The five highest-priced home sales reported in Tallahassee Area, Florida for the week ending October 25, 2026, came to a combined $3.73 million. Two of the homes are in Crawfordville in Wakulla County and three are in Tallahassee in Leon County. All five are single-family homes, built between 2000 and 2015, and their prices ranged from $575,000 to $900,000.
No. 1 — $900,000 · 482 Rehwinkel Rd, Crawfordville, Florida
The week’s top sale is a single-story contemporary home on 20 acres on Rehwinkel Road in Crawfordville, which sold for $900,000. Built in 2015 with a stucco exterior, the home has three bedrooms, three bathrooms and 3,848 square feet, the most living space and the largest lot in this week’s group.
The kitchen is made for serious cooking. A wine refrigerator sits near a gas range and a convection oven, and there is a separate vegetable sink as well as a large pantry. Beyond the formal dining room and a family room with a gas fireplace, the home has a library, a sunroom and a 720-square-foot game room with a pool table. The primary suite has its own fireplace and built-in shelving, and the other bedrooms are on a separate side of the home. Tray ceilings appear throughout, hardwood covers the living areas, and travertine tile finishes the sunroom, the laundry and the baths.
Outside, 4.6 acres are fenced as pasture, and a three-stall horse barn has fans and a run-in awning. The property also has two sheds, a three-car garage, a whole-home generator and a security camera system.
Lynn S Cole and David A Hoover, both of Coastwise Realty, were the listing agents. Sage Lewis of Superior Realty Group LLC represented the buyer.
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No. 2 — $840,000 · 29 Walker Creek Dr, Crawfordville, Florida
Gulf and canal views come with the No. 2 sale, a home in The Resorts at Shell Point in Crawfordville that sold for $840,000. Built in 2008, it has three bedrooms, three full baths and a half bath, and 2,938 square feet.
The open main living area has engineered wood floors, high ceilings and large windows, and it flows into a custom kitchen finished with white cabinets, granite counters and Viking stainless appliances. Several mezzanines look out toward the water and the sunsets. Upstairs is a second family room, and the home has two owner’s suites, each with its own balcony facing the shoreline. A new elevator serves the home, and the two-car garage was built with breakaway walls.
The lot runs 50 feet along the boat basin, with room for a dock. Golf carts are welcome in the community, a county beach and boat ramp are across the street, and Tallahassee is less than an hour away. The property last sold for $682,000 in 2023.
Amanda S Laudadio of Hill Spooner & Elliott Inc was the listing agent, and Leah L Chapin of Ketcham Realty Group, Inc. represented the buyer.
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No. 3 — $765,000 · 2281 Cobb Dr, Tallahassee, Florida
A screened pool area is the main attraction at this single-story home in Golden Eagle in Tallahassee, which sold for $765,000. The heated saltwater pool has a hot tub, an overflow fountain and a tanning shelf, with an outdoor TV for the space, and the backyard around it is fenced. Across the street is a lake, in view from the home.
Built in 2000 of brick and vinyl siding, the home has four bedrooms, three bathrooms and 3,022 square feet on 0.44 acres. Inside are hardwood floors, a dedicated office and a formal dining room. The eat-in kitchen, with a large walk-in pantry, opens to a family room with a gas fireplace. In the primary suite, the bath has a double vanity, a jetted tub and a separate shower, and there is a walk-in closet. The fourth bedroom has a private bath and connects to a flex room that could serve as a guest suite, an office or a hobby room. A large utility room opens to the outside, and the oversized garage has storage racks. The property last sold for $480,000 in 2020.
The home went under contract two days after it was listed and sold $50,000 above its asking price of $715,000. Sylvia S Carver and John L Bilich, both of Sylvia Carver Realty, LLC, were the listing agents, and Caroline Tharpe Weiss LLC of Coldwell Banker Hartung represented the buyer.
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No. 4 — $652,700 · 3753 Swallowtail Trce, Tallahassee, Florida
In The Ravines in Tallahassee, a brick home built in 2000 stands on 1.14 acres of mature landscaping and wooded greenspace, with a private trail that winds down through the ravine to a creek. It sold for $652,700. The home has four bedrooms, three full baths and two half baths, and 3,283 square feet of living area. A lower level adds about 1,000 square feet that are not counted in that figure, with a climate-controlled wine cellar that stores up to 800 bottles and space for a workshop, a gym or storage.
Large windows and doors line the back of the home, and the kitchen, the living area and the primary suite each open onto an elevated deck above the greenspace. The kitchen has a Bosch natural-gas cooktop with a ducted hood, double ovens, honed granite counters and an oversized island with bar seating, plus a separate bar and coffee station with its own prep sink. Oak hardwood floors run under high ceilings, and the main level also has a gas fireplace, custom built-in shelving and a separate dining room. The renovated primary bath has a soaking tub and an oversized walk-in shower. Out front is a covered porch with room for rocking chairs, and the two-car garage has an EV charger. The property last sold for $525,000 in 2021.
The home went under contract eight days after it was listed. Hollie Myers of Thomas Lynne Realty Group, LLC was the listing agent and also represented the buyer, so the same agent was on both sides of the sale. Myers also represented the buyer of the No. 5 home, for two sales in this week’s Top 5.
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No. 5 — $575,000 · 647 Chancey Ln, Tallahassee, Florida
Porches define the No. 5 home, in Magnolia Place in Tallahassee, which sold for $575,000. Two face the front, one upstairs and one down, and at the back a large covered porch opens from the living room and was recently made bigger. Built in 2001, the two-story home has three bedrooms, three bathrooms and 2,563 square feet, with fiber cement siding, a fully fenced yard and a view of a park or greenbelt.
Inside, heart pine floors and detailed millwork set the tone, and the home has been freshly painted inside and out, with new lighting throughout. The kitchen was updated with granite counters and a new backsplash, and plantation shutters dress the windows. A library or office is on the main floor, a spiral staircase rises from the breakfast room to a bonus loft, and the primary suite is upstairs. Tallahassee Memorial Hospital is about half a mile away. The property last sold for $507,500 in 2022.
Peggy Dye of Tallahassee Real Estate Sol. was the listing agent. Hollie Myers of Thomas Lynne Realty Group, LLC represented the buyer, a second sale in this week’s Top 5 for Myers after the No. 4 home.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 25, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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