Oakwood Manor, FL homes for sale & real estate

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ABOUT THIS HOME
Oakwood Manor, FL Homes for Sale
Unlock the potential of this Sarasota gem! Located close to downtown Sarasota, this home offers a fantastic canvas to bring your vision to life. With 3 bedrooms and 2bathrooms, the property provides ample space for your finishing touches. Conveniently located close to the Sarasota Legacy Trail for biking and walking enthusiasts and just minutes from vibrant downtown Sarasota, this home is perfectly positioned to enjoy everything the area has to offer, from world-class beaches to shopping and dining.

$369,900

3 beds2 baths1,336 sq ft

2877 Michigan St, Sarasota, FL 34237

World-class beaches • Shopping and dining • 6,379 sq ft lot

ABOUT THIS HOME
Oakwood Manor, FL Homes for Sale
Discover Oakwood Manor – Resort-Style Living in the Heart of Sarasota Welcome to Oakwood Manor, a beautifully maintained 55+ resident-owned community located within the Sarasota city limits. Set on 90 lush acres, this sought-after community offers an exceptional lifestyle with an incredibly affordable $210/month fee. Residents enjoy an impressive array of amenities, including a spacious clubhouse with a commercial kitchen, event stage, fitness center, and library. Relax year-round in the heated pool and oversized hot tub, or stay active with bocce ball, shuffleboard, putt putt, and pickleball. Brand-new pickleball courts are conveniently located along the nearby Legacy Trail, just

$164,900

2 beds2 baths959 sq ft

3313 Overcup Oak Ter, Sarasota, FL 34237

Event stage • Fitness center • Commercial kitchen

ABOUT THIS HOME
Oakwood Manor, FL Homes for Sale
METICULIOUSLY MAINTAINED HOME ON A PEACEFUL STREET. LAND OWNERSHIP INCLUDES LARGE LOT WITH HOME, LINNAI, PATIO AND SHED. NEW COVERED CARPORT / PARKING AREA. APPLIANCES, WASHER & DRYER, FURNISHINGS, TOOLS AND KITCHEN EQUIPMENT INCLUDED. FEELS LARGER THAN IT APPEARS ONLINE. EASY WALK TO CLUB AND POOL. PLENTY OF ACTIVITIES FOR ALL. LOW PARK FEES ONLY 210 / MONTH. EXTERIOR MAINTENANCE INCLUDED.

$137,000

2 beds1 bath665 sq ft

215 Willow Oak Ln, Sarasota, FL 34237

Covered carport • Large lot • Easy walk to pool

ABOUT THIS HOME
Oakwood Manor, FL Homes for Sale
Discover Oakwood Manor in the heart of Sarasota! Experience resort-style living in this beautiful 55+ resident-owned community located within the Sarasota city limits. Spanning 90 lush acres, Oakwood Manor offers an incredible lifestyle for just $210/month. Residents enjoy a well-appointed clubhouse with a commercial kitchen, event stage, fitness center, and library. Relax in the heated pool and spacious hot tub, or join friends for bocce ball, shuffleboard, or pickleball—with brand-new courts located along the nearby Legacy Trail, just a short bike ride away. Please note: This community does not allow pets, motorcycles, or RVs. This beautifully maintained 2-bedroom, 2-bath home offe

$174,900

2 beds2 baths960 sq ft

3213 Sycamore Ter, Sarasota, FL 34237

Fitness center • Commercial kitchen • Spacious hot tub

ABOUT THIS HOME
Oakwood Manor, FL Homes for Sale
One or more photo(s) has been virtually staged. Alongside the EXPANDING Legacy Trail, Discover your affordable and move-in-ready Tiny Home, minutes from the Pompano Pickleball Courts, and less than 2 miles to vibrant Downtown Sarasota. Enjoy the perfect balance of peaceful living and city convenience — escape through a canopy of trees and step right onto the Trail for your morning walk or bike ride. This home has already had the big-ticket updates done for you: Roof replaced in 2021 (4 years old) with a new roof, New appliances (2023), Updated plumbing supply lines (CPVC), underground waste lines updated to PVC, already installed window treatments, HVAC system (2017) with updated air

$290,999

2 beds1 bath815 sq ft

2897 Oak St, Sarasota, FL 34237

Scenic legacy trail • Canopy of trees • Move in ready

Property at 3224 Aspen Ter, Sarasota, FL 34237, 2 beds, 2 baths

$219,900

2 beds2 baths960 sq ft

3224 Aspen Ter, Sarasota, FL 34237

Property at 3383 Oakwood Blvd N, Sarasota, FL 34237, 2 beds, 2 baths

$154,900

2 beds2 baths1,056 sq ft

3383 Oakwood Blvd N, Sarasota, FL 34237

Property at 3403 Overcup Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$119,900

2 beds2 baths672 sq ft

3403 Overcup Oak Ter, Sarasota, FL 34237

Property at 2832 Novus St, Sarasota, FL 34237, 3 beds, 2 baths

$379,000

3 beds2 baths1,262 sq ft

2832 Novus St, Sarasota, FL 34237

Property at 3324 Spanish Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$249,000

2 beds2 baths1,248 sq ft

3324 Spanish Oak Ter, Sarasota, FL 34237

Property at 3405 Spanish Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$124,900

2 beds2 baths749 sq ft

3405 Spanish Oak Ter, Sarasota, FL 34237

Property at 7 White Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$159,900

2 beds2 baths1,056 sq ft

7 White Oak Ter, Sarasota, FL 34237

Property at 305 Oakwood Blvd E, Sarasota, FL 34237, 2 beds, 2 baths

$198,500

2 beds2 baths1,149 sq ft

305 Oakwood Blvd E, Sarasota, FL 34237

Property at 415 Oakwood Blvd, Sarasota, FL 34237, 2 beds, 2 baths

$239,900

2 beds2 baths1,160 sq ft

415 Oakwood Blvd, Sarasota, FL 34237

Property at 3235 Sweet Bay Ter, Sarasota, FL 34237, 2 beds, 2 baths

$169,900

2 beds2 baths960 sq ft

3235 Sweet Bay Ter, Sarasota, FL 34237

Property at 2933 Michigan St, Sarasota, FL 34237, 3 beds, 2 baths

$475,000

3 beds2 baths1,234 sq ft

2933 Michigan St, Sarasota, FL 34237

Property at 3402 Spanish Oak Ter, Sarasota, FL 34237, 1 bed, 1 bath

$80,000

1 bed1 bath575 sq ft

3402 Spanish Oak Ter, Sarasota, FL 34237

Property at 3210 Ash Ter, Sarasota, FL 34237, 3 beds, 2 baths

$295,000

3 beds2 baths1,188 sq ft

3210 Ash Ter, Sarasota, FL 34237

Property at 3321 Shingle Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$209,900

2 beds2 baths1,150 sq ft

3321 Shingle Oak Ter, Sarasota, FL 34237

Property at 3220 Sweet Gum Ter, Sarasota, FL 34237, 2 beds, 2 baths

$110,000

2 beds2 baths1,120 sq ft

3220 Sweet Gum Ter, Sarasota, FL 34237

Property at 3318 Overcup Oak Ter, Sarasota, FL 34237, 2 beds, 1 bath

$99,900

2 beds1 bath720 sq ft

3318 Overcup Oak Ter, Sarasota, FL 34237

Property at 103 Oakwood Blvd, Sarasota, FL 34237, 1 bed, 1.5 baths

$85,000

1 bed1.5 baths588 sq ft

103 Oakwood Blvd, Sarasota, FL 34237

Property at 3409 Spanish Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$164,900

2 beds2 baths749 sq ft

3409 Spanish Oak Ter, Sarasota, FL 34237

Property at 3410 Spanish Oak Ter, Sarasota, FL 34237, 2 beds, 2 baths

$155,000

2 beds2 baths1,152 sq ft

3410 Spanish Oak Ter, Sarasota, FL 34237

Property at 3335 Spanish Oak Ter, Sarasota, FL 34237, 2 beds, 1.5 baths

$98,000

2 beds1.5 baths879 sq ft

3335 Spanish Oak Ter, Sarasota, FL 34237

Property at 131 Oakwood Ln, Sarasota, FL 34237, 2 beds, 2 baths

$159,000

2 beds2 baths960 sq ft

131 Oakwood Ln, Sarasota, FL 34237

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Based on information submitted to the MLS GRID as of Mon Jan 05 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.

Average home prices near Oakwood Manor, FL

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Neighborhoods

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Rosemary District homes for sale
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Oakwood Manor, FL real estate trends

$390K

Sale price

+132.1%
since last year

$294

Sale $/sq ft

+84.9%
since last year

Under list price

5.1%

Days on market

Down payment

—

Total homes sold

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