Luxury real estate for rent Southbury, United States

There is no better place to spend your time in Litchfield County than the town of Woodbury. Honored as Connecticut's most charming town you have access to award-winning dining (indoor & outdoor), local farms & CSA's, natural food stores, spa's, vineyards & breweries, antique shops, golf courses, bike trails, lakes & hiking - all minutes away from this centrally located property. This home's long curving drive pulls you into quiet country seclusion. On a west-facing hill, overlooking its 12 acres, the home and property offer the utmost in privacy. You can enjoy long, sunset views from two levels of furnished terraces. Carefully and thoughtfully designed as a countryside retreat, the landscaped gardens and outdoor living space offer endless enjoyment, privacy, and serenity. Walk the private, wood-chipped walking paths. Take a refreshing outdoor shower and rejuvenate under the stars, soaking in the outdoor spa. The interior is tastefully decorated with clean, sophisticated furnishings, in neutral tones. Abundant natural light energizes the home and the clean hardwood cohesively joins each brightly lit space. The finished lower level is large enough to provide space for exercise, studies, or socializing. The property is within walking distance to the 2100-acres of hiking trails at Whittemore Sanctuary, minutes to several private lake clubs for swimming and kayaking (kayaks included with the house), as well as a private pool & tennis club.

STUNNING JUNE 1, 2025 - JULY 6, 2025 SUMMER RENTAL with POOL and TENNIS COURT (with lights). Enjoy a memorable month+ at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a comfortable and chic look. Long distan views and rolling, verdant lawns add to the magic of this property. Close to top restaurants, art galleries, shopping and outdoor recreation. Only 90 minutes to NYC.

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!

JUST REDUCED TO $1500 PER MONTH.. Amazing location, just across from Land Trust for hiking. Annual Unfurnished Studio Apartment above the garage at Red Studio Farm. Located in the scenic and historic Nettleton Hollow area of Washington and just 90 minutes from NYC! Wonderful western exposure for sunsets and views over nearby meadows and pond. The apartment has Great room with Cathedral ceiling, sleeping loft, full bath and kitchen on over 5 acres of secluded and lightly wooded land with stone walls and towering oak trees, along with a balcony which overlooks the Litchfield Hills. Small kitchen and full bath with a loft above.

Welcome to 86 Old Farms Lane in the charming town of New Milford, CT. Nestled within the Old Farms complex, this rare short-term furnished rental is a true gem offering a unique blend of comfort and style. Boasting a spacious 2-bedroom layout, this rental features a primary suite with a full bath, walk-in closet, and slider access to a sun-drenched 3-season room. The second bedroom also provides access to a second full bath, ensuring convenience and privacy for all occupants. The Living Room with dining area seamlessly flows into the 3-season room, creating a bright and inviting space for relaxation and entertainment. The tastefully updated kitchen is a chef's dream, equipped with stainless steel appliances, Corian countertops, and brand new flooring throughout the home. Additionally, the finished lower level offers ample space for recreation, office, and storage, complete with a convenient laundry area for added convenience Residents of 86 Old Farms Lane can indulge in the array of amenities offered by the complex, including access to a beautifully landscaped environment, rolling hills, and an open lot for strolls or outdoor activities. The unit is thoughtfully designed to cater to modern lifestyles, with cable availability for entertainment needs. Whether you're looking to unwind in the peaceful surroundings or explore the vibrant community, this rental presents a rare opportunity to experience the best of New Milford living. Schedule a showing through Showingtime and seize the chance to make this exceptional property your next home.

In summary, 9 Sherry Lane Extension is more than just a house—it's a place where memories are made, where comfort meets convenience, and where a true sense of home awaits. With its spacious interior, inviting outdoor spaces, and access to Candlewood Lake, this property offers a lifestyle that many dream of. If you are ready to embark on a new chapter in a welcoming community with top-notch amenities, look no further than this delightful rental opportunity in New Milford, CT. Contact us today to schedule a showing and experience the magic of 9 Sherry Lane Extension for yourself.

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. 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 screened in porch with a bluestone floor, and a brand new full bath near the rear entrance. Next to the porch is a beautiful recently installed bluestone patio and hot tub. 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. 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.

Second floor apartment with windows overlooking fields and mountain treetops. Situated on bucolic Shearer Road in Washington. Resident will enjoy close proximity to the Depot, New Preston, Bantam and the Litchfield Green. At the end of Shearer you have the tranquility of the Bantam River and a short distance away you have access to Washington's numerous hiking and biking trails. The two large rooms are filled with light from the many windows that line the crisp, white walls. Streamlined yet inviting, the space was designed for those seeking simplicity in their lives. This apartment includes a reserved outdoor parking space and rear entrance. Limited to one car. To be noted: the three bay garage beneath the apartment is not included in the lease, it is for the homeowners use. There is also a whole home generator.

Magnificent antique farmhouse perfectly located between Washington Depot and the New Milford Green. Wonderful original character and detail, but updated throughout with modern comforts. Your choice of Master en suite on main level or upstairs. Two additional guest bedrooms share a third full bath. Spacious country kitchen with granite counters, stainless appliances and windows over the kitchen sink to keep an eye on your vegetable garden and everyone playing in the level backyard. Front to back living room with antique timbers, floor to ceiling fieldstone fireplace and french doors leading to a stone patio and the expansive grounds. This property is 8 minutes in one direction to Marty's Cafe in Washington Depot for coffee or 8 minutes in the opposite direction for dinner at Lucia's in old New Milford. Take a left out the driveway ~2 minutes to fresh goods at Kimberly Farms or a right ~2 minutes to grocery shopping at the Northville Market. Parcel directly abuts 30+ acre Baldwin Park with walking trails and enjoys distant winter ridge line views of western New Milford. Available from January 1, 2025. Flexible dates will be considered.

Don't miss this rare rental opportunity in the picturesque town of Sherman! Two bedrooms and two full baths. Sliding glass doors to the patio. This updated unit features modern kitchen, new appliances, and renovated bathrooms. 2 parking spots included. Enjoy a private, wooded backyard and the convenience of being just minutes from the beach, lake, shops, and restaurants. With easy access to Westchester and only 60 miles from NY. Tenant responsible for snow shoveling their steps. Landlord plows the driveway. Tenant pays utilities and garbage. Garbage is $39 per month.

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the month of June for $18,000; July and August at $20,000 per month. Memorial Day - Labor Day for $55,000.

A rare opportunity to experience daily enjoyment of what many call the best view in town. For years local residents have flocked to the top of Tanner Hill Road for the best vantage point of Warren's 4th of July fireworks show, and that same postcard worthy scenery overlooking Lake Waramaug and Hopkins Vineyard can be admired from nearly every space in this charming Colonial home. Enter into the sun filled living room equipped with a wall of Western facing windows, a gas log fireplace, built ins, and access to the covered deck. Adjacent are the kitchen and dining room, each with their own dining tables and doors leading to the spacious screened in porch. On the opposite end of the main level is the primary bedroom with an ensuite bathroom, plus a powder room and laundry room. Upstairs are two additional bedrooms, the larger one featuring the stunning view, both of which have great closet space and access to the second full bathroom. Outside, a breezeway connects the home to the 2 car garage equipped with an EV charger. Beautiful mature plantings and trees surround the two structures, creating a country cottage setting worthy of a magazine feature. Leaf peeping season is here, and there's no better place to enjoy the changing of the seasons. Located just 10 minutes to Washington Depot, 15 minutes to Litchfield, and under 20 minutes to other local attractions like shopping in Kent and skiing at Mohawk Mountain. Only 30 minutes to Metro North trains and 2 hr to NYC!

This elegantly appointed furnished Branford model is located within the prestigious Rivington community. Offering the convenience of a step-less entry, this main-level unit showcases thoughtful upgrades and features an open concept layout. The kitchen is a standout, with ample cabinetry, a granite center island with a breakfast bar, and stainless steel appliances. Gorgeous wood flooring flows seamlessly throughout, and a distinctive brick accent wall adds character to the living area. The Primary Bedroom includes a spacious walk-in closet and a luxurious en-suite bath. The additional guest room is enhanced with a custom wall map, and a beautifully finished full bath complete the living space. This home has been gently lived in and is in impeccable condition. Additional storage room and brand-new water heater. An assigned parking space is conveniently located in front of the main entry, with ample guest parking throughout the complex. Nearby is The Rivington Club, take full advantage of the community's outstanding amenities (pools, fitness center, tennis, billiards rm, theater and much more). Shopping and dining, are minutes away, with easy access to 84, rte 7, 684 and train station. Tenants must submit a complete rental application and meet credit and background check requirements. A minimum one-year lease term. This is a furnished rental. No pets. No smoking.

Winter Rental Furnished . Charming restored Barn located off a quiet scenic road near South Kent. Clean, comfortable, and light-filled this restored gem on 1.7 acres feature's cathedral ceilings in the great room with a fireplace. The small but fabulous kitchen is open to a family room also with a fireplace as well as the dining room that has access to a large rear deck. The Primary Suite on the second floor has its own full bath and enjoys western views. The second bedroom is a loft area off the great room with a full bath below. An area of the Great Room also includes an office. The interior features exposed barn beams, wood floors, and lots of glass to blur the lines of the rooms from inside to the pretty setting outside. The yard is level, sunny, and has been nicely landscaped. The tenants shall have use of the one car garage under the house. This property is just minutes from the Metro-North Train line in Wingdale NY and close to shopping and restaurants in both Kent and New Milford. Available Immediately as a Cozy Winter rental. Pets on case by case basis.

This is a furnished SUMMER RENTAL for $6,500 for month for June, $8,000 per month for July and/or August, or $20,000 for all 3 months (or Memorial Day -Labor Day). 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.

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. Additional 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 June 2025 or August 1st -26th-2025 for $20,000 per month plus utilities. Available March - May 30, 2025 for $7,500/month+