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$839,000
3 Beds ⋅ 2 Baths ⋅ 73563860 MLS
Welcome to 37 Nahanton Avenue, a charming Colonial offering an exciting opportunity to own in sought-after Milton. Filled with natural light and classic character, this 3-bedroom, 1.5-bath home features beautiful hardwood floors and a warm, inviting living room anchored by a traditional brick fireplace. The comfortable floor plan offers wonderful potential to update, personalize, and create a home that truly reflects your style. Outside, the property offers space to relax, garden, entertain, or enjoy summer gatherings. Set in an established residential neighborhood, this home provides the perfect balance of suburban living and convenience, with easy access to Milton’s schools, parks, shopping, dining, major routes, and Boston.Whether you're a first-time buyer, downsizer, or simply looking for a home you can make your own, 37 Nahanton Avenue is an opportunity not to be missed. Bring your vision and discover the possibilities this Milton gem has to offer!

37 Nahanton Ave, Milton

Listing courtesy of Listing Agent: Julie Joyce from Listing Office: Coldwell Banker Realty - Milton.
$799,000
3 Beds ⋅ 2 Baths ⋅ 73562524 MLS
Classic three bedroom, one and one half bath Colonial, well maintained and move in ready. Clean, crisp and inviting this charming home offers comfortable living spaces, timeless character and a warm and welcoming feel. Freshly painted interior and exterior and newly refinished floors. A lovely back porch leads to a large fenced in backyard-perfect for entertaining, gardening or enjoying outdoor activities. An attached one car garage provides added convenience while the basement offers excellent potential to be fully finished for additional living space, a home office, gym or recreation room.

204 Thacher St, Milton

Listing courtesy of Listing Agent: Kathleen Huntington from Listing Office: Coldwell Banker Realty - Milton.
$749,900
3 Beds ⋅ 2 Baths ⋅ 73560606 MLS
Fall in love with 50 Brush Hill Road! This 3-bedroom 2 full bath home exudes warmth. Gleaming hardwood floors throughout, cozy dining room perfect for gatherings, & a bright living room centered around a beautiful decorative fireplace. Cook with ease in the updated kitchen, which flows effortlessly toward your outdoor oasis. Outside, enjoy a fully fenced backyard featuring a stunning patio complete with custom pergola. Upstairs, the primary suite includes a California closet type walk-in closet. The top floor offers a fantastic bonus play space, perfect for a game room or home office. Enjoy a unique combination of urban access & suburban lifestyle, steps from the Commuter Rail, Neponset River Reservation, & Milton’s highly rated schools. Whether it's your first home, your investment home, or your forever home, 50 Brush Hill Rd is a perfect choice!

50 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: The Fred and Nadine Team from Listing Office: Keller Williams Realty.
$949,900
3 Beds ⋅ 4 Baths ⋅ 73559960 MLS
Refreshed and Reimagined center-entrance Colonial in desirable Milton, offering three bedrooms, two full baths, and two half baths. This thoughtfully updated home features a spacious primary ensuite and a sun-filled bonus sunroom—ideal for a home office, reading nook, or relaxation space. The refined open-concept kitchen blends beauty and function with quartz countertops, a pot filler, and a custom island with microwave drawer, offering seamless flow for entertaining. Additional attic space and an open basement provide exceptional potential for future expansion, ADU (Additional Dwelling Unit) just open space for personal customization. A two-car garage with additional parking completes the package. Ideally located near trolley access, the Red Line, Blue Hills Reservation, and the Neponset River Trail, this home delivers the perfect blend of elegance, comfort, and commuter convenience.

80 Blue Hills Parkway, Milton

Listing courtesy of Listing Agent: Shawn Burgess from Listing Office: Compass.
$739,900
3 Beds ⋅ 2 Baths ⋅ 73557060 MLS
Some homes announce themselves from the curb. This one saves the reveal for inside.Step through the mudroom into a wide, warm first floor where dark-stained beams cross the ceiling, hardwood floors run beneath a bay of windows, and thoughtful craftsmanship gives the home its character. At the center, a striking navy shaker kitchen pairs quartz countertops with a farmhouse sink beneath a triple window, gas cooking, and marble tile carried dramatically to the ceiling.The full bath is finished with hand-set stone chevron mosaic and a built-in niche. A separate half bath and first-floor laundry keep everyday life where it belongs on the living level. Upstairs, three bedrooms are laid out simply and efficiently, without wasted space.Outside, sliders open to a newly finished paver patio, stone fire pit, fresh sod, and a level yard wrapped in full privacy fencing. Four-car parking adds another layer of practicality. Minutes from the Mattapan trolley and Route 93, this is a home where strong design and real-life function meet.

15 Churchill St, Milton

Listing courtesy of Listing Agent: Tayla Andre from Listing Office: Thumbprint Realty, LLC.
$825,000
3 Beds ⋅ 2 Baths ⋅ 73554096 MLS
***Multiple Offers - Deadline is Monday at 12pm***Offered for the first time in 47 years, this well-loved home presents a rare opportunity to reimagine a classic property in one of Milton's most desirable neighborhoods. Filled with retro charm and endless potential, this 3-bedroom, 1.5-bath home offers the perfect canvas to create a sophisticated, one-of-a-kind residence. The custom kitchen features granite countertops, stainless steel appliances, gas cooking, and quality cabinetry, while hardwood floors run throughout much of the home. An impressive family room addition showcases vaulted ceilings with exposed beams, expansive windows, and a cozy wood stove, creating a warm gathering space filled with natural light. The finished lower level includes new luxury vinyl plank flooring, a half bath, and a large storage area with a cedar closet offering potential for future expansion. Outside, enjoy a beautifully landscaped half-acre lot with mature plantings and a 2-car garage. Don't miss your chance to experience the perfect blend of style and comfort that is 27 Trout Brook Avenue! Ideally located within striking distance to Milton High School, the Blue Hills Reservation, and major highways. This home isn't just a place to live; it's a place to love!

27 Trout Brook Ave, Milton

Listing courtesy of Listing Agent: Ben and Kate Real Estate from Listing Office: Keller Williams Realty Signature Properties.
$650,000
3 Beds ⋅ 2 Baths ⋅ 73544814 MLS
** Open House Saturday 12 to 2pm ** Welcome to 52 Meagher Ave Milton. This charming colonial property offers convenience and comfort featuring three bedrooms and one bathroom and half , this home is ideal for families, first-time buyers, or anyone seeking a beautiful home.

52 Meagher Ave, Milton

Listing courtesy of Listing Agent: Pedro Garcia from Listing Office: Garcia Realty, LLC.
$995,000
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.
$899,900
3 Beds ⋅ 2 Baths ⋅ 73541229 MLS
Make Milton home! Step inside this charming English Colonial and fall in love! The heart of the home is the bright eat-in kitchen, featuring a breakfast bar/peninsula, space for a table, a homework or dining nook + direct access to the back deck, driveway & fenced yard. From the kitchen, the floor plan flows seamlessly into the formal dining room and living room, showcasing a gas fireplace & timeless details including crown molding, wainscoting & hardwood floors. A convenient 1/2 bath completes the first floor. Upstairs are 3 spacious bedrooms, a full bath & a finished 3rd floor offering flexible space for an office, playroom, gym or guest retreat. Large basement w/high ceilings, new W&D & direct access to the garage. Enjoy the convenience of having the Fruit Center, restaurants, and coffee shops just minutes away, along with easy access to I-93 for a quick commute into Boston and points south, plus the green space and recreation of Cunningham Park. Significant updates include a NEW ROOF, FENCE,HEATING & HOT WATER SYSTEMS +APPLIANCES! Easy to show!

1200 Brook Road, Milton

Listing courtesy of Listing Agent: The Residential Group from Listing Office: Coldwell Banker Realty - Brookline.
$835,000
3 Beds ⋅ 2 Baths ⋅ 73540243 MLS
Welcome to this classic center-entrance Colonial where charm meets comfortable modern living. This nicely maintained home features a spacious over-sized living room with a cozy gas fireplace and attached reading nook, the perfect spot to relax. The kitchen includes stainless steel appliances, granite counters and opens seamlessly to the dining room with a charming built-in hutch. A convenient 1/2 bath completes the first floor. Upstairs, you’ll find three spacious bedrooms plus a versatile bonus space ideal for a nursery, home office or creative retreat. The walk-up attic presents additional finished space along with room to expand. The lower level extends the living area with a finished room perfect for a playroom or office, a washer/dryer and plenty of storage. With classic details and flexible spaces, this Colonial offers timeless appeal and room to grow. A wonderful home filled with warmth and character. 10 minutes walk to trolley into Boston! Come see this gem!

7 St. Mary's Rd., Milton

Listing courtesy of Listing Agent: MonaLisa Team from Listing Office: Compass.
$999,000
3 Beds ⋅ 2 Baths ⋅ 73537767 MLS
Beautiful Colonial situated on a large corner lot, blending timeless character with modern updates. This charming home features 3 bedrooms and 1.5 baths plus an office, a renovated kitchen with custom cabinets and granite counters , gleaming hardwood floors, high ceilings, and exquisite period details throughout. Central air and heat and gas fireplace. Enjoy relaxing on the inviting wraparound porch or entertaining on the spacious rear deck overlooking the yard. Ample off-street parking accommodates up to 5 vehicles. A perfect combination of classic elegance, space, and convenience—this is a home you won't want to miss.

567 Canton Ave, Milton

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 73536896 MLS
Some homes ask you to choose. This one doesn't. Set on a private half-acre corner lot, this three-bedroom, three-bath Milton home is move-in ready and freshly painted throughout. Hardwood floors run the length of the main level. The living and dining areas open to one another, anchored by a sunroom and a bright kitchen with granite counters and stainless steel appliances. A finished lower level with a full bath offers room to spread out. Guests. A place to gather. A home office that stays separate when it needs to. Separation without distance. Two fireplaces. An oversized two-car garage. Central air-conditioning. The everyday details are handled. A fully fenced yard with a stone patio, pond, and retractable awning. Quiet when you want it. Ready when you don't. Minutes from Milton Academy, the Blue Hills, Wollaston Golf Club, Houghton's Pond, and Route 93. Space, comfort, and room to grow are yours for the taking.

79 Hilltop St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.
$849,000
3 Beds ⋅ 1 Baths ⋅ 73533488 MLS
Pretty as a picture, this warm and inviting 3-bedroom, 1-bath home with attached garage is set on a charming tree-lined street. The bright and cheerful living room is anchored by a wood-burning fireplace with an updated stone surround and rustic wood mantle, and the formal dining room flows into a timeless white/granite/ss open-plan kitchen, perfect for everyday living and entertaining. Upstairs you'll find 3 bedrooms, 2 with oversized closets, and a tastefully updated full bath. The yard is a private and peaceful oasis complimented by mature plantings, an irrigation system, and a new deck that extends the living space outdoors. Thoughtful updates and tasteful touches show throughout, with an attention to detail that will be appreciated for years to come. Ideally located near Blue Hills recreation, public transportation and major highways. This is a home you'll love coming back to.

17 Landon Road, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.
$995,900
3 Beds ⋅ 2 Baths ⋅ 73524024 MLS
7 room, 3 bedroom, 1 & 1/2 bath New England Colonial with a 1 car garage set on a cozy side street location in sought after East Milton. You will feel welcomed as you enter the front foyer and through the french doors to the comfortable fireplaced living room, formal dining room with built-in china cabinet and 1/2 bath. You will love the eat in kitchen with ample room for your table with plenty of cabinets, stainless steel appliances, recessed lighting, corian countertops, and a built-in desk station opening to an outside deck overlooking the backyard. Hardwood floors throughout the first and second floors. The second level has three generous sized bedrooms with a full bath. This gorgeous home has been tastefully updated along with a brand-new gas heating system and a newer roof. The basement has a spacious family room. Potential future expansion possibilities with the walk-up attic. Perfectly located with shopping, restaurants, Route 93 & all the area amenities minutes away.

25 Waldeck Road, Milton

Listing courtesy of Listing Agent: Robert T. Germaine from Listing Office: Germaine Realty LLC.
$1,895,000
3 Beds ⋅ 3 Baths ⋅ 73523755 MLS
Set on over 1.4 acres in one of Milton’s most picturesque settings, 268 Highland Street is a timeless brick-front Colonial where elegance, warmth, and unforgettable gatherings have defined this home for decades. From the slate roof and copper downspouts to the sweeping green lawns and mature landscape, every detail reflects classic New England charm. Inside, beautifully updated kitchens and baths blend seamlessly with gracious living spaces designed for entertaining and everyday comfort. A stunning home office overlooks the patio and expansive backyard, creating an inspiring work-from-home retreat. Beyond the main residence sits an extraordinary three-story barn—offering endless possibilities for creative space, storage, hobby use, or potential future ADU opportunities. Rarely does a property offer this combination of character, land, flexibility, and legacy just minutes from Boston.

268 Highland St, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: eXp Realty LLC - Corporate Office.
$740,000
3 Beds ⋅ 2 Baths ⋅ 73515348 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). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 39, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.
$875,000
3 Beds ⋅ 2 Baths ⋅ 73513200 MLS
Step into this charming and meticulously maintained Cape, nestled in the desirable Cunningham Park neighborhood of Milton. Cherished by a single owner, the home still carries the warmth and character of its era. Serving as a practical entry point, a spacious mudroom with easy interior and exterior access boasts wood paneling and is the perfect space for keeping everyday essentials organized. An inviting, screened-in back porch overlooking a sizable, fenced in back yard with shed is the ideal spot for a quiet retreat. First floor offers cozy and comfortable living while the one-car garage adds convenience. Find three generous sized bedrooms and full bath upstairs. Lower level features a versatile finished basement with fireplace, laundry room, and abundant storage. Bonus workspace includes a built-in workbench, perfect for projects, tools, or crafting. This home combines suburban tranquility with easy access to everything Greater Boston has to offer.

15 Rose St, Milton

Listing courtesy of Listing Agent: Tom Wehr from Listing Office: Compass.
$725,000
3 Beds ⋅ 2 Baths ⋅ 73486879 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). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 23, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.
$674,900
3 Beds ⋅ 1 Baths ⋅ 73469207 MLS
Opportunity knocks in one of Milton’s most desirable neighborhoods! This classic home at 7 Parkway Crescent offers incredible potential for buyers looking to renovate, customize, and build equity. Set on a spacious lot in a quiet, established area, the property features a flexible floor plan with generous room sizes, hardwood floors, and plenty of natural light. Conveniently located near schools, parks, shopping, and major routes, this property combines a prime location with tremendous upside potential. Don’t miss this rare chance to invest in Milton. The occupant of this house has a life estate.

7 Parkway Cres, Milton

Listing courtesy of Listing Agent: Fermin Group from Listing Office: Century 21 North East.
$799,000
3 Beds ⋅ 2 Baths ⋅ 73048556 MLS
Coveted Cunningham Park neighborhood, a rare offering! Classic center entrance straight front colonial with an oversized attached 2 car garage. Stunning details such as custom fluted woodworking, hardwood floors throughout, lovely fireplace, picture window looking out to large, open, leveled private backyard with shed. Three generously sized bedrooms, two with dressing rooms. Staircase to large attic. New upgrades include fresh paint throughout, brand new driveway, some electrical, professional landscaping, partially finished addition with new windows and door to backyard, and custom crystal lighting. Sunday open house from 11:30-1:30pm!

46 Century Lane, Milton

Listing courtesy of Listing Agent: Dynan Team from Listing Office: Seaport Realty Group.

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