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Truman Parkway, Milton
$4,500,000
73058876 MLS
Developer's Dream! Incredible generational opportunity to purchase newly cleared land in gorgeous ultra desirable Milton with direct frontage and views over the river. Accessed via an easement over conservation land and under the tracks, wide open site which years ago went through a bylaw process to allow residential use of not more than 90 units (at the time, basic drawings were done for two buildings totaling 89 units). Approx 1/2 mile to MBTA Fairmount Commuter Rail in Boston! Referenced in the Milton housing plan of 2020 discussing the bylaw for up to 90 units with 10% affordable housing. No approvals or permits have been applied for and no representations made, buyer to perform their own due diligence. Priced for immediate sale and an exceptional development or land-use opportunity.

Truman Parkway, Milton

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

1375 Brush Hill Rd, Milton
$2,149,000
4 Beds ⋅ 4 Baths ⋅ 73573816 MLS
Welcome to a spacious four-bedroom Colonial offering privacy, luxury, and exceptional flexibility in a beautiful setting close to Boston. Featuring TWO primary suites, including a newly constructed first-floor primary with private deck access, walk-in closet, and spa-like bath with dual vanities, soaking tub, and accessible shower. The renovated chef’s kitchen showcases Sub-Zero, Wolf, and Thermador appliances, quartz countertops, and a large island. Enjoy the flexibility of one-floor living with first-floor laundry, dining room, family room, and home office. Upstairs offers a second primary suite with custom walk-in closet and luxurious ensuite, two additional bedrooms, and additional full bath. Outside, entertain on the large composite deck and screened room overlooking the private yard. Additional features include a two-car garage with EV charger, finished basement, walk-up attic, and proximity to Blue Hills Reservation and Mary Wakefield Arboretum. A rare Milton-area opportunity combining space, privacy, luxury, and convenience.

1375 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Foster/ Harrington Team from Listing Office: Coldwell Banker Realty - Milton.

19 Edward Avenue, Milton
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 73584614 MLS
Welcome to 19 Edward Avenue, a beautifully updated home nestled in one of Milton’s most cherished neighborhoods. Tucked away on one of the town's most secluded streets, this special location offers a wonderful sense of community where neighbors become friends, locals gather for impromptu lemonade stands, and walks to Cunningham Park are part of everyday life. Just moments from vibrant East Milton Square, you'll enjoy easy access to local favorites, dining, shopping, and recreation. Inside, a welcoming foyer leads to a spacious living room with a wood-burning fireplace, an inviting four-season sunroom with vaulted ceiling and slate flooring, an open, sun-filled kitchen and dining area perfect for everyday living and entertaining, both with direct access to the tranquil backyard. Upstairs are 3 generous bedrooms and 2 full baths, including a coveted primary suite. Thoughtfully updated throughout with timeless finishes, this home is move-in ready. Outside, the private backyard oasis features a beautifully maintained yard and patio, creating the perfect setting to relax, entertain, and enjoy all this exceptional home and neighborhood has to offer.

19 Edward Avenue, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

578 Randolph Ave, Milton
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 73578489 MLS
Welcome home to this young Colonial, thoughtfully designed for today's lifestyle with soaring ceilings, abundant natural light, and an effortless open-concept floor plan. The heart of the home is the stunning kitchen and family room combination, creating the perfect space for everyday living and entertaining alike. Sun-splashed rooms throughout offer warmth and comfort, while generous living spaces provide room to gather, relax, and grow. Set on a large, private, fenced-in lot, this property offers a rare sense of seclusion and tranquility, creating your own backyard retreat. Ideally located just moments from Milton's top-rated schools, scenic parks and walking trails, local shops, restaurants, and convenient commuter routes, this exceptional home combines modern comfort with an unbeatable location.

578 Randolph Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

17 Hallen Ave, Milton
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73579718 MLS
Exceptional space, flexibility and outdoor living await at 17 Hallen Avenue. Set on an expansive 40,000-square-foot lot, this sprawling Milton ranch offers 3,658 SF of total living area, an in-ground swimming pool, attached 2-car garage and driveway parking for up to 6 additional vehicles.The 1,941 SF main level features all 3 bedrooms and 2 full bathrooms, providing the convenience of primarily one-level living. The main level offers 8 rooms, including a spacious living room, dining room, eat-in kitchen, enclosed sunroom and a versatile bonus room with multiple access points, including direct access to the garage. Two fireplaces, central air, a main-level laundry area and generous storage add to the home’s functionality.The finished 1,717 SF lower level provides exceptional additional living space with 4 rooms, including a second eat-in kitchen, a large entertainment room and two additional bonus rooms, plus a second laundry area and additional crawl-space storage. The lower level also offers direct backyard access and interior access to the main level. With its second kitchen, full bathroom, laundry facilities and flexible layout, this level offers excellent potential for an in-law or multigenerational living arrangement, or possible ADU conversion, subject to applicable zoning, permitting and approvals.Additional storage is available in the spacious attic storage area and large outdoor shed. Outside, the expansive grounds and in-ground swimming pool create an outstanding setting for entertaining, recreation and summer enjoyment.Ideally situated in Milton, the property combines suburban space with exceptional proximity to Boston—approximately 10 miles from Downtown Boston—while remaining close to Milton Academy, Wollaston Golf Club, East Milton Square, Novara, Abby Park and many of Milton’s local amenities. Nature lovers and outdoor enthusiasts will appreciate nearby Blue Hills Reservation, offering hiking, year-round recreation and seasonal skiing.17 Hallen Avenue offers a rare combination of 12 rooms, two kitchens, two laundry areas, flexible multigenerational living space, abundant parking, generous storage, a pool and a substantial lot—all with convenient access to Boston.

17 Hallen Ave, Milton

Listing courtesy of Listing Agent: Lindsey & Associates Realty Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

37 Century Ln, Milton
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 73583909 MLS
The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

37 Century Ln, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

10 Hazel Street, Milton
$1,249,000
4 Beds ⋅ 2 Baths ⋅ 73578361 MLS
Welcome to 10 Hazel Street, a beautifully updated 4-bedroom home tucked away on one of Milton’s quintessential side streets, offering the perfect blend of classic New England character and modern comfort. At the heart of the home is a brand-new kitchen featuring custom white cabinetry, quartz countertops, a stylish tile backsplash, Bosch range, Thermador drawer microwave, Summit beverage refrigerator, and generous workspace for everyday living and entertaining. The kitchen flows naturally into the home’s inviting living spaces, where high ceilings, hardwood floors, crown moldings, and abundant natural light preserve the warmth and character of the original home. The flexible floor plan includes four bedrooms and two full baths, with plumbing already in place for a potential third full bath. The primary suite features a walk-in closet and adjoining office, creating an ideal work-from-home space or an opportunity to add an additional bath. The finished lower level provides even more versatility for a family room, playroom, gym, or additional home office. Outside, the fenced and beautifully landscaped backyard feels like a private retreat, complete with a spacious patio, mature plantings, irrigation, and plenty of room to entertain or unwind. A substantial carriage house provides exceptional storage and adds to the property’s classic charm. Additional features include central air conditioning, tankless systems, heated bathroom flooring, and thoughtful updates throughout. Ideally situated close to Cunningham Park, neighborhood schools, and the shops and restaurants of East Milton Square, 10 Hazel Street delivers character, location, and modern updates in one of Milton’s most convenient neighborhood settings.

10 Hazel Street, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

355 Brush Hill Road, Milton
$1,185,000
3 Beds ⋅ 3 Baths ⋅ 73566740 MLS
Situated in Milton’s Brush Hill Estate area, this 9-room, mid-century home on nearly an acre offers 3182 square feet of living space and a wonderful opportunity to add your personal touches. The property includes a two-car garage and several well-maintained updates over the years, including an addition and a renovated finished lower level, all adding to its appeal. On the main level, the home features a semi-open living room with a fireplace, a well-appointed kitchen with S/S appliances and recessed lights, a dining room with built-ins, and a sunroom/den with a wall of windows. There’s also a breakfast area with a skylight and sliding door leading to a small deck for your convenience and easy maintenance. Three bedrooms, each with ample closet space, including a primary en-suite bedroom and a hallway bath, complete the main level. The finished lower level features a spacious family room with a second fireplace, a separate office with custom cabinetry, a laundry room, a mud room/pantry with an extra refrigerator and upright freezer, and direct access to the garage. The utility/mechanical room houses all the home's systems, including five heating zones and central air conditioning for year-round comfort. The expansive grounds include a patio area, an in-ground gunite swimming pool in need of some repairs, and three sheds providing extra storage for gardening tools and outdoor furniture. Move in now and make your desired alterations over time. Do not miss this unique opportunity. Enjoy easy access to the commuter rail, downtown Boston, Longwood Medical Area, the Neponset Bike Path, Blue Hills, Milton Academy, and more.

355 Brush Hill Road, Milton

Listing courtesy of Listing Agent: Christine Dillon from Listing Office: Coldwell Banker Realty - Newton.

32 Centre St, Milton
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 73588638 MLS
Welcome to this centrally located, beautifully renovated Colonial, ideally situated within a short walking distance of the Milton Public Library and Milton Academy.The first floor features a bright, open-concept layout with a spacious kitchen boasting an oversized center island, a dining area with a sliding door leading to the exterior composite deck, a convenient half bathroom, and a welcoming living room with a charming brick fireplace.The second floor offers three comfortable bedrooms and two full bathrooms, including a private en-suite bathroom in the primary bedroom.The finished walk-out basement provides versatile additional living space, with one area ideal for a home gym or game room and another perfect for entertaining, relaxing, or family activities.Outside, enjoy the large composite deck overlooking the beautiful yard—an ideal setting for outdoor dining, gatherings, or simply relaxing.This beautifully renovated home offers a wonderful combination of location, modern updates, versatile living space, and outdoor enjoyment. This is a must-see!

32 Centre St, Milton

Listing courtesy of Listing Agent: Johnny Ho from Listing Office: Kava Realty Group, Inc..

88 Elm St, Milton
$1,145,000
4 Beds ⋅ 3 Baths ⋅ 73570461 MLS
Welcome to 88 Elm Street, a spacious and inviting 4-bedroom, 2.5-bath home offering over 3,000 square feet of living space in Milton’s desirable Elmiver Park neighborhood. With generous room sizes, two fireplaces, hardwood floors and a flexible floor plan, this home offers plenty of space to gather, entertain, and make your own. At the heart of the home is a large, well-appointed kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and plenty of space for meal prep and casual dining. A dining room just off the kitchen provides a dedicated space for meals and entertaining, while the spacious family room with custom built-ins provides a comfortable place to gather and unwind. In addition to the four upstairs bedrooms, there is a wonderful bonus living space, offering endless possibilities. Create an au pair suite, in-law setup, private guest space, home office, hobby room, or simply make it your own. The spacious finished lower level adds even more room to spread out, complete with its own fireplace and half bath. Whether used as a family room, playroom, home gym, media room, or entertaining space, this space has plenty of possibilities to fit your needs. Outside, a large deck and paver patio overlook the expansive, fully fenced-in yard, creating an inviting setting for outdoor dining, entertaining, gardening, pets, or simply relaxing at home. A rear garage provides plenty of additional storage for bikes, tools, lawn equipment, and more. Set in a welcoming Milton neighborhood, 88 Elm Street is just 0.2 miles from Milton High School and close to nearby walking trails, Milton Center and everyday conveniences. With generous living space inside and out, flexible options for extended family or guests, and a location that puts so much of Milton within easy reach, this home has so much to offer.

88 Elm St, Milton

Listing courtesy of Listing Agent: Susan Solis from Listing Office: Keller Williams Realty Signature Properties.

333 Brush Hill Rd Unit A2, Milton
$999,000
3 Beds ⋅ 3 Baths ⋅ 73590912 MLS ⋅ ['The Mansions At Brush Hill'] BLDG.
Your future home at The Mansions at Brush Hill brings together the character of a mansion conversion and the comfort of modern living. An expansive dining room, rich with millwork and architectural detail, sets the stage for memorable meals. The dramatic library/living room invites lingering conversation beneath soaring ceilings, framed by striking wood paneling and a handsome fireplace, with a separate wet bar room just beyond. A completely reimagined kitchen features new cabinetry, countertops and appliances, while new windows, updated lighting, fresh paint and thoughtfully restored or newly installed flooring carry the renovation throughout. Three generously sized bedrooms, two with adjoining sunrooms, offer inviting spaces to retreat. Two full bathrooms and a half bath have been fully renovated, highlighted by a primary bath with a spacious tiled walk-in shower and double vanity. Outside, mature trees and lush landscaping frame the shared yard and park-like estate grounds, with a recently updated sports court among the community amenities. A detached two-car garage completes a home where architectural character and everyday comfort feel naturally at ease.

333 Brush Hill Rd Unit A2, Milton

Listing courtesy of Listing Agent: Erik Sveden from Listing Office: Northern Light Realty, Inc..

60 Sassamon Ave, Milton
$999,000
5 Beds ⋅ 3 Baths ⋅ 73585240 MLS
As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there’s a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

60 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.

20 Rowe Street, Milton
$975,000
3 Beds ⋅ 2 Baths ⋅ 73543043 MLS
Pride of ownership abounds in this lovingly maintained center entrance colonial home featuring nine rooms with three bedrooms and 1 and 1/2 baths. The welcoming foyer leads you to the fireplaced living room and sunny den as well as the formal dining room with two corner hutches and the fully applianced kitchen with the granite countertop and wood cabinets. The beautiful three season room off the kitchen leads to a sunny deck overlooking the back yard and one car garage.Conveniently located near the shops and restaurants of East Milton Square with easy access to the highway for trips into Boston or down to the Cape.Time to make this move in ready home yours for a long time

20 Rowe Street, Milton

Listing courtesy of Listing Agent: Paul Hurley from Listing Office: Coldwell Banker Realty - Milton.

146-148 Warren Ave, Milton
$949,000
4 Beds ⋅ 3 Baths ⋅ 73547798 MLS
Big opportunity, hard-to-beat location, and endless possibilities at 146-148 Warren Ave. Set on a fun, tucked-away dead-end street near Kelly Field, this side-by-side two-family offers the space, flexibility, and neighborhood feel that so many buyers are looking for. Live in one unit and rent the other, bring extended or multi-generational family together while still enjoying separation, or add a strong Milton property to your portfolio. Each side feels more like its own home, offering privacy, functionality, a day-to-day living. The location is a major win, with Kelly Field, tennis courts, playgrounds, open fields, Pierce Middle School, and Glover School all nearby. Outside, a spacious backyard with a shared deck and separate parking for each unit adds even more appeal. Ready to rent, easy to own, and full of long-term upside, this is a two-family that makes sense today and for years to come!

146-148 Warren Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

440 Central Ave Unit 2, Milton
$899,000
4 Beds ⋅ 2 Baths ⋅ 73585759 MLS
Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

631 Blue Hill Ave, Milton
$899,000
3 Beds ⋅ 3 Baths ⋅ 73577397 MLS
Privately sited on a beautiful one-acre parcel, this substantial home commands attention with its impressive scale, high ceilings, and spacious layout. Sun-filled rooms and expansive living areas create an inviting atmosphere while offering tremendous flexibility for today's lifestyle needs. Whether you're seeking space to grow, entertain, or customize to your personal vision, this property presents an extraordinary opportunity to unlock its full potential. A rare chance to own a home with incredible bones, exceptional privacy, and endless possibilities. Property is currently VA financed and potentially can transfer rate to VA financed buyer. Buyer and buyer agent to do all due diligence in this matter.

631 Blue Hill Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

12 Capen St, Milton
$749,000
3 Beds ⋅ 1 Baths ⋅ 73587170 MLS
SUNDAY OPEN HOUSE CANCELLED! Classic charm meets an exceptional Milton location in this beautifully maintained 1903 farmhouse. Set on a picturesque 6000sqft lot, this inviting 3 bedroom, 1 bath home blends timeless character with the ease of everyday living. A welcoming front porch creates an idyllic setting for morning coffee and relaxing afternoons, while private outdoor spaces are perfect for entertaining friends and add to the home's appeal. Inside are warm, comfortable living spaces filled with natural light and thoughtful updates. The stylish kitchen provides a functional heart of the home, while 3 well-proportioned bedrooms offer flexibility for family, guests, or a home office. The home's classic architectural details and handsome exterior create the kind of curb appeal that is increasingly difficult to find. The location is truly special- just moments from Shields Park, with convenient access to the trolley for an easy connection to Boston. Enjoy the best of Milton's vibrant neighborhood amenities with popular restaurants, cafes and shops all within walking distance. A wonderful opportunity to own a distinctive piece of Milton's history in one of it's most desirable and convenient neighborhoods.

12 Capen St, Milton

Listing courtesy of Listing Agent: Lauren Greeley from Listing Office: Coldwell Banker Realty - Milton.

485 Blue Hills Parkway Unit 42, Milton
$725,000
2 Beds ⋅ 2 Baths ⋅ 73554434 MLS ⋅ ['Ice House'] BLDG.
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). This unit come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 42, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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