$349,000

4429 Oakley Greene

Sarasota, FL 34235

Listing updated: May 30, 2026 at 5:03 PM ET

Pending

Beds

Baths

1,868

Sq Ft

Acres

1986

Built

◆Fireplace◆$187/sqft

Villa

Property type

1986

Year built

$187

Price / sq ft

No HOA

HOA dues

Days on market

Garage spaces

Flood zone

About this home

Serene, easy-living villa with lush views in the prestigious Highlands section of The Meadows, one of Sarasota’s desirable neighborhoods just 15 minutes from downtown. A canopied street, a paver driveway and a charming courtyard welcome you home. Inside, you will love the comfortable floor plan with natural light, oak flooring and tray ceilings in the living areas with walls of sliders showcasing a tropical setting; truly serene. The kitchen features Kona Beige quartz countertops, white appliances and a convenient grilling patio. The spacious primary en suite features dual counter-height vanities, a walk-in shower and an ample closet. All within 100 feet of the heated community pool, near the nature trails and a short ride to all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features a 2020 16 SEER air-conditioning system, a 2015 hurricane garage door, a 2004 tile roof, which is the condominium’s responsibility, fully funded reserves, and is above the floodplain in Zone X.

Estimated monthly payment

Principal & interest$1,765

Property taxes$217

Home insurance (est.)$160

Down payment

20%

$69,800 downRate

6.5%

Term

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history8 days on market

Status: Pending
May 30, 2026
Listed$349,000
May 22, 2026
Price increased$349,000

Facts & features

Property type: Residential
Sub type: Villa
Status: Pending
Days on market: 8
Subdivision: Oakley Greene - The Highlands - The Meadows
County: Sarasota
Year built: 1986
Living area: 1,868 sq ft
Price/sq ft: $187
Building area: 2,505 sq ft (Public Records)
Lot size: 0 sq ft
Lot category: Non-Applicable
Flood zone: X (12115C0151G)
Garage: 2 spaces
Annual taxes: $2,604 (2025)
Parcel #: 0033121006
Zoning: RSF2
MLS #: A4694535

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Interior Details

Bedrooms: 3
Full bathrooms: 2
Flooring: Carpet, Hardwood, Tile
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Interior features: Ceiling Fans(s), Coffered Ceiling(s), Eat-in Kitchen, Living Room/Dining Room Combo, Solid Surface Counters, Tray Ceiling(s), Walk-In Closet(s)
Laundry: Inside, Laundry Room
Stories / Levels: One
Direction faces: South
Fireplace: Yes

Heating & Cooling

Heating: Central
Cooling: Central Air

Parking

Garage spaces: 2
Attached garage: Yes

HOA & Financial

Total monthly fees: $796/mo
Total annual fees: $9,554
HOA name: LYNN MAHONEY
CDD: No
Homestead exemption: Yes
Min lease term: 3 Months
Listing terms: Cash, Conventional
Ownership: Condominium
Available for lease: Yes
Lease restrictions: Yes
Additional lease restrictions: Tenant to submit application with $100
Approval process: Board approval

Exterior & Construction

Exterior features: Lighting, Sliding Doors
Construction materials: Block
Roof: Tile
Foundation: Slab
Road surface: Asphalt

Utilities

Sewer: Public Sewer
Water source: Public
Utilities: Public

Community

Pets allowed: Yes

Room Details

Room	Level	Dimensions
Great Room	First	17x22
Florida Room	First	7x30
Kitchen	First	13x14
Primary Bedroom	First	12x20
Bedroom 2	First	12x12
Bedroom 3	First	11x11
Laundry	First	6x6

Listing Details

Listing date: 2026-05-22
On market date: 2026-05-22
Original list price: $349,000
Occupant type: Vacant
MLS area: 34235 - Sarasota
Listing AOR: Sarasota - Manatee
Status changed: 2026-05-30
Tax legal description: UNIT 6 OAKLEY GREENE

Flood risk

Minimal riskFEMA Zone XPanel 12115C0151G

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Frutiville Rd, North on Honore, West on 17th St, NORTH on Longmeadow, WEST on Hadfield Drive, RIGHT on second Oakley Greene entrance. From University, South on Honore, WEST on Longmeadow, RIGHT/WEST on Hadfield Drive, RIGHT on second Oakley Greene entrance.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 30, 2026 at 5:03 PM ET. 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.

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