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4424 Highland Park #5, Sarasota, FL, 34235

$259/sqft·Highland Park

3 bd2 ba2,120 sqft2 car garageVilla
Listed by MORGAN JOHNSON REALTY LLC· Last updated · MLS# A4692053

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

Est. monthly payment
$3,573/mo
Down payment (20%)
$110,000
Property taxes
$259/mo
HOA
$2,049/yr
Rate assumed
6.8% · 30 yr
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At a glance

Villa
Built 1988
Community pool
Fitness center too
2 car garage
Driveway
240,288 sqft lot
Lot size
2,120 sqft
Living area

About this home

Crown MoldingEat-in KitchenHigh CeilingsLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomStone Counters

4424 Highland Park #5 is a 1988-built home in Highland Park, Sarasota. Inside you'll find 3 bedrooms, 2 bathrooms, and 2,120 square feet of living space. Listed at $550,000 (about $259/sqft), 9 days on market. Flood zone AE - confirm flood insurance requirements with your lender. HOA runs $2,049 annually.

From the listing

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

The essentials

Built
1988
Price / sqft
$259
On market
122 days
Annual tax
$3,107
HOA
$2,049/yr
Flood zone
AE
Lot
240,288 sqft
Type
Villa

Location

4424 Highland Park #5
Sarasota, FL, 34235·34235 - Sarasota
Type
Villa
Year Built
1988
Lot
240,288 sqft
Cooling
Central Air
Heating
Central
Parking
Driveway, Garage Door Opener, Garage Faces Side, Ground Level, Off Street
Days on Market
122
Crown Molding
Eat-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)
Courtyard
Private Entrance
Sliding Doors
Buyer Approval Required
Deed Restrictions
Dog Park
Fitness Center
Golf Carts OK
Pool
Tennis Court(s)
Dishwasher
Dryer
Electric Water Heater
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator

Elementary

Gocio Elementary

Middle

Booker Middle

High

Booker High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on fileFlood Zone AE

Annual Tax (2025)

$3,107

Parcel #

0033051005

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Highland Park

County

Sarasota

MLS Area

34235 - Sarasota

Lot Size

240,288 sqft

Cul-De-SacLandscapedNear Golf CoursePaved
HOA
$2,049/yr
Stokes Property Management
Date
Event
Price
5/12/2026
Listed for sale
Source: Stellar MLS #A4692053
$550,000
$259/sqft
Est. monthly payment$3,573/mo
Principal & interest$2,868
Property taxes$259
Insurance$275
HOA$171
Down payment20% · $110,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $550,000
$530,000 – $550,000
96.8% – 100% of listTops out right at the list price
80% of listList price
15 of the last 29 townhouse or villa closings in 34235 landed at this number or higher (52%). The median one sat 47 days before it went under contract, and this one is on day 122.

Sample: 29 closed townhouse or villa sales in 34235 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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