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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!!
Property Details
Price: $619,000
Bedrooms: 3
Bathrooms: 3
City: Brooksville
County: Hernando
Type: Single Family
Development: Micklers
Subdivision: Micklers Addition To Brksvl
Acres: 0.4800
Year Built: 1910
Listing Number: 2259962
Status Code: A-Active
Taxes: $4,448.82
Tax Year: 2025
Garage:
Furnishings: Unfurnished
Interior Features:
Ceiling Fan(s)
Kitchen Island
Pantry
Primary Downstairs
Primary Bathroom - Shower No Tub
Financial Information:
Taxes: $4,448.82
Tax Year: 2025
Exterior Features:
Covered
Front Porch
Rear Porch
Equipment:
Dishwasher
Electric Range
Microwave
Refrigerator
View:
Trees/Woods
School Information:
Elementary School: Brooksville
Middle School: D.s. Parrott
Junior High: D.s. Parrott
High School: Hernando
Additional Information:
Building Description: Historic
Total Square Footage: 1,961
Total Rooms: 12
Water: Public
Construction: Wood Siding
Date Listed: 2026-06-27 00:00:00
Furnished: Unfurnished
Parking: Circular Driveway
Flooring: Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Fireplace: Y
Laundry: Lower Level, In Unit
Sewer: Public Sewer
Lot Desc.: Few Trees, Historic Area
Parcel ID: R22 222 19 2710
Map of 65 Olive St, Brooksville, FL 34601
Listing Courtesy Of: Home-Land Real Estate Inc
kimberly.homeland@gmail.com