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For sale
    • $619,000

    65 Olive St, Brooksville, FL 34601

    3beds
    1,961sqft
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    Single Family Residence
    Built in 1910
    0.48 Acres Lot
    $585,900 Zestimate®
    $316/sqft
    $-- HOA

    What's special

    Gorgeous brick front porchHuge oversized corner lotBrick wood burning fireplaceGorgeous parlor rooms
    Rare Double Residential Property with two Century Homes in Historic Downtown Brooksville on a HUGE oversized corner lot at the corner of two of Brooksville's most desired roads...Olive Street and Bell Ave, both roads are made from historic bricks and are lined by century-old grandfather live oak majestic trees!! Just the location will take your breath away!! The main home, built in 1920, offers 1,961 sq feet of living space + 3 bedrooms (can be 4) + 3 bathrooms + gorgeous parlor rooms + a gorgeous brick front porch + built with all the character only a century old home can offer you! A brick wood burning fireplace takes you back in time when this home was one of the town's elite beauties!! NEW ROOF on both homes!! The second century home was built in 1910, and offers just under 1,000 sq feet of living space + 1 bedroom + 1 bathroom. It is 2-stories with a private balcony overlooking historic Bell Ave!! The two Century Homes are joined by a beautiful, private gazebo to enjoy your morning coffee or evening drinks to relax...and host your family gatherings and celebrations like they did over 100 years ago!! The rare property is surrounded by churches and majestic trees! The second home can be a guest home for your guests when they visit, or a rental-income property for a long term rental or turn it into an Airbnb's with short term rentals welcoming guests to Historic Downtown Brooksville as it is in walking distance to everything amazing Brooksville has to offer from local festivals, arts and crafts shows, music on the square, dining under the stars on Main Street, horse-drawn carriage rides at Christmas with the lighting of the Christmas Tree, the parades, and all the Hallmark Town experiences Brooksville offers!! All the character, all the charm, all the history, all the potential...this incredible property offers so much!! Come take a look...step back in time...and image a life as it was once lived in its glory of our town's history...and then make it your own! Honor its history, honor its location, and enjoy a life well-lived in a home built with care and love...not a track home built to look like every other home in the street. Take a stroll back in time and come view this amazing property!! Only 45 minutes north of Tampa!!
    22 days
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    448
    |
    30
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    Zillow last checked:

    Listing updated:

    Listed by:

    Kimberly Pye 352-279-1150,

    Home-Land Real Estate Inc

    Source: HCMLS,MLS#: 2259962MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Description: Walk-in Closet
      • Area: 273
      • Dimensions: 13x21
      Bedroom 2
      • Description: Dual Closets
      • Area: 190
      • Dimensions: 10x19
      Bedroom 3
      • Description: No Closet
      • Area: 253
      • Dimensions: 11x23
      Primary bathroom
      • Area: 60
      • Dimensions: 5x12
      Bathroom 2
      • Area: 54
      • Dimensions: 6x9
      Bathroom 3
      • Area: 66
      • Dimensions: 11x6
      Bonus room
      • Description: Dual Closets
      • Area: 260
      • Dimensions: 10x26
      Dining room
      • Area: 160
      • Dimensions: 10x16
      Kitchen
      • Area: 195
      • Dimensions: 15x13
      Laundry
      • Area: 66
      • Dimensions: 11x6
      Living room
      • Area: 396
      • Dimensions: 33x12
      Other
      • Description: Porch
      • Area: 368
      • Dimensions: 23x16
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Electric Range, Microwave, Refrigerator
      • Laundry: In Unit, Lower Level
      Features
      • Ceiling Fan(s), Kitchen Island, Pantry, Primary Bathroom - Shower No Tub, Master Downstairs
      • Flooring: Tile, Wood
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 1,961
      • Total interior livable area: 1,961 sqft

      Property

      Parking
      • Parking features: Circular Driveway
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Rear Porch
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 0.48 Acres
      • Dimensions: 156 x 130
      • Features: Few Trees, Historic Area
      Details
      • Additional structures: Gazebo, Shed(s)
      • Parcel number: R22 222 19 2710 0010 0010
      • Zoning: City
      • Zoning description: City Limits
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1910

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Water Connected

      Community & HOA

      Community
      • Subdivision: Micklers Addition To Brksvl
      HOA
      • Has HOA: No
      Location
      • Region: Brooksville

      Financial & listing details

      • Price per square foot: $316/sqft
      • Tax assessed value: $270,547
      • Annual tax amount: $4,448
      • Date on market: 6/27/2026
      • Listing terms: Cash,Conventional
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        $585,900

        $557,000 - $615,000

        $2,694/mo

        Price history

        DateEventPrice
        6/27/2026Listed for sale$619,000-8.3%$316/sqft
        Source: Stellar MLS #W7886886 Report a problem
        5/12/2026Listing removed$674,900$344/sqft
        Source: HCMLS #2256010 Report a problem
        2/27/2026Price change$674,900-3.4%$344/sqft
        Source: HCMLS #2256010 Report a problem
        2/9/2026Price change$699,000-6.7%$356/sqft
        Source: HCMLS #2256010 Report a problem
        10/8/2025Listed for sale$749,000+120.3%$382/sqft
        Source: HCMLS #2256010 Report a problem
        9/29/2021Sold$340,000+19.9%$173/sqft
        Source: Public Record Report a problem
        6/26/2019Sold$283,500+12.9%$145/sqft
        Source: Public Record Report a problem
        5/16/2006Sold$251,000$128/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,449 +7.4%$235,529 +2.9%
        2024$4,143 +2.2%$228,891 +3%
        2023$4,054 -0.5%$222,224 +3%
        2022$4,076 -14.4%$215,751 +12%
        2021$4,764 +16.8%$192,561 +10%
        2020$4,078 $175,055 +47.4%
        2019-- $118,760 +4%
        2018$1,605 -16.3%$114,181 +5.5%
        2017$1,918 $108,259 +5.9%
        2016$1,918 +8%$102,188 +2.1%
        2015$1,777 +6.9%$100,090 +2.1%
        2014$1,663 +22.3%$98,012 +2.4%
        2013$1,359 +3.3%$95,684 +0.1%
        2012$1,316 -3.5%$95,564 -6.2%
        2011$1,364 $101,868 -8%
        2010-- $110,683 -16.5%
        2009$1,934 -16%$132,618 -10.6%
        2008$2,302 -37.9%$148,290 -0.2%
        2006$3,704 $148,555 +6.8%
        2005-- $139,155 +8.2%
        2004$3,436 +32.7%$128,624 +34.2%
        2003$2,589 +4.4%$95,855 +5.2%
        2002$2,479 +9.3%$91,105 +8.3%
        2001$2,269 +23.4%$84,132 +24.7%
        2000$1,839 $67,473
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34601

        Getting around

        59 / 100
        Somewhat Walkable
        41 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Brooksville
        • Middle: D.S. Parrott
        • High: Hernando

        Source: HCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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