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To MAY '27 ACADEMIC WATERFRONT RENT With amazing views out over Long Island Sound & beyond this light & bright Beach Colonial was built in 2006 plus has a recent 3 BR addition! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street this special home is in a nice quiet setting especially in the off season. Hardwood floors both up & down, central vac, a first floor den with sleeper couch that is perfect for that unexpected guests with a full bath right around the corner, newer propane heat and fully air conditioned. Set up high on piers, you'll feel like you are on a boat! Enjoy awesome sunrises AND sunsets from a single location! Exact dates to be determined. Unique opportunity.
…By William Pitt Sotheby's International Realty
This well-maintained Townhouse offers generous living space, ample storage options, and a convenient location. With just 75 units in a park-like setting, Autumn Ridge has a welcomingneighborhood atmosphere. This unit includes a comfortable family room with fireplace; dining area with sliders to deck and private backyard area; kitchen; powder room. Upstairs are 2 bedrooms, one w/full updated bath. Washer and dryer are located in the lower level withgarage access and storage.
…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
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
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: $13,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Here is your chance to live in a converted barn in the heart of the New England countryside! Perfect for one or two people looking to explore country living. Are you considering the Litchfield County lifestyle? You can rent this house while you get to know all of the wonders the region has to offer. Already local & need your own space? This is for you too. Sleep in either of the two lofts, or make your bedroom in the lower level, with its walkout to a wraparound fieldstone patio. The spectacular property outside includes a beautiful pond and rolling meadows, all of which you can see year round through two walls of windows. The large open great room has a wood stove to supplement the propane based heat. Located on a quiet country road, the setting is so peaceful you will never want to leave. Ten minutes to fabulous Washington Depot and ten minutes in the other direction to classic Litchfield. Art galleries, world class restaurants and more hiking trails than you can cover in a lifetime are all nearby. Two hours to midtown. There is a separate enclosed shower stall in the bathroom, not shown in the photos.
…By William Pitt Sotheby's International Realty
Welcome to this light-filled and well-maintained Danbury residence, designed for comfortable everyday living and effortless entertaining. The main level features a thoughtful open-concept floor plan, seamlessly connecting a spacious kitchen to a cozy primary living area. Large windows invite abundant natural light throughout the home, leading out to a private back deck that overlooks the backyard—an ideal setting for outdoor relaxation. The home offers generous bedroom sizes and an exceptional fully finished lower level, complete with a second kitchenette and living space. This versatile layout provides ideal flexibility for a home office, recreation, or extended guest arrangements. Additional features include a two-car garage, a large driveway with ample parking, and solar panels to assist with energy efficiency and keep utility costs low. Ideally situated for convenient commuting, this move-in-ready property will be available starting November 1st.
…By William Pitt Sotheby's International Realty
Charming unfurnished annual rental ideally located near Historic Downtown Mystic. This newly updated 3-bedroom, 2-full-bath ranch offers comfortable, convenient one-level living and is ready for immediate occupancy. The bright and inviting floor plan is complemented by a spacious unfinished basement offering excellent additional storage along with an included washer and dryer. Additional features include central air conditioning, municipal utilities, a beautiful yard and ample off-street parking. Enjoy the convenience of year-round living just minutes from Mystic's renowned restaurants, shops, waterfront and attractions. One-year minimum lease; no short-term rentals.
…By William Pitt Sotheby's International Realty
FOR RENT $7900 which includes a yearly membership to the Italian Center across the street with gym, pools, tennis courts, paddle tennis courts, basketball court, heated indoor pool with spa and year around social and recreational activities. One of a kind spacious 4000+Sqf renovated and restored Federal Style Antique Colonial home with high ceilings throughout, ideally situated in the Upper Newfield Avenue Area (North Stamford), conveniently located 5 min to downtown New Canaan, Parks, Merritt Parkway, Transportation, Shopping, Golf Course,Tennis Courts, Houses of Worship (all denominations) and minutes to public and private schools such as King Low Heywood School and New Canaan Country School . This property, once owned by the Zagat family and Simon & Schuster Publishing family, offers 5 comfortable bedrooms, 4 bathrooms, office, laundry room, grand living room with high ceilings, library, fireplace and tons of light- all adjacent to a dining room full of character with exposed beams and fireplace next to a large Master Chef Kitchen with large fireplace, exposed beams and lots of light. This home also offers 2 terraces for entertainment , including one with an outdoor sitting/dining area with stone fireplace, overlooking 2 acres of flat lawns/garden, mature plantings.
…By William Pitt Sotheby's International Realty
Firefly Fields Farm is on a quiet road close to town, overlooking open pastures and a small pond. This property is truly the classic New England home. There are three stalls in one barn and open space for horse back riding. Spacious rooms, formal dining room, library, and an enclosed porch overlooking the beautiful pastures. First floor has one full bath and one half bath. The second level can be accessed by a front and back staircase or the house elevator. There are three bedrooms on the second level and three full baths. Each room has their own bath. The home is available on an annual furnished rental. There are new beds throughout and a sauna. Come live in the country. Fireplaces are not to be used by tenants. No smoking allowed on the property. Please discuss with agent.
…By William Pitt Sotheby's International Realty
THIS WELCOMING, PICTURE PERFECT, COMPLETELY RENOVATED, FULLY FURNISHED COLONIAL IS MOVE IN READY. BOASTING A GOURMET KITCHEN WITH BERTAZZONI AND VIKING APPLIANCES, SPARKLING MARBLE AND COUNTERTOPS. THIS CAN BE RENTED FOR A MINIMUM OF 3 MONTHS OR CAN BE AN ANNUAL TERM. Rental Terms: Annual: $8,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
This 4 bed, 3 bath contemporary home is located in the heart of Old Lyme, privately set back from the idyllic Sill Lane down a long shared driveway. Upon arrival you will notice ample space for parking in addition to the 2 car attached garage. As you enter the home under the front covered porch you will find the main level is open and bright with soaring ceilings. The main level features a full, remodeled bathroom with walk in shower, a main floor bedroom, living room, den, updated kitchen and a separate dinning room that would also make a great office / flex space if desired. The upper level has a cozy and bright office, a full bath with oversized tub and remodeled walk in shower. Two bedrooms with vaulted ceilings, the primary has a large walk in closet and private balcony overlooking the back yard. The lower level is a finished walkout with a bedroom, full bath and living room.This home will allow you to spread out and enjoy living on 2.8 acres in a tranquil setting while still being close to the conveniences of town. Easy access to I-95, Old Lyme is located 2 hours in between Boston & NYC.
…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
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
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 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
$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
Step into luxury with this stunningly renovated, fully furnished 1930s colonial, featuring 5 spacious bedrooms and 4.2 stylish baths. Available for a 6 month minimum term, this beautifully furnished home blends classic charm with modern convenience, ensuring a move-in ready experience. Enjoy the Fall days on the newly refinished tennis/pickleball court, perfect for family fun and friendly matches. The expansive backyard offers ample space for relaxation and entertainment. With its prime location and thoughtful updates throughout, this home is a perfect retreat for those seeking elegance and comfort. Rental Terms: Annual: $31,500 Per Month
…By Sotheby's International Realty - Greenwich Brokerage
Discover the perfect balance of peaceful country living and modern comfort at this renovated, partially furnished 3-bedroom, 2-bathroom home, offering approximately 1,550+ square feet of thoughtfully designed living space. Nestled along one of Kent's most scenic country roads on sought-after Skiff Mountain, this inviting residence provides a private retreat surrounded by nature while remaining just five minutes from the charming village of Kent. Filled with natural light, the home features warm hardwood floors, spacious and welcoming living areas, and tasteful updates throughout. A wood-burning fireplace creates the perfect place to gather on crisp New England evenings, while the expansive deck extends the living space outdoors-ideal for entertaining, relaxing, or simply taking in the tranquil woodland setting. A new washer, dryer, and dishwasher have recently been installed, adding everyday convenience to this well-maintained home. Whether you're enjoying the quiet surroundings or exploring nearby hiking trails, local art galleries, boutique shopping, and acclaimed restaurants, you'll appreciate the unique lifestyle that makes Kent one of Litchfield County's most desirable destinations. Available immediately for an annual lease. Tenant is responsible for all utilities. No pets, please do not inquire.
…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
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
Experience the splendor of coastal living with this academic rental, available from October 1st, 2026, through April 2027. Situated in the prestigious Mulberry Point area, this home is a haven of tranquility, offering panoramic views of the Long Island Sound from every room.This residence has been completely renovated in 2022, showcasing an open layout that maximizes the natural light and scenic vistas. The heart of the home is the large kitchen, featuring new stainless appliances that cater to both the culinary enthusiast and the entertainer. Step outside onto the beautiful stone patio, an idyllic setting for both relaxation and social gatherings, with the Long Island Sound as your backdrop. The first floor is thoughtfully designed with convenience in mind, housing a bedroom with a queen-sized bed and an updated full bath. Additionally, the inclusion of a washer and dryer on this level adds to the practicality of the home. Ascend to the second floor to find two more bedrooms: one with a queen bed and the other with three twin beds, each offering updated accommodations and awe-inspiring views of the Sound. This property is not just a house; it's a retreat that promises a unique blend of comfort and natural beauty. Whether you're savoring the quiet mornings with the sound of the waves or stargazing on the patio, this Mulberry Point gem is the perfect academic rental for those looking to immerse themselves in the coastal lifestyle.
…By William Pitt Sotheby's International Realty
Enjoy this meticulously maintained custom-built end unit townhome in the heart of Fairfield. Nine-foot ceilings and gleaming hardwood floors grace both the main and upper levels along with an abundance of natural light. The main level open floor plan features a cozy living room with fireplace, kitchen with custom cabinetry, granite and island seating, plus a spacious dining area and half bath. Upper level includes the primary bedroom suite with walk-in closet plus a second bedroom with full bath. A lower-level bedroom with full bath, French doors and deck could also be used as a home office or gym. Situated on a prime cul-de-sac location with a short walk to train, restaurants, shopping, library and recreation center. Enjoy the lifestyle.
…By William Pitt Sotheby's International Realty
Casual coastal living with a vacation vibe all year long here at Dolphin Cove. Set on the border of Old Greenwich close to Innis Arden Golf Club, the residents of the private Dolphin Cove waterfront community enjoy over 3 acres of lush green lawns, sandy beach, in ground heated pool, tennis and pickle ball courts, clubhouse, boat slips and yacht club. Open concept, bright and crisp interiors enjoy sparkling water views from just about every room. The primary bedroom has a wall of glass overlooking the water, with sliders out to the deck. Two additional second floor bedrooms share a bath. A private ensuite makes for the perfect home office or weekend guest space. An oasis to soothe the soul.
…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
Quiet, wooded living at Quonnipaug Hills in North Guilford, available now. This 2-bedroom, 1.5-bath townhouse rental is set among the trees, with privacy that feels miles away while keeping you in Guilford. The main level has an easy flow: a living room centered on a painted brick fireplace, a dining area with a woven pendant light and sliding doors to a private deck overlooking the woods, and a kitchen with subway tile, stainless appliances, and in-unit laundry just around the corner. A half bath completes the level. Upstairs, both bedrooms have vaulted ceilings. The primary bedroom has a skylight and its own sliding door to a private balcony, and the second bedroom has corner windows looking into the treetops. A full bath serves the floor. A detached one-car garage is included. Step outside to Quonnipaug Lake and the Bluff Head hiking trails, grab coffee and essentials at The Little Store, or stop by Lakeside Feed. Route 77 is a straight shot down to the Guilford town center, the Green, and the shoreline. Heading north, it's an easy commute to Middletown and Hartford. It's located in the Guilford Public Schools district, with all of Guilford's amenities close by. Ready for immediate move-in.
…By William Pitt Sotheby's International Realty
TIMELESS 1910 CHARM MEETS MODERN COMFORT IN DOWNTOWN MADISON! Step into a perfect blend of historic character and contemporary convenience with this beautifully renovated 1910 home in an unbeatable downtown Madison location. From the moment you arrive, the oversized front porch welcomes you to sit back and enjoy the vibrant neighborhood atmosphere. Inside, stunning original hardwood floors and classic vintage features flow throughout a spacious, light-filled floor plan. The expansive living room offers abundant space for gathering, while the updated kitchen provides the modern functionality you need for everyday living and entertaining. Unwind in the cozy sunroom-a serene spot for reading or taking in natural light year-round. Featuring 4 generous bedrooms on the 2nd floor, this home easily adapts to your lifestyle, whether you need dedicated work-from-home spaces or extra guest rooms. Offered partially furnished and situated just moments from local shops, dining, and town amenities, this property delivers the ultimate in-town lifestyle.
…By William Pitt Sotheby's International Realty
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