luxury real estate for rent Woodbury, United States

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.

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.

Beautiful one bedroom rental in pristine condition. Hardwood floors throughout. Bedroom has a deck with amazing views! Excellent credit a must. Absolutely no smoking/vaping or pets.

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.

Come jump in Bantam Lake right from your very own waterfront in the heart of Litchfield County at the Westover Condominium Association. This lovely year 'round 3 bedroom/2 full bath free-standing home with an open floor plan and hardwood floors throughout, is in pristine condition and ready for you to enjoy lake living. The all season sunroom wraps around the home, and has lake views from every window. It has ductless AC units on the 1st & 2nd floor, plus a generator. Relax by the fireplace and take in breathtaking views of the lake, highlighted by spectacular fall colors. Association amenities include a sitting area near the sandy beach, basketball & tennis-along with racks for canoes & kayaks. Only 7 minutes to the historic Litchfield Green with amazing restaurants & shops, and 2 hours to NYC. Boat slip available.

Your private retreat awaits. Situated to capture breathtaking, panoramic views of Candlewood Lake and the lush surrounding hills, this elegant estate offers the ultimate in privacy and peace. The expansive deck provides a flawless setting for sunset entertaining, while the interior layout-featuring 5 bedrooms and six bathrooms-offers flexible, well-designed space for any lifestyle. With the added luxury of 5 garage bays and grounds that promise total seclusion, this property represents the perfect harmony of nature and architectural refinement. Available furnished on a month-to-month basis, for the summer, or longer!

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.

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.

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.

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.

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 hilltop retreat in this stunning contemporary home, perfectly positioned for privacy. Set back at the end of a winding, tree-lined driveway, this sun-drenched residence offers a seamless blend of modern design and serene nature. The expansive main living area features high ceilings and French doors that open directly to a spacious deck-ideal for indoor-outdoor entertaining, alfresco dining, or quiet evenings overlooking the countryside. A large kitchen serves as the heart of the home, while oversized windows throughout frame picturesque views of the Connecticut landscape. The primary bedroom suite serves as a true sanctuary, complete with its own attached sunroom. The layout offers incredible flexibility, including a lower-level office or media room and a massive multi-purpose space perfect for a home gym, studio, or recreation room. Located just minutes from the historic Litchfield town center's premier dining, boutique shopping, and culture, you have easy access to top-tier outdoor recreation, parks, and nature reserves. Enjoy complete peace and tranquility while remaining an easy, scenic drive under two hours from Manhattan from nearby transit routes. Available as an annual unfurnished rental for the lifestyle upgrade you always wanted. Field card reads two bedrooms. Lower level office can be used as third bedroom or the multi-purpose room also.

Welcome to your contemporary retreat in the heart of Goshen, CT. This modern home, nestled within the tranquil surroundings of Litchfield County embodies a perfect blend of luxury and comfort for your short-term getaway. Sleek lines, expansive windows, and a minimalist aesthetic define this stunning property. Situated amidst lush greenery, with serene outdoor views that promise a peaceful stay. The home's spacious interior is designed for flow and functionality, featuring high ceilings and an open-plan layout. Equipped with top-of-the-line appliances, perfect for culinary enthusiasts. Boasting multiple bedrooms, each thoughtfully appointed to ensure restful nights. A private deck and outdoor seating areas allow guests to immerse themselves in nature's beauty. Just moments away from Dog Pond and the charming town centers of Goshen and Litchfield, one can enjoy a variety of dining and shopping options. Whether you're seeking a peaceful retreat or an active escape, this home is the perfect base for exploring all that the Litchfield Hills is known for. Indulge in a stay that promises relaxation and rejuvenation. Summer (Jun-Aug) $11,000 per month. Please see listing agent for fall and winter availability and pricing.

Experience the perfect blend of comfort and convenience in this immaculate and updated 2-bedroom, 1.5-bathroom townhouse condo, nestled in the Plumtrees Heights community. This end-unit treasure boasts a one-car garage, central air conditioning, and a serene private patio with a lush backyard - ideal for relaxation or entertaining. Step inside to discover an updated kitchen featuring lovely quartz countertops and an inviting eat-in area. Nice sized pantry offers plenty of storage. Generous sized Living Room/Dining Room combination with floor to ceiling stone fireplace creates the opportunity to dine with fireplace view. The Sliding glass door to the private patio, along with full-height windows fill the space with natural light and provides seamless access to your outdoor haven. Central air and ceiling fans in the Living Room and both Bedrooms are designed to enhance your everyday comfort. Updated powder room and stackable washer/dryer add convenience and simplifies your daily routine. Spacious and light-filled, the vaulted ceiling Primary Bedroom with double, oversized closets, shares an updated full bath, Jack and Jill style, with the second, vaulted ceiling bedroom. Pull-down attic stairs provide you with extra storage space within your unit. As a resident, indulge in the luxury of the complex's amenities including a sparkling in-ground pool and a welcoming clubhouse; ample parking with additional guest parking. Located so close to Charming Downtown Bethel

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!

Lovely, freshly updated second-floor studio apartment in a prime Bethel location. This bright and charming unit features fresh paint, brand-new flooring, a brand-new range, and an included window AC unit. Enjoy the ultimate convenience of having a newer washer and dryer right inside the unit. Situated upstairs from the landlord, this property is a commuter's dream, located close to the Bethel Train Station and close to everything downtown Bethel has to offer. Tenant is responsible for credit report, background check, electric, renter's insurance, and snow removal. Move-in ready and waiting for you!

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.

This recently remodeled 3 bedroom, 1.5 bath ranch is set in the rolling hills of Kent and offers sweeping mountain views. Enter through the spacious mudroom equipped with a washer/dryer and half bath. Sitting adjacent is a beautiful room with brick floors and vaulted ceilings, providing a perfect space for a family room, home office, or creative studio. The kitchen has been completely refreshed with all new appliances and opens seamlessly to the dining room, where a bay window overlooks the backyard and covered bluestone patio. Natural light fills the well-sized living room, featuring hardwood floors and a wood burning fireplace. Three comfortable bedrooms and a remodeled bathroom complete the living space. Ideally located just minutes from downtown Kent, as well as Macedonia Brook and Kent Falls State Parks, this home offers easy access to some of the area's most beloved attractions. Metro North trains are just a 20 minute drive away and Manhattan can be reached by car in under 2 hours. Whether you're searching for a weekend escape or a full-time residence, this is a wonderful opportunity to enjoy all that one of Litchfield County's most charming towns has to offer.

Discover this unmatched mid-century contemporary marvel, a unique estate in the beauiful Westledge neighborhood that perfectly blends architectural sophistication with modern comfort. Designed with elegant, professionally curated interiors and featuring signature walls of glass, the home frames stunning, sweeping views while flooding every space with natural light. Nestled on 6.6 private acres of breathtaking beauty just minutes from the charm of Litchfield, Bantam, and the shops of Torrington, this peaceful retreat invites you to unwind and reconnect, offering vibrant outdoor gardens, ample space to explore, and even your own private 3-pin golf course. Whether you are looking for a turn-key luxury furnished residence or the flexibility of a separate, well-appointed in-law apartment, this unique property offers an unparalleled lifestyle where exquisite design, nature, and functionality integrate seamlessly. Unique & Flexible Rental Opportunity! This stunning property offers incredible versatility with two distinct living spaces. The owner is offering either the spacious main house OR the private, fully-equipped in-law apartment for rent. Whichever exceptional unit is not rented will be reserved for periodic use by the owner. Enjoy premium living tailored to your needs-whether you require the full layout of the main residence or the cozy, independent setup of the in-law suite. Inquire for specific pricing and configuration details for each unit! Minimum 3 month lease required

Welcome to 250 Westledge Drive, a stunning Torrington property offering a rare and uplifting lifestyle. Nestled on over 6 acres of park-like grounds, this beautiful estate is surrounded by mature trees, gorgeous gardens, and exceptional outdoor amenities, including a private 3-pin golf course, croquet, and a soccer penalty shootout area. It's the ultimate setting for relaxation and recreation, with plenty of space to easily set up your favorite outdoor games. The crown jewel of this estate is the beautiful, independent apartment attached to the main house. Recently renovated by an interior architect/designer, this sophisticated space features its own private keypad entrance, offering true autonomy and style for multi-generational living or guests. Conveniently and centrally located just 5 minutes from Route 8, this property blends peaceful privacy with easy accessibility. You are just minutes away from local shops, the historic Warner Theatre, and multiple charming nearby villages. Don't miss this rare opportunity to rent a versatile, turnkey property that offers so much more than just a place to stay-it's a true lifestyle retreat. Schedule your private tour today! Laundry is shared with main home

Welcome to Willow Park Apartments, a garden-style community in Danbury's Wooster Heights neighborhood. This newly renovated 3-bedroom, 1.5-bath townhouse offers 1,205 sq ft of updated living space, featuring a brand-new kitchen with an open-concept layout, new flooring, and beautifully updated bathrooms. Enjoy the convenience of full-size, in-unit laundry, one assigned parking space, plus ample guest parking, and a commuter-friendly location just minutes to shopping, dining, and schools. Step out back to a charming shared outdoor area with picnic tables and grills-perfect for relaxing or entertaining. Rent includes heat, hot water, water, sewer, and trash removal.

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.

Olive Farm will soon feature a 38' x 20' in-ground saltwater pool - just in time for summer! The home sits on 6 fully-fenced acres and is positioned for long-range Western sunset views of the Housatonic River Valley. Hardwood flooring, built-ins, and great natural light are present throughout. Enter into the kitchen equipped with black walnut countertops, a gas range stove and breakfast bar area. The adjacent dining room features plenty of built-in storage and an 8 person table. Sunlight fills the living room through a glass door leading to the screened-in porch, and through a large row of windows offering amazing views of the surrounding mountains. A cozy den with a pull-out sofa for guests connects the living room and main level en-suite bedroom, complete with a recently remodeled full bath. The second floor consists of a large primary bedroom with the same stunning Western views, a 10x8 room that could function as closet space or an office, and an additional bedroom with two full sized beds. A full hallway bathroom accommodates the upper level. The tranquility of Cornwall, CT can be from the 60 ft. long wrap around porch, and the beautiful new bluestone patio and saltwater pool. Shopping and dining in nearby Kent, Sharon, Litchfield, and New Preston can be reached in 20 minutes or less. Only 30 minutes to Metro North trains and 2 hours by car to Manhattan! Available June 1st - August 31st. June offered at $12,500, July & August at $15,000 per month. Pool installation beginning in April and will be ready by Memorial Day weekend. Renderings of the project available upon request.