Dover Plains NY Real Estate & Homes for Rent

Spacious one bedroom accessory apartment located off a quiet country road in a beautiful setting. Great natural light, new windows, new bamboo floors. Sliding doors off the living room lead to a deck and fantastic yard. The primary bedroom has a large en-suite full bathroom. Nice sized kitchen, separate laundry room with washer and dryer and half bath complete the unit. Heat is included in the monthly rent. Pets are welcome. The unit has 200 amperage service and central air conditioning. Storage available in the attic. Ideal location, five minutes to Metro North, restaurants, and shopping in Wassaic and Amenia. Less than 15 minutes to Kent, CT another chic fabulous town with shopping, stores, and restaurants.

Academic rental. Inquire for summer pricing. Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389 acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two hours from New York City, access is via a private gated road that winds through trees, past old stonewalls with glimpses of open meadow and a serene pond. Spacious rooms perfect for entertaining include a large great room with a soaring peaked ceiling and a 20' stone fireplace, a sun-filled formal dining room with three exposures and a huge chef's kitchen with a massive stone fireplace and adjoining catering kitchen, a marble paneled powder room and mud room. Beautiful reclaimed chestnut floors, exquisite detailing and numerous banks of windows and French doors make this an unparalleled home. The master bedroom suite--which includes paneled library, separate office workspace and large bathroom and dressing areas--is located on the first floor in a private wing of the house. Of course, there is a billiard room, complete with mini-kitchen and bar, full bath and adjoining guest bedroom/office area. A second-floor master-sized guest room has a beautiful bath with soaking tub and deck that faces the amazing mountain views. Two bedroom suites with ensuite bathrooms, a charming peaked children's bedroom and a well-appointed office area complete this floor. The extensive and recently renovated lower level contains a media room with 9' screen, half bath, wine tasting room and wine cellar with adjoining prep kitchen for large gatherings. In addition, there is a sunny laundry room, craft room and gym with ground level access. Beautiful stone steps lead down to a stunning natural stone pool and a tennis court. There is also a two-story pool house with spiral staircase, full kitchen and full bath. The expansive two building maintenance court also contains a pumping system for irrigating the lawns and gardens.

SEASONAL RENTAL. Straight out of a storybook is this enchanted log cabin secluded in the forest overlooking the Webatuck Creek. The primary bedroom with its own fireplace overlooks the waterfall and gardens. There are two additional bedrooms, one with a queen bed overlooking the creek and the other reached by its own staircase has twin beds. There are two baths, one with an adjoining a room just for a soaking tub. This period home, built in 1933, affords a rustic allure with classic furnishings and original hardware yet many conveniences of the modern world. So many charming spaces to enjoy, from the elegant great room with soaring ceilings and stone fireplace, to the delightful porch where one would want to curl up for a nap to the sounds of cascading water. This magical setting of 8.2 acres, is located directly on the creek overlooking a waterfall. Enjoy fly fishing or a cool dip in the summer. The property exudes peace and tranquility while located just five minutes from the Metro North train and convenient to Kent and Sharon, CT as well as Millbrook. Nearby amenities include Harlem Valley Rail Trail, Silo Ridge Field Club, Millbrook Hunt Club, Mashomack Club, the drive-in movie theater, Lakeville Lake, Troutbeck, and all of the area's incredible outdoor recreation, restaurants and shops. No pets. References & credit check required.

This newly renovated 2BR unit offers a pristine living experience at the intersection of modernity and comfort. Newly renovated this residence promises a fresh start with contemporary design and top-tier finishes throughout. Enjoy picturesque creek views that add a touch of tranquility to your surroundings. Conveniently located near transportation hubs and shops, this home ensures easy access to urban amenities. The perfect rental opportunity awaits, featuring all-new appliances that elevate your living experience. Simply move in and relish the convenience and style of this thoughtfully upgraded residence. This won't last long!

This newly renovated 2BR unit offers a pristine living experience at the intersection of modernity and comfort. Newly renovated this residence promises a fresh start with contemporary design and top-tier finishes throughout. Enjoy picturesque creek views that add a touch of tranquility to your surroundings. Conveniently located near transportation hubs and shops, this home ensures easy access to urban amenities. The perfect rental opportunity awaits, featuring all-new appliances that elevate your living experience. Simply move in and relish the convenience and style of this thoughtfully upgraded residence. This won't last long!

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and master bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children's bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by the breathtaking westerly sunsets visible from your very own wraparound Alaskan cedar deck. Immerse yourself in the tranquil ambiance, where a gentle fountain adds a melodic touch to the air, and sculpted gardens invite you to explore and connect with nature. Unwind on the cozy sleeping porch or let the Yamaha baby grand be your muse, inspiring creativity and joy. Feel the warmth of a gourmet kitchen, inviting you to create culinary delights and share moments with loved ones. Poetess Place isn't just a cottage; it's a warm embrace of luxury and nature. Nestled at the end of a rustic lane downtown Kent, the cottage offers easy access to the town's charming restaurants, unique shops, and Kent School.

Adult Summer Camp. 18th Century Reproduction Colonial with smashing Guest House + Pool on 10+/- private acres in highly desirable South Kent Location. Summer 2024: July 1- September 2: $60,000 or $30,000 / month for June, July or August. Must see!

The most charming Millbrook rental, 20 Linden Court, is privately situated on .75 acres and only one mile to Franklin Avenue. This is an 1863 compound with a 3 bedroom, 1.5 bathroom main house, a pool, and a separate pool house / studio with a kitchenette, full bath, and lots of room to entertain. The main house features a stylish and functional kitchen, a powder room, a dining room with French doors leading to a beautiful outdoor deck, a living room, and separate sitting room. All rooms are chicly furnished for the most discerning tastes. There are three bedrooms plus a dressing room on the second floor including a full bath with a soaking tub. The pool house, replete with kitchenette and full bath has two rooms perfect for a home office, art studio, yoga room, or the occasional overnight guest. The pool is situated between the main house and pool house and is attractively decked. The property is fully landscaped and lighted for absolute enjoyment in outdoor entertaining. Tenant pays all utilities.

Summer 2024! June $20k; July $23k, Aug $27k. Utterly Charming Colonial on Quiet Road Near Village & Metro North. Brand New High-End Eat-in Kitchen. Fabulous Pastoral & Distant Views. Cell Service! Excellent Wifi! Screened Porch. Stone Terracing. 4 Bedrooms, 3.5 Full Baths. Renovated Modern Primary Bath. Central AC. Screened-Porch. Lovely Retreat from NYC. #EscapeNYC

FOR RENT - Fabulous luxury duplex condominium rental within walking distance to Millbrook village. This spacious, approximately 1650 sq ft apartment is light-filled with vaulted ceiling and an open floor plan. Custom kitchen with granite countertops and stainless steel appliances opens up to a dining/living room area with huge windows and double height ceilings. There is also a powder room and one bedroom with a full bathroom en suite on the first floor and the primary bedroom suite on the second floor. There are built in book cases on the second floor loft area, the perfect place for an office or reading nook. Hardwood flooring throughout and a washer and dryer, as well as a small deck at back of the apartment overlooking the back yard, a detached 1 car garage and an outdoor parking space for a second car. Available immediately. $2,975/month. No pets.

Fantastic one bedroom apartment in the historic Millbrook Inn. This unit has been completely renovated with preservation of details that fill the space with character. 9' ceilings, beautiful windows and hardwood floors throughout. All rooms are light filled and there are lovely views of the neighboring horse farm and sunsets. All appliances are brand new. This unit is within walking distance of Village amenities. Ample off street parking. High efficiency heat and a/c unit.,AboveGrade:600,Cooling:Heat Pump,ExteriorFeatures:Landscaped,Outside Lighting,FLOORING:Wood,InteriorFeatures:Electric Dryer Connection,Electric Stove Connection,Washer Connection,OwnerPays:Fire Insurance,Sewer,Water,RentalTerm:MINIMUM ONE YEAR,ROOF:Asphalt Shingles

This is a very quiet apartment in a house with a private yard area and stream for tenant and room for horses (negotiate cost), Pond on site with ducks. The bedroom is large and the apartment is spacious. Heat/hw/electric are included and the apartment is currently furnished. Will remove furnishings if not needed.,AboveGrade:1400,ROOF:Asphalt Shingles

Furnished Yearly or Summer Rental. SOUTHFIELDS. This spacious and private country retreat in Millbrook is located on 24 acres with pastoral views. The home is tastefully furnished and provides an abundance of space with 4,978 square feet; and 4 bedrooms and 5 full and 2 half baths. The floor plan flows beautifully between rooms and has gorgeous wide board floors spanning the first floor. A spacious living room with a large stone fireplace is the perfect location to enjoy chilly winter nights. The eat-in country kitchen is bright and spacious with top of the line appliances, soapstone countertops, butcher block island and an office nook. Double doors lead to the patio with a 16'5" x 10'2" screened porch for enjoying the warmer seasons. A heated, gunite pool also can be enjoyed during the summer. There is a first floor primary suite that has a cozy fireplace and includes two separate primary bathrooms. An office, entry, mudroom, half bath and bar area add to the first floor. Upstairs is a great room with soaring cathedral ceilings framed by large post and beams, a game room and three additional ensuite bedrooms. Adding to the list of amenities is a large covered front porch, two car garage under, central vacuum and an automatic generator. References and credit check required. Also available Memorial Day through Labor Day for $50,000.

Idyllic summer retreat in Kent, CT. Both fabulously comfortable and elegantly styled this colonial home offers views, privacy and lovely outside deck space, pool area and lawn. A 4-bedroom home with the primary suite on the main floor as well as two graciously set bedrooms on the second floor served by a large bathroom. An additional suite on the lower level provides ample room. Country kitchen, formal dining room and office are all centrally located and designed to access the large western facing deck. Kick back with a cocktail, wine or coffee on this spot. The large living room has a generous screened porch for dining, napping or work in nature's virtual office. The view from the deck and hot tub is sweet, while the pool is ensconced within a secret privet garden below. The lower level of the house opens to the pool area and doubles as a comfy viewing room with a lux couches and huge screen TV. One can have so much fun here on the 2.5 acre property or go explore the area and float the Housatonic river, antique shop, walk downtown Kent and enjoy the numerous trails and restaurants Litchfield County offers. 15 minutes from Metro North train from Grand Central. Take the summer and enjoy this amazing country escape.

Enter a discreet tree-lined drive with expansive views of two ponds and rolling hills that lead to this modern home that oozes with charm. Sitting on 10 exquisitely manicured acres with an in-ground pool and spa, 3585 Route 82 is the perfect retreat or full-time home. Surrounded by gardens reminiscent of the English countryside, bespoke furnishings, tasteful finishings, custom millwork, generous proportions, and breathtaking views complete the package. An elegant entrance through a large barn style door with a gracious foyer beyond it opens up to a grand living room with a wood burning fireplace and plenty of room to relax, play, and entertain. Slide open all the doors to the pool area to experience indoor/outdoor living at its peak. The kitchen is a chef's dream, fully equipped with a 4-door Samsung refrigerator, a Bertazzoni free-standing vintage range, a microwave, multi-wall and steam ovens, and a warming drawer. An integrated hood is set against a hand-made Zellige tile backsplash. The dining area features a wall of custom buffet and bar cabinets by renowned English cabinet maker deVol, and creates a natural separation for the ample office/den and fitness room at the rear of the house. These rooms boast stunning views of the gardens and neighboring farm. The first-floor grand scale, luxurious primary suite wing adjacent to the great room is perfectly situated and enjoys amazing westerly sunset views over the foothills of the Berkshires. The primary bedroom is beautifully appointed with a fireplace, walk-in closets, and a large bathroom with a walk-in shower, deep freestanding spa tub, inlaid marble floors and a state of the art automatic Toto toilet. The spacious deVol-designed laundry room is also located on the first floor, as well as a jewel box powder room. The 2-car garage is accessed through the mudroom adjacent to the separate garage entrance. There are 3 generous ensuite bedrooms upstairs (including a luxurious second primary), each with walk-in closets and perfectly framed vistas. The 2nd level boasts a cozy media room, which easily doubles as a guest bedroom with the full fifth bathroom adjacent to it. A fenced-in pool area features a built-in outdoor kitchen with a 36 bbq and pizza oven, with bluestone patio overlooking the grass surround pool. A second outdoor area is in the French-style lavender gardens. This Millbrook gem is protected by majestic adjacent rural farmland. Lease term flexible. Inquire for details.,AboveGrade:5000,AMENITIES:Pool,Basement:Interior Access,Below Grnd Sq Feet:2000,Cooling:Zoned,ExteriorFeatures:Landscaped,Outside Lighting,FLOORING:Wood,Heating:Central Heat,Other School:MILLBROOK DAY,OTHERROOMS:Foyer,Great Room,Laundry/Util. Room,Library/Study,Unfinished Square Feet:3000

Private countryside cottage available for occupancy. Available to rent fully furnished for academic or yearly rental. Located on a quiet country road this 1932 country cottage sits elevated at the end of the street overlooking the foothills of the Berkshires and along the Mauwee Brook that feeds the historic Housatonic River. Relax with the whole family at this peaceful cottage with a view. Massive windows surround you in nature with stunning views of the hills to the north west, and outdoor moss covered bluestone patio area to the south. Expansive living/dining room with wood burning fireplace and farm table which seats 6 guests. Bonus sunroom space through French doors overlooks the babbling Brook and cherry tree. Full country kitchen with updated appliances. The home features three bedrooms and two full bathrooms. Newly renovated and tastefully decorated with plenty of space to enjoy both indoors and outdoors. The home is extremely private sitting on over 3 acres. Privacy and breathtaking mountain views make this a perfect place to enjoy all that Kent CT has offer. High speed mesh Wifi available for remote workers. Just minutes from the historic and quaint downtown Kent center, a quick drive to the Metro North train station, 90 minutes from NYC. Nearby attractions: Kent falls, Macedonia Brook State Park, Bulls Bridge, Lake Waramaug, hiking trails, in town shopping, award winning fine dining and more. Landlord paid utilities, tenant pays electric.

AVAILABLE JUNE 2024 @ $8,500k/month. Modern Country home filled with stylish designer furniture and art. Fabulous AAA South Kent location with expansive lawn and western exposures. 4-5 bedrooms, fabulous outdoor entertainment areas, pond and brook. Close to Lake Waramaug, Appalachian Trail, Mohawk Mtn skiing, Kent and New Preston. Not far from NYC metro north train. 90 min drive to Midtown. Inquire about flexible rental terms.

Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2 bath home is offered fully furnished and in mint condition. Laundry room is located on the bedroom level. Enter the master bedroom suite through double doors, featuring two walk-in closets and spacious en-suite bathroom with cast iron tub, double vanity and dressing area. Large walk-in shower with rain fall, wall jets and sitting bench. Bonus windowed room off the bathroom which could be used as an office / gym / huge closet! This well equipped home includes central air-conditioning and a superbly appointed kitchen with Viking appliances, wet bar, breakfast dining area and a large kitchen island with bar seating. The formal dining room and outside deck area with BBQ grill are both accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The outdoor area includes a circular driveway with fountain, fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool. Available Summer 2024 (May 20-Sept 20) for $20,000 per month plus utilities.

Barn-Dominium! Don't miss this stunning, like new, spacious, open floor plan rental in Connecticut's best little town of Sherman. Over the top finishes including wood flooring throughout, professional grade kitchen appliances, butcher block center island, quartz counters, C/A, high end Samsung washer/dryer and acres of space for a very comfortable and quiet living arrangement. Ideal for a single or couple. HEAT is included with this very energy efficient, barn style home, as is your snow plowing and exterior maintenance. Also includes a charging station for your Tesla or other electric vehicle! This property is located at the northern end of Sherman on Route 55 W for easy commutes to NY State and down County drives. With less than a 90-minute drive to Manhattan, and quick access to Metro North, this could be your getaway from the city on a daily basis. A great work from home opportunity as well! The property is surrounded by over 15 acres of undeveloped space for year-round quiet enjoyment. Come see how this could be your next home!

Fantastic private Kent, CT home with oodles of space to enjoy. Lightly furnished rental that offers easy access to the village of Kent in a 3 acre wooded setting. The home has large rooms that provides considerable public space and ample bedrooms. There is plenty of rooms for offices and for living. Oak flooring throughout all in top condition. The country kitchen fits a full sized table and opens to a back yard deck. There is a decorative woodstove and large windows. The oversized garage entails space for car and storage. Rental period is for a year or more. No pets or smokers please. Available November 1, 2023. Short distance to Lake Waramaug, villages of Kent, Warren and New Milford. And only 15 minutes from Metro North train station to NYC.

The search for a newly renovated one-bedroom apartment with desirable amenities such as wood floors, in-unit laundry, mini splits for heat and air conditioning and high ceilings can be quite exciting. The added charm of a light-filled, walk-up second-floor unit enhances the appeal, offering a cozy yet spacious atmosphere. For those who value convenience and lifestyle, finding a place that is walkable and in proximity to notable locations like Troutbeck, Silo Ridge, Hotchkiss School, and the Wassaic train station is a significant advantage. Such a location not only promises a serene living environment but also ensures easy access to local attractions and essential services, making it an ideal choice for individuals seeking a blend of comfort and convenience in their living space.

Recently renovated Farmhouse set on an idyllic 39+ acres enjoying wonderful pastoral views. The main level of the home features a large eat-in kitchen with spacious pantry, formal dining room, a living room highlighted by exposed hand-hewn beams and woodstove, a cozy den, and a full bath which includes the laundry. Upstairs one finds four bedrooms, one full and one half bath, and a sitting room. Located in one of the most scenic spots of all Litchfield County and only minutes to the village of Kent, countless outdoor pursuits, as well as Metro-North. Rental offering is for the home only, fully furnished, on an annual basis. Use of the barns not being offered. No pets. Tenant responsible for utilities and renters insurance.

Available April 1st, this stunning 1-bedroom apartment spanning 950sqft sits right in the Heart of Amenia. The spacious layout features wide plank flooring throughout, complemented by high ceilings that create an airy atmosphere. Bay windows in the living room flood the space with natural light. The generously sized bedroom provides ample space for relaxation, while the large bathroom showcases a soaking tub, perfect for unwinding after a long day and a stand-up shower. Located in a prime area, this residence offers convenience and accessibility to shopping, transportation, dining, and entertainment options. Residents of this unit can also enjoy exclusive rights to the screened in gazebo with ceiling fan in the backyard. The unit comes with off street parking for 2 cars. Don't miss the opportunity to make this apartment your new home.

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.