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Single family home for sale at 65 Olive St, Brooksville, FL 34601 | MLS# W7886886 | Listing updated on 2026-09-19
Photo 1 of Single family home for sale at 65 Olive St, Brooksville, FL 34601 | MLS# W7886886 | Listing updated on 2026-09-19
Photo 2 of Single family home for sale at 65 Olive St, Brooksville, FL 34601 | MLS# W7886886 | Listing updated on 2026-09-19
Photo 3 of Single family home for sale at 65 Olive St, Brooksville, FL 34601 | MLS# W7886886 | Listing updated on 2026-09-19
Photo 4 of Single family home for sale at 65 Olive St, Brooksville, FL 34601 | MLS# W7886886 | Listing updated on 2026-09-19
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$599,000

Monthly Est:$2,981

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,961sqft

65 Olive St, Brooksville, FL 34601

$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 t
own'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 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Hernando County

  • City

    Brooksville

  • 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

DateEventPrice

09/17/2026

Source: mls_logoStellar MLS-FL #MFRW7886886

Price Decreased

$599,000 -1.64%

$305/sqft

08/06/2026

Source: mls_logoStellar MLS-FL #MFRW7886886

Price Decreased

$609,000 -1.62%

$311/sqft

06/27/2026

Source: mls_logoStellar MLS-FL #MFRW7886886

Listed for Sale

$619,000

$316/sqft

Nearby Homes

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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