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$7000 per month for an Academic year lease. This unique waterfront rental, with an expansive deck & beautiful vista has a Main Residence with 3 bedrooms, 3 full en-suite baths, large stone fireplace & includes a one bedroom Guest Cottage with kitchen, full bath & a lovely stone fireplace. Available for $7000/month for an Academic year lease (Labor day 2026-Memorial Day 2027), a $7000/month winter lease term can be negotiated, or $8500/month for a one year lease. The setting is private, both houses have high ceilings & are light filled with open floor plans. Entertain right at the lakeside gazebo, on the large wrap around deck or lower patio. The lower level of the main house has a large family room with a pool table & a walk out for a stroll down to the lake where you can swim, kayak, sail, fish on Connecticuts' deepest lake. Enjoy all that our Litchfield Hills, Berkshires & Hudson Valley have to offer, including a variety of cultural events, ( Sharon Playhouse, Tanglewood, Jacob's Pillow, Music Mountain, The Movie House), country fairs, farm markets, & restaurants with farm-to-table fare. Private & Public schools, medical facilities, riding stables, hiking the AT, skiing, shopping, all nearby. Aprox 1.5-2 hrs to Bradley International & NYC airports respectively. 4 Bedrooms & 4 baths count include both houses.
…By William Pitt Sotheby's International Realty
Annual furnished rental in a tranquil country cottage on Lake Lillinonah. This is an extremely rare opportunity to rent with direct lake frontage with a lovely grassy area by the lake and dock. This well appointed 2 bedroom home is the perfect writer's or artist's retreat, nestled on a lightly wooded hillside overlooking CT's best kept secret lake. 90 minutes to Manhattan. Enjoy the 2 patios and deck areas among the lovely perennials and stone walls with calming lake views. Relax in the quiet country life on the lake. Great for bass fishing, too.
…By William Pitt Sotheby's International Realty
This lovely three bedroom two bathroom ranch style home sits on a portion of Sunny Valley Preserve. Enjoy the bucolic setting with easy access to hiking trails. Full basement. Southern New Milford location for an easy commute! Good credit required.
…By William Pitt Sotheby's International Realty
Hard-to-find short-term furnished 2 bedroom spacious rental now available through end of November in the Old Farms complex with wonderful views in New Milford. This rental offers a spacious primary suite with full bath and walk-in closet with slider access to the sun-drenched 3-season room. There is a 2nd bedroom with access to the second full bath. The Living Room with dining area also has access to 3-season room via sliders. Tastefully updated with fully equipped kitchen with stainless steel appliances, Corian countertop, with brand new flooring throughout the entire home! Enjoy lots of extra space for recreation, office and storage in the finished lower level (also furnished) and convenient laundry area. One of the only ranch units to have an expanded patio for grilling, a convenient parking space and end unit carport. Perfect location near everything New Milford has to offer along with surrounding New England towns and recreation.
…By William Pitt Sotheby's International Realty
Comprehensive renovation completed on this charming circa 1800 cottage retaining exposed beams & all of the original charm, yet like new. Top location in West Redding, this cottage feels completedly separate, but it's part of a larger estate set on 7.81 acres & surrounded by over 200 acres of the Redding Land Trust's Scott's Preserve. The main house (#33) is set way back down a long driveway (please do not drive down) while the cottage is in front with it's own mailing address (#37), plus it's own detached 2 car brick garage. The idyllic setting showcases a white picket fence, gorgeous stone patio, plus mature flowering trees & gardens. The entire cottage was completely updated with new windows, hardwood floors, HVAC, plus designer appointments including all new kitchen & baths. Approximately 1,250 sf total with 3 BRs & 2 full baths, each with radiant heated floor. The main level offers the beamed/vaulted living room with gorgeous original stone fireplace. The open floor plan includes a dining area plus a beautifully appointed new kitchen with custom cabinetry, stainless steel appliances, quartz counters, plus pantry & separate closeted stackable laundry. The staircase to the 2nd floor leads to the primary suite with luxe private bath with radiant heated floor & walk-in closet. Landlord is including mowing, driveway plowing, grounds maintenance and all utilites except cable/internet. Pets considered on case by case basis. Ready for immediate occupancy. Special!
…By William Pitt Sotheby's International Realty
Welcome to this charming and beautifully updated 4-bedroom Cape Cod in Bridgeport's North End. This spacious home offers a warm, inviting living room perfect for relaxing or entertaining, complete with newly refinished hardwood floors throughout. The light and bright updated kitchen features modern stainless-steel appliances and stunning quartz countertops, complemented by the convenience of an in-home washer and dryer. Outside, you will find a large, private, fenced-in backyard that is ideal for outdoor activities. Enjoy a prime location just 0.6 miles from Sacred Heart University and 1.5 miles from Hartford HealthCare's St. Vincent's Medical Center, placing you close to premier shopping, dining, and entertainment options. With easy commuter access to I-95 and the Merritt Parkway, this is a fantastic opportunity. Make sure to check out the video walkthrough and schedule your viewing today for June occupancy!
…By William Pitt Sotheby's International Realty
Direct Waterfront in desirable Harbor View Association with your own private dock! Amazing unobstructed sunset views in this 3 bedroom Ranch style home with 2 car garage. Steps to the Private Association Beaches and Clinton Town Beach! Set on a double lot that goes to the water, leading to your own private dock where you can fish, crab, kayak, or boat ride out to the open water of Long Island Sound in less then 5 minutes.
…By William Pitt Sotheby's International Realty
Enchanting country cape/cottage in top location, just a short walk to historic Main Street for shopping, Ballard Park, library, theaters, restaurants, and more. Totally remodeled throughout with apprx. 1,000 sf, 2 bedrooms, 2 full baths, stone patio, level backyard, plus spacious, heated, attached garage. Generous proportions and open floor plan with large '10 x '20 living room featuring French doors to the adjoining dining room/kitchen. The large dining room offers atrium glass doors to the rear covered porch, patio, and picture perfect backyard with raised garden beds for planting. The totally remodeled kitchen showcases granite counters, center island with bar seating, and stainless steel appliances including gas range, microwave, dishwasher, and refrigerator. This special home also includes a main level laundry room with washer/dryer, plus an updated full bath on the main level with soaking tub. The upper level features a spacious primary suite with vaulted ceilings, charming paneled walls, and built-in shelving. The second floor also offers a second bedroom, large walk-in closet, and second updated full bath with skylight and frameless glass shower. Landlord to include mowing, plowing, leaves, gutters, and all grounds maintenance. Pets considered on case by case basis. Ready for immediate occupancy - nothing to do but unpack!
…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
Available for lease from September 15, 2026 through Memorial Day 2027, this direct waterfront home on Candlewood Lake offers a rare opportunity to experience luxurious lakeside living. Spanning over 3,000 square feet with 3 bedrooms plus a potential fourth bedroom or office and 3 full baths, the home provides generous space for comfort and entertaining. Nestled in a serene no-wake zone at the Lattins Cove end of southern Candlewood Lake, the property boasts 110 feet of direct lakefront with stunning, uninterrupted views. Inside, the beautifully updated interior features a modern kitchen with granite counters and stainless steel appliances, opening via sliding doors to a porch. The living room impresses with vaulted ceilings, a striking stone fireplace, and a wall of windows framing breathtaking lake views. The primary suite serves as a private retreat, complete with vaulted ceilings, exposed beams, a generous walk-in closet, and a spa-like bath with soaking tub and separate shower. The lower level includes another bedroom, a spacious family room with walk-out access, a full bath, and laundry facilities. Outdoor living is exceptional, with a large deck overlooking the lake and a lakeside stone patio-ideal for relaxing or entertaining. Offered fully furnished, this turnkey home invites you to enjoy the ultimate in lakefront serenity and style.
…By William Pitt Sotheby's International Realty
Experience the perfect blend of historic elegance and luxurious modern living in this beautifully restored 1771 antique Colonial, offered as a fully furnished rental. Brimming with old-world charm and authentic character, the home features stunning wide-plank flooring, exquisite wood-paneled walls, and multiple original fireplaces that anchor the formal living room, cozy TV area, and elegant dining room. At the heart of the home is a brand-new chef's kitchen, completely redone with premium cabinetry, top-tier appliances, and an inviting eat-in dining area. The spacious 2,900-square-foot layout accommodates multiple generations or guests comfortably, featuring an upstairs master suite in the original wing of the house and a convenient ground-floor bedroom wing where bedrooms enjoy private baths. The outdoor amenities are equally spectacular, boasting expansive decking and a bluestone patio that surrounds a pristine, heated plunge pool. Here, you can relax and take in amazing, miles-long views and gorgeous sunsets over the rolling hayfields and countryside. Set on a magnificent 700-acre estate featuring miles of private walking trails, the property offers complete solitude and a dog-friendly neighborhood with a large fenced area. Despite its incredible privacy, the home boasts a highly central and convenient location just five miles from the heart of Litchfield's shopping and dining, with easy access to RT 8. This unique property is available with flexible leasing options.
…By William Pitt Sotheby's International Realty
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
…By Sotheby's International Realty - Greenwich Brokerage
Elevate your lifestyle in this beautiful and modern 4-bedroom end-unit built in 2020 by Toll Brothers, complete with Rivington's resort-inspired amenities, simplified everyday living, and a coveted location in Western Danbury, directly on the NY/CT border. Maintained in pristine, barely-lived in condition, this Energy Star rated townhome boasts chic upgrades, gorgeous white oak floors, a tranquil wooded view, 9ft+ ceilings, and immense windows that flood the home with natural light. The open-concept main level offers a seamless, flowing connection between the family room, dining area, and a stunning chef's kitchen, which features quartz countertops and an oversized center island with ample seating.Sliding glass doors off the dining room open to an outdoor private deck. Perfect spot to unwind or grill dinner in a peaceful natural setting. Upstairs, the primary bedroom suite overlooks the quiet wooded backdrop and features a large walk-in closet and beautifully appointed bathroom with a dual-sink vanity and a luxe shower with seat. Two additional bedrooms offer large closets and a shared hall bath. A standout is a rare 4th bedroom with ensuite bathroom located downstairs on the entrance level. The separated space is ideal for guests or home office. The home is complete with a powder room, dedicated laundry area, extensive storage, and parking for four vehicles via the two-car garage and two-car driveway. Landscaping, snow removal, and trash/water/sewer are covered in the rent.
…By William Pitt Sotheby's International Realty
Remodeled Stratfield home in pristine condition. EIK w/granite counters & island, cherry cabinets. Newer SS appliances, Bosch stove. Nice deck - great for entertaining. Private fenced in backyard. Formal DR with hardwood floors, cozy LR w/gas FPL. Upper level, 4 good sized bedrooms w/HW floors, fans. ** Lower level recreation room (additional 400 square feet). Laundry Room. Near all amenities Fairfield has to offer: schools, restaurants, parks, Lake Mohegan, beaches. Good commuting to I-95 or Merritt Pkwy. 90 minutes to NY city. All updated mechanicals. Subject to credit check, references. 2 months security and 1 month rent. Occupancy 08/01/2026. 2 year minimum lease unfurnished, landlord prefers ** Excellent rental!
…By William Pitt Sotheby's International Realty
37 Beach Avenue is ready to welcome its next resident! Simply cute as a button, perfectly positioned off Neck Road and just a short stroll to the shore - complete with beach rights - this is the coastal retreat you've been waiting for! One look and you'll surely feel right at home. Featuring two bedrooms, one full bathroom, on-site, main-level laundry, and a wonderfully sized yard, this adorable abode has all the makings of an ideal, long-term rental. Let's also remember the recent upgrades including a new range and range hood, upgraded electrical, new exterior door, freshly painted interior, and professionally cleaned carpet! All that is left to do here is move in and enjoy the beach and salt-water air! This gem will be scooped up quickly - schedule your private tour today and move in before summer's end!
…By William Pitt Sotheby's International Realty
Available for the Sept 10th 2026 through June 10th 2027. This sun- filled colonial has been lovingly restored for easy comfortable living. Open views of the Long Island Sound throughout this home offers room for all. Screened in wrap around porch to enjoy the warm days and nights. Updated kitchen with stainless appliances and large dining nook, mud room, office and dedicated laundry room and half bath all found on the main level. Four levels of living make this the perfect home for multi generations: with a main level bedroom with Queen bed, Primary Suite on the second level with en-suite bath and office nook with a private balcony, second bedroom with bunks -on the third level is the fourth bedroom with twin beds, shared full bath on the second level. Lower level has a rec/play room. Access to the Soundview Association beach. Some Pets considered.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Academic Rental in White Sand Beach. Four Bedrooms and two full baths. Large front to back living room with wood burning fireplace. The dining room table can seat eight comfortably and the kitchen is fully applianced. The first floor laundry is just off the kitchen. There is an office/den just off the dining room leading to and outdoor patio. A short walk brings you to the beach and across the road are tennis courts, basketball court and play area.
…By William Pitt Sotheby's International Realty
Welcome to your ultimate winter retreat! Available for rent for the very first time, this meticulously remodeled 3-bedroom Colonial offers an unparalleled blend of modern luxury, cozy comfort, and complete privacy. Every inch of this home has been thoughtfully designed and comes fully furnished with exceptional, high-end decor throughout. Step inside to find a bright and spacious family room featuring a generous dining area-the absolute perfect setup for hosting holiday dinners and warm family gatherings. The flexible floor plan is designed for convenience, offering comfortable first-floor bedrooms and an additional private bedroom suite on the second level. Outside, embrace the beauty of the season on your private side deck, complete with a cozy gas fire pit. Whether you're sipping morning coffee or stargazing on a crisp winter night, this space is designed for all-season enjoyment. Situated on 6.5 acres of serene, wooded land, you will enjoy ultimate peace and privacy while still being close to local winter attractions. This is not your average rental-it is a pristine, loved home waiting to host your perfect winter season. Just bring your toothbrush and move right in!
…By William Pitt Sotheby's International Realty
Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026 - June 30, 2027. Originally built in 1915, and maintaining much of the original architecture, this renovated home offers a blend of old world charm and modern luxuries. Desirable open floor plan, chef's kitchen, 5 well sized bedrooms, 4.5 bathrooms and walkable to 3 beaches this house offers all you could desire from a rental. Immaculate condition and desirable location! Dogs considered. Landlord to cover cable, wifi, landscaping, snow plowing and trash removal. Tenant to cover electricity, water, propane and all other utilities. No garage bays and large primary walk-in closet available. Two month's security required.
…By William Pitt Sotheby's International Realty
Fabulous academic rental available Sept 1st through May 31st 2027. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy fabulous views from your deck, large yard and tidal pool. Plenty of space for everyone with a bedroom with full bath on the main level, Primary en suite on the second floor with private balcony and two additional bedrooms with full bath; this home will sleep 8/9 guests comfortably. Central Air in the main house and every convenience you could possibly want.
…By William Pitt Sotheby's International Realty
Historic Charm Meets Modern Luxury: Carriage House Living in Downtown Guilford Experience the quintessential Shoreline lifestyle in this stunning, light-filled carriage house at 200 Whitfield Street. Tucked privately away in heart of downtown Guilford, this unique residence seamlessly blends historic architectural character with high-end, contemporary updates. Step inside to breathtaking open-concept living defined by soaring post-and-beam vaulted ceilings, exposed timber trusses, and rich wide-plank hardwood floors. The sun-drenched main space features skylights, expansive windows, and a chef's kitchen complete with white shaker cabinetry, sleek dark countertops, a gas cooktop island with breakfast bar, and stainless steel appliances. The living space flows effortlessly to a pristine, updated full bath featuring a custom tile and glass walk-in shower, alongside a convenient dedicated laundry and storage room. Every corner of this property radiates historic warmth, style, and total comfort. Best of all, your location is unmatched. Leave your car behind and take a short stroll to the historic Guilford Green, boutique shopping, local cafes, fine dining, the Guilford Free Library, and the shoreline train station. Jacobs Beach and Guilford Harbor/Marina are just down the road. An extraordinary rental opportunity in an unbeatable downtown location.
…By William Pitt Sotheby's International Realty
Inviting and spacious 1920 colonial convenient to Branchville Train Station. Walk to Tusk and Cup for coffee plus other vibrant shops/restaurants in the charming Branchville enclave. Total 1,400 square feet with three bedrooms and two full baths including newly remodeled bath on the first floor. Freshly painted interior, hardwood floors, and new wall to wall carpet on the second floor. Expansive kitchen with dining area featuring gas range, open to large living room, plus additional den/office on the main level. The second floor features three spacious bedrooms and second full bath. Convenient laundry in the first floor sun room. Spacious backyard with .72 level acres; plus front porch and side patio. Mowing, plowing, and exterior maintenance is included. Shed and garage are excluded. Tenant is in process of moving out and will be available shortly!
…By William Pitt Sotheby's International Realty
Academic rental available Sept through June! Stunning,spacious 4BR, 3BA Colonial perfectly situated close to town, schools,vibrant shopping,and local beaches. This inviting home features a light-filled living room with fireplace, formal ding room, functional eat in kitchen, separate family room, a private main level office, and a charming porch. Enjoy comfort, premium convenience, and a prime coastal-town lifestyle for the academic term.
…By William Pitt Sotheby's International Realty
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