- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes
$599,000
Monthly Est:$2,981
3 Beds
- 3 Baths
3 full baths
1,961sqft
65 Olive St, Brooksville, FL 34601
$599,000
$2,981/moEst:
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Single Family Residence
Built in 1910
$-- HOA
20,978 sqft lot
$305/sq.ft
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!!
- Houzeo last checked: 3 minutes ago
- Listing updated: September 19, 2026 at 6:05 pm
- Listing Provided by: Kimberly Pye, PA (352) 279-1150 | HOME LAND REAL ESTATE INC (352) 556-0909
- Source: Stellar MLS-FL | MLS#: W7886886

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
1910
HOA Fees
-
Finished Area
1,961 sqft
Lot Size
20,978 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
W7886886
MLS Status
Active
Days on Market
105
Cumulative Days on Market
84

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Living Room
Level: First
Area: 396.00 Square Feet
Dimensions: 33x12
Kitchen
Level: First
Area: 195.00 Square Feet
Dimensions: 15x13
Dining Room
Level: First
Area: 160.00 Square Feet
Dimensions: 10x16
Bonus Room
Level: First
Area: 260.00 Square Feet
Dimensions: 10x26
Primary Bedroom
Level: First
Area: 273.00 Square Feet
Dimensions: 13x21
Primary Bathroom
Level: First
Area: 60.00 Square Feet
Dimensions: 5x12
Bedroom 2
Level: First
Area: 190.00 Square Feet
Dimensions: 10x19
Bedroom 3
Level: First
Area: 253.00 Square Feet
Dimensions: 11x23
Bathroom 2
Level: First
Area: 54.00 Square Feet
Dimensions: 6x9
Bathroom 3
Level: First
Area: 66.00 Square Feet
Dimensions: 11x6
Laundry
Level: First
Area: 66.00 Square Feet
Dimensions: 11x6
Balcony/Porch/Lanai
Level: First
Area: 368.00 Square Feet
Dimensions: 23x16
Interior
Sewer
Public Sewer
Interior Features
Ceiling Fans(s), Crown Molding
Cooling
Central Air
Flooring
Ceramic Tile, Wood
Heating
Central, Electric
Exterior Features
Lighting, Rain Gutters, Sidewalk
Appliances
Dishwasher, Microwave, Range, Refrigerator
Construction
Year Built
Year Built: 1910
Home type
Single Family Residence
Roof
Shingle
Foundation Details
Concrete Perimeter, Pillar/post/pier
Construction Materials
Frame
Utilities & Energy
Laundry Features
Inside, Laundry Room
Water Source
Public
Utilities
Cable Connected, Electricity Connected, Water Connected
Fireplace Features
Wood Burning
Parking Features
Circular Driveway
Other Features
Subdivision Name
Micklers Add To Brksvl
Vegetation
Trees/landscaped
Lot Features
Corner Lot
Patio And Porch Features
Deck, Front Porch, Patio, Rear Porch
Price History
| Date | Event | Price |
|---|---|---|
09/17/2026 Source: | Price Decreased | $599,000 -1.64% $305/sqft |
08/06/2026 Source: | Price Decreased | $609,000 -1.62% $311/sqft |
06/27/2026 Source: | Listed for Sale | $619,000 $316/sqft |
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Based on information from Stellar MLS® through Oct 11, 2026, 03:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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