South Kent CT Real Estate & Homes for Rent

$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.

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.

Begin the summer with a June 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. Also available for the month of August $12,000.

Idyllic August 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. Also available for the month of June $10,000.

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.

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.

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.

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 June and/or July 2024 for @ $20,000 each. Inquire about custom terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a welcoming open floor plan. Media/Game Room with Ping Pong. and Pool Table. Close to the uber charming village of New Preston, hiking trails and Kent Falls Brewery. Just 10 minutes to the villages of Kent and Washington Depot for chic shopping and fine dining. 1 hour 45 minutes to NYC. 25 minutes to Harlem Valley train station. Lake Waramaug is the crown jewel of Litchfield County. Come enjoy all this lake has to offer.

Spend the summer in this recently constructed home steps away from your own private sandy beach and dock. Designed to take full advantage of the lake views. Terrific open floor plan. Great kitchen open to dining area. Large living room that opens to a fabulous screened porch on the lake side. Three bedrooms with en-suite baths and an office on the second floor. Additional bedroom with an en-suite bath on main floor. Finished lower level with a recreation room and a media room offers additional overflow sleeping area. Large level front yard for lawn games. Stone patio overlooking the lake. Dock. Phenomenal views, usable waterfront area! Come stay at the lake! July and/or August '24 @ $45,000 per month.

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.

Available for August 2024. $30,000. Adult Summer Camp. 18th Century Reproduction Colonial with smashing Guest House + Pool on 10+/- private acres in highly desirable South Kent Location. Must see!

Available summer 2024 at $15k per month. Overlooking Lake Waramaug and The Hopkins Inn & Vineyard. 4 large bedrooms with 3 and 1/2 baths. 2 bedrooms are en-suite. Open floor plan with a floor to ceiling, stone fireplace, barn wood paneling and hardwood floors. Long driveway to complete privacy with beautiful gardens, distant views and your own pond. Warren Town Beach is just at the base of the hill for swimming, boating and BBQs. Ideal location for access to schools, shops, culture, hikes and dining. Quintessential New England property in the fabulous Litchfield Hills!

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.

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 SEPT 05 2023- MAY 23 2024 @ $6,950/Month. Classic European Farmhouse overlooking beautiful Lake Waramaug with deeded beach rights to the lake. This property is walking distance to the lake, a winery and restaurant. The amenities in the area include; hiking, kayaking, biking around the lake, shared access to Lake Waramaug, swimming and much more. Large bedroom with full bath on main floor.

Summer rental asking $20,000/month. Strawberry Ridge Chalet is nestled between pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is a 5 bedroom home. Top of the line eat-in kitchen with seating area and stone fireplace. Flooded with light the living room/dining has vaulted beamed ceilings, sliders out to the orchard, vineyard and stream. Office/5th bedroom and full bath on the 1st floor. The upstairs features the primary suite and 3 additional bedrooms and 2 bathrooms. Two rooms double as an in-law/guest apartment with a kitchenette and separate entrance. Pool, new hot tub and sauna room. Abundant patio and outdoor space are perfect for entertaining overlooking the vineyard. A perfect rental year-round or summer. Lake Waramaug with beach pass is just at the bottom of the hill and a quick trip to the villages of New Preston, Washington and Litchfield.

Academic or winter rental. Strawberry Ridge Chalet is nestled between pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is a 5 bedroom home. Top of the line eat-in kitchen with seating area and stone fireplace. Flooded with light the living room/dining has vaulted beamed ceilings, sliders out to the orchard, vineyard and stream. Office/5th bedroom and full bath on the 1st floor. The upstairs features the primary suite and 3 additional bedrooms and 2 bathrooms. Two rooms double as an in-law/guest apartment with a kitchenette and separate entrance. Pool, new hot tub and sauna room. Abundant patio and outdoor space are perfect for entertaining overlooking the vineyard. A perfect rental year-round or summer. Lake Waramaug with beach pass is just at the bottom of the hill and a quick trip to the villages of New Preston, Washington and Litchfield.

Nestled on a country hillside you will find the summer sanctuary you've been looking for. It calls for you while boasting eagle eye views of both Lake Waramaug and The Berkshires. Rejuvenate through the day immersed at gorgeous Warren Town Beach or Macricostas Preserve, a favorite hike of CT Magazine. Seeking more trails, Steep Rock will lend you access to a 235' train tunnel and Hidden Valley Preserve offers Thoreau Bridge. Unwind at a local favorite Hopkins Vineyard with tastings and festivities through the season. This wonderful property is being offered at a rate of $20,000. for the month of August. Pets will be considered. Secure your summer retreat and reach out to schedule your private tour today.

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.

Charming Cape in the historic village of New Preston with shops and dining. Quaint 2 bedrooms and 1.5 baths home with large front porch. Cozy and comfortable with a private back yard. Stroll into town or to Lake Waramaug that is just around the corner. Enjoy the Washington Town Beach for summer.

Experience one of the best towns in Litchfield County with this New Preston Spring/Summer Furnished Rental **Includes a full Summer membership to the New Milford Tennis & Swim Club, less than 15 minutes away** This is a very charming 2 BD, 1 BA home with lovely gardens and curb appeal and very near East Shore Road's shops and eateries. Available for $3000/month for June, July, August. One dog permitted. Less than two hours from NYC but a world away in bucolic Litchfield County.

Pristine barn-style home on scenic dirt road with stream and small ponds. Walk or bike ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. Tennis. Close to Lake Waramaug and Mohawk Mountain Skiing. Main House: SUMMER:June - August $26,900/month.Memorial - Labor Day $74,900.OFF-SEASON:September - May $13,900/month. If over 3 months, subtract $1,000 per month. ANNUAL: $169,000. Ask about other terms. Also available with One-Bedroom Cottage-see listing for 141 Melius.

Comfortable One-Bedroom Cottage on Warren's best farm walking, running, bike riding road near Warren Town Center. Set on a 20-acre site. Older shared tennis court. Close to Mohawk Skiing, Lake Waramaug Town and State Beaches, Washington. Kent and Litchfield Restaurants.SUMMER June - August $13,900/month; Memorial - Labor Day $34,900;OFF-SEASON September - May $6,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $79,000. Inquire for other/shorter rental terms.