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65 Olive Street

Brooksville, FL 34601
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Bed 3

Bed

Bath 3

Bath

Acres0.48

Acre(Lot)

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 fe et 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!!

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Detail Ic Property Details

Property Type : Residential

Price : $619,000

AD Id : 86913863

MLS Id : 2259962

Beds : 3

Lot Size : 0.48 Acre

Year Built : 1910

County : Hernando

  • Map Map

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room Information

    Rooms Total: 12
  • Flooring Information

    Tile, Wood
  • Roofing Information

    Shingle
  • Interior Features

    Ceiling Fan(s), Kitchen Island, Pantry Roof: Shingle Appliances: Dishwasher, Electric Range, Microwave, Refrigerator Laundry Features: Lower Level, In Unit
  • Heating & Cooling

    Has Heating: Yes Heating: Central, Electric Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air

  • Building Information

    Year Built: 1910 Building Area Total: 1961 Construction Materials: Wood Siding Stories: 1 Patio And Porch Features: Covered, Front Porch, Rear Porch Private Pool: No View: Trees/Woods

  • Lot Information

    Lot Dimensions: 156x130 Main Square Feet: 0.48 Acres Lot Size Acres: 0.48 Lot Size Square Feet: 20978 Lot Description: Few Trees

    Property Information

    Subdivision: Micklers Addition To Brksvl Source Property Type: Residential Zoning Description: City Limits Property SubType: Single Family Residence Direction Faces: South Levels: One Property Age: 116

  • Listing Price Information

    Listing Price: $619000 Cash, Conventional

  • Tax Information

    Parcel Number: R22 222 19 2710 0010 0010 Tax Lot: 001 Tax Block: 0010 Tax Year: 2025 Annual Tax: $4448.82 Tax Legal Desc: Micklers Addn To Brooksville Blk 1 Lot 1 Orb 1240 Pg 1390 ** Continued **

  • Parking Information

    Circular Driveway

  • School Information

    Elementary School: Brooksville
    Junior High School: D.S. Parrott
    Senior High School: Hernando
  • Utility Information

    Cable Connected, Electricity Connected, Water Connected
  • Location Information

    Direction: US 50 (Cortez Blvd) turns into W Jefferson St, left onto Ponce De Leon Blvd, right onto W Fort Dade Ave, left onto Howell Ave, right onto Olive St, house on left WaterSource: Public
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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange of the Hernando County Association of REALTORS®. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 Hernando County Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 06/28/2026 @ 12:11

MLS: 2259962 LISTED BY: Kimberly Pye, Home-Land Real Estate Inc 352-556-0909 SOURCE: Hernando County Association of REALTORS

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