Houses for Sale in 02186

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

Discover a rare opportunity in East Milton Square—an expansive over 5,000 sq ft single-family home tailored for multi-generational living, large families, or professionals seeking generous work-from-home space or who would just like an upgrade from their home for an energy efficient & low maintenance home. Thoughtfully expanded in 2022, added 3,000 sq ft of new living area with an approved in-law

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

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

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

Beautifully Renovated 5 Bedroom Colonial - Where Classic Charm Meets Modern Elegance. Step into timeless sophistication in this tastefully updated home. Newly redesigned to blend traditional character with contemporary luxury. Sun-drenched interiors showcase a grand foyer, coffered ceilings, & gleaming hardwood floors. Brand-new kitchen features granite counters, stainless steel appliances, and

Tatiana Diaz William Raveis R.E. & Home Services

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

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

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

The best bargain in Milton! 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 & 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 3 bedrooms feature hardwood

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

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