Milton, MA Houses for Sale

Step into a distinguished piece of Milton’s history at 1421 Canton Avenue, a remarkable residence originally part of the storied Eustis Estate and designed by renowned architect William Ralph Emerson. Once serving as a 19th-century cattle barn, this unique structure has been thoughtfully reimagined into an elegant single-family home that preserves its architectural heritage while offering refined

Ryan Clunan Campion & Company Fine Homes Real Estate

Rarely available in East Milton Square, this expansive single-family home is perfect for multi-generational living, large families, or professionals in need of generous work-from-home space. In 2022, the property was thoughtfully expanded to include over 3,000 sq ft of new living space—including an approved temporary unit—along with a spacious 780 sq ft attached garage. A fully owned solar

David White OwnerEntry.com

Welcome to your dream home in the much sought after neighborhood of Indian Cliffs, just 20 minutes outside of Boston Proper. This stunning brick home is truly designed for luxury living - inside and out. The main floor offers open concept living with gorgeous hardwood floors,10 foot ceilings, chef’s kitchen, expansive living and dining areas and a private office adorned with sophisticated wood

Scott Farrell & Partners Compass

Discover the potential of 1386 Canton Ave in Milton. Set on an expansive 1.74 acre lot, this prime Milton parcel offers endless opportunities for those looking to build their dream home or update the current single-family home. Ideally positioned adjacent to the historic Eustis Estate and the breathtaking Blue Hills Reservation, renowned for its extensive hiking trails. Imagine designing your

The Shulkin Wilk Group Compass

Welcome to 4 Mark Lane, a rare gem nestled in one of Greater Boston’s most desirable suburbs—Milton, Massachusetts. This beautifully maintained home blends timeless elegance with modern comfort, featuring spacious living areas, gleaming hardwood floors, a chef’s kitchen with granite countertops and high-end appliances, and a finished lower level perfect for a home office, gym, or guest suite. The

Peter Mlaguzi M&A Real Estate

Welcome to 81 Countryside Lane, a rare single-level estate in one of Milton’s most desirable neighborhoods. Privately set on a beautifully landscaped acre, this nearly 7,000 sq ft custom home offers 5 spacious bedrooms (4 with en suites), 6.5 luxurious interior baths, plus a separate cabana with 1 bed and 2 full baths by the resort-style pool and outdoor bar. Soaring knotted pine ceilings and two

Kaileen Sanner Charlesgate Realty Group, llc

Quintessential New England Home in one of the most desirable neighborhoods in Milton. This 5 bedroom, 3 full bath and 1 half bathroom is an entertainers dream with a beautifully appointed chef's kitchen with Wolf and Sub-Zero appliances, . This beautifully appointed home has abundant natural light, soaring ceilings with multiple entertainment areas throughout the home. This idyllic home is set on

Stephen Kraunelis Gibson Sotheby's International Realty

Simply Stunning! Set on Premier Milton Hill, this 1910's charmer will not disappoint! Elegant and formal yet comfortable and casual. #277 offers you the lifestyle you've been looking for and more! From the classic features of hardwood floors, thick dentil moulding and custom built-ins to the gourmet chef's kitchen, tastefully renovated baths and three floors of living, this one offers room to

Matthew Freeman Coldwell Banker Realty - Milton

For the 1st time in 30+ years, this well-maintained classic colonial in highly desirable Milton offers 4 generous bedrooms, 1 full and 2 half baths, hardwood floors throughout with timeless character and many updates to windows, kitchen, baths, includes stainless steel kitchen appliances and washer + dryer, Navien tankless hot water system (2021), and a brand-new roof (2025). The eat-in kitchen

Vanessa House Berkshire Hathaway HomeServices Commonwealth Real Estate

Welcome Home to Milton! Bursting with sunshine and charm, this single-family A frame colonial style home offers the perfect mix of modern comfort and convenience along with character all hardwood floors. Upstairs, you’ll find three bedroom large master bedroom, while the recently renovated bathroom brings a modern touch to this classic home. Start your mornings on the inviting front porch

Kevin Dacey Dacey Realty, LLC

Discover the charm of this delightful 3-bedroom, 2 -bathroom picturesque home nestled in the desirable Cunningham Park neighborhood of Milton. With open concept living space, this cozy abode boasts a smartly renovated kitchen equipped with sleek granite countertops and a cheerful breakfast nook—perfect for casual dining. Step outside to your own backyard oasis, ideal for relaxation and

Scott Farrell & Partners Compass

A Rare Opportunity in Beautiful Milton! Nestled on a generous 1.66-acre lot, this charming Cape-style home offers the perfect blend of privacy, potential, and prime location. Set back from the road this 4-bedroom, 1.5-bath residence is a hidden gem waiting to be transformed into your dream home. Step inside to find a warm and inviting layout featuring a spacious living room with natural light, a

Malange DePina Torrey & Associates R. E.

If you’ve been craving a little extra breathing room without giving up the comfort of a neighborhood setting, this is the one. From the moment you step inside, you’ll notice how this home lives large starting with a kitchen that opens up to an oversized family room. A small but mighty mudroom keeps the chaos contained while a front to back living room offers flexibility for everyday living or

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

Located on a desirable corner lot in one of the area’s most sought-after towns, this 3 bed, 1.5 bath home offers comfort, character and incredible potential. The spacious & welcoming front-to-back living room provides a great layout for everyday living & entertaining. Enjoy morning coffee or evening relaxation on the inviting front porch. All three bedrooms feature hardwood flooring, with

Michael Freeman Coldwell Banker Realty - Sharon

Coming to market for the first time in 30+ years! This well-maintained 4-bedroom offers a perfect blend of charm, space, and updates. Features include a sun-filled living room with fireplace, formal dining room with built-ins, eat-in kitchen, and a cozy sunroom—ideal for a home office. Three bedrooms are spacious and all four are corner rooms. Recent updates include newer kitchen, windows, and

Linda Champion CUE Realty

Fully Renovated & Move-In Ready! This stunning home has been completely transformed and beautifully updated from top to bottom, with brand-new appliances, quartz countertops, and a center island perfect for entertaining. Enjoy new hardwood floors throughout, updated bathrooms, modern lighting, and new windows for natural light. The finished basement adds flexible living space, plus a new hot

Tam Hau Bridgepoint Realty LLC

A sophisticated sanctuary of unrivaled estate living, this magnificent residence is nestled on a private lane bordered by 7,000 acres of protected land within the Blue Hills Reservation. Spanning over 10,000SF, this estate offers unmatched privacy minutes from Boston. Accessed via a grand stone bridge in a five-home enclave, the home features 6 beds, 6 baths, & 20 impeccably curated rooms.

Ricardo Rodriguez Coldwell Banker Realty - Boston

One of Milton's finest estates. This 1915 mansion sits on nearly three acres of land in a private setting at the foot of the Blue Hills Reservation. The estate consists of a 9,000+ square foot home, an in-ground swimming pool with a pool house, and a two-story, 5-bay garage with an attached greenhouse. The residence features 7 bedrooms, 7 full bathrooms, 3 half bathrooms, and 9 fireplaces. The

Kevin Keating Keating Brokerage

Majestic and utterly one-of-a-kind, this ultra-private equestrian estate redefines luxury living. Welcome to your gated sanctuary tucked within the pristine Blue Hills Reservation, featuring a private equestrian entrance to over 7,000 acres of unspoiled natural beauty and year-round outdoor pursuits. Gracefully sited on more than 8 acres of lush, wooded grounds, the Grand Estate encompasses a

Stephen Kraunelis Gibson Sotheby's International Realty

Welcome to your dream home in one of Milton’s most coveted neighborhoods! Located just steps from the impressive Wollaston Golf Club, this 3-bedroom, 2-bath residence offers the perfect blend of charm, comfort, and convenience. Formal living room with a cozy fireplace — perfect for relaxing or entertaining, inviting den ideal for a home office or quiet retreat, bright porch to enjoy your morning

Elaine Gilmore Advisors Living - Canton

Attention Investors and Contractors!! One condo and potential ADU unit on desirable Brush Hill Road in Milton. The front unit has five rooms, three bedrooms, and two full baths for a total of 1209 square feet. The rear potential ADU unit has five rooms, three bedrooms, and two full baths for a total of 1850 square feet. Some updates have been started. Both front and rear units need total

Bob Germaine Germaine Realty LLC

Perfectly situated in a wonderful neighborhood, within walking distance to schools, parks and playgrounds, 12 Lincoln St is an exciting opportunity for anyone looking to live in Milton! This charming home enters into a welcoming foyer that flows into a big living room with fireplace, a formal dining room with french doors that provide access directly to the back deck. Finishing off the first

Jim Schindler Boom Realty

East Milton Location! This spacious home consists of 6 bedrooms and 2 and a half baths. Fireplace living room with bow window, hardwood floors throughout. Large open kitchen with granite countertops and an island that fits 4 stools. Dining area flows into family room and out to fenced in yard, patio and 3-season porch. Oversized shed for storage in side yard. First floor laundry room. Primary

Robert Mcauliffe Duhallow Real Estate

85 Forbes Rd, Milton, MA – Modern LuxuryDiscover elegance at 85 Forbes Rd, a 2020-built, 5-bed, 5.5-bath home spanning 9,600 sq ft on a 40,935 sq ft lot with Boston skyline and Neponset River views. Enter via a mudroom with custom cubbies and laundry, near a half-bath and private suite with full bath. Work in a study with custom cabinets, next to a pantry with dishwasher and sink. Host in the

John Keith Keith Brokerage, LLC

Classic Crosby Colonial located minutes to downtown Boston in one of Milton's most desirable neighborhoods. This charming 3 bedroom, 1.5 bath home has been well maintained by the same family for over 60 years! The main level features a spacious front to back living room with traditional fireplace, a sunny dining room with built-in corner cabinet, half bath, large eat-in kitchen, and a 150sf

Jessica Murray Boston Harbor Real Estate

Discover luxury living in this exquisite 6,849 sq ft custom masterpiece designed by an award-winning architect. Built on a breathtaking private nature lot in prime location. Boasting 5-6 spacious bedrooms, 5 full baths, & 2 half baths, this home offers the perfect blend of sophistication & comfort. CUSTOMIZE EVERY DETAIL TO YOUR TASTE. Choose your finishes, layout, & features. Designed for energy

Lori Seavey Keller Williams Elite

FULLY RENOVATED COLONIAL HOUSE ON DEAD END STREET!House is blending timeless character with modern upgrades . Ptoperty boasts a brand new roof, new windows, new trims. New electric, new furniece, new kitchen, renovated bathrooms and hardwood refinished floor. Stylish kitchen equipped with top of the line Samsung appliances, new cabinets, quartz countertop and stylish floor. Home offers 5

David White OwnerEntry.com

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 cutting edge open floor plan design with attached two car garages, 3/4 bedrooms, stunningly appointed bathrooms and chef's

Kathleen Huntington Coldwell Banker Realty - Milton