$619,000
65 Olive Street Brooksville, FL 34601
For Sale MLS# W7886886
3 beds 3 baths 1,961 sq ft Single Family
Details for 65 Olive Street
MLS# W7886886
Description for 65 Olive Street, Brooksville, FL, 34601
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!!
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 3
Bathrooms: 3
Lot Size: 0.48 Acres
Square Feet: 1,961 sq ft
Year Built: 1910
Stories: 1 Story
Construction: Wood Frame
Subdivision: Micklers Add To Brksvl
Foundation: Concrete Perimeter,Pillar/Post/Pier
County: Hernando
School Information
Elementary: Brooksville Elementary
Middle: D.S. Parrot Middle
High: Hernando High
Room Information
Main Floor
Porch: 16x23
Dining Room: 16x10
Kitchen: 13x15
Living Room: 12x33
Laundry: 6x11
Bathroom 3: 6x11
Bathroom 2: 9x6
Bedroom 3: 23x11
Bedroom 2: 19x10
Primary Bathroom: 12x5
Primary Bedroom: 21x13
Bonus Room: 26x10
Bathrooms
Full Baths: 3
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Range, Refrigerator, Dishwasher, Microwave
Flooring: Ceramic Tile,Wood
Fireplaces: Wood Burning
Additional Interior Features: Ceiling Fan(s), Crown Molding
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,Water Connected
Cooling: Central Air, Ceiling Fan(s)
Heating: Electric, Central
Exterior / Lot Features
Parking Description: Circular Driveway
Roof: Shingle
Lot View: Trees/Woods
Lot Dimensions: 156x130
Additional Exterior/Lot Features: Rain Gutters, Lighting, Rear Porch, Front Porch, Deck, Patio, Corner Lot, Landscaped
Out Buildings: Guest House
Community Features
Community Features: Sidewalks
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
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: R22-222-19-2710-0010-0010
Tax Amount: 4448.82
Tax Year: 2025
A broker reciprocity listing courtesy: HOME LAND REAL ESTATE INC
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 65 Olive Street
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 65 Olive Street
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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