The agencies at Southbury
These agencies offer a selection of luxury properties location at Southbury. Feel free to contact them for personalized assistance.
Rarely available direct waterfront rental! This highly desirable Berkshire model is located in the premier 55+ Heritage Village active adult community. Nestled in the peaceful Winship neighborhood, this spacious three bedroom, two bathroom single-level ranch offers stunning, unobstructed views of the pond and its seasonal fountain. Enjoy true maintenance-free living with flat, step-free access from your nearby garage straight to your front door. Inside, the sprawling living room boasts vaulted ceilings, an extended fireplace, and walls of windows that flood the home with gorgeous natural light. The master suite serves as a private retreat, complete with a full bath and four generous closets for maximum storage. Two additional bedrooms sit adjacent to a second full bath and a convenient laundry closet. Start your mornings with a coffee watching the great blue heron from your kitchen table, and spend your afternoons relaxing on the southwest-facing patio. Garage with storage and garbage bin next to garage. Rent includes access to Heritage Village's resort-style amenities, including multiple swimming pools, tennis and pickleball courts, a fitness center, walking trails, and a vibrant community clubhouse.
…By William Pitt Sotheby's International Realty
Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial filled with charm. Updates include kitchen, baths and open living area leading to primary bedroom. Brand new septic, 4 car garage with storage above and period outbuildings including a barn. Washer and dryer are located on the main level, upstairs bedrooms offer privacy for guests. 5 bedrooms are ample size plus 2 work/study rooms. In town location with a private back yard and easy access to New York. Property is also listed for sale.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Annual furnished rental in a tranquil country cottage on Lake Lillinonah. This is an extremely rare opportunity to rent with direct lake frontage with a 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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
This lovely three bedroom two bathroom ranch style home sits on a portion of Sunny Valley Preserve. Enjoy the bucolic setting with easy access to hiking trails. Full basement. Southern New Milford location for an easy commute! Good credit required.
…By William Pitt Sotheby's International Realty
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!
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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!
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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 or July at $20,000 per month.
…By William Pitt Sotheby's International Realty
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!
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Stylishly renovated Contemporary Ranch with stunning lake views and direct frontage on Candlewood Lake - available to rent September 9, 2026 through May 1, 2027 for $6,500 per month. The beautiful level lot offers a captivating setting and has its own private beach, with easy access to the house and lake from the level driveway. The home's open floor plan - completely renovated in 2020 - offers all main living areas on one level and encompasses a chef's kitchen, dining area, living room, two bedrooms and two baths, with the primary bedroom suite featuring a sleeping loft above for overflow. The spacious chef's kitchen highlights an oversized granite island w/counter seating and top-of-the-line appliances. A finished lower level is accessed via a spiral staircase and offers a large recreation room with billiards and ping pong, a full kitchen and bath, and plenty of further overflow sleeping spaces. All rooms but one feature lake views and sliders to the home's multiple decks and patios. For added comfort, there is a whole house generator, central heating and A/C, and radiant heating in the lower level plus primary bath. Kayaks, paddle boards and life jackets are available for added enjoyment. Located in the highly desirable lake community of Atchison Cove where tenants can also enjoy the community clubhouse, beach and picnic areas. Just 90 minutes to Manhattan and 15 minutes to Metro North trains.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Exceptional labor of love inside and out by the current owners who renovated the property. Rent and live in a completely renovated home in a sought after cul de sac neighborhood. This inviting home is full of natural light with modern updates and hardwood floors throughout. From the main entrance, enter the sunny Living Room with fireplace, which is open to the adjacent dining area and kitchen with new appliances. The kitchen and dining area also have wide doors leading out to the patio, and there is a hallway leading to the 4 bedroom wing, which has brand new bathrooms with heated floors and convenient main level laundry. The family room, which is spacious and sunny, provides a beautiful view of the woods. All new mechanical systems, central air, a 2-car garage with tons of storage, and foam insulation for minimal heating and electric costs! Redding has so much to offer, including top-rated schools, miles of hiking trails, town and state parks offering swimming and canoeing, restaurants, and a train station for easy commuting. Rent includes Spring/Fall clean up. Tenant responsible for all utilities, grounds maintenance and snow removal, credit check AND income verification.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Charming and serene, this exceptional studio apartment is nestled inside a picturesque carriage house built in 2009. Tucked away down a quiet country lane and beautifully enveloped by mature trees, this property offers a peaceful, private retreat while providing close proximity to major highways for a seamless down-county commute. The light-filled interior boasts an expansive open-concept layout characterized by airy 9-foot+ ceilings and beautiful hardwood flooring flowing seamlessly throughout the entire space. Premium finishes include elegant granite countertops in both the kitchen and bathroom, adding a touch of sophisticated luxury to the home. The flexible floor plan adapts effortlessly to your lifestyle. Excellent exterior amenities enhance the offering, featuring exclusive use of a 1-car attached garage, a private patio ideal for outdoor relaxation or entertaining, and a dedicated private yard space surrounded by nature. This property delivers the perfect balance of peaceful tranquility and modern convenience.
…By William Pitt Sotheby's International Realty
Warm and inviting, this bright and sunny home features charming hardwood floors throughout, freshly painted interiors, and thoughtful built-ins that showcase its timeless character. The updated kitchen boasts stainless steel appliances and new quartz countertops. A large mudroom with laundry and abundant storage adds everyday convenience, while the walk-up attic provides even more room for seasonal items. Cozy up in the living room, where a classic fireplace creates the ideal setting for reading, relaxing, and quiet evenings at home.Outside, the welcoming covered porch offers a peaceful place to enjoy morning coffee or unwind at the end of the day. The detached two-car garage adds practicality, and the surrounding property delivers plenty of privacy, natural beauty, and room to roam.With its double staircase, charming details, and tranquil setting, this 3-bedroom, 2-bath gem is a truly lovely home that balances history, comfort, and character.
…By William Pitt Sotheby's International Realty
Stunning! This beautifully updated 2-3-bedroom, 3.5-bath townhome in the sought-after Rivington community offers a modern layout and flexible living space. The main level features a renovated kitchen with tile backsplash, new hardwood floors, updated lighting, and an open design with built-ins, a contemporary gas fireplace, and sliding doors that fill the space with natural light. Upstairs are two en-suite bedrooms, including a primary suite with a vaulted ceiling, lovely views, a spacious bath, and a walk-in closet. The lower level provides direct garage access and a separate exterior entrance to the side lawn. A large bonus room with full bath, wider doorways, and level entry from the garage offers excellent versatility for a family room, home office, guest suite, or additional bedroom. Enjoy all of the amenities that Rivington has to offer - indoor/outdoor pool, tennis, pickleball, gym, and social events. Easy living!
…By William Pitt Sotheby's International Realty
Elevate your lifestyle in this beautiful and modern 4-bedroom end-unit built in 2020 by Toll Brothers, complete with Rivington's resort-inspired amenities, simplified everyday living, and a coveted location in Western Danbury, directly on the NY/CT border. Maintained in pristine, barely-lived in condition, this Energy Star rated townhome boasts chic upgrades, gorgeous white oak floors, a tranquil wooded view, 9ft+ ceilings, and immense windows that flood the home with natural light. The open-concept main level offers a seamless, flowing connection between the family room, dining area, and a stunning chef's kitchen, which features quartz countertops and an oversized center island with ample seating.Sliding glass doors off the dining room open to an outdoor private deck. Perfect spot to unwind or grill dinner in a peaceful natural setting. Upstairs, the primary bedroom suite overlooks the quiet wooded backdrop and features a large walk-in closet and beautifully appointed bathroom with a dual-sink vanity and a luxe shower with seat. Two additional bedrooms offer large closets and a shared hall bath. A standout is a rare 4th bedroom with ensuite bathroom located downstairs on the entrance level. The separated space is ideal for guests or home office. The home is complete with a powder room, dedicated laundry area, extensive storage, and parking for four vehicles via the two-car garage and two-car driveway. Landscaping, snow removal, and trash/water/sewer are covered in the rent.
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties location at Southbury. Feel free to contact them for personalized assistance.