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  • Zillow Home logoZestimate®
    $1,801,200

    27 Upland Rd, Brookline, MA 02445

    5beds
    2,000sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $1,801,200 Zestimate®
    $901/sqft
    $6,633 Estimated rent

    Home value

    $1,801,200

    $1.64M - $1.98M

    $6,633/mo

    Zestimate® history
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    What's special

    Central air conditioningForced-air heatingUpdated kitchenImproved patioPrivate patioRecently renovatedRefreshed landscaping

    Beautifully Renovated 5-Bedroom Home with Finished Attic, Basement & 3-Car Parking in Brookline Welcome to 27 Upland Road, a spacious and recently renovated 5-bedroom, 2-bathroom home in a highly desirable Brookline neighborhood. The home offers approximately 2,000 sq. ft. of main living space, plus an additional ~500 sq. ft. finished attic and ~1,000 sq. ft. basement, providing an exceptional amount of flexible space for a large family, professionals working from home, recreation, storage, or a home gym. The house is Lead free since 2020 The home has been thoughtfully updated, including fresh interior paint, an updated kitchen, renovated/finished attic and basement spaces, an improved patio, and refreshed landscaping. Major mechanical systems have also been updated, including the water heater, central air conditioning, and forced-air heating system, providing year-round comfort and peace of mind. The bright ~300 sq. ft. enclosed patio/sunroom is a wonderful bonus space, featuring abundant windows and natural light and offering plenty of room for relaxing, dining, working, or entertaining. Property Highlights 5 bedrooms 2 full bathrooms Approximately 2,000 sq. ft. main living area Approximately 500 sq. ft. finished attic Approximately 1,000 sq. ft. basement Approximately 300 sq. ft. enclosed patio/sunroom Recently renovated and freshly painted Updated kitchen Updated water heater Central air conditioning Forced-air heating Private patio and landscaped outdoor space 1-car indoor garage 2 additional driveway parking spaces Approximately 3 minutes to the Green Line Close to shopping, restaurants, hospitals, and everyday amenities Convenient access to Boston and surrounding communities The renter is responsible for water, electric and snow removal

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Forced Air, Heat Pump
    Cooling
    • Air Conditioner, Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood
    Interior area
    • Total interior livable area: 2,000 sqft

    Property

    Parking
    • Parking features: Attached, Garage
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Patio & porch: Patio
    Details
    • Additional structures: Garage(s)
    • Parcel number: BROOB313L0001S0000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    Community
    • Deposit fee: $6,000
    Location
    • Region: Brookline

    Financial & listing details

    • Price per square foot: $901/sqft
    • Tax assessed value: $1,487,900
    • Annual tax amount: $14,686
    • Date on market: 10/4/2026
    • Date available: 10/04/2026
    • Lease term: 1 Year

    Price history

    DateEventPrice
    10/9/2026Listing removed$6,000$3/sqft
    Source: Zillow Rentals Report a problem
    10/5/2026Listed for rent$6,000$3/sqft
    Source: Zillow Rentals Report a problem
    3/27/2020Sold$1,280,000-19.5%$640/sqft
    Source: Public Record Report a problem
    2/16/2020Pending sale$1,590,000$795/sqft
    Source: William Raveis Real Estate #72601655 Report a problem
    1/29/2020Price change$1,590,000-3.6%$795/sqft
    Source: William Raveis Real Estate #72601655 Report a problem
    1/8/2020Price change$1,650,000-2.4%$825/sqft
    Source: William Raveis Real Estate #72601655 Report a problem
    12/19/2019Listed for sale$1,690,000+340.8%$845/sqft
    Source: William Raveis R.E. & Home Services #72601655 Report a problem
    9/2/1997Sold$383,400$192/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$14,686 +5.1%$1,487,900 +4%
    2024$13,972 +7.3%$1,430,100 +9.5%
    2023$13,016 +2.7%$1,305,500 +5%
    2022$12,669 +8.1%$1,243,300 +4%
    2021$11,716 +11.1%$1,195,500 +7.2%
    2020$10,541 +5.9%$1,115,500 +5%
    2019$9,955 +9.2%$1,062,400 +10.2%
    2018$9,118 -7.8%$963,800 -3.7%
    2017$9,889 +1.5%$1,000,900 +7%
    2016$9,747 +4.4%$935,400 +7%
    2015$9,336 0%$874,200 +6.6%
    2014$9,339 +0.7%$819,900 +3%
    2013$9,273 +2.2%$796,000
    2012$9,074 +0.2%$796,000 -0.7%
    2011$9,057 +3%$801,500
    2010$8,792 +2.6%$801,500 0%
    2009$8,572 +15.3%$801,900 +9.8%
    2008$7,434 +0.4%$730,300 -4%
    2007$7,402 +1.9%$760,700 +0%
    2006$7,262 +3.2%$760,400 +10.5%
    2005$7,037 +3%$687,900 +7%
    2004$6,834 +4.3%$642,900 +10%
    2003$6,551 +7.6%$584,400 +23.9%
    2002$6,086 +5.9%$471,800 +38.8%
    1999$5,748 $339,900
    Find assessor info on the county website

    Neighborhood: High Street Hill

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $1,801,200
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,801,200