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
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 Details
Price:
$550,000
MLS #:
A4692053
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Villa
Subdivision:
HIGHLAND PARK
Neighborhood:
34235sarasota
Listed Date:
May 12, 2026
Finished Sq Ft:
2,120
Total Sq Ft:
2,963
Lot Size:
240,288 sqft / 5.52 acres (approx)
Year Built:
1988
See this Listing
Schools
Elementary School:
Gocio Elementary
Middle School:
Booker Middle
High School:
Booker High
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central
Interior Features
Crown 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)
Laundry Features
Inside, Laundry Room, Same Floor As Condo Unit
Levels
One
Exterior
Architectural Style
Coastal, Contemporary, Florida, Patio
Association Amenities
Fitness Center, Golf Course, Pickleball Court(s)
Attached Garage YN
1
Community Features
Buyer Approval Required, Deed Restrictions, Dog Park, Fitness Center, Golf Carts OK, Pool, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Courtyard, Private Entrance, Sliding Doors
Garage Spaces
2
Green Energy Efficient
Appliances
Lot Features
Cul-De-Sac, Landscaped, Near Golf Course
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Ground Level, Off Street
Patio And Porch Features
Enclosed, Patio, Rear Porch
Roof
Concrete, Tile
Spa Features
In Ground
View
Garden, Pool
Financial
HOA Fee
$2,049
HOA Fee Frequency
Annually
HOA Includes
Cable TV, Common Area Taxes, Community Pool, Insurance, Maintenance Grounds, Maintenance Repairs, Pest Control, Pool Maintenance, Private Road
HOA Name
Stokes Property Management
HOA Phone
941-355-4880
Tax Year
2025
Taxes
$3,107
Map
Community
- Address4424 HIGHLAND PARK UNIT 5 SARASOTA FL
- SubdivisionHIGHLAND PARK
- CitySARASOTA
- CountySarasota
- Zip Code34235
Market Summary
Current real estate data for Single Family in SARASOTA as of Aug 29, 2026
1,868
Single Family Listed
116
Avg DOM
471
Avg $ / SqFt
$1,427,551
Avg List Price
Property Summary
- Located in the HIGHLAND PARK subdivision, 4424 HIGHLAND PARK UNIT 5 SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34235. It is listed for $550,000 and features 3 beds, 2 baths, and has approximately 2,120 square feet of living space, and was originally constructed in 1988. The current price per square foot is $259. The average price per square foot for Single Family listings in SARASOTA is $471. The average listing price for Single Family in SARASOTA is $1,427,551. To schedule a showing of MLS#a4692053 at 4424 HIGHLAND PARK UNIT 5 in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of MORGAN JOHNSON REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 4424 HIGHLAND PARK UNIT 5
SARASOTA, FL