Homes for Sale in 02186

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  /42

  $2,150,000

  $250K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,772 Sq Ft

  901 Randolph Ave, Milton, MA 02186

  Welcome to 901 Randolph Avenue, a beautifully renovated estate set on over an acre overlooking Wollaston Country Club. Offering nearly 5,000 square feet of thoughtfully designed living space, this 4-bedroom, 3-bath home blends luxury, comfort, and functionality. The chef's kitchen features premium Thermador appliances, custom cabinetry, quartz countertops, and a stunning 12-foot island. Multiple

  Kimberly Ruiz eXp Realty LLC - Corporate Office

  901 Randolph Ave, Milton, MA 02186
• 

  

  

  /15

  $740,000

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  485 Blue Hills Pkwy Unit 39, Milton, MA 02186

  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

  Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 39, Milton, MA 02186
• 

  

  

  /41

  $1,995,000

  • 8 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  147 Canton Ave, Milton, MA 02186

  Welcome to 147 Canton Avenue, a home where historical significance, rich character, and grand proportions come together. From the moment you step into the expansive foyer with its soaring 10-foot ceilings, you can feel the warmth and history of a home that has been deeply loved. Designed for effortless living and entertaining, the main level boasts a stately front-to-back living room with a cozy

  Kevin Keating Keating Brokerage

  147 Canton Ave, Milton, MA 02186
• 

  

  

  /33

  $949,000

  • 4 Beds
  • 3 Baths
  • 1,593 Sq Ft

  146-148 Warren Ave, Milton, MA 02186

  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

  Matthew Freeman Coldwell Banker Realty - Milton

  146-148 Warren Ave, Milton, MA 02186
• 

  

  

  /21

  $715,000

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  485 Blue Hills Pkwy Unit 12, Milton, MA 02186

  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. This unit has a larger bedroom with double custom closets and room for home office Generous-sized tiled bathrooms, custom designed closets, Hydro Air

  Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 12, Milton, MA 02186
• 

  

  /19

  $699,999

  • 2 Beds
  • 2 Baths
  • 1,159 Sq Ft

  485 Blue Hills Pkwy Unit 13, Milton, MA 02186

  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

  Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 13, Milton, MA 02186
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  /25

  $995,000

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  20 Rowe St, Milton, MA 02186

  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

  Paul Hurley Coldwell Banker Realty - Milton

  20 Rowe St, Milton, MA 02186
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  /34

  $1,400,000

  $100K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,960 Sq Ft

  17 Duggan Ln, Milton, MA 02186

  Rarely does an opportunity arise on this coveted cul-de-sac one block from East Milton Square. This meticulously maintained Colonial offers exceptional living space with a spacious living room just off the kitchen, featuring cathedral ceiling with an abundance of natural light. Hardwood, marble, and tile flooring add timeless elegance throughout. The finished lower level provides versatile bonus

  Brendan Henry Redfin Corp.

  17 Duggan Ln, Milton, MA 02186
• 

  

  /17

  $745,000

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  485 Blue Hills Pkwy Unit 44, Milton, MA 02186

  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

  Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 44, Milton, MA 02186
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  /42

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,700 Sq Ft

  16 Longmeadow Rd, Milton, MA 02186

  Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with

  Emily Edwards Gibson Sotheby's International Realty

  16 Longmeadow Rd, Milton, MA 02186
• 

  

  /39

  $1,200,000

  Pre-Foreclosure

  • 4 Beds
  • 1.5 Baths
  • 2,232 Sq Ft

  1066 Hillside St, Milton, MA 02186

  This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address

  Bridget Conroy Coldwell Banker Realty - Milton

  1066 Hillside St, Milton, MA 02186
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  /16

  $600,000

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  485 Blue Hills Pkwy Unit 2, Milton, MA 02186

  Last remaining two bedroom unit in this size and pricepoint! 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

  Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 2, Milton, MA 02186
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  /28

  $1,499,900

  • 4 Beds
  • 3.5 Baths
  • 2,621 Sq Ft

  187 Hinckley Rd, Milton, MA 02186

  Nestled in the heart of Milton's coveted Columbines neighborhood, 187 Hinckley Rd. offers the perfect blend of timeless charm, generous living space, and an unbeatable location. This 4-bedroom, 3.5-bath home features a warm, functional floor plan, spacious living areas, a partially finished lower level, and an unfinished walk-up attic offering exceptional expansion potential. Step outside to a

  Brian Gagnon Coldwell Banker Realty - Boston

  187 Hinckley Rd, Milton, MA 02186
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  /17

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,159 Sq Ft

  485 Blue Hills Pkwy Unit 42, Milton, MA 02186

  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

  Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 42, Milton, MA 02186
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  /12

  $1,299,000

  • 2 Beds
  • 2.5 Baths
  • 1,535 Sq Ft

  440 Granite Ave Unit 201, Milton, MA 02186

  A bright, spacious two-bed residence with generous open-plan living, a den suited to focused work, and two well-separated bedrooms for extra privacy. The corner aspect brings in soft, consistent daylight, while the private balcony offers an easy connection to the outdoors. Walk-in closets, a laundry room, and ample built-in storage create a home that feels calm, organized, and ready for everyday

  Jason Saphire www.HomeZu.com

  440 Granite Ave Unit 201, Milton, MA 02186
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  /12

  $699,000

  $50K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  45 Decker St, Milton, MA 02186

  Nothing to do but move right into this beautiful home featuring 4 spacious bedrooms and 1.5 baths. Gleaming hardwood floors run throughout the house, complemented by a gorgeous kitchen with stainless steel appliances, granite countertops, and a generously sized island. The open floor plan seamlessly connects the kitchen, dining room, and living room, creating the perfect space for entertaining

  Dee Rodrigues Model Living RE

  45 Decker St, Milton, MA 02186
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  /41

  $4,495,000

  • 6 Beds
  • 7.5 Baths
  • 8,764 Sq Ft

  650 Canton Ave, Milton, MA 02186

  Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday

  Matthew Freeman Coldwell Banker Realty - Milton

  650 Canton Ave, Milton, MA 02186
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  /33

  $2,995,000

  • 4 Beds
  • 3 Baths
  • 4,643 Sq Ft

  191 Adams St, Milton, MA 02186

  Welcome to 191 Adams Street, a fully reimagined sprawling Ranch offering effortless first-floor living, stylish updates, and spaces made for entertaining. Every room has been thoughtfully redone, creating a bright, open floor plan that feels inviting from the moment you walk in. The stunning kitchen features new appliances, a generous workspace, and a seamless connection to the living and dining

  Kim Powers Coldwell Banker Realty - Milton

  191 Adams St, Milton, MA 02186
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  /42

  $3,500,000

  • 6 Beds
  • 3.5 Baths
  • 7,169 Sq Ft

  341 Highland St, Milton, MA 02186

  Set behind a long approach offering the ultimate in wooded privacy and open lawn, 341 Highland is a classic Milton estate defined by land, light, and enduring craftsmanship. Substantial oak doors, rich paneling, French pocket doors between the living and dining rooms, and multiple fireplaces reflect the home's timeless character. The main living spaces balance scale with everyday comfort. A

  Cahill+Co. Team William Raveis R.E. & Home Services

  341 Highland St, Milton, MA 02186
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  /25

  $3,400,000

  $200K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,310 Sq Ft

  1632 Canton Ave, Milton, MA 02186

  Set off a lovely cul-de-sac, surrounded by woodland and sky, this restored Greek Revival offers grace, modern sustainability, and space for you and yours. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed: a quiet workhorse. A glass-walled garden room

  Julianne Bridgeman Ceres Real Estate

  1632 Canton Ave, Milton, MA 02186
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  /22

  $1,185,000

  • 4 Beds
  • 3 Baths
  • 1,907 Sq Ft

  40 Cape Cod Ln, Milton, MA 02186

  Nestled on one of Milton’s most picturesque streets, this classic center-entrance Colonial offers the perfect blend of timeless charm, exceptional space, and an unbeatable location. Just a short stroll to Glover Elementary School, the Milton Public Library, and all the amenities that make Milton such a special place to consider home, this property delivers both convenience and community. Lovingly

  Matthew Freeman Coldwell Banker Realty - Milton

  40 Cape Cod Ln, Milton, MA 02186
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  /24

  $4,995,000

  • 5 Beds
  • 5 Baths
  • 4,310 Sq Ft

  1632 Canton Ave, Milton, MA 02186

  Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors

  Julianne Bridgeman Ceres Real Estate

  1632 Canton Ave, Milton, MA 02186
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  /32

  $1,100,000

  • 4 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  106 Edge Hill Rd, Milton, MA 02186

  Welcome to this inviting Colonial, ideally located in one of East Milton’s most desirable neighborhoods. With hardwood floors throughout the main and second floor staircase and hall, it awaits your personal touch. Enjoy the convenience of being just moments from local schools, directly across from Cunningham Park, and close to major highways, making commuting a breeze. You’ll also appreciate the

  Timothy Driscoll South Shore Sotheby's International Realty

  106 Edge Hill Rd, Milton, MA 02186
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  /12

  $674,900

  $100K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  7 Parkway Crescent, Milton, MA 02186

  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,

  Michelle Fermin Century 21 North East

  7 Parkway Crescent, Milton, MA 02186
• 

  

  /41

  $14,500,000

  • 5 Beds
  • 8 Baths
  • 11,315 Sq Ft

  610 Harland St, Milton, MA 02186

  Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal

  Tracy Campion Campion & Company Fine Homes Real Estate

  610 Harland St, Milton, MA 02186
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  /32

  $1,895,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,398 Sq Ft

  375 Atherton St, Milton, MA 02186

  Tucked away in Milton’s coveted Emerson Woods neighborhood, this beautifully maintained contemporary home offers exceptional space, flexibility & timeless design. Soaring ceilings, oversized windows, crown molding & a wood-burning fireplace create a bright, welcoming great room ideal for everyday living & entertaining. The chef’s kitchen features stone countertops, shaker cabinetry, a large

  David Green Coldwell Banker Realty - Boston

  375 Atherton St, Milton, MA 02186
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  /37

  $5,995,000

  • 6 Beds
  • 6 Baths
  • 10,524 Sq Ft

  3 Stone Bridge Ln, Milton, MA 02186

  Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with

  Ricardo Rodriguez Coldwell Banker Realty - Boston

  3 Stone Bridge Ln, Milton, MA 02186
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  /37

  $2,250,000

  • 5 Beds
  • 3.5 Baths
  • 4,314 Sq Ft

  213 School St, Milton, MA 02186

  There are homes that welcome you, and then there are homes that claim you. From the moment you step inside, this Milton Hill original announces itself—high ceilings, sweeping wall spaces, hefty moldings, an irresistible personality. Set on a lush acre, this residence has only grown more compelling with each refinement. Grand wall spaces beg for the art you've been waiting to hang, while a sense

  Julianne Bridgeman Ceres Real Estate

  213 School St, Milton, MA 02186
• 

  

  /35

  $1,349,000

  $46K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,980 Sq Ft

  24 Victory Ave, Milton, MA 02186

  Welcome home to this exceptional 5-bedroom, 3-bath residence that seamlessly blends timeless 1925 character with modern luxury of a 2015 substantial addition. Offering just under 3,000 square feet of living space, the home features a stunning kitchen with quartz countertops and new appliances. Beautifully done baths, radiant heat, air conditioning throughout, a spacious mudroom, versatile

  Jennifer Fortin Frakes Realty

  24 Victory Ave, Milton, MA 02186
• 

  

  /40

  $2,725,000

  • 4 Beds
  • 2.5 Baths
  • 3,149 Sq Ft

  135 Milton St, Milton, MA 02186

  A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a

  Kim Powers Coldwell Banker Realty - Milton

  135 Milton St, Milton, MA 02186
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  /42

  $4,500,000

  • 7 Beds
  • 8 Baths
  • 6,404 Sq Ft

  75 Canton Ave, Milton, MA 02186

  A rare opportunity to own one of Milton Hill's most distinguished homes. Set on nearly an acre just moments from Milton Village, this beautifully updated residence offers the space & versatility desired by the buyers of today. Designed to evolve with every stage of family life, the property features a 6 BR main home plus a newly completed 1 BR ADU, offering exceptional flexibility for extended

  Sarah Glovsky The Charles Realty

  75 Canton Ave, Milton, MA 02186
• 

  

  /40

  $3,895,000

  • 5 Beds
  • 6.5 Baths
  • 9,435 Sq Ft

  90 Countryside Ln, Milton, MA 02186

  This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  90 Countryside Ln, Milton, MA 02186
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  /39

  $2,195,000

  $105K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,804 Sq Ft

  1375 Brush Hill Rd, Milton, MA 02186

  Welcome to 1375 Brush Hill Road, a spacious 4 bedroom colonial with two primary suites. Privacy and luxury in a beautiful rural setting, yet so close to the city and a variety of commuting options. Minutes to the Blue Hills Reservation and the Mary Wakefield Arboretum, this elegant colonial will greet you with charm, quality and attention to detail. The newly constructed first floor primary suite

  Mary Anne Rull William Raveis R.E. & Home Services

  1375 Brush Hill Rd, Milton, MA 02186
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  /42

  $1,225,000

  • 4 Beds
  • 2.5 Baths
  • 3,006 Sq Ft

  88 Elm St, Milton, MA 02186

  The home you've been waiting for! This classic Milton Colonial in the desirable Elmiver neighborhood offers exceptional space and flexibility for today's lifestyle, including multi-generational living. The spacious kitchen opens to a formal dining room and large family room with sliders to a generous deck overlooking a private backyard with a beautiful patio—perfect for entertaining. Featuring 4

  Mary Anne Rull William Raveis R.E. & Home Services

  88 Elm St, Milton, MA 02186
• 

  

  /33

  $660,000

  Open Sat 12PM - 2PM $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,123 Sq Ft

  52 Meagher Ave, Milton, MA 02186

  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 ** Open House Saturday 12 to 2pm **

  Pedro Garcia Garcia Realty, LLC

  52 Meagher Ave, Milton, MA 02186
• 

  

  /34

  $799,000

  • 4 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  29 Lawrence Rd, Milton, MA 02186

  Welcome to 29 Lawrence Road – 1st time on the market in over 50 years. This classic colonial with tons of character and opportunity sits right outside of Cunningham Park. This 4 bedroom with 1.5 baths offers a traditional layout with hardwood floors throughout most of the home. The 1st floor offers a nice fireplaced living room with a double set of French doors. One set of doors lead into the

  James Mulvey Bird Dog Real Estate, LLC

  29 Lawrence Rd, Milton, MA 02186
• 

  

  /25

  $1,100,000

  $199K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 3,500 Sq Ft

  168 Brook Rd, Milton, MA 02186

  Welcome to this spacious and beautifully updated two-family home offering comfort, style, and versatility. Unit 1 features 2 bedrooms and 1 updated bathroom, while Unit 2 offers an expansive layout with 5 bedrooms and 2 updated bathrooms, providing plenty of space for larger households or multi-generational living.Inside, you'll find brand-new kitchen cabinets, recessed LED lighting, beautiful

  Team Galvin The Galvin Group, LLC

  168 Brook Rd, Milton, MA 02186
• 

  

  /39

  $1,699,900

  • 6 Beds
  • 4.5 Baths
  • 5,077 Sq Ft

  52 Ridgewood Rd, Milton, MA 02186

  One of Milton's most desirable neighborhoods. Extensively updated in 2023, this property underwent a comprehensive gut renovation, including all-new plumbing, electrical systems, heating system, roof and numerous high-quality improvements throughout, offering the perfect blend of modern efficiency and timeless charm.The spacious kitchen and living areas provide excellent functionality for both

  Rebecca Huang William Raveis R.E. & Home Services

  52 Ridgewood Rd, Milton, MA 02186
• 

  

  /42

  $1,675,000

  • 4 Beds
  • 4 Baths
  • 3,288 Sq Ft

  1262 Randolph Ave, Milton, MA 02186

  Completely and tastefully renovated from top to bottom, this stunning Colonial is set back from the main road on a private lot near the scenic Blue Hills Reservation. Offering 4 bedrooms, 4 full baths, and a beautifully finished lower level with a wet bar, full bath, and in-law potential, this turnkey home blends timeless charm with modern luxury. The open-concept main level features a designer

  Danny Zheng Keller Williams Realty

  1262 Randolph Ave, Milton, MA 02186
• 

  

  /30

  $899,900

  • 3 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  1200 Brook Rd, Milton, MA 02186

  Here’s your chance to be in your new home before the end of summer! 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

  The Residential Group Coldwell Banker Realty - Brookline

  1200 Brook Rd, Milton, MA 02186

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