luxury property for sale Milton, United States

Motivated seller! Don't miss this fantastic opportunity to own a spacious multi-level two-family home in the heart of West Roxbury. Set on a large lot with fenced-in yard, this property has seen many recent updates while still offering the chance to add your own finishing touches and build instant equity. The first-floor unit features 2 bedrooms and 1 full bath, while the upper unit offers 3 bedrooms and 1 full bath. Parking for 2+ cars. Whether you're an owner-occupant or investor, this property offers outstanding potential in a sought-after neighborhood.

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.

PONDSIDE Jamaica Plain Single-Family Opportunity! More Photos coming! After more than 40 years in the same family, 52 Prince Street is ready for its next chapter. This charming four bedroom, one and half bath Colonial offers approximately 1,550 sq. ft. of living space, a generous 4,300+ sq. ft. lot, a standing detached garage, and additional parking - an exceptional combination in Boston. Recent improvements provide a great starting point for the next owner, including refinished wood flooring, freshly painted rooms, and a newer roof approximately two years old. The home retains its classic character with a traditional layout while offering plenty of opportunity to bring your own vision, style, and updates. Living room, dining room, kitchen and extra bedroom/office plus half bath complete the first floor. Second floor has three bedrooms and a bath and attic access. Ideally located Pondside, in the heart of Jamaica Plain, this home offers convenient access to neighborhood shops, restaurants, cafes, the Arboretum, and Jamaica Pond. Public transportation and nearby routes make commuting to Downtown Boston and the Longwood Medical Area convenient, putting many of Boston’s hospitals, universities, and cultural destinations within easy reach. Whether you are looking for a long-term family home, a well-located city property, or an opportunity to create something truly your own, 52 Prince Street offers a rare opportunity to put your touch on this Pondside gem.

A rare South Boston find! This beautifully renovated three bedroom condo delivers the space, style, and outdoor living that are so hard to come by in the city. Bright and inviting, the home features gleaming hardwood floors throughout, a sleek modern kitchen with Bosch appliances, an updated bath, and a flexible three-bedroom layout ideal for roommates, guests, a home office, or simply room to spread out. The showstopper is the huge exclusive-use rear deck, an incredible extension of the living space with plenty of room for outdoor dining, lounging, entertaining, and summer nights under the stars. It’s the kind of private outdoor space that can completely change how you live in the city. Thoughtfully renovated and move-in ready, the home also offers additional basement storage, another coveted city bonus. With three true bedrooms, stylish updates, and exceptional private outdoor space, this is a standout opportunity in one of Boston’s most vibrant neighborhoods. New central air and hot water tank. This is Southie living, with room to actually live.

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 square feet level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

Rare quarter-acre retreat in the heart of Brookline Village, this fully renovated Victorian offers 5,487 square feet of exceptional living space, a large private backyard, and the character of a historic home paired with modern luxury. Completely renovated to the studs in 2025, the six-bedroom, six-bath residence is just steps from the shops, restaurants, and Green Line in Brookline Village, minutes from Longwood, and only three miles from downtown Boston.Inside, soaring ceilings, white oak hardwood floors, and extensive custom millwork, cabinetry, built-ins, and vanities create a timeless, sophisticated interior. The chef’s kitchen features high-end appliances, including a paneled Sub-Zero refrigerator and 36-inch Wolf convection range, complemented by a butler’s pantry, dedicated coffee bar, and additional under-counter wine refrigerator.Designed for both everyday living and entertaining, the home offers expansive living, dining, and family spaces, four fireplaces, radiant heated floors, two laundry rooms, and an impressive full-height lower level. A private wellness retreat includes a dedicated gym, cedar sauna, and steam shower, while a wet bar with a full-height Sub-Zero wine refrigerator and adjoining recreation space provides an additional setting for entertaining.Two oversized decks, an outdoor gas fireplace, and hot tub extend the living space outdoors and overlook the expansive, fully fenced backyard. Behind the historic exterior, the residence has been comprehensively modernized with new-construction-level infrastructure, including all-new electrical, plumbing, and mechanical systems and five-zone central heating and cooling.A rare opportunity to enjoy substantial private outdoor space, beautifully preserved Victorian character, and the comforts of a complete modern renovation in one of Brookline’s most desirable and convenient locations. See more at 220Aspinwall.com

Ideally located on the corner of prestigious Commonwealth Ave, this spectacular parlor duplex offers the perfect blend of historical detail, beautiful views and modern finishes. Enter through the grand parlor living room featuring 11 feet ceilings, a beautiful bow front window, ornate decorative fireplace and expansive views of Comm Ave. A tastefully renovated kitchen is located below with marble countertops, high end appliances, gas cooking and spacious walk-in pantry. The desirable open concept floor plan flows beautifully into an additional living room and dining area complete with a separate built-in desk area for an at-home office. The primary suite offers a third fireplace, abundance of closet space and en-suite marble bath with double vanity and glass shower. Second bedroom is located directly across from the other full marble bath. Additional features include hardwood floors, central AC and in-unit laundry. This home is not to be missed.

Rarely offered and amazing Cambridge opportunity to purchase 2 adjoining lots that make up almost 12,000 Sq. Ft. of land a short distance to Central Square and the Redline. Property is currently mixed use commercial and residential with potential to develop in the growing Cambridge market that would make this a great investment for years to come. All buyer and buyers agents must do their own due diligence and seller, broker and their agents make no representations or warranties. ***CONFIDENTIAL LISTING ADDRESS****. All inquiries must be made in writing, via email, any/all participants must sign an NDA form for property address and additional information.

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.

Welcome home to 603 Academy St, a charming 3 Bed, 2.5 Bath home in downtown Cambridge, just blocks from the Choptank River. A spectacular, fully-renovated property that blends everything new with the peace of mind that comes with a top-to-bottom 2025 renovations. Key Home Features & Upgrades: Brand New Systems (2025): Enjoy maximum efficiency and safety with a new roof, new mini split heat and air conditioning systems, new electrical wiring, and new plumbing. Modern Interior: The home boasts all-new LVP flooring throughout and a beautifully renovated kitchen equipped with brand new appliances. The bathrooms have also been fully updated with modern fixtures and finishes. Spacious and Bright with a functional floor plan, ample living space, and charming details. Discover the Cambridge Lifestyle: Cambridge, MD, offers a unique blend of small-town hospitality, rich history, and stunning natural beauty. This historic seaport community is a haven for outdoor enthusiasts, with easy access to the Choptank River and Chesapeake Bay for boating, fishing, and kayaking. Enjoy the local culture in the revitalized downtown area, featuring boutique shops, art galleries, and diverse local cuisine. Year-round community events and festivals like the Taste of Cambridge and the Cambridge Classic Powerboat Regatta. Proximity to the Blackwater National Wildlife Refuge, offering extensive trails for hiking and biking amidst diverse wildlife. This move-in-ready home offers an exceptional opportunity to own a piece of this desirable and growing Eastern Shore town.

An inviting farmer's porch welcomes you to this lovingly maintained Colonial home. The heart of the home encompasses an updated kitchen that flows into an expansive dining area and family room. This open and functional floor plan is accented by gleaming hardwood floors and an abundance of windows. A convenient mudroom is tucked away. Upstairs is a luxurious primary suite with a sitting area and fireplace. You will be impressed by its sun-filled, spa-like bathroom and dual walk-in closets. Down the hallway are three generously sized bedrooms accompanied by a full bathroom. The finished lower level offers a versatile playroom, recreation space, or potential home office. Outside, enjoy a private fenced backyard with a gorgeous bluestone patio. Ideally located near Needham Center, this exceptional home provides easy access to shops, restaurants, parks, top-rated schools, major commuter routes, and the commuter rail into Boston.

This gracious and well-maintained two-family sits in Cambridge's treasured Huron Village! Sited at the corner of Huron Avenue and Fayerweather Street, a block from Formaggio Kitchen, the exterior boasts undeniable curb appeal while the interior delights with great natural light, rich woodwork, stained glass, period built-ins and many updates. Each unit includes a living room, dining room, kitchen, outdoor space and basement storage. Unit 1 is a Philly-style two bedroom, plus office, one bathroom. Unit 2 is a four bedroom, one bathroom (easily converted to a two bathroom) spanning the top two floors--ideal for an owner-occupant or multigenerational setup. Enjoy Huron Village’s coffee shops, boutiques, specialty grocers and much more. Fresh Pond, Fresh Pond Golf Course and miles of verdant trails are a short walk. One mile to Harvard (via 75 Bus on your doorstep) and Porter; easy access to Route 2. This versatile property is calling its next steward; whether you're looking to occupy, rent or both, create a single-family or condos!

COMMUTER’S DREAM! Welcome to 1002 Station Rd, a sunny and bright corner-unit townhome in sought-after Somerville Station, just steps from the on-site pedestrian path to the NJ TRANSIT station and a short walk to downtown dining, shopping and entertainment. This beautifully maintained two-bedroom, three-bath home with attached one-car garage features numerous builder upgrades selected by the owner. The open main level showcases extended hardwood flooring, Forty-two inch cabinetry, granite countertops, stainless-steel appliances and upgraded pendant lighting over the kitchen counter. Thoughtful electrical and technology upgrades include a ceiling fan/light option in the primary bedroom, pre-wiring behind TVs with raised outlets for a clean, wire-free look, and direct connections to the Wi-Fi router in the garage. Upstairs, the generous primary suite offers a walk-in closet and private bath, along with a second bedroom, full bath and convenient laundry. HOA coverage includes water, sewer, landscaping, snow removal and trash, adding to the ease of low-maintenance living. An available twenty-year PILOT tax-abatement program provides another attractive benefit. With abundant natural light, a desirable corner location, meaningful builder upgrades and unbeatable access to the train and downtown, this home is a standout Somerville offering.

Welcome to 27 Woodleigh Rd, a well-maintained two-family home offering approximately 2,416 sq. ft. of living space in a desirable Watertown location. The property features two spacious units with separate entrances. One unit offers 2 bedrooms and 1 full bathroom, while the second features 3 bedrooms and 1 full bathroom. Both units offer updated kitchens and bathrooms and comfortable, functional layouts.Recent improvements include a newer roof (2021), two newer composite decks, and two gas hot water tanks installed in 2025. The property also offers an impressive driveway with parking for up to 10 cars.Additional space in both the basement and attic provides exciting future possibilities. The property is equipped with three electrical panels, including an additional panel that may support future expansion. The basement offers potential for an ADU, while the attic also presents potential for additional use and has independent exterior access currently enclosed within one of the bedrooms. Any ADU, expansion, or future use is subject to buyer due diligence and all required permits and municipal approvals.Conveniently located near shops, restaurants, public transportation and major routes, this property offers an excellent opportunity for an owner-occupant, investor, or multi-generational living. Easy to show.

West Cambridge. A 1932 Colonial set behind a white picket fence and a front garden, directly across from Danehy Park - with a two-car driveway, which in Cambridge is its own headline. Inside the door, a proper mudroom does the New England work of keeping dirt, snow and everything else where it belongs. The main level is the heart of this home: living and family rooms joined by wide cased openings, and a kitchen that looks straight out to the green back yard while staying connected to the room where everyone ends up. Granite counters, induction range, peninsula seating, French doors to the deck. A bright front room with a full wall of built-ins works as office, studio, playroom, or a place to relax. Half bath completes the floor. Upstairs, three bedrooms: the primary with double closets and an en-suite walk-in shower under a skylight; a hall bath with black-and-white mosaic tile, subway surround and pedestal sink; a third bedroom tucked beneath the eaves with built-in shelving. Then there is the expansive fenced-in back yard. The deck steps down to a bluestone patio ringed in cobblestone, and beyond it the ground is open and waiting: room for a garden, a long table, a lawn, for whatever comes next. Below, nearly 600 square feet of unfinished basement handles laundry, utilities, and the kind of storage Cambridge rarely offers. Fully electrified - cold-climate heat pumps throughout, heat pump water heater, induction range, EV charging - with generator backup. Deleaded, weatherized. Nearby: Huron Village, Fresh Pond, Porter Square and Harvard/Radcliffe.

35 Middle Street offers an exceptional development opportunity in a prime Newton location. Located on a quiet side street in the heart of Nonantum, this property is being offered “AS IS.". The site presents project potential for almost 8000 square feet of mixed-use business or residential development. Alternatively, a buyer could simply renovate the existing structure into a lovely home or income producing property. Located between Washington and Watertown Streets, the property offers convenient access to the Mass Pike (east to downtown Boston and west to Route 95/128), Newton Corner, Newton North High School, the MBTA commuter rail, and other transit options. This highly accessible corridor supports strong visibility and access to Newton’s shops, restaurants, and major employment centers.

Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the impressive primary suite features a vaulted ceiling, walk-in closet, spa-inspired bath, and a peaceful sitting area. Three additional generously sized bedrooms, a full bath, and a convenient second-floor laundry room complete the upper level. The finished lower level provides an oversized recreation room along with excellent storage space. Surrounded by mature landscaping, abutting conservation land and 3.3 miles of trails. Ideally located in close proximity to top rated Fiske elementary school, parks, shopping, dining, and major commuter routes.

Coveted West Newton Hill! Warm and elegant south facing ten room Colonial blends timeless character with exceptional space, offering six bedrooms, a private office, high ceilings, and beautiful period details. A welcoming wraparound porch leads to a gracious foyer with a turned staircase, opening to a spacious beam-accented living room, formal dining room with a bay window, and a generous eat-in kitchen. A half bath and screened porch complete the first floor. The second level features four bedrooms and two full baths, including a primary suite with a fireplace, walk-in closet, and en suite bath. The third floor offers two additional bedrooms, a full bath, and a private office. The walkout lower level includes a media room with glass doors to the patio and backyard. Conveniently located near the commuter rail, major highways, shops, and restaurants, this exceptional home offers the perfect blend of classic charm, generous living space, and modern convenience.

This lovely center-entrance Colonial is located in Belmont's wonderful Presidential neighborhood! This spacious four-bedroom, three and half-bath home features a warm, welcoming foyer and beautiful original architectural details throughout. You will love the sun-filled living room with its cozy fireplace, charming beamed ceilings, natural gum wood, and wainscoting. The main level is perfect for gathering, offering a formal dining room, comfortable family room, powder room, and a large, delightfully renovated eat-in kitchen that opens right up to a lovely deck and fenced-in backyard. Upstairs, the second floor includes a serene primary suite with a private bath, three additional generous bedrooms, a family bathroom, and a flexible space that would make a wonderful home office or nursery. You'll also appreciate the great expansion potential with the walk-up third floor! As an added bonus, the lower level provides another full bath and versatile rooms that can easily adapt to your needs—whether you'd like a secondary family room, workout space, extra office, mudroom, or storage. This property is conveniently located within a short walk to local schools, Cushing Square, Belmont Center, and public transportation, including both train and bus options. It also offers easy access to major highways.

A Classic American Beauty Showstopper, this architecturally significant Colonial is gracefully sited on an expansive .34-acre lot, offering serene views of both front and back gardens and a tranquil, park-like setting. Set behind welcoming Connecticut bluestone fences and a handsome paver walkway, the home combines timeless character with ample square footage in one of Old Belmont Hill's most sought-after locations. Meticulously maintained and beautifully enhanced, the residence features a spacious eat-in kitchen with granite countertops and rosewood cabinets, a grand living room with a fireplace, an elegant dining room, an inviting family room, a bright sunroom with a bay window overlooking a Japanese maple tree and magnolias, dedicated office space, and a full bath with stackable laundry. High ceilings, abundant natural light, natural wood floors, and exquisite period details lend warmth and distinction throughout. There are gorgeous garden and forest views from every room on the ground-floor level. The second floor offers a beautiful primary suite with generous closets and a private bath, along with four additional bedrooms and two additional bathrooms, providing exceptional space and flexibility for today's lifestyle. A covered rear porch overlooks the expansive .34-acre grounds, where mature ornamental plantings and beautifully tended gardens create a serene retreat. The finished ground-level basement adds 1,496 sq. ft. of versatile living space ideal for a home office, recreation room, gym, guest suite or potentially a sixth bedroom, depending on needs. There is a fourth, full bathroom with a top-of-the-line sauna. An attached two-car-garage provides convenient under-home parking and storage. Ideally located very close to the Belmont Hill School, Belmont Center, Mass Audubon Habitat Wildlife Sanctuary, and in the desirable Winn Brook School District, this exceptional Classic Colonial offers an uncommon combination of architectural integrity, gracious living spaces, expansive grounds, and serene privacy.

From the moment you arrive, you’ll fall in love with this much-admired white brick Colonial, beautifully sited on a charming corner in Wellesley’s coveted Cliff Estates. Set back from the road and surrounded by beautifully landscaped grounds, this exceptional home offers the perfect blend of elegance, comfort, and space for today’s lifestyle. Inside, gracious rooms unfold with everything exactly where you want it—and more than you expect. The inviting fireplaced living room opens to a light-filled sunroom, ideal as a home office or quiet retreat, with French doors leading to the stone patio. The state-of-the-art kitchen features generous stone countertops, new ovens and Sub-Zero refrigeration, a charming dining area with banquette seating, and an exceptional walk-in pantry. A gracious dining room with a window seat and custom built-ins is perfect for entertaining. The oversized family room, with its dramatic barrel ceiling, abundant windows, and doors opening to the yard, is sure to become the heart of the home. An additional study provides yet another flexible space for working from home or relaxing. A glamorous turned staircase leads to the second floor and a stunning primary suite featuring two walk-in closets and a luxurious marble spa bath. Three additional bedrooms and two full baths, including one en-suite, complete this level. The finished lower level offers even more versatile living space with a playroom, exercise area, additional bedroom, and full bath. Oversized three-car garage with added storage space is such a plus! Outside, enjoy professionally landscaped grounds with mature trees and beautiful plantings. Exceptionally maintained and beautifully decorated throughout, this elegant Cliff Estates home offers a rare combination of timeless style, generous living space, and effortless everyday comfort.

Universally admired, 25 Dover Road is an enchanting yellow shingle colonial with an unbeatable location. Timeless architecture, lush landscaping, elegant stonework and an inviting front porch all contribute to the home's exceptional curb appeal. Inside, the dramatic double-height sunlit foyer opens to graciously proportioned rooms, abundant windows, sparkling hardwood floors, and an open, airy floor plan. The expansive renovated chef’s kitchen flows into a stunning breakfast room framed by a curved wall of windows and an inviting fireplaced family room with custom built-ins. A handsome office with custom cabinetry, elegant living and dining rooms, and a mudroom and powder room, both with radiant heat for frosty New England winters, complete the first floor. Upstairs, the magnificent front-to-back primary suite is a true retreat featuring a fireplace, private balcony, and spa-inspired bath. Two additional spacious bedrooms and a full bath complete the 2nd level. The fully finished lower level offers a versatile game/rec room, along with a private walkout guest suite with full bath—ideal for au pair or in-laws. Enjoy fresh air spring through fall in the beautifully finished 3-season porch. Entertain on the spacious two-level deck and stone terrace, all with glorious views of the large private backyard with enormous lawn. Four-bedroom septic. Ideally located near the town centers of Natick, Wellesley, and Needham, with convenient access to train stations and local destinations Elm Bank and Lookout Farm. Natick town water and natural gas. With its top-ranked schools and low property taxes, Dover remains one of the region’s most desirable towns, and this exceptionally pretty home offers the perfect blend of classic design, modern comfort, and an embrace of nature for the quintessential Dover lifestyle.

Well maintained 2 family located on a lovely tree lined street just one block from the Mystic River offers wonderful expansion potential. The property features a 2 car garage and double wide driveway offering plenty of parking. Unit 1: 2 bedrooms 1 bath, renovated kitchen, inviting living room, formal dining room with built in hutch and a back porch. Unit 2: has 2 levels, 3 bedrooms, 1 bath, renovated kitchen, living room with window seats, formal dining room, sitting room, enclosed front porch and back porch. The front to back heated 3rd floor provides 2 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.

This cherished classic two-family has been lovingly owned by the same family for over 50 years. Original, preserved gumwood moulding runs throughout, complemented by high ceilings and incredibly bright rooms. First and second floor units each offer two bedroom and one bath, large living and dining rooms with China cabinet, sunroom/office, and kitchen with granite. Beautiful hardwood floors run throughout — preserved beneath the first floor carpet and ready to be uncovered. Upper unit adds a third level with two more BRs (one with mini-split), half bath and family room. Enclosed back porches, a sweet, level backyard, and basement storage offer extra space to relax, play, or stash your gear. New windows on the second and third floors, both heating systems replaced about four years ago. Two garage spaces + extra parking. A wonderful opportunity for owner-occupants, multi-generational families, or investors seeking rental income. Nestled in a friendly neighborhood where block parties are still a thing, just steps to the serene Menotomy Rocks Park and Robbins Farm/Skyline Park, convenient to Mass Ave, and in the district for the award-winning Brackett School. A true Arlington gem!