luxury real estate for sale Milford, United States

Welcome to this beautifully updated four-bedroom, 3,000+ square foot home in scenic Upton. Perfect for entertaining, it features a spacious foyer, formal dining room and sitting room, plus an expansive family room off the remodeled gourmet kitchen with quartz countertops, stainless steel appliances, a double oven, trash compactor, and decorative cabinet lighting. Upstairs offers four bedrooms and two full bathrooms, including a primary suite with a sitting area, double walk-in closets, and a spa-like en suite with a soaking jet tub. The finished lower level is heated and cooled, complete with a bonus room, craft/workshop, and a mudroom with garage access. Enjoy the new front porch and composite back deck overlooking premier equestrian facilities: two barns with seven stalls, four fenced paddocks, a 90-by-110-foot riding ring, a 50-foot round pen, and a tack and grain room. Energy-efficient upgrades include Tesla solar panels (owned), a new hot water tank, a new condenser, and more. Surrounded by fruit trees and gardens, this rare horse property blends luxury living with top-notch amenities.

Exceptional custom Colonial by local builder Dale Bangma, privately set on 2.5+ acres. This move-in ready home features an open-concept floor plan, soaring ceilings, gleaming hardwoods, & abundant natural light. Gourmet kitchen w/ Ouro Brazil granite, Samsung SS appliances, center island, & dining area open to the spacious family room w/ gas fireplace. The 2nd level offers an oversized primary suite w/ a custom walk-in closet & private bath, plus 2 add't bedrooms & full bath. Finished lower level w/ walk out provides flexible space for a gym, playroom, or media room. Recent updates include new HVAC heat pump, hot water heater, whole-house water filtration system, professionally painted interior, updated lighting, recessed lighting, custom closet system, tiled basement, and so much more. Composite deck overlooks the fully fenced-in backyard offering endless potential for your backyard oasis. Conveniently located near parks, trails, major commuter routes. Welcome home!

This Elegant Colonial has been meticulously cared for by its owners for the past 29 years! Professional landscape beautifully frames the home. You'll quickly fall in love with its interior ~ the front formal living room & fireplaced office (or sitting room) with built in bookshelves welcome you. The stunning, updated kitchen with a wraparound peninsula, granite counters & stainless appliances, together with the family room & dining room areas will be the home's focal point & perfect entertaining venue! Upstairs is the primary suite including a magnificent bath with free standing tub, separate shower & double vanities. The primary closet room will take your breath away with its size & organizers~so much space for everyone!! Two additional bedrooms & updated bath with shower complete the upper living levels. The lower level is a perfect game room and/or fitness area plus great storage! Atrium door off the family room leads to a deck & private patio! Set back beautifully from the road.

Nestled on a 6-acre lot, this private retreat offers the perfect blend of country charm and endless potential. Surrounded by nature and set 1/3 of a mile back from the road, this 3-bedroom home provides a peaceful setting with sweeping views of the expansive front lawn. Inside, the open-concept design creates a warm and inviting atmosphere. The family room features a vaulted ceiling, hardwood floors and a wood-burning fireplace. Charming kitchen w/ dining area open to the family room—ideal for everyday living and entertaining. A 1st floor bedroom offers flexibility for one-level living or as an office or guest rm. Upstairs, you’ll find two generously sized bedrooms, including a primary bedroom complete w/ensuite bath and a Juliette balcony. Whether you’re looking for privacy, acreage, or the opportunity to customize a home to your personal style, this property is a rare find. Passing Title V for a 4-bedroom septic allows for future expansion. Bring your vision and make this home.

With a flexible layout that supports multigenerational living, this gorgeous custom-built colonial has ample space and is situated on 3+ private acres. From the moment you step into the grand two-story foyer adorned w/ granite flooring, you’ll be captivated by the attention to detail & luxurious features throughout, incl 9ft+ ceilings & gleaming hardwoods. Spacious fam rm is a true showpiece with stunning floor-to-ceiling stone fireplace & interior balcony. The expansive gourmet kitchen boasts a huge island w/ vegetable sink, abundant counter space, cabinetry & gas cooktop. An inviting eat-in area is bathed in natural light w/numerous windows. 1st floor, open concept guest suite with full bath & exterior access. Upstairs, spacious primary suite w/ lg walk-in closet & spa-like bath with jetted tub & tiled shower w/glass door. 3 additional good-sized bedrooms, 2 full baths & convenient 2nd floor laundry. Finished walkout lower level has food prep area and full bath. Quick jaunt to downtown.

Imagine starting each morning with your coffee overlooking the private acre+ setting from the light-infused sunroom. This extension of the kitchen equally balances dining and relaxation, making entertaining and morning coffee enjoyable. Realize at the end of your busy day, this home has the amenities to restore peace and tranquility to even the busiest. Choose between the tiled glass shower (3 x 3) or the vaulted 2-person jacuzzi tub, but equally relaxing is floating by yourself in the (17 x 8) spa. Need to find more self-healing space? Try the chair in the back of the 23 x 8 dressing room. Realize the end of the day can be enhanced with a cozy fire and a good book. The rest of the home offers spacious rooms, a second fireplace, and a media room with a mini kitchen to keep snacks and beverages nearby. This is the home you have been waiting for. All these amenities, and the perfect location. Close to parks, walking trails, and stores.

After living in Wellesley, the homeowners were looking for a different lifestyle—one with more privacy, less traffic, and a quieter setting. They chose to build in Hopkinton and combined three lots to create the estate-like setting they envisioned. Conveniently located near Route 495 and the Mass Pike, the property offers easy access to Boston, the Cape, shopping, dining, and everyday conveniences while maintaining a peaceful setting. This custom home took nearly two years to build, and the level of craftsmanship is evident throughout. From the architectural details to the way the home was positioned on the lot, every element was carefully planned. The homeowners love to entertain, and the home was designed with gathering spaces both inside and out. Equally passionate about gardening, the homeowner personally designed the mature gardens and landscape that surround the property, creating a setting that is difficult to fully appreciate until you drive down the driveway.

Looking for a nearly new, energy-efficient home that offers modern comfort and long-term savings? This beautifully maintained, 2-year-young property offers the perfect blend of style, efficiency, and peace of mind. Built with today’s energy standards in mind, you’ll enjoy lower utility costs, high-performance systems, and quality construction throughout. The heart of the home is the beautifully designed kitchen, featuring a new induction stove, matching dishwasher, custom refrigerator cabinet, and a stylish backsplash, all complemented by a sleek wall chimney range hood that blends functionality with contemporary design. The bathrooms are equally impressive, showcasing exquisite tile work, custom glass shower doors, and thoughtfully designed mirrors that elevate each space. The living room offers a warm and inviting atmosphere, perfect for both relaxing and entertaining, with a fireplace that serves as a stunning focal point—radiating comfort and creating a cozy ambiance during cooler months. Upstairs, the second-floor primary suite features two spacious walk-in closets, each outfitted with custom cabinetry for optimal organization. Step outside to enjoy professionally landscaped grounds, elegant paver walkways, and a spacious patio ideal for outdoor gatherings and entertaining. A LeafGuard gutter system adds to the home’s low-maintenance appeal, while an impressive HERS score of 51 highlights its exceptional energy efficiency. This move-in-ready home offers the benefits of new construction without the wait—truly a must-see!

When the homeowners decided to build this home in 2012, they were looking for a neighborhood that offered larger lots and more space between homes. This nearly one-acre lot provided the opportunity to create the backyard they had always wanted. They installed an inground gunite pool which became their favorite place to spend summer days, and the yard still offers plenty of room for volleyball, cornhole, and a large tent for parties and special occasions. One of the details they prioritized was 9-foot ceilings throughout the first floor, second floor, and basement, enhancing the home’s spacious feel from top to bottom. They also expanded the original design by adding a great room off the family room, complete with a wet bar that includes a beverage refrigerator, and space for a pool table. With direct access to a 30’ x 28’ composite deck with hot tub, it has become one of their favorite spaces for entertaining.

Set on a private 1.3-acre lot in desirable Holliston, this expanded raised ranch offers space, comfort, and incredible potential. Boasting over 2,600 square feet, the home features four bedrooms and three full baths, with a flexible layout ideal for a variety of living needs. Beautiful hardwood floors run throughout much of the main level, adding warmth and character. The spacious living areas flow nicely into the kitchen and dining space, while the lower level offers additional room for living, work, or guests. Enjoy the outdoors from the large deck, perfect for relaxing or entertaining, all overlooking a serene, expansive lot. The oversized two-car garage is in excellent condition and provides ample storage and workspace. Very centrally located, close to the Upper Charles Rail Trail, schools, cafes, and downtown Holliston. A rare opportunity to own a substantial home on a picturesque lot—being sold as is. Photos include virtual staging.

Welcome to this sprawling ranch set on a picturesque .75-acre lot, offering the perfect blend of comfort, style, and exceptional outdoor living. Designed with an open floor plan, this home features an updated kitchen with stainless steel appliances that flows seamlessly into the spacious living room with beautiful bay windows that fills the space with natural light. The home offers three generously sized bedrooms and two full bathrooms, including a primary suite with cathedral ceilings, oversized windows, an updated en-suite bath, and a dedicated dressing/closet area. The finished lower level provides flexibility with a large playroom, office, and bonus room. Step outside to enjoy the deck overlooking one of the property's most impressive feature: a beautifully landscaped, level backyard that creates the perfect setting for entertaining, outdoor recreation, or simply relaxing in your own private oasis. NO SHOWINGS UNTIL FRIDAY OPEN HOUSE 3:00-5:00

TO BE BUILT SIMILAR TO 22 LACKEY STREET & 25 SPRING ROAD> NEW CONSTRUCTION by well known quality builder sited on a private, wooded, West facing 1.65 acre lot. House is loaded w/exceptional quality & details with 'modern' floor plan perfect for today's lifestyle. Kitchen & baths with granite countertops, loads of hardwood floors, crown moldings, wainscoting, oversized baseboard trim, stainless steel appliances, beautiful 2 story open foyer leads to home office/study with french doors, spacious open flow from the kitchen to the family room with a cozy gas fireplace, expansive master suite with a walk-in closet and a gorgeous full bath with tile shower, 3.5 full bathrooms, private guest bedroom with full bathroom, central A/C, convenient separate mudroom entering from the spacious side-entry 3 car garage, 2nd floor laundry, potential for additional finished living space in lower level, energy efficient home with electric heat pump. See floor plan or a Model Home is available to see also.

Situated in a sought-after Hopkinton neighborhood, this thoughtfully designed Colonial offers quality craftsmanship, modern finishes, and an exceptional setting surrounded by natural beauty. The main level features an open-concept floor plan with hardwood flooring, a gas fireplace, and a well-appointed kitchen showcasing quartz countertops, stainless steel appliances, a center island, and pantry. The spacious primary suite includes a walk-in closet and private bath, while two additional bedrooms and a flexible bonus space provide versatility for today's lifestyles. Enjoy a fenced backyard, patio, and stone firepit. Ideally located near Whitehall Reservoir, conservation trails, major commuter routes, and Hopkinton's highly regarded schools, this home offers the perfect blend of privacy, recreation, and convenience.

Your new home awaits! This inviting top floor one-bedroom condo features an open-concept layout that seamlessly connects the living, dining, and kitchen areas, creating a bright and airy atmosphere perfect for relaxing or entertaining. Newly installed carpet adds a fresh, cozy feel underfoot, while large windows flood the space with natural light. The private balcony offers a tranquil outdoor retreat, ideal for morning coffee or enjoying the outdoors. The laundry room is conveniently located right next door to the unit. Residents can also enjoy a community swimming pool, adding a touch of leisure. Situated in a great location, this thoughtfully designed, move-in ready condo provides comfort with functional living. Once renovations are finished this complex showcases a modern, refreshed appearance that enhances both its beauty and value.”

Stately and grand meets modern luxury and comfort. This impressive home has been meticulously renovated to maintain timeless charm while offering contemporary finishes and amenities. Step into timeless elegance with this incredibly charming Colonial home, designed in 1910. This stunning stucco residence boasts soaring ceilings & 8 fireplaces across 3 floors of living space. The front door welcomes you to a breathtaking foyer, leading to a library, formal dining room, living room & eat-in kitchen. The first floor of the home has fine ceiling moldings and wainscoting. With 6 plus bedrooms, 8 baths & a primary suite w/ dressing room, this home offers unmatched space. A three -car garage & beautifully landscaped yard w/ patio completes the exterior. Set on over 7 acres with a carriage house and barn. The long driveway offers great privacy. Minutes to town, shopping and restaurants. Call for your private tour!

Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end appliances, walk-in custom pantry, 92 bottle wine chiller, 6 burner range, wall oven, center island & leads to LR w/gas FP, and DR. The primary BR is its own oasis w/luxurious spa BA & custom walk-in closet. 2nd BR/office & full BA also on 1st .The mudroom & laundry are have radiant floors & lead to 3 car garage. The 2nd floor is a surprise! 3 BR's (two ensuite), a 2nd FR w/gas FP, wet bar & vaulted ceilings + generous bonus room. 9ft ceilings. All BA's have radiant heat, speakers in most of house, fire pit. Conveniently located

Welcome to the very desirable Orchard Hill, an active adult community. As you enter, you are immediately greeted with beautiful hardwood floors and quality custom woodwork and moldings. The living room features a gas fireplace framed by custom cabinetry and built-in bookcases, as well as hardwood floors, and then flows to a formal dining room with an adjoining fully applianced kitchen with granite countertops and hardwood floors. Enjoy your morning coffee or tea in the cozy sunroom, which has brand new carpeting and features scenic views of the fields and woods. The first floor also includes a primary suite with hardwood flooring, a ceiling fan, a walk-in closet, crown molding, plantation shutters, and a full ensuite bathroom. The second floor consists of a 16x14 bedroom with a nearby full bathroom and a 15x9 office space, plus a large den or TV room that could potentially serve as a third bedroom. The lower level offers a family room with triple windows and a walkout media room with sliders to a patio.

Custom-built Colonial inspired by classic Connecticut Valley design, thoughtfully positioned on a private wooded lot with a picturesque brook running through the property. With over 6,733 square feet under the roof, the home offers both immediate livability and meaningful expansion potential. Approximately 3,534 square feet of finished living space is complemented by a walk-up attic and full basement, each ready for future finishing. This creates a rare opportunity to grow into the home over time rather than outgrow it. The layout is designed with flexibility in mind, offering a range of possible living arrangements, including multigenerational use, along with dedicated spaces that support today’s work-from-home needs. The first floor includes a private office and an additional den that could easily function as a bedroom, giving the home adaptability without requiring structural changes. At the center of the home, the updated kitchen serves as both a functional workspace and a natural gathering point. Features include granite countertops, upgraded cabinetry, stainless steel appliances, a wine chiller, pot filler, and Italian porcelain flooring. The combination of materials and layout reflects both durability and thoughtful design. Bathrooms throughout the home are finished with marble flooring, stone surfaces, and consistent upgrades that reinforce a cohesive, elevated feel across all levels. Outdoor living is equally considered. A large composite deck overlooks the wooded surroundings and the natural movement of the brook, creating a space that feels connected to the landscape rather than imposed on it. The privacy of the lot enhances this experience, making the outdoor areas as usable as the interior. Beyond the home itself, there is an optional community pool, offering an additional recreational amenity without the maintenance responsibilities of private ownership. This property presents a distinctive opportunity for buyers seeking scale, flexibility, and long-term potential in a setting that offers both privacy and character.

Heritage Meets Modern Comfort....Welcome to idyllic Olde Jackstraw Village—where timeless charm meets thoughtful updates! This 5BR Colonial stuns with wide pine floors, built-ins, and five fireplaces. Four bedrooms feature two large closets each. The huge walk-up attic (10-ft ceilings, insulated floor) offers 800+ sq ft of potential living space. Cook like a pro in the large kitchen with fireplace, vented hood, and freshly painted cabinets. Central A/C upstairs, Nest thermostats, smart lighting, and many 2022–2025 upgrades reflect pride of ownership. Enjoy a newer roof, windows, oil tank, water heater, heating system and New driveway. Outdoors: a serene 2-tier yard with firepit, trail, raised beds, and a shaded creek side area. Entertain on the deck or shoot hoops on the flat driveway with pro-grade system. The oversized 2-car garage has epoxy floors, painted walls, shelves, and ample storage. Quiet cul-de-sac near top-rated Fales School—immaculate, move-in ready, and truly special!

Charming and beautifully updated 3-4 bedroom, 2 full bath cottage, originally built in 1900, offering the perfect blend of timeless character and modern convenience. From the moment you enter, you'll appreciate the warmth of the hardwood floors throughout much of the first level and the inviting family room ideal for everyday living and entertaining. French doors lead to a formal dining room featuring custom built-ins and cabinetry. The updated kitchen is the heart of the home, boasting maple cabinetry, a breakfast island, granite countertops, stainless steel appliances, vaulted ceilings, and a skylight that fills the space with natural light. Just off the kitchen is a versatile first-floor bedroom that can easily serve as a home office, guest room, or den. A full bathroom completes the main level.Upstairs, you'll find three generously sized bedrooms with hardwood flooring and ample closet space, along with a timeless full bathroom. Additional storage is available in the large attic. The full walk-out basement provides potential for additional living space or a possible secondary living area, with rough plumbing for a future bathroom, utility space, and storage.Exterior improvements include vinyl siding, replacement windows, a newer roof with solar panels (approx 30yrs remaining-solar contract), a detached two-car garage, and a spacious backyard with raised garden beds. This charming home combines historic character, thoughtful updates, and flexible living spaces.

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.

An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features an incredibly tight envelope insulation package, supreme HERS score, an ERV fresh air system, and a balanced Make-Up Air system. Inside, four-inch white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen boasting handmade custom cabinetry by a premier local millworker. High-end, insulated Pella EnergyStar windows flood the sprawling 5,450 SF plan with light, highlighting 4 bedrooms—each featuring its own private en-suite bath! An expansive FINISHED lower level is the ideal footprint for a future golf simulator or home theater. Positioned to maximize beautiful scenic views, this estate is located in a premier neighborhood featuring direct access to 10 acres of protected Sudbury River trails. Just 26 miles from Boston and a short walk to the commuter rail. Ask about the $25K buyer credit on this home!

An absolute masterpiece of design and elite engineering by an award-winning local builder. As the crown jewel of the collection, this premier, unique floorplan is fully customizable. The high-performance, energy-efficient home features a supreme HERS score, an incredibly tight envelope insulation package, an ERV fresh air system, and a balanced Make-Up Air system. Inside, 4 white oak floors lead to a magnificent family room with coffered ceilings and a custom front-and-back kitchen boasting the Thermador Professional Collection, a 48 gas range, and handmade cabinetry. High-end, insulated Pella EnergyStar windows flood the massive 7,800+ SF layout with light, highlighting 5 bedrooms, 5.5 baths, an octagonal breakfast room, and a wet bar. The expansive finished walkout lower level is ideal for a future golf simulator or theater. Enjoy neighborhood access to 10 acres of protected Sudbury River trails. Walk to the commuter rail; 26 miles to Boston. Ask about builder incentives!

An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features an incredibly tight envelope insulation package, supreme HERS score, an ERV fresh air system with 4 HEPA filters, and a balanced Make-Up Air system. Inside, four-inch white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen boasting handmade custom cabinetry and vanities by a premier local millworker. High-end, insulated Pella EnergyStar windows flood the flexible plan with light, highlighting a 1st-floor office and fitness room. An expansive FINISHED lower level is the ideal footprint for a future golf simulator, home bar, or theater! Set back for maximum privacy, the yard offers space for a pool, sport court, or whatever your dream includes. Just 26 miles from Boston, walk to the commuter rail and 10 acres of protected trails. Contact us today about the final homes and ask about builder incentives!