Milton, MA Real Estate | Milton, MA Recently Sold Homes for Sale

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

Listing courtesy of Listing Agent: Elizabeth Trofatter from Listing Office: William Raveis R.E. & Home Services.

$3,500

3 Beds ⋅ 2 Baths ⋅ 73562126 MLS

Remodeled 3-Bedroom Milton Rental with Private Office, Garage, Large Deck & Yard with Parking $3,500/ month. Set on a beautiful tree-lined street, this spacious rental spans two levels. It offers three bedrooms, a private office, two full bathrooms, central air , one garage space, one driveway space, also street parking a large back deck, and a backyard. The first floor features the kitchen, living and dining area, private office, and primary bedroom with a walk-in closet and en-suite bathroom. French doors lead from the kitchen onto the extended deck overlooking the backyard. The lower level has two additional bedrooms with closets and recessed lighting, a remodeled bathroom with a tiled bath and shower, a laundry room with washer and dryer, and three storage rooms. Easy to show.

15 Avalon Unit 1, Milton

Listing courtesy of Listing Agent: Frank Gillespie from Listing Office: Village Realty HM, LLC.

$775,000

4 Beds ⋅ 2 Baths ⋅ 73581314 MLS

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

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$3,500

2 Beds ⋅ 2 Baths ⋅ 73588005 MLS

Rare rental in gorgeous, newer (2021) building in Milton's Lower Mills! Two bed, two FULL bath, open kitchen and living space that looks out onto beautiful trees and nature. Sit on your private deck and enjoy the vibrant neighborhood, while inside the windows keep it temperate and quiet. In unit laundry, 1 garage parking spot, elevator, pet friendly, the red line out your door - you cannot beat this unit or location.

131 Eliot Street Unit 304, Milton

Listing courtesy of Listing Agent: Amy Light from Listing Office: Compass.

$2,015,000

4 Beds ⋅ 5 Baths ⋅ 73573740 MLS

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

Listing courtesy of Listing Agent: Colleen Foulsham from Listing Office: FC Realty Group.

$4,400,000

5 Beds ⋅ 8 Baths ⋅ 73573141 MLS

A striking new construction residence at Brush Hill, thoughtfully designed with timeless architecture, elevated finishes, and today’s most sought-after amenities. The exterior makes an immediate impression with custom-colored LP Smart Siding, CertainTeed architectural shingles, partial brick façades, and elegant brick and bluestone entryways. Marvin windows and doors enhance both aesthetics and energy efficiency while filling the home with natural light. Outdoor living is seamlessly integrated with a built-in grill and outdoor Sonos speakers, ideal for entertaining.Inside, the home blends sophistication and comfort across every level. Six-inch engineered hardwood floors flow throughout, complemented by custom moldings, built-ins, and both gas and wood-burning fireplaces. The chef’s kitchen serves as the heart of the home, featuring a custom-designed kitchen and hood, Sub-Zero and Wolf appliance package, a 48” column refrigerator/freezer combination, 48” Wolf induction range, Cove dishwasher, and quartz countertops.A fully appointed butler’s pantry adds exceptional functionality with an additional oven, microwave, water bottle dispenser, Miele coffee system, and Thermador wine refrigerator—perfect for entertaining and everyday convenience.Designed with wellness and recreation in mind, the home includes three bathrooms with heated floors, a private sauna with red light therapy, a dedicated gym, and a finished basement bar. An optional TrackMan golf simulator offers a unique and elevated recreational experience.Additional features include a whole-house Sonos sound system, prewired alarm and camera system, and full-house water filtration—delivering comfort, security, and peace of mind. This exceptional new construction at Brush Hill offers a rare combination of luxury, lifestyle, and thoughtful design.

688 Brush Hill Road, Milton

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

$1,600,000

6 Beds ⋅ 5 Baths ⋅ 73529479 MLS

One of Milton's most desirable neighborhoods. Extensively updated in 2023, this property underwent a comprehensive gut renovation, including all-new plumbing, electrical systems, heating system, roof and numerous high-quality improvements throughout, offering the perfect blend of modern efficiency and timeless charm.The spacious kitchen and living areas provide excellent functionality for both everyday living and entertaining. The walk-out basement, offering tremendous potential for a future Accessory Dwelling Unit (ADU), in-law suite, guest quarters, home office, or additional income-producing space, subject to local approvals. The direct exterior access creates endless possibilities for multi-generational living or investment opportunities. Located near top-rated schools, parks, shopping, restaurants, and major commuter routes.

52 Ridgewood Rd, Milton

Listing courtesy of Listing Agent: Rebecca Huang from Listing Office: William Raveis R.E. & Home Services.

$749,000

4 Beds ⋅ 2 Baths ⋅ 73550682 MLS

OFFER ACCEPTED - Open House Cancelled. his classic colonial with tons of character and opportunity sits right outside of Cunningham Park. This 4 bedroom with 1.5 baths offers a traditional layout with hardwood floors throughout most of the home. The 1st floor offers a nice fireplaced living room with a double set of French doors. One set of doors lead into the formal dinning room with built in cabinet. An eat in kitchen with plenty work and storage space. 1st floor also offers the 4th bedroom or home office. Upstairs features 3 bedrooms with hardwood floors and a full bath. Basement has a great tiled floor family room for extra living space if needed. Home in need of updating but well worth the effort in this fabulous neighborhood within easy walking distance of Cunningham Park. Make your appointment today before this incredible opportunity is gone.

29 Lawrence Rd, Milton

Listing courtesy of Listing Agent: James Mulvey from Listing Office: Bird Dog Real Estate, LLC.

$2,800

2 Beds ⋅ 1 Baths ⋅ 73579994 MLS

Perfect two bedroom on beautiful tree-lined street. This unit has handsome gumwood crown moldings, hardwood floors, and Storage galore. Private entrance, two large bedrooms, renovated kitchen and bathroom and one parking space included. Perfect backyard off of the enclosed back porch. Washer/dryer in basement. An elementary school within walking distance. Conveniently located to parks, schools and Public Transportation! 3000.00 with Laundry included.

10-12 Fairlawn Road Unit 1, Milton

Listing courtesy of Listing Agent: Kim Baccari from Listing Office: Gibson Sotheby's International Realty.

$3,400

3 Beds ⋅ 2 Baths ⋅ 73573987 MLS

Available now! Charming 3-Bedroom Duplex in prime Milton location. This spacious and well-maintained duplex features beautiful hardwood flooring throughout, creating a clean and cohesive aesthetic that lives like a single family home. The first floor features the living room, a formal dining room, and a well-appointed kitchen with gas cooking and a convenient peninsula for casual dining. A half bathroom is also located just off the kitchen for added convenience. Upstairs, you’ll find three generously sized bedrooms and a full bathroom. The basement offers in-unit laundry and ample storage space. One parking space is included. With easy access to the highway and the shops of East Milton, this desirable home won’t be available for long. Schedule your showing today!

306 Edge Hill Road Unit 2, Milton

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

$1,200,000

4 Beds ⋅ 2 Baths ⋅ 73573212 MLS

It's one of those magical streets...Brae Burn Road. In the the heart of East Milton but tucked away from it all. It's the kind of neighborhood where kids free range play, neighbors are known and a sense of community just happens. Light and bright, the tasteful modern decor of this inviting home allows you to settle in without too much heavy lifting. The fireplaced living room is front to back and transitions to a screened porch perfect for those early fall evenings. The updated quartz kitchen has ample white cabinetry and a sizeable island for seating and prep. The square dining room accommodates family & friends, and a china cabinet awaits your favorite things. The elusive 4th bedroom is HERE, and two updated full baths make the ready hour less hurried. The lower level offers a spacious family room for movie night, and a separate playroom space can maintain it's purpose or transition to a home office. Newer gas boiler, central air, great outdoor space including a fully fenced yard with play space, and composite deck add to the list of pluses. Walkable to Cunningham/Collicot schools, Cunningham Park and the restaurants, coffee shops and retail of East Milton Square. A truly special home in a location you've been longing for!

24 Brae Burn Rd, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$733,000

3 Beds ⋅ 2 Baths ⋅ 73567467 MLS

Nestled on 5 wooded acres, this distinctive property combines a beautiful 2+ bedroom main home, a newly built two story ADU, and outdoor space designed for making memories! You will find plenty of flexibility for rental income, multigenerational living, or private guest quarters. The new rental-ready ADU reflects impressive quality! An enclosed second floor porch overlooks a stunning heated saltwater pool, while a lower-level patio comes wired for a future hot tub. Inside, you'll find a beautiful kitchen with granite counters, electric fireplace, efficient heating and cooling, and a roomy bedroom with an oversized walk in closet. Buyers looking for extra income will value the turnkey appeal.The main house welcomes you with a large, open eat in kitchen centered on a generous island, with granite counters and rich hardwood floors. New sliders in the primary bedroom open onto an expansive deck ideal for morning coffee or evening sunsets. Freshly renovated tile bathroom.All new exterior doors and new heating and cooling units to add to better heating efficiency. Oversized detached garage built in 2024.Downstairs, the walkout basement includes a 12x12 finished room with its own heat zone, perfect as an office, gym, or guest space, plus plenty of storage or room to expand.Outside, the brand new heated saltwater gunite pool becomes the natural gathering spot, framed by a newly installed concrete paved patio. Surrounded by peaceful woods and jaw dropping sunset views. Deeded access to Northeast Pond sits just down the road, for boating, swimming, kayaking, fishing, etc. Milton Town Beach is minutes away for an easy beach day. With strong earning potential and undeniable appeal, this property is both a smart investment and a private paradise. Come see the possibilities before someone else does!

162 Bolan Road, Milton

Listing courtesy of Listing Agent: Melanie Graham from Listing Office: Melanie Graham.

$1,249,000

5 Beds ⋅ 3 Baths ⋅ 73539896 MLS

Welcome home to this exceptional 5-bedroom, 3-bath residence that seamlessly blends timeless 1925 character with modern luxury of a 2015 substantial addition. Offering just under 3,000 square feet of living space, the home features a stunning kitchen with quartz countertops and new appliances. Beautifully done baths, radiant heat, air conditioning throughout, a spacious mudroom, versatile sunroom/home office, and convenient second-floor laundry enhance everyday living. House is now empty and move in ready. Bonus room in basement offers additional flexible living space. A substantial addition completed in 2014 creates the perfect balance of old-world charm and contemporary convenience. Ideally located within walking distance of East Milton Square's popular restaurants, cafés, and shops, near Andrews Park, and just minutes from Quincy Center Commuter Rai

24 Victory Avenue, Milton

Listing courtesy of Listing Agent: Jennifer Fortin from Listing Office: Frakes Realty.

$4,375,000

7 Beds ⋅ 8 Baths ⋅ 73552866 MLS

A rare opportunity to own one of Milton Hill's most distinguished homes. Set on nearly an acre just moments from Milton Village, this beautifully updated residence offers the space & versatility desired by the buyers of today. Designed to evolve with every stage of family life, the property features a 6 BR main home plus a newly completed 1 BR ADU, offering exceptional flexibility for extended family, guests, an au pair, private office or multigenerational living. Inside, generous gathering spaces, a chef's kitchen w/La Cornue range, formal & casual living areas, home office options & a finished 3rd floor provide room for families to grow, gather & entertain. Outside, enjoy a heated pool, pergola, wraparound deck & expansive fenced grounds designed for everything from childhood adventures to summer celebrations. Rich architectural detail blends seamlessly w/thoughtfully modern, yet classic updates. Minutes to Milton Academy, Milton Village, parks, restaurants & an easy commute.

75 Canton Ave, Milton

Listing courtesy of Listing Agent: Sarah Glovsky from Listing Office: The Charles Realty.

$662,500

3 Beds ⋅ 2 Baths ⋅ 73567961 MLS

Welcome to this classic three-bedroom, one-and-a-half-bath Colonial in one of Milton’s desirable neighborhoods. Lovingly maintained by the same owner for over 40 years, this home offers hardwood floors throughout most living areas and bedrooms, newer windows, blown-in wall insulation, 200-amp electrical service, and a gas heating system installed in May 2022. The inviting living room features a fireplace, while the formal dining room showcases a beautiful built-in china cabinet. An enclosed three-season porch provides additional space to relax and enjoy the changing seasons. Set on a .19-acre lot, the property offers a spacious backyard abutting conservation land, providing added privacy. Additional features include a generously sized shed, gutters with leaf filters, and a roof replaced primarily with 50-year shingles in 2005, with a portion repaired in 2017. A wonderful opportunity to make this well-maintained home your own! Conveniently located near public transportation, major routes, and highway access, making commuting to Boston easy.

66 Ferncroft Rd, Milton

Listing courtesy of Listing Agent: Diane M. Marchione from Listing Office: Conway - Hingham.

$3,100

3 Beds ⋅ 1 Baths ⋅ 73583566 MLS

Spacious and bright first-floor 3-bedroom, 1-bath apartment offering a formal dining room, bright living room, hardwood floors throughout and tile floors, in-unit laundry, and a kitchen with refrigerator, stove, and microwave. Back deck and yard for outdoor space, plus two off-street parking spots. Tenant is responsible for electricity and oil heat. No pets, no smoking. Available now. Minimum one year lease. Tenant is responsible for electricity, oil heat, internet/cable and snow removal. Landlord is responsible for water, sewer and landscaping. NO PETS NO SMOKING.

6 Verndale Rd Unit 1, Milton

Listing courtesy of Listing Agent: Yolanda Nazario from Listing Office: Remax Revolution.

$925,000

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. Convenient to Milton Center shops, restaurants, local bus service, and the MBTA Mattapan Line with connections to the Red Line at Ashmont — 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.

$740,000

3 Beds ⋅ 2 Baths ⋅ 73562524 MLS

Classic three bedroom, one and one half bath Colonial, well maintained and move in ready. Clean, crisp and inviting this charming home offers comfortable living spaces, timeless character and a warm and welcoming feel. Freshly painted interior and exterior and newly refinished floors. A lovely back porch leads to a large fenced in backyard-perfect for entertaining, gardening or enjoying outdoor activities. An attached one car garage provides added convenience while the basement offers excellent potential to be fully finished for additional living space, a home office, gym or recreation room.

204 Thacher St, Milton

Listing courtesy of Listing Agent: Kathleen Huntington from Listing Office: Coldwell Banker Realty - Milton.

$2,900,000

4 Beds ⋅ 4 Baths ⋅ 73504839 MLS

To those who resist being a foregone conclusion — consider this the on-ramp. The move to the suburbs is often framed as a trade: more space, less edge. At 995 Brush Hill Road, that bargain was never struck. This 6,790-square-foot mid-century residence carries its cool quietly — without announcement, without apology. The kitchen sets the tone with top tier appliances, a resort-scale fireplace, generous pantry and walls of glass dissolving the line between inside and out. Ceilings rise with intention, leaving room for light, art, and good times. Outdoors a generous deck hugs the landscape as though it was always meant to be. And for those whose other collection has horsepower, a new 6-car garage arrives as the final, considered gesture—designed for the discerning, built for the serious. There is room here for collections of every kind. This house doesn't ask what you'll do with the space. It assumes you already know. Mid-century bones. Modern sensibility. Milton, at its most compelling.

995 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$925,000

4 Beds ⋅ 2 Baths ⋅ 73568671 MLS

Conveniently located in Milton, this light-filled 4-bed, 2-bath, 1,641 sq ft ranch offers a peaceful retreat with clean modern lines and effortless access to nature, transportation, and everyday conveniences. Within about a 5-minute drive of the train station with direct service to Boston, multiple nature spots, the hospital, and Curry College, the location makes both city access and outdoor escape wonderfully easy. Inside, natural light dances across beautifully sanded and urethaned hardwood floors,illuminating a freshly painted interior and inviting living spaces. The kitchen pairs warm cherrywood cabinetry with granite countertops and stainless steel appliances, while updated bathrooms bring contemporary polish. The primary bedroom features soaring ceilings. Recent improvements include a new Pella living room window, a new exterior door and sash, a new water heater, a radon mitigation system, repaired roof and siding, repaired walls and pantry shelving, and freshly painted closets. The basement has been completely remodeled with new flooring and waterproofing, complemented by exterior waterproofing and grading to direct water away from the foundation. The front porch has also been completely repaired and restored. Outside, the inviting patio opens to green backyard space and a handy shed, creating a lovely place to linger. Fresh, polished, and thoughtfully renewed from top to bottom, this welcoming Milton home is ready for you. Come view today!

45 Adanac Rd, Milton

Listing courtesy of Listing Agent: Danny Griffin from Listing Office: Griffin Realty Group.

$775,000

4 Beds ⋅ 2 Baths ⋅ 73562044 MLS

Charming and full of character, this beautifully maintained yellow bungalow offers the perfect blend of timeless appeal and everyday comfort. Featuring 4 bedrooms and 2 full baths, the home includes two bedrooms and a full bath on the main level, making it an excellent option for those seeking first-floor living. Hardwood floors, abundant natural light, and a warm wood-burning fireplace create an inviting atmosphere throughout.Upstairs, you’ll find two additional bedrooms with exceptional storage space, while the partially finished lower level offers a second full bath, laundry area, and flexible space for a family room, home office, or guest accommodations.Outside, mature landscaping surrounds the property, creating a private and picturesque setting. A side ramp provides easy accessibility, and the home is equipped with efficient natural gas heat. Located in one of Milton’s most desirable neighborhoods, this home is ready for its next owners to add their personal touches and make it their own.

20 Fairbanks Rd, Milton

Listing courtesy of Listing Agent: Lisa Axios from Listing Office: Real Broker MA, LLC.

$1,140,000

4 Beds ⋅ 3 Baths ⋅ 73550414 MLS

Nestled on one of Milton’s most picturesque streets, this classic center-entrance Colonial offers the perfect blend of timeless charm, exceptional space, and an unbeatable location. Just a short stroll to Glover Elementary School, the Milton Public Library, and all the amenities that make Milton such a special place to consider home, this property delivers both convenience and community. Lovingly maintained by its original owner, this four-bedroom home reflects pride of ownership throughout. Generous living spaces include a rarely available first-floor family room, providing the flexibility and comfort today’s buyers seek. The well-designed floor plan offers plenty of room for everyday living and entertaining, while the two-car garage adds valuable convenience. A wonderful opportunity to own a cherished home in one of Milton’s most sought-after neighborhoods, where classic Colonial architecture, an outstanding location, and years of meticulous care come together beautifully.

40 Cape Cod Ln, Milton

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

$1,200,000

6 Beds ⋅ 3 Baths ⋅ 73532297 MLS

Great location! This classic Garrison Colonial sits on a desirable corner lot and features a cozy fireplace living room, hardwood floors, and an eat-in kitchen. The main level also offers a deck, formal dining room, and a flexible first-floor bedroom or home office. Upstairs you will find four generously sized bedrooms and a tiled full bath. Additional highlights include a partially finished basement, updated windows, central A/C, and a fenced, private yard. An attached two-car garage is topped by a full in-law apartment with its own kitchen/living room, hardwood floors, two bedrooms, and a full bath. All this just a short walk to Andrews Park and conveniently close to East Milton Square, restaurants, and highway access.

73 Washington Street, Milton

Listing courtesy of Listing Agent: Robert Mcauliffe from Listing Office: Duhallow Real Estate.

$3,000

3 Beds ⋅ 1 Baths ⋅ 73568851 MLS

Spacious 3-Bedroom First-Floor Apartment in Milton | Parking | Laundry Hookups | Available NovemberWelcome to 8 Verndale Road in Milton. This spacious first-floor apartment offers approximately 1,100 square feet of living space with three bedrooms and one bathroom. The layout includes a comfortable living room, separate dining room, kitchen, three bedrooms, and an updated bathroom. The apartment features gleaming hardwood floors throughout and newer kitchen appliances. Washer and dryer hookups are available within the unit. The property also offers one off-street parking space in the driveway and access to a shared yard. Pets are considered. The apartment will be available in November. The tenant is responsible for gas, electric, and internet or cable. A lease is required. There is no additional storage outside of the unit. The location offers convenient access to Boston, public transportation, shopping, restaurants, parks, and major commuter routes. Mattapan Station is nearby and provides MBTA service into Boston. Curry College and UMass Boston are also within a short drive.

8 Verndale Rd Unit 1, Milton

Listing courtesy of Listing Agent: Darnell Billings from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$1,310,000

5 Beds ⋅ 3 Baths ⋅ 73550347 MLS

Peacefully tucked away at the end of a quiet dead end street in East Milton, this 5 bedroom home offers a rare combination of privacy and space. With both a living room and a family room on the first floor, there is plenty of space for everyday living or room to entertain. The eat in kitchen overlooks the backyard and flows seamlessly to the dining room. Upstairs, the expansive primary suite is a true retreat, featuring a gas fireplace, cozy sitting area, his and her closets and a private ensuite bath. Step out to the attached deck - an ideal spot to enjoy the tranquill surroundings. Four additional bedrooms provide ample space for family and guests. Each bedroom has generous sized closets and can easily fit queen size beds. The spacious heated basement presents an excellent opportunity for future finishing, perhaps a rec room or home gym! The attached 2 car garage is large enough to accommodate 2 SUV's + storage. Walking trail at the end of street leads to golf course.

44 Quarry Lane, Milton

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

$2,000

1 Beds ⋅ 1 Baths ⋅ 73559502 MLS

Live in the heart of vibrant East Milton Square! Head to Starbucks for your morning coffee. Drop in to Stella's for lunch. Grab provisions for dinner at the Fruit Center Marketplace a few minutes away! You can't ask for more convenience! This 1BR has a large kitchen with gas stove and breakfast bar plus room for a small table. The living room with coat closet has plenty of space for furniture plus a desk if you need a work from home space. The bedroom has a double closet. Steam heat powered by gas, high ceilings and off-street parking round out this cozy and centrally located home. Additional storage in basement. On-line applications only through NTN. Owner requires strong credit score and consistent employment history. NO pets.

4 Mechanic Unit 1, Milton

Listing courtesy of Listing Agent: Kerry Elinskas from Listing Office: Coldwell Banker Realty - Hingham.

$2,800

2 Beds ⋅ 1 Baths ⋅ 73556648 MLS

Available now, this cozy first floor apartment offers two bedrooms, one bathroom and a flexible lay out. Parking for two cars, tandem, in the driveway. This home is located in a fantastic neighborhood and offers outdoor space for relaxing, a patio for grilling and dining, and is walking distance to parks and public transportation. Laundry and storage on site. First month and security deposit due at signing. Cats and small pets considered. No Smoking. Application process is online and requires credit check, background check and income verification.

181 Churchills Lane Unit 1, Milton

Listing courtesy of Listing Agent: Dory Noll from Listing Office: Coldwell Banker Realty - Milton.

$1,120,000

4 Beds ⋅ 2 Baths ⋅ 73538210 MLS

Blending timeless character with modern versatility, this charming Milton home showcases beautiful original dark woodwork and a classic fireplace mantel. The spacious eat-in kitchen offers abundant cabinetry and a large butler’s pantry for exceptional storage and prep space. A first-floor den provides the option of a fifth bedroom, ideal for guests, a home office, or multigenerational living. The expansive third floor offers endless possibilities as a family room or office, featuring four skylights, exposed beams, ceiling fans, wall-to-wall carpeting, and built-in bookcases, with space to create two rooms if desired. Outside, the fully fenced backyard provides a private setting for entertaining, pets, and outdoor enjoyment. Set on a quiet dead-end street with convenient access to public transportation, downtown Boston, dining, bike trails, and recreational amenities.

14 Brookside Park, Milton

Listing courtesy of Listing Agent: Richard Fish from Listing Office: Conway - Hingham.

$1,015,000

3 Beds ⋅ 2 Baths ⋅ 73537767 MLS

Beautiful Colonial situated on a large corner lot, blending timeless character with modern updates. This charming home features 3 bedrooms and 1.5 baths plus an office, a renovated kitchen with custom cabinets and granite counters , gleaming hardwood floors, high ceilings, and exquisite period details throughout. Central air and heat and gas fireplace. Enjoy relaxing on the inviting wraparound porch or entertaining on the spacious rear deck overlooking the yard. Ample off-street parking accommodates up to 5 vehicles. A perfect combination of classic elegance, space, and convenience—this is a home you won't want to miss.

567 Canton Ave, Milton

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.

$2,300

1 Beds ⋅ 1 Baths ⋅ 73549259 MLS

Upstairs unit of a Milton two-family, available 8/1. This one bedroom unit features a finished walk up attic space with enough room for a home office or lounge space. Hardwood floors in the main living area, laundry in the basement, and a private roof deck ideal for morning coffee or entertaining. Ample on-street parking with no permit required. Set in one of Milton's most desirable neighborhoods near parks, schools, and major highways, with Boston just minutes away. Strong credit and references required.

58 Parkway Crescent Unit 2, Milton

Listing courtesy of Listing Agent: Chris Roche from Listing Office: Conway - West Roxbury.

$1,325,000

4 Beds ⋅ 4 Baths ⋅ 73531855 MLS

Welcome to 45 Foster Lane, a beautifully maintained four-bedroom home at the end of a coveted cul-de-sac in one of Milton's most desirable neighborhoods, just moments from East Milton Square. The bright and inviting floor plan features granite countertops, stainless steel appliances, gas cooking, hardwood floors, central air, and abundant natural light. The home offers four spacious bedrooms and three full baths, including a private primary suite with walk-in closet and en-suite bath. Outside, enjoy a resort-style backyard highlighted by a PermaCrete saltwater vinyl liner pool built by Easton Pool & Spa in 2020 and first enjoyed in 2021. Complete with an electric heater and expansive stamped concrete patio, the space is ideal for entertaining. A detached cabana with finished living space and a full bath adds exceptional flexibility for guests and poolside gatherings, creating a true private retreat.

45 Foster Lane, Milton

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

$1,480,000

4 Beds ⋅ 4 Baths ⋅ 73552355 MLS

Nestled in the heart of Milton's coveted Columbines neighborhood, 187 Hinckley Rd. offers the perfect blend of timeless charm, generous living space, and an unbeatable location. This 4-bedroom, 3.5-bath home features a warm, functional floor plan, spacious living areas, a partially finished lower level, and an unfinished walk-up attic offering exceptional expansion potential. Step outside to a private backyard ideal for entertaining, relaxing, and making lifelong memories. Just moments away, enjoy the convenience of walking to Glover Elementary, Pierce Middle School, Turner's Pond, Steel & Rye, and the trolley for easy access to Boston. The Columbines is celebrated for its tree-lined streets, welcoming neighbors, children playing outside, and traditions that make this one of Milton's most beloved communities. A rare opportunity to put down roots in a neighborhood you'll be proud to call home.

187 Hinckley Rd, Milton

Listing courtesy of Listing Agent: Brian Gagnon from Listing Office: Coldwell Banker Realty - Boston.

$1,575,000

2 Beds ⋅ 2 Baths ⋅ 73517093 MLS ⋅ ['Milton Landing'] BLDG.

Perched at the pinnacle of luxury, this exceptional 2-bedroom, 2-bath penthouse offers an elevated lifestyle with two garage parking spaces and a truly rare private rooftop terrace showcasing sweeping views of the Neponset River Estuary and ever-changing, painted sky vistas. Inside, light-filled living spaces invite effortless entertaining and quiet relaxation, while the sprawling primary en-suite provides a serene retreat with generous proportions and comfort. A concierge building enhances daily living with a fitness center, library, and on-site restaurant, offering everyday convenience with a boutique-hotel feel. Outside your door, miles of walking and bike trails await, with the Milton Yacht Club nearby for weekends on the water. Just minutes to the Trolley and easy access to downtown Boston, with Milton Village and Milton Academy just outside your door. This is more than a home, it’s your elevated escape. Truly Milton living at it's finest.

88 Wharf Street Unit 604, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$725,000

4 Beds ⋅ 2 Baths ⋅ 73550997 MLS

This home has been cared for by the same family for many years and shows great pride in ownership. The site offers fenced in rear yard and large, detached newly rebuilt 2 car garage ; see firm remarks !!. Interior contains traditional layout with first floor lavatory, refinished original hardwood flooring, fireplace located in the living room,some built-ins . Four bedrooms and full bathroom are located in upper floor. This home has lots to offer ,all within walking distance to local parks,schools and MBTA transportation.

274 Blue Hills Pkwy, Milton

Listing courtesy of Listing Agent: Christopher Shea from Listing Office: Christopher Shea.

$2,600

2 Beds ⋅ 1 Baths ⋅ 73569693 MLS

This beautiful, charming apartment awaits! This spacious 5-room, 2-bedroom, 1-bathroom apartment is located on the first floor of a well-maintained multifamily home.The remodeled kitchen features stainless steel appliances, including a gas range, dishwasher, and refrigerator, along with newer plank flooring. Both the living and dining rooms are full of character, showcasing beautiful original details such as coffered ceilings and a built-in hutch.The two bedrooms feature refinished hardwood floors. Laundry is included and conveniently located in the rear hallway just off the kitchen. A rear sunroom serves as a common area and rear entrance. Tenants may enjoy the front porch, while the backyard is a shared common area.

68 Houston Unit 1, Milton

Listing courtesy of Listing Agent: Edward Desilets from Listing Office: ETCH Realty, LLC.

$880,000

3 Beds ⋅ 2 Baths ⋅ 73554096 MLS

***Multiple Offers - Deadline is Monday at 12pm***Offered for the first time in 47 years, this well-loved home presents a rare opportunity to reimagine a classic property in one of Milton's most desirable neighborhoods. Filled with retro charm and endless potential, this 3-bedroom, 1.5-bath home offers the perfect canvas to create a sophisticated, one-of-a-kind residence. The custom kitchen features granite countertops, stainless steel appliances, gas cooking, and quality cabinetry, while hardwood floors run throughout much of the home. An impressive family room addition showcases vaulted ceilings with exposed beams, expansive windows, and a cozy wood stove, creating a warm gathering space filled with natural light. The finished lower level includes new luxury vinyl plank flooring, a half bath, and a large storage area with a cedar closet offering potential for future expansion. Outside, enjoy a beautifully landscaped half-acre lot with mature plantings and a 2-car garage. Don't miss your chance to experience the perfect blend of style and comfort that is 27 Trout Brook Avenue! Ideally located within striking distance to Milton High School, the Blue Hills Reservation, and major highways. This home isn't just a place to live; it's a place to love!

27 Trout Brook Ave, Milton

Listing courtesy of Listing Agent: Ben and Kate Real Estate from Listing Office: Keller Williams Realty Signature Properties.

$3,750

3 Beds ⋅ 1 Baths ⋅ 73543227 MLS

Enjoy all Milton has to offer just minutes from Boston!. Townhouse style large 1,713 square foot apartment consisting of the 2nd and 3rd floor of a beautiful 2 family home. Private office to work from home! Oak hardwood floors. Crown moldings. Built in china cabinet. Full sized laundry units included. Eat in kitchen with walk in pantry. Natural gas cooking with 5 burner cooktop. Quartz counters. Microwave and disposal. Refrigerator included. 3rd floor 28 foot media room with electric built in fireplace. Natural gas cooking, heat and hot water. Wall AC unit. Private rear deck overlooking back yard. Rent includes 4-5 car off street parking and water /sewer. Plenty of extra storage in the basement if needed.

17 Laurel Rd Unit 2, Milton

Listing courtesy of Listing Agent: Joseph Bean from Listing Office: Joe Bean Real Estate.

$1,385,000

5 Beds ⋅ 5 Baths ⋅ 73533982 MLS

Set in one of Milton's most desirable neighborhoods, this thoughtfully designed home offers exceptional space, flexibility, and upscale finishes throughout. At its heart is a high-end chef's kitchen featuring premium appliances, custom cabinetry, and generous gathering space for everyday living and entertaining. A rare first-floor primary suite provides ideal accommodations for guests, multigenerational living, or single-level convenience, while the second floor features four additional bedrooms including a luxurious primary suite. The finished lower level with half bath adds approximately 500 square feet of versatile living space perfect for a media room, playroom, gym, or home office. Enjoy private outdoor space ideal for relaxing or entertaining, along with convenient access to the scenic walking and hiking trails of the Blue Hills Reservation. Meticulously maintained and built just 10 years ago, this home combines comfort, functionality, and timeless appeal.

37 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robin Shea from Listing Office: Principal Real Estate Partners.

$1,910,000

4 Beds ⋅ 4 Baths ⋅ 73532795 MLS

Designed to grow with you, this beautifully maintained, young home offers nearly 4,000 square feet of flexible living space on a spectacular 1.6-acre lot. The thoughtfully designed floor plan includes a first-floor primary suite, an additional first-floor bedroom, and two spacious bedrooms upstairs—ideal for a variety of lifestyles and living arrangements. At the heart of the home is a stunning custom kitchen by Faneuil Kitchens, opening to inviting spaces perfect for everyday living and entertaining. A bright living room with a dramatic two-sided fireplace creates a warm and welcoming gathering place, while oversized windows frame views of the beautifully landscaped grounds.Whether you're hosting holidays, working from home, accommodating guests, or simply looking for a home that will serve you for years to come, this exceptional property offers the space, flexibility, and setting to make it all possible!

282 Highland St, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: eXp Realty LLC - Corporate Office.

$1,275,000

4 Beds ⋅ 2 Baths ⋅ 73546064 MLS

Offering exceptional curb appeal in Milton's Hospital Hill neighborhood, this colonial blends timeless charm with comfortable living space. Gleaming hardwood floors flow throughout the home. The first floor offers a front-to-back living room with fireplace, a bright sunroom, a formal dining room with a built-in china cabinet, an eat-in kitchen & a half bath. Upstairs, you'll find four corner bedrooms, a full bath and a walk-up attic for storage/expansion options. The partially finished basement provides additional living space, ideal for a playroom, home office or gym. The backyard is perfect for entertaining family & friends, featuring a patio and play structure. Well maintained & updated, the current owners have replaced the roof (2018), water heater (2023) and gas furnace (2024). Ideally located minutes from Milton Academy, Milton Hospital, Turner's Pond & Milton's highly regarded public schools and a convenient location for commuting to Boston. Don't miss out on this great home!

8 Clifton Road, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.

$4,500

4 Beds ⋅ 3 Baths ⋅ 73517375 MLS

Well-maintained and recently updated 4-bedroom, 2.5-bath Colonial rental located on scenic Brush Hill Road in desirable Milton. This spacious home offers a warm and inviting layout with generous living and dining areas, hardwood floors, great natural light, and a functional kitchen. The upper levels feature four bedrooms, including a spacious third-level private bedroom with its own private bathroom, ideal for a primary suite or guest space. The home also includes a bonus room that can be used as a private office, reading room, study area, or flex space. Enjoy the convenience of off-street parking, a porch, and a corner-lot setting. Conveniently located within walking distance to Tucker Elementary School, with easy access to parks, shopping, public transportation, and major routes. Available August 1. Strong rental opportunity in a sought-after Milton location

208 Brush Hill Road, Milton

Listing courtesy of Listing Agent: Lindsey & Associates Realty Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$1,030,107

6 Beds ⋅ 2 Baths ⋅ 73499385 MLS

Whether you are looking for a place to call home, or a turn-key investment property - this Two-Family opportunity in Milton should be on your radar! Newly refinished first floor apartment with fresh paint, hardwood floors and a NEW kitchen. The upper duplex features four bedrooms over two levels and provides loads of extra space or additional rental income. The ground floor unit has two nicely sized bedrooms plus a bonus "sun" room off of the living room that would make an ideal home office. Convenient in-unit laundry pantry in each apartment. Plenty of off-street parking, updated systems and newer back decks are all added benefits to this lovely home.

6 Verndale Rd, Milton

Listing courtesy of Listing Agent: Kerry Dowlin from Listing Office: Coldwell Banker Realty - Dorchester.

$915,000

4 Beds ⋅ 2 Baths ⋅ 73550789 MLS

Nestled on a quiet dead-end street in the sought-after Cunningham Park neighborhood, this charming bungalow offers the perfect blend of comfort, value, and space. From the moment you arrive, you'll appreciate the peaceful setting and welcoming curb appeal.Inside, the home features surprisingly spacious living areas filled with warmth and character, creating an inviting atmosphere for everyday living and entertaining. The thoughtful layout maximizes every square foot, offering comfortable rooms and plenty of flexibility to fit your lifestyle.Step outside and discover one of the property's standout features—a deep, expansive backyard with endless potential for gardening, play, outdoor gatherings, or simply relaxing in your own private retreat. The generous open space surrounding the home provides a rare sense of privacy and room to breathe.Whether you're a first-time buyer, downsizing, or looking for an affordable opportunity in a desirable neighborhood, this delightful bungalow the one!

22 Bradford Rd, Milton

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

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 73537540 MLS

Welcome to this conveniently situated property in East Milton Square. This neighborhood offers the perfect blend of suburban charm and urban accessibility; this home is located just steps away from local shops, restaurants, cafes, grocery stores, and other everyday conveniences.The property features a spacious and private backyard, providing open space for outdoor entertaining. There is also ample parking in the rear of the property.This 4 bedroom, 2 full and one half bath, and a finished basement is found in the heart of East Milton. This home is ready to be your next chapter - schedule a viewing today!

635 Adams St, Milton

Listing courtesy of Listing Agent: Connor Withington from Listing Office: Kelly Group Properties.

$2,000,000

3 Beds ⋅ 3 Baths ⋅ 73523755 MLS

Set on over 1.4 acres in one of Milton’s most picturesque settings, 268 Highland Street is a timeless brick-front Colonial where elegance, warmth, and unforgettable gatherings have defined this home for decades. From the slate roof and copper downspouts to the sweeping green lawns and mature landscape, every detail reflects classic New England charm. Inside, beautifully updated kitchens and baths blend seamlessly with gracious living spaces designed for entertaining and everyday comfort. A stunning home office overlooks the patio and expansive backyard, creating an inspiring work-from-home retreat. Beyond the main residence sits an extraordinary three-story barn—offering endless possibilities for creative space, storage, hobby use, or potential future ADU opportunities. Rarely does a property offer this combination of character, land, flexibility, and legacy just minutes from Boston.

268 Highland St, Milton

Listing courtesy of Listing Agent: Beth Rooney from Listing Office: eXp Realty LLC - Corporate Office.

$765,000

4 Beds ⋅ 2 Baths ⋅ 73547061 MLS

Idyllically set in a neighborhood where people move in and never leave and that's exactly what you'll find on Dyer Ave. Generations have called this address home and now it's time for its next chapter. The space is here, three levels ready for your vision. This one needs work so if you're only after turn-key, keep scrolling. But for those who want to build equity and make it their own, don't miss out. Contractors, investors, DIY dreamers this is your canvas with solid bones high ceilings, generous rooms and a fabulous farmer's porch. A fresh coat of paint, refinished hardwood floors and a kitchen renovation that can open the whole first level up is what we are envisioning. Set amid lush greenery on a level lot, see why so many plant roots in this neighborhood. Schools, Kelly Field and the Trolley are all just minutes away making for an easy Boston commute. Affordable and full of potential, this is the place to be! Don't let this one slip by!

82 Dyer Ave, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$2,100

1 Beds ⋅ 1 Baths ⋅ 73550225 MLS

Live in the heart of Milton just minutes to the commuter rail, Milton Farmers Market, and trendy cafes and restaurants like Steel & Rye, Lower Mills Tavern, and Yellow Door Taqueria. This well-maintained professionally managed building offers a spacious 1st-floor one-bedroom with hardwood floors, updated kitchen and bath, and A/C. 1 off street parking space included. Convenient on-site laundry.

36 Eliot St Unit 2, Milton

Listing courtesy of Listing Agent: Phillip MacArthur from Listing Office: Windrift Real Estate, LLC.

$2,100,000

5 Beds ⋅ 4 Baths ⋅ 73497233 MLS

There are homes that welcome you, and then there are homes that claim you. From the moment you step inside, this Milton Hill original announces itself—high ceilings, sweeping wall spaces, hefty moldings, an irresistible personality. Set on a lush acre, this residence has only grown more compelling with each refinement. Grand wall spaces beg for the art you've been waiting to hang, while a sense of graciousness moves through every room like a long exhale. A renovated eat-in kitchen is beautiful and deeply livable—mornings full of promise, evenings that stretch long. Every thoughtful update (windows, electrical, roof) honors what the house has always known about itself. Interior life unfolds over 4,300sf, 5+ bedrooms and 3.5 baths. And just beyond your door: Milton Academy, Glover School, Steel & Rye, the trolley. This is a home for someone who understands that where you live shapes how you live — a backdrop for the art, the dinners, the mornings in the garden, a life available here.

213 School St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$1,675,000

4 Beds ⋅ 4 Baths ⋅ 73540395 MLS

A true architectural statement, this custom contemporary blends iconic Mid-Century Modern design with refined European sensibility. Perfectly situated on a private acre, it’s a masterclass in light, volume, and timeless style. Dramatic angled beam ceilings and expansive walls of glass frame the sky and landscape, creating a seamless connection between indoors and out. Thoughtful renovations honor the home's original architectural integrity while introducing a fresh, sophisticated aesthetic. A chef's kitchen opens to dining room, designed for everyday living and elegant entertaining. The primary suite is a private sanctuary featuring custom Italian wardrobe systems and a spa-inspired bath. A media room, beautifully renovated baths, four to six flexible bedrooms provide versatility & potential for an au pair or guest suite. A covered patio overlooks terraced yard. Direct proximity to Longwood Medical area, Milton Academy, Fairmont commuter T station. It's a property that stands alone.

285 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Sandra Keller from Listing Office: Coldwell Banker Realty - Milton.

$880,000

3 Beds ⋅ 1 Baths ⋅ 73533488 MLS

Pretty as a picture, this warm and inviting 3-bedroom, 1-bath home with attached garage is set on a charming tree-lined street. The bright and cheerful living room is anchored by a wood-burning fireplace with an updated stone surround and rustic wood mantle, and the formal dining room flows into a timeless white/granite/ss open-plan kitchen, perfect for everyday living and entertaining. Upstairs you'll find 3 bedrooms, 2 with oversized closets, and a tastefully updated full bath. The yard is a private and peaceful oasis complimented by mature plantings, an irrigation system, and a new deck that extends the living space outdoors. Thoughtful updates and tasteful touches show throughout, with an attention to detail that will be appreciated for years to come. Ideally located near Blue Hills recreation, public transportation and major highways. This is a home you'll love coming back to.

17 Landon Road, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$729,000

1 Beds ⋅ 2 Baths ⋅ 73518950 MLS ⋅ ['The Residences At Milton Landing'] BLDG.

Welcome to this sun-filled top-floor 1-bedroom, 2-bath residence at sought-after Milton Landing with garage parking. An updated kitchen opens to bright living spaces with beautiful hardwood floors, ideal for everyday living and entertaining. The spacious primary en suite offers a comfortable retreat, complemented by in-unit laundry for added convenience. Residents enjoy a concierge-hotel lifestyle with a fitness center, library, and on-site restaurant. Step outside to peaceful nature walks, bird watching, and miles of scenic biking trails, or water activities along the Neponset River, with hiking and equestrian recreation in the nearby Blue Hills. The trolley provides easy access to downtown Boston in minutes, connecting you to renowned universities, hospitals, world-class museums, dining, and theater. This is elevated living at its finest, offering the perfect blend of easy living, with nature and accessibility to city life just outside your door.

88 Wharf Street Unit 607, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$1,015,000

3 Beds ⋅ 2 Baths ⋅ 73540243 MLS

Welcome to this classic center-entrance Colonial where charm meets comfortable modern living. This nicely maintained home features a spacious over-sized living room with a cozy gas fireplace and attached reading nook, the perfect spot to relax. The kitchen includes stainless steel appliances, granite counters and opens seamlessly to the dining room with a charming built-in hutch. A convenient 1/2 bath completes the first floor. Upstairs, you’ll find three spacious bedrooms plus a versatile bonus space ideal for a nursery, home office or creative retreat. The walk-up attic presents additional finished space along with room to expand. The lower level extends the living area with a finished room perfect for a playroom or office, a washer/dryer and plenty of storage. With classic details and flexible spaces, this Colonial offers timeless appeal and room to grow. A wonderful home filled with warmth and character. 10 minutes walk to trolley into Boston! Come see this gem!

7 St. Mary's Rd., Milton

Listing courtesy of Listing Agent: MonaLisa Team from Listing Office: Compass.

$1,130,000

3 Beds ⋅ 3 Baths ⋅ 73536896 MLS

Some homes ask you to choose. This one doesn't. Set on a private half-acre corner lot, this three-bedroom, three-bath Milton home is move-in ready and freshly painted throughout. Hardwood floors run the length of the main level. The living and dining areas open to one another, anchored by a sunroom and a bright kitchen with granite counters and stainless steel appliances. A finished lower level with a full bath offers room to spread out. Guests. A place to gather. A home office that stays separate when it needs to. Separation without distance. Two fireplaces. An oversized two-car garage. Central air-conditioning. The everyday details are handled. A fully fenced yard with a stone patio, pond, and retractable awning. Quiet when you want it. Ready when you don't. Minutes from Milton Academy, the Blue Hills, Wollaston Golf Club, Houghton's Pond, and Route 93. Space, comfort, and room to grow are yours for the taking.

79 Hilltop St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$2,900,000

4 Beds ⋅ 6 Baths ⋅ 73534896 MLS

Perched atop prestigious Milton Hill and set on nearly an acre of beautifully landscaped grounds, this extraordinary estate offers over 7,500 square feet of refined living space. A dramatic atrium foyer welcomes guests into elegant interiors featuring rich hardwood floors, soaring ceilings, and exceptional craftsmanship throughout. Designed for both grand entertaining and everyday living, the home includes a chef’s kitchen, wood-paneled library, media room, and temperature-controlled wine cellar. The luxurious primary suite serves as a private retreat with natural light and a spa-inspired bath, while four additional bedrooms provide ample space for family and guests. Outdoors, a resort-style setting awaits with a sparkling pool, cabana, expansive patios, and manicured grounds ideal for entertaining or relaxation. Complete with a three-car garage and offering the perfect balance of privacy and convenience, this residence is just minutes from Boston, renowned schools, and amenities.

263 Adams St, Milton

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$900,000

3 Beds ⋅ 2 Baths ⋅ 73524024 MLS

7 room, 3 bedroom, 1 & 1/2 bath New England Colonial with a 1 car garage set on a cozy side street location in sought after East Milton. You will feel welcomed as you enter the front foyer and through the french doors to the comfortable fireplaced living room, formal dining room with built-in china cabinet and 1/2 bath. You will love the eat in kitchen with ample room for your table with plenty of cabinets, stainless steel appliances, recessed lighting, corian countertops, and a built-in desk station opening to an outside deck overlooking the backyard. Hardwood floors throughout the first and second floors. The second level has three generous sized bedrooms with a full bath. This gorgeous home has been tastefully updated along with a brand-new gas heating system and a newer roof. The basement has a spacious family room. Potential future expansion possibilities with the walk-up attic. Perfectly located with shopping, restaurants, Route 93 & all the area amenities minutes away.

25 Waldeck Road, Milton

Listing courtesy of Listing Agent: Robert T. Germaine from Listing Office: Germaine Realty LLC.

$720,000

2 Beds ⋅ 2 Baths ⋅ 73506801 MLS ⋅ ['Ice House'] BLDG.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 21, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$725,000

3 Beds ⋅ 2 Baths ⋅ 73486879 MLS ⋅ ['Ice House'] BLDG.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 23, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$3,500

3 Beds ⋅ 2 Baths ⋅ 73540244 MLS

This is a spacious and well-maintained 3-bedroom, 2 full bath rental in a convenient Milton neighborhood. This apartment offers a functional layout with generously sized bedrooms, two full bathrooms, and abundant natural light throughout. 2 off street parking spots are included, as well as in unit washer and dryer. Located right around the corner from Mattapan station and is a short distance from many shops and restaurants.Reach out to the listing agent or team members if you have any questions.

50 Curtis Rd Unit 2, Milton

Listing courtesy of Listing Agent: Connor Withington from Listing Office: Kelly Group Properties.

$2,650,000

4 Beds ⋅ 3 Baths ⋅ 73550784 MLS

Welcome to 191 Adams Street, a fully reimagined sprawling Ranch offering effortless first-floor living, stylish updates, and spaces made for entertaining. Every room has been thoughtfully redone, creating a bright, open floor plan that feels inviting from the moment you walk in. The stunning kitchen features new appliances, a generous workspace, and a seamless connection to the living and dining rooms, where scenic views of Hutchinson Field and the Boston skyline steal the show. The finished lower level adds incredible flexibility with a bedroom, full bath, office, and multiple living areas ideal for guests, extended family, a gym, or media room. Step outside to an expansive patio and huge backyard perfect for cookouts, yard games, and summer nights. An attached garage, easy highway access, nearby restaurants, shopping, and the bike path complete this move-in-ready gem! PRIVATE SHOWINGS ONLY!

191 Adams St, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$875,000

3 Beds ⋅ 3 Baths ⋅ 73537745 MLS

Offer accepted- open houses cancelled. Lovingly maintained by the same family since 1949, this charming 3-bedroom home offers a rare opportunity to own a piece of Milton history. Set on a beautiful private lot abutting peaceful woodlands, the home blends timeless character with thoughtful updates. The updated kitchen opens seamlessly to the main living areas, while the stunning family room with soaring vaulted ceilings and abundant natural light creates the perfect space to gather and entertain. Recent improvements include mini-split systems (2019), a new roof, new chimney, and upgraded 200-amp electrical service (2023-2024). Enjoy the serenity of your backyard retreat while being just moments from Milton Village with shops, restaurants, parks, and MBTA transit. Offering the perfect balance of privacy, convenience, and pride of ownership, this is a truly special home in one of Milton's most desirable locations.

30 School Street, Milton

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

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