Milton MA Homes For Sale

MLS Number 73396921

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 9,300

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 masterfully built main residence, elegant carriage house, expansive multi-bay garage, and refined stables. Whether entertaining in the exquisite chef's kitchen, gathering in the soaring great room with its dramatic fireplace, or unwinding in the covered outdoor kitchen beside a grand fire pit under the stars-every moment here is exceptional. Impeccable in both design and craftsmanship, this rare offering is moments from world-renowned Milton Academy and top-tier universities. Perfectly positioned between downtown Boston and Providence. A buildable lot is also included in this amazing listing.

Listed by Stephen Kraunelis of Gibson Sotheby's International Realty

MLS Number 73375232

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 10,054

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 dining area with a glass wine room for 500 bottles. The kitchen dazzles with a Cambria island, Wolf cooktop, Sub-Zero fridge, and river views. The primary suite is a haven with custom, oversized closets, a Kohler steam shower, air jet tub, dual sinks, and a spanning deck with stunning views. Upstairs, find a kids' lounge with deck, an en-suite bedroom, and two bedrooms sharing a bath. The basement boasts a bar, golf simulator/theater, gym, full bath, and storage. Milton's parks, schools, and highways are steps away. Tour this luxurious retreat today!

Listed by Jonathan Keith and Tracy Kok of Keith Brokerage,LLC

MLS Number 73397591

• Residential
• Bedrooms 7
• Bathroom 10
• Square Feet 9,320

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 bathrooms, and 9 fireplaces. The main floor features a living room and dining room, both with fireplaces, a mahogany-paneled library, and an office. The incredible kitchen has 2 gas ranges, a grill, marble and a breakfast area. The second and third floors feature 7 bedrooms and 6 full bathrooms, including a 4-room, two-bathroom expansive primary suite. The lower level offers two workout rooms, a sitting room, and an office. Located 8 miles from Boston and Logan International Airport, Milton provides convenience in a country-like setting, home to Milton Academy and excellent public schools. Welcome home!

Listed by Kevin G. Keating of Keating Brokerage

MLS Number 73425345

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 10,524

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. Highlights include a grand foyer, vaulted ceilings, sitting room, a richly paneled library w/ a fireplace, home gym, rec rooms, & movie theater. The expansive kitchen w/ a suite of premium appliances opens to a large family room w/ a floor-to-ceiling stone fireplace. The luxurious primary offers a 5-piece bath, steam shower, & multiple walk-in closets. Set on 4+ acres is a stone terrace with an outdoor kitchen, fireplace, jacuzzi, & lush landscaped grounds. A heated 4-car garage, dual driveways, & circular motor court add ease. A legacy estate offering timeless elegance, privacy, & natural beauty.

Listed by Ricardo Rodriguez & Associates Group and Ricardo Rodriguez of Coldwell Banker Realty - Boston

MLS Number 73445614

• Residential
• Bedrooms 7
• Bathroom 7
• Square Feet 6,424
• High School Milton Hs

A vessel carries us onward but also holds what matters most. This home has done just that-cradling family, friends, art, and memories while life unfolds with ease and grace. Though its presence is undeniably stately, life here has always been carefree-children and now grandchildren racing trikes down the hall, the family's black lab in constant pursuit of tennis balls. Tall windows and high ceilings fill the home with light, highlighting significant crown moldings, medallions and arched detail. The renovated kitchen with La Cornue range and butler's pantry flows into a welcoming family room and the covered porch beyond. A serene owner's suite with marble bath, radiant heat, steam shower offers the comfort you'd expect. A flexible third-floor great room is home office or kids' hangout space. The heated pool, pergola, terraces, fenced yard and newly built Accessory Dwelling Unit complete this rare Milton Hill offering-a vessel ready for its next chapter and oh so close to Milton Academy!

Listed by Julianne Bridgeman of Ceres Real Estate

MLS Number 73399898

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 6,850

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 efficiency w/high-performance, triple-glazed European windows, this residence ensures year-round comfort & savings. A stunning two-story Family Room floods the space w/natural light & boast a double-sided fireplace for ambiance from Family Rm & Dining Rm. The exquisite spacious Primary Suite features a walk-in closet & elegant primary spa bath. Gourmet kitchen adorned w/high-end appliances & designer backsplash. Elegant finishes, & exceptional craftsmanship. 2026 delivery. Act early in the build process to take advantage of available customization options & create the home of your dreams.

Listed by Lori Seavey Realty Team, Lori Brugliera-Seavey and Caron Shores of Keller Williams Elite

MLS Number 73442542

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 4,700

Nestled at 375 Atherton, Milton, Massachusetts, this contemporary single-family residence is in one of the most desirable neighborhood's in Milton. The living room presents an inviting space, enhanced by a fireplace that promises warmth and ambiance during cooler months. High and vaulted ceilings contribute to the room's expansive feel, while crown molding adds a touch of classic elegance. In the kitchen, culinary dreams become reality with its double oven, kitchen bar, and large kitchen island, all complemented by stone countertops and shaker cabinets. The stovetop stands ready for crafting delicious meals. The primary bedroom provides a unique retreat, brightened by a skylight that invites natural light. The bathroom features a tiled walk in shower, offering a spa-like experience. The property includes four full bathrooms and four bedrooms, providing ample space for comfortable living. In addition, there is a separately entranced au pair suite with a bedroom and full bath.

Listed by Stephen Kraunelis of Gibson Sotheby's International Realty

MLS Number 73423979

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 7,085

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 home's classic character, while the large, sunlit kitchen with island serves as a natural gathering place. Additional spaces include a sunroom, a stunning home office with its own fireplace, and bonus rooms that create endless possibilities for work, play, or retreat. Outdoors, lush grounds surround a heated pool, hot tub, and stone patios-an inviting setting for entertaining or relaxing in privacy. Surrounded by newer homes on a coveted cul-de-sac, this rare estate blends elegance, flexibility, and a lifestyle that makes Milton living truly special...all within minutes to Milton Academy.

Listed by Beth Rooney of eXp Realty

MLS Number 73407650

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 13,366
• High School Milton

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 modern living. Situated along one of Milton's most picturesque and prestigious corridors, the property seamlessly blends historic character, period detail, and a deep connection to the natural landscape. Just steps away, more than 80 acres of protected conservation land provide access to scenic walking trails and year-round outdoor recreation. Whether one is drawn to its provenance, distinctive design, or tranquil setting, this extraordinary home presents a rare opportunity to live where history, nature, and timeless craftsmanship converge.

Listed by Ryan Clunan and Tracy Campion of Campion & Company Fine Homes Real Estate