Vintage homes for sale & real estate in Downtown Orlando, FL

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ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Nestled in the vibrant South Eola historic neighborhood, this commercial building occupies a prime corner lot, surrounded by an eclectic mix of mid and high-rise condominiums. Currently operating as a convenience store, this versatile property offers a multitude of business opportunities or potential for redevelopment. Its strategic location ensures high visibility and foot traffic, ideal for retail, dining, or professional services. Just a short walk from the serene Lake Eola and the bustling downtown business district, this site combines the charm of historic surroundings with the convenience of urban living.

$1,699,900

4 beds2 baths2,500 sq ft

300 S Eola Dr, Orlando, FL 32801

Urban living • Prime corner lot • 5,880 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
This charming triplex in the heart of Downtown Orlando offers three 1-bedroom, 1-bathroom units, perfect for investors or anyone looking to live in one unit while renting the others. All 3 units were beautifully renovated in 2021 and feature updated kitchens, modern finishes, newly installed AC systems, and full-size in-unit laundry, making them highly desirable and move-in ready. Unit 3 includes a private second-floor screened balcony, providing a relaxing outdoor space and a unique rental draw. Situated steps from Orlando’s best dining, entertainment, Lake Eola Park, and major downtown employers, this property delivers unbeatable convenience and strong long-term demand. Whether you'

$839,000

3 beds3 baths1,903 sq ft

510 N Summerlin Ave, Orlando, FL 32803

Modern finishes • Updated kitchens • 5,015 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Step into the charm of this beautifully maintained 1926 historic home tucked along a charming brick street in one of downtown’s most sought-after neighborhoods, just a short walk to Lake Eola, local shops, and popular restaurants, with easy access to major roadways. This home features timeless architectural details and thoughtful modern updates. From the inviting front porch with French doors to the handcrafted fireplace tiles and stained-glass windows salvaged from the WWII London Blitz, this home offers character you won’t find anywhere else. Oak floors, high ceilings, and original rosette trim showcase the craftsmanship of the era. The first floor includes a warm living room

$733,000

4 beds3 baths2,453 sq ft

506 E Concord St, Orlando, FL 32803

High ceilings • Historic home • Oak floors

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Fully renovated 2025 and a corner lot. .. Roof 2025, Hot water heater 2025, AC 2025. Turnkey Downtown Orlando Renovation! Perfectly positioned in the heart of Downtown Orlando, this fully renovated 3-bedroom, 1-bath home delivers modern living with every major upgrade already completed. Enjoy worry-free living with a brand-new roof, new A/C system, and new hot water heater all installed for long-term peace of mind. The kitchen and bathroom have been tastefully updated, the flooring is new, and the entire home feels fresh, clean, and move-in ready. you can’t beat the location: minutes from Lake Eola, Thornton Park, local cafés, nightlife, sports venues, and Orlando’s best

$299,980

3 beds1 bath864 sq ft

821 Colyer St, Orlando, FL 32805

New hot water heater • New ac system • Updated kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Exceptional Investment Opportunity in the Heart of Orlando Don't miss this incredible opportunity to own a duplex in the prestigious Historic Lake Eola District, right in the heart of downtown Orlando! Just steps from the iconic Lake Eola, this property offers prime access to parks, green spaces, and a variety of outdoor activities. This real estate gem features two separate units, one on the lower level and one on the upper level, each with 1 bedroom and 1 bathroom. With its unbeatable location, this property has great potential for investors looking to generate income through long-term rentals or Airbnb (with the proper permits). One of the most attractive strategies to maximize this pro

$430,000

2 beds2 baths1,144 sq ft

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

Two separate units • 3,160 sq ft lot • 2 garage spots

Property at 512 E Amelia St, Orlando, FL 32803, 4 beds, 3 baths

$925,000

4 beds3 baths2,535 sq ft

512 E Amelia St, Orlando, FL 32803

Property at 608 Hillcrest St, Orlando, FL 32803, 2 beds, 1.5 baths

$499,900

2 beds1.5 baths1,064 sq ft

608 Hillcrest St, Orlando, FL 32803

Property at 823 W Livingston St, Orlando, FL 32805, 2 beds, 1 bath

$179,900

2 beds1 bath792 sq ft

823 W Livingston St, Orlando, FL 32805

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ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
One or more photo(s) has been virtually staged. Step into this inviting mid-century single-family residence offering 3 bedrooms and 1 full bath, nestled on a spacious 6,863 sq ft lot in the heart of Parramore. This home delivers comfortable, smart living with recent updates that combine convenience and timeless appeal. Inside, enjoy a bright, open-concept living area, complemented by new wood-look vinyl flooring that flows throughout the home. The kitchen and living spaces are arranged to maximize flow and comfort — ideal for everyday living or relaxed entertaining. Significant updates completed in 2018–2019 add extra value and peace of mind, including a new roof, upgraded elect

$219,000

2 beds1 bath989 sq ft

618 Piedmont St, Orlando, FL 32805

New plumbing • New roof • 7,217 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Discover a rare income-producing opportunity in the coveted Lake Eola Heights Historic District. This well-maintained duplex offers two charming 1-bedroom, 1-bathroom residences, each upgraded with brand-new split AC systems for efficient, modern comfort. The front unit has been fully renovated from top to bottom, showcasing new flooring, a beautifully redesigned kitchen, and fresh finishes throughout, ideal for an owner-occupant seeking immediate move-in readiness or for securing strong market rents. The rear unit is currently tenant-occupied, offering built-in stability and convenience for investors. Set on an oversized lot, the property features a generous backyard, a 2-car carport, and

$699,000

2 beds2 baths1,359 sq ft

816/818 E Amelia St, Orlando, FL 32803

2 car carport • Redesigned kitchen • Generous backyard

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Beautifully maintained and recently updated income-producing duplex located in the heart of Downtown Orlando. This 1,718 sq ft property sits on a generous 8,340 sq ft lot and features two updated units, each offering 2 bedrooms and 1–2 bathrooms with private entrances. The downstairs unit offers convenient front access, while the upstairs unit is accessed from the rear, providing excellent privacy for both residences. Both units have been thoughtfully updated to enhance comfort and tenant appeal, featuring modern finishes, refreshed interiors, high ceilings, abundant natural light, and ceiling fans throughout. The property’s classic 1925 architecture blends historic charm with c

$650,000

4 beds3 baths1,718 sq ft

612 E Anderson St, Orlando, FL 32801

Updated units • Private entrances • Modern finishes

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
Welcome to 714 Woodward St, Orlando, FL – a beautifully updated 5-bedroom, 2-bathroom pool home with a dedicated office space, ideal for modern living and entertaining in one of Orlando’s most sought-after neighborhoods: Park Lake Highland, directly adjacent to the Mills 50 entertainment district! With over 100 restaurants & social spaces within walking distance, and situated directly between Loch Haven park to the North (home of the Orlando Science Center, Orlando Museum of Art, Orlando Shakes, and Orlando Family Stage) and Lake Eola & the Dr. Phillips Performing Arts Center to the South, this location scores 94/100 on the Zillow walk score — considered a W

$839,000

5 beds2 baths2,376 sq ft

714 Woodward St, Orlando, FL 32803

Three new ac units • Fully re-plumbed • Pool and spa

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
COLLEGE PARK CHARMER. The Entire Experience of Living at 901 SHADY LANE is a Joy and Delight! One of College Park's Best Kept Secrets!! 4 Bedrooms and 3 FULL Bathrooms with Oak Flooring, PLUS Travertine Tile make this Spacious and Relaxing floor plan stand out above all the rest!!! A Delightful Entry and Living Area is perfect for welcoming family and friends. The Formal Dining Room is Ready for your Special Occasions. You will Fall In Love with the Huge Kitchen open to the Family Room with Beautiful French Doors leading to your 28' x 14' rear garden patio. Designer Kitchen with Oversized Center Island is a Chef's Dream. Double Ovens, Microwave, Wine Cooler, Pot Rack, Newer Refrigerato

$835,000

4 beds3 baths2,442 sq ft

901 Shady Lane Dr, Orlando, FL 32804

Designer kitchen • Oak flooring • Travertine tile

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Downtown Orlando, FL:
A Rare Offering in Lake Eola Heights – Grand Historic Residence with Modern Renovations, Guest Suite & Private Pool Nestled in the esteemed Lake Eola Heights Historic District, this distinguished residence seamlessly blends timeless character with thoughtful, modern updates. Recently renovated inside and out, this home captures the charm of its historic roots while offering the comfort and style of contemporary living. Step inside to discover beautifully updated living spaces in the main home, featuring new flooring throughout the main level and re-stained original wood floors upstairs that preserve the home’s authenticity. The renovated kitchen includes new counter

$1,500,000

6 beds4.5 baths3,217 sq ft

803 E Harwood St, Orlando, FL 32803

Private pool • Guest suite • 0.24 acre lot

Property at 608 Briercliff Dr, Orlando, FL 32806, 4 beds, 2 baths

$699,000

4 beds2 baths1,837 sq ft

608 Briercliff Dr, Orlando, FL 32806

Property at 1231 Poinsettia Ave, Orlando, FL 32804, 3 beds, 3 baths

$1,098,000

3 beds3 baths2,197 sq ft

1231 Poinsettia Ave, Orlando, FL 32804

Property at 1230 Golden Ln, Orlando, FL 32804, 4 beds, 3.5 baths

$985,000

4 beds3.5 baths3,137 sq ft

1230 Golden Ln, Orlando, FL 32804

Property at 736 Hayden Ln, Orlando, FL 32804, 3 beds, 2.5 baths

$530,000

3 beds2.5 baths1,573 sq ft

736 Hayden Ln, Orlando, FL 32804

Property at 1001 E Jefferson St, Orlando, FL 32801, 2 beds, 2 baths

$539,900

2 beds2 baths1,050 sq ft

1001 E Jefferson St, Orlando, FL 32801

Property at 716 E Pine St, Orlando, FL 32801, 4 beds, 3 baths

$1,199,000

4 beds3 baths2,271 sq ft

716 E Pine St, Orlando, FL 32801

Property at 414 Briercliff Dr, Orlando, FL 32806, 3 beds, 2 baths

$455,000

3 beds2 baths1,310 sq ft

414 Briercliff Dr, Orlando, FL 32806

Property at 823 E Amelia St, Orlando, FL 32803, 3 beds, 3 baths

$625,000

3 beds3 baths1,838 sq ft

823 E Amelia St, Orlando, FL 32803

Property at 940 Alba Dr, Orlando, FL 32804, 4 beds, 3 baths

$774,900

4 beds3 baths2,470 sq ft

940 Alba Dr, Orlando, FL 32804

Property at 907 Columbia St, Orlando, FL 32805, 3 beds, 2 baths

$269,897

3 beds2 baths1,350 sq ft

907 Columbia St, Orlando, FL 32805

Property at 812 E Harwood St, Orlando, FL 32803, 4 beds, 3 baths

$649,900

4 beds3 baths2,163 sq ft

812 E Harwood St, Orlando, FL 32803

Property at 705 E Pine St, Orlando, FL 32801, 3 beds, 2.5 baths

$685,000

3 beds2.5 baths2,103 sq ft

705 E Pine St, Orlando, FL 32801

Property at 727 Park Lake Cir, Orlando, FL 32803, 5 beds, 4.5 baths

$1,469,100

5 beds4.5 baths3,046 sq ft

727 Park Lake Cir, Orlando, FL 32803

Property at 1105 Elmwood St, Orlando, FL 32801

$450,000

— beds— baths— sq ft

1105 Elmwood St, Orlando, FL 32801

Based on information submitted to the MLS GRID as of Wed Dec 24 2025. 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 Downtown Orlando

There are currently 8 vintage homes for sale in Downtown Orlando at a median listing price of $310K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Downtown Orlando stay on the market for 122 days and receive 1 offers. Popular neighborhoods include Audubon Park, College Park, Thornton Park, Baldwin Park, and Lake Eola Heights. This map is refreshed with the newest listings in Downtown Orlando every 15 minutes.

In the past month, 11 homes have been sold in Downtown Orlando. In addition to houses in Downtown Orlando, there were also 149 condos, 4 townhouses, and 2 multi-family units for sale in Downtown Orlando last month. Find your dream home in Downtown Orlando 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 Downtown Orlando are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Downtown Orlando. If you're looking to sell your home in the Downtown Orlando area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Downtown Orlando with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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