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6 Beds

10 Baths

73155682 MLS

Applecroft, located in the Blue Hills of Milton, Massachusetts, is a nationally recognized, 1890's shingle-style country estate situated on 8.5 pastoral acres. The property has been fully restored and upgraded with the assistance of renowned architect Patrick Ahearn and brought up to modern luxury standards. Stepping inside the grand entry, one is greeted by the elegant stair hall, which leads to a large family room, first floor office, library and sunroom. Further, one enters the dining room with its floor to ceiling windows and wainscoting and connects directly to the bright kitchen, breakfast and sitting area. The home offers 6 bedrooms, 8 full and 2 half baths, au pair suite, fitness room, sauna, catering kitchen and elevator. The new 2 bedroom guest house includes a 2-car garage and garden room. This is a rare opportunity to find such a significant property, surrounded by conservation land, located minutes from Boston, Logan Airport, Milton Centre and Milton Academy.

1452 Canton Ave, Milton

Listing courtesy of Listing Agent: Meredith Hall from Listing Office: Coldwell Banker Realty - Milton.


5 Beds

7 Baths

73229892 MLS

Perched high on a 1.82 acre lot, this property exudes grandeur.Its exterior is a blend of cedar shingles & stone accents with a sweeping driveway & gracious receiving court. This home was reimagined by renowned architectural firm Goody & Clancy, whose mid-century modern addition extends from the original 1940's classic colonial.The heart of the home is the state-of-the-art chef's kitchen. A scullery kitchen and catering kitchen further elevate the culinary experience.The expansive great room overlooks a sprawling travertine patio. Enjoy a morning coffee in the sunroom, conduct business in one of the dual home offices, or cozy up by the fire in the library. Every corner exudes comfort and sophistication.The primary suite offers a haven of luxury and privacy.A second primary has its own ensuite bath & dressing room.For recreation& entertainment, the property boasts an extraordinary amenity: a regulation size indoor pickle-ball court. 50 Brush Hill Lane is a testament to luxurious living.

50 Brush Hill Lane, Milton

Listing courtesy of Listing Agent: Foster/ Harrington Team from Listing Office: Coldwell Banker Realty - Milton.


5 Beds

7 Baths

73174347 MLS

Experience the warmth of home in this exquisite New England Contemporary residence, artfully crafted on a sprawling 43,998 sq ft lot. Boasting 10 rooms, 5 bedrooms, and 6.5 baths, this 5129 sq ft masterpiece spans 3 floors and includes a 3-car garage. Meticulously designed by William Lee Architect & Associates, it features an open floor plan, seamlessly blending the living room, dining room, and chef's kitchen adorned with a stunning Quartz island and Thermador appliances. The first floor also hosts a family room, a luxurious primary suite with a soaking tub, double sinks, and a walk-in closet that opens to a deck, along with a second bedroom and bath. The second floor reveals three more bedrooms, each with its own bath. The lower level offers endless possibilities as a media room, gym, or more, complete with a full bath and ample storage. Revel in the abundance of natural light, oversized windows, and custom millwork, all thoughtfully designed to create an ambiance of sophistication.

2 Fletcher Steele Way, Milton

Listing courtesy of Listing Agent: Paul Rege from Listing Office: Kelley & Rege Properties, Inc..


4 Beds

3 Baths

73250083 MLS

Welcome Home! This custom-built 2013 Contemporary Cape sits on a 38,577 sq ft lot minutes from Milton Academy. Featuring 10 rooms, 4 bedrooms, 2.5 baths, and 4008 sq ft, pride of ownership spans 3 floors with a 3-car garage. Designed by William Lee Architects & Associates, it offers oversized windows, natural light, and an open floor plan. Enter the foyer leading to the Living Room, Dining room, and Chef's Kitchen with a Quartz Island and Pantry opening to a Spacious New Deck overlooking a private fenced yard. This is a perfect home for entertaining family and friends. The second floor has 4 bedrooms, including a private primary suite with a walk-in closet and bath with dual sinks and shower. The lower level boasts a media/exercise room, playroom, and ample storage. Wonderful Location close to Wollaston Golf Club, Cunningham Park, East Milton Sq and all Major Routes. Private Showings by Appointment.

147 Gun Hill St, Milton

Listing courtesy of Listing Agent: Paul Rege from Listing Office: Kelley & Rege Properties, Inc..


5 Beds

6 Baths

73223023 MLS

Excellent Opportunity for this Striking Colonial that's BIG and BOLD! With a welcoming foyer, soaring ceilings and hardwood floors, #34 Brush Hill Lane is dripping with charm and details not typically found. Custom millwork, custom built-ins and open spaces add a fantastic touch! With a State of the Art gourmet eat in kitchen and intimate niches will be sold! There is space for all with comfortable living spaces and numerous suites spread across the second level. Bonus features include RARELY FOUND au pair, work from home, or IN LAW versatility ! All set on acre lot with lush garden views from every window. The sun splashed rooms, decorator flair and the allure of living on one of Miltons best kept secret, private lanes, make this one of Milton's finest homes! Come see for yourself!

34 Brush Hill Ln, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.


5 Beds

4 Baths

73262109 MLS

Welcome to this stunning home with high-end finishes, located in the heart of the coveted Milton Hill, an exquisite neighborhood just a short commute from Boston. As you enter, you are greeted by the grandeur of the spacious living rm and family rm, both w/fireplaces. The gourmet eat-in kitchen, a chef's dream, boasts top-of-the-line appliances, custom cherry cabinetry & granite countertops. Beautiful hardwood floors, intricate crown molding, and elegant details. The primary suite is a luxurious retreat w/fireplace, walk-in closet, dressing area, and spa-like bath w/steam shower. Entertain and enjoy al-fresco dining on your spacious deck overlooking the expansive, level, fenced yard with lush landscaping and park-like grounds. This home is conveniently located near Milton Academy, Hutchinson Field, Turners Pond, the Red Line to Boston & Milton Village. Enjoy the best of both worlds-a serene suburban lifestyle with easy access to the vibrant city of Boston.

87 Randolph Avenue, Milton

Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.


8 Beds

5 Baths

73206403 MLS

Sprawling estate on almost 2 acres tucked down a tree-lined drive off Milton’s prestigious Brush Hill Rd. This 6,919 square foot home exudes opulence and old-world charm with its arched stairways, coved ceilings, paneled walls, radius windows, and multitude of fireplaces. The grand open layout was designed to entertain on the main level, while abundant bedrooms, baths and closets provide endless options on the upper levels. Private, mature landscaping out back offers an outdoor sanctuary with infinite possibilities. An additional 2,181 square foot carriage house with a new roof flaunts an extra 2-beds and a bath. Properties like this don’t present themselves often, so seize this opportunity to create your ultimate dream home while you can!

1073 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.


4 Beds

3 Baths

73251443 MLS

Exquisite 4-bed, 2.5-bath center entrance colonial in one of Milton’s premier neighborhoods. Step into the grand foyer and you’re greeted with soaring ceilings, intricate mouldings and gleaming hardwood floors. The kitchen features beautiful cabinetry, granite counters, tile backsplash, built-in paneled refrigerator, and an accent island. The main floor additionally showcases a family room with elaborate built-ins, wood burning fireplace, and passage to an expansive screened in porch, a dining room with elegant wainscoting and crown moulding, a formal living room, laundry room and access to the spacious 2-car garage. Upstairs you’ll find 3 large bedrooms plus a lavish primary suite flaunting double walk-in closets and en suite bath complete with soaking tub. The lower level is finished as a recreation/media room ripe for entertaining. Step out to the large patio and enjoy the lush private backyard which is just shy of an acre. Come see this special home that checks every box and more!

8 Loew Cir, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.


4 Beds

4 Baths

73235481 MLS

Magnificently situated on a knoll and surrounded by mature trees and plantings, this delightful home offers the rare qualities of convenience and privacy. Located on a dead-end street, close to shopping and other amenities, yet only 5 miles from downtown Boston, this property will empower you. The remodeled kitchen has custom cabinetry, granite countertops, and stainless-steel appliances. The expansive family room/piano room is beautifully proportioned and provides access to the wrap-around patio area. The second level has three bedrooms, a guest bathroom, plus a primary en-suite. The lower level has the potential for an in-law with an entertainment area, a full bathroom, a playroom with a fireplace, a workout area, and an office or fifth bedroom. The impressive elevated inground pool, with a cabana with a half bathroom and an acre of lush, manicured grounds, is encircled by nature's beauty. A well waters the pool and grounds. Location, privacy, and inspiring! A one-of-a-kind property!

154 Cabot Street, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.


3 Beds

4 Baths

73247464 MLS

Nestled at the end of a tranquil cul-de-sac, 97 Brierbrook St combines privacy, comfort, and a prime location, making it a truly rare find. Featuring three spacious bedrooms, each with an ensuite bath, plus an additional half bath, this 3180 sqft ranch-style home is perfect for single-level living. The open floor plan, illuminated by oversized windows, provides a bright, airy atmosphere. The kitchen connects to the living and dining areas, ideal for entertaining. This home has been lovingly maintained and upgraded with sub-zero and Viking appliances. Enjoy year-round comfort with propane heating and central air. Step outside to an entertainment-sized deck with a hot tub, overlooking the private backyard oasis. An oversized two-car garage provides plenty of storage and workspace. High-quality finishes throughout reflect the craftsmanship of a custom-built builder’s home.

97 Brierbrook St, Milton

Listing courtesy of Listing Agent: Foster/ Harrington Team from Listing Office: Coldwell Banker Realty - Milton.


3 Beds

3 Baths

73263020 MLS

Located on a residential stretch in the coveted suburb of Milton, this thoughtfully reimagined farmhouse offers luxe amenities & rustic charm throughout! Enter the welcoming front porch to cozy living & dining spaces outfitted by beamed ceilings & paneled walls. The open concept flows seamlessly into a bright & airy kitchen… an entertainer’s delight anchored by a large center island, Thermador appliances, & a coffee & wine bar! An intimate family room w/ illuminated built-ins along w/ a stylish mudroom & 1/2 bath completes the 1st floor. The serene primary features double closets & a resort-like en-suite w/ dual sinks & a rainfall shower. 2 additional bedrooms & a common bath w/ laundry rounds out the 2nd floor. Elevating this striking property is a detached 2-car garage, a paver patio, & a large, level lawn w/ Hydroseed! All within mins. to Milton's top-ranked schools, nature trails, parks & recreation, highways, shopping, & more... Inquire for a full list of upgrades & inclusions!

937 Blue Hill Ave., Milton

Listing courtesy of Listing Agent: Gorfinkle Group from Listing Office: eXp Realty.


4 Beds

2 Baths

73262483 MLS

Welcome to 147 Sassamon Ave., Milton! This beautifully updated home offers a perfect blend of modern convenience and classic charm. Since the sellers purchased the property, it has seen numerous updates, ensuring a move-in-ready experience for the next lucky owner.One of the standout features of this home is the private backyard oasis, complete with an inground pool featuring a brand new liner. It's the ideal setting for summer entertainment and relaxation, providing a serene retreat right at your doorstep.Don't miss the opportunity to own this exceptional property, where every detail has been thoughtfully considered. Come and experience the perfect blend of comfort, style, and outdoor enjoyment at 147 Sassamon Ave.

147 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Matthew Langlois from Listing Office: Keller Williams Realty Signature Properties.


4 Beds

3 Baths

73257714 MLS

Magnificent in Milton! Stunning 4 bed, 2.5 bath colonial located on a picturesque side street in the Academy neighborhood boasting block parties and holiday parades. Offering a fantastic blend of original detailing & modern updates; this open floorplan truly checks all the boxes. On the 1st floor you'll see period details like antique lighting & corner DR built-ins, french doors that lead into a spacious LR offering beautiful windows flanking the wood burning fp. An enviable home office overlooks a fully fenced in backyard with a charming brick paver patio, mature landscaping & storage shed. The expertly laid out kitchen comes complete with a SS fridge, tile backsplash & breakfast bar. On the 2nd floor you’ll find 3 bedrooms including the primary w/ an ensuite bath. The finished 3rd floor offers a 4th bed & flex space perfect for another office, playroom/rec area. All of this plus newer roof ('21), furnace ('14),1 car garage and close to schools, playgrounds & turner pond and more!

33 Thompson Ln, Milton

Listing courtesy of Listing Agent: Wilson Group from Listing Office: Keller Williams Realty.


4 Beds

4 Baths

73244521 MLS

This beautiful house has been meticulously maintained by the same family over 20 years. Located in the great neighborhood as a contemporary suburban community, City plan includes further improvements to Milton Village & East Milton Square, which is close by. Walking distance to all schools like elementary, middle and Milton Academy. The historical Turner's Pond just a few blocks away from the house. Easy access to Downtown-Boston & everywhere by I-93 or I-95. The entire house featuring hardwood flooring, newer roof and finished basement for more ertertainment area. Open kitchen with tile floor and connected to the good-size dining room. Laundry room in the 1st floor, also has hook up in the basement. Ample parkings, great leveled rear yard with a huge deck can walk into the living room. Additional legal finished living area at the side room by the kitchen, 3 good size bedrooms on the 2nd floor, the spacious attic is not included in the living area, good for storage or home office.

21 Allerton Rd, Milton

Listing courtesy of Listing Agent: Michael Kwan from Listing Office: Denkar Realty Group.


4 Beds

3 Baths

73265495 MLS

Built in 2014, 390 Brook offers the modern amenities expected in a new build right in the heart of historic Milton. Light and airy, very open floor plan with high ceilings. Stylish kitchen, dining area, family room with gas fireplace and half bath. Slider to back deck, newly fenced in yard and patio offer a retreat to unwind. Upstairs there are 4 large bedrooms & 2 full baths, including a primary suite with walk-in closet/ double vanity ensuite - a rarity in Milton! Recently finished basement provides additional family room, office or gym, plus bonus walk-up attic for storage or more square footage. Custom details throughout including plantation shutters for privacy, 8-foot ceilings, and extended 1-car garage. Columbine Cliffs neighborhood area, walking distance to Milton Village, Milton Public Library, Kelly Field, Turner’s Pond, Pierce Middle School and Glover Elementary. Conveniently located close to public transit. All the benefits of a suburban home with easy city access.

390 Brook Rd, Milton

Listing courtesy of Listing Agent: Katie Thurston from Listing Office: Thurston Residential R.E..


4 Beds

2 Baths

73255405 MLS

Situated in a prime location, this home is close to top-rated schools, local amenities, parks, and shopping, making it an ideal choice for families looking to settle in a vibrant community. Located in a desirable and friendly neighborhood, this home features a spacious 0.16-acre lot, providing plenty of room for outdoor activities and relaxation. 7 well-appointed rooms, including 4 cozy bedrooms and 1.5 updated baths. The main level boasts a welcoming living room, a dining area ideal for family gatherings, and a modernized kitchen with updated appliances and finishes. The second level houses the bedrooms, providing ample space and privacy for the entire family. This home retains its original character while incorporating modern updates for comfortable living. The full unfinished basement offers excellent storage space and potential for future customization. Additionally, the property includes a garage, ensuring convenient parking and extra storage.

189 Robbins St, Milton

Listing courtesy of Listing Agent: Zhichao Chen from Listing Office: Space Realty.


3 Beds

1 Baths

73266427 MLS

An affordable home in Milton? On a great street? With a big yard? Eureka! This center entrance Colonial is ideally situated in a neighborhood behind Town Hall and within walking distance of Pierce Middle School, Library, and Milton Academy. The home has been lovingly maintained for over 55 years! The first floor has a formal dining room, a front-to-back living room with a fireplace, an eat-in kitchen, and a beautiful three-season sunroom. The second floor has three bedrooms and a full bathroom. There is a walk-up attic. Hardwood flooring is found in almost every room. There is a family room in the basement (not heated). There is a one-car garage and a large-level backyard. The roof was installed in 2022, the gas heating system has been updated, and a 100-amp electric panel with circuit breakers services the home. The exterior has vinyl siding, and there are replacement windows. Do not miss this opportunity to live in a beautiful neighborhood in a vibrant town. This one will be popular.

45 Magnolia Road, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.


4 Beds

2 Baths

73246144 MLS

A stunning four-bedroom house situated on a corner lot, featuring a one-car garage and a driveway with space for an additional three cars. The updated kitchen boasts quartz countertops, stainless steel appliances, & hardwood floors.The living & dining area is bathed in natural light, and the fireplace in the living room provides a perfect spot for family gatherings.Upstairs the four bedrooms are generously sized and share a well-appointed bathroom with modern fixtures.The unfinished basement offers high ceiling with room for potential additional living space, ideal for a home office, gym, or entertainment room. Outside, the backyard is a private oasis perfect for summer barbecues, a garden area and space for children and pets to play.This house is situated in a beautiful Milton neighborhood, surrounded by top-notch schools, scenic parks such as the Blue Hills, close to Boston, all major Highway, and with convenient amenities nearby. It's an ideal setting to make cherished memories

34 Blue Hill Terrace St, Milton

Listing courtesy of Listing Agent: Janil Stephens from Listing Office: Coldwell Banker Realty - Canton.


4 Beds

2 Baths

73246770 MLS

Welcome to 9 Catherine Rd in Desirable Milton, MA. Convenient location, 2 miles (6 min ride) to Milton MBTA Train & Bus Stop. Classic, C. 1938 American Four Square home with 8 rooms, 4 bedrooms, 1 1/2 bathrooms, natural woodwork, hard wood floors, 18x19 living rm with fireplace & rectangular bay, 12x15 family rm w/ separate gas mini split heat w/ 1/2 bthrm & Good Morning Staircase. Great kitchen w/ upgraded cabinets w/ crown moldings, granite counters, breakfast Island & stainless appliances. 1 car garage, 2 driveways, large basement would be perfect for a gym, workshop or wonderful space for the hobbyist. Empty and on lock box and can easily be seen/shown before & after the open house on Saturday (6/8) 1-2:30PM . Offers are due Tuesday (6/11/24) by 5 PM. Seller reply by 12 PM on Weds (6/12/24). Seller will not accept an offer before the deadline. See firm remarks for language and closing date that must be included in all offers. A sensational opportunity that you won't want to miss.

9 Catherine Rd, Milton

Listing courtesy of Listing Agent: Gary Blattberg from Listing Office: RE/MAX Beacon.


3 Beds

3 Baths

73257798 MLS

Two homes for the price of 1! Discover the allure of this remarkable 2.5-acre waterfront estate with additional cottage on Spaulding Pond, where sweeping water views greet you through expansive windows in both houses. The main house features 3 bedrooms and year-round comfort with a cozy zero-clearance fireplace. A partially finished walk-out basement allows for future expansion. The second property offers 2 bedrooms in a charming, updated year-round cottage, perfect for a serene guest retreat or additional rental income. Enjoy every season with activities like ice skating, ice fishing, swimming, and boating against a backdrop of beautiful landscapes, campfires, mornings on the porch. Experience your own private beach, where serene mornings and captivating sunsets await just steps from your door. This sanctuary of limitless possibilities and natural beauty awaits – schedule your visit today to experience this waterfront oasis!

24 White Mountain Highway, Milton

Listing courtesy of Listing Agent: Christian Doherty from Listing Office: Doherty Properties.

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