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

115 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Seminole County, FL:
One or more photo(s) has been virtually staged. Welcome to this charming mid-century home in Sanford’s established South Pinecrest neighborhood, where classic character meets thoughtful refreshing. Situated on a desirable corner lot, this solid concrete block residence offers timeless terrazzo floors, a warm and inviting layout, and a relaxed Florida lifestyle. The home features 3 bedrooms and 1.5 bathrooms and has been recently refreshed, making it move-in ready while still offering opportunity for personalization. Major system updates provide peace of mind, including a roof replacement in 2020, electrical panel and grounding update in 2019, Trane HVAC system installed in 2016, and a

$240,000

3 beds1.5 baths1,538 sq ft

124 W Woodland Dr, Sanford, FL 32773

Screened-in porch • Mid-century home • Wooden deck

HOT HOME

ABOUT THIS HOME
Vintage Home for sale in Seminole County, FL:
Welcome to this beautifully updated 3-bedroom, 2-bath single-family home located in the heart of Longwood, just minutes from major highways for an easy commute throughout Central Florida. Sitting on a spacious lot, this home offers a bright, open layout with tasteful modern finishes throughout. The interior features durable flooring, neutral paint tones, and abundant natural light. The kitchen flows seamlessly into the main living area, making it ideal for everyday living and entertaining. Bedrooms are generously sized, and both bathrooms are well-appointed. Outside, enjoy a large backyard with plenty of space for outdoor activities, pets, or future enhancements. With solid block constructi

$262,000

3 beds2 baths1,173 sq ft

230 Howard Blvd, Longwood, FL 32750

Bright open layout • Durable flooring • Large backyard

NEW 30 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Seminole County, FL:
This charming one-story home on an oversized 0.32 acre lot offers a prime value-add opportunity with a flexible 2-bedroom, 2-bath layout and solid bones ready for customization. Perfect for owners or investors, the property’s renovation potential allows you to enhance value through strategic updates. Enjoy unmatched convenience with nearby Publix, Whole Foods, Winn-Dixie, Walmart, and Target, plus endless outdoor activities at local parks, golf courses, lakes, and Wekiwa Springs State Park. Don’t miss this chance to create your vision-schedule your showing today!

$270,000

2 beds2 baths1,028 sq ft

1334 Quintuplet Dr, Casselberry, FL 32707

Nearby whole foods • Nearby publix • Oversized lot

NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Seminole County, FL:
AMAZING OPPORTUNITY — TWO HOMES FOR THE PRICE OF ONE! This unique property offers exceptional versatility and value, featuring a 3-bedroom, 2-bath main home in the front and a charming 2-bedroom, 1-bath cottage in the back, complete with a screened porch. Both homes boast tile flooring throughout and washer/dryer hookups, providing comfort and convenience for everyday living. Ideal for a multi-generational family, owner-occupant with rental income, or an investor seeking strong income potential, this property offers endless possibilities. Opportunities like this are rare—don’t miss your chance to own a truly versatile property with exceptional potential!

$360,000

5 beds3 baths2,003 sq ft

107 Garrison Dr, Sanford, FL 32771

Charming cottage • Main home • Screened porch

ABOUT THIS HOME
Vintage Home for sale in Seminole County, FL:
Discover the perfect blend of comfort and convenience in this beautifully updated 3-bedroom, 2-bath home, nestled in a desirable Altamonte Springs community. Its strategic location provides unbeatable access to I-4 and 436, simplifying your daily commute and weekend adventures. This home shines with recent improvements, including a stunning, brand-new kitchen and resilient vinyl flooring throughout the main living areas. Major mechanical updates ensure worry-free living: a newer roof and HVAC system were installed in 2017, this property boasts a generous . 39-acre lot – a truly rare find – and best of all, NO HOA! The expansive backyard offers endless possibilities, further enha

$325,000

3 beds2 baths1,783 sq ft

804 Little Wekiwa Dr, Altamonte Springs, FL 32714

Vinyl flooring • Generous lot • Newer roof

(954) 967-6767

Property at 430 S Virginia Ave, Sanford, FL 32771, 4 beds, 2 baths

$399,000

4 beds2 baths1,836 sq ft

430 S Virginia Ave, Sanford, FL 32771

Property at 106 Oak St, Altamonte Springs, FL 32714, 3 beds, 1.5 baths

$319,900

3 beds1.5 baths1,560 sq ft

106 Oak St, Altamonte Springs, FL 32714

Property at 242 Howard Blvd, Longwood, FL 32750, 2 beds, 1 bath

$249,900

2 beds1 bath1,006 sq ft

242 Howard Blvd, Longwood, FL 32750

Property at 110 E Lauren Ct, Fern Park, FL 32730, 5 beds, 3 baths

$469,000

5 beds3 baths2,000 sq ft

110 E Lauren Ct, Fern Park, FL 32730

Property at 3000 E 20th St, Sanford, FL 32771, 4 beds, 2 baths

$219,000

4 beds2 baths1,362 sq ft

3000 E 20th St, Sanford, FL 32771

Property at 900 S Locust Ave, Sanford, FL 32771, 5 beds, 2.5 baths

$550,000

5 beds2.5 baths4,695 sq ft

900 S Locust Ave, Sanford, FL 32771

Property at 1805 W 15th St, Sanford, FL 32771, 2 beds, 1 bath

$175,000

2 beds1 bath1,001 sq ft

1805 W 15th St, Sanford, FL 32771

Property at 333 Clemson Dr, Altamonte Springs, FL 32714, 3 beds, 2 baths

$315,000

3 beds2 baths1,100 sq ft

333 Clemson Dr, Altamonte Springs, FL 32714

Property at 1816 Ivy Ln, Winter Park, FL 32792, 4 beds, 2 baths

$425,000

4 beds2 baths1,725 sq ft

1816 Ivy Ln, Winter Park, FL 32792

Property at 833 Oxford St, Longwood, FL 32750, 8 beds, 4 baths

$700,000

8 beds4 baths3,856 sq ft

833 Oxford St, Longwood, FL 32750

Property at 111 N Fairfax Ave, Winter Springs, FL 32708, 3 beds, 1 bath

$309,900

3 beds1 bath1,058 sq ft

111 N Fairfax Ave, Winter Springs, FL 32708

Property at 508 Pine Ave, Sanford, FL 32771, 3 beds, 2 baths

$314,900

3 beds2 baths850 sq ft

508 Pine Ave, Sanford, FL 32771

Property at 1841 North St, Longwood, FL 32750, 3 beds, 1.5 baths

$248,700

3 beds1.5 baths1,025 sq ft

1841 North St, Longwood, FL 32750

Property at 1119 Hickory Ave, Sanford, FL 32771, 4 beds, 2 baths

$349,500

4 beds2 baths1,315 sq ft

1119 Hickory Ave, Sanford, FL 32771

Property at 395 Piney Ridge Rd, Casselberry, FL 32707, 9 beds, 5 baths

$649,000

9 beds5 baths3,460 sq ft

395 Piney Ridge Rd, Casselberry, FL 32707

Property at 1208 Helen St, Apopka, FL 32703, 3 beds, 1.5 baths

$269,000

3 beds1.5 baths1,114 sq ft

1208 Helen St, Apopka, FL 32703

Property at 1920 Sanford Ave, Sanford, FL 32771, 3 beds, 2 baths

$389,900

3 beds2 baths1,896 sq ft

1920 Sanford Ave, Sanford, FL 32771

Property at 109 S Holly Ave, Sanford, FL 32771, 4 beds, 2 baths

$355,000

4 beds2 baths1,264 sq ft

109 S Holly Ave, Sanford, FL 32771

Property at 1920 Carrigan Ave, Winter Park, FL 32792, 3 beds, 2 baths

$315,000

3 beds2 baths1,242 sq ft

1920 Carrigan Ave, Winter Park, FL 32792

Property at 471 E 3rd St, Chuluota, FL 32766, 3 beds, 1 bath

$325,000

3 beds1 bath1,097 sq ft

471 E 3rd St, Chuluota, FL 32766

Property at 1148 Pearl View Dr, Altamonte Springs, FL 32714, 4 beds, 3 baths

$450,000

4 beds3 baths1,982 sq ft

1148 Pearl View Dr, Altamonte Springs, FL 32714

Property at 730 Florida Blvd, Altamonte Springs, FL 32701, 3 beds, 2 baths

$399,999

3 beds2 baths1,664 sq ft

730 Florida Blvd, Altamonte Springs, FL 32701

Property at 612 Acapulca Way, Altamonte Springs, FL 32714, 3 beds, 2 baths

$280,000

3 beds2 baths1,069 sq ft

612 Acapulca Way, Altamonte Springs, FL 32714

Property at 150 N Edgemon Ave, Winter Springs, FL 32708, 3 beds, 1 bath

$305,000

3 beds1 bath1,008 sq ft

150 N Edgemon Ave, Winter Springs, FL 32708

Property at 1104 E 8th St, Sanford, FL 32771, 3 beds, 2 baths

$240,000

3 beds2 baths1,300 sq ft

1104 E 8th St, Sanford, FL 32771

Property at 3400 Ohio Ave, Sanford, FL 32773, 7 beds, 7 baths

$1,999,000

7 beds7 baths5,624 sq ft

3400 Ohio Ave, Sanford, FL 32773

Property at 114 N Summerlin Ave, Sanford, FL 32771, 4 beds, 3 baths

$734,987

4 beds3 baths3,018 sq ft

114 N Summerlin Ave, Sanford, FL 32771

Property at 1340 Delaney Dr, Winter Springs, FL 32708, 3 beds, 2 baths

$272,500

3 beds2 baths1,422 sq ft

1340 Delaney Dr, Winter Springs, FL 32708

Property at 1246 S Oleander St, Longwood, FL 32750, 3 beds, 2 baths

$325,990

3 beds2 baths1,160 sq ft

1246 S Oleander St, Longwood, FL 32750

Property at 140 N Fairfax, Winter Springs, FL 32708, 3 beds, 1 bath

$335,000

3 beds1 bath1,188 sq ft

140 N Fairfax, Winter Springs, FL 32708

Property at 2900 Brantley Hills Ct, Longwood, FL 32779, 3 beds, 2 baths

$334,000

3 beds2 baths1,100 sq ft

2900 Brantley Hills Ct, Longwood, FL 32779

Property at 733 Overlook Dr, Apopka, FL 32703, 3 beds, 2 baths

$650,000

3 beds2 baths2,312 sq ft

733 Overlook Dr, Apopka, FL 32703

Property at 108 Orange Dr, Sanford, FL 32773, 3 beds, 3 baths

$420,000

3 beds3 baths2,230 sq ft

108 Orange Dr, Sanford, FL 32773

Property at 216 Obrien Rd, Fern Park, FL 32730, 4 beds, 2 baths

$325,000

4 beds2 baths1,432 sq ft

216 Obrien Rd, Fern Park, FL 32730

Property at 2041 S Mellonville Ave, Sanford, FL 32771, 4 beds, 2.5 baths

$420,000

4 beds2.5 baths2,793 sq ft

2041 S Mellonville Ave, Sanford, FL 32771

Property at 118 Lake Minnie Dr, Sanford, FL 32773, 3 beds, 1.5 baths

$340,000

3 beds1.5 baths1,545 sq ft

118 Lake Minnie Dr, Sanford, FL 32773

Viewing page 1 of 3

Based on information submitted to the MLS GRID as of Wed Dec 31 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 Seminole County

There are currently 115 vintage homes for sale in Seminole County at a median listing price of $400K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Seminole County stay on the market for 76 days and receive 1 offers. This map is refreshed with the newest listings in Seminole County every 15 minutes.

In the past month, 398 homes have been sold in Seminole County. In addition to houses in Seminole County, there were also 397 condos, 323 townhouses, and 11 multi-family units for sale in Seminole County last month. Find your dream home in Seminole 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 Seminole County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Seminole County. If you're looking to sell your home in the Seminole County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Seminole County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Seminole County, FL

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Seminole County, FL

How to buy a house in Seminole County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.