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

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 main floor features a living room and dining room, both equipped 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 four-room, two-bathroom expansive primary suite. The lower level offers two workout rooms, a sitting room, and an office. Located 8 miles from downtown 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 73400372

• 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 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 73381645

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 7,290
• High School Milton

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 coral fireplaces anchor the elegant, open living areas, perfect for entertaining. Enjoy a chef's kitchen with Wolf appliances, a massive home gym or yoga studio, and a heated 3-car garage. Every detail reflects quality, from the new cedar shake roof to pristine systems throughout. Designed for indoor-outdoor living and maintained by one meticulous owner, this home offers luxury, comfort, and enduring value-all on one level, ideal for aging in place. 81 Countryside Lane isn't just a home; it's a lifestyle.

Listed by Kaileen Sanner of Charlesgate Realty Group,llc

MLS Number 73334561

• Residential
• Bedrooms 6
• Bathroom 5
• Square Feet 5,392
• High School Milton

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 roam. The detached carriage house/ garage is an added bonus for home office, gym or Au Pair suite potential. The carraige house lower level is a car enthusiast or gardeners dream! Rarely does a property of this grandeur and elegance come to market! For the discerning buyer!

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

MLS Number 73374837

• Residential
• Bedrooms 7
• Bathroom 5
• Square Feet 7,312

Once in a lifetime opportunity to own this home w/expert craftsmanship, discover the timeless elegance of the historic Dr. Amos Holbrook House. Built around1800, this distinguished Federal-style residence offers over 7,300 square feet of living space, featuring seven spacious bedrooms & four & a half bathrooms. Set on a generous 2.56-acre lot, the property boasts a blend of historical charm & modern comfort. Original architectural details have been meticulously preserved, reflecting the home's rich heritage, complete w/hand painted frescos, original inlaid hardwood floors, rare pentagonal bay window in the family room, 7 fireplaces & a very special barn + greenhouse w/possibilities. Nestled directly across from the scenic Governor Hutchinson's Field, residents can enjoy breathtaking views of the Neponset River marshes, the city of Boston skyline & Harbor. This private & exceptional estate offers a unique opportunity to own a piece of Massachusetts history.

Listed by Jackie O Real Estate Team and Sydney O'Keefe of Keller Williams Realty Boston-Metro | Back Bay

MLS Number 73392907

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 6,800

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 wainscoting. The main floor primary suite is a true retreat, with a large en-suite bathroom, steam shower, soaker tub and an enormous walk in closet. The solarium off the main living area leads to the property's magnificent backyard with an expansive stone terrace, grilling bar, stunning pool and sports court for extraordinary outdoor living. The finished basement is designed for exceptional entertaining and includes a kitchen, bath, bar and movie theater. The spacious upstairs landing hosts 5 bedrooms, including a primary suite. This is a rare find and must see!

Listed by Scott Farrell & Partners and Scott Farrell of Compass

MLS Number 73342706

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 4,644

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 almost 3 private acres. Continue your entertaining on the very generous deck or retreat to your extensive backyard patio with a built in gas fireplace. This home is just minutes from the world renowned Milton Academy, fine dining and less than 30 minutes to downtown Boston or Providence.

Listed by Stephen Kraunelis and Colin Boylan of Gibson Sotheby's International Realty

MLS Number 73368117

• Residential
• Bedrooms 3
• Bathroom 5
• Square Feet 3,592

Stunning and rarely available, one of only five free-standing Cushing designs at Wolcott Woods, the award-winning, premier 55+ community in suburban Boston. Perfectly sited on a private cul-de-sac, this home offers breathtaking views from the Grand Room centered around a fireplace, a massive kitchen island, and a spacious dining area. One of the community's most sought-after designs, this residence features two luxurious Owner's Suites (one on each level) and the added convenience of laundry rooms on both floors, providing flexible and comfortable living options. For moments of quiet, the first-floor den with tranquil views and an upstairs home office offer private retreats. The second floor also includes a guest bedroom, a spacious loft, and a full bath, making it ideal for hosting family and friends. The finished walk-out lower level with hardwood floors, built in cabinet, wine refrigerator and a half bath adds versatility with additional living space and exceptional storage.

Listed by Greta Gustafson of LandVest,Inc.

MLS Number 73368114

• Condo
• Bedrooms 3
• Bathroom 5
• Square Feet 3,592

Stunning and rarely available, one of only five free-standing Cushing designs at Wolcott Woods, the award-winning, premier 55+ community in suburban Boston. Perfectly sited on a private cul-de-sac, this home offers breathtaking views from the Grand Room centered around a fireplace, a massive kitchen island, and a spacious dining area. One of the community's most sought-after designs, this residence features two luxurious Owner's Suites (one on each level) and the added convenience of laundry rooms on both floors, providing flexible and comfortable living options. For moments of quiet, the first-floor den with tranquil views and an upstairs home office offer private retreats. The second floor also includes a guest bedroom, a spacious loft, and a full bath, making it ideal for hosting family and friends. The finished walk-out lower level with hardwood floors, built in cabinet, wine refrigerator and a half bath adds versatility with additional living space and exceptional storage.

Listed by Greta Gustafson of LandVest,Inc.