5

Woodland Drives Multifamily Homes & Duplexes for Sale

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  • /23

    $284,500

    • 1,462 Sq Ft

    502 E Jennings St Unit 2, Tallahassee, FL 32301

    WONDERFUL INVESTMENT OPPORTUNITY NEAR MYERS PARK* THIS CUTE MULTI-FAMILY PROPERTY FEATURES TWO UNITS WITH 2 BEDROOMS AND 1 BATH EACH* EXTERIOR PHOTOS ONLY DUE TO TENANT OCCUPANCY.

    Agent Photo

    Sarah Eden

    Eden & Company

    (850) 779-0224

    502 E Jennings St Unit 2, Tallahassee, FL 32301
  • /37

    $379,000

    • 1,750 Sq Ft

    1454 S Gadsden St, Tallahassee, FL 32301

    Great Investment Opportunity! Live in 1 side and rent the other. Low maintenance duplex, 2 bedroom 1 bath on each side. Very well maintained. Original hardwood floors that are fantastic shape. Oversized 2 car garage under the home that has great storage and room for 2 cars. Each unit has washer and dryer that are on the back screen in porches. Floor plan is large living room with arched entry

    Stacie Spears Dixon The Naumann Group Real Estate

    1454 S Gadsden St, Tallahassee, FL 32301
  • /39

    $600,000

    • 2,150 Sq Ft

    637 E Seaboard St Unit 1, Tallahassee, FL 32301

    Brand-new southern-modern duplex in historic Smokey Hollow—crafted with high-end finishes and exceptional detail. Built in 2025, each unit features quartz countertops, stainless steel appliances, and durable cement fiber siding with a metal roof. This isn’t your typical builder-grade project. Located just minutes from downtown Tallahassee and within walking distance to Cascades Park and Myers

    Phillip Kelly Passage Real Estate

    637 E Seaboard St Unit 1, Tallahassee, FL 32301
  • /12

    $515,000

    • 3,106 Sq Ft

    512 Hart St, Tallahassee, FL 32301

    Attention all investors this is an awesome investment opportunity perfectly situated just steps away from a beautiful city park. This is an income producing property all units are occupied with strong rental history. Don't miss out on this opportunity to own a stabilized asset in a high demand area.

    Katesa Wood Empire Properties

    512 Hart St, Tallahassee, FL 32301
  • /28

    $1,200,000

    • 5,706 Sq Ft

    316 E Pershing St Unit 316-328, Tallahassee, FL 32301

    Must See Opportunity Zone property! 9 units with proven rental history- 3 Triplexes consisting of (8) 2/1 units and (1) 1/1 unit. 4 units were renovated in 2022, 2 units renovated in 2024. 2 newer Roofs. Lots of upgrades to property. All tenants on yearly leases. All units rented and gross rent of $9650.00 per month. Perfect addition to a rental portfolio. Must see!

    Lee Hall Capital City Real Estate Group

    316 E Pershing St Unit 316-328, Tallahassee, FL 32301

Why Live in Woodland Drives

Woodland Drives in Tallahassee offers a serene environment with its towering loblollies and sprawling live oaks, while being conveniently close to downtown attractions. The neighborhood features multiple parks and nature trails, and is a short bicycle ride to Cascades Park. Homes here, built mostly between the 1940s and 1960s, showcase diverse architecture, including brick ranchers, Classical styles, New Traditional builds, and Cape Cod-style homes. The historic Myers Park district within Woodland Drives includes bungalows and cottages from the 1920s. The Capital City Country Club, a central feature, is ranked as the best golf course in Tallahassee and offers public play, a tennis complex, an Olympic-size swimming pool, and dining at the Champions Bar and Grill. Myers Park provides additional recreational options with tennis courts, a playground, a hiking trail, and a baseball field. Local schools include Hartsfield Elementary, Cobb Middle, Fairview Middle, and Rickards High School, which has an International Baccalaureate program. Monroe Street, the neighborhood’s western boundary, offers shopping and dining, including Tallahassee’s first craft brewery, Proof Brewing Company. Apalachee Parkway features a variety of retailers and restaurants, such as Sahara Café, and entertainment at The Moon nightclub. Woodland Drives combines quiet charm with city amenities, making it a desirable place to live.

Home Trends in Woodland Drives, FL

Housing Trends

Median Sale Price
$364,250
Median Single Family Sale Price
$385,000
Average Price Per Sq Ft
$196
Number of Homes for Sale
8
Last 12 months Home Sales
24
Months of Supply
4.00
Median List Price
$394,494
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
16%
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