luxury houses with pool for sale Woodbury, United States

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!

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.

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.

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.

Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the house and related garden cottages, grounds and surrounding landscapes of fields and woodlands, drape across the gentle hilltops of Middlebury with magnificent vistas east, west and north. It constitutes one of the most beautiful and historically significant properties in the area. The estate encompasses the seventeen room main house and three guest cottages: converted stables with unique industrial accents, classic cape, and pool side studio. The main home features magnificently scaled formal and informal settings, exquisite millwork, hardwood floors. Chefs' quality kitchen with sensational marble, large butler's pantry, breakfast nook, informal dining room, 800 bottle temperature controlled wine room complete this area. This opens to the library and raised paneled great room with vaulted ceilings and stone fireplace. Pass by the sweeping free-standing staircase which leads to the second level and enter the formal dining room and living room both with fireplaces adjacent to a mahogany paneled office. The wonderful conservatory overlooking the beautiful gardens, sauna room, two half baths

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.

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.

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.

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.

Welcome to 145 Pine Hill Rd! An exquisite home offering 4-bedrooms with 3.5 baths and a generous 3400+/- total sf. Home is set on a spacious 4.57 -acre lot and features an oversized 4 car-detached garage. As you approach the property, you'll be greeted by a front porch, welcoming you inside. The heart of the home is adorned w/reclaimed, hand-hewn beams accentuating the ceilings & mantle, paired harmoniously with a propane log fireplace. This central gathering space is bathed in natural light spilling in through expansive windows, complemented by a twelve-foot wide Anderson double slider leading to a meticulously crafted deck, optimizing the western exposure for all day sun. The kitchen offers a state-of-the-art appliances and extensive countertop space with over 20 feet on the perimeter and an 11 ft island. Each of the 4 bedrooms provides a unique space, while the 3.5 baths feature refined fixtures & chic designs. Off the primary bedroom is a retreat unto itself, featuring a circular patio where one can reflect in the joyful sounds of the water fountain or unwind in the private hot-tub. The lower-level family room with a built-in bar and a cozy wood-burning stove, ideal for entertaining & relaxation alike. A saltwater in-ground heated pool & beautifully crafted outdoor entertainment areas, including a whimsical chicken coop/shed, enrich the outdoor living experience. Nestled near captivating attractions such as Pootatuck State Forest & Candlewood Lake.

Welcome to 145 Pine Hill Rd. A renovated Organic Modern home mixing both modern amenities and rustic charm. Adorned with random plank flooring, hand-hewn beams and massive field stone fireplace. The 12ft sliders in the Living Room allow for access onto the spacious deck. The culinary space is a chef's haven, equipped with state-of-the-art appliances & premium finishes that inspire culinary creativity. With southern exposure, the house offers plenty of opportunities for sunlight, expansive views off the deck along with a great setting for gardening. Each of the 4 bedrooms provides a unique space, while the 4 baths feature refined fixtures & chic designs, ensuring every personal convenience is met. Off the primary bedroom is a retreat unto itself, featuring a circular patio where one can reflect in the joyful sounds of the water fountain or unwind in the private hot-tub. The lower level is another entertainment area with full bathroom and spacious family room with wet-bar which opens to the swimming pool and deck areas. Great for the avid outdoor enthusiast where there is plenty of hiking, mountain biking and fishing.

Welcome to 506 Lexington Blvd-a beautifully appointed 2-bedroom, 2.5-bath townhome offering 2,222 square feet of thoughtfully designed living space. This inviting home features an updated kitchen with granite countertops and stainless steel appliances perfect for today's lifestyle. Step outside to your private deck and take in serene wooded views-an ideal retreat for morning coffee or evening relaxation A cozy gas fireplace and central air conditioning offer year-round comfort. The main level offers hardwood flooring and recessed lighting. The second floor includes a primary bedroom suite, a comfortable 2nd bedroom plus a versatile room ideal as a potential third bedroom or home office. The finished walk-out basement provides additional flexible space for guests, gym, or entertainment. The 2-car attached garage offers convenient parking and storage. Enjoy summers at the community pool, all while being moments from Meckauer Park with its playground, dog park, and walking paths, plus historic downtown Bethel Village. The village center offers charming boutiques, acclaimed local restaurants, Independent cinema and coffee shops, ice cream shops, local bakery, brewery and Metro-North train station. The neighborhood is also easily accessible to I-84 for easy commuting. Don't miss this special opportunity, well maintained by it's long term owner.

This bright and expansive 2-bedroom, 2.5-bathroom townhouse offers over 2,000 square feet of comfortable, sun-drenched living space in a fantastic community. The inviting living room features a cozy gas fireplace, ideal for relaxing evenings. The well-equipped kitchen includes a slider to a private patio that overlooks a peaceful, tree-lined grassy area, creating a perfect spot for outdoor enjoyment. Upstairs, the generous primary suite includes two walk-in closets and a luxurious full bathroom. The second bedroom offers its own private full bath, making it ideal for guests or a home office. The lower level provides a versatile, spacious area that can be used as a family room, home gym, entertainment space, or whatever suits your lifestyle. Residents enjoy excellent community amenities including a clubhouse, tennis courts, fitness gym, and sparkling inground pool. Conveniently located near shopping, restaurants, and everyday conveniences. A wonderful opportunity to own in a prime location with plenty of room to live, work, and entertain.

Charming and Serene 3-bedroom, 1.5-bath Cape Cod Oasis perfectly nestled in a tranquil and serene private setting bursting with character and charm. Step through the front door into a sun-drenched sunroom adorned with rich wood textures, the perfect spot to unwind. The open-concept living and dining rooms feature elegant crown molding, a French door, exposed beam, and cozy wall-to-wall carpeting. Nearby, the stunning, sunlit eat-in kitchen boasts newer stainless steel appliances, a gas stove, a French door fridge, a pantry and an abundance of cabinet and counter space with a casual corner dining area. Step outside to a private backyard paradise featuring a sprawling stone patio surrounded by colorful perennials, a lush lawn, and a fenced yard. A few steps up, an above-ground pool awaits summertime fun. The property also includes a convenient mudroom, a detached single garage, and a large natural stone gravel driveway. The main level hosts three bedrooms with ceiling fans and wall-to-wall carpeting, including a generous primary bedroom with a double closets. The stunning full bath boasts wainscoting, and a modern half bath features a convenient laundry area. The spectacular finished lower level features a family room anchored by a full-wall stone wood-burning fireplace, a dry bar, Berber carpeting, and a versatile den perfect for a home office, gym, or guest suite. Complete with a new roof, a brand-new oil tank and efficient oil heat. Close to NY border and yet privacy galore.

Welcome to this magnificent, beautifully updated Colonial nestled in a tranquil and private New Fairfield neighborhood. This home offers a stunning open floor plan with gleaming hardwood flooring spanning both the main and upper levels. The grand entrance provides an immediate wow factor, leading into an elegant layout where the living and family rooms flow seamlessly into a formal dining area-perfect for both relaxation and entertaining. The chef's dream comes true in the sun-drenched gourmet kitchen, which features stainless steel appliances, a stylish brick-layer backsplash, a center island and pantry. The casual dining area with sliders opens directly to a generous, freshly stained deck and a built-in above-ground pool, overlooking a sprawling, level backyard ideal for outdoor activities. The upper level boasts a primary suite complete with a walk-in closet and updated full bath. You will also find three additional guest rooms with closet space, shared bath and a stunning balcony. For extra versatility, the finished lower level includes a recreation room plus dedicated space for a home gym or office. Practicality meets luxury with a main-level laundry room, an attached two-car garage including a shed that serves as the third car garage with electric and attic storage-and a generator hookup with 200-amp service. Perfectly situated on the west side of town, you are minutes from shopping, restaurants, schools, and the New York border for an effortless commute location.

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