The most expensive neighborhoods in Tallahassee
Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand keeping many on the sidelines. This comes amid rising economic uncertainty and growing wealth concentration. But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are still selling, even as most buyers pull back.
Most people can’t afford high-end homes, although they’re still fun to dream about. So, to highlight where luxury real estate is commanding the highest prices, Redfin analyzed the most expensive neighborhoods in the Tallahassee metro area—and showcased a few of the area’s standout listings (when possible).
Note: Redfin’s analysis focused on metro areas, meaning some neighborhoods fell within smaller nearby cities. Listings and data were gathered on October 15, 2025.
#1. Betton Hills (Tallahassee, FL)
Median sale price: $557,000 | Median days on market: 83 days
1561 Spruce Ave, Tallahassee, FL 32303
– Beds: 3 | Baths: 1 | Square feet: 1,217
– See 1561 Spruce Ave, Tallahassee, FL 32303 on Redfin.com
1750 Marston Pl, Tallahassee, FL 32308
– Beds: 3 | Baths: 2.5 | Square feet: 2,773
– See 1750 Marston Pl, Tallahassee, FL 32308 on Redfin.com
2036 Trescott Dr, Tallahassee, FL 32308
– Beds: 4 | Baths: 2 | Square feet: 1,819
– See 2036 Trescott Dr, Tallahassee, FL 32308 on Redfin.com
801 Greenbrier Ln, Tallahassee, FL 32308
– Beds: 3 | Baths: 2 | Square feet: 2,283
– See 801 Greenbrier Ln, Tallahassee, FL 32308 on Redfin.com
#2. Piedmont (Tallahassee, FL)
Median sale price: $505,000 | Median days on market: 118 days
719 Middlebrooks Cir, Tallahassee, FL 32312
– Beds: 8 | Baths: 9.5 | Square feet: 10,089
– See 719 Middlebrooks Cir, Tallahassee, FL 32312 on Redfin.com
#3. Southwood (Tallahassee, FL)
Median sale price: $480,000 | Median days on market: 48 days
2123 Fernleigh Dr, Tallahassee, FL 32311
– Beds: 3 | Baths: 3.5 | Square feet: 2,812
– See 2123 Fernleigh Dr, Tallahassee, FL 32311 on Redfin.com
2351 Maple Leaf Way, Tallahassee, FL 32311
– Beds: 6 | Baths: 7 | Square feet: 4,587
– See 2351 Maple Leaf Way, Tallahassee, FL 32311 on Redfin.com
3052 Indian Grass Ln, Tallahassee, FL 32311
– Beds: 4 | Baths: 2.5 | Square feet: 2,121
– See 3052 Indian Grass Ln, Tallahassee, FL 32311 on Redfin.com
3258 Appleton Dr, Tallahassee, FL 32311
– Beds: 4 | Baths: 2.5 | Square feet: 2,592
– See 3258 Appleton Dr, Tallahassee, FL 32311 on Redfin.com
#4. Bull Run (Tallahassee, FL)
Median sale price: $465,000 | Median days on market: 116 days
2503 Ulysses Rd, Tallahassee, FL 32312
– Beds: 4 | Baths: 3.5 | Square feet: 2,602
– See 2503 Ulysses Rd, Tallahassee, FL 32312 on Redfin.com
2596 Manassas Way, Tallahassee, FL 32312
– Beds: 3 | Baths: 2 | Square feet: 1,886
– See 2596 Manassas Way, Tallahassee, FL 32312 on Redfin.com
2605 Antietam Trl, Tallahassee, FL 32312
– Beds: 5 | Baths: 3 | Square feet: 3,350
– See 2605 Antietam Trl, Tallahassee, FL 32312 on Redfin.com
5718 Roanoke Trl, Tallahassee, FL 32312
– Beds: 4 | Baths: 3.5 | Square feet: 2,936
– See 5718 Roanoke Trl, Tallahassee, FL 32312 on Redfin.com
#5. Chaires (Tallahassee, FL)
Median sale price: $440,250 | Median days on market: 76 days
3395 Mariana Oaks Dr, Tallahassee, FL 32311
– Beds: 3 | Baths: 2.5 | Square feet: 2,223
– See 3395 Mariana Oaks Dr, Tallahassee, FL 32311 on Redfin.com
7641 Talley Ann Dr, Tallahassee, FL 32311
– Beds: 3 | Baths: 2 | Square feet: 1,430
– See 7641 Talley Ann Dr, Tallahassee, FL 32311 on Redfin.com
8160 Elysian Way, Tallahassee, FL 32311
– Beds: 4 | Baths: 3 | Square feet: 2,822
– See 8160 Elysian Way, Tallahassee, FL 32311 on Redfin.com
9249 Oakfair Dr, Tallahassee, FL 32317
– Beds: 4 | Baths: 3 | Square feet: 2,830
– See 9249 Oakfair Dr, Tallahassee, FL 32317 on Redfin.com