Vintage homes for sale & real estate in Orange County, FL

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ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Move-in ready and full of charm! This beautifully updated 3-bedroom, 2-bath home features a bright open floor plan with abundant natural light, a spacious eat-in kitchen, and an interior laundry room with convenient access to the carport. Enjoy Florida living year-round from the large screened porch overlooking a fully fenced backyard with plenty of room for entertaining, gardening, pets, or starting your own homestead with the included chicken coop. Major updates include a new roof (2021) for added peace of mind. Located in a quiet neighborhood with no HOA, this home is just minutes from SR-414, SR-434, I-4, AdventHealth, Seminole State College, shopping, dining, and is zoned for Orange Co

$315,999

3 beds2 baths1,118 sq ft

3514 Calloway Dr, Orlando, FL 32810

Open floor plan • Large screened porch • 9,202 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Welcome home to this adorable 3-bedroom, 2-bathroom residence that's full of charm and conveniently located in the heart of it all! Whether you're a first-time homebuyer, downsizing, or looking for a great investment opportunity, this home offers comfort, convenience, and value.

$299,000

3 beds2 baths1,335 sq ft

1721 N Hudson St, Orlando, FL 32808

8,422 sq ft lot • Parking • Built 1958

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Orlando Gem- with must have updates! Prime Location, Turn-key on Hershey Way, 32822 Newer items include, newer Roof, newer, cold AC, newer windows, doors, lighting, texture. kitchen and bathrooms with newer cabinets in most and quartz or stone type counter tops! Need rate buy down? …seller says send contract today! Quick answer, motivated seller…. Conveniently located near shopping, recreation, minutes to major highways, Orlando International Airport, MCO, Executive airport, Nearby areas, Lake Nona, Milk district, SODO, hourglass, Conway, Belle isle. Edgewood, Lake como, Lee Vista, Alafaya, Colonial town, Winter Park, Conway, shopping centers, dining, entertainment, parks, la

$374,999

3 beds2 baths1,248 sq ft

7014 Hershey Way, Orlando, FL 32822

New a c system • Room for hot tub • Brand new roof

NEW 24 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Rare opportunity to build in an established Orlando neighborhood! This 0.29-acre corner lot offers approximately 12,735 square feet and provides an attractive setting for a custom new-construction home. The property is mostly open and highlighted by a beautiful mature oak tree that gives the homesite immediate character. With frontage along two sides, the corner location may provide added flexibility for home placement, driveway orientation and outdoor living space. Directly across the street is a small lake/pond, creating a pleasant water view and a more open feel than a typical interior homesite. Enjoy the opportunity to build new while remaining surrounded by an established residential n

$210,000

Land0.29 acre (lot)

3036 Condel Dr, Orlando, FL 32812

Convenient access • Mature oak tree • Water view

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Vacant cleared lot opportunity at 1842 S Rio Grande Avenue, just minutes from Camping World Stadium and Downtown Orlando! This lot offers a great opportunity for investors, builders, or buyers looking for land in a convenient Orlando location. The adjoining lot at 1908 S Rio Grande Avenue is also available for purchase, offering buyers the option to purchase one lot individually or acquire both neighboring parcels together for additional space and flexibility.

$87,500

Land7,622 sq ft (lot)

1842 S Rio Grande Ave, Orlando, FL 32805

Vacant cleared lot • Additional space

Property at 3611 Westwood Rd, Orlando, FL 32808, 3 beds, 2 baths

$82,000

Land7,516 sq ft (lot)

3611 Westwood Rd, Orlando, FL 32808

Property at 514 E Kaley St, Orlando, FL 32806, 2 beds, 1 bath

$350,000

Land7,504 sq ft (lot)

514 E Kaley St, Orlando, FL 32806

Property at 1908 S Rio Grande Ave, Orlando, FL 32805, 2 beds, 1 bath

$225,000

Land0.44 acre (lot)

1908 S Rio Grande Ave, Orlando, FL 32805

Property at 2000 E Adams, Maitland, FL 32751, 4 beds, 4 baths

$1,700,000

Land0.39 acre (lot)

2000 E Adams, Maitland, FL 32751

Property at 1338 39th St, Orlando, FL 32839, 1 bed, 1 bath

$144,900

Land0.26 acre (lot)

1338 39th St, Orlando, FL 32839

Property at 307 E Orlando Ave, Ocoee, FL 34761, 3 beds, 2 baths

$245,000

Land0.45 acre (lot)

307 E Orlando Ave, Ocoee, FL 34761

Property at 1550 S Tanner Rd, Orlando, FL 32833, 2 beds, 2 baths

$189,000

Land0.65 acre (lot)

1550 S Tanner Rd, Orlando, FL 32833

Property at 2505 Rock Springs Rd, Apopka, FL 32712, 3 beds, 1 bath

$950,000

Land11.00 acres (lot)

2505 Rock Springs Rd, Apopka, FL 32712

Property at 880 W Plant St, Winter Garden, FL 34787, 1 bed, 1 bath

$2,500,000

Land0.91 acre (lot)

880 W Plant St, Winter Garden, FL 34787

Property at 826 W Princeton St, Orlando, FL 32804, 2 beds, 1 bath

$375,000

Land6,788 sq ft (lot)

826 W Princeton St, Orlando, FL 32804

Property at 724 Putnam Ave, Orlando, FL 32804, 4 beds, 3 baths

$499,000

Land9,148 sq ft (lot)

724 Putnam Ave, Orlando, FL 32804

Property at 923 Marshall Farms Rd, Ocoee, FL 34761, 2 beds, 1 bath

$600,000

Land0.94 acre (lot)

923 Marshall Farms Rd, Ocoee, FL 34761

Property at 8622 Old Winter Garden Rd, Orlando, FL 32835, 3 beds, 1 bath

$800,000

Land2.02 acres (lot)

8622 Old Winter Garden Rd, Orlando, FL 32835

Property at 3643 N Orange Blossom Trl, Orlando, FL 32804, 2 beds, 2 baths

$300,000

Land0.64 acre (lot)

3643 N Orange Blossom Trl, Orlando, FL 32804

Property at 5028 Mount Plymouth Rd, Apopka, FL 32712, 3 beds, 1 bath

$215,000

Land0.87 acre (lot)

5028 Mount Plymouth Rd, Apopka, FL 32712

Property at 840 S Highland Ave, Apopka, FL 32703

$325,000

Land0.60 acre (lot)

840 S Highland Ave, Apopka, FL 32703

Property at 3271 Robinson St, Zellwood, FL 32798, 3 beds, 2 baths

$340,000

3 beds2 baths1,469 sq ft

3271 Robinson St, Zellwood, FL 32798

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Based on information submitted to the MLS GRID as of Fri Oct 02 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Orange County

There are currently 593 vintage homes for sale in Orange County at a median listing price of $435K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Orange County stay on the market for 76 days and receive 2 offers. This map is refreshed with the newest listings in Orange County every 15 minutes.

In the past month, 1363 homes have been sold in Orange County. In addition to houses in Orange County, there were also 1899 condos, 1046 townhouses, and 60 multi-family units for sale in Orange County last month. Find your dream home in Orange County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Orange County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Orange County. If you're looking to sell your home in the Orange County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Orange County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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