Houses for Sale in 02186

Timeless elegance meets modern sophistication in this distinguished Cunningham Park residence. This 5 bed, 4 bath brick-front Colonial stands proudly on a corner lot in one of Milton’s most desirable neighborhoods, offering a layout designed for both elegant entertaining and everyday comfort. The first floor features formal living and dining rooms, a thoughtfully designed kitchen with island and

Ricardo Rodriguez Coldwell Banker Realty - Boston

Spacious contemporary colonial home with pond views in the backyard, and within close proximity to Turner's Pond & walking trails, Schools, bus stop, T-station, hospital, and Milton Village. This modern home offers an open living concept with 4 large bedrooms, 3.5 modernized bathrooms, and hardwood flooring thruout. Family room with a brick fireplace, cathedral ceiling, and sliders leading to the

Christine Do Keller Williams Realty

Welcome to a home where quality meets versatility. This stunning young Gambrel is a true standout, offering a seamless flow for both daily living and entertaining. The heart of the first floor is a custom white kitchen with quartz countertops, a large island, and a gas stove, all open to a cozy living room with a fireplace. The main level also features a formal dining room with patio access, a

Kevin Keating Keating Brokerage

Imagine coming home to a private Milton enclave, where timeless elegance meets everyday livability. Set on over an acre, 50 Marine Road offers grand living space designed for both comfort and versatility. With 3 separate staircases and 7 bedrooms, the layout is ideal for multi-generational living or an au pair suite. Inside, soaring ceilings, nine fireplaces, and detailed millwork showcase the

Beth Rooney eXp Realty

This stunning home nestled on a generous lot presents an attractive single-family home in great condition, a gourmet kitchen Quartz countertop stainless steel appliances gas cooktop and double oven, fireplace living room, first floor office with French doors, family room with bar and full bath, exercise room, primary bedroom has large walk-in closet full bath with separate tile shower and soaking

Robert Mcauliffe Duhallow Real Estate

Stunning Property! Gorgeous 4-BR Home + HUGE TWO LEVEL GARAGE located in one of Milton’s hottest areas! The stylish front sunroom sets the tone for this superbly updated home. Featuring Gleaming hardwood floors, freshly painted interior, recessed lighting, and modern interior doors throughout. The sunlit fireplace living room offers cozy charm. The showstopping NEW sky-lit kitchen features

Janice Bosworth Coldwell Banker Realty - Milton

Open Sun. 9/14, 11:30 to 1:00. Now offered at a reduced price this spacious, historic home, set beside the Blue Hills Reservation, is an extraordinary opportunity to own a piece of Milton's rich history. Enjoy direct access to 7,000 acres of trails for hiking, biking, skiing and horseback riding. The home with it's 4,000 square feet of living space, 5 bedrooms, 3.5 baths, & 3 decks features a 1st

Thomas O'Neill The Firm

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

PRICE IMPROVEMENT - MUST COME INSIDE & your search is over! 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

David White OwnerEntry.com

Cunningham Park! Here's your chance to get into one of Milton's most sought after neighborhoods. Welcome to 639 Pleasant Street and Welcome Home! With high ceilings, open floor plan and three floors of living, this one is not to be missed! This house is warm and inviting with a Chic feel! With a private fenced in yard , its perfect for last minute BBQs, firepitting or just simply relaxing in

Matthew Freeman Coldwell Banker Realty - Milton

This home is ideally located in a sought-after Milton neighborhood, just a short walk to schools, parks, and playgrounds. A great opportunity for those looking to settle in a convenient and welcoming community. The first floor features a family room that opens to a deck overlooking a flat, fully usable backyard—perfect for outdoor activities and gatherings. A spacious kitchen with maple cabinets,

Karen Fallon John J. Canney

Located in my favorite neighborhood (I grew up in it), this incredible Cape has been totally remodeled. The first floor has a generous foyer open to a vast living room with a fireplace. There is a dining room and a beautiful white kitchen with a huge island, quartz countertops, and stainless steel appliances. There is a laundry area and a half bathroom. The dining room has sliding doors that lead

Kevin Keating Keating Brokerage

From the moment you walk up to the front door, you can feel the care and pride that’s gone into this classic side entrance Crosby Colonial. Lovingly maintained, with new roof, siding, windows, gutters and a fresh coat of paint, this home is as tidy as they come. Inside, you’ll find four bedrooms plus a bonus office space. The third floor flex space, filled with natural light and treetop views, is

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

Beautiful, sun-drenched Brick Colonial in the heart of Milton! This lovingly maintained home features 3 bedrooms, 2.5 baths, and a detached 1-car garage. Flooded with natural light, the spacious living room shines with wood beams and a wood-burning fireplace. Enjoy a formal dining room, an eat-in kitchen overlooking the yard, and a pantry. A deeded separate entrance leads to a private office with

Lynette Glover Hammond Residential Real Estate

Welcome to 1111 Brook Road in Milton! This updated home features a bright fireplaced living room, custom mudroom, and dining room that flows into a modern kitchen with white cabinetry, center island, upgraded appliances, vented hood, and new hardware. Upstairs offers a vaulted primary with exposed brick, two additional bedrooms, renovated bath, and laundry. The finished lower level with new vinyl

Charles King Real Broker MA, 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

Welcome to 36 Pleasant Street, a 3-bedroom, 1-bath home that feels ready for new memories the moment you arrive. The bright kitchen is the heart of the house with a walk-in pantry, a peninsula for casual dining, and direct access to the back deck for summer barbecues or quiet evenings under the stars. An open floor plan flows easily from room to room, filled with natural light that makes the home

Becky Davis Coldwell Banker Realty - Milton

Welcome to this charming 4-bedroom, 2-bath Bungalow in the heart of Milton! Enter inside from the inviting front porch to a cozy living room featuring a wood-burning fireplace and classic details throughout. A formal dining room opens to the kitchen, complete with stainless steel appliances, a wall oven, gas cooktop, and access to the backyard deck. The first floor also includes two comfortable

Dori Brewster Lamacchia Realty, Inc.

This Colonial nestled on this quiet dead-end street offers 4 bedrooms 2 full baths fireplace living room with hardwood floors, eat-in kitchen, formal dining room with built in China cabinet , first floor family room with another fireplace and sliders that leads out to a large deck overlooking private yard, unheated finished room in basement great for playroom or office, updated windows,

Robert Mcauliffe Duhallow Real Estate

Step into this stunning, gut-renovated home offering 5 spacious bedrooms, 2 full bathrooms, and a convenient half bath perfectly designed for modern living. Every inch of this home has been thoughtfully updated, with attention to detail throughout.The main level boasts an open concept layout with gleaming hardwood floors, recessed lighting, and a stylish designer kitchen complete with quartz

Daniel DiBiasio DiBiasio Realty LLC

This stunning, fully renovated home offers 4 bedrooms, 3 full bathrooms, and approximately 1,700 sq ft of beautifully designed living space. The open-concept first floor is perfect for entertaining, featuring a stylish kitchen with island seating, an arched coffee/dry bar, and adjacent dining area. A mudroom with coat closet, walk-in pantry, and a versatile office or sitting room with French

Kyle Pernock Keller Williams Elite

Set on nearly 6 acres in the prestigious Scott’s Woods, the Alexander Forbes Mansion is a rare stone estate where timeless elegance meets modern sophistication. Reimagined with exceptional attention to detail, this iconic residence features expansive, impeccably designed interiors and luxurious finishes. A grand foyer opens to formal living and dining rooms and a custom-milled chef’s kitchen that

Maggie Gold Seelig MGS Group Real Estate LTD

Welcome to 63 Sears Rd — a rare opportunity in one of Milton’s most coveted neighborhoods, close proximity to the Blue Hills Reservation. Perfectly set on a picturesque half-acre lot, this sun-filled custom multi-level home offers 4,232 sq. ft. of versatile living space. The open kitchen/dining area flows seamlessly into a stunning stone fire-placed living room, while a spacious three-season

Alex Walsh Access

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

This well-maintained classic colonial in highly desirable Milton offers 4 generous bedrooms, PLUS bonus office, 1 full bath and 2 half baths, hardwood floors throughout with timeless character and many updates to windows, kitchen, baths, includes stainless steel kitchen appliances, Navien tankless hot water system (2021), and a brand-new roof (2025). The eat-in kitchen features a large island is

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

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

Significant price reduction for 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+ s.f. 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

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

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

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

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