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$1,850,000
6 Beds 4 Baths SOLD Status 73356233 MLS 4,212 SqFt.
This is the One! Meticulously maintained & restored Colonial in one of Milton's finest locations nestled on a landscaped 17,800 ft lot w/ 2 car garage, fenced yard, patio & firepit. Inside you'll find a traditional floorplan with a perfect blend of character & modern amenities. Elegant formal dining room w/ hardwood floors, chair rail & Crown mouldings leads to the completely redesigned Chef's kitchen w/ Custom cabinetry, quartz counters, center island & peninsula open to a sun splashed family room. 2 First floor office spaces, 6 bedrooms (or 4 plus 2 room au-pair w full bath) including luxurious Primary w/ 2 closets including walk in closet, full bath w/ 48" marble vanities, soaking tub & spa shower w/ rainwater & side fixtures, Prime location close to schools, Milton Hospital, Library, Milton Academy & Blue Hills. Want to walk through this home in High-Definition & 3D? Visit https://tinyurl.com/164HighlandMilton

164 Highland St, Milton

$1,100,000
3 Beds 2 Baths SOLD Status 73356157 MLS 1,852 SqFt.
This exceptional property boasts a desirable location in one of Milton's most sought-after neighborhoods, providing easy access to Boston while maintaining a peaceful suburban setting. Throughout the home, generous living spaces filled with natural light create an inviting atmosphere, including a sunny den enhanced by skylights. Buyers will appreciate the proximity to Blue Hills Reservation, Milton Academy, and an array of local amenities. Recently updated with a new roof and furnace, this home provides peace of mind for buyers seeking both charm and modern reliability. The well-maintained grounds feature mature landscaping that enhances the property's appeal, creating a serene outdoor environment to complement the thoughtfully designed interior spaces. This rare opportunity provides the perfect balance of convenience and tranquility. The home's timeless appeal combined with practical upgrades creates an ideal living environment for buyers seeking the quintessential Milton lifestyle!

16 Wendell Park, Milton

$1,150,000
5 Beds 2 Baths SOLD Status 73355628 MLS 1,850 SqFt.
Welcome to this thoughtfully redesigned 5 bedroom home nestled in one of Miltons most sought after neighborhoods. This delightful single-family home has been fully renovated to showcase the 15’ plus ceilings and a stunning chefs kitchen. The quartz waterfall island, high end appliances and shaker style cabinets give this home that modern yet approachable feel. Featuring generously sized bedrooms and two bathrooms, this property is ideal for those seeking both space and functionality. The main level boasts a spacious living area, perfect for entertaining guests or relaxing after a long day. The open floor plan seamlessly connects the living room to the dining area, creating a versatile space for gatherings and daily living. Recent upgrades include new kitchen, new bath, new Hvac and so much more. This home offers flexibility for a variety of lifestyles. Whether you envision a cozy reading nook, a home office, or a playroom, the possibilities are endless. Generously sized, flat backyard

11 Christopher Dr, Milton

$1,045,000
3 Beds 2 Baths SOLD Status 73354326 MLS 1,465 SqFt.
Welcome to 8 Academy Lane, a charming Colonial-style residence nestled in the heart of Milton, Massachusetts. This elegant home blends classic New England character with modern comfort, situated on a serene, tree-lined street just minutes from Boston. Step inside to discover a spacious and light-filled interior, featuring hardwood floors, a cozy fireplace, and an inviting layout perfect for both everyday living and entertaining. The updated kitchen offers ample cabinetry and a functional design, while the 3 generous bedrooms and 1.5 well-appointed bathrooms provide peaceful retreats for all. Outside, enjoy a beautifully landscaped yard, ideal for relaxing or hosting summer gatherings. Located near scenic Blue Hills trails, and Milton’s vibrant community, this home offers suburban tranquility with urban convenience. Don’t miss your chance to own a piece of Milton’s timeless appeal available for the first time in nearly 30 years.

8 Academy Ln, Milton

$1,410,000
4 Beds 3 Baths SOLD Status 73353309 MLS 2,092 SqFt.
The wait is finally over, located in one of Milton's hottest neighborhoods this one has it ALL! Designed with impeccable taste, this move-in-ready stunner features a showstopping kitchen—so gorgeous it was featured in Better Homes & Gardens (2019). Nothing to do but unpack, all the renovations are done. Set within a short distance of several of Milton’s public schools and Milton Academy, this stunning Colonial offers a bright, open floor plan perfect for modern living. The first floor flows seamlessly between the dining area, living room and study all off the main hub, the kitchen. Upstairs, you’ll find four bedrooms, including a luxurious primary suite with a beautifully designed bathroom. The inviting exterior is the ideal spot to relax after a long week—whether hosting friends or enjoying a quiet moment beneath the sleek pergola. On this sought-after freshly-paved street, home is where street hockey games are a daily tradition and a warm welcome awaits you the moment you arrive!

111 Elm St, Milton

$900,011
4 Beds 2 Baths SOLD Status 73352791 MLS 1,715 SqFt.
Occasionally a property comes along with value beyond the expected! Such is the case with this 4 bedroom, 2 full bath Cape on .41 acres. Only the second owner, the seller has made thoughtful updates, for now and for years ahead.  Rooftop solar panels installed 2014 dramatically reduce the house electrical costs, new windows 2021, an on-demand Navien heating system, new hot water tank 2020, 4 Ductless mini- splits for A/C and heat 2023, EV home charger in the new garage 2022, new in-ground pool liner 2024 make this practically a carbon-free home. Renovated cherry/granite kitchen opens to the sunny family room and dining room.  Spacious Fireplaced living room, 1st fl bedroom and updated full bath give you options. Second floor offers 3 additional bedrooms, 2 walk-in and double closets, and full updated bath. The lower level surprises with a partially finished basement, closets and storage. Step outside and enjoy the large fenced yard, gardens, and pool where summer awaits you!

77 Cushing Rd, Milton

$880,000
3 Beds 2 Baths SOLD Status 73349989 MLS 1,755 SqFt.
Exquisitely charming 1920s bungalow! Bump out windows, fir floors, and interior archways are just a few details you will be enamored with upon viewing this super cozy home with a broad list of add-ons, upgrades and finishing touches. A sunlit glass paned vestibule welcomes you into the front hall of this enticing home. A soft color choice in the recently renovated kitchen delivers serenity along with the upgraded functionality of fresh appliances. The dining room has chair rails and the original china cabinet intact with deep shelving and drawers. Check out the gorgeous chandelier! Lovers of nature will love the garden room off the back with vaulted ceilings, surround windows and recessed lighting with double doors to the wooded yard and patio. The primary bedroom is on the second floor with its own 3/4 bath with 2 other bedrooms and full bath on first floor for single-level living if you prefer. Please see upgrades and inclusions in addendum attached in MLS. Come visit!

18 Dyer Ave, Milton

$850,000
3 Beds 2 Baths SOLD Status 73349831 MLS 1,488 SqFt.
Welcome to 14 Mulberry Road - a meticulously maintained Colonial on a quiet dead-end street. The first floor features a huge, 11' x 23', living room complete with fireplace and original crown molding. There's plenty of room for meals with the whole family in the formal dining room, and the kitchen features modern, stainless steel appliances. Hardwood flooring is featured throughout and the first floor is rounded out by a half bath. The second floor has been freshly painted and features a large primary bedroom with walk in closet, two guest bedrooms, and the primary bathroom. There is an 13' x 20' finished recreation room in the basement, as well as unfinished basement space that contains the included laundry machines and recently serviced furnace. There's plenty of off-street parking available, with three spots in the driveway and the additional detached two car garage. Both the roof of the home and garage were replaced in 2025! Open Houses: Saturday & Sunday (3/29, 3/30) 12-2pm

14 Mulberry Rd, Milton

$489,999
1 Beds 1 Baths SOLD Status 73349032 MLS 748 SqFt.
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 is available for an additional cost.

485 Blue Hills Parkway Unit 32, Milton

$502,400
1 Beds 1 Baths SOLD Status 73349031 MLS 746 SqFt.
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 is available for an additional cost.

485 Blue Hills Parkway Unit 19, Milton

$732,000
2 Beds 2 Baths SOLD Status 73349007 MLS 1,286 SqFt.
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 is available for an additional cost.

485 Blue Hills Parkway Unit 51, Milton

$830,000
3 Beds 2 Baths SOLD Status 73347969 MLS 1,404 SqFt.
This Cunningham Park/East Milton Colonial is ideally situated within walking distance to the "Square," schools, parks, and playgrounds, and it has easy access to major highways. The home offers an updated kitchen with custom cabinets and granite countertops, a formal living room with a working wood-burning fireplace, a dining room, a first-floor office or den, and a half bathroom. There are hardwood floors throughout the first floor. The second floor features a substantial primary bedroom with two closets, two guest bedrooms, and a full bathroom. The second floor has wall-to-wall carpeting (hardwood flooring under). There is a semi-finished walk-out basement with access to the one-car garage. The home has four mini-split air conditioning units that will also supplement the forced hot water gas Well McClain boiler as a second heat source. The house's exterior has vinyl siding, replacement windows, and a huge deck. Enjoy the peacefulness that 590 Pleasant has brought the current owners!

590 Pleasant Street, Milton

$940,000
3 Beds 3 Baths SOLD Status 73347490 MLS 2,600 SqFt.
Welcome to this beautifully maintained home nestled in a sought-after Milton neighborhood where the community feels like family and nature surrounds you. Step inside to discover the homes generous space with three well-proportioned bedrooms and 2.5 baths. The large primary suite is a peaceful sanctuary offering partial views of the Boston Skyline. The home's heart is the spacious kitchen that opens into the fireplace familyroom. The finished basement adds extra living space, enough for a home gym and gameroom. The sunny interior is complemented by a private office space, complete with its own separate entrance, ideal for those working from home. The Nature enthusiasts will appreciate the property's prime location, just a short walk from the scenic Blue Hills hiking trails, offering outdoor recreational opportunities for the whole family. This well-maintained property presents a rare opportunity to join one of Milton's most sought-after communities.

84 Sassamon Ave, Milton

$950,000
3 Beds 3 Baths SOLD Status 73347388 MLS 4,320 SqFt.
Welcome to 523 Blue Hills Parkway, a beautifully maintained 3 bedroom, 3 bathroom ranch-style home offering single-level living in one of Milton’s most desirable neighborhoods. This sun-filled home features a spacious open floor plan, perfect for both entertaining and everyday living. Step inside to find gleaming hardwood floors and a bright, inviting living room with a fireplace, ideal for cozy nights in. Generously sized bedrooms and a finished basement with family room, full bath. Outside, enjoy a large patio, ideal for summer BBQs or relaxing after a long day. Located just minutes from Blue Hills Reservation, top-rated schools, public transportation, and major highways, this home offers both convenience and tranquility in a sought-after neighborhood. Don’t miss this opportunity to own a charming ranch in Milton.

523 Blue Hills Pkwy, Milton

$1,170,000
3 Beds 2 Baths SOLD Status 73346612 MLS 2,080 SqFt.
Good policy – Fill your home with all things useful and all things beautiful. Such is the feeling at 329 Central Ave and one that will draw you in. Lives well-lived, full of travel, music, art, food and friends have played out here. Sunny and bright living room with large fireplace to match is sure to warm both hearts and minds. The updated kitchen has large bay windows inspiring every day and occasional gourmet meals. A 3-season porch overlooks a private and fenced yard soon to be in your rotation. 3 spacious bedrooms are freshly painted with excellent closet space (walk-in for the primary). A home office keeps it all together. The lower level expands recreation opportunities. Large 3rd floor can transform to future living space. Lovingly maintained, expertly considered…new roof, hvac, windows, hot water heater, landscaping. Close to restful Turner's Pond for mindful walks with or without your furry friend. Accessible to trolley, Steel & Rye, Glover School, Milton Academy.

329 Central Ave, Milton

$1,250,000
4 Beds 4 Baths SOLD Status 73346453 MLS 2,606 SqFt.
Meticulously cared for 4 bed 3 1/2 bath home in an unbelievable location! Close to Milton Academy, Blue Hills Reservation, shopping, restaurants and more.Large fenced in back yard with lush landscape with an unbelievable patio.Enjoy the natural lighting in the expansive living room featuring a large bay window and glass barn doors.This room flows seamlessly into the dining room and kitchen. Enjoy the chefs kitchen with plenty of storage, stainless steel appliances, wine fridge, granite countertops and a built in breakfast nook. The family room has plenty of sunshine through out the day featuring a wonderful layout with a fireplace, surround sound and slider to a deck overlooking the yard. Large primary suite with walk-in closet and en suite. Newly finished hardwood floors throughout first floor and new carpet in lower level and stairs. Lower level has recessed lights, surround sound, full bathroom with an open concept for bedroom/living space. Jump right on 93 for a quick trip to Boson

341 Reedsdale, Milton

$479,000
1 Beds 1 Baths SOLD Status 73345927 MLS 693 SqFt.
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 is available for an additional cost.

485 Blue Hills Parkway Unit 47, Milton

$1,349,000
4 Beds 4 Baths SOLD Status 73345173 MLS 2,275 SqFt.
Beautifully located in sought-after West Milton, this Garrison Colonial-style residence is set on a picturesque lot with lush perennial plantings. This sun-filled home features a spacious living and dining room, a bright eat-in kitchen, and a versatile entryway that can function also as a sitting room or family room. The kitchen and sitting room are open to a large deck overlooking the manicured yard which is an ideal setting for outdoor gatherings. In addition, there are four bedrooms, two full and two half bathrooms, hardwood floors throughout, and an unfinished basement with a fireplace, half bathroom, and ample storage. Enjoy the convenience of central heat and cooling, a two-car attached garage, and easy access to top-rated Milton schools and commuter routes. A timeless home offering warmth, comfort, and cherished memories for years to come! This is a must-see, truly a splendid offering.

184 Robbins St, Milton

$750,000
3 Beds 3 Baths SOLD Status 73344940 MLS 1,569 SqFt.
$40,000 price break! Location, location, location. Unusually versatile, this home features a first-floor primary bedroom, another first-floor bedroom, and a second-floor bedroom. There is a bathroom on each level. The kitchen/eating area has a cathedral ceiling with a skylight. A spacious living room with a gas fireplace completes the first floor. The walk-out basement has a finished room, a laundry room, and a full bathroom. Off the kitchen is a large deck that overlooks a generous backyard. The home needs some cosmetics, but the major items have been updated. The house has a combination high-efficiency gas furnace/instant hot water boiler, two electrical panels with circuit breakers, 100-amp service, replacement windows, vinyl siding, and a roof that was replaced in 2013. Walk to East Milton and enjoy fine restaurants, banking, coffee shops, shopping, dentist offices, post office, and other eateries. Easy access to the highway. Do not let this opportunity slip away!

191 Church Street, Milton

$1,448,000
4 Beds 4 Baths SOLD Status 73344895 MLS 2,272 SqFt.
47 Big Blue Drive is truly a unique property, not to be missed! Imagine starting your day with a cup of coffee on your spacious deck, overlooking a large, fenced-in backyard with mature plantings and an inviting inground saltwater pool. This charming 4–5-bedroom home, with two full and two half baths, offers an open living and dining room perfect for entertaining and creating lasting memories. Cook up a storm in the updated kitchen, or enjoy a relaxing barbecue on the backyard patio, surrounded by the serene beauty of your .92-acre private oasis. For those who love to tinker or need extra space, the new heated barn with large garage doors and bonus living space above is a game-changer. The possibilities are endless, whether it's a guest space, a home office, or an ultimate teen hangout. You're just minutes away from the outdoor activities of the Blue Hills, several commuter rail stations, nearby highway access, shopping, and local restaurants. Buyer got cold feet - now's your chance!

47 Big Blue Drive, Milton

$875,000
3 Beds 3 Baths SOLD Status 73344750 MLS 1,498 SqFt.
3 bedroom, 3 bath renovated home on an expansive, fenced corner lot less than 1 mi to Milton Academy.Featuring a stunning FIRST FLOOR primary oasis with soaring ceilings, a chic fireplace, custom wood paneling, a beautiful en-suite bath and a custom build walk in closet. Offering an open floor plan on the main level with Living/Dining and Kitchen. The kitchen is updated with Stainless appliances/ granite countertop, and boasts cathedral ceilings, a breakfast bar, pantry and an adjacent drop zone area with laundry and a full bath completing the 1st floor.The kitchen/dining area offers sliders to the deck where a hot tub awaits, helping to ease away the stresses of the day! Mini splits on the first floor keep you in comfort all year round.The second floor offers 2 additional bedrooms and another full bath.There is a full basement for storage galore. Incredible East Milton location with fantastic commutability; minutes to Boston/ Logan Airport, with access to I-93 AND I-95.

18 Pleasant St., Milton

$2,250,000
5 Beds 5 Baths SOLD Status 73344594 MLS 4,950 SqFt.
This exquisite 5-year young 5-bed, 4.5-bath, 4,950 square foot home is perfectly placed in one of Milton’s most sought after neighborhoods. A grand foyer with soaring ceilings greets you as you step inside. The gourmet kitchen features high-end stainless appliances, quartz counters, tile backsplash and large island with sun filled views into the great room. The main floor showcases wide plank wood flooring, walls of windows, recessed lighting, ornate millwork and double sliders. On the upper level you’ll find 4 bedrooms of which both the lavish primary and one other flaunt ensuite baths and walk-in closets, while the other two share a Jack and Jill bath. The finished lower level features additional large playroom and a partially below grade bedroom with full bath. Your fenced in private backyard oasis awaits with an expansive deck and hardscape patio encompassed by wooded landscape. Central A/C, a 2-car garage, first floor laundry and 6th bedroom/office optionality. OH SAT-SUN

17 Woodlot Drive, Milton

$1,450,000
4 Beds 4 Baths SOLD Status 73344196 MLS 4,486 SqFt.
Welcome to 4 Carisbrooke Rd, a beautiful home located in the sought after Blue Hills area of Milton. Spanning over 4,000 square feet of living space on almost half an acre lot, it has 4 bedrooms & 4 full bathrooms! Make your way through the foyer & explore the first floor that has a formal dining room, sitting room, living room with vaulted ceilings with fireplace. On the first floor is also the spacious kitchen with granite counters, a full bathroom and laundry as well. Make your way upstairs to 4 bedrooms & 2 full bathrooms, including the large primary bedroom with walk in closet & en suite bathroom. Head upstairs to the finished attic which can be a movie, game, or whatever your lifestyle needs! Head all the way down to the basement w/ 2 bonus rooms & access to the backyard as well. Garage is extremely spacious, heated &equipped with EV charger. With Houghton's Pond around the corner, easy access to the highway, shopping & all that Blue Hills has to offer- don't wait

4 Carisbrooke Road, Milton

$1,210,000
4 Beds 2 Baths SOLD Status 73340722 MLS 2,000 SqFt.
Unbeatable location on a side street, steps to schools, Milton Academy, parks and village shopping /dining! Meticulous & updated open dining room and kitchen floorplan boasts a practical pantry and mudroom entry. The details that matter abound with built-ins, crown moldings, hardwood floors, ceiling lights and central A/C. Your energy needs are in check with solar panels, generator and newer furnace. Entertain year-round with gas fireplace living room and French doors to the family room with exterior access to the fenced yard and deck. Spacious bedrooms upstairs, with primary walk-in closet, and the renovated bath fan out along a long hallway. The walkup attic offers expansion potential, and the partially finished basement bonus room has great natural light plus a storage room. A tuned-up exterior has a newly pointed chimney, rebuilt front stoop, decorative brick walkway and a stunning perennial garden. Snag this property and watch your investment and gardens grow! BY APPOINTMENT ONLY

55 Thompson Lane, Milton

$1,295,000
4 Beds 3 Baths SOLD Status 73344018 MLS 3,777 SqFt.
Spectacular newly renovated home with a stunning second and third-floor addition in the highly desirable East Milton neighborhood, offering easy access to the East Milton Square, Red Line T and major highways. This exceptional residence showcases fine craftsmanship across four levels of living space. The main level features an open-concept layout, highlighted by a modern kitchen with custom-built cabinetry, quartz countertops, and stainless steel appliances. The spacious living and dining areas are perfect for entertaining, while a well-appointed bedroom and full bathroom complete this level. The second floor offers three generous bedrooms, including a luxurious primary suite with a walk-in closet and an en-suite bath with a double vanity. An additional stylish full bath serves the other bedrooms. A finished third floor and basement provide versatile space for various needs. Enjoy a private, low-maintenance stone patio and a one-car garage with an automatic opener. A must-see home!

209 Milton St Ext, Milton

$516,000
1 Beds 1 Baths SOLD Status 73343192 MLS 753 SqFt.
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 is available for an additional cost.

485 Blue Hills Parkway Unit 31, Milton

$825,000
6 Beds 2 Baths SOLD Status 73342799 MLS 2,173 SqFt.
Unlock the potential of 22 Hope Avenue, an inviting Bungalow nestled on a 22,100+ SQFT lot abutting the President's Golf Course. This property offers the opportunity to craft your ideal home minutes from East Milton Square. This 6 bedroom single family features beautiful original Gumwood details and gleaming hardwood floors. Upon entering, the welcoming foyer leads to a spacious living room w/ fireplace and flows to the dining room w/ built-ins. The large eat-in kitchen has a mudroom with a side entrance to easily access the back deck and the 1-car detached garage. The 1st floor includes 2 bedrooms, 1 full bath and laundry and the upstairs has 4 bedrooms and 1 half bath. The lower level offers an additional 1,050sqft of space ready to be finished with a 2nd laundry option. Enjoy the perfect balance of privacy and accessibility to I-93, MBTA bus stops along Granite Ave, 1 mile to dining and shopping, 1.2 miles to the North Quincy T, and less than 8 miles from Downtown Boston.

22 Hope Ave, Milton

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