luxury real estate for rent Roxbury, United States

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.

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.

STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer 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 distant 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. Note: Field card indicates that there are 3 bedrooms but the house has 4 bedrooms and a 1250 tank.

Annual furnished rental available April 2026. Tranquil country cottage on Lake Lillinonah. Rare opportunity to rent with direct lake frontage, lovely grassy area by the lake and dock. This well appointed 2 bedroom home is the perfect writer's or artist's retreat, nestled on a lightly wooded hillside overlooking CT's best kept secret lake. 90 minutes to Manhattan. Enjoy the 2 patios and deck areas among the lovely perennials and stone walls with calming lake views. Relax in the quiet country life on the lake. Great for bass fishing, too. Interior is scheduled for painting mid March.

Newly renovated contemporary home in the heart of Washington is now available to rent for upcoming academic year: September 1, 2026-May 31, 2027. Drenched in natural light, this home is located on Wykeham Road, minutes from the Washington Green, Washington Depot and the Frederick Gunn School. The Leicht kitchen is a showstopper with superior European-designed cabinetry and white marble countertop boasting seamless, modern lines. High-end appliances compliment the sleek construction, including a Wolf wall oven, Gaggenau stove and oversized Thermador stainless fridge. White oak, wide plank flooring throughout adds to the crisp, clean style of the home. The open floor plan and designer lighting (Flos, Tom Dixon, Menu and Gobi) honors the simple but elegant character of this home. The en-suite primary bedroom graces the main level, with the second level offering 2 additional bedrooms and an office. Towering evergreen trees and mature perennial gardens envelop this home and give it a warm, country feel, while still being close to town center. Beautiful outdoor space and decks complete the picture for the perfect country home. Weekly housekeeping required at renter's expense required. Excellent credit score required.

This beautifully updated 2-bedroom, 1-bath unit is located in a well-maintained multi-family home in Oakville. The unit features an updated interior with a functional layout and the convenience of an in-unit washer and dryer. Off-street parking is available, and the property is pet-friendly. It's conveniently located near shopping, restaurants, and major routes, making commuting easy. The unit is move-in ready.

Beautiful 3 Bedroom Raised Ranch on quiet, cul-de-sac. The upper level features three bedrooms, kitchen, dining room, spacious living room and full bath. The lower level offers a comfortable family room with a heat generating wood burning fireplace, a powder room and laundry area. Access to the two car garage is direct from this level. A level manicured back and side yard for recreation and relaxation. This is a beautiful neighborhood conveniently located with access to Bear Mountain Reservation available for recreation, hiking trails and views. Beautifully maintained home.

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for July and August 2026. 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 two 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 detached 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 months of July and August at $20,000 per month or $36,000 for both months.

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.

This historic Victorian home in the New Preston section of Washington is now available to rent after a tasteful top to bottom renovation, and the addition of a heated saltwater pool and hot tub. The main level of the home 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 40 x 18 heated saltwater pool features an electric cover and 8 person attached hot tub. This gorgeous house is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to Metro North trains and 90 minutes from Manhattan! August offered at $40,000. First week of September is also available at a pro-rated price.

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!

Magical antique on a country lane, just minutes from Lake Waramaug, New Preston for great shopping and dining! Available June, July or August at $4500 per month. Large open kitchen and family room, inviting everyone to be together with windows overlooking the private gardens and patio, which brings nature in. Dining room with wood floors and oversized windows. Enjoy exposed beams and fireplace in the living room and adjoining music area and library. There are 2 bedrooms and a full bath on the main level. The Laundry area is off the kitchen. Master bedroom, with wood floors, full bath, sitting/dressing area and ample closets, on the upper level. Hiking to nearby neighboring farm on the quiet lane. Nearby are New Milford, Washington, Kent and Litchfield which offer lakes, rivers, trails with hiking, fishing, water sports and more.

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.

Welcome to 28-A Jefferson Avenue in the charming city of Danbury, CT. This beautiful single-family rental property is a true gem, offering a blend of modern comfort and serene surroundings. Built in 2021, this stunning home is situated on the desirable west side of Danbury, in a peaceful neighborhood with a private, wooded backdrop. The thoughtful design of this home provides a perfect balance of functionality and contemporary living, making it an ideal place to call home. Step inside this inviting residence and discover a well-appointed interior with a spacious open-concept layout. The main level features a modern kitchen equipped with like-new appliances, creating a perfect space for both everyday living and entertaining. The seamless flow from the kitchen into the main living areas allows for gatherings of any size,while the deck offers a peaceful retreat overlooking the woods, providing privacy and a tranquil natural setting. With five bedrooms, including a generously sized primary suite, and additional finished space in the basement, this home offers ample room for comfortable living and hosting guests. Embrace the convenience of this location with easy access to Danbury, Bethel, and major highways, making it a commuter's dream. Additional highlights of this property include a two-car garage, ample driveway parking, and extra street parking for your guests. Whether you're relaxing in the backyard, enjoying the modern amenities, or exploring the local community, 28-A Jefferson Avenue offers a perfect blend of comfort, style, and convenience. Don't miss the opportunity to make this beautiful rental property your new home sweet home in Danbury, CT.

113 Park Avenue in Danbury, CT, offers a unique rental opportunity that combines modern amenities with a prime location in a vibrant community. With easy access to essential services, recreational facilities, and everyday conveniences, this property is designed to cater to your every need. The pet-friendly policy, inclusive rent, and thoughtful updates throughout the unit make it a standout choice for those seeking a cozy and convenient place to call home. Embrace a lifestyle of comfort, convenience, and community at Willow Park Apartments, where every detail is crafted to enhance your living experience.

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.

Welcome to Willow Park Apartments in Danbury's Wooster Heights neighborhood, where this newly renovated 3-bedroom, 1.5-bath townhouse is ready to become your new home. The 1,205 square feet living space has been updated to perfection, boasting a brand-new kitchen with an open-concept layout, new flooring throughout, and beautifully updated bathrooms. Enjoy the convenience of full-size, in-unit laundry, one assigned parking space, and ample guest parking, all in a commuter-friendly location just minutes away from shopping, dining, and schools. Step outside to the charming shared outdoor area with picnic tables and grills, perfect for relaxation and entertaining. Plus, with rent including heat, hot water, water, sewer, and trash removal, you'll save hundreds monthly on utilities

Welcome to 15 Scuppo Rd, a well-maintained end-unit townhouse in the sought-after Mill Plain area of Danbury. This bright and inviting home offers a comfortable layout with a spacious living and dining area, perfect for everyday living or entertaining. The kitchen features ample cabinetry and convenient access to the dining space. Upstairs, the primary bedroom includes a generous walk-in closet and Jack-and-Jill access to a full bath, while the second bedroom offers flexibility for guests, a home office, or additional living space. A finished lower level provides bonus space for a gym, playroom, or office and includes in-unit laundry. Additional highlights include central air, an attached 1-car garage, and plenty of storage throughout. Enjoy HOA amenities including a pool and clubhouse, all while being close to shopping, dining, I-84, and everything Danbury has to offer. Move right in and enjoy!

Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with beautiful Antique wide board wood floors and it really celebrates the natural light in every room and enjoys woodland and meadow views with peeks at gardens right outside the windows. The Living room is open to both the formal dining room with a gas fireplace and the recently updated the kitchen. Two stone patios one in the front of the house and another in the rear of the house create private places to relax or entertain or just soak up the lovely scenery at different times of day. The primary bedroom is a quiet private suite at the back of the house There is a small bedroom also used as an office. There is a mudroom with laundry. The property features a very detailed designed horse barn that stuns in it beauty yet is also completely functional for a very happy horse or used as an art studio, office, guest quarters. The stall is built with I.P.E wood and the wash stall features hand painted Moroccan tiles. Antique brass fixtures. The potential use of this building is endless! The 2 car detached garage is a quick walk from the house and is actually pretty with Belgian Block floor so

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 island with bar seating. The formal dining room and outside deck area with BBQ grill are accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool designed and constructed by premier area designer, Dobson Pool Company. Available academic term September 2026-2027 $7500/mth plus utilities. Also available summer term 2027, $20,000/mth plus utilities.

Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a spacious living room with a fireplace, and a primary bedroom suite on the main floor. An additional bedroom is located on the main level, with a third bedroom upstairs. Ideally situated for convenience and tranquility, this home offers easy access to NYC via Metro-North, is moments from Bulls Bridge Golf Club, Mohawk Mountain Ski Area and close to the shops and restaurants of Kent and New Preston village centers. Available 8/16 through Labor Day, Academic Term, Annual Rental.

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.

A rare Main Street rental opportunity in Thomaston. A beautifully restored luxury apartment on Main Street completely reimagined from top to bottom. The property has undergone a complete interior and exterior restoration with exceptional attention to detail and quality craftsmanship throughout. The apartment is on the second floor and features a new kitchen with granite countertops, new stainless appliances, updated bathroom, washer/dryer, engineered wood flooring, new lighting, fresh paint, new windows, new doors/ fixtures, and new tile work. Outside, the improvements continue with new landscaping, a paved driveway, and convenient rear parking for approximately five vehicles. A rare turnkey opportunity offering residential, professional, or mixed-use flexibility. Property also available for commercial lease MLS #24176600 Rentspree application required for all applicants 18 and over. Landlord is requiring credit check with a score of 650 or higher, rental history, income/employment verification and background check is required. No smoking, no vaping, no pets. A minimum one-year lease is required. Property also available for commercial lease MLS #24176600

TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Available June and July. Call for Summer Pricing! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. 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 starting September $12k per month for yearly lease. Call for Summer Rental pricing. Minimum 24 hour notice to view.