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$550,000
$259/sqft
HOA: $2,049/anTaxes: $3,107/yr101d on market

Highland Park

4424 HIGHLAND PARK #5, SARASOTA, FL, 34235

View all homes for sale in Highland Park
3 Beds|2 Baths|2,120 Sq Ft|Built 1988|2 Car Garage

Key Features

Single StorySpa/Hot TubFireplace
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✨ This home matches what most buyers are looking for in this area.

Golf Course
Feature
Near Golf Course
Community
Yes
C2C

Coast 2 Coast Home Realty

Licensed Florida Realtors

4.9· 214 reviews

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Buyer Insights

Here's what we know about this listing.

Why this home stands out

  • 101+ days on market — seller may be motivated

Buyer Insights are informational only — always verify with your agent.

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

Subdivision
HIGHLAND PARK
County
Sarasota
Zip Code
34235
Community
Meadows The

School Report Card

Source: FL Dept. of Education

ABCDF
Elementary
Middle
High

Neighborhood

Map unavailable

Type
Villa
Living Area
2,120 sqft
Construction
Block, Stucco
Roof
Concrete, Tile
Flooring
Luxury Vinyl, Tile
Pool
No
HOA
$2,049 / Annually
  • 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
  • Dishwasher
  • Dryer
  • Electric Water Heater
  • Microwave
  • Range
  • Range Hood
  • Refrigerator
  • Washer
  • Wine Refrigerator
  • Inside
  • Laundry Room
  • Same Floor As Condo Unit
  • Enclosed
  • Patio
  • Rear Porch
  • Cul-de-sac
  • Landscaped
  • Near Golf Course
  • Paved
  • Bb/hs Internet Available
  • Cable Available
  • Electricity Connected
  • Sewer Connected
  • Underground Utilities
  • Buyer Approval Required
  • Deed Restrictions
  • Dog Park
  • Fitness Center
  • Golf Carts Ok
  • Pool
  • Tennis Court(s)
  • Fitness Center
  • Golf Course
  • Pickleball Court(s)
  • Cable Tv
  • Common Area Taxes
  • Pool
  • Insurance
  • Maintenance Grounds
  • Maintenance
  • Pest Control
  • Private Road
Bedrooms
3
Bathrooms
2
Year Built
1988
Construction
Block, Stucco
Flooring
Luxury Vinyl, Tile
Roof
Concrete, Tile
Garage Spaces
2
Cooling
Central Air
Heating
Central
Waterfront
No
Pet Restrictions
Cats Ok, Dogs Ok, Number Limit, Size Limit
Lot Size
0 acres
Senior Community
No
Building Elevator
Pet Size
Small (16-35 Lbs.)
# of Pets
2
Max Pet Weight
Tax Year
2025
Annual Tax Amount
$3,107

Association Fees

  • HOA Fee

    Stokes Property Management

    $2,049/ Annually

Down Payment20% — $110,000
Interest Rate6.50%
Loan Term
Est. Mortgage
$2,781
HOA Fee
$171
Est. Property Tax
$259
Est. Insurance
$183
Total Est. Monthly Cost$3,394

* Estimates are for illustration purposes only and do not constitute an offer of financial advice. Actual rates, payments, insurance, and taxes will vary based on credit, location, and other factors. Contact a licensed mortgage professional for a personalized quote. Homeowners insurance estimate based on Florida averages.

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