luxury houses with pool for sale Upton, United States

Situated in a pedigree location just off the Town Common and Historic District, this remarkable colonial home with Craftsman influence and a stunning addition/remodel is unique in its beauty and design. The sale comes with an adjacent 1ac house lot w/sewer and water. FHW heat in main; FHA hybrid (electric heat pump, backed up by oil). Separate cen air handler in attic of main house; fha furnace for addition. Extensive renovation including roof, heating systems, interior paint, multi-coat paint on kitchen cabinets. Hardwood flooring throughout most of the home. Family room w/soaring 2-story ceiling and stone fireplace. 1st floor en suite primary BR w/large bath that has separate vanities, steam shower, large jetted tub (heater not working). Formal dining w/fireplace. First floor liv rm/office w/cathedral ceiling and half bath. Appx 1,000 SF finished in LL and includes laundry and ironing room. Dumb waiter goes to all 3 floors. Gentleman's barn. Inground pool.

A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile five bedroom, three and a half bath property (2,586 sq. ft. total) offers two attached living spaces — a four bedroom + office, two and a half bath main residence (approx. 2,078 sq. ft.) and a one bedroom, one bath in-law suite/ADU (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile five bedroom, three and a half bath property (2,586 sq. ft. total) offers two attached living spaces — a four bedroom + office, two and a half bath main residence (approx. 2,078 sq. ft.) and a one bedroom, one bath in-law suite/ADU (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

Set back from the road on an estate lot on the desirable East Side of Westborough, this well-maintained Colonial offers 10 rooms, five bedrooms, and 5.25 cleared acres with equestrian potential. A heated 20-by-40-foot in-ground pool, two-car attached garage, and separate three-car detached garage make this property especially appealing for car enthusiasts, hobbyists, or those seeking extra space. Inside, hardwood floors extend throughout much of the home. The cherry cabinet kitchen features a center island, granite countertops, stainless steel appliances, and a separate dining area overlooking the expansive sun deck. Open to the kitchen, the cathedral-ceiling family room with a fireplace creates an inviting space for everyday living and entertaining. A formal dining room, private living room, home office, and half bathroom complete the first floor. Upstairs, the spacious primary suite includes vaulted ceilings and an updated bathroom with a double vanity with quartz countertops, a ceramic-tile shower, soaking tub, and tiled floors. Four additional bedrooms and a convenient second-floor laundry room complete this level. A walk-up attic provides excellent storage and future flexibility.

Certified Turnkey. Pre-inspected, repaired and thoughtfully updated, this four bedroom, three and a half bath Southborough Colonial offers 3,700+ sq. ft. of living space plus 432± square feet of finished flex space above the detached two car garage. Major improvements include a new driveway (10/2026), new 4-bedroom septic (9/2026), roof (5/2026), central air (2024) and 42 Harvey windows (2016). The renovated kitchen with gas cooking flows into a dramatic two-story barn-board family room with exposed beams, gas fireplace and access to the composite deck. Formal living and dining rooms, two staircases and a bath on every level add flexibility to the floor plan. Upstairs, the primary suite includes a walk-in closet and private bath, with three additional bedrooms and a full hall bath. The finished walk-out lower level expands the living space with a game/billiard area, wet bar, full bath and direct outdoor access—ideal for entertaining, guests or extended living. Outside, enjoy a 16' x 32' saltwater pool with new liner (6/2026), composite deck with full awning (2026) and a landscaped .88-acre lot abutting conservation land, the Sudbury Reservoir and nearby trails. The detached two car garage offers finished heated rooms above—ideal for a home office, studio, gym or creative space. Three garage bays in total provide additional parking and storage. A home designed for everyday living, entertaining and escaping without leaving home, yet convenient to the MBTA commuter rail, Route 9, I-90 and I-495.

Prepare to be impressed by this truly magnificent, stately residence offering nearly 8,000 square feet of exceptional living space, perfectly positioned on a stellar lot in one of Franklin's most stunning executive neighborhoods. A true flagship home showcasing exceptional craftsmanship, impressive scale and resort-style living. A dramatic bridal staircase welcomes you into an elegant interior featuring a spacious formal dining room and private first-floor office. The massive, sun-filled family room features a gas fireplace and flows seamlessly into the spectacular designer kitchen, creating an impressive open gathering space ideal for everyday living and entertaining. The custom kitchen is appointed with high-end Thermador appliances, an impressive 72 Sub-Zero refrigerator and gorgeous butler's pantry. The second level offers three spacious ensuite bedrooms plus a spectacular primary suite featuring a dual-sided gas fireplace enjoyed from both the bedroom and luxurious primary bath, expansive walk-in closet and spa-inspired steam shower. A beautifully finished attic with full bath provides additional flexible living space. The completely finished walkout lower level is an entertainer's dream with a full bar, private movie theater, gym, bedroom, full bath and generous recreation space. Offering 6 full baths, 1 half bath and a 3-car garage. Step outside to your own private resort featuring a heated inground pool with waterfall, expansive outdoor living areas and an incredible covered pavilion complete with TV, grill and pizza oven. An extraordinary setting for entertaining, relaxing and enjoying unforgettable summers at home. Conveniently located near shopping, dining, commuter rail and major routes with excellent access to both Boston and Providence. A rare opportunity to own one of Franklin's most impressive residences.

Luxury Unveiled at Dorado Beach East Experience the pinnacle of exclusivity, privacy, and resort-style living in Puerto Rico's most desired community. This breathtaking 8,000 sq. ft. estate seamlessly blends grand architectural design with tropical serenity. Property Highlights: Space & Elegance - The entire house features high ceilings, and a double-height living space that reaches approximately 24 feet in height. 6 spacious bedrooms, each featuring a private ensuite bathroom and walk-in closets and beautiful views of the lake and the pool. Ultimate Primary Suite that features a massive walk-in closet and stunning lake view and an amazing bathroom with outdoor showers. Maximum Privacy - Prime location with no front neighbors, high surrounding walls with beautiful tropical gardens giving that additional layer of comfort and privacy. Premium Entertainment: Private movie theater, impressive leveled pool, and an outdoor terrace built for entertaining with a big summer kitchen with island. Bonus Flex Space - A separate, detached structure currently configured as a private home gym but can easily be transform into a guest house or whatever you want. The Location - Located within the secure gates of Dorado Beach East, you are just steps away from world-class golf courses, pristine beaches, pools, parks and all the legendary amenities of the Dorado Beach Resort. Resilient Backup Comforts - The residence has a 60 kWh electric generator with a diesel reserve tank of approximately 200 gallons and two water cisterns of 400 gallons each. This ensures the house's complete autonomy in case of emergency. An unparalleled opportunity for the discerning buyer who demands luxury, privacy, space and distinction.

Exceptional historic estate in the heart of Sherborn Center, the iconic Calvin Sanger House (c.1819) is a gracious Federal-style Colonial, thoughtfully renovated for modern living while preserving the character and craftsmanship that make this home so distinctive. Set on just over two beautifully landscaped acres, this landmark residence offers a rare combination of history, elegance and modern luxury. Period details include soaring ceilings, beautiful hardwood floors, refined millwork and multiple fireplaces. Gracious formal living room with window seat with original pocket doors to dining room with French doors to bluestone patio. This all complemented by a stunning renovated chef’s kitchen with stainless steel appliances, custom cabinetry and generous workspace. A flexible first-floor office or bedroom with bay windows and adjacent full bath is ideal for guests or working from home and could be utilized as a two-room in-law suite. The spacious family room features a fireplace, wet bar and French doors to an upper deck. A walk-out lower level with recreation space and full bath offers additional flexibility for guests, fitness or entertaining. Upstairs are four generous bedrooms and beautifully updated baths throughout. The renovated primary suite is a serene retreat with a luxurious bath and dressing area. Two additional bedrooms share an updated connecting bath, while the fourth bedroom has a dedicated full bath just across the hall. Upstairs laundry adds another modern convenience. Outside, mature landscaping, classic New England stonewalls to an in-ground pool create a private retreat in the heart of the village. An exceptional location, just steps from Sherborn’s newly expanded Library and soon-to-open History Center, with brand-new tennis and pickleball courts just down the street. Enjoy easy access to Sherborn’s renowned trail system, Farm Pond, consistently top-ranked Dover-Sherborn school system, restaurants, Town Hall, houses of worship and village amenities. A rare opportunity to own one of Sherborn’s most distinguished historic residences, where more than two centuries of New England character and beautifully renovated modern living come together.

A Legacy Preserved: Introducing "The George Gabriel House," An Iconic Richmond Heights Estate Step into a piece of Worcester's history with "The George Gabriel House," a residence that stands as one of the earliest and finest in the coveted Richmond Heights neighborhood. This magnificent historic home, boasting 7 bedrooms, 5 bathrooms, and approximately 5,000 square feet of living space, offers an unparalleled opportunity to own a true landmark. From the moment you enter, you'll be captivated by the home's rich heritage and exquisite original details. Imagine entertaining amidst high ceilings, preserved moldings, bathed in the soft glow filtering through leaded glass windows. The heart of the home is a European-inspired chef's kitchen, seamlessly blending modern luxury with timeless charm. Granite countertops, professional-grade stainless steel appliances, and a sun-drenched breakfast nook create an inviting space for culinary creations and casual gatherings. Multiple living areas provide a sophisticated flow for both formal occasions and relaxed family living. Host elegant soirees in the formal living rooms and grand dining room, find inspiration in the distinguished study, or unwind in the expansive great room, anchored by a warm and inviting fireplace and offering seamless access to the outdoor oasis. Step outside to discover a private retreat designed for enjoyment. A sparkling gunite pool beckons on warm days, complemented by an attached Jacuzzi tub for ultimate relaxation. The patio provides ample space for al fresco dining and entertaining, surrounded by the beauty of mature perennial flower beds and shrubs. The thoughtfully finished basement extends the living space with a vibrant game room, a fun "speakeasy-style" bar perfect for entertaining, and stone fireplace. A convenient walkout provides direct access to the lush backyard. Throughout the home, gleaming maple hardwood floors add warmth and character. Practicality meets prestige with a two-car garage featuring an attached utility shed. "The George Gabriel House" is more than just a residence; it's a testament to a bygone era, thoughtfully updated for modern living. This is a rare opportunity to own a significant piece of Worcester's architectural history in one of its most desirable locations.

Presenting 4 Blueberry Lane and its sun-drenched interiors with a stunning in ground pool in one of Norfolk's favorite neighborhoods. This meticulously maintained property offers approximately 2500 square feet of living space, thoughtfully designed for discerning homeowners. The residence encompasses four well-appointed bedrooms, providing ample private accommodations. Complementing these are two full, tastefully updated bathrooms and one-half bathroom, ensuring convenience and comfort for residents and guests alike. Further enhancing the property's appeal is a stunning, heated in ground pool offering a staycation every day. The landscaped, private lot provides a substantial outdoor environment, ripe for personalization and enjoyment. The finished basement room is a great option for home gym or playroom. To truly appreciate the classic design and potential for a comfortable lifestyle in this quiet neighborhood, we invite you to view this lovely property.

A one-of-a-kind European-inspired estate on 5.6 private wooded acres, featuring a private elevator, a 15-car garage compound, an indoor pool pavilion ready for completion, an immense customizable lower level, and exceptional craftsmanship. Some homes are built to satisfy the market. Others are created to fulfill a vision. La Farigoule belongs unmistakably to the latter. Inspired by the timeless country estates of France and Southern Europe, this extraordinary custom residence was conceived not as a speculative development, but as a lifelong private estate where architecture, craftsmanship, and imagination took precedence over convention. Every room, proportion, and crafted detail reflects a singular vision, giving the home remarkable character and unmistakable personality. Set amid secluded woodlands, La Farigoule reveals itself through remarkable spaces and unexpected discoveries. A private elevator serves every level, from the expansive lower level to the attic, combining elegance with convenience. The spectacular 15-car garage compound offers an extraordinary setting for automobile collectors, while a rare underground passage discreetly connects it to the residence—an architectural feature almost never found in a private home. A magnificent indoor swimming pool pavilion awaits completion as a year-round wellness retreat. Beneath the residence, an immense lower level can become a private cinema, wine cellar, fitness center, spa, golf simulator, guest residence, or exceptional entertainment venue. These spaces invite the next owner to shape the estate around a personal lifestyle. Even the smallest details express the home's European spirit. A traditional wood-fired pizza oven evokes Tuscany and Provence, where family and friends gather around simple pleasures, fine food, and memorable evenings. Handcrafted millwork, custom stonework, soaring spaces, and bespoke details create warmth, authenticity, and timeless elegance rarely found in contemporary construction. La Farigoule is more than a luxury residence—it is a home with a soul. Created not simply to impress, but to endure, it is complete in its architectural vision while offering opportunities for personalization without compromising its identity. Only minutes from Boston, yet surrounded by privacy, La Farigoule is for those who seek originality over convention, craftsmanship over fashion, and character over excess. Some houses are admired. Some houses are envied. La Farigoule is remembered.

One of 13 estates in Dover’s magnificent Snow’s Hill neighborhood, 5 Hamlin’s Crossing includes 3.2+ impeccably manicured acres overlooking and abutting gorgeous conservation land. Privacy, timeless finish/craftsmanship, brilliant entertaining spaces and outstanding value distinguish this extraordinary property. Dover Land Conservation Trust manages 138 acres of trails adjacent to the neighborhood. Stunning stone walls outline the two-tiered front lawn and the generous circular drive creates a dramatic approach. Exhale and enjoy the unequaled peace and privacy Snow’s Hill residents enjoy. French-inspired architecture, incl. multiple brick porticos and pretty dormered windows, reveals a home built with no detail spared. Inside, a two-story foyer with marble floors and sensational dome ceiling is anchored by a dramatic curved staircase. Windows everywhere provide abundant direct views of the backyard and pool. Magnificent. Richly lined with custom bookshelves, the home office includes a fireplace and generous seating area. Multigenerational households take note: the west wing offers a rare first-floor four-room primary suite, effortlessly accommodating family or long-term guests. Dedicated billiard room with deluxe bar and egress to the side-yard putting green is a playful, beloved gathering spot. Beautiful sunken living room and enormous family room with cathedral ceiling and custom architectural beams are the main gathering spaces. Designed for holidays and family parties, the open-concept kitchen/family room is where everyone gathers. Eat-in dining area with island and peninsula seating + comfortable built-in window seat accommodates the crowd. This is the heart of the home. Priceless. Royal formal dining room, mudroom off spotless four-car garage and two half bathrooms complete the main level. 2nd level is accessed by one of two staircases and connected by wide hallways and elegant catwalk. West side includes a 2nd primary suite with rich, spacious bath, two walk-in closets, dressing room and bonus custom closet. Four ensuite BRs with spotless hardwood floors, generous laundry room with awesome storage and folding spaces + media room with Savant AV projector/screen ideal for family movie nights and game days complete the 2nd level. Glorious sun-splashed deck is steps from the saltwater pool. Insta-worthy slide and waterfall + fully equipped pool house with bath, full kitchen and laundry make end-of-year parties and cocktail hours effortless. Expensive recent improvements incl. high-efficiency gas furnaces, Tesla Power wall/solar panels, Crestron lighting system and extensive landscaping/hardscaping.

Homes like this rarely become available. Custom designed and built by the original owner, this impressive brick and stone Colonial is beautifully sited on a pristine acre-plus lot with seasonal reservoir views. The outdoor living space is exceptional, featuring an inground pool, patio, and tranquil water feature-perfect for entertaining or relaxing. A dramatic two-story foyer with bridal staircase and cathedral ceiling creates a memorable first impression. The home offers generously sized rooms, exceptional millwork, hardwood floors, and abundant built-in storage throughout. Five bedrooms provide flexibility, including a luxurious primary retreat with private balcony overlooking the backyard, fireplace sitting area, and spa-like bath. The layout may also offer potential for multigenerational living with an inlaw or future ADU (buyer to verify). A truly special property combining quality, location and convenience. Close to The Bancroft School, major routes and town recreation center

Lovingly maintained and updated over the years this beautiful property offers both indoor and outdoor enjoyment. Spacious floor plan has plenty of room for entertaining guests and family. When you enter through the front foyer there is a formal dining room that can host the best of holiday dinners or parties. The fireplace den is a quiet spot to unwind and relax. The newer kitchen expansion offers lots of windows with plenty of sunlight beaming through. The island can seat well over 4 and ample counter space is perfect for preparations. Top Line appliances include a double oven, oversized refrigerator, 6 burner stove top and breakfast seating with a large bow window along with pantry. The front to back family room also full of natural light has access to the wrap around deck with views of the large back lot. Spacious mudroom, full bath and back set of stairs lead to the second floor. Four bedrooms are offered including the primary suite along with a separate second floor full inlaw with kitchen, bedroom and full bath. The lower level is unfinished and second heated basement area is great for hobbies or storage. Manicured private yard boasts a heated inground pool, patio area and plenty of space for sports. Great value with many improvements make this move in ready. Whole house water filtration, radiant heat in kitchen and bathrooms. New high end efficiency heating system and cooling systems by natural gas to name a few.

SPECTACULAR ESTATE PROPERTY in luxury Westwood neighborhood ! Built in 2004 the first owner redid the interior space over 5 years with the finest custom millwork & luxury finishes coupled with exquisitely landscaped private grounds with pool, 2 spas, waterfall with grotto, outdoor patio with stone oven and a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood estate area. In addition to the gracious entry hall, formal dining room and fireplaced living room, this expansive home boasts a family room with soaring ceiling and double-sided stone fireplace open to a chef's kitchen with a butler's pantry.The primary bedroom suite is a true sanctuary with fireplace, sitting room, morning kitchen, spa-like bathroom and two dressing rooms. Four additional bedrooms with baths showcase intricate and elegant tile work. Extraordinary entertainment level includes a climate controlled, dine-in wine room, kitchenette, bar, entertainment area, fitness, and game space. A poolhouse with kitchen and bath and a serene resort-like setting complete this home. This impressive, well-maintained home offers fabulous value in the luxury market space.