Cary Hill Real Estate, Homes, Condos for Sale in Milton, MA

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73593760 MLS ⋅ 1,209 SqFt.

Welcome to 70 Brush Hill Road, a fully renovated home in one of Greater Boston’s most sought-after suburbs. The main living area features a coffered ceiling with dentil crown molding, recessed lighting, built-in speakers and polished, large-format marble-look tile throughout the living room and kitchen area. Floating custom cabinetry with brushed-gold hardware frames a stone feature wall, complemented by brass sconces, arched openings and built-in shelving beneath the staircase.The first-floor primary suite offers single-level living and flexibility for intergenerational households, with refinished hardwood floors, a beamed tray ceiling, custom built-ins and a private bath. Upstairs, cathedral ceilings with exposed wood beams, dentil crown molding and refinished hardwood continue the craftsmanship. The bath features a walk-in shower with floor-to-ceiling tile, rain showerhead, handheld wand, built-in bench, niche and river-stone floor.A dream for dog lovers: a stone-clad pet wash station with handheld sprayer in the lower level, a custom pet closet for leashes and supplies, and a yard with plenty of room to run.The backyard is built for entertaining, with a stone outdoor kitchen and stainless grill, a sunken fire pit with built-in stone seating, granite steps, paver walkways and tons of open space.The lower level is a blank canvas awaiting the buyer’s finishes. It already includes a laundry area with front-load washer and dryer, a powder room with wall-hung toilet and trough sink, and a bonus room with built-in bench seating, sconces and recessed lighting. Finish it as a media room, gym, office or guest space.Milton not only offers highly regarded schools, but quick access to Boston and nearby trails and outdoor recreation. Come see it today!

70 Brush Hill Rd Unit 70, Milton

$839,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73593447 MLS ⋅ 1,454 SqFt.

Move-in ready and beautifully updated! This charming 3-bedroom, 1.5-bath Colonial was completely remodeled in 2019 and has been thoughtfully maintained with additional improvements throughout. Recent updates include a new roof (2023), added kitchen pantry storage, a new back door, and an updated garage door system (2024). The bright and sunny main level features a beautiful three-season sunroom, an updated kitchen with quartz countertops, custom cabinetry, a breakfast bar, and additional pantry storage. The living room and dining room are filled with natural light, while a convenient half bath and mudroom with built-in storage and seating complete the first floor. Upstairs, you'll find three bedrooms, including one with a custom California Closet, and a full bathroom. The home offers an impressive amount of storage throughout. Outside, enjoy a spacious, fully fenced in backyard with a lovely patio, perfect for entertaining or relaxing on summer evenings. Nestled in a desirable neighborhood bordering the Blue Hills Reservation and Wollaston Country Club, outdoor enthusiasts will love having direct access to the Blue Hills hiking and walking trails right from the neighborhood at the end of the street. All of this while being conveniently located near major highways, shopping, restaurants, and everyday amenities. Nothing to do but move in and enjoy!

10 Nahanton Ave, Milton

$2,890,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73593368 MLS ⋅ 6,768 SqFt.

A life without compromise awaits at 44 Ridgewood Rd in Milton, where exceptional new construction pairs architectural presence with thoughtful everyday ease. A grand kitchen, butler’s pantry, and dedicated dining room set the stage for memorable entertaining, while the dramatic living room impresses with soaring ceilings, expansive windows, and a commanding fireplace. A first-floor office/bedroom with ensuite bath adapts to changing needs. A mudroom off the two-car garage and designer powder room complete the main level. The luxurious primary suite offers two separate closets and an expansive, spa-inspired bath; every secondary bedroom features its own ensuite. With 9-foot ceilings, the finished lower level offers generous entertainment spaces, a wet bar, gym, sauna, full bath, and flexible office/guest space. An expansive deck overlooks the private backyard. From milestone celebrations to quiet mornings, this distinctive Milton home makes room for every part of life.

44 Ridgewood Rd, Milton

$1,379,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591215 MLS ⋅ 2,552 SqFt.

Welcome to 4 Hawthorn Road, a distinguished Colonial nestled in Milton's sought-after Columbine neighborhood, where timeless New England charm meets exceptional modern living. Offering approximately 2,552 square feet of above-grade living space across three beautifully appointed levels, this four-bedroom, 2.5-bath home has been extensively improved with comfort, quality, and versatility in mind. The inviting main level showcases hardwood floors, a sun-filled living room with an electric fireplace, an elegant formal dining room, and a charming sunroom. The updated kitchen features granite countertops, a center island, upgraded cabinetry, stainless steel appliances, and generous storage, creating a welcoming space for everyday living and entertaining. The crown jewel of the home is the remarkable third-floor primary ensuite, completed in 2024. Designed as a private retreat, this expansive space features a comfortable sitting area, a sleek electric fireplace, a beautifully appointed bathroom with double vanity and tiled shower, convenient in-suite laundry, and enhanced insulation and soundproofing. Three additional bedrooms and a versatile study offer flexibility for family, guests, or a home office. Thoughtful improvements include upgraded electrical and plumbing, 200-amp electrical service, heat pumps and mini-splits, enhanced insulation, and a 14kW natural gas standby generator. Outside, a detached garage, fenced yard, patio, welcoming porch, and deck with newly installed mahogany deck boards provide inviting spaces to relax and entertain. Rich in architectural character and enhanced by substantial modern upgrades, 4 Hawthorn Road offers an exceptional opportunity to enjoy the charm of a classic Colonial with the comfort and convenience of today's lifestyle in one of Milton's most desirable neighborhoods.

4 Hawthorn Rd, Milton

$799,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73591196 MLS ⋅ 1,576 SqFt.

Opportunity Awaits!! Located in a desirable Milton neighborhood, this well-maintained Colonial offers plenty of potential for its new owners. A charming 3 Bedroom, 1 Bathroom home featuring hardwood floors throughout, high ceilings, a formal dining room with a built-in hutch cabinet, a relaxing den and a sunny living room with a beautiful brick fireplace, a one car garage under & a sun-filled 3 season porch overlooking a beautiful yard. Other attributes include a newer roof, newer driveway, newer water line, vinyl siding, a natural gas steam furnace & main bedroom with walk-in closets. A spacious walk-up attic creates the opportunity to finish it as a home office or bonus room. Also, a large walk-out ground level basement that can be finished for additional living area. This location is absolutely perfect. Walk to East Milton Square Shoppes, Markets & Restaurants. Near Cunningham Park which provides a playground, baseball fields, tennis & basketball courts, trails & a community pool. Close to Collicott Elementary School. Easy highway access & public transportation to Boston and the Cape.

6 Rowe St, Milton

$979,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73591193 MLS ⋅ 1,768 SqFt.

Single-family treasure in Milton’s highly coveted Columbine neighborhood! Set on a quiet street, this charming 1922 Colonial seamlessly pairs timeless period character with everyday functionality. A light-filled front porch welcomes you into an oversized foyer and a living room featuring original beamed, coffered ceilings and classic architectural details. The main level offers comfortable living spaces, a bright formal dining room ideal for hosting, an eat-in kitchen, and a convenient half bath. Upstairs, four generous bedrooms and a full bath provide ample room for family and guests. Tremendous expansion potential awaits in the full basement and walk-up attic—ready for a future home office, playroom, media room, or guest suite. Outside, enjoy a private yard perfect for play, gardening, and relaxing. Unbeatable location steps from Kelly Field, Shields Park, Turner’s Pond, Glover School, Milton Academy, and Milton Village, plus quick Boston access via the nearby Trolley Line.

48 Hawthorn Rd, Milton

$999,000

3 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73590912 MLS ⋅ 2,696 SqFt.

Your future home at The Mansions at Brush Hill brings together the character of a mansion conversion and the comfort of modern living. An expansive dining room, rich with millwork and architectural detail, sets the stage for memorable meals. The dramatic library/living room invites lingering conversation beneath soaring ceilings, framed by striking wood paneling and a handsome fireplace, with a separate wet bar room just beyond. A completely reimagined kitchen features new cabinetry, countertops and appliances, while new windows, updated lighting, fresh paint and thoughtfully restored or newly installed flooring carry the renovation throughout. Three generously sized bedrooms, two with adjoining sunrooms, offer inviting spaces to retreat. Two full bathrooms and a half bath have been fully renovated, highlighted by a primary bath with a spacious tiled walk-in shower and double vanity. Outside, mature trees and lush landscaping frame the shared yard and park-like estate grounds, with a recently updated sports court among the community amenities. A detached two-car garage completes a home where architectural character and everyday comfort feel naturally at ease.

333 Brush Hill Rd Unit A2, Milton

$630,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73590212 MLS ⋅ 1,660 SqFt.

GUT RENOVATED IN 2025, this two-level condo in desirable Milton FEELS LIKE NEW CONSTRUCTION. Gleaming QUARTZ COUNTERTOPS and STAINLESS STEEL APPLIANCES anchor an OPEN CONCEPT KITCHEN that flows into a sunny dining and living area. HARDWOOD FLOORS run throughout the first level, where you’ll find two bedrooms and two full baths. The FINISHED LOWER LEVEL adds flexible space for a home office, media room, or play area, plus a bonus room perfect for a home gym with extra storage and IN-UNIT LAUNDRY. Furnace, central AC, windows, water heater, all from 2025. Outside, enjoy your PRIVATE DECK and a shared patio. TWO EXCLUSIVE SIDE-BY-SIDE PARKING SPOTS. Best of all, there’s NO CONDO FEE! PETS WELCOME, with shops, parks, and highway access all close by. MOVE-IN READY!

172-174 Blue Hill Ave Unit 174, Milton

$3,249,000

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73589772 MLS ⋅ 6,074 SqFt.

Grand 7.5 acre Estate in ideal Milton location. 341 Highland Street is tucked away at the end of a long, private approach and opens up to impressive grounds and a stately brick Colonial with circular driveway. The secluded 7.5 acres has a flowing combination of lawn, gardens & woodlands, including walking trails. The 6-Bedroom, 3.5-bath home starts with a grand entry foyer with ornate woodwork & a layout made for entertaining. A stunning combination of French- & pocket-doors for separation link the formal living and dining space with the Chef's kitchen that has radiant heated floors, countertop range, wall oven & banquet-style table made for gathering with family & friends. Storage is a standout, w/built-ins in nearly every room & flexible rooms on both first & second floors that work as an office or bedroom. Window bench seats in living room & primary suite are the spots to curl up with coffee & a book. Primary bedroom has en-suite bath & huge walk in changing room with plenty of windows. Heated sunroom brings in light year-round, two staircases add flexibility & a whimsical dollhouse room on the third floor is a bonus. Updates include 212 new Andersen Permashield windows, 200-amp electrical, a newer furnace & many more modernizations. Generous laundry room. Outside, a stone patio, play area, hot tub & fire pit invite fun for every season. A majestic dogwood anchors the gardens & trails that wind through the property creating the feel of a private mini Blue Hills trek. Over 1500 SF of unfinished basement offers room to finish. Concept plans for an in ground pool have been drawn up by a landscape design firm. Developers - there is potential to divide land into separate lots - subject to zoning and town approvals. Buyers to conduct their own due diligence.

341 Highland St, Milton

$1,000,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589650 MLS ⋅ 1,423 SqFt.

Rarely available unit at The Residences at Brook Hill. This newer, penthouse unit with elevator building and garage parking features everything to call home. Upon entry you are graced w/ a view of the natural beauty that surrounds this best location in Milton with foliage views & the relaxing sound of the babbling Pine Tree Brook below as it meanders to the nearby Neponset River. This gorgeous home features an open floor plan, granite kitchen w/huge island & pantry, gas cooking, dining area overlooking the living room w/gas fireplace & direct access to a very large, serene, private covered deck. Primary bedroom w/custom closets, en-suite w/soaking tub & walk in shower. Second bedroom is also large. Second Full Bath. In unit laundry; hardwood flooring and plenty of storage. Best location in the heart of this village w/excellent dining, cafes, gyms, salons & shopping just outside. Incredible nature trail and direct access to the MBTA trolley. Private showings only beginning on Wed 10/14.

36 Central Ave Unit 16, Milton

$739,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589512 MLS ⋅ 1,392 SqFt.

This is more than just a residence, this distinguished single-family colonial invites you into a warm, tight-knit community where neighbors look out for one another year-round. Perfectly blending classic charm with everyday functionality, this home is freshly painted ready for its next chapter. The main level features an inviting layout centered around a spacious living room, formal dining room, and an updated kitchen complete with granite countertops, a center island, and a striking designer backsplash. Upstairs, you will find 4-bedrooms and a full bathroom. A standout feature of this property is its exceptional versatility and privacy, highlighted by three-way side-to-side access and the rare convenience of stepping directly into the basement right off the driveway. The finished lower level offers a wonderful private retreat without ever having to leave home. Additional highlights include a fully fenced backyard, an attached garage, and an unbeatable location just moments from the playground, commuter train station, and top-rated schools.

45 Decker St, Milton

$625,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589069 MLS ⋅ 2,097 SqFt.

You'll love this spacious Milton condo with 2,000+ square feet across two levels and a garage plus three additional parking spots. The main level is full of original character. Coffered ceilings, bay windows, and gleaming hardwood floors set the tone in the living room, which flows into a sunny dining area. The kitchen is the heart of it all, with a large center island, granite counters, a gas range, stainless appliances, and recessed lighting. A main-level bedroom with a walk-in closet sits near a full bath. There's also a den that opens to a private front balcony overlooking the trees, plus a home office and a bright laundry room with walls of windows and a back deck. Head upstairs and the space really opens up. The primary suite is over 300 square feet with vaulted ceilings, recessed lights, a mini-split, and two walk-in closets. The primary bath has a double vanity, a soaking tub, and a separate shower. A second bedroom rounds out the upper level. Three bedrooms, two full baths, an office, and a den give you room to work from home, host guests, or just spread out. All this in a classic shingle-style home on historic Brush Hill Road, with easy access to the Blue Hills, Legacy Place, Route 138, I-93 and I-95 and the T. Come see it in person, You'll be glad you did...

162 Brush Hill Rd Unit 2, Milton

$799,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73588959 MLS ⋅ 1,190 SqFt.

Sophisticated Living, Effortless Lifestyle! Welcome to Hendries at Central Station, where modern luxury meets carefree condominium living in the heart of Milton's historic Lower Mills neighborhood. Built in 2021, this beautifully appointed 2-bedroom, 2-bath residence offers 1,190 square feet of thoughtfully designed, single-level living in an intimate 38-residence elevator building. The sun-filled, open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday comfort and effortless entertaining. Enjoy quartz countertops, premium Bosch stainless steel appliances, and beautiful Pella windows throughout. The spacious primary suite features a walk-in closet and private bath, while the second bedroom offers wonderful flexibility for guests or a home office. Two private decks extend your living space outdoors, perfect for morning coffee or evening relaxation. Additional highlights include in-unit laundry, central air, gas heat, and the rare convenience of TWO garage parking spaces. Just moments from neighborhood cafés, restaurants, the Neponset River Greenway, and the Central Avenue trolley, this exceptional residence offers the ultimate lock-and-leave lifestyle. All the comforts you love, without the upkeep you don't.

131 Eliot St Unit 204, Milton

$1,150,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73588638 MLS ⋅ 2,014 SqFt.

Welcome to this centrally located, beautifully renovated Colonial, ideally situated within a short walking distance of the Milton Public Library and Milton Academy.The first floor features a bright, open-concept layout with a spacious kitchen boasting an oversized center island, a dining area with a sliding door leading to the exterior composite deck, a convenient half bathroom, and a welcoming living room with a charming brick fireplace.The second floor offers three comfortable bedrooms and two full bathrooms, including a private en-suite bathroom in the primary bedroom.The finished walk-out basement provides versatile additional living space, with one area ideal for a home gym or game room and another perfect for entertaining, relaxing, or family activities.Outside, enjoy the large composite deck overlooking the beautiful yard—an ideal setting for outdoor dining, gatherings, or simply relaxing.This beautifully renovated home offers a wonderful combination of location, modern updates, versatile living space, and outdoor enjoyment. This is a must-see!

32 Centre St, Milton

$769,000

3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73588158 MLS ⋅ 1,395 SqFt.

Welcome to Milton! Opportunities like this don’t come around often. Lovingly maintained and thoughtfully updated, this beautiful 3-bedroom, 1.5-bath home is truly move-in ready and offers the perfect blend of original character, modern updates, and everyday comfort. Pride of ownership is evident throughout, with meticulous attention to detail—from the full restoration of the original brass and glass door hardware to the refinished original wood floors, finished in a beautiful natural satin sheen. The updated kitchen is both stylish and functional, featuring cherry cabinetry with updated modern fronts and hardware, granite countertops, newer designer GE Café appliances, newer porcelain tile flooring, and a charming greenhouse window that brings in an abundance of natural light. The home has been thoughtfully improved over the years, including a new metal roof on the main house in 2018 and an asphalt roof on the garage in 2021. The newer heating system was converted from oil to gas in 2024, and the water heater was replaced in 2017. Designer light fixtures, smooth-finish ceilings, and new recessed lighting in the living room add a refined touch throughout. Elfa closet systems provide smart and efficient storage in the bedrooms, and a newer washer adds to the convenience. A standout feature is the oversized two-car garage, offering privacy and flexibility beyond parking—with space for a workshop, studio, gym, storage, or potentially additional living space or an accessory dwelling, subject to zoning and permitting. The spacious bedrooms feature oversized walk-in closets, while the main level offers a convenient half bath. Outside, the modified farmer’s porch—with board-and-batten siding and a tongue-and-groove ceiling—creates a welcoming spot for morning coffee or relaxing at the end of the day. A generous deck provides plenty of room for summer entertaining, while the fenced rear yard offers space to enjoy the outdoors. On cooler evenings, gather around the working wood-burning fireplace and enjoy the warmth and character that make this house feel like home. Set in a desirable Milton neighborhood convenient to commuter rail, shopping, dining, and everyday amenities, this is the kind of home where you can move in, unpack, and simply enjoy. Beautifully maintained, thoughtfully updated, and ready for its next chapter—just in time for the holidays.

53 Aberdeen Rd, Milton

$749,000

3 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73587170 MLS ⋅ 1,326 SqFt.

SUNDAY OPEN HOUSE CANCELLED! Classic charm meets an exceptional Milton location in this beautifully maintained 1903 farmhouse. Set on a picturesque 6000sqft lot, this inviting 3 bedroom, 1 bath home blends timeless character with the ease of everyday living. A welcoming front porch creates an idyllic setting for morning coffee and relaxing afternoons, while private outdoor spaces are perfect for entertaining friends and add to the home's appeal. Inside are warm, comfortable living spaces filled with natural light and thoughtful updates. The stylish kitchen provides a functional heart of the home, while 3 well-proportioned bedrooms offer flexibility for family, guests, or a home office. The home's classic architectural details and handsome exterior create the kind of curb appeal that is increasingly difficult to find. The location is truly special- just moments from Shields Park, with convenient access to the trolley for an easy connection to Boston. Enjoy the best of Milton's vibrant neighborhood amenities with popular restaurants, cafes and shops all within walking distance. A wonderful opportunity to own a distinctive piece of Milton's history in one of it's most desirable and convenient neighborhoods.

12 Capen St, Milton

$889,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73587033 MLS ⋅ 1,450 SqFt.

Fall in love with this beautifully renovated Cape, where sun-splashed rooms and open, airy living spaces create the perfect blend of comfort and style. Every detail of this magnificent renovation has been thoughtfully designed, offering modern updates while maintaining timeless charm. Step outside to enjoy the private Beacon Hill-style patio, an ideal setting for relaxing, entertaining, or enjoying your morning coffee. The home's bright interiors flow seamlessly from room to room, creating an inviting atmosphere filled with natural light. Conveniently located near the outstanding recreational opportunities of Blue Hills Reservation, Pope's Pond, and the exciting new Peverly Park, this home offers endless options for outdoor enjoyment and family fun. With a stellar location, a truly exceptional renovation, and incredible value, this is a rare opportunity you won't want to miss!

88 Decker St, Milton

$1,150,000

8 Beds ⋅ 5 Baths ⋅ PRICE CHANGED Status ⋅ 73586409 MLS ⋅ 2,785 SqFt.

Tenants have lease until End of Nov. Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms, ample storage, and a third-floor bonus retreat featuring a wet bar—ideal for entertaining or creating a private suite. Location highlights: set on Brush Hill Rd, the home offers quick access to I-93, making commutes to Boston and Cambridge effortless. Enjoy proximity to Blue Hills Reservation for outdoor recreation, top-rated Milton schools, local shops, and restaurants. With strong rental potential, versatile living options, and a prime location, this updated multi-family is a rare find in Milton. Move right in and start enjoying everything this home.

112 Brush Hill Rd, Milton

$899,000

4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73585759 MLS ⋅ 2,043 SqFt.

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

$999,000

5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585240 MLS ⋅ 2,244 SqFt.

As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there’s a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

60 Sassamon Ave, Milton

$839,000

1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73584836 MLS ⋅ 1,485 SqFt.

Welcome to your sanctuary in the sky. This rare waterfront 1-bedroom + den, 2 full bath residence offers breathtaking views of the Neponset River Estuary from nearly every room. Enjoy ever-changing skies and serene water views from the Juliette balcony, spacious living area, and tranquil primary suite. The generous chef-friendly kitchen and cheerful interior are perfectly designed for everyday living and entertaining. The versatile den with French doors is ideal as an office, reading room, or guest space. Thoughtfully designed with abundant closet space, a fully functional pantry, and exceptional storage throughout. Luxury amenities include concierge service, fitness center, club room, beautiful outdoor patio, and one outdoor parking space. Madre Osteria is a favorite gathering place just downstairs, while walking and biking trails, coffee shops, yoga, and Pilates studios are just moments away. Waterfront living, stunning views, and effortless convenience come together in this exceptional home.

88 Wharf Street Unit 402, Milton

$699,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73584695 MLS ⋅ 1,027 SqFt.

Welcome home to this beautifully appointed 2-bedroom, 2-bathroom condo offering convenience, and an unbeatable location. The open and inviting layout features central air, in-unit laundry, and deeded garage parking, along with private outdoor space perfect for entertaining. Just steps from popular neighborhood hot spots like Steel & Rye, Two Pence Market, fitness and Pilates studios. Enjoy easy access to the Neponset Greenway Trail and the Red Line T stop, making commuting and exploring the city a breeze. A wonderful opportunity to enjoy modern condo living in one of the area's most sought-after neighborhoods. Don't forget your own storage unit!

21-A High St Unit 1, Milton

$1,395,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584614 MLS ⋅ 2,307 SqFt.

Welcome to 19 Edward Avenue, a beautifully updated home nestled in one of Milton’s most cherished neighborhoods. Tucked away on one of the town's most secluded streets, this special location offers a wonderful sense of community where neighbors become friends, locals gather for impromptu lemonade stands, and walks to Cunningham Park are part of everyday life. Just moments from vibrant East Milton Square, you'll enjoy easy access to local favorites, dining, shopping, and recreation. Inside, a welcoming foyer leads to a spacious living room with a wood-burning fireplace, an inviting four-season sunroom with vaulted ceiling and slate flooring, an open, sun-filled kitchen and dining area perfect for everyday living and entertaining, both with direct access to the tranquil backyard. Upstairs are 3 generous bedrooms and 2 full baths, including a coveted primary suite. Thoughtfully updated throughout with timeless finishes, this home is move-in ready. Outside, the private backyard oasis features a beautifully maintained yard and patio, creating the perfect setting to relax, entertain, and enjoy all this exceptional home and neighborhood has to offer.

19 Edward Avenue, Milton

$779,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73584152 MLS ⋅ 1,206 SqFt.

Shelter. Home. They are not always the same thing. But here, what’s necessary and what’s intimate are built into one floor living on a sizable lot at the gateway of the Columbine/Cliff neighborhood. This mid-century ranch has never asked for more than it needed. Two bedrooms, 1.5 baths, 1,200 square feet arranged with the kind of clarity that comes from a floor plan actually lived in. Every room in its right place. A walk-up attic is storage today. It could be more, if someone decides it should be. A screened porch looks out over a private yard and 13,000 sf lot where green space and solitude go hand in hand. Garden or structure to your heart’s content or just admire with a good book being the primary focus. Recent roof and central air have you off to a great start. For the downsizer or small household, it's complete as it stands. For the next owner with ambition and a dream, it's an invitation. Either way, the shelter is already here, and a home is what you will imagine and create.

454 Eliot St, Milton

$975,000

4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73583997 MLS ⋅ 1,896 SqFt.

For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4–5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright 4-season sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you’ll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

23 Christopher Drive, Milton

$1,295,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583909 MLS ⋅ 2,069 SqFt.

The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

37 Century Ln, Milton

$699,000

2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583847 MLS ⋅ 1,539 SqFt.

Tucked into the beautiful Blue Hills, this contemporary two-bedroom, two-bath condo offers the ease of one-level living along with your own private outdoor space. Set within a popular and well-established condominium community, this home provides a peaceful setting that feels connected to nature while offering all the comforts of condo living.A desirable community since it was first built, this is a wonderful opportunity to enjoy easy living in a beautiful Blue Hills setting. Convenient to all great things Milton.

5 Farmer Rd Unit 5, Milton

$1,850,000

4 Baths ⋅ ACTIVE Status ⋅ 73583711 MLS ⋅ 7,713 SqFt.

Exceptional land, restoration, and redevelopment opportunity on the Milton/Hyde Park line. Situated on approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan, 68 Smith Rd features a substantial circa-1900 Colonial-style structure containing approximately 7,713 square feet per public record. Previously utilized as a school/institutional facility, the existing structure is not presently configured as a conventional residence, creating a unique opportunity for a buyer, builder, developer, or investor to explore restoration, renovation, or redevelopment of the site. The property offers substantial land area in a desirable Milton location with convenient access to Boston and surrounding communities. Property is being offered AS-IS. Existing structure is subject to a municipal order; buyer to independently verify current status. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield, permitted use or feasibility of conversion to residential use. Existing conditions plan and additional property information are available through MLS documents. Buyer and buyer’s representatives are responsible for independently verifying zoning, utilities, lot configuration, living area, intended use, and all required municipal approvals.

68 Smith Rd, Milton

$1,850,000

ACTIVE Status ⋅ 73583504 MLS

Rare redevelopment opportunity on the Milton/Hyde Park line. 68 Smith Rd offers approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan. The property is located in Milton’s Residence A zoning district and offers a substantial site with an existing circa-1900 structure, creating a unique opportunity for a builder, developer, investor or end user to explore renovation, redevelopment or a new vision for the property. With its desirable Milton location, generous land area and proximity to both Milton and Boston, the site offers a compelling setting for future development subject to applicable zoning, permitting and municipal approvals. The property is being offered AS-IS. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield or permitted use. Existing conditions plan and additional property information are available through MLS documents. Buyers and their representatives are responsible for independently verifying all information, zoning, utilities, lot configuration and intended use.

68 Smith Rd, Milton

$829,999

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73582555 MLS ⋅ 1,460 SqFt.

Motivated Seller! Ask about rate buy down! Discover a piece of Milton's heritage at 11 Austin St, a charming single-family residence built in 1910, offering 1460 square feet of thoughtfully designed living space. This property presents a unique opportunity to embrace a lifestyle characterized by classic charm and modern convenience. The home features three and half comfortable bedrooms, providing ample private space for relaxation, rejuvenation and a potential office space. With one full bathroom and an additional half bathroom, the property offers practical amenities for daily living. Experience the enduring appeal of a home designed for comfortable living, perfectly situated on a 3115 square foot lot, and close to the highway, nearby shopping, public transportation and more. Schedule your private viewing and envision the possibilities at this remarkable Milton address. The TV and soundbar is included in sale unless otherwise communicated.

11 Austin St, Milton

$1,249,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581867 MLS ⋅ 2,079 SqFt.

Nestled in the highly coveted Columbine neighborhood, this picture-perfect home is overflowing with charm, character, and timeless detail. Perched high on the lot and surrounded by mature trees, it enjoys a wonderful treehouse-like setting, where nature fills every window and creates a peaceful sense of retreat.Lovingly maintained and thoughtfully renovated over the years, the home beautifully blends its original character with the comforts of modern living. Sunlight pours into the inviting rooms, highlighting the warm architectural details and creating spaces that feel both elegant and welcoming. Whether gathering with friends or enjoying a quiet evening at home, every room has a special warmth and personality. The enchanting backyard feels as though it was borrowed from Beacon Hill, offering a private oasis with charming landscaping and intimate outdoor spaces perfect for entertaining, gardening, or simply unwinding at the end of the day. Central air adds modern convenience, while the home's tasteful updates ensure it is move-in ready without sacrificing its soul. A rare opportunity to own a truly special home in one of the area's most beloved neighborhoods, this Columbine gem offers the perfect combination of charm, comfort, and character in a setting that feels worlds away, yet remains close to everything.

68 Avalon Rd, Milton

$1,895,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581598 MLS ⋅ 4,772 SqFt.

Come take a fresh look at 901 Randolph Ave. At its new price, this beautifully updated Milton home offers an exceptional combination of space, lifestyle and value. Inside, you’ll find a truly move-in-ready home with a beautifully updated kitchen featuring a 12-foot island, quartz countertops, Thermador appliances and an open floor plan. All three full baths have been fully renovated. Outside, extensive improvements include new windows, siding, garage doors and roof. But what truly sets this property apart is what awaits out back: more than an acre of land, a gorgeous deck, in-ground pool, built-in outdoor kitchen and a spectacular setting overlooking the 12th hole of Wollaston. Whether entertaining a crowd, spending summer afternoons by the pool or simply enjoying the view, this is a backyard designed to be enjoyed. With 4,772 SF and nothing left to do, this home offers an opportunity that deserves another look. The main-road location is balanced by a remarkably private backyard retreat, where the pool, outdoor kitchen and sweeping views of Wollaston create something truly special.

901 Randolph Ave, Milton

$1,395,000

5 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73581557 MLS ⋅ 2,670 SqFt.

Lovingly restored and beautifully maintained, this stunning Victorian seamlessly blends timeless architectural character with modern comfort. Soaring ceilings, gracious proportions, and abundant natural light create an open and airy feel throughout, while carefully preserved period details add warmth, charm, and a sense of history at every turn. Offering three substantial floors of living space, the home provides exceptional flexibility for today's lifestyle, with inviting gathering spaces, comfortable private retreats, and room to grow, work, and entertain. The thoughtful layout flows effortlessly from room to room, creating an atmosphere that is both elegant and welcoming. Step outside to an entertaining-sized yard, perfect for summer barbecues, outdoor celebrations, gardening, or simply relaxing with family and friends. An oversized two-car garage adds convenience and ample storage, a rare and valuable feature. Ideally situated just a short stroll from boutique shops, popular restaurants, cafés, and everyday conveniences, this special home offers the perfect blend of historic beauty and walkable living. Rich in character, beautifully restored, and ideally located, this Victorian is a rare opportunity to enjoy the charm of a bygone era with all the comforts of today.

47 Washington St, Milton

$749,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73581314 MLS ⋅ 1,564 SqFt.

There comes a time when an opportunity presents itself that is simply too good to pass up and we are serving this one up on a silver platter! Step through the welcoming front entryway of this classic side entrance Colonial and you'll feel it right away, high ceilings, bright natural light and an easy circular flow from room to room. French doors open to the cozy fireplaced living room which connects to the dining room and an updated kitchen ready for weeknight dinners and weekend hosting. A versatile bonus room on the first floor is big enough to use as a home office, guest bedroom, den or playroom. Four generous bedrooms and two full baths give you plenty of room to grow. Freshly painted inside and out there's no project list here, so your biggest decision this fall is what candy you'll hand out on Halloween! The private backyard is made for crisp fall nights around the fire pit, fetch with Fido or that future swing set. This location gives you the best of both worlds, just minutes to the Milton trolley/Red Line/Commuter Rail for an easy ride into Boston paired with the trails of the Blue Hills right in your backyard for weekend hikes. Come see it before someone else does!

59 Blue Hill Terrace St, Milton

$899,000

2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73581153 MLS ⋅ 1,064 SqFt.

Located in one of Milton's most desirable neighborhoods, the possibilities are endless with this cape style ranch on a level .48 acre lot. Just move in and take your time to design your dream expansion, or downsizers who aren't ready for condo living this is your chance! Dripping with charm, and meticulously maintained, you'll be enchanted by the cozy one level layout. A fireplaced living room with substantial built-ins is the heart of the home. Sip your morning coffee on the four season porch, a sunny sanctuary overlooking the expansive back yard. A cheery white cabinetry kitchen is both functional and inviting. Two spacious bedrooms including a serene master are nicely positioned. Stay within the footprint and double your square footage by finishing the wide open basement. A walkup attic also offers opportunity for storage or your vision. Centrally located, minutes to Route 128/95, I-93, hiking and recreation at the Blue Hills, the commuter rail, and Milton's brand new playground at Peverly Park. Make a visit to 37 Mingo and start dreaming how to make it your own.

37 Mingo St, Milton

$1,300,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579718 MLS ⋅ 3,658 SqFt.

Exceptional space, flexibility and outdoor living await at 17 Hallen Avenue. Set on an expansive 40,000-square-foot lot, this sprawling Milton ranch offers 3,658 SF of total living area, an in-ground swimming pool, attached 2-car garage and driveway parking for up to 6 additional vehicles.The 1,941 SF main level features all 3 bedrooms and 2 full bathrooms, providing the convenience of primarily one-level living. The main level offers 8 rooms, including a spacious living room, dining room, eat-in kitchen, enclosed sunroom and a versatile bonus room with multiple access points, including direct access to the garage. Two fireplaces, central air, a main-level laundry area and generous storage add to the home’s functionality.The finished 1,717 SF lower level provides exceptional additional living space with 4 rooms, including a second eat-in kitchen, a large entertainment room and two additional bonus rooms, plus a second laundry area and additional crawl-space storage. The lower level also offers direct backyard access and interior access to the main level. With its second kitchen, full bathroom, laundry facilities and flexible layout, this level offers excellent potential for an in-law or multigenerational living arrangement, or possible ADU conversion, subject to applicable zoning, permitting and approvals.Additional storage is available in the spacious attic storage area and large outdoor shed. Outside, the expansive grounds and in-ground swimming pool create an outstanding setting for entertaining, recreation and summer enjoyment.Ideally situated in Milton, the property combines suburban space with exceptional proximity to Boston—approximately 10 miles from Downtown Boston—while remaining close to Milton Academy, Wollaston Golf Club, East Milton Square, Novara, Abby Park and many of Milton’s local amenities. Nature lovers and outdoor enthusiasts will appreciate nearby Blue Hills Reservation, offering hiking, year-round recreation and seasonal skiing.17 Hallen Avenue offers a rare combination of 12 rooms, two kitchens, two laundry areas, flexible multigenerational living space, abundant parking, generous storage, a pool and a substantial lot—all with convenient access to Boston.

17 Hallen Ave, Milton

$999,000

5 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73579278 MLS ⋅ 2,462 SqFt.

Motivated seller - don't miss out! This is the best opportunity in Milton. 27 Glendale Road has an updated kitchen, with large island, stainless steel appliances & an open concept dining area.Close to Milton Schools & Cunningham Park.Plus, a spacious primary suite with large close and glass enclosed shower stall. Also, this home has Central AC, 5 bedrooms, a partially finished basement and a one car garage. Lastly, this home has an in ground pool!Ready for new owners!!

27 Glendale Road, Milton

$1,425,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73578983 MLS ⋅ 1,800 SqFt.

Welcome to 36 Central, Unit 15! This is a rare opportunity to purchase one of the largest and most beautiful sun-filled units located at 36 Central. Located on the top floor, this spacious unit features an open floor plan with two bedrooms, two full baths, French doors leading to the den/home office, marble kitchen and baths, stainless appliances, wood floors, detailed moldings and custom built-ins, large primary en suite with walk-in closet, French doors opening to two balconies and a gas fireplace. Ideally located and minutes from downtown Boston, you will walk to shops, restaurants, a walking trail along the Neponset River, Turner's Pond, schools and the T. This is one you won't want to miss! Showing may begin immediately.

36 Central Ave Unit 15, Milton

$1,395,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578489 MLS ⋅ 2,310 SqFt.

Welcome home to this young Colonial, thoughtfully designed for today's lifestyle with soaring ceilings, abundant natural light, and an effortless open-concept floor plan. The heart of the home is the stunning kitchen and family room combination, creating the perfect space for everyday living and entertaining alike. Sun-splashed rooms throughout offer warmth and comfort, while generous living spaces provide room to gather, relax, and grow. Set on a large, private, fenced-in lot, this property offers a rare sense of seclusion and tranquility, creating your own backyard retreat. Ideally located just moments from Milton's top-rated schools, scenic parks and walking trails, local shops, restaurants, and convenient commuter routes, this exceptional home combines modern comfort with an unbeatable location.

578 Randolph Ave, Milton

$1,249,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578361 MLS ⋅ 2,273 SqFt.

Welcome to 10 Hazel Street, a beautifully updated 4-bedroom home tucked away on one of Milton’s quintessential side streets, offering the perfect blend of classic New England character and modern comfort. At the heart of the home is a brand-new kitchen featuring custom white cabinetry, quartz countertops, a stylish tile backsplash, Bosch range, Thermador drawer microwave, Summit beverage refrigerator, and generous workspace for everyday living and entertaining. The kitchen flows naturally into the home’s inviting living spaces, where high ceilings, hardwood floors, crown moldings, and abundant natural light preserve the warmth and character of the original home. The flexible floor plan includes four bedrooms and two full baths, with plumbing already in place for a potential third full bath. The primary suite features a walk-in closet and adjoining office, creating an ideal work-from-home space or an opportunity to add an additional bath. The finished lower level provides even more versatility for a family room, playroom, gym, or additional home office. Outside, the fenced and beautifully landscaped backyard feels like a private retreat, complete with a spacious patio, mature plantings, irrigation, and plenty of room to entertain or unwind. A substantial carriage house provides exceptional storage and adds to the property’s classic charm. Additional features include central air conditioning, tankless systems, heated bathroom flooring, and thoughtful updates throughout. Ideally situated close to Cunningham Park, neighborhood schools, and the shops and restaurants of East Milton Square, 10 Hazel Street delivers character, location, and modern updates in one of Milton’s most convenient neighborhood settings.

10 Hazel Street, Milton

$1,195,000

5 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578075 MLS ⋅ 2,184 SqFt.

A hidden gem in the Columbines, 19 Gaskins Road is set among mature trees and flowering woodland perennials on a private road. This gracious 5 bedroom Crosby-built home on 9500+ s.f. lot is not your typical center entrance colonial. From the stately columns at the front and side porches, to the triple windows in the living and dining rooms, to the graceful ‘Good Morning’ staircase and striking architectural details, this handsome home exudes character and charm. The large entrance hall opens to a flowing floor plan ideal for entertaining, with a light-filled, fireplaced living room and small library with a second fireplace. The kitchen is open to the generous dining area, and both kitchen and dining room access the porch. The second floor boasts four large corner bedrooms with sizeable closets, plus a bonus extra bedroom or home office. The enormous attic contains an oversized cedar closet and ample room for expansion. Downstairs, the walk-out basement is partially finished and offers potential for a wine cellar or greenhouse. Screened by shade trees in the warmer months, the backyard is large enough for games or a future patio and outdoor kitchen, while the deep, covered side porch provides for sheltered al fresco dining. Within walking distance of Turner’s Pond, schools, trolley, bike path, and Lower Mills shops and dining, this is the Columbines house you’ve been waiting for.

19 Gaskins Road, Milton

$899,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73577397 MLS ⋅ 2,517 SqFt.

Privately sited on a beautiful one-acre parcel, this substantial home commands attention with its impressive scale, high ceilings, and spacious layout. Sun-filled rooms and expansive living areas create an inviting atmosphere while offering tremendous flexibility for today's lifestyle needs. Whether you're seeking space to grow, entertain, or customize to your personal vision, this property presents an extraordinary opportunity to unlock its full potential. A rare chance to own a home with incredible bones, exceptional privacy, and endless possibilities. Property is currently VA financed and potentially can transfer rate to VA financed buyer. Buyer and buyer agent to do all due diligence in this matter.

631 Blue Hill Ave, Milton

$949,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73577111 MLS ⋅ 2,155 SqFt.

There's a particular kind of quiet that settles over a Victorian like this one, built in 1902 and still wearing its history proudly. Step onto the wrap around front porch and through a front door that has welcomed families for well over a century. This is a house that knows what it is. Inside, the bones tell the story, quarter sawn oak trim, a grand front staircase with a hand turned newel post and a good morning staircase leading to the second floor, French doors with their original beveled glass and wide plank oak floors that still glow. Three full levels of living offer four large corner bedrooms flooded with light from multiple exposures. This is your chance to start with a clean slate and design the chef's kitchen you've been dreaming about, choose your favorite Benjamin Moore colors or make a statement with Thibaut wallpaper in the front hall. The craftsmanship is already here. The vision is yours to add. Outside, the property sits on nearly a quarter acre and backs directly to Andrews Park, with tennis courts, playground, baseball fields and green space right out your back door. Mature trees wrap the lot and it's hard to believe you're this close to the cityscape. Add in the benefit of top ranked Milton Public Schools, with Milton High School consistently recognized among the best in Massachusetts. Pair that with proximity to the North Quincy Red Line station, the expressway and the shops and restaurants of East Milton Square, making this one of Milton's most connected and most desired addresses. This is a house built to be lived in for another hundred years. The only question is what you'll bring to it!

61 Belcher Cir, Milton

$1,275,000

8 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73575852 MLS ⋅ 3,802 SqFt.

NEW PRICE! Renovated two family in desirable Milton location, close to schools parks and an array of commute options. 29 Laurel Road is an unmatched opportunity for the savvy end user buyer or investor. Live multi-generational and owner occupy, off-set your mortgage payment with a tenant or hold as an investment opportunity with a promising return. Both units are turnkey, freshly painted and floors refinished. Modern living is easy with the open flow of the renovated quartz and stainless kitchens that blend seamlessly into the main living areas. Versatility in beds and baths abounds in Unit 1, with 3 spacious bedrooms and 1 full bath on the main level and a bonus 4th bedroom in the lower level with it's own full bath, kitchenette and sitting area- perfect for an extended stay guest or ADU potential. Unit 2 spans two floors and has 4 bedrooms, including an upper level sunny master suite with additional ensuite full bath. A separate home office in Unit 2 makes work from home a breeze. Outdoors you'll find a level yard, separate rear porches and a spacious 2 car garage. Separately metered utilities, central air, gas heat, a renovated laundry area and exclusive storage closets make it easy to just move in and maximize your investment on Day 1. Walkable to Kelly Field, schools and easily accessible to multiple public transit options. Make a visit to 29 Laurel and see for yourself the possibilities!

29 Laurel Rd, Milton

$779,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575577 MLS ⋅ 1,124 SqFt.

Welcome to this charming modern ranch-style home offering comfortable single-level living in a desirable Milton location. This well-maintained home features 2 bedrooms, 2 full bathrooms, newer furnace, newer water heater, refinished hardwood floors throughout, newer windows, central heat and air conditioning, and a bright, inviting interior. Functional floor plan includes spacious living areas. One-car garage located under, and additional storage. The expansive unfinished basement flexible space, presenting excellent expansion potential for future living areas, recreation space, a home office, fitness area, or workshop. Attractive curb appeal and a comfortable layout make this property truly stand out. Conveniently situated with easy highway access and close to local amenities, this home offers a wonderful opportunity to personalize and enjoy for years to come. Access to I-93, public transportation, Wollaston Golf course and the Blue Hills Reservation for year-round adventure.

65 Sassamon Ave, Milton

$875,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73574978 MLS ⋅ 1,760 SqFt.

PRICE IMPROVEMENT! EXCELLENT VALUE AND THE BIG TICKET ITEMS ARE COMPLETE! Set in a convenient Milton location, this classic English Colonial combines timeless character with significant recent improvements. The seller has invested significantly in the property with a NEW ROOF, NEW HEATING AND HOT WATER SYSTEMS, NEW FENCE, NEW DRIVEWAY, gas fireplace and newly updated appliances, allowing the next owner to focus on making the home their own. Step inside to a bright, inviting eat in kitchen featuring a breakfast bar and peninsula, plenty of room for a dining table or can also be used as flexible space for homework nook, a home office or whatever your lifestyle calls for. Direct access from the kitchen leads to the back deck, driveway and a fenced yard, making the outdoor space an easy extension of everyday living. From the kitchen, the floor plan flows naturally into the formal dining room and spacious living room, where a gas fireplace creates a warm focal point. Hardwood floors, crown molding and wainscoting add the timeless details that give this home its character. A convenient half bath completes the first floor. Upstairs are three well-proportioned bedrooms and a full bath. Continue to the finished third floor for valuable bonus space that can adapt as your needs change, whether used as a home office, playroom, gym, creative space or guest retreat. The basement offers high ceilings, newer washer and dryer, excellent storage and direct access to the garage. AND THEN THERE IS THE LOCATION! For buyers who love the conveniences of city living but are ready for more space, this part of Milton offers a great balance. East Milton Square and neighborhood favorites are just minutes away, with coffee shops, restaurants, fitness options and everyday conveniences close at hand. The Fruit Center Marketplace is a local favorite for everything from everyday groceries to quality meats, seafood, prepared foods, wine and specialty items, while nearby Julianne's, Novara and Abby Park add plenty of options for dining close to home. Cunningham Park provides acres of green space and recreation nearby, while easy access to I 93 makes commuting into Boston, heading to the South Shore or getting out of town especially convenient. With its classic Colonial character, inviting living space, garage and substantial recent improvements already completed, 1200 Brook Road is ready for its new owners. Come see why this Milton home may be the one you’ve been waiting for. Easy to show!

1200 Brook Road, Milton

$999,890

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574898 MLS ⋅ 3,328 SqFt.

Ask About Rate Buy-Down Incentives on this Property!! 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 ample space for entertaining. Upstairs offers 5-6 generously sized bedrooms with room for everyone, a home office, or adjoining nursery. Luxurious primary suite includes a private bath with expansive closet space. Enjoy formal dining, a dedicated sitting room, and 3 spacious levels of living plus an additional fully finished basement ideal for a media room, play room, or home gym. Renovated Inside & Out ...Completely Turn-Key! Prime Milton location with top-rated schools, a quick drive to downtown Boston, and steps to public transportation.

84 Blue Hills Parkway, Milton

$1,200,000

7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574773 MLS ⋅ 2,860 SqFt.

View By appointment anytime. Rare three-family on Blue Hills Parkway in the Milton Public Schools district, between the Neponset bike path and Blue Hills Reservation. Tucker School is right next door; Churchill’s is down the parkway; Mattapan Station, local buses, and highway access are a short hop. Trails and neighborhood parks are out the front door.Three units: first-floor 2-bedroom (currently configured as a 3-bedroom); second-floor 3-bedroom; and a third floor 1-bedroom. The first-floor unit is vacant and opens to a large lower level. Use the lower level as office space,kiddy play-rooms, maybe take up a hobby — or expand the 1st Floor unit into the massive sq footage on the lower level. A giant 1st & ground 2-floor owner’s suite come to mind. (Bonus 3/4 bath & laundry hookup -- already there) Build yourself some wealth. Units 2 and 3 are occupied, so you can live on the first floor, keep the rental income from top 2 apartments, while you figure out what to do with all that space, work on your timeline. Hard to find this much flexibility in Milton this close to the Reservation, highway, schools and public transportation. Units 2 and 3 are market rate tenant occupied. Bespoke showings need a minimum 24-hour notice to accommodate the children's nap schedules. Come through this Saturday, or schedule a private tour. Many possibilities.

197 Blue Hills Pkwy, Milton

$725,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73574274 MLS ⋅ 1,806 SqFt.

OPEN HOUSE CANCELLED, OFFER ACCEPTED. You thought you needed a single-family home in Milton—until this condo hit the market. Offering 1,800+ sq ft of living space across two levels, 3+ bedrooms, 2 full baths, 3 off-street parking spaces and multiple outdoor spaces, this move-in-ready home delivers the space and everyday functionality of a house at an unbeatable price point. The main level features two generously sized bedrooms, a full bath and a separate office/flex space ideal for working from home, hobbies or a playroom. The kitchen is appointed with granite countertops and stainless steel appliances, while in-unit laundry and central air add everyday convenience. Upstairs, the oversized primary suite creates a private retreat of its own, complete with an en suite bath and multiple spacious walk-in closets. The bedroom also features a spacious sitting area that can be used as a home gym, 2nd home office, or rec room. Ample storage throughout is another standout. The home features 2 private decks and access to a shared backyard on a corner lot. The location offers the best of Milton in multiple directions: enjoy the shops, restaurants and conveniences of East Milton Square, recreation at Cunningham Park, and miles of hiking, biking and running trails at the Blue Hills Reservation. With easy highway access and Boston just 10 miles away.

80 Pleasant St. Unit 2, Milton

$2,015,000

4 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73573740 MLS ⋅ 4,013 SqFt.

Located in Milton’s desirable Columbine neighborhood, this fully renovated four-bedroom Dutch Colonial offers exceptional design and incredible indoor-outdoor living. The magazine-worthy interior features a classic New England-style kitchen with soapstone countertops and Wolf and Sub-Zero appliances. A spacious breakfast nook with French doors to the backyard and formal dining room with patio access create an ideal setting for entertaining. The home offers two full and three half baths, plus finished attic and lower-level spaces. The showstopping garage doubles as an inviting lounge with a gas fireplace, wet bar and half bath while retaining its garage functionality. Complete with central air, gas heat and a backyard designed for gathering. Close to Kelly Field, Turner’s Pond, Glover School and Milton Academy, and minutes to the Trolley Line for convenient access to Boston. This is the one-of-a-kind Milton dream home you’ve been waiting for—completely finished and truly move-in ready.

22 Windsor Rd, Milton

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