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$1,325,000
5 Beds 2 Baths 73357382 MLS
Stately and turnkey two family in desirable Milton location, walking distance to schools, Shields Park and Kelly Field. This property is an excellent opportunity for investors, multi-generational living seekers, or savvy buyers looking to owner occupy and off-set expenses. Both sunny units feature a white cabinetry kitchen with granite countertops, stainless appliances, in-unit laundry and modern vinyl flooring. The second level unit offers 3 bedrooms, a spacious living room and dining room with china cabinet. The first level unit has similar main room spaces w/ two bedrooms & bonus flex room for third bedroom option or home office. The hardwood floors in the main rooms and bedrooms have been newly buffed & a freshly painted neutral pallet awaits your decor. Updated full baths & newer systems are already in place. Expansive basement, with endless storage or expansion opportunities, and ample off-street parking add to the pluses. Make a visit & a smart investment in 210-212 Brook Road!

210-212 Brook Rd, Milton

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

$910,000
4 Beds 2 Baths 73367106 MLS
Welcome to Crown Street, located in one of Milton’s most lively and welcoming neighborhoods! This well- appointed and well-kept side entrance Colonial offers four true corner bedrooms and eat-in kitchen. There's finally that extra space everyone’s always looking for but can rarely be found. The current owners have cared for this home with the kind of attention and pride you don’t see every day, featuring newer windows, roof, heating system, and recently added mini-splits. Outside, enjoy a private yard with patio in a tight-knit community where neighbors offer a wave or helping hand, kids ride bikes and summer kicks off with an ice cream social and ends with an annual block party. Walk to all schools, hop on nearby public transit, or escape to nature with Pope’s Pond trail and the Blue Hills Reservation just minutes away. Located 8 miles south of Boston, it’s easy to see why Milton is such a dream spot to plant roots. This standout property is not to be missed. Showings start on Friday!

52 Crown St, Milton

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

$1,350,000
4 Beds 3 Baths 73380101 MLS
Welcome to 118 Dudley Lane, a spacious 4-bed, 2.5-bath Colonial set on a beautifully landscaped 1.01-acre lot on a private lane in one of Milton’s most desirable locations. This sun-filled 10-room home features a welcoming foyer with sitting area and double-sided fireplace, spacious living and dining rooms, and a bright family room with views of the expansive backyard. Upstairs offers a large primary suite with a 22' x 21' bedroom, full bath, and wall of closets, plus three additional bedrooms and full bath. Gleaming hardwood floors throughout. Finished lower level with game room and laundry. Enjoy outdoor living with a deck, patio, and an incredible yard perfect for entertaining or play. Minutes away from Milton Academy, Fontbonne, and East Milton Square. Easy access to Rt. 93—just 8 miles to Downtown Boston. Rare opportunity to own a home on over an acre in a prime Milton neighborhood!

118 Dudley Ln, Milton

Listing courtesy of Listing Agent: Xiaoli Xie from Listing Office: JKS Boston Realty LLC.

$600,000
2 Beds 1 Baths 73373716 MLS
All offers due Monday, May 19 at 5 PM. MILTON -- Impeccably updated and move-in ready, this gorgeous, low-maintenance 2-bed condo on the first floor of a 2-family home offers comfort, convenience, and quality. Enjoy a beautifully renovated kitchen and bath, gleaming hardwood floors, updated systems, and central air. Set in a peaceful setting with mature landscaping, this home provides easy access to East Milton Square, Cunningham Park, and The Blue Hills Reservation. Ideal for those seeking a simplified lifestyle without sacrificing space or location. A rare opportunity to enjoy town amenities with room to breathe. 3 dedicated parking spots, common yard fenced on three sides, and porches off both the front and back are private to each unit.

80 Pleasant St Unit 1, Milton

Listing courtesy of Listing Agent: Esposito Group from Listing Office: eXp Realty.

$1,210,000
3 Beds 4 Baths 73373536 MLS
Finally, a Milton home with all the right stuff! In the right hands, the magic always happens. 45 Cliff Road has undergone a magical, recent, and inspired transformation for some lucky buyers … starting with a new kitchen which brings in so much light to the new open floor plan. A center island gives the cook plenty of room to work. A south facing breakfast bar overlooks the generously fenced yard. Pretty living room has a beamed ceiling and recessed lighting perfect for sinking into day or night. An extra sitting room can be whatever you need … the sliding French doors can offer peace and privacy. 3 new bathrooms, oh my! This very rare offering in Milton has new: roof, kitchen and baths, HVAC, electrical, plumbing and windows throughout. A 2-car garage, sundeck and stone terrace complete the picture. Opportunity to finish the lower level with good ceiling height. Close to the trolley, Shields Park and a wonderful group of neighbors. Do you need another reason to see this beauty?

45 Cliff Rd, Milton

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

$630,000
1 Beds 1 Baths 73362310 MLS ['The Hendries Building Condominium'] BLDG.
Last New Unit Available at Hendries at Central Station!Discover luxury living in the heart of historic Lower Mills, Milton. This brand-new 38-unit condominium community offers a perfect blend of modern design and upscale finishes. This final available unit features sleek styling throughout, including high-end Bosch appliances, quartz countertops, Pella windows, and the convenience of an in-unit washer and dryer. Soaring ceilings and an open floor plan create an ideal space for entertaining. The spacious primary suite includes a walk-in closet and a beautifully appointed full bath. An additional bonus room off the kitchen provides flexibility for a home office or den. Step outside and enjoy the charm of the Central Station trolley, the Neponset River bike trail, and a variety of shops and restaurants—all just moments from your door. Don’t miss your chance, Hendries at Central Station home—luxury living at its finest!

131 Eliot St Unit 102, Milton

Listing courtesy of Listing Agent: Paul Rege from Listing Office: Kelley & Rege Properties, Inc..

$1,070,000
3 Beds 3 Baths 73366280 MLS
This stunning colonial home was completely gut renovated in 2019 and offers 3 bedrooms, 2.5 bathrooms w/ approx. 2,436 SF including 720 SF of fully finished basement, perfect for a bonus living room or playroom space. The open concept kitchen features stunning quartz counters, tiled backsplash and stainless steel appliances flowing into a beautiful dining area and living room with high ceilings. Through the kitchen you have an office, an oversized pantry with wine fridge, half bath and stunning sunroom, perfect for watching sunsets. Upstairs has three spacious and equally sized bedrooms, one of which features a massive pass through walk-in closet and ensuite bathroom. Outside has multiple areas to relax and soak in the tranquil scenes surrounded by the gardens. Other features include brand windows (2025), new HVAC (2024), newer refrigerator & dishwasher (2024). The location is walkable to East Milton Sq shops, restaurants, parks and President's Golf Course just around the corner.

110 Squantum St, Milton

Listing courtesy of Listing Agent: Shaughnessy & Cochran Group from Listing Office: Coldwell Banker Realty - Boston.

$1,450,000
4 Beds 4 Baths 73319639 MLS
This 4-bedroom, 2F+2H bath home is a perfect blend of luxury and comfort, offering an impressive 1.05 acres of pristine land near Indian Cliff Estates. The main floor has primary bedroom complete with primary bath, providing a serene retreat. This home has had extensive renovations, the kitchen is a culinary enthusiast's dream, boasting a spacious oversized island and top-of-the-line appliances. It opens up to a cozy family room and dining room, making it ideal for gatherings. The second floor features three additional bedrooms, a full bath with laundry, and abundant closet and storage space. Above the heated 2-car garage lies a versatile space with a separate entrance, perfect for an au pair suite or a private home office. Step outside onto the maintenance-free composite deck and take in the breathtaking views of the surrounding wooded landscape. Flooring: Brazilian Loa, Marvin Integrity Windows & Everlast Siding & Trim.

721 Canton Avenue, Milton

Listing courtesy of Listing Agent: Michael Peppino from Listing Office: Real Broker MA, LLC.

$2,700
2 Beds 1 Baths 73387557 MLS
***Available AUGUST 1st*** Updated first-floor apartment in a two-family, owner-occupied home. The locale is conveniently located to the Ashmont Trolley, parks, restaurants, the Neponset River Trail and highway. A welcoming foyer greets you and leads to a sun-splashed livingroom, offering a gas log fireplace, surrounded by built-in bookshelves. Off the livingroom is a formal diningroom with built-in cabinet. The kitchen is fully-applianced and features a walk-in pantry/laundry room - washer/dryer provided! Two bedrooms and a large bathroom are on the opposite side of the foyer. Central A.C. system. Hardwood floors and ample closet space. Parking for two vehicles (tandem). Absolutely No Pets and Non-Smokers. Tenant responsible for all utilities, including the quarterly water/sewer bill. Broker Fee. Applicant(s) must have a solid credit history (minimum FICO score of 700+, current/complete credit report, verifiable income and references.

5 Francis Street Unit 1, Milton

Listing courtesy of Listing Agent: Barbara Buckley from Listing Office: Century 21 Professionals - Rental Division.

$5,450
4 Beds 3 Baths 73372155 MLS
This comfortable home in a quiet neighborhood within easy walking distance to shopping and services is a fully updated 4-bedroom, 3-bathroom residence that combines modern upgrades with functional living spaces. The main floor features a master bedroom with en-suite bath and a garden-facing bedroom with bonus king-size loft. Upstairs, are two additional bedrooms and a full bath. A new kitchen, updated bathrooms, recessed lighting and updated electrical and plumbing make this home move-in ready. A large finished basement provides additional living space. The house is partially furnished including kitchen high-chairs, a chest of drawers in the foyer, a desk and beds in the two upstairs bedrooms, and a sectional and gym equipment in the finished basement. A backyard garden is accessed through the kitchen or the second downstairs bedroom.

44 Antwerp Street, Milton

Listing courtesy of Listing Agent: Thomas Alexander from Listing Office: Round Room.

$5,000
4 Beds 2 Baths 73368708 MLS
Four Bedroom Farmhouse available for rent in coveted Milton available July 1. Conveniently located close to 93, 95, Milton Academy, and local schools. Gorgeous hardwood floors throughout. Newly renovated kitchen with brand new appliances. Spacious living space with a fireplace. Two bedrooms and a full bathroom on the first floor. Upstairs you will find a spacious primary suite and another enormous bedroom with two large closets. One car garage and a small back yard make this rental home a no brainer. First and last months rent due at signing. Broker fee is a half months rent to listing brokerage. Tenant to compensate their own agent. Pets will be considered on a case by case basis. Applicants to fill out an online application with background check, credit check, employment verification and reference check. Available July 1.

1146 Randolph Ave, Milton

Listing courtesy of Listing Agent: Dory Noll from Listing Office: Coldwell Banker Realty - Milton.

$1,250,000
4 Beds 4 Baths 73366831 MLS
Welcome to 481 Eliot Street! Classic brick colonial located in popular Columbine-Cliff neighborhood. Step through front entrance and be wowed by fine woodwork and French doors leading to over-sized foyer. Note high ceilings, stunning staircase, beamed ceiling, front-to-back living room with fireplace and adjacent sunroom/office. Generous dining room for entertaining, butler's pantry, eat-in-kitchen provides plenty of counter space with center island for meal prep and room for family gatherings. Second floor offers primary bedroom with ensuite, two additional bedrooms and full bath. There is more...third floor features fourth bedroom and full bath with soaking tub. Perfect spot for au pair/teens/study area. Home perfectly sited on lot with good setback, two car garage and patio in rear yard. Located close to the bike trail, trolley, commuter rail, Shields Park, restaurants and easy drive to Blue Hills Reservation.

481 Eliot Street, Milton

Listing courtesy of Listing Agent: Barbara Dzengelewski from Listing Office: Coldwell Banker Realty - Milton.

$830,000
3 Beds 2 Baths 73347969 MLS
This Cunningham Park/East Milton Colonial is ideally situated within walking distance to the "Square," schools, parks, and playgrounds, and it has easy access to major highways. The home offers an updated kitchen with custom cabinets and granite countertops, a formal living room with a working wood-burning fireplace, a dining room, a first-floor office or den, and a half bathroom. There are hardwood floors throughout the first floor. The second floor features a substantial primary bedroom with two closets, two guest bedrooms, and a full bathroom. The second floor has wall-to-wall carpeting (hardwood flooring under). There is a semi-finished walk-out basement with access to the one-car garage. The home has four mini-split air conditioning units that will also supplement the forced hot water gas Well McClain boiler as a second heat source. The house's exterior has vinyl siding, replacement windows, and a huge deck. Enjoy the peacefulness that 590 Pleasant has brought the current owners!

590 Pleasant Street, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.

$2,950
2 Beds 1 Baths 73382526 MLS
Step into comfort and simplicity in this charming Milton home. This 2 bedroom 1 bath ranch style home offers cozy single-level living. Inside you will find a bright and inviting layout perfect for relaxed living. The living area flows easily into a bright functional kitchen and dinning space, creating a warm atmosphere for everyday life. Hardwood and tile floors throughout, with large closets with plenty of storage. Set on a generous lot with a large deck and plenty of room to unwind in your own private space. Includes washer and dryer. Convenient to highways, public transportaion, restaurants and green space including the Blue Hills Reservation, with trails for hiking and biking just a short stroll away. Monthly payments will be lowered if the tenant agrees to perform lawn care. Available July 1, 2025

1251 Randolph, Milton

Listing courtesy of Listing Agent: Michael Kelly from Listing Office: Broad Street Boutique Realty LLC.

$875,000
3 Beds 2 Baths 73378730 MLS
Opportunity knocks in one of East Milton’s most sought-after neighborhoods! Set on a generous lot, this property offers the perfect canvas for your vision. While the home is in need of significant renovation, it’s bursting with possibilities — whether you’re looking to restore its original charm, expand, or start fresh. With plenty of room to grow and a location that can’t be beat, this is a rare chance to break into the East Milton market at an affordable price point. The surrounding area is known for its tree-lined streets and strong community feel, making it the ideal spot to invest and build equity. Bring your ideas, your contractor, and your imagination — and transform this diamond in the rough into the home of your dreams. This is more than a project — it’s an opportunity. Don’t miss it!

39 Otis Street, Milton

Listing courtesy of Listing Agent: Melanie Berge from Listing Office: Lamacchia Realty, Inc..

$1,150,000
5 Beds 2 Baths 73355628 MLS
Welcome to this thoughtfully redesigned 5 bedroom home nestled in one of Miltons most sought after neighborhoods. This delightful single-family home has been fully renovated to showcase the 15’ plus ceilings and a stunning chefs kitchen. The quartz waterfall island, high end appliances and shaker style cabinets give this home that modern yet approachable feel. Featuring generously sized bedrooms and two bathrooms, this property is ideal for those seeking both space and functionality. The main level boasts a spacious living area, perfect for entertaining guests or relaxing after a long day. The open floor plan seamlessly connects the living room to the dining area, creating a versatile space for gatherings and daily living. Recent upgrades include new kitchen, new bath, new Hvac and so much more. This home offers flexibility for a variety of lifestyles. Whether you envision a cozy reading nook, a home office, or a playroom, the possibilities are endless. Generously sized, flat backyard

11 Christopher Dr, Milton

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

$1,448,000
4 Beds 4 Baths 73344895 MLS
47 Big Blue Drive is truly a unique property, not to be missed! Imagine starting your day with a cup of coffee on your spacious deck, overlooking a large, fenced-in backyard with mature plantings and an inviting inground saltwater pool. This charming 4–5-bedroom home, with two full and two half baths, offers an open living and dining room perfect for entertaining and creating lasting memories. Cook up a storm in the updated kitchen, or enjoy a relaxing barbecue on the backyard patio, surrounded by the serene beauty of your .92-acre private oasis. For those who love to tinker or need extra space, the new heated barn with large garage doors and bonus living space above is a game-changer. The possibilities are endless, whether it's a guest space, a home office, or an ultimate teen hangout. You're just minutes away from the outdoor activities of the Blue Hills, several commuter rail stations, nearby highway access, shopping, and local restaurants. Buyer got cold feet - now's your chance!

47 Big Blue Drive, Milton

Listing courtesy of Listing Agent: Becky Davis from Listing Office: Coldwell Banker Realty - Milton.

$610,000
2 Beds 2 Baths 73342770 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 is available for an additional cost.

485 Blue Hills Parkway Unit 30, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: Coldwell Banker Realty - Duxbury.

$489,999
1 Beds 1 Baths 73349032 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 is available for an additional cost.

485 Blue Hills Parkway Unit 32, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: Coldwell Banker Realty - Duxbury.

$480,000
1 Beds 1 Baths 73342780 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 is available for an additional cost.

485 Blue Hills Parkway Unit 3, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: Coldwell Banker Realty - Duxbury.

$1,329,000
4 Beds 3 Baths 73335132 MLS
Welcome to 55 Milton Street, a spacious 4-bedroom, 2.5-bathroom Colonial home set on nearly an acre of beautiful land in Milton. With 2,606 SqFt of living space, this home offers plenty of room to grow and entertain. The bright, well-appointed kitchen flows seamlessly into an inviting seating area, ideal for family meals. Each of the four generously sized bedrooms provides comfort and privacy, with ample closet space throughout. You'll also enjoy abundant storage options, including large closets and cabinets in the home. The expansive backyard is perfect for outdoor relaxation, while the front yard provides lovely curb appeal. The basement and garage offer seemingly endless additional storage space. 2 garage parking spaces, and a massive driveway make parking a breeze. Located in a peaceful neighborhood, this home is minutes from the Readville MBTA station as well as close by highway access! Don't miss the chance to make this inviting property your new home!

55 Milton St, Milton

Listing courtesy of Listing Agent: Team Galvin from Listing Office: The Galvin Group, LLC.

$812,000
3 Beds 1 Baths 73368244 MLS
Welcome to this charmingl 3-bedroom, 1-bath colonial nestled in one of Milton’s most sought-after, tree-lined neighborhoods. From the moment you step inside, you’ll feel right at home in the inviting sunroom—an ideal spot to unwind and enjoy gentle summer breezes.The cozy, fireplaced living room offers the perfect setting for relaxing evenings and flows seamlessly into a classic dining room, perfect for gathering with family and friends. The beautifully renovated kitchen is light-filled and thoughtfully designed, featuring crisp white shaker cabinets, gleaming quartz countertops, and a charming eat-in bar—combining both style and functionality.Upstairs, you’ll find three comfortable bedrooms with rich hardwood floors and the enduring character that makes this home truly special.Don’t miss the opportunity to make this timeless treasure yours!

133 Church Street, Milton

Listing courtesy of Listing Agent: Kathryn Tarlin from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,500,000
5 Beds 4 Baths 73366909 MLS
Thoughtfully updated Milton Hill gem offers the rare combination of easy access to neighborhood amenities & a feeling of privacy. Just 0.3mi to the Milton station, Lower Mills shops & restaurants, this expanded center entrance Colonial delights with rich character details. Radiating from the gracious foyer with elegant stairway & wainscoting are the living room with 3 exposures & handsome fireplace, the den with corner bookcases & dining room with original china cabinet. The eat-in kitchen offers direct access & good sightlines to the back deck & landscaped fenced yard. Renovated in 2023, the kitchen with large center island was smartly configured to provide a good working triangle while maximizing storage & counterspace. The 2nd fl hosts the primary suite with 4-piece bath & good closets, 3 additional BRs, a study & hallway bath. The 3rd fl comprises a 5th BR with sitting area & full bath. A finished basement & 2-car garage complete this lovely Milton classic. A must see!

70 Morton Rd, Milton

Listing courtesy of Listing Agent: The Team - Real Estate Advisors from Listing Office: Coldwell Banker Realty - Cambridge.

$2,700
2 Beds 1 Baths 73370558 MLS
Come see this beautiful Milton first floor unit with 2 bedrooms and 1 full bath. The main level includes hardwood floors throughout, two mini splits for air conditioning (living room and kitchen), an updated kitchen with granite countertops, two bedrooms, a living room, dining room, renovated full bath, pantry, gas heat, and a fenced in backyard. Laundry in the basement for the tenant's private use (not shared with another unit) are included. The unit also comes with one garaged parking space to keep your car out of the snow in those New England winters. The unit is available starting June 1st, 2025 for a 12 month lease. The unit is lead paint compliant. Applicants must have strong credit, verifiable income/employment, be non-smoking, and have favorable references. Dogs (some breed restrictions apply) will be allowed with proof of renter's insurance that includes the pet on it. Application is available online.

8 Kahler Ave Unit 1, Milton

Listing courtesy of Listing Agent: Richard Baker Jr. from Listing Office: Compass.

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