Dover Plains NY Real Estate & Homes for Rent

This is a furnished SUMMER RENTAL for $8,000 per month of July and/or August, or $14,500 for both months. Located in beautiful Litchfield County, antique lovers will delight in this absolutely charming C. 1836 renovated Colonial with original wide board flooring, 3 fireplaces, built-ins and preserved vintage detailing throughout. Tremendously appealing and sited on a beautiful 2.34-acre lot encompassing lovingly maintained gardens and a picturesque open field/yard. Many recent updates include stylish kitchen and bathroom upgrades and the addition of a beautiful screened in porch. This is a gem of an antique home in historic Gaylordsville - minutes south of the destination village of Kent, CT. Located within 90 minutes of Manhattan with convenient access to all Litchfield County amenities as well as the Berkshires and nearby areas of NY State. Minutes to Metro North trains and close to shopping and restaurants in both Kent and New Milford.

Charming colonial cottage with a rich history! Rumor has it that George Washington may have hoisted a pint of ale or two in the house when it was a Tavern in the 1700s. With a location across the street from the Housatonic River, the house offers a pleasant and scenic environment. The thoughtful and complete remodel of the home makes it move-in ready. The all-electronic package in the kitchen, including a glass-front refrigerator, adds a modern touch to the property. The addition of 3 brand new "mini split" HVAC units for heating and cooling ensures comfort throughout the house. The upstairs of the cottage has some delightful features, such as a generous primary bedroom with vaulted ceilings, sliding barn door, and hardwood floors, creating a warm and inviting space. The primary bathroom adds a touch of luxury with a soaking tub, separate shower, and even an in-wall fireplace, offering a relaxing retreat. Just a 90 minute drive from NYC & accessible by train. Walking distance from a local tavern and deli. Less than 10 mins to Sherman and Kent. 15/20 mins to New Milford and Pawling. 30 mins to Washington and Cornwall. Local stunning scenic hikes & drives. Pets will be considered Available August 1, 2024 Includes 2x/month cleaning service (clean sheets, towels, lite cleaning) Note: Studio above the garage and the garage are not available for lease.

Amazing Academic Year 2024-25 rental opportunity - This modern masterpiece enjoys spectacular sunset views that stretch to the Catskill Mountains in the distance. Entering the home, one is greeted by a floating steel and glass staircase and is drawn to the living room highlighted by a two-story wall of glass as well as handsome exposed beams. The sleek kitchen with island opens to an eating area as well as a wonderfully spacious covered porch that overlooks the pool area. A formal dining room, den with fireplace, main floor bedroom with private bath, powder room, and mudroom round out this level. Up one, you will find the primary bedroom suite with private bath, two ensuite bedrooms, and a dedicated laundry room. The third floor of the home is finished and includes a sitting area, kitchenette, half bath and bedroom. Available for the 2024-25 Academic Year for $10,000/month.

Modern in the Litchfield Hills - This modern masterpiece enjoys spectacular sunset views that stretch to the Catskill Mountains in the distance. Entering the home, one is greeted by a floating steel and glass staircase and is drawn to the living room highlighted by a two-story wall of glass as well as handsome exposed beams. The sleek kitchen with island opens to an eating area as well as a wonderfully spacious covered porch that overlooks the pool area. A formal dining room, den with fireplace, main floor bedroom with private bath, powder room, and mudroom round out this level. Up one, you will find the primary bedroom suite with private bath, two ensuite bedrooms, and a dedicated laundry room. The third floor of the home is finished and includes a sitting area, kitchenette, half bath and bedroom. Available Summer 2024 for $25,000 for June, $35,000/month for July and August, as well as on a weekly basis for $10,000.

Welcome to Twin Lakes Cottage! Available monthly June-Sept. This stunningly restored 1930s a-frame stone cottage on a private lake in West Mountain State Forest features a new deck, patio, soaring skylights, 21' tall wood-burning fireplace, brand new custom kitchen & bath, and rests on a hillside with 180 degree views of two lakes. Designed as an artists' studio, the home offers a modern yet rustic aesthetic. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility. The exterior features a bluestone patio, fire pit, propane grill, and stone pathway leading directly to the private community lake for swimming, kayaking, and fishing. Bike riding & hiking trails nearby. Fully furnished and fully stocked kitchen. Hair dryer, body wash, shampoo, conditioner, and toilet paper supplied. Bi-weekly cleaning included. Sleeps up to 4; a queen size mattress in the bedroom loft and a queen size air mattress in the basket next to the couch.

Available July or August at $29k 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 children's playground, large wooden deck ideal for relaxing. Beautiful Pastoral Area... The ultimate in Vacation Homes!

Escape the city and find tranquility with this rare summer rental opportunity with access to the serene and swimmable 85-acre South Spectacle Lake, one of CT's premier lakes. This charming home offers an idyllic shared waterfront with beach, tennis courts, and clubhouse. The beautifully-decorated Cape exudes cheerfulness, set on 8+ scenic acres of natural beauty. Inside, you'll find hardwood floors, two fireplaces, and 9' ceilings, creating a cozy and inviting atmosphere. The well-equipped kitchen with a propane cooktop and walk-in pantry opens to a family room with a wood stove and French doors leading to a private rear patio. The main level also features a living room with fireplace, formal dining room, and private office, providing ample space for relaxation and work. Additionally, the lower level boasts a ping pong table for added entertainment. Rental includes private lake rights, boating equipment, and access to community clubhouse amenities such as ping pong table, couches, changing/shower rooms, and tennis courts. Located just 90 minutes from Manhattan in the picturesque town of Kent, this property offers a perfect blend of country and lake living for a memorable summer in the Litchfield Hills. Available from Memorial Day Weekend through Labor Day Weekend.

Beautifully updated 1700's Colonial in Gaylordsville. Enjoy easy access to the shops and restaurants of Kent or the New Milford Green. This incredibly tasteful house combines antique charm with a modern flair. The house is great for entertaining or relaxing by the pool. Currently set up as a 4 bedroom with 5th private office space. Rental terms are flexible. $17,000 for any month or months desired.

Amidst the rolling hills of Kent, Connecticut, a haven of tranquility awaits. Tucked away from the bustle of city life, yet close to town, lies a single-family compound on Treasure Hill - a true gem waiting to be discovered. Spread over three sprawling acres of verdant landscape, this sanctuary offers a retreat unlike any other. With four bedrooms and four full baths spread across 3,400 square feet of comfortable living space, there's room for everyone to find their own peace and quiet. Step inside to discover a contemporary masterpiece, thoughtfully designed to blend seamlessly with its natural surroundings. From the airy living spaces to the cozy bedrooms, every corner exudes a sense of serenity and calm. Available for an annual lease, this property presents a rare opportunity to immerse yourself in the tranquil beauty of Kent, beginning this summer and beyond. Seeking a year-round retreat or longer? Long term lease terms can be considered for the right lessee. And for those with furry companions, rejoice - this property is pet-friendly, ensuring that every member of the family can enjoy the idyllic surroundings to the fullest. Don't miss out on this offering - come experience the unparalleled peace and quiet of Treasure Hill for yourself.

AVAILABLE STARTING AUGUST 1 2024. Ask about other dates. Also offered 3/5/2024-6/30/2024 at 5500 per month plus expenses. Complete privacy with remarkable distant views from this immaculate South Kent property on 16+/- acres. 3 bedroom main house plus 1-2 bedroom guest house. Incredible long views from open Living Room-Dining Room-Kitchen with stainless steel cabinets and appliances. Fabulous stone fireplace in Living Room. Gunite heated pool directly off house. Just minutes to Kent, New Preston, Lake Waramaug and Bulls Bridge Golf Club. Surrounded by estates in one of South Kent's prettiest locations.

Summer 2024 Rental - $10k/Month: June/July/August. Uber Stylish 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. Elevator. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to Metro North; Proximate to Lakes & Area Attractions.

A private sanctuary, set upon a hilltop surrounded by 11 plus acres of woods, offers a gunite pool and endless outdoor entertainment. The perfect Dutchess County get away. This turnkey contemporary offers open floor living, an abundance of natural light and easy comfort living. Upon entry one steps through a cozy screened porch to the heart of the home, the living and dining rooms with stone gas fireplace both flanked by expansive outdoor decking. The sunporch toward the back of the home provides peaceful quiet moments with nature. The first floor's primary suite is a gem, with walk in closets and spa like bath. Ascend to the second floor where two ample bedrooms share a jack and jill bath. A private lofted office finishes off this floor. A large two car garage, private trails and woodlands assure that this home will not disappoint your expectations. Convenient to the Taconic Parkway, a short drive to the village of Millbrook, and 90 minutes to NYC.

A special setting! Five-room cottage in excellent condition, privately situated on a working farm. Free picking provision of sweet corn and garden vegetables when in season. Ideal for someone who enjoys farm activity and country living. No smoking allowed in cottage. A pet dog will be considered on a case-by-case basis. References and credit report required.

$6000 per month or $10,000 from 07/08/2024 - 09/02/2024, all inclusive. Wonderful, private farmhouse with open living space, fireplace in living room, newly finished wood floors, renovated bathrooms and first floor bedroom and bath. There is a family room with large flat screen tv, dining area, and two car garage. Upstairs, there are two bedrooms and one full bath. Lovely 1.51 acre setting with brook, back terrace, mature plantings and stone walls.

Fantastic furnished rental in the heart of Millbrook Hunt Country. Easily move right in to this getaway that is truly a respite for anyone seeking the peaceful solitude that comes with the sights and sounds of nature. This is a single bedroom cottage, fully renovated and updated for modern living. The rental includes heat, air conditioning, electric, wi-fi, house cleaning and garbage pick up. The owner will take care of all groundskeeping and snow removal, provide and stack firewood for the house and two firepits, and maintain and fill oil lamps. The house was renovated for comfortable living and has been stylishly furnished and decorated, inside and out. Sit in the screened-in porch or on the beautiful patio with stone walls and built-in grill for cooking out. One can even watch TV outdoors on the patio where a screen is located within the landscaping. Walk down the trail to a tranquil pond setting with an outbuilding made for relaxing around. The tenant will have a garage space in the 3 bay detached garage. If you have been looking for a quiet getaway, this is a must see!

Cozy 3 bedroom Apartment 1 bath on mint condition .Rent includes all utilities ,heat hot water ,and septic ,parking ,lawn maintenance and snow removal .Hard wood floors as seen ,updated kitchen ,enclose porch ,private backyard .Close to town ,Taconic Parkway ,Route 84 ,20 minutes to metro north 10 minutes to the town. Do to other tenants on the property Landlord requires are rug over the hard wood floor .Landlord requires credit and background check .1 month rent ,1 month security and 1 month brokers fee up at signing the lease .No dogs ,no pets .no smoking on the premise due to allergies issue. Landlord requires the tenant to have rentals insurance. Enjoy the beautiful relaxing backyard .Tenant must make combined $100,000 per year.

AVAILABLE JULY 2024 @ $24,500. Enjoy endless views in South Kent. Open chef's kitchen, dining, family room. Formal living room with wood burning fireplace. Large media room with Peloton. 5 bedrooms, 3 baths. Central A/C. Heated, salt water pool with renovated pool house complete with new bathroom and outdoor shower. 15 minutes to the eateries, chic shops, amenities and hiking in Kent and the Villages of Washington. Minutes to Lake Waramaug. 1 hr 45 minutes to NYC. 30 mins to Metro North train service.

Internationally reknowned interior designer decorated, this center hall Colonial offers historical charm with glamorous sophisticated style and contemporary amenities of a chef's kitchen, sound system, central air, generator and a divine heated pool. Perfect for entertaining with a pastoral setting for outdoor dining. The house overlooks two ponds, rolling meadows and a forest teeming with wildlife. It is an oasis just minutes from the Taconic and the town of Millbrook. Available from Memorial Weekend through September. A dog with references is permitted.

Available starting October 1, 2024. Comfortable 3 bedroom, 2 bath Sharon rental minutes to the center of town. Enjoy a true mid-century modern house on a quiet country road. Once inside, stairs lead up to a spacious living room with a pleasant circular flow into the dining room and kitchen. Primary and secondary bedrooms with full bath on the main floor with 3rd bonus bedroom with twin beds upstairs. Just up the road from the Sharon Audubon Center, hiking trails and many farm to table restaurants. Enjoy the Sharon Playhouse during the summer months, Mudge Pond for swimming and easy access to surrounding towns for dining and shopping. Close to area private schools: Hotchkiss, Millbrook School, Kent School and Indian Mountain School.

Available $25k/month summer. Lilac Cottage is the perfect country rental and close to town. All new bathrooms just completed. Perfect and private rental all on one level. 3 bedrooms, 3.5 baths. Primary suite with french doors leading to blue stone patio and Jacuzzi tub with separate shower and double sink. Guest bedroom with new, en-suite bath. Additional bedroom with it's own new bath. Large living room with flat-screen. Dining room with french doors to patio. Newly renovated chef's kitchen with breakfast bar and 1/2 bath and new, four season sunroom overlooking the private gardens and pool. 2 car attached garage. One level living with great flow. Fire pit and generator complete the package. Minutes to town with gourmet grocery, shops and dining. Enjoy Mudge Pond as well. Quintessential New England at it's best!...

Magical! Available for Summer months at $5k per month. Consummate Connecticut Antique home which has been recently updated with vaulted ceiling in the main level primary bedroom suite. Update appliance. The is as spectacular stone terrace and perennial gardens which are a great place to relax and get away from it all! Lake Waramaug is close by along with Kent Hollow Farm and great walking and hiking trails! 6 minutes from New Preston for great restaurants and shopping ... Just 10 minutes from Kent Center!

AVAILABLE from Memorial day through Labor day at 25k plus utilities. Enjoy the Summer in the Country at this charming, well-maintained 1768 antique Cape Cod. The house sits on 15+/- acres just minutes from Sharon town center. The main house has 4 bedrooms, 2.5 baths, many original features and 3 wood burning fireplaces. The large kitchen boasts a Viking range, Traulsen refrigerator, Corian counters and pantry. Formal Dining room, Living room and Media Room with bar. The screened in sunroom looks out to the beautiful backyard and offers both ping pong and pool tables. In ground gunite pool with pool house. Great privacy and serenity. Central air and generator. 2 hours drive to NYC. Easy and convenient 15 minute drive to Metro North train station.

Sharon, CT - Nature is your neighbor in this welcoming 3 bedroom 1.5 bath home nestled amongst tall trees and rolling hills of countryside providing tranquil living with picturesque surroundings. Enter through the open kitchen with ample cabinets and counter space featuring a brand new energy-efficient wood burning stove & dishwasher. Adjacent to the kitchen is the open LR w/cathedral ceiling that is showered with abundant natural light through skylight windows. Next to the LR is a first floor primary bedroom with its own outdoor privacy entrance. Full bath & laundry on main level. Upstairs are 2 generous sized bedrooms & a large 1/2 bath. Propane utilities & wood burning stove keep heating costs minimal. Cooled by window AC & ceiling fans. Electric Vehicle Charging Station on Premises. Experience life in peaceful Sharon - outdoor hiking just minutes walk from the home @ sharonlandtrust @ Sharon Audubon, entertainment @ Sharon Playhouse @legamin @theedward, lazy days @ Mudge Pond. Library & Hospital in town. The surrounding area offers quaint cafes, antiques shopping, lakes, rivers, waterfalls, local private schools, Lime Rock Park, bustling country town of Millerton, NY within 10 miles, or just stay home in your lovely surroundings. Unfurnished, yearly rental, available June 1st. NYC 2hrs by car

Experience the allure of a meticulously renovated and maintained 1785 farmhouse, showcasing 2 bedrooms, 2 baths, and genuine wood floors. The deck offers breathtaking views of the surrounding countryside, providing a perfect retreat. Conveniently situated for easy access by car to Millerton, Sharon, CT, Amenia, and the Wassaic Train Station. Nearby activities include biking, hiking, skiing, golf, and sport shooting. Immerse yourself in the local bounty from farm stands and markets. Please be aware that pets are not permitted.,AboveGrade:1029,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,FLOORING:Tile,Wide Board,Wood,FOUNDATION:Concrete,InteriorFeatures:Beamed Ceilings,Other School:PRIVATE,OTHERROOMS:Laundry/Util. Room,OwnerPays:Fire Insurance,Maintenance,Sewer,Taxes,Water,RentalTerm:ONE YEAR LEASE,ROOF:Asphalt Shingles

August 2024 Furnished Rental! Spectacular Sunrise Views Of Mountains & Meadows! - This perfect 5 bedroom, 5 Bath Home with a stunning gunite pool on almost 5 acres has the finest views in Litchfield County & is surrounded by large tracts of state land. A private driveway off a quiet road in peaceful New Milford leads to this conveniently located hidden haven. The chefs kitchen & living room has a desirable open floor plan, french doors open to the porch, & all have expansive and breathtaking views. To round off the first floor, a perfectly sized library with built-ins & pool table, a dining room, a spacious laundry room, intelligently designed powder, & a separate shower room both with exterior access to the pool area & a mudroom you've been dreaming of connecting to the 2 car garage. The second floor boasts a spacious primary suite with king bed & sitting porch overlooking the view, a generously sized walk-in closet, & an ensuite bathroom with a soaking tub & separate tiled shower. 2 additional bedrooms on this floor with queen & king (2 twins) share a bath with one set up as an ensuite. The king bedroom has a standing desk for quiet work with a beautiful view. The third floor has 2 spacious ensuite bedrooms each with queen bed, built-in dressers and a separate nook with a desk. Each bathroom has a single vanity and tiled shower. The outdoor porch, in-ground pool, & pool patio are ideally situated overlooking rolling hills & meadows as far as the eye can see, & vast skies.