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:
Welcome to 123 E Lake Mary Dr, a well-maintained 3-bedroom, 1.5-bath pool home located in Orlando?s Lake Mary Manor. Offering 1,364 sq ft of living space, this home features a bright living area, cathedral ceiling, Florida room, functional layout, and great natural light throughout. Enjoy Florida living with a private pool, spacious 0.21-acre lot, carport, storage shed, no HOA, and private deeded lake access. Major updates include a new AC installed in 2026, a roof replaced in 2021, and a water heater replaced in 2021. Conveniently located near major roadways, shopping, dining, schools, and Downtown Orlando. A great opportunity to own a centrally located Orlando pool home with space, privac

$355,000

3 beds1.5 baths1,364 sq ft

123 E Lake Mary Dr, Orlando, FL 32839

Private pool • Spacious lot • Storage shed

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Welcome to this inviting three bedroom, 2 bathroom home situated on a quiet street in Dover Shores. Located in a desirable school zone and only a few minutes away from all the restaurants and shops that Conway has to offer. This property features a large backyard perfect for entertaining, gardening, or future additions. This home is currently leased, offering immediate income for investors seeking a turnkey opportunity. Whether you're an investor or looking ahead to future occupancy, this property combines comfort, location, and value. Schedule your private showing today!

$300,000

3 beds2 baths1,268 sq ft

5400 San Juan Blvd, Orlando, FL 32807

Quiet street • Large backyard • Turnkey opportunity

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Versatile Property with Over Half an Acre – No HOA This is a unique opportunity to own a property with over half an acre of land, offering space, flexibility, and endless potential. Whether you are looking to create your dream home, expand, or invest, this property provides the foundation to do it all. The main home offers a functional layout with plenty of room for customization and is fully furnished, with furnishings negotiable as part of the sale, providing added flexibility for the buyer. A separate fourth bedroom located at the rear of the property with a private entrance adds versatility—ideal for guests, extended family, a home office, or potential rental use. The exp

$439,900

4 beds3 baths2,689 sq ft

1731 Grayson Dr, Orlando, FL 32825

Over half an acre • Private entrance • No hoa

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Sunset apartments is a 37-unit multifamily investment opportunity in Downtown Orlando consisting of 36 one-bedroom units and 1 two-bedroom unit. The property sits on 6.33 acres, offering potential for future development or expansion. Over the past two years, the property has undergone approximately $300,000 in renovations. Multiple units overlook Sunset Lake, providing attractive water views. Units are separately metered for water and electric and currently operates with below-market rents, presenting investors with a clear value-add opportunity through future rent growth. Strategically located in the urban core, the property offers convenient access to major transportation corridors includ

$4,500,000

38 beds37 baths19,392 sq ft

2222 W South St, Orlando, FL 32805

Strong rental demand • 6.33 acre lot • Built 1960

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Virtually Staged. Tenant occupied - do not disturb. Welcome to 5825 Yucatan Dr, a charming house located in the vibrant city of Orlando, FL. This solid block, single-family property provides an inviting atmosphere with its unique architectural design and well-maintained exterior. Updated double-paned windows throughout, central air, and a recently updated roof make this a fantastic first family home or investment opportunity. The house features spacious interiors that are well-suited for a variety of living arrangements. The surrounding area provides a sense of community and easy accessibility to the amenities of Orlando. Whether you are looking for a personal residence or an investment opp

$294,990

2 beds1 bath883 sq ft

5825 Yucatan Dr, Orlando, FL 32807

Spacious interiors • Central air • Easy accessibility

Property at 408 Holt Ave, Winter Park, FL 32789, 2 beds, 3 baths

$745,000

2 beds3 baths1,440 sq ft

408 Holt Ave, Winter Park, FL 32789

Property at 200 & 200 1/2 Hibiscus Ct, Orlando, FL 32801, 2 beds, 2 baths

$399,900

2 beds2 baths1,144 sq ft

200 & 200 1/2 Hibiscus Ct, Orlando, FL 32801

Property at 795 30th St, Orlando, FL 32805, 3 beds, 2 baths

$585,000

3 beds2 baths1,925 sq ft

795 30th St, Orlando, FL 32805

Property at 1829 Hollenbeck Dr, Orlando, FL 32806, 1 bath

$849,900

Studio1 bath2,496 sq ft

1829 Hollenbeck Dr, Orlando, FL 32806

Property at 5716 Moonlight Cir, Orlando, FL 32839, 3 beds, 2 baths

$639,000

3 beds2 baths1,748 sq ft

5716 Moonlight Cir, Orlando, FL 32839

Property at 2200 E Gore St, Orlando, FL 32806, 3 beds, 1.5 baths

$565,000

3 beds1.5 baths1,460 sq ft

2200 E Gore St, Orlando, FL 32806

Property at 1210 W Yale St, Orlando, FL 32804, 5 beds, 3.5 baths

$1,750,000

5 beds3.5 baths3,623 sq ft

1210 W Yale St, Orlando, FL 32804

Property at 2410 Center Ave, Orlando, FL 32806, 4 beds, 2 baths

$534,000

4 beds2 baths1,420 sq ft

2410 Center Ave, Orlando, FL 32806

Property at 4933 Balboa Dr, Orlando, FL 32808, 3 beds, 1.5 baths

$199,900

3 beds1.5 baths1,015 sq ft

4933 Balboa Dr, Orlando, FL 32808

Property at 37 E Vanderbilt St, Orlando, FL 32804, 3 beds, 3 baths

$689,900

3 beds3 baths2,000 sq ft

37 E Vanderbilt St, Orlando, FL 32804

Property at 1500 43rd St, Orlando, FL 32839, 2 beds, 1 bath

$175,000

2 beds1 bath1,043 sq ft

1500 43rd St, Orlando, FL 32839

Property at 3417 SE Tennessee Ter, Orlando, FL 32806, 3 beds, 2 baths

$434,900

3 beds2 baths1,290 sq ft

3417 SE Tennessee Ter, Orlando, FL 32806

Property at 6942 Old Highway 441 S, Mt Dora, FL 32757, 3 beds, 2.5 baths

$519,900

3 beds2.5 baths2,709 sq ft

6942 Old Highway 441 S, Mt Dora, FL 32757

Property at 5526 Parkdale Dr, Orlando, FL 32839, 5 beds, 5 baths

$1,599,500

5 beds5 baths4,389 sq ft

5526 Parkdale Dr, Orlando, FL 32839

Property at 918 Ferndell Rd, Orlando, FL 32808, 3 beds, 2 baths

$235,000

3 beds2 baths846 sq ft

918 Ferndell Rd, Orlando, FL 32808

Property at 713 22nd St, Orlando, FL 32805, 4 beds, 2 baths

$293,000

4 beds2 baths1,460 sq ft

713 22nd St, Orlando, FL 32805

Property at 1612 & 1614 Ferris Ave, Orlando, FL 32803, 2 baths

$699,000

Studio2 baths1,825 sq ft

1612 & 1614 Ferris Ave, Orlando, FL 32803

Property at 2600 Euston Rd, Winter Park, FL 32789, 6 beds, 3 baths

$630,000

6 beds3 baths3,145 sq ft

2600 Euston Rd, Winter Park, FL 32789

Property at 516 S Dollins Ave, Orlando, FL 32805, 3 beds, 2 baths

$249,900

3 beds2 baths1,482 sq ft

516 S Dollins Ave, Orlando, FL 32805

Property at 3800 S Tampa Ave, Orlando, FL 32839, 3 beds, 2 baths

$650,000

3 beds2 baths2,153 sq ft

3800 S Tampa Ave, Orlando, FL 32839

Property at 1018 Dowd Ave, Orlando, FL 32804, 2 beds, 1 bath

$325,000

2 beds1 bath864 sq ft

1018 Dowd Ave, Orlando, FL 32804

Property at 5212 Old Cheney Hwy, Orlando, FL 32807, 3 beds, 1 bath

$339,000

3 beds1 bath950 sq ft

5212 Old Cheney Hwy, Orlando, FL 32807

Property at 1002 Tilden Ave, Apopka, FL 32703, 3 beds, 1 bath

$239,700

3 beds1 bath1,125 sq ft

1002 Tilden Ave, Apopka, FL 32703

Property at 313 S Observatory Dr, Orlando, FL 32835, 3 beds, 1 bath

$240,000

3 beds1 bath1,474 sq ft

313 S Observatory Dr, Orlando, FL 32835

Property at 1411 35th St, Orlando, FL 32839, 2 beds, 1 bath

$270,000

2 beds1 bath1,014 sq ft

1411 35th St, Orlando, FL 32839

Property at 1700 Edmundshire Rd, Orlando, FL 32812, 4 beds, 2 baths

$415,000

4 beds2 baths1,353 sq ft

1700 Edmundshire Rd, Orlando, FL 32812

Property at 908 S Solandra Dr, Orlando, FL 32807, 4 beds, 2 baths

$339,900

4 beds2 baths1,424 sq ft

908 S Solandra Dr, Orlando, FL 32807

Property at 721 S Woodland St, Winter Garden, FL 34787, 2 beds, 1 bath

$400,000

2 beds1 bath1,034 sq ft

721 S Woodland St, Winter Garden, FL 34787

Property at 17134 Lake Ingram Rd, Winter Garden, FL 34787, 4 beds, 2 baths

$625,000

4 beds2 baths1,924 sq ft

17134 Lake Ingram Rd, Winter Garden, FL 34787

Property at 6017 Candlewood Ln, Orlando, FL 32809, 3 beds, 1 bath

$275,000

3 beds1 bath988 sq ft

6017 Candlewood Ln, Orlando, FL 32809

Property at 451 Rogers St, Orlando, FL 32811, 3 beds, 1 bath

$181,900

3 beds1 bath1,159 sq ft

451 Rogers St, Orlando, FL 32811

Property at 514 Baker St, Orlando, FL 32806, 3 beds, 2 baths

$639,900

3 beds2 baths1,517 sq ft

514 Baker St, Orlando, FL 32806

Property at 3006 E Anderson St, Orlando, FL 32803, 4 beds, 3 baths

$424,999

4 beds3 baths1,344 sq ft

3006 E Anderson St, Orlando, FL 32803

Property at 1005 Kimball Dr, Ocoee, FL 34761, 4 beds, 2 baths

$285,000

4 beds2 baths1,161 sq ft

1005 Kimball Dr, Ocoee, FL 34761

Property at 826 N Westmoreland Dr, Orlando, FL 32804, 2 beds, 1 bath

$479,000

2 beds1 bath1,260 sq ft

826 N Westmoreland Dr, Orlando, FL 32804

Property at 1214 N Pine Hills Rd, Orlando, FL 32808, 5 beds, 3 baths

$399,990

5 beds3 baths2,701 sq ft

1214 N Pine Hills Rd, Orlando, FL 32808

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Based on information submitted to the MLS GRID as of Sat Oct 31 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 613 vintage homes for sale in Orange County at a median listing price of $430K. 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 79 days and receive 1 offers. This map is refreshed with the newest listings in Orange County every 15 minutes.

In the past month, 1293 homes have been sold in Orange County. In addition to houses in Orange County, there were also 1909 condos, 1018 townhouses, and 63 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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