For Sale
  • For Sale
  • For Lease
  • Recently Sold
  • Property Lookup
  • Brokers
Land
1
  • Retail
  • Office
  • Residential Income
  • Restaurants
  • Industrial
  • Mixed-Use
  • Hospitality
  • Health Care
  • Sports & Entertainment
  • Land
  • Agricultural
  • Specialty
Price
Price range
$
$
Size
Property size / sq.ft.

Winter Park, FL Land for Sale

25 results
List
Map
Oversized Lot in Orwin Manor
$1,100,000
0.51 Acres

Oversized Lot in Orwin Manor

1541 WESTCHESTER AVENUE, Winter Park, FL 32789

Rare half-acre parcel in Winter Park's desirable Orwin Manor.

  • Oversized ½+ acre lot in the desirable Orwin Manor neighborhood of Winter Park.
  • Exceptional flexibility for custom estate creation, new construction, or potential lot division.
  • Prime location near Park Avenue, Winter Park, Dubsdread Golf Course, dining, shopping, and top‑rated schools.
  • Multiple redevelopment options: renovation, expansion, tear‑down, or reconfiguration of the existing residence.
  • Mature landscaping and established neighborhood setting.
Updated: Jan 20
View details
Winter Park Double Lot
$630,000
0.31 Acres

Winter Park Double Lot

1860 STAUNTON AVENUE, Winter Park, FL 32789

Large double lot in Winter Park's Killarney Shores neighborhood.

  • Approved for subdivision into two lots, offering building or investment opportunities.
  • Large double lot in the desirable Killarney Shores neighborhood of Winter Park.
  • Prime location just one block from Lake Killarney.
  • Minutes from Park Avenue, College Park, and I‑4.
  • Rare opportunity in a sought‑after Winter Park area.
Updated: Jan 30
View details
Winter Park Land Opportunity
$800,000
0.19 Acres

Winter Park Land Opportunity

Three adjacent parcels available in Winter Park, Florida.

1770 BRYAN AVENUE, Winter Park, FL 32789
View details
Winter Park Land Opportunity
$800,000
0.19 Acres

Winter Park Land Opportunity

Land available in Winter Park, near Park Avenue and Phelps Park.

1760 BRYAN AVENUE, Winter Park, FL 32789
View details
Oversized Lot in Winter Park
$2,000,000
0.36 Acres

Oversized Lot in Winter Park

Unique opportunity to build a custom home in Winter Park.

2036 VIA TUSCANY, Winter Park, FL 32789
View details
Winter Park Land Opportunity
$725,000
0.34 Acres

Winter Park Land Opportunity

Two adjacent lots in top Winter Park location!

770 W WEBSTER AVENUE, Winter Park, FL 32789
View details
Winter Park Residential Lot
$699,000
0.32 Acres

Winter Park Residential Lot

Prime lot near Dubsdread Golf Course in Winter Park, Florida.

763 Overspin Drive, Winter Park, FL 32789
View details
Winter Park Buildable Lot
$358,000
0.16 Acres

Winter Park Buildable Lot

Centrally located buildable lot zoned for multifamily housing.

2002 INDIANA AVENUE, Winter Park, FL 32789
View details
Estate-Sized Lot in Winter Park
$2,249,900
0.55 Acres

Estate-Sized Lot in Winter Park

Rare double lot to build a custom luxury residence.

1205 MAYFIELD AVENUE, Winter Park, FL 32789
View details
Winter Park Acreage: Build Dream Home
$702,000
4.93 Acres

Winter Park Acreage: Build Dream Home

4.93 acres in Winter Park, build your dream home!

7839 UNIVERSITY GARDEN DRIVE, Winter Park, FL 32792
View details
Downtown Winter Park Vacant Lot
$4,500,000
0.48 Acres

Downtown Winter Park Vacant Lot

Rare 0.48 acre vacant lot in downtown Winter Park.

503 N INTERLACHEN AVENUE, Winter Park, FL 32789
View details
Residential Land in Winter Park
$190,000
0.05 Acres

Residential Land in Winter Park

Residential land available in Winter Park, Florida.

669 W COMSTOCK AVENUE, Winter Park, FL 32789
View details
Prime Winter Park Development Opportunity
$3,700,000

Prime Winter Park Development Opportunity

1.31-acre infill development site at a signalized intersection.

1871 Aloma Ave, Winter Park, FL 32789
View details
Commercial Land in Winter Park
$190,000
0.05 Acres

Commercial Land in Winter Park

Commercial land available in Winter Park, Florida.

669 W COMSTOCK AVENUE, Winter Park, FL 32789
View details
Cleared Land with Signage
Contact for pricing
1.19 Acres

Cleared Land with Signage

1.19 acres of vacant, cleared land with parking access.

4080 N Goldenrod Rd, Winter Park, FL
View details
Winter Park Vacant Land
Contact for pricing
1.13 Acres

Winter Park Vacant Land

Vacant land in Winter Park with ample parking available.

2335 Temple Trl, Winter Park, FL
View details
Commercial Land on Fairbanks Avenue
Contact for pricing
0.26 Acres

Commercial Land on Fairbanks Avenue

Vacant commercial land with frontage on W Fairbanks Avenue.

379 W Fairbanks Ave, Winter Park, FL
View details
Winter Park Land Opportunity
Contact for pricing
0.44 Acres

Winter Park Land Opportunity

Land for sale in the heart of Winter Park.

2161 N Park Ave, Winter Park, FL
View details
Prime Location Versatile Commercial Space
$2,000,000
0.94 Acres

Prime Location Versatile Commercial Space

Ideal for businesses seeking a prominent presence in a thriving community.

4310 Aloma Ave, Winter Park, FL
View details
Residential Lot in Winter Park
$499,000

Residential Lot in Winter Park

R-2 lot in downtown Winter Park, Florida.

621 SYMONDS AVENUE, Winter Park, FL 32789
View details
Residential Lot in Downtown Winter Park
$499,000

Residential Lot in Downtown Winter Park

R-2 lot in the heart of downtown Winter Park.

631 SYMONDS AVENUE, Winter Park, FL 32789
View details
Winter Park Commercial Land Opportunity
$1,500,000
4,000 SF

Winter Park Commercial Land Opportunity

Vacant commercial land in Winter Park, near Park Avenue.

379 W Fairbanks Ave, Winter Park, FL 32789
View details
Land with Ingress/Egress Access
Contact for pricing
2.08 Acres

Land with Ingress/Egress Access

Land with short-term leases and parking potential.

1975 W Fairbanks Ave, Winter Park, FL
View details
Residential Lot in Winter Park
$1,300,000

Residential Lot in Winter Park

15,000 sqft lot near Park Avenue, Winter Park.

171 CORTLAND AVENUE, Winter Park, FL 32789
View details

Winter Park, FL Land Investment Opportunities Market Analysis

Explore 25 land for sale in Winter Park, FL, showcased through 25 active listings on our real estate platform. These investment opportunities span a total of 365,468 square feet of properties for sale, with an estimated market value of $14,753,900.

Sale prices for lots in Winter Park, FL start at $190,000, averaging $1,229,491, and reaching up to $4,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

List
Map