luxury houses with pool for sale South Central Connecticut Planning Region, United States

More than a residence, this is a world unto itself. Encompassing 6.57 acres, this singular Branford estate offers the space to shape an extraordinary lifestyle. Zoning allows for up to six horses, with a four-stall barn offering a loft, lower level ideal for a wine cellar, and versatility for three additional stalls or conversion to an approximately ten-car garage-an opportunity for equestrians and car collectors alike. The acreage lends itself well to a private vineyard, gardens, recreation, or quiet enjoyment. A spectacular inground pool, hot tub, waterfall feature, and pool house create the ambiance of a private resort. Dating to the early 1900s, the six-bedroom, five-and-a-half-bath home is rich in warmth and character, with an expansive floor plan for everyday living and gracious entertaining. Formal living and dining rooms are complemented by a sunroom where the landscape becomes part of the interior experience. Fireplaces across both levels bring architectural presence and an inviting sense of home. The main level also offers a private study and generous en-suite bedroom, creating flexibility for guests or first-floor living. Upstairs, a spacious primary suite joins additional well-proportioned rooms, while a second staircase enhances the home's distinctive flow. A partially finished lower level adds space. Convenient to New York City by highway or train, this timeless, versatile estate offers a rare opportunity to live beautifully, without ever needing to get away.

PLEASE SUBMIT OFFERS BY 9PM ON WED 10/14. Available for the first time since it was built on .93 acre on the cul-de-sac, this stately Colonial offers turn-key living. Open the front door to the welcoming foyer and your eye is drawn to the detail work that surrounds you. A formal living room is to the right and the dining room to the left opens to the family room with gas fireplace and then to the kitchen which will thrill the most discerning cook. The island provides plenty of workspace as well as abundant seating for family and friends. Entertaining for holidays or watching a game is fun and easy with this floor plan design. The covered porch provides additional entertaining space. Outside is a spectacular private outdoor oasis designed for ultimate relaxation and entertaining. The centerpiece of the backyard is a stunning in-ground pool, surrounded by a concrete patio and an expansive composite deck. There is endless space for unwinding at home or hosting large gatherings. Seamlessly connecting the indoor and outdoor living areas, this backyard is built for creating memories. Upstairs features a magnificent primary suite, a second family room, and three additional spacious bedrooms. Second floor laundry room features another half bath. Enjoy phenomenal storage, an attached, oversized 3-car garage, plus a vast walk-out basement perfect for a gym or playroom. In addition to the main house, a versatile one bedroom in-law suite is accessed via deck, driveway and garage

Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an inviting family room with vaulted ceilings, a wood-burning fireplace, and sliding doors leading to an expansive deck. A versatile room just off the kitchen is ideal as a home office or playroom and opens to the welcoming front porch. Hardwood floors extend throughout the first level. Upstairs, the generous primary suite includes a walk-in closet and private bath, while three additional bedrooms share a full hall bath. The private backyard is a true retreat, highlighted by a newly rebuilt saltwater pool and plenty of space to relax or entertain. Enjoy the best of both worlds-a peaceful setting with exceptional community amenities, all just minutes from shopping, dining, and commuter routes.

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.

Positioned moments from the shoreline and local marina, 15 Linden Shores delivers a masterfully reimagined coastal retreat combining thoughtful upgrades, expansive layout options, and impressive community perks. Spanning 2,800 square feet, the open-concept main floor is flooded with sunlight from soaring vaulted ceilings and multiple skylights. Anchoring this primary gathering space is a gourmet chef's kitchen along with a warm gas fireplace. For effortless indoor-outdoor living, glass doors open onto an oversized deck and gazebo, where you can unwind against a backdrop of tranquil marshland and harbor views. Designed for true main-level living, the residence offers a first-floor primary bedroom suite complete with a luxurious ensuite bathroom featuring radiant heated floors and a Bain Ultra soaking tub. Upstairs, a versatile loft provides additional flexible living space. The fully finished walk-out lower level acts as a self-contained suite-ideal for guests, extended family, or a dedicated sanctuary-comprising a private bedroom, home office, workout area, lounge, steam shower, and dedicated laundry space with Speed Queen appliances. Every mechanical and technology system throughout the home has been meticulously updated for effortless modern living. Integrated features include an 11-zone Sonos sound system, Ring security, Nest smart thermostats, Hunter Douglas window treatments, updated HVAC, whole-house water filtration, a full-home backup generator, custom deck lighting

Your waterfront lifestyle begins at 259 Housatonic Drive. Set along the Housatonic River in Milford's sought after Rivercliff neighborhood, this custom built, 4 bedroom, 2.5 bath home pairs gorgeous water views with a private dock offering access to Long Island Sound. Head out on the boat, entertain on the spacious deck, or enjoy the scenery from your four season sunroom. New white oak flooring throughout complements the light filled interior. The kitchen features white cabinetry, granite countertops, a center island, double oven and gas cooktop, while the window lined dining area captures beautiful river views. An adjoining family room with a wood burning fireplace offers an inviting gathering space. A separate living room/office impresses with soaring ceilings, an arched window and a second fireplace. Upstairs, the primary suite features vaulted ceilings and a private balcony overlooking the river and marshes, the perfect spot for morning coffee or unwinding at day's end. Its spacious bath offers a double vanity and freestanding soaking tub. Three additional bedrooms offer plenty of space for everyday living and overnight guests. A newly regraded lawn and new irrigation system enhance the waterfront grounds, while a 2023 roof, central air and a two car attached garage add convenience. The property does not require flood insurance. Nearby Milford and Stratford train stations offer Metro-North service to New York City, bringing commuter convenience to this waterfront retreat.

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 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.

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.