luxury properties for sale Milton, United States

Own your slice of the American dream in this beautifully renovated Colonial, ideally located in one of Hyde Park’s most sought-after commuter locations—just steps to public transportation and Hyde Park Center. This move-in-ready home offers the perfect blend of convenience, comfort, and style. The first floor features an open-concept layout with hardwood floors throughout, creating a seamless flow between the living, dining, and kitchen spaces. The updated kitchen shines with stainless steel appliances, granite countertops, and maple cabinetry—perfect for everyday living and entertaining. Upstairs, you’ll find three well-proportioned bedrooms, all with hardwood flooring. Detached one-car garage and off-street parking. A rare opportunity to enjoy city living with space, charm, and unmatched accessibility. Showings start at open house Friday 3:30-5.

A four-bedroom, two and a half -bath Roslindale single-family with great bones and a backyard that's been loved into something special. The covered front porch opens to a living room anchored by a pellet stove, then circles through to a dining room with original wood-panel wainscoting and into a semi-open eat-in kitchen. The kitchen sink looks straight onto the yard, as does the dining room. Afternoon light fills the upper-level front bedrooms, and the backyard enjoys sun throughout the day, including strong southern exposure. Out back, a fenced garden framed by peach and elderberry trees and raspberry brambles. Hydrangeas line the side of the house, peonies the front walk. Clean, dry basement with French drain and sump pump, plus real upside for future finishing. Tandem driveway pkg for two; on-street easy. Fresh exterior paint, new roof in 2025, driveway repaved 2024. Less than a mile to Roslindale Village, the farmers market, and the commuter rail. Conley Elementary a quarter mile away.

Of all the Jamaica Plain neighborhoods, Woodbourne is the one people grow into. This 1922 stucco Colonial on a corner knoll is one of its bespoke originals, shaped over a century by four families. The front door opens into the living room: beamed ceiling, original mantel, working wood fireplace, and French doors bookending the hearth into a heated sunroom wrapped in conifers. To the right, a wainscoted, south-facing dining room with a solid wood deco door at its far end opening to a first-floor office suite — private entrance, full bath, originally the home's physician owner's consulting room. Renovated kitchen: Candlelight cabinetry, quartz, butcher-block peninsula, pro range vented outside. Three bedrooms up; primary with a second wood fireplace and renovated bath. Third floor: two flex rooms, skylight, preserved antique bath. Mostly original windows with storm sashes. Parking for two. A block from the 32 bus to Forest Hills; bordered by Forest Hills Cemetery's Olmsted-era landscape.

A delectable single family with fenced backyard, tucked on a side street near Roslindale Village. With three levels, this four-bed, one and a half-bath home offers extra potential in the partially finished top floor. Past the porch swing and foyer, a classic living room with bay windows greets you. Pocket doors open into a strikingly bright dining room with four windows, two facing the backyard’s majestic linden tree. The kitchen offers a 2024 induction range, ample cabinetry, and access to the patio and yard with raised beds and perennials. In the foyer, a half bathroom. The second level provides two good-sized bedrooms; a third smaller bedroom; and a bonus room that leads to the top floor. The top level offers a fourth bedroom and an adjacent unfinished attic space that hints at expansion potential. Enjoy four-zone cooling and a large basement with high ceilings. Bask in village life: just blocks to the farmer’s market in Adams Park, beloved shops in the square, and commuter train to South Station.

Ideally located between the Merrymount and Adams Shore neighborhoods, this recently expanded home offers a surprising amount of living space spanning across three levels, plus 672 sq ft of additional finished space in the lower level. Gleaming hardwood floors with dark wood inlay have just been refinished throughout, adding warmth and character on every level. The main level features a spacious kitchen, dining room, and living room with a wood burning fireplace, along with a first floor bedroom and adjacent full bath—ideal for guests or flexible living needs. The second floor offers three oversized bedrooms and another full bath. Capping this off, the top floor provides a versatile open flex space with direct access to a large walk out deck with views of Quincy Bay. The partially finished basement adds even more usable space with a living room, gas fireplace, and half bath. A detached two car garage and updated systems throughout make this home truly move in ready.

The yellow door calls your attention from the street. The layout inside keeps it. A classic Roslindale Colonial with a first floor that moves in a loop - kitchen, living room, and dining room each with a distinct purpose but still connected, a bar counter keeping the kitchen part of the conversation, and a south-facing sunroom that earns its name. The 2nd floor offers two well-proportioned bedrooms, a dedicated laundry room, and a captured desk nook at the top of the stairs. The entire 3rd floor is the primary suite. Outside: a genuinely spacious fenced backyard with patio, deck, shed, and room for long dinners, garden projects, and dogs tearing laps. Owned solar (Dec. 2023) cuts electricity to near $0 most months; EV charger in the two-car tandem driveway. two-zone gas forced hot air and central AC (~2014), Navien tankless hot water (2024), 200A service, the to-do list here is short. On-street pkg easy. Beech Street puts you close to the best of Roslindale without being in the middle of it.

Tucked along a private road at the edge of the Arboretum, this beautifully rebuilt 2009 single family offers a rare sense of calm within a connected urban setting. Rebuilt by master builder Chris DeSisto of Maplehurst Builders, the home reflects the sensibility of someone who understood not only how to build, but how to live. There is a feeling that is hard to name, something between a cabin in the woods and a well crafted boat, where every inch is thoughtfully considered and deeply comfortable. Warm natural wood, soaring ceilings, and abundant light define the main living space, anchored by a fireplace and an open, well designed kitchen with custom cabinetry. A first floor bedroom and full bath offer flexibility, with two bedrooms above. The finished lower level adds living space, a full bath, and room for work or recreation. Set on a 4,185 square feet lot with a small yard, ample parking, and a Tesla charger, this 2,244 square feet home lives with ease, shaped by both nature and neighborhood.

Gorgeous 2014 construction offering breathtaking views of Dorchester Bay and the Boston skyline. This open floor plan showcases a designer kitchen with granite countertops, stainless steel appliances, gas range, wall oven, and an oversized breakfast bar. The adjacent dining area is wrapped in windows, while the expansive living room provides an ideal setting for entertaining or relaxing. A stylish half bath completes the main level. Upstairs features three generously sized bedrooms, a full bath, and convenient second-floor laundry. The private third-floor primary retreat offers a spacious bedroom, walk-in closet, spa-like bath with dual vanities, and a porch with stunning water and skyline views. Enjoy indoor-outdoor living with a composite deck and fenced backyard. Additional highlights include owned solar panels for significantly reduced electric costs, engineered hardwood floors throughout, abundant basement storage, and nearby mooring opportunities. Coastal living at its finest!

A folk Victorian on Tyndale — one of the streets that makes people fall for Roslindale. South-facing covered porch the full width of the home, slate roof original to 1910, and a first floor that opens from the entry into a living room with original crown molding and formal dining room with a built-in corner china cabinet, and red fir floors throughout. Three bedrooms upstairs plus a flex room leading to the walk-up attic, where excellent ceiling height makes the case for a future primary suite or two more bedrooms. The heavier lifting is done — wiring fully replaced and brought to code in 2026, well-maintained oil-fired steam, replacement vinyl windows, slate roof intact. Roll up your sleeves and bring your vision for the kitchen and baths. Driveway parking for two, ample on-street. Tyndale is quiet, not a cut-through, and the Halloween destination for kids from Rozzie, West Roxbury, and Hyde Park. Rec complex at street's end. Rozzie Village through Fallon Field; Bellevue rail.

Open House Friday 5:00-6:00 Saturday 11:00-1:00. Move right into this lovingly maintained expanded three bed Cedar sided Cape with over 2000 sf. with exquisite first floor primary suite. Walk in to the oversized living room/dining room open to sun filled kitchen with cathedral ceiling, skylight and dining nook with Pella four panel slider (2022) to the spacious deck. First floor primary suite with cathedral ceiling, gleaming hardwood floors, skylights, walk-in closet. Updated full bath (2023) with custom tile, laundry and linen closet complete the first floor. Second floor features hardwood throughout with two bedrooms and full bath. Basement has wood burning stove, workshop/closet, whole house water purification system and Generac generator (2021). Immaculate and ample garage, expansive yard (great for future ADU) and stunning paver walk way front and side complete this property. Great home! Great location! Conveniently located near schools, shopping, public transportation and hwy.

706 Sea Street offers a rare opportunity for oceanfront living with expansive views of Quincy Bay, Boston Harbor, and the Boston skyline. This well-maintained home features 4 bedrooms, 2 bathrooms, and over 2,200 square feet of living space. The layout includes a large kitchen, formal dining room, and spacious living room with direct access to an oversized balcony, ideal for outdoor entertaining. The primary bedroom offers panoramic ocean views and a private second balcony. Additional features include four parking spaces and a large yard, both uncommon for waterfront properties. Public beach access is located just one home away. Conveniently located with easy access to Routes 93 and 95, the Red Line, and ferry service to downtown Boston.

Bring your vision and creativity to this spacious 19th Century Colonial-style attached single-family home in the heart of Roxbury. Offering over 2,200 sq. ft. across three levels, this property is a prime opportunity for first-time buyers, contractors, or investors looking to build sweat equity or customize a home to their style. Features include four bedrooms, two and a half baths, high ceilings, hardwood floors, crown molding, French doors, original fireplaces, and classic architectural details throughout. The flexible layout offers generous living and dining spaces, a large kitchen area, double staircase, and third-floor primary suite potential with walk-in closet and full bath. Exterior features include a fenced yard, farmer’s porch, detached garage, and off-street parking for multiple vehicles. Conveniently located near Nubian Square, public transportation, downtown Boston, universities, parks, and major commuter routes. This property is full of possibilities and ready for its next chapter.

Oceanfront home custom built to maximize spectacular water views, natural light, and functionality. Set on a large private lot with mature landscaping, this meticulously maintained residence offers 4 bedrooms, 3 full baths, 2 car garage, ample off-street parking, and serene backyard. The high-end kitchen featuring stainless steel appliances, oversized island, and a wet bar overlooks the spacious dining room and large living room with wood burning fireplace. The expansive windows capture ocean views with multiple French doors opening to a waterfront wrap-around deck. First floor also includes a full bath and a bedroom perfect for downsizers, guests, or a home office or den. Second floor features a spacious primary suite with formal sitting room, private balcony, marble bathroom with soaking tub, and walk-in closet. As well as 2 more bedrooms, a full bath, and upstairs laundry. Seaside living at its finest! First Opens Friday, June 12th and Sunday, June 14th from 11am - 1pm.

Classic charm meets everyday functionality in this incredibly well-maintained 3 bedroom, 1.5 bath brick Colonial set on a corner lot in the sought-after Riverdale neighborhood.The thoughtfully designed layout features a bright living room with access to a covered porch - perfect for morning coffee or relaxing evenings. The main level also includes a spacious kitchen, formal dining room, & a dedicated home office ideal for today’s lifestyle needs. A finished basement provides valuable bonus space for a playroom, gym, or media room + add'l workshop space! Upstairs are 3 comfortable bedrooms with ample closets, a full bath, and a walk-up attic. Outside, enjoy a fenced-in backyard w/room to play, garden, or entertain, and a detached garage for added convenience. In addition to timeless curb appeal & inviting living spaces this home is set in a prime location close to local parks, commuter routes, and highly regarded elementary & private schools. **See attached feature sheet for upgrades**

Tucked into one of the area’s most exclusive neighborhoods, this beautiful 3 bedroom home offers water views and modern coastal living. Residents of Idlewell enjoy year-round family events, access to Newell Park and Red Pier Beach. This classic Colonial style home includes features such as a gorgeous updated kitchen with an open layout, a separate formal dining room, inviting living spaces, comfortable bedrooms, and a large basement. With close proximity to Weymouth Landing’s MBTA train station for an easy commute to Boston makes this the perfect spot to call home.

Elegant single family townhouse on beautiful Pembroke Street! 4+ bedrooms, 2.5 baths, 2 full Parking spaces. Grand double parlors feature period detail & trim, pocket doors, a bay window, marble mantels & soaring ceilings. Sunny eat-in kitchen has gas cooking and direct access to 180 sq.ft deck. Separate formal dining room. Four generous bedrooms, plus two additional rooms for office or dressing room. Gorgeous marble primary bathroom. Beautiful wood floors and marble mantels throughout. Central A/C, Laundry, Two Full Parking Spaces. Full basement. New Roof 2024.

Set far back from busy Commercial Street on a private, nearly one acre lot, this stunning 2018 construction offers the rare combination of seclusion and convenience. Just minutes from Legion field and Jackson square, and a short drive to East Weymouth commuter rail, the location is stellar. The home is anchored by a grand staircase leading to four generous bedrooms plus a versatile bonus room currently used as a gym. The primary suite is a true sanctuary, with a walk-in closet and sun-drenched bathroom with soaking tub, walk-in shower, and double vanity. On the main level sits an expansive open-concept kitchen with large island flowing seamlessly into a light-filled living room. A formal dining room, separate den, dedicated office, powder room, and laundry room complete the first floor. The home features central air as well as hardwood floors and recessed lighting throughout, a large back deck overlooking the yard, garage, and unfinished walk out basement for expansion potential.

Nestled in the heart of Brookline, moments from vibrant Coolidge Corner and Washington Square, this elegant home on Corey Hill offers convenient access to public transportation, major highways, restaurants, shopping venues, the LMA, universities, and museums. The family-friendly street combines urban convenience with a peaceful suburban feel. Thoughtfully reimagined and remodeled in 2016, this meticulously cared-for abode showcases timeless design and refined contemporary finishes. A versatile layout supports both comfortable living and effortless entertaining, featuring well-proportioned rooms, white oak floors, custom built-ins, and two gas fireplaces. Two open-concept kitchens cater to culinary enthusiasts, while spacious living and dining areas extend to a front balcony and side deck. The walkout lower level offers flexible bonus space, complemented by a two-car garage and ample storage. A refined house characterized by a seamless blend of style, warmth and quiet sophistication!

Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, five bedrooms, and six full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring nine plus ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers four spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached two-car garage with EV charging, making 18 Naples truly exceptional.

Coolidge Corner! Tucked on a leafy, tree-lined street that feels worlds away, yet just a couple blocks from the pulse of one of Brookline’s most dynamic commercial hubs & minutes to Boston/Cambridge—this is city living with breathing room. A handsome 3-story 1910 Colonial greets you w/ a 3 season enclosed glass front porch that spills into a gracious foyer & a statement staircase. The vibe is classic with just the right edge: a cozy den lit by striking stained glass, a formal LR that flows seamlessly into an elegant DR w/ a fireplace.The butler’s pantry adds a touch of old-school charm, while the fully equipped kitchen keeps things current, complete w/ a window framing a stunning cherry tree & backyard. Upstairs, the 2nd floor offers 3 BR's, 2 BA's, & the kind of convenience that matters—laundry right where you need it. The 3rd floor flexes with 2 more BR's, an office & a full bath. Timeless, warm and well maintained-this home doesn't just check boxes, it sets the tone.

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.

OPEN HOUSES: Thursday 4-6pm Saturday 12-2pm. Situated on expansive corner lot, this beautifully appointed four plus bedroom Colonial is where timeless charm meets modern living. Thoughtfully updated throughout, this home features an open floor plan, gleaming hardwood floors and two work from home offices! Come in from the covered porch into the foyer, with an office to the right, open to the spacious living room and dining room. Sun filled white kitchen with quartz counters, stainless appliances, bay window and built-in breakfast nook. Office/Den and full bath complete the first floor. Upstairs features high ceilings, stunning primary suite with cathedral ceiling bedroom, walk-in closet and gorgeous tiled private bath. Three additional spacious bedrooms, another updated bath and laundry. Professionally landscaped grounds, lush expansive side yard, ample parking and steps to Hale Reservation. Ready for you to move right in!

Elegant Newton Centre Colonial at the edge of Chestnut Hill, just moments to shops, dining, MBTA Green Line, Webster Woods. Gracious formal living and dining rooms create perfect setting for festive gatherings, while the expansive kitchen, breakfast room and cathedral-ceiling family room offer warm, casual spaces to relax and connect. French doors open to dramatic tiered deck, extending the living space outdoors for dining, grilling, and entertaining with zoned speakers for sound and sweeping views of landscaped yard. The main level also enjoys a lovely guest suite and fabulous home office. Upstairs find a private primary suite with dressing room and luxurious bathroom, plus three additional bedrooms and a large bathroom. Finished lower level offers mudroom entrance and flex space for playroom, media room, gym, office, with convenient full bathroom. A heated driveway to melt off the snow, 2-car garage with EV charge and custom storage, solar panels, fence and stone walls complete this exceptional home.