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$800,000
2 Beds 2 Baths 73565892 MLS
Encompassing 1,574 square feet, this fully renovated Tudor in the heart of Milton Center is the rare property that lets you trade shared walls and shared parking for a front door, a yard, and a garage of your own, without taking on more house than you need — all just minutes from Boston. Step inside to a vaulted, beamed living room anchored by a fireplace — architectural character with hand-hewn beams and a curved wood balcony overlook found in few homes this size. French doors lead to an informal den, ready as-is for daily living or easily converted into a third bedroom. The kitchen is the true heart of the home, built for real cooking and entertaining. A professional six-burner gas range sits beneath a custom stainless hood, framed by a herringbone tile accent and flanked by glass-front display cabinets. Stainless double wall ovens and a panel-front refrigerator round out the appliance suite. Granite counters wrap the room and extend to a peninsula with seating — the natural gathering spot for morning coffee or watching dinner come together. A wall of windows over farmhouse-style pendant lighting floods the space with light and overlooks the private yard, while a walk-through pass to the dining room keeps the main level connected for entertaining. That formal dining room carries the home's character forward, with chair-rail wainscoting, a built-in corner china cabinet, and a candelabra chandelier setting the scene for dinner parties and holiday gatherings. Two bedrooms and one full, one half bath keep the footprint efficient and easy to maintain, including a primary retreat with bright windows and modern track lighting tucked under the eaves. Downstairs, a finished lower level holds a distinctive home office with built-in storage, ideal for remote work or overflow guests. Outside is where this home earns its keep for anyone leaving apartment or condo living behind: a fenced, private yard with patio and garden — entirely your own, no shared courtyard, no neighbors overhead. A one-car detached garage plus additional off-street parking means real storage and real convenience. All of it sits inside walkable Milton Center, close to shops, restaurants, and the commuter rail — the privacy and character of a single-family home, sized and priced for someone ready to make that move.

165 Thacher, Milton

Listing courtesy of Listing Agent: Edward Flanagan from Listing Office: eXp Realty LLC - Corporate Office.

$2,195,000
6 Beds 5 Baths 73565411 MLS
This is the Milton Hill home you have been waiting for! Character abounds and the gardens are stunning. The layout flexes with whatever stage of life walks through it. The first floor is anchored by fireplaces. There is a gas fireplace in each of the living spaces and a wood burning fireplace in the dining room, so the main level has four different places to gather and each one has a reason to sit down. Ceilings are high, windows are tall, and the original detail is still here. The kitchen is ready for its next chapter, and the footprint is the gift. There is genuine room to work with, enough for the island, the second sink, and the double ovens without borrowing an inch from anywhere else. Six bedrooms and four baths across three levels give every generation a floor of its own, whether that means a guest suite, a home office with a door that closes, a playroom, or all three. Wood floors run under the second floor carpeting. The primary has its own bath. The rest of the baths are all in working order and ready to take whatever finishes you have in mind. The systems have been handled. The home has been converted to gas, and mini splits run throughout, so every level stays comfortable through a July afternoon and a January night without a single window unit. Then there is the yard, and it is the moment. Water spills over a waterfall into the pool, the flower gardens frame it, and the stone tower of St. Michael's Church rises just beyond the property line. It reads like a courtyard in Europe and it sits on one of Milton's most recognizable streets. The equipment behind it is all new, with a new filter system, a new heater, and new pumps, so the season starts when you say it does and runs as long as you want it to. The gardens have been planted and tended for years, the kind of maturity you cannot buy new. They climb the stone terraces behind the pool with steps winding up through the beds. A deck off the back steps down to the terrace and the pool patio, and a walkout below sits a few steps from the water with a full fifth bathroom right there, so nobody tracks through the house in a wet suit. Pines and cedars close the property in on all sides. Outdoor living here is not a patio and a grill. It is a destination. Minutes to Milton Village, the Trolley to the Red Line, Milton Academy, Cunningham Park, the Blue Hills, and downtown Boston.

105 Randolph Ave, Milton

Listing courtesy of Listing Agent: Bridget Conroy from Listing Office: Coldwell Banker Realty - Milton.

$2,995,000
5 Beds 6 Baths 73560323 MLS
Welcome to your brand new construction home in the beautiful town of Milton. Thoughtfully designed with over 5,300 square feet of refined living space, this custom built residence offers 5 bedrooms, 4 full baths, 2 half baths & an attached 2 car garage w/ extra storage. Entering through the arched front doorway you are greeted by an extensive open layout w/ high ceilings, natural light, a spacious dining room, and an oversized chef's kitchen featuring: taj mahal quartz counters, Thermador panelized appliances, a custom built venetian plaster vent hood, Mouser custom cabinetry & a massive pantry w/ a custom built door for easy loading direct from the garage. The 1st floor continues w/ a large living room area including a venetian plaster electric fireplace, custom built-ins, an extra office space or 1st floor bedroom flex space. The second level features a stunning primary suite bedroom w/ a parquet ipe private deck & a spa-inspired en-suite bath w/ a large wet-room shower and tub. Three guest bedrooms all include walk in closets and hardwood flooring. A dedicated laundry room and two more full baths complete the 2nd floor. The finished lower level offers flexible space for a media room, playroom, home gym area, wellness center, and/or an extra bedroom w/ a full bath. The exterior includes a fully landscaped yard, composite privacy fence, a massive Ipe deck, and irrigation. A 1 year builder warranty is included as well. Come see this custom designed home built by one of the best custom home builders in the area!

33 Harbor View Park, Milton

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.

$3,295,000
5 Beds 5 Baths 73553103 MLS
Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with whirlpool tub, steam shower, and dual walk-in closets. The gourmet eat-in kitchen is a chef's dream, with a center island featuring a gas stove, dual sinks, and French doors flooded with natural light—flowing seamlessly into the formal dining room and sophisticated lounge complete with fireplace and wet bar, creating an entertainer's paradise. An additional living room with 11-foot tray ceiling, fireplace, and custom media cabinetry offers the perfect retreat. The home features a guest suite with separate entrance—ideal for an au pair, multi-generational living, or a private office sanctuary. Throughout, five walk-in closets, multiple linen closets, and a cedar closet provide unparalleled storage. The three-car garage and expansive rear patio with private well irrigation complete this exceptional property. Situated on nearly one acre and just 300 yards from Wollaston Golf Club, this residence offers both privacy and prestige.

16 Longmeadow Rd, Milton

Listing courtesy of Listing Agent: Emily Edwards from Listing Office: Gibson Sotheby's International Realty.

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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