luxury real estate for rent Roxbury, United States

All inclusive Furnished rental available 9/5/2025. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. For moments of relaxation, take advantage of the outdoor pool, a refreshing oasis on warmer days. Annual rental $10k per month, academic term $8k per month, winter 3 month minimum $8k per month. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

All-inclusive furnished rental. Available: Winter- 3 month min. $8000/month. Summer Season- Memorial Day thru Labor Day $65,000/season. Summer monthly- $25,000/month. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

Hard-to-find short-term furnished 2 bedroom spacious rental now available through end of November in the Old Farms complex with wonderful views in New Milford. This rental offers a spacious primary suite with full bath and walk-in closet with slider access to the sun-drenched 3-season room. There is a 2nd bedroom with access to the second full bath. The Living Room with dining area also has access to 3-season room via sliders. Tastefully updated with fully equipped kitchen with stainless steel appliances, Corian countertop, with brand new flooring throughout the entire home! Enjoy lots of extra space for recreation, office and storage in the finished lower level (also furnished) and convenient laundry area. One of the only ranch units to have an expanded patio for grilling, a convenient parking space and end unit carport. Perfect location near everything New Milford has to offer along with surrounding New England towns and recreation.

Rare opportunity to lease on a short-term basis (3-month minimum) a fully-furnished townhouse in the sought-after Heritage Village 55+ community. This beautifully remodeled Franklin model overlooks the 13th hole and a picturesque pond, offering tranquil golf course views from the private rear patio. The updated white kitchen features granite countertops, a tiled backsplash, stainless steel appliances, and comes fully equipped. The sun-filled living and dining rooms boast cathedral ceilings, a wood-burning fireplace, and sliding doors leading to two private patios, creating an inviting space for relaxing or entertaining. Upstairs, you'll find two spacious bedrooms, a tastefully remodeled full bath with a walk-in shower, and a conveniently located laundry area. Energy-efficient mini-split heat pumps provide year-round heating and cooling. Additional features include a detached one-car garage just steps away, abundant nearby guest parking, and access to the community's exceptional amenities, including pools, tennis, pickleball, fitness, and an extensive selection of clubs and activities. Applications are accepted through Rent Spree. Available after October 1st.

Here is your chance to live in a converted barn in the heart of the New England countryside! Perfect for one or two people looking to explore country living. Are you considering the Litchfield County lifestyle? You can rent this house while you get to know all of the wonders the region has to offer. Already local & need your own space? This is for you too. Sleep in either of the two lofts, or make your bedroom in the lower level, with its walkout to a wraparound fieldstone patio. The spectacular property outside includes a beautiful pond and rolling meadows, all of which you can see year round through two walls of windows. The large open great room has a wood stove to supplement the propane based heat. Located on a quiet country road, the setting is so peaceful you will never want to leave. Ten minutes to fabulous Washington Depot and ten minutes in the other direction to classic Litchfield. Art galleries, world class restaurants and more hiking trails than you can cover in a lifetime are all nearby. Two hours to midtown. There is a separate enclosed shower stall in the bathroom, not shown in the photos.

Embrace the quintessential New England lifestyle in this beautifully presented one-level home, ideally situated in the heart of New Preston Village. Designed for effortless living, the home centers around a bright, well-appointed kitchen and dining area that flows seamlessly into a welcoming living room. A charming stone fireplace anchors the space, which is generously sized to accommodate a baby grand piano and perfect for gathering with family and friends. Glass doors lead to a private patio, offering a peaceful setting to relax or entertain while enjoying breathtaking sunset views over the valley. The thoughtfully designed floor plan includes three bedrooms: two connected by a convenient Jack-and-Jill half bath, and a third smaller bedroom ideal as a home office, guest room, or daybed space. A full bath completes the layout, providing comfort and functionality for both everyday living and weekend escapes. Set on a level lot with beautifully established perennial gardens, this property offers a tranquil outdoor setting ideal for bird watching and quiet mornings. Just a short stroll to town, you'll enjoy easy access to New Preston's charming shops and acclaimed dining. Perfect as a weekend retreat or full-time residence, this home places you close to Lake Waramaug, Washington, Litchfield, and the many outdoor pursuits of the Litchfield Hills-including hiking, skiing, state parks, and watersports-making it a true four-season destination.

Available September 1st, 2025- June 1st, 2026. This historic Victorian home in the New Preston section of Washington is now available for rent after being tastefully renovated from top to bottom. The main level is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room, spacious great room, dining room, and an office with a full bath that could be used as a 5th bedroom. Upstairs are 4 bedrooms, each named after prior owners who have called "The Humphrey's House" home over the past 127 years, including a nephew of Mark Twain. The bright and sunny primary bedroom has a stylish walk in closet, and an en suite bathroom with a steam shower and radiant heat flooring. A brand new bathroom in the second en suite bedroom features the same top of the line upgrades. Two additional cozy bedrooms sit across the hall, with a third second level bath serving the two rooms. Well known British designer Graham Robert Moore has transformed this Victorian gem into a marvelous display of the modern day aesthetic without abandoning the history of the home. The 40x18 heated saltwater pool features an electric cover and 8 person attached hot tub. This home is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to skiing at Mohawk Mtn. & Metro North trains, and 90 minutes from Manhattan!

Available for Academic or Annual Rental! This New Preston gem is just 2 hours from NYC and has been newly renovated to perfection. A 1910 Washington Lake Cottage offers a rare opportunity to enjoy New Preston Village and Lake Waramaug with it's great shopping and dining just a short walk away! High design and a Perfect combination of Old and New, the open concept layout with a combined living room/dining room and vaulted ceiling make a comfortable place to entertain guests with a grand picture window, overlooking the center of New Preston. The home offers a high end kitchen with soapstone counters, custom cabinetry with hidden appliances, and waterfall-edge island open on to a bluestone terrace for plein air dining. The primary bedroom with vaulted ceiling and an elegant classic marble and tile bath with a step in shower create a quiet respite from everyday life. The chic, cozy great room with small den or office and full bath allows for easy work from home or comfortable space for guests. A stone path and tiered stonewalls grace the grounds.

This stunning barn-style contemporary home is tucked away on a quiet country road, less than a mile from Lake Waramaug. Offered fully furnished and with utilities included, the home is available from December 1st, 2026, through May 31, 2027. Thoughtfully designed as the ultimate country escape, this spectacular home features three en-suite bedrooms plus a fourth bedroom on the garden level, along with multiple inviting spaces perfect for relaxing, entertaining, or working remotely. The main level is anchored by a sun-drenched living room with soaring 20+ foot ceilings. A dramatic wall of windows reaches the vaulted peak, while an adjacent pair of towering windows is outfitted with remote-controlled shades - easily transforming the ambiance at the touch of a button. The open-concept layout flows seamlessly into the kitchen and dining area creating a great room of about 900 Sq.Ft. The kitchen is fully equipped for effortless cooking and entertaining, with a six-burner gas stove, two sinks, a breakfast bar, and ample storage. A sliding glass door in the dining room opens onto the expansive deck, complete with a gas grill and outdoor furniture for al fresco living. The main-level king bedroom suite offers another set of tall windows with remote-controlled shades, inviting natural light and peaceful views into the space. It also features a spacious walk-in closet and a luxurious en-suite bath with both a soaking tub and a stall shower. A laundry room and powder room complete the first floor, bringing the bathroom count to 4 1/2. Upstairs, a cozy landing with a reading nook connects two generously sized en-suite bedrooms. One of these upstairs bedrooms is expansive enough to accommodate two queen-size beds and a living area. On the garden level, a large family room provides flexible space for entertainment and relaxation, featuring a 65-inch TV, piano, ping pong table, full bathroom, and walk-out access to the garden. Nearby, the fourth oversized bedroom includes its own living area, creating a private and comfortable space for guests. Conveniently located just 5 minutes from shopping in New Preston village, 30 minutes from skiing at Mohawk Mountain and Metro-North trains, and only 90 minutes from Manhattan. Come see why Washington is one of Connecticut's most sought-after destinations!

Adorable 3-bedroom, 2-bath furnished cottage in sought-after Candlewood Lake community, offering an inviting open floor plan, main-level primary bedroom, and wood flooring throughout. The spacious screened porch - accessed from both the kitchen and living room - is the perfect place to relax and overlooks a private, level lawn and garden area. A detached shed includes a separate insulated room, offering flexible space for a studio, office, or retreat. Set on a quiet, level country road with little traffic, the property is ideal for walking and cycling. Enjoy access to Candlewood Lake from the town beach, along with an array of town amenities including kayak and canoe racks, a half-mile walking/jogging track, pavilion, playground, basketball court, and three tennis/pickleball courts. Sherman offers an exceptional blend of small-town charm and amenities, including a playhouse, expanded library, historical society museums, JCC community center, and local winery. Ideally located for commuting, the property is less than 90 minutes from Manhattan and is available for rent now through July 2027.

Available for lease from September 15, 2026 through Memorial Day 2027, this direct waterfront home on Candlewood Lake offers a rare opportunity to experience luxurious lakeside living. Spanning over 3,000 square feet with 3 bedrooms plus a potential fourth bedroom or office and 3 full baths, the home provides generous space for comfort and entertaining. Nestled in a serene no-wake zone at the Lattins Cove end of southern Candlewood Lake, the property boasts 110 feet of direct lakefront with stunning, uninterrupted views. Inside, the beautifully updated interior features a modern kitchen with granite counters and stainless steel appliances, opening via sliding doors to a porch. The living room impresses with vaulted ceilings, a striking stone fireplace, and a wall of windows framing breathtaking lake views. The primary suite serves as a private retreat, complete with vaulted ceilings, exposed beams, a generous walk-in closet, and a spa-like bath with soaking tub and separate shower. The lower level includes another bedroom, a spacious family room with walk-out access, a full bath, and laundry facilities. Outdoor living is exceptional, with a large deck overlooking the lake and a lakeside stone patio-ideal for relaxing or entertaining. Offered fully furnished, this turnkey home invites you to enjoy the ultimate in lakefront serenity and style.

Welcome to this immaculate, light-filled townhouse located in the highly desirable Sterling Woods community, prized for its unbeatable location, top-tier amenities, and everyday convenience. The main level features a bright, open floor plan styled with hardwood floors throughout. Gather around the cozy living room fireplace or step out onto the private deck directly from the adjoining dining room. The full eat-in kitchen comes equipped with an integrated water filtration system, making everyday meal prep and entertaining a breeze. Upstairs, you will find two spacious bedrooms, 1.5 baths, and the convenience of in-unit second-floor laundry. The lower level offers a versatile bonus room featuring a walk-out and direct garage access, perfectly suited for a home office, gym, or recreation room. Complete with central air conditioning and conveniently located near visitor parking, this home ensures seamless living inside and out. Residents of Sterling Woods enjoy exceptional community amenities, including a clubhouse, outdoor pool, fitness center, and playground. Located just minutes from major commuter routes, prime shopping, and popular restaurants, this property offers equal parts convenience and comfort.

Situated in an idyllic location this single family rental was renovated this summer. The house has many new features including a new kitchen, bathrooms, thermostats, lighting, windows, doors, siding, roof, and garage doors. There is even an auto-on generator, full basement and attached 2 car garage. The 3 bedroom, 1 1/2 bathroom one level home is privately sited and close to beautiful Lake Waramaug. One year lease required. Credit check, references, and security deposit. No pets please.

Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleries, museums, boutique shopping, and a renowned culinary scene. Secure your private slice of paradise for the month of August and enjoy the very best of Connecticut summer living.

Available now for yearly rental. Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Do you enjoy hiking or cross country skiing? Explore the homes 142 acres. Fall foliage is right around the corner followed by ski season. Mohawk Mountain a short distance away, or ski The Berkshires in a hour. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Available now for $10,000 per month for yearly lease. Call for Summer or Winter Rental pricing. Minimum 24 hour notice to view.

Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this August to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy library, walk-in closet, private bath, and its own outdoor deck-your personal sanctuary. Two additional bedrooms share a full bath on this level. Downstairs, the walk-out lower level opens to the pool area and includes a generous media room, a second kitchen, a full bath, and an extra bedroom-perfect for hosting guests. Located in highly desirable South Kent, just under two hours from NYC, this exceptional property is the ideal place to relax and recharge this summer. Available for August 2025.

Experience the perfect blend of historic elegance and luxurious modern living in this beautifully restored 1771 antique Colonial, offered as a fully furnished rental. Brimming with old-world charm and authentic character, the home features stunning wide-plank flooring, exquisite wood-paneled walls, and multiple original fireplaces that anchor the formal living room, cozy TV area, and elegant dining room. At the heart of the home is a brand-new chef's kitchen, completely redone with premium cabinetry, top-tier appliances, and an inviting eat-in dining area. The spacious 2,900-square-foot layout accommodates multiple generations or guests comfortably, featuring an upstairs master suite in the original wing of the house and a convenient ground-floor bedroom wing where bedrooms enjoy private baths. The outdoor amenities are equally spectacular, boasting expansive decking and a bluestone patio that surrounds a pristine, heated plunge pool. Here, you can relax and take in amazing, miles-long views and gorgeous sunsets over the rolling hayfields and countryside. Set on a magnificent 700-acre estate featuring miles of private walking trails, the property offers complete solitude and a dog-friendly neighborhood with a large fenced area. Despite its incredible privacy, the home boasts a highly central and convenient location just five miles from the heart of Litchfield's shopping and dining, with easy access to RT 8. This unique property is available with flexible leasing options.

This well-maintained Townhouse offers generous living space, ample storage options, and a convenient location. With just 75 units in a park-like setting, Autumn Ridge has a welcomingneighborhood atmosphere. This unit includes a comfortable family room with fireplace; dining area with sliders to deck and private backyard area; kitchen; powder room. Upstairs are 2 bedrooms, one w/full updated bath. Washer and dryer are located in the lower level withgarage access and storage.

Firefly Fields Farm is on a quiet road close to town, overlooking open pastures and a small pond. This property is truly the classic New England home. There are three stalls in one barn and open space for horse back riding. Spacious rooms, formal dining room, library, and an enclosed porch overlooking the beautiful pastures. First floor has one full bath and one half bath. The second level can be accessed by a front and back staircase or the house elevator. There are three bedrooms on the second level and three full baths. Each room has their own bath. The home is available on an annual furnished rental. There are new beds throughout and a sauna. Come live in the country. Fireplaces are not to be used by tenants. No smoking allowed on the property. Please discuss with agent.

Experience the magic of quintessential New England village living in this quaint historic colonial home at 99 Old South Road, offered as a fully furnished rental in the heart of Litchfield's charming historic village. Available through the academic year on flexible lease terms, this delightful property provides an ideal turnkey residence for those relocating, renovating, or seeking a seasonal retreat. Beyond its classic historic character and comfortable turn-key interior, the true highlight is the home's premier location. Enjoy close proximity to the vibrant local scene-stroll to boutique shopping, fine dining, cozy cafes, and seasonal community events surrounding the iconic Litchfield Green. For nature enthusiasts, the property offers immediate access to the nearby White Memorial Conservation Center, featuring expansive forests, tranquil ponds, and miles of scenic trails for hiking, cross-country skiing, and outdoor recreation. The surrounding Litchfield Hills further enrich the lifestyle with local farm stands, vineyards, and scenic countryside routes. Combining historic elegance, walkable village convenience, and flexible terms through the academic year, 99 Old South Road presents a rare rental opportunity.

Exceptional leasing opportunity. This end unit residence in the Timber Oaks community boasts 2200 square feet of living space, providing ample room for comfortable living. With main-level hardwood floors, crown molding, and lots of windows, this townhome offers both convenience and elegance. The kitchen offers chic espresso color cabinets, granite countertops, stainless steel appliances, and a practical center island. The living room with gas fireplace and dining room are connected for easy entertaining. Upstairs, the primary bedroom offers dual walk-in closets and a modern en-suite with double sinks, soaking tub and separate shower. Two additional bedrooms are serviced by a full bath. The finished lower level offers a multitude of options. In-unit laundry and plenty of storage throughout. Recent improvements include washer & dryer, paint and upper level carpeting. There is a two car garage and nearby visitor parking. Timber Oaks is set midway between city center Danbury and the historic Bethel village, offering a fabulous clubhouse, pool and tennis courts. The prime location provides easy access to shopping, dining, services and commuter routes. 1-2 year lease required. No pets please. Tenants must have outstanding credit, sufficient income and satisfactory background check. Tenant to pay all utilities. Available to move in as soon as possible!

Discover incredible space and comfort at 13 Dr. Aaron B. Samuels Boulevard! This inviting home features three spacious bedrooms, each filled with natural light and offering generous closet space. Enjoy a bright, open living room and a large kitchen that's perfect for cooking, entertaining, and gathering with loved ones. The oversized laundry room adds extra convenience to your daily routine. There's also plenty of street parking available, making it easy for you and your guests to come and go. Ideally located, you're just minutes from shops, restaurants, and local attractions. If you've been searching for room to grow and a place that truly feels like home, this is it! 13 Dr. Aaron B. Samuels Boulevard becomes available starting December 1st.

RENTAL INCLUDES HEAT & HOT WATER saving you hundreds of dollars every month on utility bills! Introducing Willow Park Apartments - a garden-style community in the Wooster Heights section of Danbury. This newly remodeled 2 Bedroom, 1.5 bath townhouse is a freshly painted unit with a brand new "in-house" washer/dryer is now available and is very conveniently located for commuters and for shopping, local restaurants, and schools. Freshly painted interior, new floors, new appliances, bathrooms are yours to enjoy! Welcome home to 1,075 square feet of living space with plenty of visitor parking. Enjoy gathering in the quaint outdoor space with picnic tables and grills just steps from your back deck. Heat, water, sewer and trash pickup are included in your rent. Pets welcome for extra fee.

Discover the perfect balance of peaceful country living and modern comfort at this renovated, partially furnished 3-bedroom, 2-bathroom home, offering approximately 1,550+ square feet of thoughtfully designed living space. Nestled along one of Kent's most scenic country roads on sought-after Skiff Mountain, this inviting residence provides a private retreat surrounded by nature while remaining just five minutes from the charming village of Kent. Filled with natural light, the home features warm hardwood floors, spacious and welcoming living areas, and tasteful updates throughout. A wood-burning fireplace creates the perfect place to gather on crisp New England evenings, while the expansive deck extends the living space outdoors-ideal for entertaining, relaxing, or simply taking in the tranquil woodland setting. A new washer, dryer, and dishwasher have recently been installed, adding everyday convenience to this well-maintained home. Whether you're enjoying the quiet surroundings or exploring nearby hiking trails, local art galleries, boutique shopping, and acclaimed restaurants, you'll appreciate the unique lifestyle that makes Kent one of Litchfield County's most desirable destinations. Available immediately for an annual lease. Tenant is responsible for all utilities. No pets, please do not inquire.