Live SWFL Listings

Homes for Sale in Southwest Florida

🚗 Search by commute time →

159 homes for “Winter Park”

Show commute to:
2 bed home in Naples
For Sale
Waterfront

$225,000

MLS# 225071824
2 bd2 ba1,025 sqft

900 Henderson Creek Drive C115, Naples, FL, 34114

2 bed home in Naples
For Sale
Waterfront

$1,399,000

MLS# 226011316
2 bd2.5 ba1,648 sqft

4001 Gulf Shore Boulevard PH8, Naples, FL, 34103

2 bed home in Fort Myers
For Sale
Waterfront

$270,000

MLS# 2025021619
2 bd2 ba1,135 sqft

1900 Clifford Street 704, Fort Myers, FL, 33901

2 bed home in Naples
For Sale
Waterfront

$194,000

MLS# 226002597
2 bd2 ba1,107 sqft

5483 Rattlesnake Hammock Road 207, Naples, FL, 34113

3 bed home in Cape Coral
For Sale
Pool

$290,000

MLS# 2026011476
3 bd2 ba1,236 sqft

4618 SW 7th Avenue, Cape Coral, FL, 33914

2 bed home in Naples
For Sale
Waterfront

$444,000

MLS# 226008615
2 bd2 ba1,100 sqft

3055 Riviera Drive 102, Naples, FL, 34103

Not seeing the one yet?

Get new listings that match this search emailed the moment they hit the market. No spam, and Rick personally follows up.

3 bed home in Fort Myers
For Sale

$260,000

MLS# 2026012010
3 bd2 ba1,458 sqft

7121 Golden Eagle Court 623, Fort Myers, FL, 33912

2 bed home in North Fort Myers
For Sale

$215,000

MLS# 2026011132
2 bd2 ba1,401 sqft

5554 Sir Walter Way, North Fort Myers, FL, 33917

4 bed home in Naples
For Sale
Pool

$1,199,000

MLS# 226004324
4 bd3 ba2,378 sqft

746 101st Avenue, Naples, FL, 34108

3 bed home in Fort Myers
For Sale
Waterfront

$255,000

MLS# 2025023736
3 bd2 ba1,203 sqft

14985 Rivers Edge Court 233, Fort Myers, FL, 33908

1 bed home in Punta Gorda
For Sale

$82,500

MLS# 2026005595
1 bd2 ba1,128 sqft

10101 Burnt Store Road 141, Punta Gorda, FL, 33950

2 bed home in Naples
For Sale
Waterfront

$999,900

MLS# 225081117
2 bd2 ba1,271 sqft

4005 Gulf Shore Boulevard 1104, Naples, FL, 34103

2 bed home in Naples
For Sale

$599,900

MLS# 225078412
2 bd2 ba1,717 sqft

9646 Montelanico Loop 102, Naples, FL, 34119

2 bed home in Fort Myers
For Sale
Waterfront

$200,000

MLS# 2026002602
2 bd2 ba1,327 sqft

1830 Brantley Road E3, Fort Myers, FL, 33907

2 bed home in Fort Myers
For Sale

$205,000

MLS# 2026004197
2 bd2.5 ba1,314 sqft

1444 Park Shore Circle 3, Fort Myers, FL, 33901

2 bed home in Bonita Springs
For Sale

$364,900

MLS# 226002115
2 bd2 ba839 sqft

3661 Wild Pines Drive 102, Bonita Springs, FL, 34134

3 bed home in Cape Coral
For Sale
Pool

$489,000

MLS# 2026000647
3 bd2 ba2,056 sqft

2304 SW 50th Lane, Cape Coral, FL, 33914

2 bed home in Fort Myers
For Sale

$129,900

MLS# 2025024486
2 bd2 ba1,084 sqft

5959 Winkler Road 206, Fort Myers, FL, 33919

2 bed home in Fort Myers
For Sale

$229,900

MLS# 2025012118
2 bd2 ba1,200 sqft

44 Dogwood Way, Fort Myers, FL, 33908

3 bed home in Fort Myers
For Sale

$244,900

MLS# 2025012186
3 bd2 ba1,200 sqft

63 Poplar Place, Fort Myers, FL, 33908

1 bed home in Cape Coral
For Sale

$89,600

MLS# 2025024285
1 bd1 ba848 sqft

403 SE 43rd Terrace 11, Cape Coral, FL, 33904

4 bed home in Naples
For Sale
Waterfront

$550,000

MLS# 225079837
4 bd4 ba2,174 sqft

22 Constitution Drive, Naples, FL, 34112

2 bed home in Marco Island
For Sale
Waterfront

$650,000

MLS# 225082553
2 bd2 ba1,125 sqft

893 Collier Court 3-301, Marco Island, FL, 34145

1 bed home in Marco Island
For Sale
Waterfront

$529,000

MLS# 225071755
1 bd1.5 ba597 sqft

180 Seaview Court 901, Marco Island, FL, 34145

Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.