South Kent CT Real Estate & Homes for Rent

Summer 2024 $20k June, $25k July & August $30k. This 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 nature with views of the pond and ridge-line. Amazing western sunsets with sun on the pool until 8pm. Quintessential country living at its best.

2 Bedroom apartment in historic Bulls Bridge Inn. Located across the street from the Appalachian Trail with River access for outdoor enthusiasts. Close to the historic Kent Covered Bridge. Enjoy a stroll in the charming downtown of Kent or explore Kent Fall, both just a short drive away. If you're hungry, don't leave home, go downstairs and enjoy amazing food and drinks in the Bulls Bridge Inn & Tavern. All brand new appliances. Rent is $1700/mo plus a monthly fixed charge of $300/mo that includes electric, heat, hot water, laundry, refuse, snow removal and maintenance. Pets friendly.

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.

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.

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.

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.

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!

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.

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.

Charming mint renovated Nantucket-style cottage set on 25 acres of meadows with apple trees and 200-year old maples. Breathtaking hilltop views overlook farms, the Town of Washington and church steeples. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.SUMMER June - August $26,900/month; Memorial - Labor Day $69,900; OFF-SEASON September - May $12,900/month If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $159,000. Inquire about other/shorter rental terms.

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

Magnificent country home, pool, and spa on coveted Calhoun Street. 15 private acres of stone terraces, gardens, fruit trees, fields, extraordinary views, only 1 mile from town. Close to New Preston and Lake Waramaug. 4-6 bedroom Dutch Colonial with LR, DR, Library, Chef's Kitchen with large dining area, Large Pantry, Den and 3 full and 3 half bathrooms, 4 Fireplaces, 2-Car Garage. SUMMER June - August $34,900/month; Memorial - Labor Day $89,000; OFF-SEASON September - May $13,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $189,000. Inquire for other/shorter rental terms.

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.

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

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!

Available for academic rental beginning in September. Gorgeous 25 acre setting with south western views, inground pool, aerated pond and level acreage with perennial gardens and area for play, this 4 bedroom comfortably designed contemporary home has it all. The first level offers a double height living room with a grand stone fireplace which open on to the deck. An open concept dining room with a large bank of windows overlooks perennial gardens, pool and grounds. The recently updated kitchen makes living easy with a center island and sunroom with area for informal dining. The primary suite and office on the first level, mudroom and laundry room round out the first floor. The second level offers 3 additional bedrooms with full bath The lower level is complete with great game room space and storage. Just five minutes from Washington Depot and Lake Waramaug for easy access to private schools, great shopping, hiking and activities!

August 2024: $28k. Updated Period Home with Heated Pool & Guest Cottage. 4 Bedrooms in Main House + Enchanting Pond-Side 1 Bed Guest Cottage. Rushing Brook Runs Along the Length of the Property. Idyllic Summer Setting. Well Appointed. 10 Min to Town & Shops. Proximate to Kent, New Preston, New Milford & More.

Tuck cottage. All New construction. Triple-mint, move-in ready. Perfect stone home with 11 foot ceilings, all new marble baths, all new kitchen with high end appliances. Perfectly reintegrated adjacent to the Tatetuck Farm, it has been redesigned and reimagined by a professional interior designer. Private, views, bucolic, 8.5+ acres surrounded by Land Trust and mature meadows. Available immediately. Spectacular...must see! Also available from Memorial to Labor Day for $65,000. See MLS #170625242.

Tuck cottage. All New construction. Triple-mint, move-in ready. Perfect stone home with 11 foot ceilings, all new marble baths, all new kitchen with high end appliances. Perfectly reintegrated adjacent to the Tatetuck Farm, it has been redesigned and reimagined by a professional interior designer. Private, views, bucolic, 8.5+ acres surrounded by Land Trust and mature meadows. Available immediately. Spectacular...must see! Also available as a furnished or unfurnished annual rental for $8,500 per month. See MLS #170625241

This charming country Cape in the heart of Washington Depot is now available for rent after a considerable remodel. The home sits on just under 2 acres in a quiet setting, yet is walking distance from the center of town. Each of the main level's rooms are bright and well sized. The eat-in kitchen features marble counters, stainless steel appliances, a breakfast nook, and is adjacent to the dining room with built in cabinets. Off of the kitchen is a beautiful screened in porch with a bluestone floor, and a brand new full bath near the rear entrance.The opposite side of the main level consists of a large living room with a gas fireplace, built ins, and French doors leading to the back yard and porch. Additional windows were also added to produce even more natural light. Adjacent is a cozy den with a pullout couch that could be used as a 4th bedroom. The upper floor includes three bedrooms and 2 full bathrooms. The primary bedroom has a brand new full bathroom, equipped with a spacious shower and radiant marble floors. The two additional bedrooms are bright and comfortable, and a full bath in the hallway accommodates the two rooms. Hiking in Steep Rock Preserve, The Frederick Gunn School, and Washington's beautiful Lake Waramaug are all just minutes away. Shopping or dining in the Depot is less than half a mile and can be reached by car or on foot. Only 35 minutes to Metro North trains and 90 minutes to Manhattan. June & July at $11,500 per month. Off Season $7,000 per month.

$9000. PER WEEK May 1- June 15. $15k for 2 week period. $19k per month. Available month August. Pristine property with a beautiful heated spa/pool. Bright and sunny house. Deck overlooking expansive lawn and pool/patio. 4Bedrooms upstairs, 5th in lower level walk out. Private and tucked away but not remote- central to both Washington and to the restaurants, shops and conveniences of Bantam and Litchfield. Become acquainted with the peaceful lifestyle of Litchfield County- enjoy nature walks along the gorgeous river and let the pressure melt away. ALSO AVAILABLE FOR THE HOLIDAY SEASON November and December 2024!

Enchanting 2-bedroom/2.5 bath cottage in pristine condition overlooking beautiful meadows on a quiet country road yet within minutes to Washington Depot. Beautiful country d?cor and high-end furnishings and linens. Lovely living room with hardwood floors, two cozy sitting areas one with T.V and the other with wood-burning fireplace. Sunny kitchen with dining area accesses a deck with outdoor grill and peaceful views of the meadows. Office nook. Upstairs, two en suite bedrooms both with showers/ bathtubs. Primary is bright and airy with skylights, queen-sized bed, T.V., sitting area and plenty of closets. Second bedroom is across the hall and has two twin beds situated together and nice closet space. Full house generator and central air conditioning. Special and rare offering in coveted location.

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.

AVAILABLE FEB 27 - MAY 31 2024 @ $6,500 PER MO Top Washington location. Five bedroom main house plus 2 bedroom, 2 bath guest house. Plenty of flat land. Pond for fishing/skating. Media room/cabana with foosball. Gym and lighted paddle ball court will keep you busy and in shape. Spacious kitchen opens to stone terrace with bbq. 30 Minutes to Mohawk Mountain Ski Area. Tenant pays for utilities, weekly lawn care and housekeeping. Landlord pays for alarm service, pest control, additional gardening expenses. Inquire for addl time