luxury houses with pool for sale Sudbury, United States

A rare opportunity to own one of Wayland's most significant historic estates. The Warren Gould Roby House, circa 1880, is a distinguished Colonial Revival residence set on 4.5 extraordinary acres in the heart of town.Rich in architectural character and timeless elegance, this stately home has been thoughtfully preserved while offering the comfort and livability desired today. Grand rooms, soaring ceilings, and remarkable craftsmanship create a sense of scale and sophistication rarely found.Beyond the home, the property unfolds into a private oasis featuring expansive lawns, mature gardens, a swimming pool, and picturesque outdoor spaces designed for gathering and celebration. The impressive two-story barn offers endless possibilities—whether for entertaining, a collector's showcase, creative pursuits, or special events.More than a residence, it is a legacy property—a chance to become the next steward of a home that has shaped Wayland's landscape for generations.

One of South Side Weston's most exceptional estate offerings, privately situated on 2.4 breathtaking resort-like acres. Meticulously maintained and masterfully renovated, this distinguished residence seamlessly blends timeless architecture with sophisticated modern luxury. Sun-drenched interiors and exquisite craftsmanship define every space, highlighted by a spectacular vaulted family room and chef's kitchen overlooking magnificent grounds. The elegant fireplaced primary offers a serene, private retreat. Exceptional quality extends throughout, with en suite bedrooms and generous guest quarters with separate entrances. Designed for grand-scale entertaining and effortless everyday living with a custom pool, spa, expansive patio, and beautifully renovated barn with a loft, stalls, and half-court basketball court. A remarkable walk-out lower level presents endless possibilities for recreation, wellness, sports, or a significant car collection. A legacy property just minutes to Boston and Logan.

The one you have been waiting for! This 4-BR Cape has been skillfully renovated to keep in step w today's lifestyle needs. Gutted kit & bath, walls removed to create an open flow, b'ment updated to create a 2nd office & add'l living space, renovated 2nd bath. A stunning 20’ x 15’ FR w/ soaring, beamed cathedral ceiling was added to create the perfect gathering space. Enjoy morning coffee or outdoor dining on a private deck overlooking the backyard. The 1st floor features a fp'd living room w custom mantel, informal dining room, kit w breakfast bar & center island, a flexible office/optional1st floor main br & full bath. Upstairs are 3 additional bedrooms & a 2nd full bath. Sun-filled rooms and beautiful wood floors add warmth throughout. Outside, a covered walkway connects the garage to the mudroom & a large storage room. Located in a quiet neighborhood that touts a walk to center location further adding appeal & versatility, this 10 room charmer is easy to love!

Magnificent residence sited on 2.78 private and pristine acres in one of Weston’s most coveted locations. Completely renovated with the highest level of finishes offering every modern amenity. This exceptional home offers estate-like living designed equally for comfortable family life and sophisticated entertaining. The modern designer kitchen anchors the center of the home and flows seamlessly into the sumptuous fireplaced family room with access to private deck overlooking the pool and grounds and spacious screened porch, creating an inviting open floor plan. The formal dining room enhanced by a butler’s pantry is complemented by a well-proportioned formal living. Multiple home offices, a generous mudroom, dog-washing room and a large gym are just a few of the exceptional features this home offers. This home offers two luxurious primary suite options, one on each of first and seconds levels providing exceptional flexibility. All bedrooms are generously sized and feature ensuite baths. The lower level provides dedicated play, craft and billiard spaces along with ample storage. A sleek and private two-bedroom accessory dwelling with separate entrance and two-car garage offers additional accommodations. Resort-like grounds are enhanced with a beautiful pool, well equipped cabana, expansive patios, and private tennis court, creating an extraordinary setting for year-round living and entertaining. The incomparable residence offers the ultimate in private living while offering easy access to Boston and Weston’s renowned schools.

An estate of quiet distinction, impossible to replicate today. Set atop Nashawtuc Hill, this brick Georgian Colonial, designed by Marcus Gleysteen and built by KVC in 2003 to a standard of craftsmanship rarely seen, is offered for the first time by its original owners. Its exceptional care is evident in every detail from the slate roof and solid brick exterior to the fieldstone garden walls and interior design. The thoughtful floorplan spans four levels, highlights include mahogany doors, floors and mantels, coffered ceilings, floor-to-ceiling quarter-sawn oak library and three staircases, the grandest of which sweeps upward through a two-story bay of windows. Comfortable rooms include a front-to-back living room flowing into the dining room and library, while the nearly 40-foot kitchen features a hearthside dining area and sunlit sitting room. French doors throughout the first floor open to a bluestone terrace stretching the length of the house and overlooking the heated pool with expansive brick decking where Summer never ends! Upstairs, five bedrooms include a luxurious primary suite with a double vanity marble bath, plus a private office, laundry and fun billiard room beneath exposed trusses, connected to the first-floor family room by a separate stairway. The third floor is dedicated to peace and wellness with exercise room, sauna, full bath and a private office. The walkout lower level is ideal for multigenerational living or au pair, offering a private one-bedroom suite with full kitchen, bath, laundry and separate entrance, providing stair-free access without passing through the main house and French door to the pool. A wine cellar, workshop and abundant storage complete this level. Professionally landscaped grounds encompass terraced lawns, stone walls, gardens and mature plantings providing a stunning backdrop for play and gatherings while Town center, conservation trails and commuter rail service to Boston are minutes away.

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.

Rarely does a property of this caliber come to market. Offered for the first time, this masterfully reimagined 18th-century English barn conversion near Concord center is wonderfully configured for family living and effortless entertaining, with an open, flowing floorplan, an enviable chef’s kitchen and generous spaces designed for gathering. Blending the charm of Vermont with the sophistication of Concord across three thoughtfully designed floors, the 13-room home is rich in character yet wonderfully livable, with beautifully curated finishes and thoughtful updates throughout. Three finished floors, a fun loft space, repurposed beams, glass-wrapped walls and soaring 25’ ceilings create a dramatic yet inviting setting. At the heart of the home, the chef’s kitchen, outfitted with top-tier appliances, opens naturally to the main living and dining spaces, making it easy to cook, gather and entertain while remaining part of the action. A spectacular 28’ x 28’ beamed living room, cozy TV room and fireplaced family room offer a wonderful variety of places to be together, while the seamless connection to the 25’ screened porch and outdoor spaces makes indoor/outdoor entertaining especially effortless.Thoughtfully configured for family living, there is a wonderful balance of togetherness and personal space, with comfortable rooms that give everyone a place to gather, relax or simply enjoy a quiet corner of their own. Five en-suite bedrooms, including a spa-like three-room primary suite, provide privacy and ease, while multiple options for working from home accommodate today’s lifestyle. It is a home designed around the rhythms of family life—and for creating the memories that make a house truly meaningful over time.Outside, rolling lawns, granite steps, a 24’ bluestone patio and the inviting screened porch with fireplace extend the living space beautifully into the landscape. Extensively updated and meticulously maintained, this exceptional property offers a rare combination of character, comfort and ease.The location adds another dimension to everyday life. Walk into Concord’s historic center, stroll to The North Bridge and Minute Man National Historical Park, or head out along the trails of Great Meadows Wildlife Refuge. Sidewalks lead to Alcott Elementary School and CCHS. It is a setting that makes it wonderfully easy to enjoy all that is special about living in Concord.

Sited privately in Lincoln Center on 6.25A park like grounds yet a mere 15 miles form Boston, this rare architectural gem seamlessly blends history, modernism and sustainability. Originally built in the 1860 as a Victorian manor, the home was reimagined in 1950 introducing the Bauhaus principles of clean lines, functional design and indoor-outdoor harmony. Today, after a meticulous LEED-certified restoration, the residence stands as both a preserved landmark and a showcase of modern luxury. Expansive glass walls, dramatic overhangs, and a sculptural spiral staircase define interiors that flow with light and openness. A kitchen with recycled glass and quartz countertops, professional-grade appliances and radiant-heated stone floors anchors the home. Five spacious bedrooms, spa-inspired baths and flexible living spaces include a library, office, music room, recreation room and wine cellar, offering comfort and versatility.

Location is everything & being in Stallion Meadows is just icing on the cake. I have been beautifully maintained & have updates that I will boast of freely, so come on in. Yes, I am quite lovely thank you. Beautiful cherry wood floors take you to the open family room with vaulted ceilings & newer custom lighting, fabulous brand-new built-in bookshelves, cozy fireplace & convenient slider to the rear yard. An abundance of natural light fills the kitchen, with ample cabinets & counter space alike. My primary bedroom is spacious, with access to the outside & the views. I have a separate shower & large soaking tub, plus two sinks. My two other bedrooms & secondary bathroom are fit for any family member or guest. Do let me brag about my laundry. Wonderful newly built cabinetry surrounds the washer/dryer, which are yours (when you buy me of course), plus I lead right into the two-car attached direct access garage which is like "gold dust" in this community! So, you see, I am very special. What else do I have, might you ask. Newer roof with hurricane grade solar reflective shingles, brand new AC/heat, ceiling fans, dishwasher. I also offer pleasing lush landscaping front and back with hedges for privacy. To top it all off I am ever so close to the pool, tennis court & clubhouse & the freeway is only a short hop away as are restaurants, walking, riding trails. Near perfection really. Come find me. I am 33105 Santiago Road Unit 45, and you can jolly well call me HOME.

SEE VIDEO VISUALLY DESCRIBING GROUNDS AND HOME DURING THE DAY AND AT NIGHT. Georgian Revival architectural masterpiece is sited on 23.5 acres less than 3 miles from the center of Concord and its many renowned public and private schools. Acres of level manicured gardens feature specimen plantings, lawns, waterfall and a koi pond, granite terraces, and walkways of stone and antique bricks. The sunken European-style garden features a central swimming pool designed to resemble a reflecting pond with fountain. Surrounding these formal gardens are acres of private woodlands with trails for walking, riding, snow shoeing, and cross-country skiing. These estate acres abut hundreds of acres of conservation land and provide tranquility rarely found so close to Boston. Constructed by master craftsmen using only the finest materials, the 10,375sf residence offers 6 bedrooms, fully integrates smart-house technology, and is in new construction condition. Do not approach house as driveway is alarmed.

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.

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!

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.

Purposefully designed for entertaining on every scale, this remarkable 2.07-acre estate offers approximately 12,000 square feet of luxurious living where family and friends naturally gather. From children's pool parties and lawn games to elegant dinners, corporate events and celebrations, every indoor and outdoor space is designed to create unforgettable experiences. Resort-quality amenities include a spectacular swimming pool, newly constructed four-season pool house, covered outdoor kitchen, bar, wine room, games room, home theatre, fitness center, spa, and expansive entertaining terraces. Extensively renovated and modernized, the residence features enterprise-grade WiFi, Crestron Home automation, distributed digital audio/video, advanced security, whole-house generators, upgraded mechanical systems, high-performance HVAC, designer lighting, custom millwork, and exceptional finishes throughout. Landscaped grounds with manicured lawns, stone walls, mature trees, and ultimate privacy.

Welcome to 106 Concord Rd, where a classic and timeless colonial offers the ultimate in suburban convenience. Poised on a gorgeous, nearly one-acre lot, this residence offers a lifestyle of ease—stroll into town on paved sidewalks or enjoy being just steps from the middle and high schools. Inside, the home has been meticulously refreshed with newly refinished hardwood floors and a crisp palette of interior and exterior paint. The heart of the home is an incredible open-concept kitchen and family room, a space flooded with natural light- so inviting! For those seeking quietude, a private first-floor office provides the perfect workspace, while the elegant living room, anchored by a classic fireplace, is ideal for evening relaxation. Upstairs, discover four spacious bedrooms, as well as a spectacular primary suite. This sanctuary has soaring ceilings, a sprawling spa-like bathroom, and a private balcony—your own secret retreat for morning coffee overlooking the amazing yard. SO lovely! **Recent updates and improvements- including a brand new heating system!

Experience sophisticated LUXURY and sustainable living in this NEW CONSTRUCTION townhome offering all of the privacy and elevated amenities of a single family home. 58 Neillian Street delivers 3,238 SQFT of flexible living space with 4+ bedrooms, 3.5 beautiful baths, a desirable 1st FLOOR PRIMARY SUITE and a fully finished lower level that gives you the option for a 2nd FULL BEDROOM SUITE/media room/etc! The expansive modern kitchen features custom cabinetry, waterfall quartz countertops, chef’s appliances (including an induction cooktop) & a custom floating dining table. Wide-plank hardwood flooring paired with large format tile, an open concept great room, vaulted ceilings & oversized windows elevate the home’s modern warmth. Head to the 2nd floor to discover 3 spacious bedrooms, a deluxe bathroom with spa-like features and a laundry room. The 3rd floor is beautifully finished and grants even more living space. Outside, James Hardie siding promises long term performance and durability. The private, fenced backyard is generous in size and has a hardscape patio that is ideal for entertaining, gardening or just relaxing. Certified Pearl Platinum for efficiency, comfort & sustainability and awarded a HERS Rating of 42, this unique home delivers utility costs savings & supports your long term property value. 58 Neillian Street is solar ready & comes equipped with an EV Outlet. Conveniently located near the Lexington line, Bedford’s charming town center, wooded trails, the Minuteman Bikeway & I-95. BUYERS RECEIVE a 12YR HVAC WARRANTY & complementary biannual HVAC servicing!

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.

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.

This Needham Colonial Is Built for How You Actually Live. The 2002 colonial sits on a quiet street off Central Avenue, close enough to the new Sunita Williams Elementary School that mornings could mean a short walk instead of a scramble for the car. It's a neighborhood where owners tend to stay put, and this house, with room to spread out both inside and outside, is built to be lived in, not just looked at. Step through the front door and the layout opens up right away: a large foyer, formal living and dining rooms for holiday gatherings and dinner parties, and a kitchen built for real, everyday cooking. Granite counters, a generous island, double ovens, and two dishwashers make it functional for weeknight meals and for hosting without a second thought. The kitchen flows directly into a family room anchored by a fireplace, so whoever's cooking is never cut off from everyone else. A first-floor bedroom and full bath work as a guest suite, private office, or flexible space for extended stays. Upstairs, three more bedrooms share a full bath, and the primary suite has two walk-in closets and a primary bath that feels like you are in a luxury hotel with a double vanity, a walk-in shower, and stone tile underfoot.The finished, walkout lower level adds another 1,640 square feet beyond the home's 4,247 square feet above grade, so this isn't a basement in the traditional sense. It's an exercise room, a game room, and a home office, with a walkout leading up a few steps to the pool deck, so the transition from a workday to an evening swim is easy, not a production.Outside, the backyard is built for the warm months: a heated inground pool, a fenced yard, and a sprinkler system that keeps the landscaping looking cared for without extra effort. The solar panels are fully owned, not leased, which matters when thinking about long-term costs instead of just the next few years. A two-car attached garage and a paved driveway with room for six cars round out the 0.29-acre lot.This is a home built for space and proximity to one of Needham's newer schools, with a backyard that actually gets used, not just admired.

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.

Location, Location, Location! Exceptional free standing Colonial in a desirable cul-de-sac at Centre Village, offering the feel and privacy of a single family home with the ease of condominium living. Just a short stroll to the Center, the bike path, shops, restaurants, and all that Lexington has to offer. Thoughtfully updated and expanded, the flexible floor plan features a 4/5 bedroom option, two home offices, and an inviting open floor plan. Rear decks and porches showcase the beautiful private views. The luxurious primary suite offers an inviting bath with steam shower and Jacuzzi, generous walk-in closet space, private office w/built-ins. The lower level bonus space has a game room with built ins, exercise room, and a 5th bedroom suite with private bath. Ample storage and workshop space, two car garage, and abundant guest parking complete this exceptional offering. Rare opportunity to enjoy spacious, flexible living in one of Lexington's most convenient locations!