Middle Beach Road
$8,000
Madison, CT
Rental
Rooms: 14
Bedrooms: 7
Bathrooms: 6.5
Web ID: 24034715
The iconic 118 Middle Beach Road is available for the academic year, offering occupancy for up to 14 people with 7 bedrooms, 5 full baths, and 2 half baths. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living room with views from every angle, and generously-sized screened-in porch! In addition to six of the seven bedrooms, the second floor features a family room perfect for kicking back and soaking in the expansive views! The third floor is a private retreat with the seventh bedroom and enormous recreation room. Outside, sun, sand, and salt-water air await you! Schedule your private viewing today and make Red Top your home for the academic year! Short-term rental also available; please inquire.
Main Street 2101
$8,000
Stonington, CT
Rental
Rooms: 5
Bedrooms: 2
Bathrooms: 3
Web ID: 24064801
Desirable summer rental offered for the first time. Beautiful 1st floor 2-3 bedroom Stonington Borough Condo in mint condition. Granite Counters stunning wood floors, crown molding and an open floor plan. Gas fireplace in the living room, south facing with a large patio for outside enjoyment in the summer months. 3rd bedroom currently being used as a office/den. Primary bedroom suite with a lovely bathroom. The southern exposure gives nice light and lets warm sunshine into the unit. Covered carport for parking, central air. Easy vacation style living, it is a short stroll or bike ride to Dubois beach, all the fine restaurants, specialty boutique shops, art galleries and the Velvet Mill where you can visit the wonderful Saturday morning Farmers Market.
Harbor Avenue
$8,000
Madison, CT
Rental
Rooms: 8
Bedrooms: 2
Bathrooms: 2
Web ID: 24077121
Available for JULY & AUGUST 2025.. Adorable & cozy yearround bungalow in a cul-de-sac, Beach community. 2/3 bedrooms & 2 full baths. Enclosed porch with wrap-around sliders lead out to a deck and nice backyard....freshly painted with some new flooring/carpeting and refreshed bathrooms and kitchen. A sweet place to be. Minutes from Madison Center, commuting routes and restaurants. Lovely sandy beach just a short distance away. Come enjoy the little gem on Harbor Avenue... Also available for just the months of June & Sept at $4,500/each; and academically for $2,800/month... Annually, furnished or unfurnished at $3,500/month
Fillow Street
$8,000
Norwalk, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24049592
Introducing a spectacular split-level home at 295 Fillow Street in Norwalk, CT! This gorgeous home has undergone a complete renovation and is ready for its new tenants to move in and enjoy. With 2,650 square feet of living space spread across three levels, this home has plenty of room for family living and entertaining. With new solar panels and electrical system, no detail has been overlooked in the totally renovated home. The backyard has been beautifully landscaped, including a newly renovated pool, cabana with bar and patio, providing the perfect outdoor oasis for relaxing and entertaining. The 2 car garage has been redone with finished cabinets, epoxy floor and pull down staircase, providing ample storage space. The updated HVAC, insulation, siding, roof, and windows make this home energy-efficient and comfortable year-round. Inside, the home is filled with natural light and features new hardwood floors and carpeting throughout. The updated chefs...
Bishop Lane
$8,000
Avon, CT
Rental
Rooms: 14
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24057736
Welcome to this extraordinary stone and shingle country estate nestled on 70 acres of private retreat, boasting spectacular western views, ponds, a greenhouse, and a horse barn. This meticulously crafted residence showcases exquisite taste with high-end finishes and top-of-the-line appliances in its granite chef's kitchen, complemented by a butler's pantry and dining area. The formal dining room, captivating great room, and masterful living room feature soaring ceilings, slate floors, and two impressive stone fireplaces stretching floor to ceiling. With 7 generous bedrooms and 5.2 bathrooms, including two screened-in sunrooms and ample French doors and Palladian windows, this home invites natural light to flood every corner. Step outside to enjoy the breathtaking views from the extensive slate patio and large deck, perfect for entertaining or quiet relaxation. The finished lower level offers additional living space with a full kitchen, two mud rooms (one with a separate laundry room, shower, and wash...
Ashton Street
$8,000
Bridgeport, CT
Rental
Rooms: 8
Bedrooms: 8
Bathrooms: 3
Web ID: 24080314
Discover this fully renovated single-family rental home in the desirable North End of Bridgeport. This spacious 8-bedroom, 3-bathroom home provides a modern and comfortable living space, perfect for tenants seeking a convenient and stylish residence. The updated kitchen features modern appliances, while the bright living and dining areas create an inviting atmosphere. Additional highlights include a partially finished basement for extra storage or recreation, off-street parking, and a private backyard for outdoor enjoyment. Located near Park Avenue, shopping centers, universities, public transportation, and major highways, this home provides easy access to everything in the area. Don't miss this excellent rental opportunity in a prime location! Schedule a showing today!
Kirock Place
$7,950
Westport, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 24077313
Enjoy the Summer in Westport!! Beautiful home located in the Greens Farms section of Westport. Spacious living room, hardwood floors throughout, deck overlooking stream, waterfall, and stainless steel appliances. House available from June 20th to Sept 2nd. Enjoy everything Westport has to offer.
Newtown Turnpike
$7,800
Westport, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24070760
Single family home with pool on approximately an acre of land available for rent. Grounds have a heated pool and two pool cottages / offices. Home is light and airy with hardwood floors throughout - there is no carpet anywhere. Home has three bedrooms and two bathrooms renovated with Waterworks and Restoration Hardware fixtures. One bathroom is en suite and has a remodeled shower with glass door and the other bathroom has a jacuzzi tub in it with chromotherapy lights. The kitchen is petite yet has top of the line stainless steel appliances for gourmet cooking - a Viking gas stove, a Miele dishwasher and a large LG refrigerator. The living room / dining room area is more like a great rook with soaring ceilings, a cozy stone fireplace and a wall of windows welcoming in the afternoon sunlight. Farrow & Ball paints have been used throughout the home...
N Pasture Road
$7,800
Westport, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4
Web ID: 24077849
This bright and spacious contemporary home is nestled at the end of a sought-after cul-de-sac, offering both privacy and convenience. Featuring 5 bedrooms, 3 full and 1 half baths, and a flexible three-level floor plan, this home is designed for modern living. Ideally located within walking distance to top-rated Bedford Middle School and Staples High School renowned for academic excellence and exceptional extracurricular programs. Beyond its prime location, the neighborhood offers a wealth of amenities, including Wakeman Town Farm, a vibrant community space with educational workshops, gardening and programs for kids and adults, and opportunities to connect with farm animals. The expansive 1.18-acre flat, dry lot provides ample outdoor space, while a multi-tiered deck and newly upgraded patio create the perfect setting for entertaining. Residents can also enjoy easy access to Compo Beach, Longshore Golf, swimming, and tennis, experiencing the best of Westport's renowned coastal lifestyle.
Bend Of River Lane
$7,800
Stamford, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24080268
LOVELY WESTOVER AREA. NEAR GREENWICH BORDER, END OF QUIET CUL-DE-SAC ON THE MIANUS RIVER W/PLEASANT VIEWS. FULL OF LIGHT, SPACIOUS SIZE ROOMS GREAT FOR FAMILY LIVING & ENTERTAINING. PARTIALLY FINISHED LOWER LEVEL W/SLIDERS TO BACK YARD. WHOLE HOUSE GENERATOR, WHOLE HOUSE SURGE SUPPRESSOR, SEC SYS W/SMOKE ALARM & COLD ALARM. 7 MINUTES TO DOWNTOWN & RR STATION. Owner will have things in the attic. Room for tenants to have space also.
4 Bend Of River Lane
$7,800
Stamford, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 122250
LOVELY WESTOVER AREA. NEAR GREENWICH BORDER, END OF QUIET CUL-DE-SAC ON THE MIANUS RIVER W/PLEASANT VIEWS. FULL OF LIGHT, SPACIOUS SIZE ROOMS GREAT FOR FAMILY LIVING & ENTERTAINING. PARTIALLY FINISHED LOWER LEVEL W/SLIDERS TO BACK YARD. WHOLE HOUSE GENERATOR, WHOLE HOUSE SURGE SUPPRESSOR, SEC SYS W/SMOKE ALARM & COLD ALARM. 7 MINUTES TO DOWNTOWN & RR STATION. Owner will have things in the attic. Room for tenants to have space also.
21 Ferris Drive
$7,777
Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 122120
Charming 4 bedroom, 3 bath Gambrel-Style home in sought after community of Old Greenwich. Ideal location just minutes from Binney Park, train station, vibrant village center and Tod's Point Beach. Home features sun filled living spaces, open concept kitchen/dining space, hardwood floors, and a cozy living room with fireplace. Walkout basement perfect for storage and extra usable space. Yard features plenty of space, a great deck and carport, and a shed/playhouse with electricity that can be imagined into anything you need. Finished basement square footage not included in the total per the tax card.
Matthew Tallett
(203-869-8100
Litchfield Turnpike
$7,700
Washington, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 4
Web ID: 24069861
$7900/month for remainder of academic season 2025. $8500/month annual. $25,000/month summer 2025. Fallen Fence is a historic center hall colonial is located on 40 acres has modern day amenities including a large Chef's kitchen and a full first floor bathroom. The spacious dining room seats up to 12. The large 2nd floor primary suite features a newly renovated bath and private lanai which overlooks the pool and ponds. There are two additional bedrooms on this floor with a new marble bath & a laundry room with built-ins. The third floor contains 2 additional bedrooms that share a marble bath. There is a den with large screen t.v. and wood burning stove, a formal living room with a gas fireplace and a 4 season sunroom with heated floor, breakfast table and lounge furniture. The property is completely private for your enjoyment and utterly whimsical with a large, heated pool set amid...
Kings Highway
$7,600
Fairfield, CT
Rental
Rooms: 10
Bedrooms: 3
Bathrooms: 3.5
Web ID: 24068629
Located in Southport's highly desirable neighborhood, this renovated colonial home on 0.32 acres, has four levels of exceptional living space. Designed with an open floor plan, abundant natural light, and beautiful hardwood floors throughout, the property is ideal for modern day living. A stone staircase leads to a charming bluestone patio and covered porch, creating an inviting entry where modern comforts meet timeless character. Inside, the thoughtfully planned layout allows for effortless flow between rooms, making it perfect for everyday living and entertainment. The bright, contemporary kitchen impresses with high-end stainless-steel appliances, marble tile, custom cabinetry, and a spacious island with seating is an ideal gathering spot for family and friends. Additional features include a mudroom and space to finish a butler's pantry. The open and airy living room, framed by large windows and polished hardwood floors, provides a relaxing and welcoming space. The primary bedroom suite is a private...
Tuxis Road
$7,500
Madison, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24082370
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 1, 2025 - June 30, 2026. 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...
Sandy Beach Road
$7,500
Goshen, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24081793
Available for June only. Summer time at the lake! Large open floor plan and direct water front. Spacious kitchen overlooks dining area and access to screened in porch. Den with daybed, desk and full bath also on first floor perfect for guests. Upstairs you'll find four bedrooms and a full bath all with plenty of closet space. Full unfinished basement. Available June 1, 2025 through June 30, 2025. Fantastic location minutes from hiking trails, wineries, restaurants, shops and all Goshen and Litchfield have to offer! Only 2 hours from New York and Boston! Agent/Broker/Owner related.
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