www.crexi.com - The Commercial Real Estate Exchange
For Sale
All Types 

Winter Park, FL Properties for Sale

32 results
Pictures of Office, Retail property located at 1000 S Orlando Ave, Winter Park, FL 32789 for sales - image #1
$3,400,000
1000 S Orlando Avenue
Winter Park Owner-User/Redevelopment Opportunity - 13,034± SF, 2-Story Building on 0.64± Acres

1000 S Orlando Ave Winter Park, FL 32789

Pictures of Office property located at 4355 Bear Gully Rd, Winter Park, FL 32792 for sales - image #1
$3,564,528
Multi-Tenant Medical Center
Multi-Tenant Medical Office Investment • 7.24% Cap Rate • 9,914 SF • Winter Park, FL

4355 Bear Gully Rd Winter Park, FL 32792

Pictures of Office property located at 1555 Howell Branch Rd, Winter Park, FL 32789 for sales - image #1
$7,750,000
Premier Winter Park Medical & Professional Office
For Sale: Multi-Tenant Medical & Professional Office • Anchored by Orlando Health

1555 Howell Branch Rd Winter Park, FL 32789

Pictures of Retail property located at 7403 Aloma Ave, Winter Park, FL 32792 for sales - image #1
$6,048,000
Walgreens
Retail • 6.00% CAP • 15,120 SqFt

7403 Aloma Ave Winter Park, FL 32792

Pictures of Office property located at 271 N Pennsylvania Ave, Winter Park, FL 32789 for sales - image #1
$3,900,000
271 N Pennsylvania Ave
Vacant, 4,868 SF Class A+ office building in the core Winter Park. Walking distance to Park Avenue

271 N Pennsylvania Ave Winter Park, FL 32789

Pictures of Office, Retail property located at 1311 W WEBSTER AVE, WINTER PARK, FL 32789-2927 for sales - image #1
Unpriced
The Webster at Winter Park
3,410 RSF MOB Available • Premier Medical Office Opportunity in Orlando’s Most Affluent Submarket

1311 W WEBSTER AVE WINTER PARK, FL 32789-2927

Pictures of Land property located at 379 W Fairbanks Ave, Winter Park, FL 32789 for sales - image #1
$1,500,000
379 W Fairbanks Ave
Land • 0.26 acres - Heart of Winter Park

379 W Fairbanks Ave Winter Park, FL 32789

Pictures of Office property located at 2180 N Park Ave, Winter Park, FL 32789 for sales - image #1
$375,000
2180 N Park Ave Suite 200
Winter Park Office Condo

2180 N Park Ave Winter Park, FL 32789

See New Listings First!
Save your filters and get alerts when new properties hit the market.
Save My Search
Pictures of Office property located at 157 E New England Avenue, Unit 205 Winter Park, FL, Winter Park, FL 32789 for sales - image #1
$314,900
157 E NEW ENGLAND AVE Unit #205, WINTER PARK, Fl 32789
Each tenant is month to month.

157 E New England Avenue, Unit 205 Winter Park, FL Winter Park, FL 32789

Pictures of Office, Retail property located at 7523 Aloma Ave, Winter Park, FL 32792 for sales - image #1
$3,233,082
Goldenrod Executive Center
Multi-Tenant Office & Retail Use

7523 Aloma Ave Winter Park, FL 32792

Pictures of Office, Industrial property located at 4985 N Palm  Ave, Winter Park, FL 32792 for sales - image #1
$825,000
Freestanding Office/Flex Winter Park PRICE REDUCED!
PRICE REDUCED! Freestanding Office/Flex/Ind Winter Park

4985 N Palm Ave Winter Park, FL 32792

Pictures of Office property located at 2425 Lee Rd, Winter Park, FL 32789 for sales - image #1
video
Opportunity Zone
$885,000
For Sale - Owner-User Opportunity in Winter Park
Office • 2,196 SqFt

2425 Lee Rd Winter Park, FL 32789

Pictures of Retail property located at 1706 N MAGNOLIA AVE ALL UNITS, OCALA, FL 32792-9009 for sales - image #1
Opportunity Zone
$1,250,000
1706 N MAGNOLIA AVE ALL UNITS OCALA FL 32792-9009
Flex/Warehouse in Ocala • 3 Buildings • $1,250,000 • Value-Add Upside

1706 N MAGNOLIA AVE ALL UNITS OCALA, FL 32792-9009

Pictures of Land property located at 2335 Temple Trail, Winter Park, FL 32789 for sales - image #1
Unpriced
2335 Temple Trail
Land • 1.13 acres

2335 Temple Trail Winter Park, FL 32789

Pictures of Office, Retail property located at 347 N Orlando Ave, Winter Park, FL 32789 for sales - image #1
Unpriced
347 N Orlando Ave
For Sale or For Lease • Freestanding Retail/Office Building in Winter Park, FL

347 N Orlando Ave Winter Park, FL 32789

Pictures of Land property located at 1801 W Fairbanks Ave, Winter Park, FL 32789 for sales - image #1
$4,175,000
Infill Development Opportunity
Land • 1.3 acres

1801 W Fairbanks Ave Winter Park, FL 32789

Pictures of Land, Office property located at 2134 Kentucky Ave, Winter Park, FL 32789, 2136 Kentucky Ave, Indianapolis, IN 46221, 2138 Kentucky Ave, Indianapolis, IN 46221, 2142 Kentucky Ave, Winter Park, FL 32789 for sales - image #1
Opportunity Zone
Unpriced
2134 - 2142 Kentucky Avenue
Office Buildings and Vacant Land for Sale

4 LOCATIONS

Pictures of Office property located at 3586 Aloma Ave, Winter Park, FL 32792 for sales - image #1
$495,000
Medical Office Condo Winter Park
Office • 1,711 SqFt

3586 Aloma Ave Winter Park, FL 32792

Pictures of Office property located at 807 W Morse Blvd, Winter Park, FL 32789 for sales - image #1
Unpriced
807 W Morse Blvd
Prominent Office Condo For Sale Or Lease in Winter Park

807 W Morse Blvd Winter Park, FL 32789

Pictures of Land property located at 700 Formosa Ave, Winter Park, FL 32789 for sales - image #1
$1,795,000
Winter Park Formosa Kentucky Land
Land • 35,000 SF

700 Formosa Ave Winter Park, FL 32789

Pictures of Land property located at 301 N Pennsylvania Ave, Winter Park, FL 32789 for sales - image #1
$1,600,000
301 N Pennsylvania Ave
Approved for 6,300 SF two story Class A+ office building in Core Winter Park

301 N Pennsylvania Ave Winter Park, FL 32789

Pictures of Business for Sale property located at N/A, Casselberry, FL 32789 for sales - image #1
$169,000
MY ENCHANTED EVENTS VENUE
Business Sale Only

N/A Casselberry, FL 32789

Pictures of Retail, Office property located at 952 West Fairbanks Avenue, Winter Park, FL 32789 for sales - image #1
Unpriced
952 West Fairbanks Avenue
Class A Winter Park, FL Office: 3,750 SF - 5,400 SF

952 West Fairbanks Avenue Winter Park, FL 32789

Pictures of Office property located at 445 Wymore Road, Winter Park, FL 32789 for sales - image #1
$4,400,000
PRIME WP PROPERTY 445 Wymore Rd - 12K - Sale or Lease
Prime WP Office or School with I-4 Frontage

445 Wymore Road Winter Park, FL 32789

Pictures of Industrial, Land, Mixed Use, Office property located at 649 Nicolet Ave, Winter Park, FL 32789 for sales - image #1
$2,850,000
649 Nicolet Ave
RARE Winter Park Warehouse property with Yard Space

649 Nicolet Ave Winter Park, FL 32789

Pictures of Office, Retail property located at 2170 W Fairbanks Ave, Winter Park, FL 32789 for sales - image #1
$780,000
Winter Park Fairbanks Renovation
WP Fairbanks Renovation

2170 W Fairbanks Ave Winter Park, FL 32789

Pictures of Office property located at 1954 - 1964 Howell Branch Rd, Winter Park, FL 32792 for sales - image #1
Unpriced
Winter Park - 3 Building - Connemara Office Portfolio
Winter Park 3 Bldg Office Portfolio • 32,143 SqFt

1954 - 1964 Howell Branch Rd Winter Park, FL 32792

Pictures of Office property located at 1430 & 1440 Gene St, Winter Park, FL 32789 for sales - image #1
$1,200,000
1430 & 1440 Gene St
Two Office Buildings in Winter Park

1430 & 1440 Gene St Winter Park, FL 32789

Pictures of Retail property located at 2212 Aloma Ave, Winter Park, FL 32792 for sales - image #1
$2,100,000
Aloma Ave Fast-Food Restaurant
Retail • 2,010 SqFt

2212 Aloma Ave Winter Park, FL 32792

Pictures of Office property located at 1101 Lewis Drive, Winter Park, FL 32789 for sales - image #1
Opportunity Zone
Unpriced
Brannon Custom Offices at Ravaudage
Office

1101 Lewis Drive Winter Park, FL 32789

Pictures of Land property located at 3718 N Goldenrod Road, Winter Park, FL 32792 for sales - image #1
$499,000
3718 N Goldenrod Road
Land

3718 N Goldenrod Road Winter Park, FL 32792

Pictures of Industrial property located at 1785 FL-436, Winter Park, FL 32792 for sales - image #1
$5,312,475
Freestanding/Single Tenant Showroom/Warehouse
Industrial • 30,357 SqFt

1785 FL-436 Winter Park, FL 32792

Based off of your search, you may also like

Pictures of Office, Note/Loan property located at 2 & 4 Research Way, Princeton, NJ 08540, 103, 105, 107 College Rd E, Princeton, NJ 08540 for sales - image #1
Auction Note Sale
$500,000
$48.1M Non-Performing Office Note Sale
Secured by a first-lien mortgage on the leasehold interest of College Park

2 LOCATIONS

Pictures of Retail property located at 2030 York Rd, Oak Brook, IL 60523 for sales - image #1
Auction
$2,000,000
Former LA Fitness | Oak Brook, IL (Chicago MSA)
Highly Trafficked Location • Coveted Retail Corridor • Top Employment Market

2030 York Rd Oak Brook, IL 60523

Pictures of Office property located at 5510 N Belt W, Belleville, IL 62226 for sales - image #1
Auction
$250,000
8,952± SF Free-Standing Commercial Building
Newly Built Commercial Building • Redevelopment Opportunity

5510 N Belt W Belleville, IL 62226

Pictures of Multifamily, Land, Senior Living property located at 2716 First St, Fort Myers, FL 33916 for sales - image #1
Auction
$100,000
1.10 Acres Commercial / Multifamily Developmental Land
Multifamily/Mixed-Use Development Site - Downtown Fort Myers

2716 First St Fort Myers, FL 33916

Pictures of Multifamily, Special Purpose property located at 410 Colorado Ave, Laurel, MT 59044 for sales - image #1
Auction
$75,000
Multifamily Redevelopment | Former Laurel Public School
Ideal Multifamily Redevelopment Opportunity

410 Colorado Ave Laurel, MT 59044

Pictures of Land property located at East Arlington Boulevard, Greenville, NC 27858 for sales - image #1
$300,000
E Arlington Blvd Land Sale: Build to suit Opportunity
Land • 0.9 acres

East Arlington Boulevard Greenville, NC 27858

Pictures of Retail, Office property located at 8375 Dix Ellis Trail, Jacksonville, FL 32256 for sales - image #1
Unpriced
8375 Dix Ellis Trail
4-Story Multi-Tenanted Office Bldg 114,459 SFon 7.12 Ac Prime User / Investor Value Add Opportunity

8375 Dix Ellis Trail Jacksonville, FL 32256

Pictures of Industrial property located at 24 Center St, Lockport, NY 14094 for sales - image #1
$195,000
24 Center Street
Industrial - As-Is

24 Center St Lockport, NY 14094

Pictures of Land property located at 625 W Dundee Rd, Wheeling, IL 60090 for sales - image #1
$1,800,000
3.2-Acre TIF-Backed Development Opportunity | Wheeling, IL
Prime 3.2-Acre TIF-Backed Development Opportunity • Wheeling, IL

625 W Dundee Rd Wheeling, IL 60090

Pictures of Multifamily property located at 170 NE 48th St, Miami, FL 33137 for sales - image #1
Opportunity Zone
$989,000
SHADOWLAWN
Multifamily • 2 Units

170 NE 48th St Miami, FL 33137

Pictures of Multifamily property located at 2204 Mckinley St, Hollywood, FL 33020 for sales - image #1
$660,000
HOLLYWOOD PARK
Multifamily • 3 Units

2204 Mckinley St Hollywood, FL 33020

Pictures of Business for Sale, Retail property located at 8154 W Mcnab Rd, North Lauderdale, FL 33068 for sales - image #1
$160,000
8154 W Mcnab Rd
Business for Sale

8154 W Mcnab Rd North Lauderdale, FL 33068

Pictures of Industrial, Multifamily property located at 5520-5522 NW 72nd Ave # 5520, Miami, FL 33166 for sales - image #1
$1,555,500
5520-5522 NW 72nd Ave # 5520
Industrial • 4,420 SqFt

5520-5522 NW 72nd Ave # 5520 Miami, FL 33166

Pictures of Land, Industrial property located at N 63rd Ave, Hollywood, FL 33024 for sales - image #1
$475,000
GRACEWOOD NO 6
Land • 0.29 acres

N 63rd Ave Hollywood, FL 33024

Pictures of Mixed Use, Retail property located at 25 Pawtucket Avenue, Pawtucket, RI 02860 for sales - image #1
Opportunity Zone
$750,000
Blue Fish
Retail

25 Pawtucket Avenue Pawtucket, RI 02860

Pictures of Industrial, Retail property located at 4018 Lindley Rd, Powder Springs, GA 30127 for sales - image #1
$1,400,000
4018 Lindley Rd
Industrial • 12,710 SqFt

4018 Lindley Rd Powder Springs, GA 30127

Pictures of Retail property located at 2501 Herr Street, Harrisburg, PA 17103 for sales - image #1
$650,000
2501 Herr Street - Auto Sales/Repair Garage/Retail
Newly Renovated Building with expand Parking Lot

2501 Herr Street Harrisburg, PA 17103

Pictures of Retail, Mixed Use, Special Purpose property located at 18096 County Hwy 29, Detroit Lakes, MN 56501 for sales - image #1
$499,000
Hwy 34 Shop
These shops have lots of power and are bright and clean.

18096 County Hwy 29 Detroit Lakes, MN 56501

Pictures of Retail, Mixed Use property located at 5223 Columbus Avenue, Anderson, IN 46013 for sales - image #1
$600,000
5223 Columbus Avenue
Renovated mixed use with 20,000 views per day

5223 Columbus Avenue Anderson, IN 46013

Pictures of Retail property located at 6410 FM 1960, Houston, TX 77069 for sales - image #1
$13,750,000
6410-6578 FM 1960 Rd
Value-Add Investment Opportunity

6410 FM 1960 Houston, TX 77069

Results per page:
...... 1

Winter Park, FL Properties for Sale Market Overview

Currently there are 31 properties for sale in Winter Park, FL. From commercial property for sale to property auctions to 1031 exchanges, Crexi’s marketplace and commercial real estate services allow buyers, brokers, owners, and tenants to conduct the whole CRE process online from listing to closing.

Nearby Properties

Show Less

Winter Park Property Types

For assistance, reach out to our support team at [email protected] or call 888.273.0423 . For press inquiries, contact [email protected]
Equal Housing Opportunity
5510 Lincoln Blvd #400, Los Angeles, CA 90094Commercial Real Estate Exchange, Inc.Crexi Technologies, LLCCXTechnology, LLC
© 2026 Commercial Real Estate Exchange, Inc. All Rights Reserved. DRE #02086591