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Charming Victorian farmhouse set on the largest parcel in the neighborhood. Huge yard provides extra privacy; great for strolling, gardening, or Relaxing. Resurfaced hardwood floors and other renovations elevate the farm vibe to something more contemporary. A landmark above neighboring Deep Gorge, the bright third floor space has a view, rafter ceilings and can be an office or living space. 5-minutes from downtown Greenwich and a short distance into town. The Historic barn is old world American. House features a Front porch and rear Deck over looking the Massive flat over sized yard that is Completely surrounded by an original Stone wall Barn/Garage on property not for Tenant use. Rental Terms: Annual: $4,900 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
ACADEMIC RENTAL SEPTEMBER-JUNE . . . Charming Four Bedroom New England Contemporary Colonial with Beach Rights. Discover the perfect balance of relaxation and accessibility in this vibrant academic rental. Nestled in a picturesque New England setting, this home is designed for those who love to get out and explore. Start your morning with a stroll to Julie's Cup of Joe for coffee or enjoy your weekends utilizing your private beach rights. The home features 4 spacious bedrooms, 2.5 bathrooms and a layout that is perfect for entertaining indoors or outdoors. Whether you are hosting friends or settling in for a quiet evening, this property offers the ultimate convenience. Don't miss your chance to live in one of the town's most desirable locations!
…By William Pitt Sotheby's International Realty
Welcome to 148 Alfred St, Unit #3. Available for rent is this recently updated and freshly painted 1 Bedroom 1 Full Bath apartment located within the heart of the bustling Black Rack neighborhood of Bridgeport. The location places you a stone's throw from restaurants, shopping, live music venues, long island sound and the port jefferson ferry, major commuting routes, public transportation and metro-north railroad. One-Year Unfurnished Lease. Tenants responsible for all utilities.
…By William Pitt Sotheby's International Realty
Available now for yearly rental. Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Do you enjoy hiking or cross country skiing? Explore the homes 142 acres. Fall foliage is right around the corner followed by ski season. Mohawk Mountain a short distance away, or ski The Berkshires in a hour. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Available now for $10,000 per month for yearly lease. Call for Summer or Winter Rental pricing. Minimum 24 hour notice to view.
…By William Pitt Sotheby's International Realty
Now available, this colonial is warm and inviting with a nice amount of living space. A large living room has lovely built ins and a fireplace. A powder room with laundry are conveniently located on the first floor. There is a new kitchen with granite counters and stainless appliances, adjacent to that is a dining room and a step down family room with another fireplace. An extra large 2 car garage has a bonus room attached that would be great for a home gym. The second floor offers 3 bedrooms, a full bath and a primary bedroom with a full bath. Outside there is a wonderful large IPE deck great for outdoor entertaining in the quiet and serene yard.
…By William Pitt Sotheby's International Realty
Beautifully updated 2-bedroom unit with HEAT AND HOT WATER INCLUDED! Freshly painted throughout, this bright and airy second-floor unit sits above local shops that close at night, ensuring quiet evenings with no noisy neighbors below. The unit features a renovated bathroom and an updated kitchen boasting newer appliances, abundant cabinet space, and brilliant natural light. The spacious living room offers gleaming hardwood floors and opens to a balcony, while both generously sized bedrooms feature ceiling fans for added comfort. Enjoy off-street parking in the lot behind the building and unbeatable convenience with walkable access to local shops, dining, and laundromat. Ideally located to enjoy everything both Fairfield and Black Rock have to offer, complete with coveted Fairfield beach rights!
…By William Pitt Sotheby's International Realty
Welcome to 12 East Bishop St. This academic rental is available from October 1, 2026 thru May 31, 2027. This well maintained home has 3 bedrooms, one of which is on the first floor. The first floor also holds the beautifully updated eat-in kitchen with granite counters and stainless steel appliances, living room, sunroom, and a full bath with shower stall. On the second floor you will find 2 additional bedrooms and another full bath. A washer and dryer are provided for tenant use in the basement. This home is located within 5 minutes of Niantic where you can enjoy the boardwalk, beaches, shops, and restaurants. It is also within 20 minutes of Electric Boat/General Dynamics, the Coast Guard Academy, and L&M Hospital. NO Pets and NO smoking. Tenants are responsible for heat, hot water, electricity, liability insurance, snow removal, and cleaning fee of $350.
…By William Pitt Sotheby's International Realty
Welcome to 250 Westledge Drive, a stunning Torrington property offering a rare and uplifting lifestyle. Nestled on over 6 acres of park-like grounds, this beautiful estate is surrounded by mature trees, gorgeous gardens, and exceptional outdoor amenities, including a private 3-pin golf course, croquet, and a soccer penalty shootout area. It's the ultimate setting for relaxation and recreation, with plenty of space to easily set up your favorite outdoor games. The crown jewel of this estate is the beautiful, independent apartment attached to the main house. Recently renovated by an interior architect/designer, this sophisticated space features its own private keypad entrance, offering true autonomy and style for multi-generational living or guests. Conveniently and centrally located just 5 minutes from Route 8, this property blends peaceful privacy with easy accessibility. You are just minutes away from local shops, the historic Warner Theatre, and multiple charming nearby villages. Don't miss this rare opportunity to rent a versatile, turnkey property that offers so much more than just a place to stay-it's a true lifestyle retreat. Schedule your private tour today! Laundry is shared with main home
…By William Pitt Sotheby's International Realty
INCLUDED ONE GARAGE SPACE! NEW Washer/Dryer Unit! Prime South Wilton location. Beautiful fully furnished 900SF one bedroom apartment/cottage. Family Room has fireplace with Dining Area, One Bedroom on 2nd floor, 1 full Bath on Main floor, and galley EFFICIENCY kitchen (no dishwasher) with plentiful open shelving. Large Office/Living Room space plus 3 closets. Tons of windows, doors and natural light. Peace and quiet on 2 acre property surrounded by mature plantings and lovely landscape. This is a very special opportunity!
…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
Flex lease length options available! Spacious and updated classic colonial set on a picturesque, tree-lined street in sought-after Stratfield Village. This sunny and inviting home offers a wonderful open floor plan with an easy flow for everyday living and entertaining. A welcoming foyer opens to the comfortable living room with fireplace and adjacent dining room. The updated kitchen features crisp white cabinetry, stainless steel appliances and a breakfast area. An additional first-floor room provides flexible space for a playroom, den or large home office. Upstairs are four generously-sized bedrooms, including a private primary suite with sitting room, full bath and multiple built-ins offering lots of storage. The home flows easily to a spacious back deck overlooking a pretty, private backyard framed by mature shade trees and specimen plantings, with the option to create your own vegetable garden. One-car garage plus a full unfinished basement with good ceiling height provides excellent storage and additional functionality. Natural gas heat. Enjoy the wonderful sense of community Stratfield Village is known for-a friendly, welcoming neighborhood with sidewalks and bikeable streets where neighbors connect and it's easy to feel at home.
…By William Pitt Sotheby's International Realty
4 Bedroom Renovated House across from Private Beach in Bucolic Madison, Connecticut Available Oct 1- May 15 but flex term. This sunny 4 bedroom/3 bath house with home office and water views is located at the end of a quiet road across from coveted Hartford Avenue beach. The main floor has a large, renovated eat-in-kitchen, spacious living room with gas fireplace, substantial dining area, reading nook, screened porch with dining and seating area, bedroom and full bath. The 3rd floor consists of the large principal suite with separate sitting area, deck with water views, and renovated en-suite bath with double sinks, separate tub and glass walk-in shower. The 2nd floor has 2 additional bedrooms, hall bath, windowed office, sitting area and laundry. A lovely front yard, water views, and beach access across the street complete the picture. $4600 per month. The house is 10 minutes from the historic and charming towns of Madison and Guilford, Ct and conveniently located midway between NYC (just under 2 hours) and Boston. Nearby is a cinema, nationally acclaimed bookstore, gym, pilates, library, tennis and wonderful shops. One dog on a case by case basis, sorry no cats. Renters responsible for cleaning $170(per visit), utilities, garbage pick-up, snow removal
…By William Pitt Sotheby's International Realty
Welcome to this newly renovated home located in the heart of Greenfield Hill. Every square inch of this property has been masterfully updated with a focus on modern luxury and flawless craftsmanship. The main level welcomes you with bright, airy living spaces and gleaming refinished hardwood floors. A brand-new kitchen, appliances, cabinetry, and quartz countertops, with access to the new raised deck overlooking CT Audubon open space. Upstairs is a new primary suite with a fully updated bath and ample closet space, along with 3 spacious bedrooms and a laundry room. Finished lower level with 3 additional rooms. The home has brand-new exterior siding, roof, windows, and mechanicals, including heating and cooling. Don't miss this opportunity!
…By William Pitt Sotheby's International Realty
Adorable 3-bedroom, 2-bath furnished cottage in sought-after Candlewood Lake community, offering an inviting open floor plan, main-level primary bedroom, and wood flooring throughout. The spacious screened porch - accessed from both the kitchen and living room - is the perfect place to relax and overlooks a private, level lawn and garden area. A detached shed includes a separate insulated room, offering flexible space for a studio, office, or retreat. Set on a quiet, level country road with little traffic, the property is ideal for walking and cycling. Enjoy access to Candlewood Lake from the town beach, along with an array of town amenities including kayak and canoe racks, a half-mile walking/jogging track, pavilion, playground, basketball court, and three tennis/pickleball courts. Sherman offers an exceptional blend of small-town charm and amenities, including a playhouse, expanded library, historical society museums, JCC community center, and local winery. Ideally located for commuting, the property is less than 90 minutes from Manhattan and is available for rent now through July 2027.
…By William Pitt Sotheby's International Realty
FANTASTIC LOCATION! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison. The first floor hosts a Living Room with fireplace, Dining Room, Den, Sunroom, Primary Bedroom (ensuite) and another bedroom with full bath access. The 2nd floor offers 2 bedrooms, a full bath and oversized Attic / storage room. The home has a two car garage, full unfinished basement, outside bluestone patios, level lot (great privacy in the back) and outdoor shower for post beach afternoons.... The entire interior has been painted and is ready for occupancy. This home is unfurnished and seeking a 6month - 1 year lease. This is a wonderful rental!
…By William Pitt Sotheby's International Realty
Brand-new architecture that actually gets it right. 10+ private acres on a river in Litchfield, where cutting-edge design meets the kind of nature you thought didn't exist anymore. Single-level living done right: wide hallways, High ceilings, clean lines, polished concrete floors with radiant heat underfoot. Open concept living currently presented as a spacious dining area and two distinct living spaces leading to deck access perfect for outdoor entertaining. Well appointed Kitchen with breakfast bar seating and all the high-end touches. Two primary suites one with a separate entrance. Main primary suite features a top-tier infrared sauna. Two more bedrooms round things out. Huge storage room and garage! Large family bathroom with claw foot tub. Step outside and it's your own private playground with direct water access and views of the river. Trails run into State Land next door - effectively extending your backyard! Mohawk Mountain for winter ski weekends, access to Bantam Lake for summer days and the kind of privacy that makes you forget the world exists-yet you're minutes from refined dining and culture, quintessential New England villages, Litchfield's farm-to-table scene and Bantam's local charm. Fully furnished. Flexible rental terms available. Landlord to cover lawn maintenance, snow removal and internet. Tenant to cover electric, propane, trash removal and carry renters insurance.
…By William Pitt Sotheby's International Realty
Situated in an idyllic location this single family rental was renovated this summer. The house has many new features including a new kitchen, bathrooms, thermostats, lighting, windows, doors, siding, roof, and garage doors. There is even an auto-on generator, full basement and attached 2 car garage. The 3 bedroom, 1 1/2 bathroom one level home is privately sited and close to beautiful Lake Waramaug. One year lease required. Credit check, references, and security deposit. No pets please.
…By William Pitt Sotheby's International Realty
Enjoy living in the heart of Cos Cob's charming historic district from this hidden gem, tucked away on a tree-lined street, just minutes from all. The open kitchen and family room are ideal for gathering and flow seamlessly to both a breakfast area and a new deck and rear yard. A nearby dining room, living room with fireplace, and office/den with hardwood floors throughout offer flexible living spaces to suit your lifestyle. Upstairs, you'll find four bedrooms and two full baths, including a primary suite and beautiful, just refinished wood flooring. The finished lower level features a second kitchen, a spacious multi-use bonus room with new vinyl flooring, a third full bath, and a separate entrance perfect for work-from-home needs or multi-generational living. An unfinished laundry area and ample storage complete the space. The entire home has been thoughtfully refreshed with new paint, lighting, and appliances and the large barn can accommodate parking for two cars plus additional storage. Just steps from Metro North, the Water Club, library, harbor, schools, and Cos Cob's vibrant shops and restaurants, the property is set back in a way that offers privacy and room for play or entertaining but offers the convenience of in-town living. Note: January 2027 occupancy. Rental Terms: Annual: $9,895 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Available for Academic or Annual Rental! This New Preston gem is just 2 hours from NYC and has been newly renovated to perfection. A 1910 Washington Lake Cottage offers a rare opportunity to enjoy New Preston Village and Lake Waramaug with it's great shopping and dining just a short walk away! High design and a Perfect combination of Old and New, the open concept layout with a combined living room/dining room and vaulted ceiling make a comfortable place to entertain guests with a grand picture window, overlooking the center of New Preston. The home offers a high end kitchen with soapstone counters, custom cabinetry with hidden appliances, and waterfall-edge island open on to a bluestone terrace for plein air dining. The primary bedroom with vaulted ceiling and an elegant classic marble and tile bath with a step in shower create a quiet respite from everyday life. The chic, cozy great room with small den or office and full bath allows for easy work from home or comfortable space for guests. A stone path and tiered stonewalls grace the grounds.
…By William Pitt Sotheby's International Realty
Discover this charming, free-standing cottage, perfectly situated behind a quiet, 4-unit multifamily colonial. This inviting 2-bedroom, 1-bath home features a spacious living area and an eat-in kitchen. Residents will enjoy a shared driveway and laundry in a peaceful East Rock location-just minutes from Yale University, hospitals, local bus lines, dining, and shops. The landlord is seeking long-term tenants. Please note: no pets or smoking permitted. A credit score of 670 or better is required, and applicants should submit credit reports and references via RentSpree.
…By William Pitt Sotheby's International Realty
Trade the ordinary for a winter by the water in this incredible beachfront Colonial on Long Island Sound. Available as an unfurnished winter/academic rental, this spacious 5-bedroom home offers panoramic water views, direct beach access, and a front-row seat to spectacular sunrises and peaceful coastal living. Filled with classic beach house charm, the home features an updated kitchen with quartz countertops and newer appliances, central air, second-floor laundry. Two full baths upstairs, and a half bath on the main level. Sip your morning coffee from the second-floor porches, enjoy the beach, and come home to the comfort of waterfront living all season long. Private paved driveway with parking for up to six vehicles. Winter/academic rental only. No pets or smoking. Tenants are responsible for all utilities and liability insurance.
…By William Pitt Sotheby's International Realty
Available from September 15 - May 15 2027 for $8k per month. Gorgeous Barn Style Home that is both stylishly decorated and cozy. Metro North Wassaic train station is just 15 minutes away for great access to NYC! Quiet and private 10 acre setting with heated gunite pool, level land for play, just minutes from both Kent and Sharon Centers in the highly desirable Ellsworth area of Sharon. Open Floor Plan with high ceiling, bright and airy rooms. Patio for great entertaining. Game Room with pool table. 30 ft Granite Fireplace with Beamed ceiling in Living Room. Gourmet Kitchen, 6 bedrooms, one on the first level, 4 En suite. 2 half baths. Private guest or in law apartment. Separate playground, large wooden deck ideal for relaxing. Beautiful Pastoral Area.... The ultimate in Vacation Homes!
…By William Pitt Sotheby's International Realty
Perched to capture breathtaking, unobstructed vistas, this ultra-private 3 BDR, 3 Bath home offers a front-row seat to spectacular western sunsets rolling all the way out to the dramatic silhouette of the Catskill Mountains. Golden-hour light floods the expansive living room through a wide bank of picture windows, framing the painterly horizon and creating an unforgettable backdrop for entertaining against sweeping lawns and open fields. 2 main-level bedrooms (one en-suite) and an upper-level bedroom all drink in the surrounding green countryside, while the dining room and eat-in kitchen keep you connected to the scenery. A writer's haven surrounded by hiking trails and ponds nearby, this scenic escape is minutes from farm-to-table dining, local cultural assets like the Sharon Playhouse, The Hotchkiss Library and the Audubon Center. Easy access to local private schools (Hotchkiss, Kent, and Millbrook Schools) - 2 hours via car or train to NYC. Available October 15, 2026 - May 31, 2027.
…By William Pitt Sotheby's International Realty
Lovely Madison Colonial located on a beautiful cul-de-sac available as of September 16, 2026 for annual, academic or monthly rental. The 1st floor features a pretty kitchen, open family room with fireplace, formal dining room, living room, powder room and bedroom with a full bath. The 2nd floor features a nicely sized primary bedroom with full bath, 2 additional bedrooms and a hallway full bath. The 3rd floor features an additional room that can work as additional guest space or an office. Downstairs you'll find a partially finished area perfect as a playroom or hang out room. Enjoy the change of seasons on the front porch swing or sitting on the private back deck. Take a dip in the above ground pool (open seasonally) or bike around the neighborhood. A terrific house at a terrific price! Tenant pays for ALL utilities. Landlord covers mechanicals, septic and taxes. Excellent credit score required. Non-smoking. No pets.
…By William Pitt Sotheby's International Realty
Discover the perfect blend of comfort and convenience in this meticulously maintained and updated in-town Cape. Flooded with natural light, this charming home features gorgeous wood floors, a welcoming living room with a fireplace, and a dedicated dining room with a cozy sitting area. With three wonderful bedrooms, two full baths, and a convenient location just a short walk to the train, town, and Mead Park, this residence offers an enviable lifestyle. Enjoy outdoor relaxation in your private yard with a patio, and benefit from the added peace of mind provided by a house generator. The finished basement offers extra utility with a washer, dryer, sink, and freezer, completing this fabulous in-town gem. Please remove shoes. Confirmed appointment with showing time. Key box located on the back door. Brand new gas stove, house generator, and Centric Air QA Deluxe 6500 Energy efficient whole house fan w/2 speed remote control.
…By William Pitt Sotheby's International Realty
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