This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/71
$619,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/71
Property Description
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!!
Full Property Details
Full Property Details for 65 Olive St
General
- Price: $619,000
- Taxes: $4,448 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: W7886886
- Updated: 6/28/2026
- Added to Site: 12 day(s) ago
Interior
- Number of Rooms: 12
- Interior Features: Ceiling Fan(s), Crown Molding
- Fireplace: Yes
- Fireplace(s): Wood Burning
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Lighting, Rain Gutters, Sidewalk
- Deck/Patio: Deck, Front Porch, Patio, Rear Porch
- Porch/Patio/Deck: Deck, Front Porch, Patio, Rear Porch
Parking
- Parking Features: Circular Driveway
Location
- Area: 34601 - Brooksville
- County: Hernando
- Development Name: 34601 - Brooksville
- Subdivision: MICKLERS ADD TO BRKSVL
- Driving Directions: 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
- Direction Faces: South
School Information
- Elementary School: Brooksville Elementary
- Middle School: D.S. Parrot Middle
- High School: Hernando High
Community
- Community Name: 34601 - Brooksville
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Water Connected
Structural Information
- Exterior Const.: Wood Frame
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,961
- Sq. Ft. Source: Public Records
- Year Built: 1910
Additional Structures
- Other Structures: Guest House
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.48
- Lot Size (Sq. Ft.): 20,978
- Lot Size: 20978
- Lot Dimensions: 156 x 130
- Street/Road Desc.: Asphalt, Paved
Financial Considerations
- Tax Amount: $4,448.82
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: MICKLERS ADDN TO BROOKSVILLE BLK 1 LOT 1 ORB 1240 PG 1390
- Flood Zone Info: X
- APN: R2222219271000100010
- Property ID: R2222219271000100010
- Block/Lot/Section: 1
Listed by Home Land Real Estate Inc
Get Pre-Approved Today
Schools
Schools serving 65 Olive St
School District:Hernando County School District
| Name | Grades | Distance |
|---|---|---|
Hernando High School 700 Bell Avenue, Brooksville, FL 34601 | 9-12 | 0.5 mi |
Brooksville Elementary School 885 North Broad Street, Brooksville, FL 34601 | PK-5 | 0.6 mi |
D. S. Parrott Middle School 19220 Youth Drive, Brooksville, FL 34601 | 6-8 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 65 Olive St
Date
Details
Price
Change
Source
6/27/2026
Listed
$619,000
82.06%
MLS
9/29/2021
Sold
$340,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 65 Olive St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,449
18%
$235,529
3%
2024
$3,766
2%
$228,891
3%
2022
$3,685
-24%
$222,224
3%
2022
$4,850
10%
$215,751
2%
2021
$4,424
13%
$211,236
21%
2020
$3,917
92%
$175,055
47%
2019
$2,040
3%
$118,760
4%
2018
$1,985
3%
$114,181
5%
2017
$1,918
8%
$108,259
6%
2016
$1,777
3%
$102,188
2%
2015
$1,730
4%
$100,090
2%
2014
$1,663
2%
$98,012
2%
2013
$1,625
—
$95,684
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 65 Olive St
65 Olive Street, Brooksville, FL 34601 (MLS# W7886886) is a Single Family property with 3 bedrooms and 3 full bathrooms. 65 Olive Street is currently listed for $619,000 and was received on June 27, 2026. Want to learn more about 65 Olive Street? Do you have questions about finding other Single Family real estate for sale in Brooksville? You can browse all Brooksville real estate or contact a Coldwell Banker agent to request more information.

