with linen closet, a laundry room, and a storage room. Upstairs are two generous bedrooms with large closets and a spacious half bath with linen closet. Propane utilities and the wood stove help keep heating costs low. Live peacefully in Sharon with hiking minutes away at Sharon Land Trust and the Sharon Audubon Center, and performances at the Sharon Playhouse. Swim at Mudge Pond; shop local at Sharon Market; enjoy meals at Troutbeck, Le Gamin, Pigs Fly South, or light fare at JP Giffords. Engage the community at Hotchkiss Library. You're ~10 minutes to Sharon center and ~5 minutes to Cornwall Bridge, with a hospital in town. Nearby villages-Millerton, Cornwall, Kent, Lakeville, and Salisbury-offer charming cafes, antiques, waterfalls, trails, private schools, and Lime Rock Park (Millerton is within 10 miles). Explore art at Standard Space (Sharon), Geary Contemporary (Millerton), and the Wassaic Project. Your new home awaits!
…By William Pitt Sotheby's International Realty
Academic year RENTAL, AVAILABLE 9/8/2026 - 5/1/2027 Only steps to Grove Beach in this charming Cape style 3 bedroom, 1 & half bath home with one bedroom, the full bath and study on the main floor for easy living. The eat-in kitchen is open to the living room and looks out to the beautifully landscaped large back yard. The generously sized primary bedroom and third bedroom are on the second floor. Central air on the main floor, Enjoy the beach community and the off season. Close to restaurants, shopping, beaches! NO Pets, NO Smoking, Tenant responsible for all utilities, use of fireplace is not allowed per insurance, items not allowed to be stored in basement, Credit check required. Cleaning $200.
…By William Pitt Sotheby's International Realty
Fantastic, adorable 2/3 bedroom cottage in the heart of Lakeville with direct access to the lake via the backyard. Mowed path leads to the town grove where there is swimming, lifeguard, snack bar, boat rentals, and paddle tennis. Large windows on the back of the house take advantage of year-round views. Small back porch to relax on when you come back from a day swimming or kayaking. Barbeque in the backyard or take an easy stroll to Lakeville's many restaurants, coffee shops, pizza parlors, bookstore, or just amble around town after dinner. A finished basement with double bunk beds and French doors leading to the yard allows for overflow guests. Available July and/or August 2026, as stated in the listing
…By William Pitt Sotheby's International Realty
Exceptional labor of love inside and out by the current owners who renovated the property. Rent and live in a completely renovated home in a sought after cul de sac neighborhood. This inviting home is full of natural light with modern updates and hardwood floors throughout. From the main entrance, enter the sunny Living Room with fireplace, which is open to the adjacent dining area and kitchen with new appliances. The kitchen and dining area also have wide doors leading out to the patio, and there is a hallway leading to the 4 bedroom wing, which has brand new bathrooms with heated floors and convenient main level laundry. The family room, which is spacious and sunny, provides a beautiful view of the woods. All new mechanical systems, central air, a 2-car garage with tons of storage, and foam insulation for minimal heating and electric costs! Redding has so much to offer, including top-rated schools, miles of hiking trails, town and state parks offering swimming and canoeing, restaurants, and a train station for easy commuting. Rent includes Spring/Fall clean up. Tenant responsible for all utilities, grounds maintenance and snow removal, credit check AND income verification.
…By William Pitt Sotheby's International Realty
** INTERIOR PHOTOS COMING 3/10*** Charming, spacious, and beautifully remodeled! Light-filled open rooms with tall windows and gleaming hardwood floors create a warm and inviting feel. The spacious kitchen features a walk-in pantry, wainscoting, quartz counters, new cabinets, and a new fridge. The sunny living room with bay window flows nicely into two generously sized bedrooms with hardwood floors. Enjoy the newly remodeled bathroom, complete with a brand-new vanity and a stylish shower finished with classic subway tile. Additional highlights include Central Air, Thermopane windows, and nothing to do but move right in! Relax on your own private covered porch or in the great yard-perfect for a BBQ. All this in a neighborhood setting, ideally located close to train, town, shopping, and great restaurants in both Black Rock and Fairfield. Just minutes to Fairfield's beautiful beaches! This is a 2nd floor unit and includes one off-street parking spot. Requirements: Good credit, income verification, and references.
…By William Pitt Sotheby's International Realty
Spend the month of August at Shangra-Lodge, where relaxing days spent approaches perfection. This newly constructed modern farmhouse located in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room & a delightful entertainment room with walk out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/first floor bedroom en-suite add a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath and double doors open to a charming balcony to enjoy morning breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers & streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively. Available to rent for the month of August 2026. See MLS 24121548 (for Sale)
…By William Pitt Sotheby's International Realty
Sunlit 4-bedroom, 2-bathroom home nestled on a serene street in the Dundee district and conveniently located near the train station, Binney Park, Perrot Library, and OG village. The spacious living and dining areas are flooded with natural light from oversized windows, with dining room sliders leading to a private flagstone patio. The kitchen, equipped with new stainless steel appliances, granite counters, and a breakfast bar, flows seamlessly into the family room. Upstairs, discover a primary bedroom with a walk-in closet and two additional bedrooms. The lower level provides an additional 300 square feet. Rental Terms: Annual: $8,100 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
A Sweet and Sunny antique available for the 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 bedroom 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, rustic charm to this bright, airy home. Conveniently located minutes from local private schools, the center of Salisbury, and all that Litchfield County has to offer.
…By William Pitt Sotheby's International Realty
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