West Roxbury Real Estate

Welcome to West Roxbury, a charming neighborhood nestled in the heart of Boston, Massachusetts. Known for its suburban feel and vibrant community spirit, West Roxbury offers an inviting atmosphere that perfectly balances city convenience with a peaceful residential lifestyle.

This picturesque area is characterized by tree-lined streets, well-maintained parks, and a variety of local shops and eateries that cater to every taste. West Roxbury is home to a diverse population, making it a culturally rich neighborhood where residents take pride in their community. Families will appreciate the top-rated schools and family-friendly amenities, while young professionals and retirees alike enjoy the close-knit vibe that West Roxbury exudes.

Outdoor enthusiasts will find plenty to love here, with the stunning Millennium Park and the picturesque West Roxbury Parkway providing ample opportunities for walking, jogging, and picnicking. The neighborhood's proximity to the Arnold Arboretum offers even more green space for residents to explore and enjoy.

Convenience is key in West Roxbury, with easy access to public transportation and major highways, making commuting to downtown Boston and beyond a breeze. The area boasts a variety of local businesses, from cozy coffee shops to delightful restaurants, ensuring that residents have everything they need right at their fingertips.

Whether you're looking to buy your first home, settle down with a family, or simply enjoy a vibrant community, West Roxbury is a hidden gem within Boston that truly has it all. Come explore the warmth and charm of West Roxbury—your new home awaits!

Newest Listings in West Roxbury

$779,999

2 Beds ⋅ 2 Baths ⋅ 73600015 MLS

1721 Centre St Unit 204, Boston

Listing courtesy of Listing Agent: Leigh Gilmore from Listing Office: Gilmore Murphy Realty LLC.

$1,055,000

4 Beds ⋅ 2 Baths ⋅ 73599332 MLS

Welcome to 745-747 VFW Parkway, a classic brick two-family offering an outstanding opportunity for both owner-occupants and investors. This side-by-side duplex features approximately 1,900 square feet of living space with 2 bedrooms and 1 bathroom for each unit, two-car garage with additional off-street parking. The property offers a functional layout with seperate living spaces, providing flexibility for rental income, extended family living, or an owner occupied investment. Additional features include a previously updated kitchen, newer windows, recessed lighting with a heated sunroom for additional year round living space. With one unit vacant, buyers have the opportunity to move right in. Conveniently located along VFW Parkway, with access to major routes, shopping, restaurants and parks.

745-747 Vfw, Boston

Listing courtesy of Listing Agent: Joseph Murray from Listing Office: JMM Residential LLC.

$739,900

4 Beds ⋅ 2 Baths ⋅ 73599055 MLS

Welcome to this spacious and well-maintained 4-bedroom, 1.5-bath home located in a desirable West Roxbury neighborhood. The first floor offers a comfortable and versatile layout featuring a bright living room, dining room, kitchen, family room with fireplace, and a convenient half bath. Sliding doors lead to an oversized deck overlooking a beautifully fenced backyard, perfect for relaxing, entertaining, and outdoor activities.The second floor features four generously sized bedrooms and a full bath. Additional highlights include newer appliances, a garage, a spacious basement with ample storage, and laundry are. Conveniently located near MBTA bus service, commuter rail, restaurants, shopping, Dedham Courthouse, and Legacy Place. A wonderful opportunity to enjoy space, comfort, and convenience in one of West Roxbury's most sought-after locations.

202 Glenellen Rd, Boston

Listing courtesy of Listing Agent: Entela Tase from Listing Office: Coldwell Banker Realty - Westwood.

$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.

$1,495,000

73598655 MLS

**RARE DEVELOPMENT OPPORTUNITY | WEST ROXBURY!** Insight Realty Group is proud to present an exceptional land acquisition and redevelopment opportunity in Boston's highly desirable Centre/Weld Street neighborhood. Encompassing approximately 19,879 square feet of land, 120–126 Willow Street offers an outstanding opportunity for builders, developers, and investors to explore the possibilities of reimagining and redeveloping this premier residential site. The property features approximately 60 feet of frontage on Willow Street, an existing curb cut, and established gas, electric, water, and sewer services. Currently improved by a two-family residence and a separate detached single-family home, the property offers flexibility and potential while future development plans are explored. Zoned 1F-6000, this expansive parcel presents an opportunity to evaluate a variety of potential residential development concepts, including single-family homes, condominium development, or other residential configurations, subject to zoning, feasibility, permitting, and all required City of Boston approvals. Adding to its appeal, the existing residences offer the potential for rental income while buyers explore redevelopment plans and pursue the necessary approvals. Opportunities to acquire a parcel of this size in such a coveted West Roxbury location are exceptionally rare. Bring your vision and explore the possibilities at 120–126 Willow Street!

120-126 Willow Street, Boston

Listing courtesy of Listing Agent: Michael McGuire from Listing Office: Insight Realty Group, Inc..

$1,495,000

8 Beds ⋅ 4 Baths ⋅ 73598651 MLS

A truly rare, once-in-a-lifetime opportunity to own an extraordinary West Roxbury property! Situated on one of the neighborhood's most coveted streets, 120–126 Willow Street offers nearly a half-acre of land featuring a two-family residence, a separate detached one-level ranch, and a two-car garage. This unique property presents exceptional possibilities for developers, investors, owner-occupants, or those seeking multi-generational living. The two-family residence offers traditional layouts with generous living spaces. Unit 1 features a living room, formal dining room, sun room, kitchen, two bedrooms, and a full bath. Unit 2 offers a living room, formal dining room, sunroom, kitchen, three bedrooms, and a full bath. Additional outdoor amenities include a private porch and patio. Completing this remarkable offering is the charming detached ranch-style home, affectionately known as the "Red House," featuring convenient single-level living, three bedrooms, two full baths, and an updated floor plan. All three units will be delivered vacant at closing, providing tremendous flexibility and opportunity for the next owner. Whether you're envisioning a multi-generational family compound, exploring investment or condo conversion possibilities, considering new construction potential, or seeking a property with substantial upside, the possibilities are truly exceptional. Conveniently located near West Roxbury's shops, restaurants, parks, public transportation, and neighborhood amenities. Opportunities like this are few and far between. Don't miss your chance to own this remarkable property in a premier West Roxbury location!

120-126 Willow Street, Boston

Listing courtesy of Listing Agent: Michael McGuire from Listing Office: Insight Realty Group, Inc..

$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.

$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..

$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..

$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.

$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..

$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.

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West Roxbury Real Estate

Newest Listings in West Roxbury

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