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Upper Washington-Spring Street Homes for Sale

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  • /40

    $775,000

    Open Thu 5PM - 6:30PM
    • 5 Beds
    • 2.5 Baths
    • 1,797 Sq Ft

    20 Paragon Rd, West Roxbury, MA 02132

    Welcome to 20 Paragon Road, offering a fantastic opportunity for the right buyer! This home boasts five generous bedrooms, with the primary bedroom on the first floor, plus a second bedroom and a 1/2 bath; with some vision, you could convert it to a full bath. Three on the second floor, in addition to a dedicated office/bedroom space, with a bathroom on each level, offering ample room for family,

    Agent Photo

    Mary Forde

    Insight Realty Group, Inc.

    20 Paragon Rd, West Roxbury, MA 02132
  • /31

    $1,650,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    16 Starling St, West Roxbury, MA 02132

    Ready to Go! Beautiful new construction at The Preserve at Cardinal Hill—one of Boston’s most exciting emerging neighborhoods. This spacious 4-bed, 2.5-bath home is designed for modern living with an open, airy layout that makes everyday life and entertaining feel effortless. Gather by the living room fireplace, host from the chef’s kitchen with ample prep space and stylish finishes, or enjoy

    Maria DiLetizia Insight Realty Group, Inc.

    16 Starling St, West Roxbury, MA 02132
  • /29

    $1,569,000

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    29 Keystone St, West Roxbury, MA 02132

    Introducing 29 Keystone! This Unique Contemporary style home, custom built by renowned DiSipio Building Group, has been thoughfully designed to meet buyers every desire. The open floor design flows through, abound with natural light, a massive chef's inspired kitchen boasting traditional shaker cabinets, Bosch app, quartz counters, gold matte finished fixtures, dining room with direct outdoor

    Steven Musto Insight Realty Group, Inc.

    29 Keystone St, West Roxbury, MA 02132
  • /15

    $479,900

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft

    4975 Washington St Unit 310, West Roxbury, MA 02132

    2 Bedroom | 2 Full Bath Condo – 1,050 Sq. Ft.Highview Park Condominiums – West RoxburyBeautifully maintained 2-bedroom, 2-full-bath condo offering 1,050 sq. ft. of comfortable living space in the highly desirable Highview Park Condominium Complex in West Roxbury.Features include:Spacious 1,050 sq. ft. layoutHardwood floors in the living area and kitchenStainless steel appliancesBrand-new

    David White OwnerEntry.com

    4975 Washington St Unit 310, West Roxbury, MA 02132
  • /19

    $649,999

    $49K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,414 Sq Ft

    7 Lorette St, West Roxbury, MA 02132

    7 Lorette Street re-energized and ready for new attention, a rare opportunity in the highly coveted West Roxbury neighborhood where homes like this seldom come to market. Situated in one of the city's most in-demand pockets, this property offers a perfect blend of location, flexibility, and long-term upside. The 4-bedroom, 2-bath home provides an exceptional canvas to create your ideal living

    Allison McHale Bantry Way Brokerage

    7 Lorette St, West Roxbury, MA 02132
  • /28

    $729,900

    $130K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    41 Bronx Rd, West Roxbury, MA 02132

    Charming ranch-style home, built in 1945, situated on a quiet, lightly traveled St in a desirable neighborhood. The MAIN level offers approximately 1023 SF, incl a bright 55-Sq ft. 3-seaon room. Beautiful hardwoods, 2 BRs & a spacious living room w/ a gas fireplace, crown molding & custom built-in bookcases. The kitchen, renovated in 2016 & updated again in 2024, features Corian counters, white

    David White OwnerEntry.com

    41 Bronx Rd, West Roxbury, MA 02132
  • /14

    $379,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 883 Sq Ft

    14 Heron St Unit 208, West Roxbury, MA 02132

    Bright, spacious and recently updated 2-bedroom condo featuring a kitchen w/ stainless steel appliances & abundant cabinetry, a renovated bathroom, central air, and a private balcony. Fresh paint and brand new carpeting throughout. Building amenities include an elevator, a gated swimming pool, and a pet-friendly community. Conveniently located off Washington Street across from Stony Brook

    Adam Mundt Kingston Real Estate & Management

    14 Heron St Unit 208, West Roxbury, MA 02132
  • /33

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    1216 Vfw Pkwy Unit 40, West Roxbury, MA 02132

    Bright, spacious first floor condo situated in convenient West Roxbury location !! The unit offers an open floor plan kitchen to dining area to living room plus two generous bedrooms & two full baths. The inviting sunken living room features a wood-burning fireplace & a sliding door leading to your own private, covered deck which is perfect for relaxing or entertaining. The oversized primary

    Elaine Patterson Coldwell Banker Realty - Westwood

    1216 Vfw Pkwy Unit 40, West Roxbury, MA 02132
  • /13

    $382,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    116 Spring St Unit C10, West Roxbury, MA 02132

    Bright and inviting corner unit in West Roxbury featuring an open-concept layout and an abundance of natural light. The spacious living and dining area offers laminate flooring and direct access to outdoor space, creating a comfortable setting for everyday living and entertaining. The well-appointed kitchen features generous cabinetry and counter space. Two well-proportioned bedrooms and a full

    Payal Munjal REMAX Executive Realty

    116 Spring St Unit C10, West Roxbury, MA 02132
  • /25

    $1,799,000

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    17 Starling St, West Roxbury, MA 02132

    This modern new construction 4 bedroom, 2.5 bath home is nearing completion and delivers a polished, luxury feel with a fresh modern vibe. Sunlit open concept living highlights wide plank hardwood floors, designer lighting, and beautifully detailed tilework. A statement fireplace centers the living room, while the chef’s kitchen impresses with stainless steel appliances, warm wood cabinetry

    Maria DiLetizia Insight Realty Group, Inc.

    17 Starling St, West Roxbury, MA 02132
  • /35

    $975,000

    $22K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,767 Sq Ft

    296 Lagrange St, West Roxbury, MA 02132

    Classic Bellevue Hill 4 bedroom Dutch Colonial situated on a huge 12000+ sq.ft lot. Welcoming foyer with mud area opens to lovely staircase. Spacious living room has a wood burning fireplace & moves onto bonus sunroom with french door or use it as an office! Dining room is graced with a built in china cabinet and has room for large gatherings! Eat in kitchen with stainless appliances is flooded

    Maureen Hayes Rossi Vogt Realty Group, LLC

    296 Lagrange St, West Roxbury, MA 02132
  • /26

    $299,800

    • 1 Bed
    • 1 Bath
    • 432 Sq Ft

    5 Cass St Unit 2, West Roxbury, MA 02132

    Move right in to this beautifully remodeled condo in the desirable Monterey Gardens. Great 1 bedroom condo recently updated including newer bathroom with walk-in shower, newer galley kitchen with newer appliances, flooring, recessed lighting, windows, wall a/c unit, etc. Condo fee includes heat and hot water! There is extra storage included as well. This unit is conveniently located on a bus line

    David Maguire Vogt Realty Group, LLC

    5 Cass St Unit 2, West Roxbury, MA 02132
  • /29

    $999,000

    • 7 Beds
    • 3 Baths
    • 2,764 Sq Ft

    108 Cass St, West Roxbury, MA 02132

    Rare opportunity to own a massive, turn-key 2-family in the heart of West Roxbury! Perfectly positioned for owner-occupants looking to "house hack," savvy investors, or those seeking a potential ADU conversion. This 7-bedroom gem is a commuter’s dream with easy access to public transit and downtown Boston, and is ideally located near the VA Medical Center, the prestigious Roxbury Latin School,

    Cheng Bin Zhang Thread Real Estate, LLC

    108 Cass St, West Roxbury, MA 02132
  • /42

    $1,049,000

    • 3 Beds
    • 3 Baths
    • 2,095 Sq Ft

    40 Ansonia Rd, West Roxbury, MA 02132

    Step into this sunlit home where warmth and charm unfold across three floors of inviting living space. The fireplaced living room flows to an elegant dining room and an expansive bright kitchen with high-end appliances, including a 5-burner Bertazzoni Professional Series range. Just off the kitchen is a covered deck and level yard with plenty of room to play, garden and entertain. A

    Donna Charpentier William Raveis R.E. & Home Services

    40 Ansonia Rd, West Roxbury, MA 02132
  • /15

    $320,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    116 Spring St Unit A4, West Roxbury, MA 02132

    VACANT and Move In Ready Condo in the heart of West Roxbury!! Bright and well-maintained 1-bedroom condo in desirable West Roxbury location! This inviting unit offers a spacious living area, versatile bonus alcove perfect for office or dining space, ample closet storage, laminate flooring, and updated hot water heater. Professionally managed, pet-friendly association with common laundry, intercom

    Demostenes Nunez Tremont Realty Group, LLC

    116 Spring St Unit A4, West Roxbury, MA 02132
  • /16

    $369,900

    • 2 Beds
    • 1 Bath
    • 845 Sq Ft

    17 Cass St Unit 2, West Roxbury, MA 02132

    Welcome home to Monterey Gardens! This beautifully updated 2-bedroom, 1-bathroom condominium offers a seamless, modern living space in the heart of desirable West Roxbury. Positioned as a corner unit, this home benefits from added privacy and unique placement within the building. Step inside to a bright, fully renovated open-concept living and dining area featuring gorgeous hardwood-style

    Lev Kaufman U-MEGA

    17 Cass St Unit 2, West Roxbury, MA 02132
  • /33

    $389,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 845 Sq Ft

    15 Cass St Unit 3, West Roxbury, MA 02132

    Desirable Monterey Gardens!! Recently renovated! New paint, flooring, kitchen countertop, tile bath. Open living and dining area! Great closet space. Low CF includes heat and hot water. Large primary bedroom. Laundry and storage in building. High owner occupancy. Perfect opportunity for first time buyers to build equity and get into the market. Great for investors as easy rental, across from

    Steve Ward RE/MAX Unlimited

    15 Cass St Unit 3, West Roxbury, MA 02132
  • /37

    $799,900

    • 2 Beds
    • 2 Baths
    • 1,138 Sq Ft

    5245 Washington St Unit 5, West Roxbury, MA 02132

    This 2-bedroom, 2-bath luxury residence with modern finishes. Chef’s kitchen features GE Café SS appliances, quartz waterfall island, custom cabinetry, & glass backsplash, perfect for both everyday living and entertaining. A spacious primary suite offers a walk-in closet & a spa-inspired en-suite bath with a glass-enclosed shower. The 2nd bedroom is filled with natural light & includes a

    Jan Bruno Keller Williams Realty Signature Properties

    5245 Washington St Unit 5, West Roxbury, MA 02132
  • /6

    $989,000

    $111K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,796 Sq Ft

    1240 Vfw Pkwy, West Roxbury, MA 02132

    Calling all contractors. Development opportunity. Bring your vision to reality with this oversized lot.

    Perry Treon Treon Realty Group

    1240 Vfw Pkwy, West Roxbury, MA 02132
  • /11

    $3,450,000

    • Land
    • 1.24 Acres
    • $2,782,258 per Acre

    45 Weymouth Ave, Boston, MA 02132

    APPROVED Seven lot subdivision on Weymouth Avenue, PLUS a single family home on an estate sized lot located at the top of High View Avenue. The Weymouth Ave portion has seven lots ranging in size from 6,000 to 12,000 SF. Extension of Weymouth Avenue must be constructed in accordance with approved plans from the City of Boston. Offering includes abutting renovated single family mid century modern

    David Veo Freedom Realty Advisors

    45 Weymouth Ave, Boston, MA 02132
  • /30

    $414,000

    • 2 Beds
    • 1 Bath
    • 845 Sq Ft

    5 Cass St Unit 12, West Roxbury, MA 02132

    Desirable Monterey Gardens! Top floor, 2 bedroom corner unit overlooking the courtyard. Open living room/dining area with hardwood floors and wall unit A/C. Plenty of natural light with neutral paint colors and hardwood floors throughout. Two spacious bedrooms, both with ample closets. Updated electric. Common laundry and added storage in building. Well maintained complex with professional

    Hickman - Coen Home Team William Raveis R. E. & Home Services

    5 Cass St Unit 12, West Roxbury, MA 02132
  • /21

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    1210 Vfw Pkwy Unit 12, West Roxbury, MA 02132

    Top-floor West Roxbury condo offering exceptional space, comfort, and value with a wood-burning fireplace, private balcony, and two parking spaces. This bright and well-maintained 2-bedroom, 2-bath home offers 1,072 sq ft of comfortable living in a professionally managed community. The spacious living area is perfect for relaxing or entertaining, while the eat-in kitchen provides great everyday

    Jennifer Lafleur Coldwell Banker Realty - Newton

    1210 Vfw Pkwy Unit 12, West Roxbury, MA 02132
  • /8

    $1,100,000

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    33 Paragon Rd, West Roxbury, MA 02132

    AMAZING 2 family in desire West Roxbury . unit one consist of 2 bedrooms , hardwood floors , good size bedrooms , unit 2 is also a 2 bedrooms with open concept kitchen and living room. lots of natural light, unit 1 is currently vacant. unit 2 is rented but house can be deliver vacant at closing . large backyard ready for summer gatherings. very convenient location easy access to VFW parkway and

    Arquimides Chinchilla Perlera Real Estate

    33 Paragon Rd, West Roxbury, MA 02132

Why Live in Upper Washington-Spring Street

Upper Washington-Spring Street is a suburb in southern Boston known for its self-sufficient community and local amenities. Housing in Upper Washington-Spring St. includes a mix of 20th and 21st-century homes, with Cape Cod and colonial styles being common. The area has both grid-patterned streets on the Spring Street side and winding roads on the Upper Washington side. Upper Washington-Spring Street is home to The Roxbury Latin School, a highly-rated private boys' school with a strong college placement record. Public schools include Kilmer K-8 School and New Mission High School. The high school offers early college and career pathway programs. There are several parks in the area, including Draper Playground, which has athletic fields and picnic spots in addition to a playground. The expansive Stony Brook Reservation is a favorite for hiking. Havey Beach, on the Charles River, has public kayak and canoe launches, along with an indoor ice rink. Popular local restaurants include Fairouz, which serves Lebanese cuisine, Viva Mi Arepa, which does Venezuelan dishes, and Joe's 320 Café, a brunch spot. The Greek International Food Market is a nearby grocery option. Most homes are within walking distance of multiple bus stops, and there's a commuter train station about a mile away. VFW Parkway and Interstate 95 provide easy access to downtown and beyond. Boston Logan International Airport is 17 miles away, and the West Roxbury VA Medical Center is located within the neighborhood. Crime rates in Upper Washington-Spring St. are lower than the national average.

Upper Washington-Spring Street Home Prices vs. Nearby Boston, MA Neighborhoods

Upper Washington-Spring Street Jamaica Plain Codman Square Wellington Hill
Median Home Price
$699,900
$799,000
$607,000
$519,000
Median Sale Price
$915,000
-6% YoY
$799,000
$549,000
-11% YoY
$532,000
-2% YoY
Median Single Family Price
$820,000
$1,255,000
$672,500
$606,000
Median Townhouse Price
$1,569,000
$978,000
$729,000
$539,000
Median Condo Price
$404,000
$700,000
$549,000
$463,500
Total Active Listings
20 listings
53 listings
17 listings
6 listings
Market Conditions
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
6 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market

Frequently Asked Questions

Is Upper Washington-Spring Street a good place to live?
Upper Washington-Spring Street is a good place to live. Upper Washington-Spring Street is considered somewhat walkable and bikeable with some transit options. Upper Washington-Spring Street has 6 parks for recreational activities. It is fairly dense in population with 11.0 people per acre and a median age of 43. The average household income is $103,747 which is below the national average. College graduates make up 48.5% of residents. A majority of residents in Upper Washington-Spring Street are renters, with 51% of residents renting and 49% of residents owning their home. A local real estate agent serving Upper Washington-Spring Street can help you decide if this neighborhood is the right one for you. Learn more on our Upper Washington-Spring Street neighborhood guide.
Is Upper Washington-Spring Street, MA a safe neighborhood?
Upper Washington-Spring Street, MA is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Upper Washington-Spring Street?
The median home price in Upper Washington-Spring Street is $699,900. If you put a 20% down payment of $140,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $3,590 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $154K a year to afford the median home price in Upper Washington-Spring Street. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Upper Washington-Spring Street is $104K.
What are the best public schools in Upper Washington-Spring Street?
The best public schools that serve Upper Washington-Spring Street are:
  • Boston Latin School has an A+ Niche grade, a student teacher ratio of 19:1 and an average review score of 3.7.
  • John D. O’Bryant School has an A Niche grade, a student teacher ratio of 15:1 and an average review score of 3.7.
  • Boston Latin Academy has an A Niche grade, a student teacher ratio of 18:1 and an average review score of 3.6.
What are the best private schools in Upper Washington-Spring Street?
The best private schools that serve Upper Washington-Spring Street are:
What are the most popular zip codes in Upper Washington-Spring Street, Boston, MA?
The most popular zip codes in Upper Washington-Spring Street, Boston, MA include 02132, 02026, 02136, 02131 and 02108.
What are the most popular neighborhoods near Upper Washington-Spring Street, Boston, MA?
The most popular neighborhoods near Upper Washington-Spring Street, Boston, MA are Riverdale, East Dedham, West Roxbury, Hyde Park and Oakdale.
Are home prices dropping in Upper Washington-Spring Street?
Yes, home prices in Upper Washington-Spring Street are down 4% in the last 12 months.
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