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Off market
  • $3,039,800

    44 High St, Brookline, MA 02445

    5beds
    3,150sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $3,039,800 Zestimate®
    $965/sqft
    $7,922 Estimated rent

    Home value

    $3,039,800

    $2.77M - $3.34M

    $7,922/mo

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    $19,031/mo

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    What's special

    44 High St, Brookline, MA 02445 $8,500/month | Available July 1, 2026 (flex if earlier start date preferred) 5 Beds | 2.5 Baths | 3,150 Sq Ft Fully Furnished | Single-Family | Off Street Parking 6 cars Description Turnkey, fully furnished and extremely comfortable Victorian home in Brookline's sought-after Pill Hill neighborhood ideally positioned minutes from the Longwood Medical Area and within easy reach of Brookline Village and Coolidge Corner and all of Boston and Cambridge. Offering over 3,150 square feet across three levels, this sun-filled 5-bedroom residence blends classic architectural detail with modern functionality. The home features a spacious eat-in kitchen with Bosch appliances and a large island, multiple living and entertaining areas, and a seamless connection to a professionally landscaped private garden and bluestone terrace. The top floor functions as a self-contained suite with its own bath, kitchenette, and living space ideal for guests, live-in help, or extended stays. A dedicated office/gym with Peloton supports work-from-home or executive lifestyles. Designed for comfort and convenience, the home includes high-speed Wi-Fi, Sonos audio, in-home laundry, and rare off-street parking for up to six vehicles. Key Features Fully furnished, move-in ready (like staying at your best friend's house) 5 bedrooms + office/gym Top-floor private suite with bath + kitchenette Updated kitchen with Bosch appliances + island seating Landscaped garden + blue stone patio with dining and grill Sonos sound system + enterprise-speed Wi-Fi Washer/dryer + utility sink Parking for up to 6 cars (rare for Brookline) Neighborhood Har-Tru tennis court access included Location Highly convenient location for medical, biotech, investment and academic professionals: Minutes to Longwood Medical Area (Harvard Medical, BIDMC, Boston Children's) and MIT / Kendall Square. Walk to Brookline Village & Coolidge Corner (restaurants, cafes, shops) Green Line (T) access nearby One block to Emerald Necklace parks and green space Easy and pretty walk to Brookline High School & Lincoln School Lease Details Available July 1, 2026 (opportunity for earlier start date) 12-month lease preferred (flexible terms considered) Pets considered on a case-by-case basis Available July 1, 2026, through June, 2027. Opportunity to begin lease earlier. Pets are considered individually. Tenants pay for snow removal, heat (oil), electric, gas (stove), and cable / internet. Owners pay for garbage, landscaping, water, and other costs. This is a non-smoking home.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked: 9 hours ago

    Listing updated: April 02, 2026 at 05:24am

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Baseboard, Forced Air
    Cooling
    • Central Air, Wall Unit, Window Unit
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood, Tile
    • Furnished: Yes
    Interior area
    • Total interior livable area: 3,150 sqft

    Property

    Parking
    • Parking features: Off Street
    • Details: Contact manager
    Features
    • Exterior features: Barbecue, Bicycle storage, Cable not included in rent, Electricity not included in rent, Garden, Gas not included in rent, Heating not included in rent, Heating system: Baseboard, Heating system: Forced Air, Insta-pot, Internet not included in rent, Le Creuset cookware, Ninja blender
    Details
    • Parcel number: BROOB292L0011S0000

    Construction

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

    Community & neighborhood

    Location
    • Region: Brookline

    HOA & financial

    Other fees
    • Deposit fee: $8,000

    Other

    Other facts
    • Available date: 07/01/2026

    Price history

    DateEventPrice
    4/20/2026Listing removed$8,500$3/sqft
    Source: Zillow Rentals Report a problem
    3/28/2026Listed for rent$8,500-2.9%$3/sqft
    Source: Zillow Rentals Report a problem
    9/10/2025Listing removed$8,750$3/sqft
    Source: Zillow Rentals Report a problem
    6/26/2025Listed for rent$8,750$3/sqft
    Source: Zillow Rentals Report a problem
    6/12/2025Listing removed$8,750$3/sqft
    Source: Zillow Rentals Report a problem
    5/1/2025Listed for rent$8,750-7.9%$3/sqft
    Source: Zillow Rentals Report a problem
    10/14/2024Listing removed$9,500$3/sqft
    Source: Zillow Rentals Report a problem
    6/14/2024Listing removed--
    Source: Zillow Rentals Report a problem
    5/8/2024Listed for rent$9,500$3/sqft
    Source: Zillow Rentals Report a problem
    6/22/2022Sold$2,650,000$841/sqft
    Source: MLS PIN #72970039 Report a problem
    4/27/2022Pending sale$2,650,000$841/sqft
    Source: William Raveis Real Estate, Mortgage & Insurance #72970039 Report a problem
    4/26/2022Contingent$2,650,000$841/sqft
    Source: MLS PIN #72970039 Report a problem
    4/21/2022Listed for sale$2,650,000$841/sqft
    Source: MLS PIN #72970039 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$22,252 +5.2%$2,254,500 +4.1%
    2024$21,158 +6.9%$2,165,600 +9.1%
    2023$19,790 +2.7%$1,985,000 +5%
    2022$19,264 +8.1%$1,890,500 +4%
    2021$17,814 +9.7%$1,817,800 +5.7%
    2020$16,245 +5.9%$1,719,000 +5%
    2019$15,340 +7.2%$1,637,100 +8.2%
    2018$14,313 +1.5%$1,513,000 +6%
    2017$14,102 +1.5%$1,427,300 +7%
    2016$13,900 +4.4%$1,334,000 +7%
    2015$13,315 -0.7%$1,246,700 +5.8%
    2014$13,415 +0.7%$1,177,800 +3%
    2013$13,322 +2.2%$1,143,500
    2012$13,036 +1%$1,143,500 +0.2%
    2011$12,901 +3%$1,141,700
    2010$12,524 +2.6%$1,141,700 0%
    2009$12,209 +13.5%$1,142,100 +8.1%
    2008$10,759 -10.9%$1,056,900 -14.8%
    2007$12,072 +1.9%$1,240,700
    2006$11,849 +5.9%$1,240,700 +13.4%
    2005$11,189 +3%$1,093,700 +7%
    2004$10,865 +4.3%$1,022,100 +10%
    2003$10,416 +21.8%$929,200 +40.2%
    2002$8,551 +20.6%$662,900 +58.1%
    1999$7,092 $419,400

    Find assessor info on the county website

    Neighborhood: High Street Hill

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $3,039,800
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    Estimated market value
    $3,039,800