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 North Port 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. The Lake Club (Lakewood Ranch, FL)
Median sale price
: $2,800,000 |
Median days on market
: 63 days
15315 Anchorage Pl, Lakewood Ranch, FL 34202
- List price: $6,500,000
- Beds: 4 | Baths: 5.5 | Square feet: 5,997
- See 15315 Anchorage Pl, Lakewood Ranch, FL 34202 on Redfin.com
16336 Daysailor Trl, Lakewood Ranch, FL 34202
- List price: $3,450,000
- Beds: 4 | Baths: 3.5 | Square feet: 3,915
- See 16336 Daysailor Trl, Lakewood Ranch, FL 34202 on Redfin.com
17011 Verona Pl, Bradenton, FL 34202
- List price: $2,279,000
- Beds: 4 | Baths: 4 | Square feet: 3,610
- See 17011 Verona Pl, Bradenton, FL 34202 on Redfin.com
8009 Bounty Ln, Bradenton, FL 34202
- List price: $3,600,000
- Beds: 3 | Baths: 3.5 | Square feet: 4,484
- See 8009 Bounty Ln, Bradenton, FL 34202 on Redfin.com
#2. Lido Key (Sarasota, FL)
Median sale price
: $2,250,000 |
Median days on market
: 145 days
101 Benjamin Franklin Dr, Sarasota, FL 34236
- List price: $1,100,000
- Beds: 2 | Baths: 2 | Square feet: 1,275
- See 101 Benjamin Franklin Dr, Sarasota, FL 34236 on Redfin.com
1300 Benjamin Franklin Dr, Sarasota, FL 34236
- List price: $3,750,000
- Beds: 3 | Baths: 3 | Square feet: 3,352
- See 1300 Benjamin Franklin Dr, Sarasota, FL 34236 on Redfin.com
1750 Benjamin Franklin Dr, Sarasota, FL 34236
- List price: $1,195,000
- Beds: 2 | Baths: 2 | Square feet: 2,035
- See 1750 Benjamin Franklin Dr, Sarasota, FL 34236 on Redfin.com
235 Grant Dr, Sarasota, FL 34236
- List price: $1,345,000
- Beds: 2 | Baths: 2 | Square feet: 1,182
- See 235 Grant Dr, Sarasota, FL 34236 on Redfin.com
#3. Oaks (Osprey, FL)
Median sale price
: $1,700,000 |
Median days on market
: 29 days
3621 N Point Rd, Osprey, FL 34229
- List price: $1,350,000
- Beds: 3 | Baths: 3 | Square feet: 2,680
- See 3621 N Point Rd, Osprey, FL 34229 on Redfin.com
385 N Point Rd, Osprey, FL 34229
- List price: $1,100,000
- Beds: 3 | Baths: 3 | Square feet: 2,778
- See 385 N Point Rd, Osprey, FL 34229 on Redfin.com
393 N Point Rd, Osprey, FL 34229
- List price: $2,350,000
- Beds: 3 | Baths: 2.5 | Square feet: 3,738
- See 393 N Point Rd, Osprey, FL 34229 on Redfin.com
401 N Point Rd, Osprey, FL 34229
- List price: $900,000
- Beds: 3 | Baths: 3 | Square feet: 2,778
- See 401 N Point Rd, Osprey, FL 34229 on Redfin.com
#4. St. Armands (Sarasota, FL)
Median sale price
: $1,637,500 |
Median days on market
: 116 days
115 N Blvd Of The Presidents, Sarasota, FL 34236
- List price: $1,999,900
- Beds: 3 | Baths: 2 | Square feet: 2,072
- See 115 N Blvd Of The Presidents, Sarasota, FL 34236 on Redfin.com
128 Fillmore Dr, Sarasota, FL 34236
- List price: $4,450,000
- Beds: 8 | Baths: 8.5 | Square feet: 4,550
- See 128 Fillmore Dr, Sarasota, FL 34236 on Redfin.com
130 N Adams Dr, Sarasota, FL 34236
- List price: $1,950,000
- Beds: 3 | Baths: 2 | Square feet: 1,894
- See 130 N Adams Dr, Sarasota, FL 34236 on Redfin.com
360 N Washington Dr, Sarasota, FL 34236
- List price: $4,350,000
- Beds: 4 | Baths: 4.5 | Square feet: 3,951
- See 360 N Washington Dr, Sarasota, FL 34236 on Redfin.com
#5. South Poinsettia Park (Sarasota, FL)
Median sale price
: $1,550,000 |
Median days on market
: 63 days
1805 Goldenrod St, Sarasota, FL 34239
- List price: $2,950,000
- Beds: 5 | Baths: 5 | Square feet: 3,595
- See 1805 Goldenrod St, Sarasota, FL 34239 on Redfin.com
1827 Morris St, Sarasota, FL 34239
- List price: $4,875,000
- Beds: 4 | Baths: 4.5 | Square feet: 3,970
- See 1827 Morris St, Sarasota, FL 34239 on Redfin.com
1857 Tulip Dr, Sarasota, FL 34239
- List price: $2,450,000
- Beds: 3 | Baths: 2 | Square feet: 1,878
- See 1857 Tulip Dr, Sarasota, FL 34239 on Redfin.com
3319 S Osprey Ave, Sarasota, FL 34239
- List price: $2,171,000
- Beds: 4 | Baths: 4.5 | Square feet: 3,554
- See 3319 S Osprey Ave, Sarasota, FL 34239 on Redfin.com
This story was produced by Redfin Real Estate and reviewed and distributed by Stacker.
