luxury house with pool for sale Middlebury, United States

A lifetime of memories have been made in this 4 bedroom/1 bathroom home picturesquely set on 1.45 professionally landscaped acres with an inground pool ready for swimming. The entire property has been well taken care of, and is ready for the next owner to make it their own. The living room is open to the dining room, with glass doors to the deck with an awning for summer days. There's a kitchen and 3 bedrooms to complete the main floor, and 1 bedroom and a family room in the lower level. Perennial gardens adorn the front and back yards, while mature trees compliment the rest of it. Watertown lies in Southern Litchfield County, home of Taft School, Hawk Ridge Winery, 2 golf course, and more! Property being sold in as is condition.

Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with a waterfall island and slab backsplash. New Sub-Zero appliances, including a 48-inch Sub-Zero refrigerator, a 136-bottle wine fridge, and a built-in professional espresso machine, adorn the kitchen. The Wolf appliance suite comprises a 6-burner gas cooktop, double ovens, and microwave. The sun-filled breakfast nook seamlessly transitions into the inviting family room, where a stunning marble fireplace and expansive bay window showcase picturesque views of the property and distant hills. Sliders lead to a large lawn-level deck for summer relaxation. The second floor boasts an extraordinary primary suite designed as a private retreat. This luxurious space includes a fireplace, an elegant sitting room, a spa-inspired bathroom with a soaking tub, and two walk-in closets. Three additional bedrooms with en-suite bathrooms and a spacious bonus room complete the upper level. The home has been dramatically transformed and enhanced with all-new hardwood radiant floors. Outside, the spacious flat,fully fenced yard features a beautiful Gunite, heated, saltwater pool and stunning distant views. This property is truly extraordinary and a must-see for discerning buyers. Nestled on 4.71 acres in Woodbury, CT, this Colonial-style home offers a true sanctuary with modern amenities. The property also includes a shed, porch, deck, lighting, stone wall, and patio in its exterior features. The stucco exterior adds a touch of elegance to the architecture. With a total of 10 rooms, including 4 bedrooms and 5 bathrooms, this home provides ample space for comfortable living and entertaining. The attached 3-car garage offers convenience and additional storage space. Situated in a serene neighborhood with proximity to amenities such as a health club, lake, library, medical facilities, park, private schools, and shopping malls, this property combines privacy with convenience. Located in Litchfield County and served by the Nonnewaug School District, this home is in close proximity to Per Board of Ed Elementary School. The property benefits from a central air and zoned cooling system, along with oil heating. The house color in a cream hue complements the tranquil surroundings. The living area of 5,216 square feet provides a spacious and airy atmosphere. With meticulously maintained landscaping, this residence offers a perfect blend of luxury, comfort, and natural beauty. Experience the epitome of gracious living in this stunning Woodbury retreat.

Set at the end of a shared private driveway on 2.9 wooded acres, this 5BR home presents a unique opportunity for those seeking privacy, space, and the chance to create something truly their own. Surrounded by natural beauty, the property offers room to explore, garden, entertain, or simply enjoy a peaceful setting while remaining close to everyday conveniences. A covered porch welcomes you inside where hardwood flooring runs through much of the home. The living room features built in bookshelves, a wood stove, and large windows that bring in natural light. A notable advantage of the home's layout is the presence of three bedrooms on the main level, offering flexibility for single level living, guests, home office space, or multigenerational needs. The main level also includes an eat in kitchen with a large pantry, dining room, full bath, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms and a half bath with space that may accommodate future expansion to a full bath or laundry area. Ample closet space is found throughout. The unfinished lower level provides additional flexibility with workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and a two car tandem garage. Outside, you'll find an inground pool with a new liner (2024), multiple outbuildings and wood sheds (conveyed as is), and abundant parking. Recent improvements include a new roof (2023), furnace (2023), well equipment (2023), gutters (2024). For added peace of mind, the home is equipped with a whole house Generac generator. Offering a rare combination of privacy, character, and potential, this Southbury property is ready for its next owner to bring their vision and personal touches. Conveniently located just minutes from Exit 15, shopping, restaurants, Main Street, nearby lakes, and the movie theater.

Nestled in the picturesque Upper Grassy Hill community of Woodbury, CT, this stunning Colonial residence at 557 Upper Grassy Hill Road offers a harmonious blend of timeless elegance and modern comfort. Boasting 3784 square feet of thoughtfully designed living space, this home welcomes you with a grand two-story foyer adorned with gleaming marble floors. The main level features a formal living and dining room, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. Flowing seamlessly from the kitchen is the spacious family room with a vaulted ceiling and a cozy pellet stove, leading out to an expansive deck offering privacy and distant views, creating your own outdoor sanctuary. Upstairs, discover three generous bedrooms, including a luxurious primary suite with hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of serenity to this retreat. The fully finished walk-out lower level is an exceptional in-law or au pair suite, featuring hardwood floors, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a spa-like marble bath with a steam shower, and a spacious great room with built-in seating. French doors open to a stunning bluestone patio with a plunge pool/spa, perfect for relaxation or entertainment. Additional highlights include surround sound, a Belgium block-lined driveway, stone walls, irrigation system, and a generator, ensuring convenience and luxury at every turn. Located just 90 minutes from NYC, this home is part of the self-managed Cardinal Hill HOA ($100/year) and backs up to designated open space for added privacy and tranquility. This property transcends beyond a mere residence; it offers a lifestyle of comfort, sophistication, and relaxation. Please note the interior and exterior security cameras for 24/7 monitoring. Welcome to Upper Grassy Hill Living

Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble tech finish was installed with fencing in the rear yard for the pool and pets. The house was originally built by a Master Craftsman with the finest materials.The gourmet kitchen is where everyone lives. There is a center island and field stone fireplace. Thermador appliances include a 6 burner cook top as well as wall oven, built in microwave, a warming drawer, dishwasher and refrigerator. The open floor plan allows you to set up the living room/dining room in a variety of ways. There is a lovely sunroom with a vaulted ceiling off the kitchen. There is a mudroom coming in from the garage with a half bath. The ceilings are 9' on the first floor. The upper level includes a lovely Primary Suite with walk in closets, a luxurious primary bath with 2 sinks, a walk in shower and a soaking tub. There are 3 additional bedrooms on the upper level with one en-suite and the other two sharing a hall bath. The house sits up high with mountain views. The land is gently sloping with a level area with plenty of room to play. Only 90 minutes to NYC!

Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen. Upstairs, you'll find four spacious bedrooms and two full bathrooms. A bright slate floored sunroom overlooks the inviting heated salt pool, perfect for relaxation and entertaining. Adding to its unique appeal is an attached 1-bedroom in law/guest house with propane heating and cooling, providing flexible space for visitors or extended family. The property boasts level land and lush grounds, including a expansive pasture area, all set against the picturesque backdrop of Pierce Brook. This Roxbury gem combines tranquility with convenience, making it an ideal retreat.

Welcome to 14 Cook Street, a charming circa-1900 Victorian located in the heart of Washington Depot. Rich in history, this home was once known as Cook's Boarding House, a local inn that helped shape the character of this picturesque New England village. Offering approximately 1,800 square feet of living space, this 4-bedroom, 2-bath home features a traditional layout with a living room, dining room, den, and kitchen with pantry. Period details blend seamlessly with comfortable living, providing both character and functionality. Set on 1.3+ acres, the property offers a rare combination of in-town convenience and private outdoor space. The level lot is enhanced by mature landscaping and includes a fenced in-ground pool-ideal for summer entertaining or quiet relaxation. Located just steps from the village center, enjoy easy access to local shops, cafes, and everyday conveniences. Washington Depot is widely known for its scenic beauty, historic charm, and proximity to Lake Waramaug, Steep Rock Preserve, and numerous outdoor recreation opportunities. Ideally situated between New York City and Boston, this property is well-suited as a full-time residence or weekend retreat. A unique opportunity to own a historic home in one of Litchfield County's most desirable towns. Buyer backed out 1 week before closing for personal reasons! Brand new pool liner, ready to move in!

Set on a level & beautifully maintained 1.5-acre lot in a desirable cul-de-sac neighborhood, this meticulously cared-for 4-bedroom, 2.5-bath home offers space, style,& comfort at every turn. A welcoming circular driveway creates a grand first impression and hints at the thoughtful design found throughout the home. Inside, the versatile living room features glass French doors, allowing it to function perfectly as a quiet home office or formal sitting area. It flows seamlessly into the oversized formal dining room, ideal for hosting gatherings.The open floor plan continues into the expansive kitchen, designed for both everyday living and entertaining. Highlights include abundant cabinetry, a walk-in pantry, brand-new countertops, a center island with seating for three, and ample space for a casual dining table. The real showstopper here is the truly stunning family room, where soaring vaulted ceilings, dramatic arched windows, a new gas fireplace create a bright and inviting focal point.Upstairs, you'll find four generously sized bedrooms,( one currently used as an office) including a spacious primary suite with a walk-in closet and a spa-like bathroom retreat. Outdoor living is just as impressive, with a two-tier Trex deck overlooking a heated above-ground pool and a sprawling, picturesque yard. Completing the home is a three-car garage and access to a highly regarded school system, making this property the perfect blend of elegance, function, and location.OFFERS DUE MON 5PM

Filled with light, warmth, and timeless charm, this home offers the perfect balance of comfort and modern convenience. Gleaming hardwood floors create an elegant flow from room to room, while the thoughtfully designed kitchen features granite counters, custom cabinetry, and stainless steel appliances. The sun-filled living, dining, and family rooms provide inviting spaces to relax or entertain, with large windows that bring the outdoors in. Upstairs, three spacious bedrooms offer great closet space and classic Cape-style charm, along with two tastefully updated full baths completed in 2025. A standout feature is the bonus room and bedroom above the garage, finished in 2023, offering flexible space home office, playroom, or guest area. Outside, the fully fenced, level backyard feels like a private retreat with a playground, cozy firepit area, and pool surrounded by an expansive deck added in 2024-perfect for summer barbecues, lounging, and everyday enjoyment. Additional highlights include a new high-efficiency furnace, well tank, and water softener, plus a roof, siding, and windows all less than 10 years old. Conveniently located near Brookfield public schools, local parks, shopping, and major commuter routes, this home offers charm, space, and convenience in one beautiful package.

This 4-bedroom Colonial offers the perfect combination of space, comfort & location. Ideally situated in a subdivision close to shopping, restaurants and major highways. The main level welcomes you with a spacious eat-in kitchen featuring abundant cabinetry, perfect for cooking & gathering. Sliders from the kitchen lead out to an oversized deck, creating a seamless indoor-outdoor flow for hosting. The kitchen opens directly to a large family room with built-ins & fireplace, making it the perfect spot to unwind. A formal dining room for special occasions and a bright living room that offers additional flexible living space. The second floor features four generously sized bedrooms and two full bathrooms. The spacious primary suite includes its own private full bath and an impressive walk-in closet. The additional bedrooms are well-proportioned and ideal for family members, guests, or home office space. The finished walk-out lower level adds over 1,100 square feet of additional living space & includes another full bathroom. This versatile area is perfect for a guest suite, gym, office, media room, or playroom. With sliders to the private backyard, you have easy access to the above ground pool. Additional highlights include a two-car garage, central air, & a beautifully landscaped lot. Plus...City water & sewers and economical solar panels to keep your electric bill way down. With its generous layout and excellent location, this home truly offers the best of comfortable living.

Nestled in the serene Rollingwood community on Federal Road in Brookfield, CT, this charming 1-bedroom plus den, end-unit Ranch condo offers a tranquil retreat with its own private entrance and picturesque wooded views. Step inside to discover a well-designed living space featuring a cozy living room, a private deck perfect for enjoying morning coffee or evening sunsets, and a bright eat-in kitchen complete with a pantry for added storage convenience. The bedroom boasts a spacious walk-in closet, while a versatile den doubles as a laundry room, providing practicality and comfort all on one level. With a full bathroom to complete the layout, this condo presents a cozy and functional living environment just waiting for your personal touch to make it truly shine. Residents of Rollingwood enjoy access to a range of community amenities, including a playground, pool, and tennis courts, providing opportunities for relaxation, recreation, and socializing right at your doorstep. The Tudor-style exterior of the building adds character and charm to the neighborhood, while the level lot offers a sense of space and openness. With immediate possession available, you can swiftly make this condo your own and start enjoying the peaceful lifestyle that this community affords. Don't miss out on the chance to transform this condo into your perfect retreat in the heart of Brookfield, where convenience, comfort, and tranquility meet in one delightful package.

Asking for highest and best by 5pm Wednesday 6/10.Enjoy low-maintenance living in this beautifully updated one-bedroom condominium, ideally located just minutes from shopping, dining, and everyday conveniences. Freshly painted throughout, this move-in-ready home features brand-new carpeting and a refreshed kitchen with elegant quartz countertops, creating a bright and welcoming atmosphere. Nestled in a peaceful wooded setting, the community offers a tranquil retreat while remaining close to retail shops and local amenities. Residents enjoy access to desirable community features, including a clubhouse and swimming pool, perfect for relaxation and recreation. This charming condominium offers comfort, convenience, and value in an attractive setting.

Welcome to your oasis at Brookfield Hills, where tranquility meets modern convenience in this stunning tri-level townhouse. This unit features a magnificent open floor plan bathed in natural light. Designed for both entertaining and quiet relaxation, the main level boasts a generous living and dining area adorned with gleaming hardwood-style laminate flooring that flows throughout. The bright and airy kitchen hosts newer stainless steel appliances, crisp white cabinetry, and an abundance of counter space. For added convenience, there is an updated full bath on the main floor. Step outside onto your private deck to enjoy stunning views of the in-ground pool and natural greenery that borders the property. The upper level is dedicated to rest and functionality, featuring two generous bedrooms equipped with mirrored closet doors and ceiling fans for year-round comfort. These rooms share a well-appointed full bath. This level also includes a large laundry room supplemented by an additional storage closet. The fully finished lower level offers its own private entrance, utilize as a family room, home office, or a private home gym. This level is completed by an oversized garage and a utility room featuring a new hot water heater. Experience the best of Brookfield in a complex that offers low common charges and low taxes. Enjoy the community in-ground pool and the beauty of nature right in your backyard while close to local shopping, schools, restaurants and a great commute from I-84.

PRICE REDUCED. MOTIVATED SELLERS. Experience premier Candlewood Lake living in this family-friendly 3-level waterfront home. Play or entertain in the expansive backyard or enjoy the no stairs access to the two private docks with ample boat and jet ski space. Relax on a 1,000 sq. ft. two-story deck with outdoor fireplace, hot tub, and private shower, plus two sheds and western sunset views. The open-concept main level features cathedral ceilings and a primary suite with walk-in closet, en suite bath, and deck access. Upstairs offers a lakeview bedroom, full bath, and remodeled skylit loft. The walkout lower level includes a guest suite with bedroom, full bath, laundry, and large bonus room. Highlights of the extensive upgrades include high-efficiency dual-fuel heat pump, central air, solar-equipped roof with generator hookup with battery backup. (Solar contract to be paid by sellers at closing.) Become a part of the highly sought-after Candlewood Shores community and enjoy access to the private beach and updated Club House, as well as the private park that includes volleyball, basketball and a playground. This isn't just a home. It's a lifestyle, a retreat, and a rare chance to own one of Candlewood Lake's most versatile waterfront properties.

Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations, radiant heated floors and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill, and bluestone patio-ideal for gatherings or quiet evenings under the stars. Inside, the great room impresses with walls of glass that flood the space with natural light and a fireplace that anchors the room with warmth and style. The main-floor primary suite offers a spa-like retreat with a soaking tub, steam shower, heated radiant floors, and dual walk-in closets. The main level also includes a formal dining room, a private office, and the convenience of a residential elevator providing easy access to all levels. Upstairs, there is an ensuite bedroom and two additional bedrooms that share a well-appointed bath. The finished lower level expands the living space with a full bath, laundry area, and flexible rooms perfect for a media room, gym, or recreation area. Set on a private 10+ acres featuring a picturesque pond and a detached barn ideal for a car enthusiast or hobbyist, this home offers the perfect balance of elegance, privacy, and modern living.