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 this charming 3-bedroom, 2-bath Colonialtown bungalow, ideally located in one of Orlando’s most sought-after neighborhoods! This delightful home offers the perfect combination of classic bungalow character, comfortable living spaces and an unbeatable location. Zoned for highly desirable Audubon Park K-8 and Winter Park High School, this property is an excellent opportunity for buyers looking to enjoy the best of Central Orlando living. Colonialtown puts you right in the heart of it all, with convenient access to Audubon Park, Mills 50, Winter Park, East End Market, local restaurants, shopping, parks and the convenience of a walkable neighborhood. Whether you’re lookin

$425,000

3 beds2 baths1,100 sq ft

2112 Vivada St, Orlando, FL 32803

Convenient access • Audubon park k-8 • 5,876 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Charming 3 Bed 2 Bath House at Tangelo Park Near University Studios. The Kitchen Features Shaker Style Cabinet, Granite Countertop, Mosaic Backsplash, Stainless Steel Appliances. Large Living Room and Dining Room Combined. Decent Tile Floor throughout the Whole House for Easy Maintenance. Ceiling Fans in All Bedrooms Provide Extra Comfort. Huge Fenced Yard is Suitable for All Fun Activities and Entertaining. New Energy Efficient HVAC Heat Pump System Installed in 2019. New Roof in 2023. Washer and Dryer Hook-up. Closed to Theme Parks, and Shopping Centers. Free Preschool Education, Dr. Philips High School and Guaranteed College Scholarship with Tangelo Park Program.

$269,000

3 beds2 baths1,014 sq ft

7719 Udine Ave, Orlando, FL 32819

Mosaic backsplash • Large living room • Huge fenced yard

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Welcome to 2604 Reef Ct, Orlando, FL! This charming home features a brand-new roof and offers the perfect blend of comfort, convenience, and potential. Whether you're looking for a primary residence or an investment property, you'll appreciate its functional layout and prime location. Conveniently located near shopping, dining, major highways, and Orlando's world-famous attractions, this home is an opportunity you won't want to miss!

$364,900

3 beds2 baths2,155 sq ft

2604 Reef Ct, Orlando, FL 32805

Brand-new roof • Prime location • 0.23 acre lot

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
Escape to a rare slice of tranquility in the sought after College Park area! Tucked away down a quiet road with no through traffic, on an expansive oversized lot, this 1959-built 3-bedroom, 2-bathroom home, with newly built luxury accessory dwelling (income producing apartment), delivers a peaceful, country-living atmosphere while keeping you minutes from urban conveniences. Blending timeless vintage character with thoughtful modern updates, this property is a true hidden gem.

$650,000

3 beds2.5 baths1,934 sq ft

4479 Fairview Ave, Orlando, FL 32804

Quiet road • Modern updates • Oversized lot

ABOUT THIS HOME
Vintage Home for sale in Orange County, FL:
NEW PRICE + UP TO $5,000 SELLER INCENTIVE! Welcome to 642 20th St, a beautifully updated 2-bedroom, 1-bath home offering affordable, move-in-ready living in Orlando. Inside, you’ll find a bright, comfortable layout with luxury vinyl flooring throughout and a clean, updated interior. At 908 square feet, the home makes smart use of every space, with two comfortable bedrooms, an updated bathroom, and an easy-flow floor plan perfect for everyday living. Conveniently located near shopping, major roadways, downtown Orlando and area attractions, this home is an excellent opportunity for a first-time buyer, downsizer, or investor. Seller is offering up to $5,000 toward buyer closing costs, pr

$219,900

2 beds1 bath908 sq ft

642 20th St, Orlando, FL 32805

Thoughtful design • Natural flow layout • 7,384 sq ft lot

Property at 6401 Ramir Rd, Orlando, FL 32810, 3 beds, 2 baths

$330,000

3 beds2 baths1,497 sq ft

6401 Ramir Rd, Orlando, FL 32810

Property at 307 Lemon St, Maitland, FL 32751, 4 beds, 2 baths

$525,000

4 beds2 baths1,012 sq ft

307 Lemon St, Maitland, FL 32751

Property at 1307 Baltimore Dr, Orlando, FL 32810, 5 beds, 3 baths

$545,000

5 beds3 baths2,380 sq ft

1307 Baltimore Dr, Orlando, FL 32810

Property at 401 E Jersey St, Orlando, FL 32806, 3 beds, 2 baths

$435,000

3 beds2 baths1,344 sq ft

401 E Jersey St, Orlando, FL 32806

Property at 471 Holt Ave, Winter Park, FL 32789, 4 beds, 3 baths

$950,000

4 beds3 baths2,528 sq ft

471 Holt Ave, Winter Park, FL 32789

Property at 204 Garden Ave, Orlando, FL 32805, 3 beds, 2 baths

$249,999

3 beds2 baths1,040 sq ft

204 Garden Ave, Orlando, FL 32805

Property at 3120 Tradewinds Trl, Orlando, FL 32805, 4 beds, 2 baths

$369,000

4 beds2 baths1,737 sq ft

3120 Tradewinds Trl, Orlando, FL 32805

Property at 601 Westminster St, Orlando, FL 32803, 3 beds, 2.5 baths

$959,000

3 beds2.5 baths2,486 sq ft

601 Westminster St, Orlando, FL 32803

Property at 3627 Arch St, Orlando, FL 32808, 3 beds, 2 baths

$330,000

3 beds2 baths1,353 sq ft

3627 Arch St, Orlando, FL 32808

Property at 33 S Ortman Dr, Orlando, FL 32805, 3 beds, 2 baths

$459,000

3 beds2 baths1,818 sq ft

33 S Ortman Dr, Orlando, FL 32805

Property at 2102 Harrison Ave, Orlando, FL 32804, 5 beds, 2.5 baths

$724,900

5 beds2.5 baths1,776 sq ft

2102 Harrison Ave, Orlando, FL 32804

Property at 3000 Rogan Rd, Orlando, FL 32812, 3 beds, 1.5 baths

$392,000

3 beds1.5 baths1,323 sq ft

3000 Rogan Rd, Orlando, FL 32812

Property at 1008 Keats Ave, Orlando, FL 32809, 3 beds, 2 baths

$350,000

3 beds2 baths1,698 sq ft

1008 Keats Ave, Orlando, FL 32809

Property at 4107 Dublin St, Orlando, FL 32812, 3 beds, 2 baths

$339,000

3 beds2 baths1,190 sq ft

4107 Dublin St, Orlando, FL 32812

Property at 1213 Noble Pl, Orlando, FL 32801, 2 beds, 1 bath

$398,000

2 beds1 bath1,040 sq ft

1213 Noble Pl, Orlando, FL 32801

Property at 626 Orange Ave, Ocoee, FL 34761, 3 beds, 2 baths

$339,900

3 beds2 baths1,210 sq ft

626 Orange Ave, Ocoee, FL 34761

Property at 793 Eldridge St, Orlando, FL 32803, 3 beds, 1 bath

$390,000

3 beds1 bath2,160 sq ft

793 Eldridge St, Orlando, FL 32803

Property at 3202 Tradewinds Trl, Orlando, FL 32805, 3 beds, 3 baths

$449,000

3 beds3 baths1,667 sq ft

3202 Tradewinds Trl, Orlando, FL 32805

Property at 5312 Coventry Dr, Orlando, FL 32808, 3 beds, 2 baths

$267,900

3 beds2 baths1,391 sq ft

5312 Coventry Dr, Orlando, FL 32808

Property at 731 W Princeton St, Orlando, FL 32804, 2 beds, 1 bath

$369,900

2 beds1 bath783 sq ft

731 W Princeton St, Orlando, FL 32804

Property at 8310 Baja Blvd, Orlando, FL 32817, 3 beds, 1 bath

$345,200

3 beds1 bath1,279 sq ft

8310 Baja Blvd, Orlando, FL 32817

Property at 1125 Guernsey St, Orlando, FL 32804, 3 beds, 1 bath

$849,000

3 beds1 bath1,191 sq ft

1125 Guernsey St, Orlando, FL 32804

Property at 4114 E Michigan St, Orlando, FL 32812, 4 beds, 4 baths

$489,900

4 beds4 baths1,993 sq ft

4114 E Michigan St, Orlando, FL 32812

Property at 1652 Berkshire Ave, Winter Park, FL 32789, 3 beds, 2 baths

$449,000

3 beds2 baths1,498 sq ft

1652 Berkshire Ave, Winter Park, FL 32789

Property at 2512 Healy Dr, Orlando, FL 32818, 3 beds, 2 baths

$339,999

3 beds2 baths1,825 sq ft

2512 Healy Dr, Orlando, FL 32818

Property at 5609 Perrine Dr, Orlando, FL 32808, 4 beds, 2 baths

$265,000

4 beds2 baths1,718 sq ft

5609 Perrine Dr, Orlando, FL 32808

Property at 2011 Carrington Dr, Orlando, FL 32807, 3 beds, 2 baths

$369,500

3 beds2 baths1,638 sq ft

2011 Carrington Dr, Orlando, FL 32807

Property at 311 E Morse Blvd Unit 4-5, Winter Park, FL 32789, 2 beds, 2 baths

$925,000

2 beds2 baths1,763 sq ft

311 E Morse Blvd Unit 4-5, Winter Park, FL 32789

Property at 1710 Oregon St, Orlando, FL 32803, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths1,940 sq ft

1710 Oregon St, Orlando, FL 32803

Property at 1540 E Horatio Ave, Maitland, FL 32751, 4 beds, 2 baths

$514,900

4 beds2 baths1,939 sq ft

1540 E Horatio Ave, Maitland, FL 32751

Property at 6610 Bywood Dr, Orlando, FL 32810, 3 beds, 1 bath

$240,000

3 beds1 bath960 sq ft

6610 Bywood Dr, Orlando, FL 32810

Property at 508 Brechin Dr, Winter Park, FL 32792, 3 beds, 2 baths

$629,000

3 beds2 baths1,783 sq ft

508 Brechin Dr, Winter Park, FL 32792

Property at 5034 Old Cheney Hwy, Orlando, FL 32807, 3 beds, 2 baths

$450,000

3 beds2 baths1,301 sq ft

5034 Old Cheney Hwy, Orlando, FL 32807

Property at 238 Prescott Dr, Orlando, FL 32809, 3 beds, 2 baths

$474,500

3 beds2 baths1,618 sq ft

238 Prescott Dr, Orlando, FL 32809

Property at 606 EL Vedado Ave, Orlando, FL 32807, 4 beds, 3 baths

$365,000

4 beds3 baths1,280 sq ft

606 EL Vedado Ave, Orlando, FL 32807

Property at Undisclosed address, Orlando, FL 32810, 2 beds, 1 bath

$179,900

2 beds1 bath682 sq ft

Undisclosed address, Orlando, FL 32810

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Redfin are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. Information deemed reliable but not guaranteed. Copyright 2026 Georgia MLS. All rights reserved.

Based on information submitted to the MLS GRID as of Tue Oct 13 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 592 vintage homes for sale in Orange County at a median listing price of $433K. 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, 1285 homes have been sold in Orange County. In addition to houses in Orange County, there were also 1903 condos, 1013 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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