luxury houses with pool for sale Woodbridge, United States

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.

Where 1918 Heritage Meets 2026 Innovation --- Experience the impossible: a Historically Registered 1918 home that doesn't just preserve the past - it powers the future. This isn't a renovation; it's a masterclass in Invisible Innovation, where period-correct craftsmanship lives in perfect harmony with a carbon-neutral footprint. An historically registered 1918 Colonial Revival Home with state of the art renewable energy and HVAC infrastructure, powered by NEW geothermal heating+cooling system and owned solar panel array. This 7 Bedroom home (tax record states 5 BR) features 4 levels of living inside with a heated inground pool, patio, and deck outside. Owners have thoughtfully and strategically updated the home while maintaining the look and feel of the 1918 era. Main floor features a Gracious Foyer, Updated Kitchen w/granite, pantry, stainless steel appliances, and Butler pantry. Formal DR, Office/Den+Living Room, spacious.TWO sun rooms-this house gets a ton of natural light! The enclosed porch is a wonderful way to enjoy the outside, from afar. 2nd Flr features:3 BR, Laundry Rm, Full Bath+Large Linen Closet. 3rd Flr offers:4 possible BR+Full Bath. The heated inground pool w/ NEW pool liner, safety cover, pool pump + filter. The finished Lower Level makes for a great play/rec room. With the kitchen + Full Bath in the LL, this could be a possible in-law/au pair suite. Ideally located, with views of Milford's upper duck pond, this home is close to the downtown train station, dining, and Milford Green.

Experience shoreline living at its finest in this beautifully updated home offering breathtaking 180-degree water views. The home features a light and bright kitchen with stainless steel appliances and blends modern updates with timeless coastal charm. The well-designed floor plan features spacious, light-filled rooms with a natural flow, while walls of windows frame and showcase the incredible water views throughout. A welcoming covered front porch with beautiful mahogany decking provides the perfect spot to relax and take in the coastal surroundings. Step outside to your private backyard retreat featuring an inground pool, stunning bluestone patio, and plenty of space for relaxing or entertaining against a picturesque Long Island Sound backdrop. A finished lower level offers potential for an in-law setup, adding valuable flexibility to the home. Whether enjoying your morning coffee on the front porch or unwinding by the pool overlooking the water, this home delivers the perfect coastal lifestyle. Ideally located just minutes from Milford's beaches, downtown restaurants and shops, the train station, and major highways, this exceptional property offers the perfect blend of tranquility, convenience, and modern living.

A rare offering that exudes sophistication and sanctuary, this striking contemporary estate-originally built in 1984 and thoughtfully reimagined for modern living-spans over 5,526 square feet of refined yet inviting space. Privately nestled within a tranquil suburban setting, this property delivers a true escape while remaining moments from premier shopping, dining, and everyday conveniences, an ideal retreat for those craving a seamless blend of country calm and cosmopolitan accessibility. Designed with both scale and comfort in mind, this home features an abundance of expansive living spaces, where architectural intrigue meets livable luxury. Each room unfolds with intention - grand in proportion yet intimate in feel, creating a series of elegant retreats throughout the home. Recent upgrades elevate both form and function, including newly installed flooring, a high-efficiency HVAC system, and whole-house generator system ensuring comfort and peace of mind year-round. Storage is exceptional, with generous closet space rarely found in homes of this era. The outdoor experience is equally compelling. Set against a serene backdrop, the property boasts a private, resort-style in-ground pool and whirlpool spa along with a full-size tennis court-perfect for both entertaining and quiet relaxation. A unique indoor hot tub adds an additional layer of year-round indulgence. This is more than a home - it's a destination.

Experience some of the most peaceful and breathtaking views of Long Island Sound from this beautiful Cliff House; condo, tucked away in a secluded corner of Harbour Village condominium community in Branford. A long gradual stairway leads to a million-dollar view that's worth every step. Enjoy your own personal paradise with private gardens, a large shaded deck that offers an inviting setting in all seasons. Step out for your morning tea, watch the boats Lindsey Cove or take a quiet walk through the garden, a daily reminder that this is more than a home, it's a lifestyle. Residents of Harbour Village enjoy access to a private beach, heated pool, waterfront clubhouse, fitness center, library, cozy fireplace, commercial kitchen, outdoor grill and patio, ideal for entertaining or relaxing year-round. Kayak enthusiasts have access to seasonal beachside kayak racks. The condo itself blends warmth and comfort with a working fireplace, hardwood floors throughout the main level, and a bright galley kitchen with granite countertops. The spacious, sun-filled primary suite offers vaulted ceilings, plush wall-to-wall carpeting, and a beautifully renovated bathroom with large soaker tub and window to the water. A large second bedroom and newly renovated bathroom with walk-in shower completes this serene retreat where you can wake to changing colors of the sunrise and water every day! Easy travel to NYC, minutes from Branford train station and Tweed New Haven Airport.

This magical light-filled New England 7,945 s.f. cottage takes full advantage of its private waterfront location overlooking LIS and a wildlife estuary. Sited in a private community on 1.27 acres with 300' of water frontage provides panoramic water views of sunrises and sunsets from most rooms. A heated swimming pool, two beaches and mooring rights guarantee outdoor pleasures. There is also room for a tennis court. The house was expanded from its original 1912 footprint and fully renovated over 3 years (1987-1990) with the best curated materials including Tischler high impact windows throughout. French doors in the 18' ceilinged living room, dining room and family room all open to a flagstone terrace. The 6+ bedrooms, all but one with ensuite bathrooms, can be accessed by elevator or front and back stairs. There is also a separate handicapped accessible apartment. The impressive, newly renovated kitchen with table sitting up to eight is equipped with top of the line appliances. Privacy, gracious living space and endless recreation possibilities make this special property an ideal retreat. Check floor plans for more details.

Situated on a stretch of Putting Green Lane, this stand-alone Laurel model offers a refined approach to living within the 55+ community of Oxford Greens. Carefully maintained by its original owners, the three-bedroom, two-and-a-half-bath residence features nine-foot ceilings and rich hardwood flooring throughout the primary gathering spaces. The kitchen is appointed with granite countertops, stainless steel appliances, and a bright breakfast nook. Flowing seamlessly from the kitchen, the family room is anchored by a gas fireplace beneath a vaulted ceiling, creating an understated elegance for daily living or entertaining. The architecture thoughtfully embraces its natural surroundings. Two separate decks provide generous outdoor living space, offering tranquil views of the private, wooded setting directly behind the house. Additionally, a large, unfinished walk-out lower level presents expansive potential for future customization, tailored storage, or a dedicated studio space. The Oxford Greens lifestyle is defined by its golf course ambiance and comprehensive resort-style amenities, all maintained with notably low common charges. Situated adjacent to the acclaimed 18-hole golf course, the neighborhood offers a sophisticated country club atmosphere. A 17,000-square-foot clubhouse serves as the focal point of the community, featuring a fully equipped fitness center, indoor and outdoor swimming pools, and a relaxing hot tub. The grounds also include meticulously maintained courts for tennis, paddle tennis, pickleball, and bocce. This property presents a rare balance of private, wooded serenity and premier recreational facilities.

Fresh paint, new photos, and the pool is open for summer. This beautifully updated Colonial is situated on a private, lightly wooded lot in Sandy Hook, offering the space, comfort, and lifestyle today's buyers seek. A private driveway leads to this inviting home, which features spacious living areas, a formal dining room, a cozy fireplace, and an updated kitchen complete with quartz countertops, modern cabinetry, and newer stainless-steel appliances. Freshly painted throughout, the home feels bright, clean, and move-in ready. The upper level offers four comfortable bedrooms, including a primary suite with a full bathroom and walk-in closet. The fully finished, heated walk-out lower level provides exceptional flexibility—ideal for guests, an in-law setup, a home office, gym, playroom, media room, or recreation space. It also includes a convenient mini-kitchen. Step outside to a backyard designed for summer entertainment. The heated in-ground pool, complete with a slide, is open and ready for relaxing weekends at home. Additional highlights include a two-car attached garage, updated finishes, and a peaceful setting just minutes from Sandy Hook's restaurants, shopping, parks, hiking trails, and wineries, with easy access to major commuter routes.

Wonderful 3BR, 2BTH Cape located on the Naugatuck-Waterbury line in a neighborhood setting. Lovingly cared for by its current owners for nearly 40 years, this inviting home is ready for its next chapter and a new owner's personal touches. The front door opens to a spacious living room featuring a fireplace and large picture window, along with a formal dining room with a built-in hutch. The oversized kitchen overlooks the backyard and offers abundant cabinetry and a dining area. A main-level bedroom with two closets provides flexibility for guests or one-level living, while the heated breezeway/den offers access to the deck and backyard. Upstairs are two additional spacious bedrooms with ceiling fans and generous closet space. The finished lower level provides flexible space for a recreation room, home office, or both, along with a bar area, large walk-in closet, cedar-lined closet, and additional storage. The level, fenced yard is well suited for relaxing and entertaining, complete with a heated above-ground pool and deck, patio area, and a tree-lined rear yard for added privacy. Additional features include central air, installed in 2020, and central vacuum. A large driveway provides ample parking and leads to the attached heated two-car garage with an additional carport/shed for storage or yard equipment. With its functional layout, outdoor space, and convenient location close to nearby amenities, this is a wonderful opportunity to make a well-loved home your own.

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

A truly unforgettable and exceptionally rare offering-Rogers Island presents an exciting opportunity to own a private island paired with a mainland residence, delivering the perfect balance of seclusion and convenience. The mainland property includes its own dock, parking, and support space, making access to the island with a 5-minute boat ride, seamless and effortless. Just offshore, the island unfolds into a peaceful, panoramic retreat surrounded by water views in every direction. Designed for both relaxation and entertaining, the estate features a 10-bedroom main residence with 6 full and 2 half baths, a 4-bedroom/2.5 bathroom guest house, artist's studio with half bath, and dedicated staff quarters. A mahogany wraparound porch invites you to take in the scenery, while meandering granite pathways guide you thru the grounds which offer an exceptional collection of amenities: an in-ground heated pool with pool house and separate bath house, tennis court, Nicklaus-designed putting green, koi pond, greenhouse and two docks. A charming gazebo sits at the edge of the property-perfectly positioned to capture sweeping views for miles. Quiet, expansive and thoughtfully designed, Rogers Island is a legacy property where generations can gather with ease, hosting everything from intimate weekends to large-scale entertaining, all set against a backdrop of uninterrupted water views, timeless coastal beauty and a sense of privacy that's increasingly impossible to find.

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

Set on over 20 breathtaking, wooded acres, this property offers a rare blend of privacy, natural beauty, and flexible living. This contemporary split-level home is filled with natural light and thoughtfully positioned to capture sweeping hillside views from nearly every angle. With five bedrooms and 3.5 baths, including a private in-law suite with its own entrance, the home provides exceptional versatility for multi-generational living or guest accommodations. Outdoors, the property unfolds into a true retreat-meandering private hiking trails, a serene spring-fed pond, and open fields dotted with fruit trees create an idyllic country setting. Entertain with ease around the in-ground cement pool, surrounded by a stamped concrete patio, or host unforgettable gatherings beneath the stunning pergola dining area. Recent improvements, including a new roof make this move in ready. With its unmatched acreage, scenic vistas, and boundless potential, this is a unique opportunity to create a truly special lifestyle property in the heart of Durham.

Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House. The Main House, a testament to exceptional craftsmanship, showcases approximately 5,534 square feet of living space, with six well-appointed bedrooms and 4.1 bathrooms. Designed with the finest materials, this home seamlessly blends timeless elegance and modern conveniences, providing a harmonious living environment. Outdoor area includes a Pool, Spa & Outdoor kitchen. Guest House with 3,583 sq feet, 3 bedrooms, 3 baths, Separate 942 sq ft. 1 bedroom in-law/ staff quarters. This property shares a Common border with the main residence. The separated property which can possibly be subdivided into 2 building sites, features a Carriage House, Dock & Sandy Beach. To say there are many possibilities here would be an enormous understatement! Private residence, Family compound or High-end development. Bring your Dream here; this opportunity will not let you down. All 3 properties must be sold together unless otherwise agreed to by the current owners. Please respect the privacy of current owners. BY APPOINTMENT ONLY. Taxes represent all 3 properties.

This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by Dramatic walls of glass framing endless water views from virtually every room offering seamless indoor-outdoor living. You will be immediately wowed by the jaw dropping great room with an incredible fireplace & soaring ceiling. At the heart of the home lies a stunning Poliform kitchen, the pinnacle of modern luxury, thoughtfully appointed with premium appliances and designed to delight the most discerning chef. Oversized dining area that effortlessly steps right onto the expansive Ipe deck for additional outdoor waterfront entertaining. The all glass-enclosed family room overlooks the sound as well as the heated saltwater pool. Upstairs, a dramatic suspended gallery leads to an octagonal office and private outdoor captain's walk with endless vistas. The primary suite is a sanctuary with panoramic water views, balcony, fireplace, custom closets, and a spa-inspired bath with oversized shower and infrared sauna. A separate wing offers three en-suite bedrooms with stunning new baths and custom bunks for additional guests. Exceptional boating amenities include a permanent pier of concrete

A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and style at every turn. Step inside to discover an exquisite open floor plan highlighted by two-inch marble and black walnut countertops, complemented by high-end finishes from Waterworks and custom built-ins throughout. Enjoy the culinary delight of a gourmet kitchen equipped with Subzero appliances, a 48 Wolf range, and two spacious walk-in pantries. The inviting living area features a gas fireplace for cozy evenings and a state-of-the-art Full Swing sports simulator that also serves as a perfect media room. This smart home boasts temperature-controlled fresh air and is easily managed via iPad. Step outside to your covered private terrace and be captivated by stunning marsh and Long Island Sound views, accompanied by refreshing salty breezes. The vibrant community offers a heated pool, fitness center, fire pit, dog park, and more, making it an ideal setting for relaxation and recreation. With easy access to the marina, beach, dining, shopping, and cultural experiences in downtown Guilford, this property epitomizes Connecticut shoreline living at its finest.

Turn-key elevated ranch with in-ground pool, and immaculate grounds. Set on 1.6+ park-like acres, this modern ranch includes 3 bed/3 full baths, a 3-season screened porch, and a heated 20x40 pool with an oversized concrete patio. The living areas and recently renovated eat-in chef's kitchen shine with custom island, top-of-the-line appliances, and a dedicated butler's pantry with sink, wine fridge, and shelving. From the kitchen, enter the dedicated dining room with custom built-ins which open to the vaulted great room with floor-to-ceiling stone fireplace and locally sourced reclaimed mantle. Doors open out to a new composite deck overlooking the private, professionally landscaped grounds with overflowing hydrangeas, Japanese maples, and fruit trees. The primary suite features a custom cedar walk-in closet and en-suite bath. Two additional bedrooms and updated full bath provide comfortable living for family and guests. A secondary sunlit living room with an efficient pellet stove adds cozy warmth which opens out to a 3-season porch. The finished lower level includes a full bath and versatile space - perfect for a gym, media room, or flex space. Outside, enjoy true resort-style living around the fully fenced pool complex. Additional exterior highlights include a horseshoe pea gravel driveway, 4 y.o. architectural roof, new pool pump/filter and two storage sheds. Located just minutes to Woodbury's historic town center, fine dining, and boutique shopping!