Skip to main content
1 / 24

$550,000

4424 HIGHLAND PARK UNIT 5, SARASOTA, FL 34235

3D Tour
Active147 days on market

Beds

3

Baths

2

Sq Ft

2,120 sq ft

Year Built

1988

Lot Size

—

Garage

2

About This Property

Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities

Property Overview

Property TypeResidential
Sub TypeVilla
MLS #A4692053
StatusActive
Year Built1988
Stories1
Total Rooms9
ConstructionBlock, Stucco
RoofConcrete, Tile
FoundationSlab
FacesNorth
SubdivisionHIGHLAND PARK
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCrown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
FlooringLuxury Vinyl, Tile
AppliancesDishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
LaundryInside, Laundry Room, Same Floor As Condo Unit
CoolingCentral Air
HeatingCentral
FireplaceYes ()

Exterior & Lot

ExteriorCourtyard, Private Entrance, Sliding Doors
Lot FeaturesCul-De-Sac, Landscaped, Near Golf Course
Road SurfacePaved, Asphalt
ViewGarden, Pool

Pool & Spa

Private PoolNo
Pool FeaturesAuto Cleaner, Child Safety Fence, Gunite
SpaIn Ground

Utilities

WaterNone
SewerPublic Sewer
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Underground Utilities

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$2,049 / Annually
Senior CommunityNo

Financial Details

List Price$550,000
Annual Taxes$3,107 (2025)
FinancingCash, Conventional, FHA, VA Loan
ZoningRSF2
Parcel #0033051005

Schools

ElementaryGocio Elementary
MiddleBooker Middle
HighBooker High

Directions

From Longmeadow and Hadfield, turn on Hadfield. Right on Highland Oaks Dr., Right into Highland Park and turn into 4424 on right.

Location

4424 HIGHLAND PARK UNIT 5, SARASOTA, FL 34235

Listing Information

OfficeMORGAN JOHNSON REALTY LLC
ListedMay 12, 2026

Schedule a Tour

Pick a Day

Preferred Time

Scheduling is free, and you can cancel anytime.

Home Price

$550,000

20% ($110,000)
6.75%

Loan Term

Principal & Interest$2,854
Property Tax (est.)$504
Insurance (est.)$150
Total Monthly$3,508
Full Calculator →

Nearby Schools

How to Buy This Home

Multiple financing options available for this $550,000 home in SARASOTA.

🏛️

FHA Loan

$19,250 Down

Government-backed, low down payment. Credit scores as low as 580.

🎖️

VA Loan

$0 Down

Zero down for eligible veterans, active duty, and military families.

🏦

Conventional

$27,500 Down

Traditional financing. As low as 3-5% down with good credit.

Florida Down Payment Assistance Programs

You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.

Florida Hometown Heroes

Up to $35,000

First-time buyers working in FL

FL Assist

Up to $10,000

FHA, VA, or USDA borrowers

FL HLP Second Mortgage

Up to $10,000

First-time buyers, 0% deferred

Sarasota County SHIP

Varies

Income-qualifying Sarasota residents

Can You Afford This Home?

Quick check based on the 28% debt-to-income rule. Not a guarantee — just a starting point.

More Homes in Sarasota

More Homes in Sarasota

Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: May 21, 2026.

Call (813) 733-7907TextContact