Milton MA Real Estate & Homes for Sale

An exceptional offering in the Popes Pond Conservation neighborhood of Milton. This bright and elegant home with a generous-sized fenced-in yard is in a convenient and desired location. The kitchen has access to the deck, bonus sunroom, and private outdoor space. Sunny and spacious fireplaced living room perfect for entertaining and family living. The formal dining room, additional bonus sunroom, and half bathroom complete this level. Generous-sized Master bedroom with walk-in closet. Two additional bedrooms, extra closets, and a full bathroom are also on the second level. Unfinished walk-out lower level with laundry and lots of potential for playroom or office. Hardwood floors throughout. New roof installed in 2020. Updated electrical system. Close proximity to Popes Pond Conservation and trails, Milton High School, and The Blue Hills Reservation. Easy commute to Boston, and close to all major highways.

A rare opportunity to own the perfect sized house on prestigious tree lined Milton Hill. You will be charmed by the architectural integrity & details the minute you step into the elegant front hall with handsome staircase, wainscoting, and hardwood floors. A spacious front to back living room with stunning fireplace mantel, sun-drenched family room, dining room, updated eat-in cook's kitchen with granite counters, island & mudroom complete the 1st floor. 2nd floor consists of a lovely main bedroom suite, three family bedrooms, 4-piece bath & home office. 3rd floor offers fifth bedroom with sitting area, full bath & a large walk-in storage room. The finished lower level includes second home office, laundry & large recreation/playroom. Entertain on the deck w/fenced, landscaped yard. 2-car garage with glass-enclosed shed. Blocks to Redline T, Milton Village, restaurants, bike path, Glover School & Milton Academy. Nearby Blue Hills, Legacy Place & University Station, rail to Boston & NYC

Welcome home to this sprawling cape that has been tastefully renovated throughout. This home offers first floor open concept living at its finest! Enter through your enclosed heated porch to your formal sitting area complete with wood burning fireplace, kitchen with quartz counter tops, breakfast bar, stainless steel appliances and more. Entertain friends and family with the large family room with wainscoting, recessed lights and separate dining area with gleaming hardwood floors. Two separate stairways lead you to a second floor where you have two good sized bedrooms, a full bath with tub and tile and a master bedroom suite with walk in closet and separate master bathroom. One car garage, fenced in rear yard with a nice deck for entertaining, two separate heating systems and two zones of central air. Showings begin Friday OH 6pm-7:30pm

It all starts with a beloved neighborhood and only gets better from there. 44 Woodchester is ideally located in a coveted location close to Cunningham Park (community gardening, top schools, dog park, playground) and an easy jaunt to East Milton square. Inside a renovated kitchen is centered on the gas Wolf range, but the garden window over the sink and easy access to the yard come in as close seconds. We are out of mud season, but you will still appreciate a great spot to leave backpacks, boots and fido’s leash as you enter from the 2-car garage. Just in time for beautiful spring days where the bluestone terrace, gorgeous privacy hedge and fenced backyard beckon. There’s a sizable living room with an attached office that makes the work commute a breeze. 4 well-sized second floor bedrooms have access to a renovated full bath, walk-up attic storage. The lower level sports finished hangout space, new infrastructure, including gas heating system, hot water, and 200 amp electrical.

You won't want to miss this picturesque home in central Milton. This stunning 3 bed, 2 bath home has it all plus the quiet side street neighborhood you’ve been waiting for! Enter in to this tastefully redone Colonial to find a formal dining room to the left and cozy living room to the right complete with fireplace, oversized windows and gleaming hardwood floors. Sunny & pristine kitchen was recently redone featuring stainless steel appliances, granite counters/bar and generous pantry. Extra living/dining space off the kitchen creates a wonderful open concept living on the first floor. Come up the central staircase to find 3 sunlit bedrooms plus full bath upstairs. Home also boasts recessed lighting, hardwood floors throughout and central A/C. Brand new finished basement features beautiful flooring and bonus storage area. Large, flat yard and wrap around deck are perfect for all your entertaining needs! Centrally located in Milton with easy access to all highways, parks and schools.

Great opportunity to get into highly desirable Milton! Has had several recent upgrades including new windows, roof and siding. The upper level features 3 bedrooms and 2 full bathrooms and hardwood floors throughout. The kitchen, dining room and living room layout offers plenty of space for family and friends. Even more potential in the large basement to design as you wish. The 3 season room provides even more space to sit and enjoy the nice weather. Ideally located on Blue Hill Ave to get to 93/95 in minutes. Bring your ideas and make this your dream home!

Meticulously cared for by the owners of 43 years and ensconced amid thoughtful landscaping, this home blends traditional charm with modern flow, and offers ample access to the quiet outdoors. The long driveway leads to a 3-car garage and opens to the spacious yard, framed by a private lane and mature trees. The kitchen, with a charming food pantry plus Butler’s pantry with a second dishwasher, has been combined with the sun-soaked garden room featuring two sets of French doors to access the generous west-facing deck. There is an open flow to the library-family room, and then to the magnificent dining room, with the most ornate of five fireplaces, and to the front living room. Upstairs is a master, with porch, and spa-like bathroom with twin vanity-dressing rooms. Three additional bedrooms and two full baths provide abundant accommodations and home office areas. Come experience the serenity and sophistication of this exceptional Milton Hill property, just 10 miles to downtown Boston!

Located in the coveted East Milton neighborhood, this beautiful sun-filled, renovated home has 7rms, 4 bds, 3 full baths home. First floor has an open floor plan complete with spacious living room, sunroom, dining room, newly updated kitchen and office/bedroom. The second floor has a master bedroom with renovated en-suite bath and walk in-closet. Two additional bedrooms and one full bath complete the 2nd floor. Finished lower level ideal for gym/home office space. Fenced in spacious yard with deck and patio areas ideal for entertaining. 2 car garage and private driveway. Short distance to parks and shops/restaurants in E. Milton Square. This home is the perfect combination of suburban living with city amenities. This one is not to be missed!

Imagine easy living in this elegant home, which is situated on approximately 1.7 acres of beautifully landscaped grounds. This property is wonderfully private and quiet, an oasis of serenity, yet close to Boston. You will enjoy the open layout and abundance of natural light that creates an airy and welcoming ambiance.This impressive home offers a spacious kitchen, living room and family room - perfect for entertaining and family time - plus fully renovated bathrooms, primary bedroom, walk-in closet and en suite bath. Stunning kitchen and many other upgrades throughout.Step outside and delight in the private courtyard set among natural and landscaped grounds, with lots of room to roam, play and host gatherings. This lovely home with its manicured perennial beds, gorgeous specimen trees, custom stone walls and expansive lawns is truly one of a kind.

This unique, Custom Prairie style home's design was inspired by Frank Loyd Wright. Expansive rooms for all! Gorgeous kitchen with high end appliances, two spacious family rooms that all lead outside through French doors to a level backyard oasis. The dramatic sunken living room with marble fireplace is stunning with its soaring ceiling and stainless steel engineered ceiling supports and trusses.This home was made to last with high quality construction throughout including 2 x 10 outer wall construction, brick facing on foundation and Birdseye Maple flooring. The sweeping staircase railing, topped with a cherry handrail echos the stair railings found in the Hearst mansion. A first floor lavish master suite with a luxurious master bath leads to the outside bluestone patio.The formal dining room includes a built in marble topped, sideboard, perfect for entertaining. Family fun backyard includes an in ground gunite pool, basketball & bocce courts. Only seven miles to Boston! Welcome home!

Premier 88 Wharf, top floor, corner Unit at Milton Landing. Comprised of nearly 3000 square feet with recent renovation; unit 606 has a modern flair that will impress the most discerning buyer. Features include two guest bedrooms, a den/home office, an open living room with floor to ceiling bay windows and a coveted gas fireplace looking at the Neponset River. The oversized master bedroom consists of an exquisite bathroom with top of the line fixtures and two walk in closets - one of which can function as a second stay at home office. Unit 606 comes with 2 underground, temperature controlled garage parking spots. Milton Landing - The best of both worlds: Proximity to downtown Boston with concierge service and quiet river views!

Welcome to Pine Gardens! First offering of Luxury homes built on a picturesque cul de sac by Milton's premier luxury builder. Your Modern French Country masterpiece features over 10' ceilings, custom kitchen that opens to a sun drenched living room with a spectacular indoor/outdoor fireplace. Modern luxury living amenities throughout including Thermador appliances, built in cabinetry, marble countertops, solid oak hardwood flooring, bespoke staircase and custom archways. First floor complete with en-suite bedroom and home office with direct access. Primary bedroom features gas fireplace, dual walk-in closets, an en-suite marble bath with soaking tub. This elegant stucco exterior is beautifully appointed with lush landscaping featuring a private outdoor patio. Highly sought after location walking distance to Milton Academy, public schools, local parks, highways, shops and restaurants. Take advantage of this rare opportunity to collaborate with this award winning design team!

Fabulously spacious & smartly renovated single family home at the foot of The Blue Hills. 4 bedrooms. Abundant natural light! Open & airy white shaker kitchen with dining area, stone counters, SS appliances & wine fridge in functional island. 2 family rooms & fire placed living room. Au pair or in law potential in walk out, fully finished lower level. LL includes new tiled full bath, laundry room & kitchen area with granite counters, full sized SS refrigerator, sink and stunning tiled backsplash. LL BR w/ample closet & fireplace. 2 impressive family rooms are adorned w/plentiful windows looking out on the gorgeous 3/4 acre yard. Space to WFH, school, work out & garden at this special property! Incredibly located w/close proximity to the Blue Hills, Curry College, Milton Academy and quick highway access. Easy ride to Boston, Longwood Medical Area or Logan Express. Enjoy the balmy weather on your new Trex deck. Be the first to call this meticulously reimagined beauty "Home!"

Scott's Woods SPECTACULAR NEW CONSTRUCTION by one of the area's premier builders of LUXURY homes. The first floor welcomes you with superior craftsmanship, high ceilings, an Amazing chef's kitchen (with professional appliance package) that opens into the expansive (indoor/outdoor)fire placed family room, living and dining room. There is also an en suite bedroom, office! and huge mudroom. The second floor has a spa-like multi room primary suite with luxurious bath and sitting area, including a double sided fireplace. There are also 4 more bedrooms and 3 more baths The cavernous lower level can be finished in numerous ways, but is designed for a massive playroom and potential gym and theater. ! A covered patio overlooks an expansive private yard, for entertaining and recreation. Ideally located near Boston, Milton Academy, highways and all that Milton has to offer; this GORGEOUS HOME IS LIKE NO OTHER !!!

This 19th century home was built to last and to delight with its fanciful cladding, curved glass details and wide verandas for morning coffee or entertaining friends. Debut into the breathtaking grand hall with exquisite staircase, and wide-open doorways to the library, living room and dining room. A central fireplace, one of seven in the home, lights up the season for guests and holidays. Practical needs are served by a classic black and white kitchen with butler's pantry, back entry, laundry, and 2nd staircase. Upstairs a spacious central hall is hub to the master bedroom with sunny sitting area, plus 3 other bedrooms, one with walk-in closet and one with a balcony and 2 full baths. The third floor has high ceilings, a full bath and 4 light-filled rooms to use as office, gym, playroom, or perhaps au pair/nanny. A property of a lifetime sits proudly atop a coveted Milton Hill street, steps from Milton Village, public transit, restaurants, bike path, public schools, and Milton Academy!

ON THE MARKET! A stunning kitchen, smart updates throughout, and a convenient Milton location are just a few highlights that make this multi-level home an absolute must-see! You’ll love the main level’s open layout that is an ideal space for entertaining. Guests will marvel at your beautiful custom kitchen with center island, quartz countertops, and stainless steel Samsung appliances. The living area offers plenty of room for seating, a wood-burning fireplace, and tray ceiling. A four-season sunroom with sliding glass doors leads to your backyard; the perfect spot for your summer BBQs. The top-level has 3 good size bedrooms and a renovated bathroom. Located off the attached garage you'll find a convenient mudroom, laundry room, and 2nd bath. Add value in the basement and create your own media/game room, home gym, or private home office! Prime location with easy access to 93, MBTA bus service to the Red Line, and all that Milton has to offer.

Two family, one unit is occupied. No access to occupied unit. See sellers declaration. Employees or directors of JPMorgan Chase & Co. and its direct and indirect subsidiaries are strictly prohibited from directly or indirectly purchasing any property owned or serviced by or on behalf of JPMorgan Chase & Co. or its direct and indirect subsidiaries. , N.A. Seller will not consider offers until 10 DOM. The seller prefers and strongly suggests offers to be submitted by the buyer’s agent using the online offer management system via the link below in firm remarks. A technology fee of $150.00 will apply only if a cooperating broker elects to use the website and their offer is accepted. Buyer is responsible of, smoke install & inspection, well and septic inspections will not be done by the seller. Please see chase document attached.

Looking to get into the Milton market or upsize in Milton? Well, look no further. This home has it all-5 bedrooms, 2.5 baths, a large open family room, a full walk out basement with a spacious finished area, lots of parking, a detached 2 car garage with tons of storage and a heated bonus room. If you need even more space the oversized 13,473 sq. ft. lot provides plenty of room to expand. This solid home with a brand new heating system, is in a highly desirable neighborhood near Wollaston Country Club and at the edge of the Blue Hills Reservation. It would be difficult to find a home in Milton with this much living space and this much yard space for this price.

Charming Colonial with farmhouse feel. This house offers engineered wood floors throughout, new windows, central AC and heating system installed in 2017, recently installed rear deck; over looking pavestone patio and inground pool excellent for family gathering or entertainment. Spacious fenced in backyard to create your own oasis as we navigate through this new work from home atmosphere. Conveniently located to all major routes, Cunningham Park, and hiking and biking in Blue Hills. Bring your ideas to make this your dream home! Please email team member with your showing request.

Location, location! Classic Milton Hill home, built in 1895 has been updated to meet today’s needs. Roof, insulation, heating, AC, windows, electrical, CAT 6 cable, plumbing and more have been upgraded to the highest standards possible. Large entry foyer opens to the perfect living room with gas fp and window seat as well as stunning dining room. The chef’s kitchen with stainless appliances, pantry, island and sunny seating area is spacious. Large family room spills onto the deck overlooking landscaped backyard. A “secret patio” provides addl outdoor entertaining space. The second flr includes luxurious master with gas fp, walk in closet and spa bath, 2 more bedrooms, a full bath with double vanity and shower and sitting room. 3rd flr offers 3 addl bedrooms, large cedar closet and full bath. Lots of space in the lower level for your home gym, addl hang out space, laundry and cold storage unit. 2 car gar w 2 storage areas. The perfect home, on the perfect street, in a great town!

Stately 5+ bedroom Georgian Colonial in the Brush Hill estate area. With over 7000 sq ft of executive living space, this home was constructed by a premier builder. NEW ROOF/March 2021! Exquisite foyer w/ soaring ceiling & curved stair. Home has generous rooms, floor to ceiling windows overlooking the lush yard, and multiple home offices to work from home! 1st floor boasts a circular floor plan perfect for holidays. Chef’s kitchen has custom cabinetry, walk-in pantry, and a fireplace. Adjacent to the kitchen is a bright family room. An elegant formal dining room w/ French doors leads to the pergola shaded patio. 2nd level has 4 bedrooms incl master suite with large jetted tub & shower, balcony, fireplace & 2 other full baths. 3rd flr offers a bedroom, bonus room & full bath. Extras that make this a superlative home: an au pair/In-law suite, fitness studio, sauna, game rm, commercial generator, large sauna, 5 car garage, private well close to Boston & Blue Hills.

This majestic Milton estate has been in the same family for 50 years. It's now available for the first time for someone else to create lasting memories of their own. Upon entering the grand foyer you will see and feel the warmth and charm exude from all 8,000 square feet of living space. Old world construction and attention to detail combined with modern-day renovations are what make this such a special and unique opportunity that so many are searching for. Privacy is paramount to this property, nestled back from the street with a circular driveway among 5.5 acres of wooded surroundings, pristine gardens, a clay tennis court, a private carriage house, and a heated greenhouse. This suburban sanctuary is just 10 miles from Boston, adjacent to The Blue Hills reservation and 2 miles from the prestigious Milton Academy.

Enjoy the best of both worlds in a private sanctuary, just minutes to major highways and University Station. Wolcott Woods, a new 55+ community, is set on a 47-acre estate with gentle sloping hills, abutting the Blue Hills Reservation. With a variety of floorplans to choose from, each designed for an active, maintenance free lifestyle, downsizing from your single-family home will be an easy transition. Overlooking a grassy knoll, The Cushing at 71 Wolcott Woods Lane is a free-standing townhome, with stunning wooded views from its entertainment sized deck. This property features two Owners’ Suites, a den, an open concept kitchen and a dramatic Great Room with a gas fireplace-the perfect setting for gatherings with family and friends. An additional bedroom for guests and a spacious loft for a home office complete this design; although there’s additional space on the lower level to add a home gym, more office space or a family entertainment room.

Enjoy the best of both worlds in a private sanctuary, just minutes to major highways and University Station. Wolcott Woods, a new 55+ community, is set on a 47-acre estate with gentle sloping hills, abutting the Blue Hills Reservation. With a variety of floorplans to choose from, each designed for an active, maintenance free lifestyle, downsizing from your single-family home will be an easy transition. Overlooking a grassy knoll, The Cushing at 71 Wolcott Woods Lane is a free-standing townhome, with stunning wooded views from its entertainment sized deck. This property features two Owners’ Suites, a den, an open concept kitchen and a dramatic Great Room with a gas fireplace-the perfect setting for gatherings with family and friends. An additional bedroom for guests and a spacious loft for a home office complete this design; although there’s additional space on the lower level to add a home gym, more office space or a family entertainment room.

Enjoy the convenience of ready access to major highways and public transportation and a comfortable lifestyle, enhanced by the seasonal splendors that this magnificent estate setting affords. This classic, shingle-style Draper lives like a vacation home, providing year-round enjoyment. Imagine the cascading meadow views as you gather around the dining room table or on your deck with family and friends. The fireplaced great room, gleaming and well-appointed kitchen provide the perfect backdrop for entertaining or relaxation. This home’s private first floor Owner’s suite captures sweeping views of the upper meadow and its den, serves as quiet retreat. The second floor features a wonderful loft/sitting area for the enjoyment of guests in either of the adjacent ensuite bedrooms. Set on a 47-acre private estate, Wolcott Woods is a 55+ community. Abutting the Blue Hills Reservation, there is designated direct access to the mountain for all residents to enjoy.