luxury properties for sale Massachusetts, United States

Nestled in the picturesque Berkshires, this historic circa-1776 Richmond estate seamlessly blends Colonial charm, timeless elegance, and premier equestrian amenities. The expansive compound features a beautifully maintained seven-bedroom, 7.5-bath main residence/Inn, three guest cottages, multiple barns, and a spacious entertaining barn. The distinguished main home offers a gracious dining room, entrance parlor, stately library, cozy den, period greenhouse, and well-appointed kitchen. An equestrian enthusiast's dream, the property boasts lush paddocks, multiple barns, a 6,000-square-foot heated indoor riding arena with viewing area and owner's apartment, and a professional outdoor riding ring, providing exceptional facilities for year-round training and entertaining.

Open this weekend — Saturday, September 12, 12:00–2:00 p.m. and Sunday, September 13, 1:00–3:00 p.m. A rare three-family on Blue Hills Parkway, in the Milton Public Schools district, between the Neponset bike path and the Blue Hills Reservation. Mattapan Station, local buses, and the highway are a short hop; Tucker School is next door, Churchill’s is down the parkway, and trails and neighborhood parks are out the door. Three units: two three-bedrooms and one -bedroom. The first floor is vacant and opens to a large lower level — a natural owner’s suite with room for extra bedrooms and a bath. Units 2 and 3 are occupied, so you can live on one floor and keep income on the others. Hard to find this much flexibility in Milton, this close to the reservation and the T. Come through Saturday or Sunday and see it for yourself.

You truly need to see this property in person to appreciate all it has to offer! Discover 2118 Main Street in Chatham, a spacious 4-bedroom, 3-bath home set well back from the road on 0.82 acres, offering exceptional privacy in a convenient central location. With approximately 2,670 sq. ft. of living space, this home features an expansive kitchen and gathering area with a Wolf range, granite center island, central A/C, cozy Jotul wood stove, town sewer, and a private backyard with wraparound decking and an outbuilding. Enjoy the best of Cape Cod living! Cockle Cove Beach is less than a mile away, Ridgevale Beach just 1 mile, and Marion's Pie Shop only 0.2 miles. You're also approximately 8 minutes from vibrant Harwich Port and Downtown Chatham Main Street, with its wonderful shops and restaurants. Whether you're looking for a year-round home, summer retreat, or investment opportunity, this property offers an appealing combination of space, privacy, location, and potential. Now offered at a newly reduced price, this is an incredible value in Chatham! Don't miss this opportunity to make Cape Cod living your own. Schedule your private showing today!

Attention investors, contractors, and visionaries! This is the project you’ve been waiting for. Nestled on a gorgeous 1/2-acre lot surrounded by beautiful perennial gardens, this charming two-family property offers huge potential and possible development opportunities. Located in Zone G, the property's footprint of approximately 21,780 square feet far exceeds the 8,000 square foot lot requirement. This expansive parcel opens the door to a variety of possibilities. The home itself features classic character, greeting you with a welcoming front porch and beautiful, rich Gum Wood woodwork throughout. The spacious first-floor unit includes three bedrooms, one full bath, a kitchen, a living room, a formal dining room with a built-in China cabinet, pantry and a convenient mudroom. Upstairs, the second-floor unit offers one bedroom, one full bath, a kitchen, and a living room. A full, unfinished basement provides excellent storage and with its 8’ ceiling height, potential for future expansion. Ready for your modern updates, this property is situated in a highly convenient location just moments away from local shopping, major transit routes, and the commuter rail. Bring your design ideas and maximize the value of this rare, oversized lot!

An investor or renovation opportunity in South Chatham — a quaint 1953 cottage set in a wooded cottage colony of 20 vintage cottages, just over a half-mile to Cockle Cove Beach. This 528-square-foot cottage offers 2 bedrooms (one bedroom per the town field card), with a septic system designed for two bedrooms, and one full bath on a 9,440-square-foot lot. Bring your vision and make it your own — renovate to enjoy as a classic Cape Cod cottage or reimagine it as a seasonal retreat a little over 1/2 mile to the beach. Sold as-is and in need of repair. A new septic system may be required at buyer's expense. Buyer to verify all information, including bedroom count, septic, and permits.

Welcome to 8 Leaf Lane! Tucked away on a quiet cul-de-sac, this classic 3-bedroom, 2-bath Cape offers a wonderful opportunity in a desirable Eastham neighborhood. Featuring a comfortable, well-designed floor plan, attached one-car garage, and full basement, this home has great bones and plenty of potential. Granite countertops in the kitchen and baths are among the existing features, while the home offers an opportunity for the next owner to bring their own vision and personal touches. Summer days are made for enjoying the deck, rinsing off in the outdoor shower after a day at the beach, and exploring the nearby Cape Cod Rail Trail. Centrally located just minutes from Eastham's beautiful bay and ocean beaches, this home offers easy access to all that makes Cape Cod living so special. With its timeless Cape style, inviting layout, and fantastic location, this home is ready for its next chapter. Thoughtfully priced to reflect its current condition, this is an excellent opportunity to make it your own.

Four condo quality rental units and first level commercial space current use tavern/restaurant. Three story plus basement building originally built in 1930 with multi floor addition of residential units constructed in 2021. All residential units have large living rooms, hardwood floors, custom kitchens with white cabinets, quartz counters, GE stainless appliances, in unit laundry, each unit is self contained for heating/cooling/hot water, custom tile baths, generous size bedrooms and closet space. Delivered vacant. Liquor and entertainment licenses NOT included in the sale.

Fantastic owner-occupant or investment opportunity! This well-maintained legal two-family home is conveniently located near Leominster Center and offers exceptional off-street parking, separate driveways, and extensive improvements since 2021! Updates include a new roof (2021), owned solar panels serving one unit (2022), a new Navien tankless system providing heat and hot water for Unit 1, smart water and electric monitoring, and new decks for both units. The first-floor unit features an updated kitchen with granite countertops, center island, stainless steel appliances including a new dishwasher, and tile backsplash, opening to a spacious living room and dining area. Two generously sized bedrooms, a full bath, space for a small home office, an oversized composite deck, and access to the walk-out basement complete this unit. The second-floor unit welcomes you through a large three-season porch into a spacious eat-in kitchen, living room, and two bedrooms, with an updated bathroom and walk-up attic for additional storage. Each unit offers its own laundry the units convey. Plenty of parking for each side, each driveway can hold up to 5-6 cars. The professionally landscaped yard features beautiful hardscaping, retaining walls, pergola and a patio with firepit, creating an inviting outdoor setting for summer cookouts, entertaining, and gatherings with family and friends. A storage shed with a loft adds convenience for unit 1. An excellent opportunity to live in one unit while generating rental income from the other!

A truly special opportunity to own a piece of classic Cape Cod, just a short stroll from West Dennis Beach. Known as Crosswind Cottages by the Sea, this unique three-family property offers 7 bedrooms and 3 baths across three separate living spaces, lovingly owned and cared for by the same family for over 40 years. Rich in character and possibilities, the property offers the flexibility to create a family compound, enjoy a multigenerational retreat, or continue its current use, with the owners occupying the main house (#11) and cottages #10 and #9 providing excellent rental income and future potential. While currently used seasonally, the property could be updated for year-round living, opening the door to even more possibilities. Whether you envision preserving its classic Cape Cod charm, making updates to suit your own style, or simply continuing a well-established tradition, this is a rare chance to make something special your own. Breathe in the salt air, enjoy the beauty of Nantucket Sound and views of Weir Creek, and embrace the relaxed coastal lifestyle that makes this location so desirable. Just steps from the West Dennis Yacht Club, Lighthouse Inn, The Meridian Restaurant, and The Sand Bar, this is more than a property—it's an opportunity to create lasting memories for generations to come.

Rare opportunity to own a charming circa-1850 Victorian home, prominently situated on historic High Street directly across from Newburyport's iconic Mall. Offered for the first time in nearly 50 years, this cherished family home is ready for its next chapter. Currently configured as a two-family residence, the property offers exceptional flexibility. The second unit, complete with a separate entrance, has not been used as a rental in many years, instead serving as guest accommodations for visiting family members. Opportunities include owner occupancy with supplemental income, multi-generational living, or conversion to a gracious single-family residence with guest or au pair accommodations. Rich in period character, the owner's unit features three fireplaces, beautiful hardwood floors, crown moldings, and timeless Victorian architectural details. A well-maintained slate roof reflects decades of attentive ownership. The grounds offer mature perennial gardens, a charming gazebo, and patio area, creating a peaceful setting for relaxation and entertaining. Two-car off-street parking adds convenience. While the property would benefit from updating, it presents a rare opportunity to restore, renovate, and customize a home with enduring character and remarkable potential in one of Newburyport's most desirable locations.

Move right in and start enjoying life at Plymouth Mobile Estates! This home sits in one of Plymouth’s most sought-after 55+ communities, just minutes from downtown Plymouth, local beaches, and the major highways Inside, an open floor plan creates a bright, welcoming flow, and the spacious kitchen gives you plenty of room to cook and gather. Comfort is covered too. A new furnace was installed in 2025, and a gas-powered backup heating system in the family room keeps you warm as a back up! Outside, the covered deck with freshly painted decking is a great spot for morning coffee or an afternoon with friends. A ramp provides easy, step-free access to the home, the professionally landscaped lot looks great year-round, and a storage shed holds tools, seasonal decorations, and outdoor gear. The community offers plenty to do close to home: swimming pools, a community center, a library, a shared kitchen for gatherings, a pool table, shuffleboard, and more. It’s a friendly, active setting with the convenience of Plymouth all around you. Easy to show. Schedule your private tour!

Welcome to 366 Salem Street, Bradford. A distinctive antique colonial two-family home built in 1835 and cherished by the same family for generations. Rich in history and timeless New England character, this special property reflects an era of craftsmanship and thoughtful preservation. Originally Stock Island Farm, settled in the 17th century, the home offers a wonderful connection to Bradford's roots. Step inside the main residence and discover generously sized bedrooms, multiple fireplaces and beautifully preserved architectural details throughout. The inviting eat-in kitchen flows into a gorgeous dining room featuring a coffered ceiling, fireplace and classic pumpkin pine flooring - a warm welcoming space made for gathering and creating memories. A rear sitting room with a brick fireplace, picture window and direct outdoor access offers another cozy retreat, while the screened in porch provides the perfect spot to unwind and enjoy the changing seasons. Interior wood window shutters and preserved period details speak to the care taken to maintain this homes unique character and charm. Adding to its versatility, the separate 3rd floor unit offers its own kitchen, living area and 2 bedrooms creating possibilities for multigenerational living, extended guests or potential rental income. Conveniently located near local amenities and several award winning golf courses, this remarkable property combines historic appeal and flexibility for modern living. Whether you envision preserving its legacy, accommodating multiple generations or exploring its income potential, 366 Salem Street is a truly special opportunity to own a piece of Bradford history and begin your next chapter.

Welcome to the distinguished Old Manse Inn, a romantic and historic Sea Captain's manor in the heart of Brewster, Cape Cod. A proud member of the Select Registry, this premier Bed and Breakfast offers a rare opportunity to own an inn that blends timeless charm with modern comforts. The property features 12 uniquely decorated guest rooms, each with private en-suite baths, along with three elegant common areas ideal for relaxing or socializing. A dedicated dining room and a fully equipped commercial kitchen make breakfast service and private events effortless. Designed for operational efficiency, the inn includes spacious owner's quarters and dedicated employee housing, ensuring smooth year-round operations. The Old Manse Inn is a turnkey, thriving business with steadily increasing annual revenue and a sterling reputation. Located just minutes from Cape Cod Bay, rail trails, and Brewster's village center, this historic inn is a unique investment opportunity to own a beloved Cape Cod landmark. Seller welcomes offers with requests for buyer concessions.

Don’t miss this opportunity in Billerica: a two-family home on a corner lot of approximately 15,002 sq ft (0.34 acres), with one of the larger yards in the neighborhood. The property needs work and is well suited to an investor, contractor or owner-occupant who is ready to renovate and build equity.The corner lot is the standout feature. The yard is mostly level and open, with mature shade trees, lots of space to move, and a picket fence. Each unit has its own driveway and entrance, with 3 off-street spaces beside Unit 1 and a separate 2-car driveway for Unit 2.Unit 1 is a two-level layout. The first floor has the living room, an eat-in kitchen with 1st floor laundry hookup, a full bath and an enclosed sunporch lined with windows. Upstairs are 2+ bedrooms, giving this unit flexibility for an office or guest room. Unit 2 is a first floor single-level, 2-bedroom unit with its own eat-in kitchen, laundry hookup a family room, and full bath. The property is served by town water and town sewer. The property has deferred maintenance and is not expected to qualify for conventional financing. This property may be a candidate for an owner-occupant using a rehab loan. Live in one unit, let the rent from the other help offset the mortgage, and build equity as the work is completed. Cash buyers and investors looking to renovate both units should take note. The size of the corner lot adds flexibility that is hard to find in this market. Buyers should verify any intended use or improvements with the Town of Billerica.The location offers convenient access to Route 3, Route 3A and I-95, with public transportation, a public pond beach, conservation land, shopping and dining all nearby.Two units, a large corner lot in a wonderful neighborhood, and strong commuter town make this a property worth a serious look. Buyer and buyer's agent perform their own due diligence and verify all information. Property to be sold As is, where is.

Wake up to the water at Mayflower Point, where Pilgrim Lake sparkles just beyond your windows at 59 Herring Brook Way, a sun-filled 3-bedroom, 3-bath home on a full acre between Lonnie's Pond and Pilgrim Lake. With 2,660 square feet and a pond view to greet your morning coffee, this is the Cape Cod life you've been picturing. Single-level living comes easy: the primary suite with its own bath and the laundry are both on the main floor. Guests and family have plenty of room to spread out. When the weather calls, step out onto the ipe deck. This prized hardwood is known for its beauty and for standing up to salt air and Cape seasons. Below, a large walkout basement is ready for a workshop, plenty of storage, or finished living space. Love it as it is, or dream bigger. With an acre of land, a great layout, and an unbeatable setting. This home offers tons of potential for a fourth bedroom or grand remodel to create your ultimate Cape retreat. Deeded water rights through Mayflower Point. Home is equipped with Buderus water heater and Lochinvar boiler. Septic is a failed system, owner will provide engineered plan for a 4 bedroom, buyer will be responsible for installation.

Exceptional two-family opportunity in Boston's highly desirable Brighton neighborhood. This beautifully maintained and landscaped property is ideal for an owner-occupant seeking rental income or for investors looking for a strong portfolio addition. The second-floor unit features four spacious bedrooms and two full bathrooms, offering generous living space, abundant natural light, and a flexible layout ideal for larger households or roommates. The first-floor unit offers three bedrooms and two full bathrooms, featuring comfortable accommodations and well-proportioned living areas. Additional highlights include lower-level laundry, a private backyard, driveway parking for up to six vehicles with individual access, and a detached two-car garage. A rare Brighton convenience: street parking on Donnybrook Road does not require a resident permit. Quick access to the Mass Pike, Storrow Dr, and downtown Boston. A rare opportunity to own a versatile income-producing property.

Well maintained two family located on a lovely tree lined street just one block from the Mystic River offers wonderful expansion potential. The property features a two car garage and double wide driveway offering plenty of parking. Unit 1: two bedrooms one bath, renovated kitchen, inviting living room, formal dining room with built in hutch and a back porch. Unit 2: has two levels, three bedrooms, one bath, renovated kitchen, living room with window seats, formal dining room, sitting room, enclosed front porch and back porch. The front to back heated third floor provides two additional rooms. Both units offer separate systems, updated eat-in-kitchens w quartz counters and SS appliances. hardwood floors, original gumwood, wood accents and back porches overlooking a fenced yard. Walking distance to public transportation and the Commuter Rail, Arlington Center, West Medford Square, parks, conservation land and major routes. Offers if any will be reviewed Monday by 1 PM. Please allow 24 hours for responses.

**One-Owner, Meticulously Maintained 3-Family — A Rare Find! **Pride of ownership shines throughout this exceptional three-family home, lovingly cared for by the same owner since day one. The spacious owner's unit offers three bedrooms and two full baths, gleaming hardwood floors, a cozy fireplace, and a large exterior deck perfect for entertaining or relaxing outdoors. Two additional one-bedroom units round out this versatile property — ideal for extended family or strong rental income. Every unit features the sought-after convenience of in-unit laundry. Whether you're an investor seeking a turnkey income property or an owner-occupant looking to offset your mortgage, this well-maintained gem checks every box. Properties like this rarely come to market — don't miss it! Multiple out buildings for storage. PLEASE NOTE: Some photos taken prior to current tenant on main level. One central forced air gas heating system for entire building, separate electric for each unit. 24 HOUR NOTICE REQUIRED FOR A SHOWINGS.

Experience a new standard of luxury living at Page Hill, nestled within one of Bedford's premier residential neighborhoods. Thoughtfully designed to offer the privacy and feel of a single-family home, each residence features a separate driveway, private entrance, fencing, and a natural tree-lined buffer. Inside, soaring ceilings, oversized windows, and sophisticated finishes create bright, elegant living spaces. The chef's kitchen showcases premium cabinetry, stone countertops, and high-end appliances, opening to a covered deck and stone patio for effortless indoor-outdoor living. A main-level primary suite, second primary suite upstairs, 3.5 designer baths. Conveniently located near shopping, dining, and major commuter routes, this is a rare opportunity to enjoy timeless design, exceptional craftsmanship, and an timeless luxury lifestyle. Don't miss this exceptional opportunity.

A fantastic opportunity in prime East Arlington! 63 Cleveland Street offers a spacious Philadelphia-style two-family home brimming with possibilities. Ideally situated with easy access to Capitol Square, Mass Ave, Alewife, Cambridge, and nearby bike routes, this property offers exceptional flexibility for owner-occupants, investors, or multigenerational living. The first unit features a welcoming foyer, living room, dining room, full bath, bedroom, and convenient in-unit laundry on the main level, plus one or more additional bedrooms upstairs. The first-floor living area also offers accessibility features, including a lift from the rear yard to the porch, widened doorways, and an adapted bathroom. The second unit offers a front bedroom with direct access to the front porch, along with a living room, dining room, kitchen, half bath with laundry, and rear porch. The third floor adds three additional bedrooms and a full bath, providing generous living space and flexibility across multiple levels. Whether you choose to enjoy the home as it is or explore the possibilities for reimagining the layout, the flexible floor plan offers tremendous potential to create something truly special. A rare opportunity to own a substantial two-family property in one of Arlington’s most convenient and sought-after neighborhoods!

Classic Cape charm meets a fresh, inviting interior in this beautifully updated 3-bedroom, 2-bath home! An open floor plan welcomes you with hardwood floors, an updated kitchen, and a dining area that flows into the living room, where a cathedral ceiling and fireplace create a wonderful gathering space. Two bedrooms are upstairs, with the third bedroom on the lower level. A lower-level bonus room offers added flexibility, with a newer slider opening to the patio for easy outdoor entertaining. A new bathroom with radiant floor heating adds everyday comfort, while a new boiler, three ductless AC units, newer windows, and PVC trim enhance comfort and ease of maintenance. The garage includes generous storage in the unfinished loft above. Enjoy an exceptional location just one-tenth of a mile from the bike path, 1.2 miles from Forest Beach on Nantucket Sound, and conservation access just across the street, one lot away. A wonderful opportunity to enjoy the Cape Cod lifestyle!

A great opportunity awaits at 207 Belleville Ave! This renovated two-family offers flexibility for owner-occupants and investors alike. Both units feature two spacious bedrooms, updated kitchens with white shaker cabinets, quartz countertops, new appliances, and durable LVP flooring throughout. Updated bathrooms with modern tile finishes add to the appeal. A new washer and dryer in the basement provide added convenience, while major exterior improvements include a brand-new roof, vinyl siding, new bulkhead and basement door, and updated exterior lighting and electrical outlets. Enjoy off-street parking and a backyard for outdoor relaxation. Conveniently located just 1.8 miles from the Church Street MBTA station, this property offers both comfort and convenience. Unit 2 is currently rented for $1,750 per month, while Unit 1 is owner-occupied. Live in one unit while collecting rental income from the other, or add a solid two-family opportunity to your investment portfolio. **Don't miss your chance to make this versatile property yours! Schedule your showing today and explore the possibilities at 207 Belleville Ave.**

Enjoy the best of Cape Cod living from this centrally located Harwich home near Harwich Center, with convenient access to beaches, golf, the Cape Cod Rail Trail, schools, cultural attractions, shops, and restaurants. Harwich Port, Dennis Port, Chatham and Orleans are all within easy reach. Featuring five bedrooms and two full baths, this property offers a great investment opportunity with potential for workforce housing, subject to applicable town requirements and approvals. Highlights include hardwood floors, a first-floor primary bedroom, and a mudroom and laundry area off the kitchen. A spacious fenced yard and deck provide inviting outdoor space, while the two-car garage offers additional loft space above. Explore the possibilities as a year-round residence, summer retreat, or investment property in the heart of Cape Cod. The property shares a driveway with the neighboring property and is being sold "as is."