5-Bedroom Houses for Sale in Milton, MA

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

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

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

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

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

Nestled in the beautiful town of Milton, Massachusetts, 108 Indian Spring Rd presents a single-family residence that exudes timeless appeal, ready to welcome its next chapter. The generous living area, encompassing 3597 sq. ft. offers a canvas for both grand entertaining and intimate gatherings; here, the rhythm of daily life finds its perfect harmony. The residence includes five bedrooms, each

Francine Jeffers Kelley & Rege Properties, Inc.

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

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

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

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

Take advantage of the reduced price of this spacious, historic home. Set on an 11,286 sq. ft. lot and containing 4,008 sq. ft. of living space it includes 5 bedrooms and 3.5 baths. The open 1st floor has 2 living areas, a dining area, a sitting room, an office, an original fireplace & a kitchen with custom cabinetry. There is also a private office and the sliding doors provide access to the

Thomas O'Neill The Firm

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

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

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

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

Nestled in one of Quincy’s most sought-after neighborhoods, this meticulously updated 5-bedroom, conventional-style home delivers comfort, convenience, and updates throughout. With quick access to both the highway and the T station, this location ensures a seamless commute in any direction. Inside, you’ll be impressed by the spacious open floor plan. The dining area seamlessly connects to the

Justin Dolan William Raveis R.E. & Home Services

Welcome to 30 Massasoit St, a beautifully renovated Colonial in the heart of Hyde Park. This home has been thoughtfully updated from top to bottom, featuring a brand-new roof, all new windows, updated electrical, and a new heating system—giving you peace of mind for years to come. Step inside to find a fully refinished interior that blends modern updates with timeless character and charm. The

Kade Phillips RE/MAX Legacy