Milton, MA Homes for Sale with Pool

Experience unparalleled scale in this reimagined nearly 5,000 sq. ft. Split-Colonial conversion. Fully renovated within the last 5 years, this estate sits on a rare 1-acre corner lot near Wollaston Country Club. The exterior shines with premium Hardie Board siding, a new roof, and high-efficiency windows. Inside, a chef’s kitchen features a 12-foot waterfall quartz island and professional

Kimberly Ruiz eXp Realty

Looking for a home with historical significance? A home with character, charm, and lots of space? 147 Canton Avenue has arrived. Guests are greeted by a large foyer, 10-foot ceilings, and a sense that lots of love has lived here. The first floor features a front-to-back living room with a fireplace, an office with built-ins, a large dining room, a kitchen with an adjoining family room, a laundry

Kevin Keating Keating Brokerage

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday

Matthew Freeman Coldwell Banker Realty - Milton

A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a

Kim Powers Coldwell Banker Realty - Milton

This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

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

Julianne Bridgeman Ceres Real Estate

This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address

Bridget Conroy Coldwell Banker Realty - Milton

Prime Milton value-add opportunity with rare upside & a potential additional bonus home in the rear. Attached single-family, townhouse-style property ready for a straightforward cosmetic renovation ideal for investors, contractors, and savvy buyers looking to create immediate equity. Strong bones and layout allow for efficient repositioning and multiple exit strategies: fix-and-flip, long-term

Markese Daise Stony Brook & Lennox Realty Advisors

Tucked into Milton’s sought-after Columbine neighborhood, this beautifully-built Colonial has the kind of character & warmth that’s hard to replicate. Thoughtfully designed & carefully maintained from the very beginning, it’s a home that feels both impressive & genuinely welcoming. The fireplaced living room feels elegant without trying too hard, French doors open to a family room lined with

Arianna Brown Compass

Nestled on a quiet, peaceful street in Milton, this charming colonial offers an opportunity to own a well-loved home with timeless appeal. Hardwood floors flow throughout, complemented by a functional first-floor layout featuring a cozy den, a living room with a classic fireplace, and a formal dining room ideal for gatherings. The kitchen offers solid space and great potential, ready for a

Harshini Joshi Keller Williams Realty Boston Northwest

Budget not going as far as you'd hoped in Milton? Being priced out in competitive bidding wars time and again? Take advantage of this terrific opportunity to enter the Milton single-family market at an exceptional value and be settled in time for the new school year. This 3 bedroom, 1.5 bathroom home offers superb space, natural light, and the chance to add personal updates over time. It features

Lauren Greeley Coldwell Banker Realty - Milton

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the

Kevin Keating Keating Brokerage

Welcome to 59 Amor Rd, a beautifully updated 4-bedroom, 3-full-bath single-family home set on a flat, buildable acre in a quiet Milton neighborhood. With exceptional curb appeal, a circular driveway, new fencing, irrigation, and a spacious backyard with deck and patio, this property offers move-in comfort and rare long-term potential. Fully renovated in 2017, the home features an updated

Kaileen Sanner Charlesgate Realty Group, llc

Milton — Rare Opportunity! This beautifully renovated (2016) duplex offers 10 rooms, 6 bedrooms, 4full baths & 2 half baths. The main level features a spacious kitchen with stainless steel appliances, granite countertops, and an open-concept living and dining area, along with convenient first-floor laundry. The second floor includes two bedrooms and two full baths, while the third-floor bedroom

Paul Rege Kelley & Rege Properties, Inc.

PARKING + WATER VIEWS | Step into this penthouse corner unit and you are truly living the best of what Dorchester has to offer. Conveniently located moments from the center of Adam's Village, start your days along the Neponset River Trail and then head over to PS Gourmet for a coffee before hitting Greenhills Bakery for a bite. Ideally positioned just off I-93, your commute just got a lot

Amanda Maselek Donnelly + Co.

Baker Square Condominium in vibrant Lower Mills, set along the Neponset River. This pet-friendly, original-owner corner unit offers 2 bedrooms, 1 bath, exposed brick, oversized windows, same-floor storage, in-unit laundry, and one deeded outdoor parking space. The home is well positioned for updates, providing a great opportunity for a buyer to bring their own vision and add value. City

Jeannette Genova Coldwell Banker Realty - Milton

Welcome to Historic Baker Square Condominium, located in vibrant Dorchester’s Lower Mills.This spacious, renovated unit has it all! Pet friendly, and perfectly situated with a deeded parking space as well as ample guest parking. Within the building are many amenities including a gym, indoor swimming pool, hot tub, sauna and club room. Across the charming cobblestone street is a beautiful outdoor

Patricia Logan Patricia M. Logan

Welcome to this classic Cape Cod-style residence, ideally situated in the heart of Hyde Park’s sought-after Fairmount neighborhood. Set on a beautifully landscaped lot, this three-bedroom, one-bath home offers a warm blend of charm and modern updates. Inside, an inviting floor plan showcases a sun-filled living room, a full kitchen seamlessly connected to the dining room, and three spacious

CJ Lee Redfin Corp.