luxury properties with pool for sale Nantucket, United States

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. The property is part of the Tashmoo Farm Association which includes deeded access to the association dock on Lake Tashmoo and tennis courts.

Welcome to Hillcrest Farm Estates, one of Sagamore Beach’s most coveted neighborhoods. Situated on beautifully manicured .69 acres, this exceptional Colonial offers the perfect blend of comfort, style, and resort-inspired outdoor living. Designed for both everyday enjoyment and unforgettable entertaining, the private backyard features a heated salt water gunite pool, hot tub, fire pit, outdoor shower, expansive garden area, cabana, oversized shed, irrigation system, and a fully fenced yard. Inside, the spacious layout includes three bedrooms and four bathrooms, a desirable first-floor primary suite with a walk-in closet and beautifully remodeled bathroom, first-floor laundry, security system, finished lower level, and a sun-filled four-season family room with an electric fireplace, and picturesque views of the backyard oasis. Extensive improvements throughout ownership include a newer roof on both the home and shed, replacement of 22 windows, central air, updated hardwood flooring, a remodeled primary bath, renovated kitchen cabinetry with updated hardware, new appliances, updated lighting and bath fixtures, fresh interior paint, new window blinds, exterior shutters, a barn door, hot water heater, and numerous additional enhancements that make this home truly move-in ready. Conveniently located just minutes from Sagamore and Scusset Beaches, the Cape Cod Canal, local highways, and bus transportation to Boston, this is coastal living at its finest.

Set along the marsh front near the shores of Saquish and Standish Shore, this classic coastal colonial captures wide bay views. The heart of the home is a high-end kitchen with quartz surfaces, a generous island, Sub-Zero refrigeration, a six-burner Wolf cooktop, Wolf convection and steam ovens, and two Miele dishwashers all set atop Brazilian hardwood floors. Four fireplaces add character throughout. The primary suite offers a spacious retreat with a sitting area and bath with a walk-in steam shower. Outdoor living spans two levels of wraparound Trex decking. A finished walkout lower level includes a gym, full bath, and direct entry to a resort-style yard with a heated saltwater gunite pool, spa, outdoor shower. The 960 sf pool/guest house has an open floor plan with a large sleeping area on the second floor. Ready for summer occupancy!

This is the one you've been waiting for. Tucked at the end of a quiet cul-de-sac, 50 Lewis Farm sits on just over 2 private acres—room to roam and entertain. The updated kitchen is the heart of the home with granite counters and a separate bar area with ice maker and wine fridge, flowing into a cozy living room with fireplace and a bright sunroom overlooking the yard. A second fireplace anchors the dining room and is perfect for large gatherings. Upstairs: 4 bedrooms and 3 full baths.The newly updated primary bath features a dreamy soaking tub, double vanity, walk-in shower. Third floor: bonus room plus a charming 5th bedroom. Over-the-garage in-law suite is fully separate with vaulted ceilings, full kitchen/living area, and pool views. The screened in porch is a glorious place all 3 seasons. It overlooks the huge heated pool with oversized decking and a pool house! Outdoor shower, generator hook-up, 3 car garage, this house has it all!!

To 205 Pleasant Street — “The Reserve” — an extraordinary custom estate designed by renowned builder Campbell Smith and set within one of Norwell’s most exclusive gated communities. Privately nestled on 11.75 picturesque acres within an intimate enclave of just ten distinguished residences spanning more than 80 acres, this exceptional Colonial offers timeless architecture, impeccable craftsmanship, and refined luxury throughout. Encompassing over 5,300 square feet, this elegant 11-room residence features 4 bedrooms, 3.5 baths, and a thoughtfully designed open floor plan ideal for both grand entertaining and comfortable everyday living. A gracious formal foyer with a sweeping staircase welcomes you into sun-filled interiors highlighted by over-sized true divided-light windows, exquisite custom millwork, and richly detailed finishes rarely found in newer construction. The heart of the home is a beautifully appointed chef’s kitchen that flows seamlessly into the dramatic 24' x 20' vaulted family room, where French doors open to an expansive patio and breathtaking grounds beyond. A well-designed mudroom and secondary staircase add both functionality and convenience. The luxurious 24' x 36' primary suite serves as a private retreat, complete with a spacious sitting area and serene views of the surrounding estate property. Outdoors, the professionally landscaped grounds create a resort-like setting featuring a heated Gunite saltwater pool, expansive lawn areas, and acres of surrounding land offering exceptional privacy and the potential for a private family compound. “The Reserve” is a rare offering — an elegant gated community with a private entrance, thoughtfully designed common drive, and convenient access to major highways, premier shopping, and top-rated schools. A remarkable opportunity to own a truly exceptional estate property in one of the South Shore’s most coveted locations.

On the Weir River estuary in one of Hingham's most private enclaves, 8 Ringbolt Road is a meticulously maintained colonial ready to become the backdrop for the next chapter. A custom kitchen by Faneuil Kitchen Cabinet anchors the main level with shaker-style inset cabinetry, single-slab granite backsplash, and smart storage throughout. White oak hardwood floors with mahogany Celtic knot insets flow through the kitchen and informal dining area which opens into the family room with fireplace. A dedicated laundry room and main level office with French door access to the backyard complete the first floor. Upstairs, four bedrooms plus a versatile bonus room, two fully updated bathrooms with custom cabinetry, and generous closet space throughout. The partially finished lower level offers flexible space and ample storage. Outside, a heated in-ground pool sits within manicured private grounds. Two-car garage. Minutes to Hingham Square, the waterfront, and commuter boat and rail to Boston.

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this exceptional Colonial captures sweeping views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on three acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has four large bedroom suites while the finished third floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.

A rare blend of timeless elegance and modern luxury in Manchester By The Sea, this exceptional sun-drenched estate is set on approximately 3.1 acre of beautifully landscaped, private resort anchored by an inground pool. Thoughtfully designed with soaring ceilings, expansive windows, and exquisite artisan finishes, the home offers an effortless balance of sophistication, comfort, and everyday living. The stunning open floor plan is anchored by a gourmet chef’s kitchen appointed with top of the line appliances, custom cabinetry, and generous gathering spaces, making it ideal for both intimate dinners and grand scale entertaining. The luxurious owner’s suite serves as a private retreat, featuring a cozy fireplace, elegant dressing room, spa-inspired bath, and an exclusive private deck. The versatile walk-out lower level offers exceptional flexibility with a fully equipped gym area and expansive recreation space. Completing this remarkable offering are an oversized three car garage, 1st Floor Bedroom with Full Bath, Bonus room above garage and access to Manchester’s top-rated schools. Every detail has been thoughtfully curated to deliver an extraordinary lifestyle in one of the area’s most sought after neighborhoods.

Landmark Lexington property with an exceptional location on the Lexington Green, offering a rare opportunity for a complete restoration. This storybook New England home is being offered for the first time in generations and features a large front porch overlooking the town center. Enter through the original glass vestibule to spaces filled with natural light from floor-to-ceiling windows. Period architectural details include two fireplaces, formal and casual living areas, an eat-in kitchen, and a lower-level game room. The private rear yard, set behind a two-story barn, offers views of the Old Belfry and a rare, quiet outdoor retreat in Lexington Center. The barn presents excellent potential for a guest house, studio, office, or wellness space. Both the home and barn require complete restoration. The property is adjacent to 1900 Massachusetts Avenue, also for sale with the same listing agent.

Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room • 6 en suite bedrooms • main level bedroom suite • fitness center • game room • sports bar with lounge • wine cellar and tasting room • 2 large stone patios • outdoor kitchen and fireplace • tranquil views of large flat private rear yard • 3 car heated garage. Nearby entrance to 150 acres of historic conservation land including trails, ponds, meadows, and antique stone walls. Just blocks to historic Lexington center and both elementary and middle schools. Easy commuter location to routes 3, 2 and I-95.

Meticulously restored and ideally situated on Meriam Hill, just three blocks from the town center, this distinguished residence seamlessly blends historic elegance with modern amenities. Interiors by award-winning Boston designer showcase beautifully preserved architectural details throughout, with open living spaces bathed in natural light. A stately wraparound porch invites relaxation while offering stunning sunset views, seamlessly extending the living space outdoors. The grand foyer, anchored by the original staircase, opens to formal living and dining rooms and a study, each featuring a fireplace. A thoughtfully designed addition includes a chef’s kitchen with butler’s pantry and casual dining area, plus an office nook. The lower level boasts a media room, game room, fitness center with backyard access, and an additional mudroom. An attached three-car garage and two mudrooms complete this exceptional home. All of Lexingtons amenities, including schools, are within blocks.

Unit 68 A rare opportunity to purchase a second story, year-round, 1 bedroom, 1 bath air-conditioned co-op unit with private balcony that enjoys a view of the ocean waves as they break along a pristine sandy beach of the Amagansett Dunes. When not pampered with chaise lounges, towels & umbrella cabana service either surf-side or heated pool-side; take in a work-out on one of the lighted two community tennis courts, shoot some hoops on the lighted basketball court or play a leisurely game of shuffleboard. BBQ in the community picnic park/playground or cook at home in renovated kitchen under the cathedral ceiling great room with its cheerful rays of light from north skylights including a wall of sliders leading to the oceanfront balcony that enjoys big breathtaking ocean views. Consider taking advantage of the income producing rental program in this full service resort either to recoup your cash or have it pay down your mortgage.SF is for the unit + balcony

Sophisticated country living inspired by classic New England style, perfectly sited on a rare and private two acre setting. Thoughtfully updated throughout, this exceptional property offers over three finished levels of beautifully designed living space, blending timeless architecture with today’s modern lifestyle. The main level features a renovated kitchen with new countertops and appliances that opens to a spacious family room with a gas fireplace and a beautiful screened-in porch, creating the perfect space to enjoy the peaceful surroundings in every season. A formal dining room, private office, mudroom, and versatile flex space ideal for a second office, home classroom, or creative retreat complete this level. Upstairs, the primary suite offers a peaceful escape with a sitting room, walk-in closet, and ensuite bath with soaking tub and separate shower. Three additional bedrooms and a second-floor laundry room complete this level, while the finished third floor provides endless possibilities as a playroom, media room, or bonus living space. A separate fifth bedroom with a full bath is perfect for guests, extended family, or an au pair.Designed for entertaining and creating lasting memories, the outdoor living spaces are truly exceptional. During their ownership, the sellers thoughtfully transformed the backyard into a private retreat featuring a heated saltwater pool with an automatic cover,pool house, professionally designed multi-sport court for basketball, tennis, and pickleball, expansive patios and hardscaping, a fire pit with landscape lighting, irrigation system,and beautifully landscaped grounds with fruit trees, flowering cherry trees, spring bulbs, and a charming chicken coop/greenhouse. The extensive list of seller improvements continues throughout the home and includes fresh interior paint, updated bathrooms, a remodeled garage, a dedicated art studio, new A/C condenser, water filtration system, radon mitigation system, an added electrical panel, and a seller-owned Tesla solar system with three Telsa Powerwalls, providing added efficiency and long-term value. A rare opportunity to own a turnkey property where luxury, recreation, and everyday living come together in one remarkable home!

This exceptional 6-acre estate offers supreme privacy and tranquility on a quiet cul-de-sac bordered by conservation land and completed fenced in with 3 gated driveways. The luxurious main residence includes 7 bedrooms, a gourmet kitchen with scenic views, solarium, library, private theater, billiards room, 2025 Built state-of-the-art Fitness Center with infrared room, juice bar, club house with a connecting wing to the Indoor Outdoor Heated Pool with full spa experience. Two greenhouses, multiple fruit tree orchards, tennis court w 4 Bed guest house, 2 add'l guest houses, commercial kitchen with live in chef's suite. A multi-car garage completes the offering. Just minutes from historic downtown Concord and top equestrian destinations, this secure, secluded retreat blends unmatched luxury with convenient New England access. Within minutes to Bedford Airport and New England's premier private boarding schools. Multi-Generational Living under one roof!

Set on nearly two serene acres and abutting 150 acres of conservation land, this exceptional estate offers unmatched privacy and craftsmanship. Custom built by local developer Al Fiorenza as his personal residence, no detail was overlooked. A dramatic entry opens to sweeping views through floor-to-ceiling windows overlooking the manicured grounds, expansive patio, gunite pool, waterfall and gazebo. A stately wood-paneled office and elegant dining room flank the foyer, rich hardwood floors flow throughout the thoughtfully designed living spaces. Clean lines define the chef’s kitchen and vaulted living room, blending luxury and comfort. The oversized first floor suite is a true retreat, featuring a stunning, modern, spa-like bath. Three generously sized second floor bedrooms with walk in closets (2) and a new bath. The fully finished lower level provides incredible flexibility as a playroom, entertainment space, in-law apartment, or anything your lifestyle demands, all enhanced by its open floor and quality finishes.

Sought After Carriage Estates, beautifully enhanced Colonial, ideally set on the end of a cul-de-sac, offers the perfect blend of comfort, style and versatility. Showcasing extensive upgrades throughout, with too many upgrades to list (see attached sheet).This exceptional property offers the lifestyle you’ve been waiting for. A thoughtfully designed floor plan includes a private in-law suite ideal for extended family, or multi-generational living. The sun-filled interior features spacious rooms with an effortless flow, highlighted by rich Brazilian cherry floors throughout the first level. The chef’s kitchen is well appointed with high-end stainless-steel appliances, granite & quality finishes. Inviting living and entertaining spaces complete the home’s warm and welcoming appeal. Step outside to your own resort-style retreat featuring a salt water in-ground pool,impressive custom cabana with wet bar, surround sound, and half bath, plus a premium Reeds Ferry shed for additional storage.

Occupying a premier position on Hither Lane-widely regarded as one of the most beautiful and private streets in the Hamptons-the estate enjoys exceptional walkability. Three ocean beaches, The Maidstone Club, village restaurants, shopping, coffee, golf, and The Jitney are all within easy reach, allowing residents to avoid summer traffic entirely-an uncommon and highly valued advantage in East Hampton. Privately gated and approached via a long, tree-lined allée, the property unfolds behind custom steel entry gates into a fully enclosed landscape of mature plantings, offering a remarkable degree of privacy, security, and quiet. Architecture & Design Spanning approximately 8,000 square feet, the residence presents a refined architectural dialogue between classic Hamptons craftsmanship and contemporary design. Traditional detailing is executed with precision, while modern elements introduce lightness, scale, and understated sophistication. Natural materials, bespoke millwork, and tailored finishes define the interiors. Glass curtain walls, soaring ceilings, and carefully proportioned volumes create a seamless flow that supports both elegant entertaining and relaxed daily living. Interiors The main level is open yet thoughtfully structured, allowing each space to feel distinct while flowing effortlessly from one to the next. The formal living room draws inspiration from London's finest hotels, with lacquered wood-paneled walls, integrated architectural lighting, a custom wet bar, and a gas fireplace framed in Italian quartzite. The dining room is anchored by illuminated Italian stone wall panels, floating glass shelving, and refined custom detailing. The kitchen features bespoke Poliform/Varenna cabinetry, Wolf and Miele appliances, a butler's pantry, and an adjacent lounge designed for informal gathering. An expansive upstairs media room spanning over 30 feet includes a projection theater, wet bar, full bath, and motorized blackout shades-ideal for relaxed evenings or entertaining on a larger scale. Primary Suite & Guest Accommodations: The main-floor primary suite offers a serene retreat, complete with a private sculpture garden, sitting area, and spa-inspired bath featuring heated stone floors, double vanities, and a glass-enclosed shower. Two custom walk-in closets and motorized window treatments complete the space. Five additional bedroom suites, each with en-suite baths and generous closets, provide exceptional comfort and privacy for family and guests. Outdoor Living: The exterior program unfolds across three distinct outdoor pavilions, designed for year-round enjoyment. A heated glass-roof atrium connects the main residence to an outdoor dining pavilion via sliding glass walls. The primary outdoor living pavilion features 14-foot ceilings, a custom summer kitchen, wood-burning fireplace, and a dramatic infinity-edge heated saltwater spa. Motorized retractable screens allow seamless transition between open-air and enclosed comfort. The pool pavilion includes a full bath, outdoor shower, and a generously scaled gunite pool, with the sound of ocean waves audible on summer evenings. Technology & Amenities: The estate is fully integrated with app-based smart systems controlling security, gates, climate, lighting, audio/video, pool and spa, window treatments, and irrigation-allowing effortless management whether in residence or abroad. Additional amenities include a gym, wine room, sauna, cedar closets, a heated two-and-a-half-car garage, Lutron lighting, custom architectural LED systems, and comprehensive audio throughout the home and outdoor spaces. Furnishings & Art (Available Upon Request) Custom couture furnishings and a curated modern art collection, including pieces by Alexander McQueen, Patricia Urquiola, Jasper Morrison, Charlotte Perriand, Marcel Wanders, Hermès, and others-are available.

Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.

Discover this elegant Water Mill summer retreat, perfectly situated in the heart of the Hamptons. Surrounded by meticulously landscaped grounds, the residence offers sunlit interiors, refined yet comfortable living spaces, and a thoughtfully designed layout that seamlessly accommodates both everyday living and entertaining. Outdoors, a private pool is framed by lush greenery, creating a tranquil escape ideal for summer relaxation and gatherings. The home's effortless indoor-outdoor flow enhances the experience, whether hosting guests or enjoying quiet moments. Just minutes from pristine beaches, charming village shops, and acclaimed dining, this property offers the quintessential Hamptons lifestyle in a private, stylish setting.

Set in one of Water Mill South's most coveted locations, this refined estate overlooks 34 acres of protected reserve, offering rare privacy, light, and open views. The 8,600± sq ft traditional residence features 7 bedrooms and 9.5 baths on 1.5 acres of mature, manicured grounds. Outdoors, multiple terraces surround a heated gunite pool, creating a resort-like setting. A separate 1,400± sq ft pool/guest house-with an additional 800± sq ft finished lower level-offers exceptional flexibility for guests, recreation, or work-from-home use. Designed for both gracious entertaining and effortless everyday living, the main level offers a beautifully proportioned formal living room, den, library, bar and dining room, along with a temperature-controlled wine room and powder room. A top-tier chef's kitchen anchors the home and opens seamlessly to a screened porch and sunroom-ideal for indoor-outdoor living. The second floor is highlighted by a serene primary suite, complemented by four spacious ensuite guest bedrooms. The expansive 4,000± sq ft lower level is fully finished and includes a billiards room, private theater, fitness room, golf simulator, and two additional ensuite bedrooms. Thoughtfully constructed and impeccably maintained, this Water Mill South estate delivers scale, privacy, and amenities rarely found in such a prime setting-perfectly suited for both quiet retreats and large-scale entertaining.

A compelling realignment of pricing. This estate with coveted ocean access within the village is positioned within the highly sought-after enclave of FAIRLEA, and located just south of Southampton's world-famous Gin Lane. Only a handful of homes are fortunate enough to enjoy this location, which shares a deeded path to the Atlantic Ocean. The wraparound porch overlooks the expansive yard and well-positioned pool while taking in sunny afternoons and ocean breezes. The cabana with an outdoor shower by the rear foyer certainly comes in handy after your day at the private ocean beach. Situated within Alfred Nelson's Fair Lea compound, one of six original cottages, this home offers the rare opportunity to own a piece of Southampton's storied past. Centrally located between beach clubs and tennis clubs, Main Street and Jobs Lane are also just a short distance away.

Ideally positioned upon a secluded acre within the historic estate section of Southampton Village at 254 Captains Neck Lane, this elegant country house stands as an opportunity amongst the Hamptons' most exclusive offerings. Embodying the timeless coastal sophistication that defines the region, the features begin with a sun-drenched, heated Gunite pool and all-weather tennis court, creating an idyllic pastime enclave. The six-bedroom, five-bathroom wood shingled gambrel-style residence, offering approximately 5,000 square feet of interior living space, has been host to several families during its lifetime, with each one telling the same story: memories and the best of times having been experienced here. A gracious 23 x 30 tray ceilinged living room anchored by a wood-burning fireplace features French doors which open to the terrace and garden, a richly appointed library, and a formal dining room that provides the elegant backdrop for large gatherings and grand soirées. A rarity in many homes, a first-floor primary suite with an adjoining 17 x 15 library/office that serves as a private sanctuary, as well as access to the outdoors. A conveniently located staff bedroom lies adjacent to the well-stocked chef's kitchen, where the finest culinary experiences can be created. The second floor spans over 2000 square feet and offers three beautifully proportioned guest bedrooms and a nearly 1000 sprawling flex space waiting for the next owner's imagination, presenting endless possibilities. This property has convenient access to miles of quiet lanes for strolling (or any other activity) and is located within a short distance to the Atlantic Ocean and Main Street. Upscale boutique shopping, fine dining, and art galleries make for the best of enjoying the ideal seaside lifestyle. This is more than a home, however, and most importantly, a distinguished legacy property that captures the very essence of exceptional Hamptons living.