West Roxbury Real Estate

West Roxbury Real Estate

Welcome to West Roxbury, a charming neighborhood nestled within the vibrant city of Boston, Massachusetts. Located in Suffolk County, this picturesque area seamlessly blends suburban tranquility with urban convenience, making it a highly sought-after destination for families, young professionals, and retirees alike.

West Roxbury boasts a rich history, with roots dating back to the 17th century. Its tree-lined streets and well-maintained homes evoke a sense of community that is hard to find in larger metropolitan areas. The neighborhood is known for its friendly atmosphere, where neighbors greet each other on morning walks and children play in safe, open spaces.

Nature enthusiasts will appreciate the abundance of parks and green spaces, including the sprawling Millennium Park, which offers scenic walking trails, picnic areas, and stunning views of the Charles River. For those who enjoy a more active lifestyle, the nearby West Roxbury Golf Course provides a beautiful setting for a round of golf, while the numerous local sports leagues foster a sense of camaraderie among residents.

Conveniently located just a short drive from downtown Boston, West Roxbury provides easy access to the city’s world-class dining, shopping, and cultural attractions. The area is also well-served by public transportation, making commuting a breeze.

With a diverse array of local shops, cafes, and restaurants, West Roxbury is not just a place to live; it's a place to thrive. Whether you’re looking for a family-friendly neighborhood or a peaceful retreat close to the hustle and bustle of city life, West Roxbury is the perfect place to call home. Come explore the warmth and charm of this hidden gem in Boston!

Newest Listings in West Roxbury

78 Baker Street, Boston
$737,000
3 Beds ⋅ 1 Baths ⋅ 73598880 MLS
A wonderful opportunity to own a charming, classic Cape-style home, set on an impressive, lush green 8,385-square-foot lot in a prime West Roxbury locale! This inviting 3-bedroom, 1-bath home blends classic New England character with many recent updates. Freshly painted throughout, the home features beautifully refinished hardwood floors, an updated kitchen and bathroom, a newer roof, a newer gas heating system, and 200-amp electrical service. Step outside and discover an expansive, level backyard that offers endless possibilities for outdoor entertaining, gardening, recreation, or simply enjoying your own private outdoor oasis. Conveniently located near Centre Street, BPS Joyce Kilmer and Roxbury Latin schools, and MBTA public transportation including commuter rail to Boston. The location offers easy access to neighborhood amenities, shopping, parks and commuter routes. Perfect for a first-time homebuyer, downsizer, or anyone looking for room to grow, this delightful Cape offers exceptional potential and is a must-see opportunity. Make it your special new home!

78 Baker Street, Boston

Listing courtesy of Listing Agent: Roberta Orlandino from Listing Office: Coldwell Banker Realty - Boston.
21 Sidley Road, Boston
$975,000
4 Beds ⋅ 3 Baths ⋅ 73598604 MLS
On a quiet dead-end street, this thoughtfully updated West Roxbury Colonial pairs beautiful architectural details with bright interiors and inviting outdoor spaces. Striking ceiling beams and detailed woodwork bring warmth to the living room, complemented by hardwood floors and a wood-burning fireplace. The adjoining, window-lined sunroom lends itself to a home office, fitness space, or a quiet place to unwind. The renovated kitchen opens to the dining room, creating a natural flow for entertaining. A seating peninsula offers space to gather, while quartz countertops, two-tone cabinetry, and recessed and under-cabinet lighting give the kitchen a polished finish. The four-bedroom layout includes a primary bedroom with direct access to a rebuilt private deck, a peaceful spot for morning coffee among the treetops. A beautifully renovated full bath is also on the second floor, while a spacious walk-up attic offers generous storage and room to explore future possibilities. The home's updates include more than 30 energy-efficient replacement windows throughout much of the home. Added insulation and ductless mini-split heating and cooling enhance year-round comfort. The landscaped front yard creates a welcoming first impression. Out back, the spacious, partially fenced yard features a paver patio ideal for outdoor dining or simply relaxing. A detached two-car garage, ample driveway parking, and an EV charger add everyday convenience. Centre Street's restaurants, coffee shops, Trader Joe's, Roche Bros., the Parkway Community YMCA, and the West Roxbury Branch Library are nearby, as are the wooded trails of Allandale Woods. The location also offers convenient access to Longwood Medical Area, while Bellevue commuter rail provides service to Back Bay and South Station. From winter evenings by the fire to summer dinners on the patio, this is a home to enjoy in every season! Please provide offers by Tuesday, November 10, 2026, at 12 PM.

21 Sidley Road, Boston

Listing courtesy of Listing Agent: Shannon Sisk from Listing Office: Cameron Prestige, LLC.
32 Alleyne Street, Boston
$550,000
2 Beds ⋅ 2 Baths ⋅ 73598593 MLS
**CHARMING BELLEVUE HILL COLONIAL | EXCEPTIONAL VALUE!** Welcome to this lovely wood-shingle Colonial nestled on a quiet, tree-lined side street in West Roxbury’s coveted Bellevue Hill neighborhood, offering easy access to both Lagrange and Washington Streets! Set on a level, sun-filled lot, this inviting single-family home offers 2+ bedrooms, 2 full bathrooms, and a flexible layout ideal for comfortable everyday living and entertaining. The open first-floor floor plan features a modern maple kitchen with granite countertops, stainless steel appliances, and convenient pantry space. The spacious, sun-drenched living room opens through sliders to a deck, patio, and private garden—perfect for relaxing or entertaining outdoors. A formal dining room with a beautiful backlit tray ceiling and charming kitchen pass-through nook adds character and functionality. A modern full tile bath and gorgeous hardwood floors complete the main level. Upstairs, the spacious primary bedroom offers a comfortable sitting area and private access to a second full modern tile bath. An additional bedroom with its own bonus sitting area provides versatility for guests, family, or a home office. The finished lower-level room, featuring full windows and wonderful natural light, offers even more flexible living space. Enjoy the convenience of ample on-street parking right outside your door, along with easy access to public transportation, shopping, Centre Street’s restaurants and nightlife, and nearby parks, including the beautiful Stony Brook Reservation. A wonderful opportunity to enjoy single-family living in Boston’s desirable Bellevue Hill neighborhood at tremendous value!

32 Alleyne Street, Boston

Listing courtesy of Listing Agent: Steven Musto from Listing Office: Insight Realty Group, Inc..
101 Hackensack Road, Boston
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 73597870 MLS
Situated in one of Boston’s most iconic neighborhoods, Chestnut Hill, this fully renovated, sprawling ranch-style home lives like new construction, blending modern luxury with a super contemporary flare. Perfect for families looking for proximity to the Dexter School, Park School, The British School, Beaver Country Day and Brimmer & May School. The home features four bedrooms, plus a dedicated gym and sauna. The stylish kitchen showcases stainless steel appliances, sleek finishes, and an open-concept layout flowing seamlessly into the living room, anchored by a striking Frank Lloyd Wright-inspired fireplace.Three generously sized bedrooms feature custom built-ins, complemented by an expansive laundry room and a beautifully appointed bathroom with a double vanity. The private primary suite offers a luxurious retreat with a private bathroom including solid stone surround, glass enclosed shower with jets and soaking tub complimented by contemporary style fixtures with a custom walk-in closet.The finished lower level adds exceptional versatility, with heated floors throughout, a full bathroom & bedroom, additional space for recreation, fitness, spa like treatment in your indoor built-in sauna and a massive addtional living space perfect for an entertainment area. Outside, enjoy a private patio and abundant green space on a desirable corner lot, along with a spacious two-car garage and an irrigation system. A rare opportunity to enjoy the feel of new construction in one of Boston’s most sought-after neighborhoods.

101 Hackensack Road, Boston

Listing courtesy of Listing Agent: Steven Musto from Listing Office: Insight Realty Group, Inc..
5 Dow Road, Boston
$899,000
5 Beds ⋅ 3 Baths ⋅ 73596308 MLS
Welcome to 5 Dow Road, a beautifully updated Colonial tucked away on a quiet dead-end street in desirable West Roxbury! Offering 5 bedrooms, 2.5 bathrooms, and approximately 2,652 square feet of living space, this charming home blends classic character with modern comfort.Step inside to find freshly painted interiors, hardwood floors, and a stunning renovated kitchen with stainless steel appliances that opens seamlessly into the living area. The sun-filled sunroom with vaulted ceilings creates an inviting space for dining and entertaining. Two first-floor bedrooms and a full bathroom offer flexibility, while spacious upstairs bedrooms and a finished lower level with a half bath provide additional living space. Two laundry hookups add everyday convenience.Enjoy the charm of a white picket fence, mature landscaping, and a fantastic location! With Parkway Little League fields right on Dow Road, Star Market on Spring Street, Centre Street's shops, cafés, and restaurants, plus Roche Bros. and Trader Joe's in West Roxbury, everyday conveniences are within easy reach. Enjoy local recreation at Hynes Playground and Millennium Park, while the MBTA Needham Line offers commuter rail connections toward downtown Boston.A wonderful opportunity to enjoy space, comfort, and convenience in West Roxbury! Schedule your private showing!!

5 Dow Road, Boston

Listing courtesy of Listing Agent: Angela Dahdouh from Listing Office: Coldwell Banker Realty - Easton.
228 Manthorne Rd, Boston
$849,000
4 Beds ⋅ 2 Baths ⋅ 73595727 MLS
Deadline for all offers: Monday, Nov 2nd at 12 PM. Classic Colonial Charm Meets Comfortable Boston Living!Welcome to 228 Manthorne Road, a charming Center-Entrance Colonial in desirable West Roxbury, offering the space, flexibility, and outdoor living today's buyers want. With 4 bedrooms, 2 bathrooms, and inviting living spaces, this home blends classic character with everyday functionality. The sun-filled front-to-back living room features hardwood floors and a cozy fireplace, flowing into a spacious sunroom ideal for a home office, reading nook, or additional gathering space. At the heart of the home, the expansive open-concept kitchen and dining area features granite countertops, stainless steel appliances, a center island, and peninsula seating — perfect for casual meals, entertaining, and everyday connection.A convenient mudroom leads to the outdoor retreat, where a composite deck, patio, fenced-in yard, and garden shed create space for summer barbecues, gardening, pets, play, or simply unwinding outdoors. Upstairs, four corner bedrooms and an updated full bathroom offer comfortable accommodations and versatility for changing needs. The partially finished basement adds even more possibilities, with a three-quarter bathroom, workout area, and laundry space. Freshly painted inside and out in 2024, this home offers a welcoming blend of charm, functionality, and room to make it your own.Enjoy all that West Roxbury has to offer, including neighborhood restaurants, cafés, shopping, parks, walking trails, the YMCA, and three Commuter Rail stations. Millennium Park and Hynes Field provide wonderful opportunities to enjoy the outdoors, while nearby Chestnut Hill shopping and Legacy Place offer even more dining and retail options. Convenient access to public transportation and routes toward the Longwood Medical Area makes this an appealing home base for a variety of lifestyles. Discover the space, convenience, and neighborhood charm that make West Roxbury such a wonderful place to call home!

228 Manthorne Rd, Boston

Listing courtesy of Listing Agent: Mary Forde from Listing Office: Insight Realty Group, Inc..
63 Vermont Street, Boston
$825,000
4 Beds ⋅ 2 Baths ⋅ 73594666 MLS
This four-bedroom home needs work but has so much potential to restore. A charming 1931 Colonial on an 11,411 sq ft lot in sought-after West Roxbury with high ceilings, detailed moldings, hardwood floors, and a fireplace. The roof and gutters have been updated. The generous yard has room to expand and space to enjoy. A large basement with a walkout to the yard and off-street parking for four add everyday convenience. Enjoy easy access to the VFW Parkway, a convenient commute to downtown Boston, and close proximity to the commuter rail in downtown West Roxbury. This is one of those special homes with really good bones to work with. The structure has withstood the test of time, and this is one you will make your own for years to come.

63 Vermont Street, Boston

Listing courtesy of Listing Agent: Ned Mahoney from Listing Office: eXp Realty LLC - Corporate Office.
1216 Vfw Pkwy Unit 41, Boston
$480,000
2 Beds ⋅ 2 Baths ⋅ 73594384 MLS ⋅ ['Park Place Condominium'] BLDG.
Prime Location, Perfect Home: Modern Condo Near Transit & Trails. The bright, open floor plan flows seamlessly to a private balcony, creating an ideal space for entertaining. The spacious kitchen features matching appliances and ample cabinetry, opening into a dining area that comfortably accommodates seating for four or more. Enjoy the beauty and durability of hardwood flooring throughout the home. Notable features include a rare wood-burning fireplace and a dedicated laundry closet with space for side-by-side machines and additional shelving. The home boasts two beautifully appointed bathrooms: 1 in the king-sized primary suite featuring a double sink vanity and a large walk-in shower and a secondary hall bathroom with a deep soaking tub. Both bedrooms offer generous, organized double closets. This property also includes a large, private storage unit in the basement. Ideally located near major commuting routes and the commuter rail, you are minutes away from local shopping, dining, and scenic outdoor trails. Open houses on Sat and Sun from 12-1:30.

1216 Vfw Pkwy Unit 41, Boston

Listing courtesy of Listing Agent: Mary Ann Figoni from Listing Office: Centre Realty Group.
70 Gardner St, Boston
$1,159,000
4 Beds ⋅ 4 Baths ⋅ 73593983 MLS
*Price Improvement* Tucked away on a convenient side street this elegant young colonial complete with seller owned solar panels wants you to call it home! Find three exceptional floors of living space. A cozy mudroom greets you followed by a sprawling foyer. Your large airy family room has a gas fireplace. Open concept kitchen, cherry cabinets, granite counters, and a separate sophisticated formal dining room, oversized windows, crown molding, hardwood floors and a half bath adorn the first floor. The far end of the kitchen's sliding doors lead to a walkout expansive deck overlooking a flat fenced in yard with raised garden beds, and a sizable shed. The primary suite includes a full bath and walk in closet. Three additional bright airy bedrooms with ample closets, hardwood floors, and another full bath grace the second floor. Huge bonus space in your livable lower level area! Make it a guest suite, a kitchenette, an office, and a playroom. This level also has a full bath and laundry. Bulkhead has easy access to your long paved driveway for three cars including an EV charger. Easy commuting options, moments to VFW Pkwy, Rt. 1, downtown, hospitals. Close proximity to private and Boston Public Schools. So much value in this expansive house - move in ready with room to add equity!!!

70 Gardner St, Boston

Listing courtesy of Listing Agent: Mary Rush from Listing Office: Gilmore Murphy Realty LLC.
19 Eagle Street, Boston
$949,886
3 Beds ⋅ 3 Baths ⋅ 73593717 MLS
Welcome to 19 Eagle Street, West Roxbury! With great curb appeal, a quiet dead-end street location, and plenty of outdoor space, this Boston home has so much to offer! The first floor features a living room, dining room, kitchen, and full bathroom, creating a comfortable layout for everyday living and entertaining. Upstairs, you’ll find three bedrooms, two with skylights that bring in beautiful natural light, plus mini-splits throughout for year-round comfort. Need more room? The finished basement offers a versatile common area, laundry, and an additional bathroom, providing even more functional living space. Step outside and enjoy the massive back deck and ample yard space, perfect for outdoor dining, gardening, relaxing, or hosting your next get-together. A paved driveway with parking for two cars adds everyday convenience. Located in West Roxbury, you’ll enjoy convenient access to Centre Street shops, local restaurants, cafes, and everyday amenities. Nearby Millennium Park offers walking trails, open green space, and scenic views. Commuter rail service on the Needham Line and MBTA bus connections provide options for traveling into Boston and beyond. Three bedrooms, three bathrooms, a finished basement, and fantastic outdoor space, all in Boston! Come see all that 19 Eagle Street has to offer!

19 Eagle Street, Boston

Listing courtesy of Listing Agent: Amanda O'Grady from Listing Office: RE/MAX On the Charles.
10 Ellswood Street, Boston
$690,000
3 Beds ⋅ 1 Baths ⋅ 73593663 MLS
Set on a quiet dead-end street in desirable West Roxbury, this 3-bedroom home offers a functional layout, great outdoor space, and opportunity to personalize and enhance over time. Enter at street level into a finished tiled foyer and convenient drop zone, or directly through the attached garage. Upstairs, an oversized living room offers flexibility for both living and dining, flowing into the eat-in kitchen with an open layout and sightlines ideal for everyday living and entertaining. A convenient side entrance adds to the kitchen’s functionality. Just beyond, a hallway leads to a full bathroom with a tiled tub and shower. Three cozy bedrooms complete the main living level, including two overlooking the backyard. Hardwood floors run throughout the home, complemented by fresh paint throughout. Downstairs, the basement offers laundry, generous storage, and a walkout with potential for future finishing. Outside, the expansive, flat, fully fenced backyard is a true highlight, offering privacy and room to garden, entertain, play, or enjoy the outdoors. An oversized shed/workshop with electricity adds versatility, with further potential as a studio, expanded storage, workout space, etcetera. Enjoy the ease of this efficient home while exploring its possibilities over time, all with easy access to West Roxbury’s shops, restaurants, Millennium Park, West Roxbury Commuter Rail Station, the 37 bus and major commuting routes.

10 Ellswood Street, Boston

Listing courtesy of Listing Agent: Ovesen Group from Listing Office: Coldwell Banker Realty - Brookline.
52 Chesbrough Road, Boston
$699,900
3 Beds ⋅ 2 Baths ⋅ 73593340 MLS
Welcome Home! Built in 1926, this lovingly cared for home offers timeless character, solid construction, and wonderful potential for its next chapter. Full of yesteryear charm, this home features, hardwood floors, high ceilings, welcoming living room with fireplace, dedicated office area, and a dining room with charming built-in. The spacious kitchen offers plenty of room to make it your own! Upstairs, the main bedroom features a walk-in closet, along with two generously sized bedrooms. Enjoy the enclosed porch, perfect for relaxing or step out onto the rear deck overlooking the level, fenced yard. A one-car garage adds convenience, while the peaceful neighborhood and highly convenient location make this home an especially appealing find with easy access to train, bus etc....Ready for thoughtful updating to suit todays tastes, this solid character filled home is a wonderful opportunity to bring your vision to life while preserving the classic appealOffer deadline -Tuesday Oct 27th before Noon

52 Chesbrough Road, Boston

Listing courtesy of Listing Agent: Mary Henderson from Listing Office: Coldwell Banker Realty - Westwood.
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