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Rental Property at Sleepy Hollow Road, Westport, Connecticut - Bedrooms: 4 
Bathrooms: 5 
Rooms: 10  - $25,000 MO. Previous PhotoNext Photo

Sleepy Hollow Road
$25,000

Westport, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 5
Web ID: 24060544

Incredibly located in Greens Farms, the prized estate setting of Westport, this customized luxury home showcases an array of thoughtful and luxurious upgrades. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3...

(203) 253-1800

Scout Trail
$25,000

Darien, CT
Rental
Rooms: 14
Bedrooms: 6
Bathrooms: 7
Web ID: 24058211

Oasis found at this stunning fully furnished Colonial home perched on top of a hill at the end of a cul-de-sac. This custom 6 bedroom home was built by one of the town's finest builders, Doherty & Deleo. The large eat in gourmet kitchen with an oversized island and butler pantry offers the finest appliances and finishes for you and your guests to enjoy. Relax by the fire in the family room. Retreat to the primary suite with vaulted ceiling, fireplace and walk-in closet. There are 4 additional bedrooms on the second level. Enjoy the professionally landscaped yard complete with a built in fire pit. There is a detached pool house for additional flex space for guests, home office or gym. This house is available from December 15th until March 31st 2025.

(203) 253-1800

Rowayton Avenue
$25,000

Norwalk, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24002614

Memorial Day weekend- June 30: $25,000; September: $17,500. Please inquire for additional months. Not available for the full year. Enjoy Rowayton living in the Frederic E. Lockwood House (circa 1897). This designer renovated Victorian has amenities galore - a gorgeous in-ground pool with dramatic landscape lighting and sculpture; an entertaining deck with gas grill and seating overlooking the property; and modern eat-in kitchen/ family room with marble counters; Viking range; and fireplace just steps away. Completing the main level, you'll be delighted by the office, dining room, and living room with door to the front porch, featuring a relaxing swing - the perfect spot for an afternoon refreshment. Upstairs, is a grand primary master suite with fireplace, ensuite bath with double sinks, and walk-in closet. Also on this level, are two additional bedrooms plus a hall bath with laundry. On the third floor/ attic level, there is a sweet...

(203) 253-1800

Parkview Road
$25,000

Norwalk, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 2
Web ID: 24078683

Summer in coveted Bell Island, Rowayton. A true beach house with beautiful water views from every room. Steps from two private LI Sound beaches available only to Bell Island association members, East Beach and South Beach. Directly across the street from private Clarke Park. 4 Bedroom, sleeps 10 (1 king, 2 queens, 4 twin beds). Open concept living-dining room, updated kitchen, dedicated office space, and a magical third-floor retreat [work, read, paint overlooking the water]. Stroll into Rowayton Village to sip coffee at Arden's, indulge in fresh lobster at The Restaurant, or explore local art at The Rowayton Arts Center. This chic coastal enclave, just 40 miles from NYC, offers an instant sense of community with an effortless summer vibe. Kayaks & bicycles included.

(203) 253-1800

Old Roxbury Road
$25,000

Roxbury, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 5.5
Web ID: 24080130

Available for $75,000 for Summer 2025 and $15,000/mo for 2025/26 school year. Enjoy Modern Luxury in Connecticut's Countryside. The meticulously renovated 4-bedroom residence seamlessly blends the original mid century architecture with contemporary sophistication. Enter on the main level with 2 bedrooms and 2 full baths, sauna, foyer, powder room and media room with large screen tv and bar. Upstairs you're greeted by soaring ceilings and quality finishes that further establish the home's distinctive character. The great room features a fireplace, tv, dining for 8-10, gourmet kitchen and windows that frame pastoral views of the Litchfield Hills. The Great Room walks out to a covered porch with lounging, dining table and bbq. The primary bedroom with its luxurious 4 piece bath and an additional bedroom/bath complete this level. Brand new designer furnishings create sophisticated living spaces throughout. There is also an electric car charger. 10-12 minutes to the charming village centers...

(203) 253-1800

Old Roxbury Road
$25,000

Roxbury, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 4
Web ID: 24080336

Available Summer 2025 at $75,000 and school year 2025/2026 at $10,000/mo. Perched high on a scenic Roxbury hillside, this brand new 3-bedroom home represents true luxury living. The architecture seamlessly integrates nature and light with huge walls of windows with inbedded screens. The two embedded James Turrell light sculptures transform the living experience into an ever-changing meditation on color and space. The open floor plan maximizes the intimate spaces and enables easy entertaining. A gourmet kitchen serves as both functional workspace and visual centerpiece with custom cabinetry, countertops, and professional-grade appliances. The great room hosts dining for 8, spacious seating area with large screen tv and uber chic floating fireplace. The main floor is completed by the 3rd bedroom with its own private bath and a powder room. Upstairs features the primary bedroom with its spa-inspired bathroom with soaking tub overlooking private woodland views as well as the second bedroom/bath...

(203) 253-1800

North Street
$25,000

Roxbury, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24076203

Available Month of August at $25k. Spend a perfect summer month in this Gorgeous Connecticut Antique Edson Bradley Estate, beautifully updated 3 bedroom antique home, with an additional 1 bedroom guest apartment in the nearby renovated barn, a gunite pool with views west, apple orchard and a lovely park-like setting. The 3 bedroom home main house offers open kitchen to Conservatory for great light and family along with living room and library. Just a short drive to Roxbury Center, and privately sited with a grove of pine trees. Close to Roxbury Land Trust's gorgeous hiking trails, the Shepaug River and Maple Bank Farm, and just minutes away from Washington Depot, New Milford and Woodbury for great shopping and restaurants!

(203) 253-1800

Mansfield Avenue
$25,000

Darien, CT
Rental
Rooms: 14
Bedrooms: 5
Bathrooms: 7
Web ID: 24079438

Looking to get away this summer? Explore all that Darien has to offer in this gracious colonial located one mile from town and the highly anticipated Corbin District project featuring new shops and restaurants. Set within a beautiful waterfront community with two area beaches life in this home will be a welcome respite! Beautiful new gourmet kitchen with breakfast room adjacent to family room, amazing outdoor oasis ... pool, outdoor shower, terrace with ample seating and fireplace overlooking private backyard. With multiple recreation spaces and work from home areas - this property checks all the boxes. One mile to train makes a trip to the city a breeze! Available furnished for the months of June, July and August. (Homeowner is offering use of entire home except one bedroom/bath).

(203) 253-1800

Lake Road
$25,000

Warren, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24080163

Avail @ $25,000 May 16- June 30. This one of a kind Lake Waramaug property offers lake access with a dock and maintains complete privacy and tranquility on over 30 acres. The property features an antique barn, gracious lawns and is surrounded by land trust trails for hiking. It is situated just off the lake with a short level walk down the driveway to the dock and a short drive to the town beach. It is also just a mile from the picturesque village of New Preston with its world class shops, wine /pizza bar, and local produce/takeout options. The stylishly furnished main house has 4 bedrooms, each with a queen bed and 3 full baths. The sunroom opens to a terrace which overlooks a serene private pond, 100+ year old trees and sunset views. The stunning Party barn has a vintage bar, seating area, dining table and ping pong....

(203) 253-1800

Indian Trail Road
$25,000

New Milford, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 6
Web ID: 24058089

Memorial Day thru Labor Day 2025 @ $75K. Sophisticated Barn-Style retreat in completely private Merryall location just 10 minutes to the chic shops of New Preston. Renovated to perfection and stylishly decorated. Open floor plan with dramatic floor to ceiling windows. Huge chef's kitchen with pantry, top of the line appliances, wine fridge, 3 ovens, 2 dishwashers, 2 sinks, large center island and breakfast nook. Luxurious master suite with his/hers baths. 5 bedrooms, 5.5 baths. Spacious office/library Media room with uber comfy lounging couches. Deck and screened porch with panoramic views over pond, stone walls and mature trees. Fully irrigated gardens. Gunite Pool is large enough to play or float in and easy to heat as a jacuzzi. Enjoy the immaculate oasis with complete privacy, you will only hear the sounds of nature.

(203) 253-1800

Dolphin Cove Quay
$25,000

Stamford, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24074381

Spectacular home with pool located at the very tip of Dolphin Cove peninsula. This unique site offers the rare opportunity to experience both the breathtaking sunrise views to the east and the magnificent sunsets to the west. The home is located in the private Dolphin Cove featuring a deep water marina, sandy beach, two pools, tennis and pickle ball court and club house. The home is designed to capture the beauty of the waterfront featuring a wide-open floor plan and walls of glass opening to a pool and oversized deck perfect for alfresco dining, toasting the sunset or simply a place to relax and enjoy the beauty of the waterfront and marine activity.

(203) 253-1800

551 Riversville Road
$25,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121457

Serenity and privacy abound in this sprawling 5.5+ acre Back Country spread. Expansive contemporary home boasts a spectacular light-filled living room with fireplace, wet bar, and vaulted ceiling. The spacious chef's kitchen/breakfast room is adjacent to dining and living rooms for easy entertaining. Library, guest bedroom, and exercise studio are conveniently located on the main floor too. Upstairs find the sumptuous Primary Suite with bedroom, luxury bath, and sitting room. Private terrace to savor the gorgeous views. Two additional bedrooms and laundry room with cedar closet. Lower level with additional 2190 sf offers a full in-law/guest suite with bedroom, bath and kitchen/fam room with access to yard. 3-car garage, heated pool/spa. Convenient to schools, shopping, and I-684.

(203) 253-1800

258 Dolphin Cove Quay
$25,000

Stamford, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122049

Spectacular waterfront with pool located at the very tip of Dolphin Cove peninsula. The unique site offers the rare opportunity to experience both the breathtaking sunrises to the east and the magnificent sunsets to the west.. The home is located in the private Dolphin Cove Association featuring a deep-water marina, pool, tennis court, pickleball court private beach and clubhouse. The home is designed to capture the beauty of the waterfront featuring a wide-open floor plan and walls of glass opening to a pool and oversized deck perfect for alfresco dining, toasting the sunset or simply a place to relax and enjoy the beauty waterfront and marine activity. Offered furnished.

(203) 253-1800

253 Tophet Road
$24,900

Roxbury, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 4
Web ID: 170360309

Restored 3-BR Victorian Cottage with pool/spa/hot tub with wonderful gas barbeque stone terraces. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and Wall Street executives. Relax or dine poolside surrounded by hedges and blue hydrangea. Specimen trees, enough flowers to keep vases full. Large wood burning fireplace. SUMMER June - August $24,900/month; Memorial - Labor Day $59,900 OFF-SEASON September - May $11,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL: $129,000. Ask about other terms. INQUIRE to include Pool House- see separate listing for 253B Tophet.

(203) 253-1800

253 Tophet Road
$24,900

Roxbury, CT
Rental
Rooms: 2
Bedrooms: 1
Bathrooms: 2
Web ID: 170558652

Large Vaulted Pool House. King BR + BA,Trundle BR/BA - King Bed or 2 Twins. Chef's Kitchen. Covered BBQ. Deck Overlooking Pool.Garage. SUMMER June - August $24,900/month Memorial - Labor Day $59,000; OFF-SEASON September - May $10,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Possible to rent with Main House with its own plunge pool. See listing for 253 Tophet. Inquire for other/shorter rental terms.

(203) 253-1800

110 Shearer Road
$24,900

Washington, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 3
Web ID: 170305917

Restored country cottage furnished with antiques, fine furnishings & oriental rugs. New gunite in-ground pool and terrace. Wonderful scenic dirt road walking or bike riding through historic estate neighborhood. Relax or dine with a bbq on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.SUMMER June - August $24,900/month; Memorial - Labor Day $59,900; OFF-SEASON September - May $11,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Inquire for other/shorter rental terms. Renovated Cottage. 3 Bedrooms including Vaulted Master with private bath. New eat-in Kitchen, Living Room and Dining Room with Fireplaces. Light filled with distant views from the second floor. Surrounded by large estate on quiet country road. Also available for rent seasonal, academic year, summer 2019

(203) 253-1800
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