Milton, MA Houses for Sale

First time offered in over 40 years, this exceptional Milton home presents a rare opportunity to own a spacious and versatile property in one of the area’s most sought-after neighborhoods. This lovingly maintained home offers exceptional flexibility with a full in-law apartment and separately metered utilities. Ideal for extended family living, multigenerational households, or potential income

Charlene Folan Conway - Dorchester

DRAMATIC NEW PRICE! Experience unparalleled scale & scenic views in this reimagined, nearly 5,000 sq ft Split-Colonial masterpiece. Set on a rare, private 1-acre corner lot, this estate offers effortless commuting access while transitioning into a secluded, tranquil sanctuary the moment you step inside.Massive high-efficiency windows flood the home with natural light, offering a lush private

Kimberly Ruiz eXp Realty LLC - Corporate Office

Looking for a home with historical significance? A home with character, charm, and lots of space? 147 Canton Avenue has arrived. Guests are greeted by a large foyer, 10-foot ceilings, and a sense that lots of love has lived here. The first floor features a front-to-back living room with a fireplace, an office with built-ins, a large dining room, a kitchen with an adjoining family room, a laundry

Kevin Keating Keating Brokerage

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

You've been looking for a while. You can stop now. 7 Phyllis Lane was custom-built by a trusted local builder as a forever home. And it shows. Ten-foot ceilings, custom millwork, built-ins. Hardieplank siding, Harvey windows, hydro air heating...infrastructure chosen for longevity and efficiency, not just aesthetics. The kitchen just works: massive island, Thermador appliances, Cambria quartz,

Erin Feeney Ceres Real Estate

Prime Milton value-add opportunity with rare upside & a potential additional bonus home in the rear. Attached single-family, townhouse-style property ready for a straightforward cosmetic renovation ideal for investors, contractors, and savvy buyers looking to create immediate equity. Strong bones and layout allow for efficient repositioning and multiple exit strategies: fix-and-flip, long-term

Markese Daise Stony Brook & Lennox Realty Advisors

Recently reimagined by Design Construction Plus of Wellesley, this exceptional 4-bedroom, 3.5-bath home blends classic New England charm with sophisticated modern design across three finished levels beneath a timeless gambrel roofline. Sunlight fills the home through oversized windows, highlighting soaring ceilings, designer lighting, and curated finishes throughout. The open-concept living area

Scott Farrell & Partners Compass

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

Bob Germaine Germaine Realty LLC

Beautifully renovated and appointed 5-bedroom, 3.5-bath home in coveted Indian Cliffs Estates set on just under an acre of impeccably manicured grounds. This exceptional home features a spectacular 784 sq ft great room with 14-ft vaulted coffered ceilings, a dramatic 14-ft fieldstone fireplace, and custom mouldings, finishes and lighting throughout. The chef’s kitchen showcases a 9 foot island,

Jay Rooney Jay Rooney

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the

Kevin Keating Keating Brokerage

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

Set on a quiet side street in Milton's coveted Columbine Cliffs neighborhood, this classic 1942 side-entrance Colonial pairs timeless character with two decades of thoughtful upkeep. Sun-filled rooms showcase gleaming hardwood floors, arched doorways, and picture-frame wainscoting, anchored by a fireplaced living room that flows into a gracious dining room, which opens to a window-wrapped sunroom

Tracey Graceffa A. C. B. Realty Inc.

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

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

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

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

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

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

Majestic and truly one of a kind, this exceptionally private equestrian estate is nestled behind gates within the Blue Hills Reservation, offering direct riding access to over 7,000 acres of protected landscape and year-round outdoor pursuits. Set on more than eight tree-lined acres, the grand compound includes a masterfully constructed main residence, carriage house, expansive garage, and

Stephen Kraunelis Gibson Sotheby's International Realty

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

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

To those who resist being a foregone conclusion — consider this the on-ramp. The move to the suburbs is often framed as a trade: more space, less edge. At 995 Brush Hill Road, that bargain was never struck. This 6,790-square-foot mid-century residence carries its cool quietly — without announcement, without apology. The kitchen sets the tone with top tier appliances, a resort-scale fireplace,

Julianne Bridgeman Ceres Real Estate

Set in a peaceful, leafy neighborhood close to schools and everything Milton has to offer, this home boasts quality construction, thoughtful architectural features, high ceilings and a versatile floor plan with ample space for living, working and hosting plus an in-law/guest suite or 1st fl primary . The great room with dining area and fireplace is bathed in natural light from its oversized

Angela Stevenson Compass

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

Attention investors, contractors, flippers, and rehab buyers. This 3-bedroom single-family home on a desirable corner lot offers exceptional value-add potential in Mattapan. Featuring a spacious backyard, flexible floor plan, and partially finished basement, this property is ready for your renovation vision. Conveniently located in a quiet residential neighborhood with strong upside for resale or

Nick Nahid Jason Mitchell Group

OPEN HOUSE FOR NUMBER 6 KINSALE LANE !! We are ready to invite you to visit No. 6 Kinsale Lane !! Come visit us this weekend at The Residences at Kinsale Lane, located on Fairmount Hill, Hyde Park on the Milton line. All the benefits and advantages of city living and services in a dynamic newly constructed cul-de-sac, offering privacy and eight new custom luxury homes. These new homes feature

Kathleen Huntington Coldwell Banker Realty - Milton