4442 HIGHLAND PARK 8 Sarasota, FL $ 400,000
4442 HIGHLAND PARK 8
$ 400,000
Recently Listed
Share Save

4442 HIGHLAND PARK 8

Sarasota, FL, 34235
$ 400,000
Bedrooms3 Baths2.1 Sq 2,120

Monthly Estimate*

$ 2,463

4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 1
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 2
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 3
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 4
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 5
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 6
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 7
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 8
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 9
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 10
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 11
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 12
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 13
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 14
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 15
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 16
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 17
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 18
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 19
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 20
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 21
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 22
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 23
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 24
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 25
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 26
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 27
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 28
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 29
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 30
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 31
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 32
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 33
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 34
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 35
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 36
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 37
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 38
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 39
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 40
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 41
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 42
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 43
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 44
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 45
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 46
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 47
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 48
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 49
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 50
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 51
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 52
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 53
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 54
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 55
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 56
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 57
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 58
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 59
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 60
4442 HIGHLAND PARK 8, Sarasota, FL 34235 - Image 61
View a Virtual Tour

Condo for sale in Sarasota, FL

for $400,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,120 square foot condo was built in 1988.

Step inside this freestanding villa and instantly feel at home. With over 2,100 square feet of living space, cathedral ceilings, and a spacious great room featuring a wood-burning fireplace and built-in wet bar, this residence blends comfort, character, and the charm of The Meadows lifestyle. The flexible three-bedroom layout includes a room with double doors currently used as a den—ideal for a home office or cozy reading retreat. Freshly painted and featuring new carpet in the bedrooms, the home feels bright and inviting, while allowing the next owner the opportunity to personalize a few updates to their own taste. An enclosed sun porch offers a front-row view of the golf course, perfect for morning coffee or evening sunsets. The courtyard-style entry and attached two-car garage provide easy access and a sense of privacy, while the large primary suite offers a peaceful haven with generous space and a tranquil view. Highland Park is an intimate enclave of just 20 villas, offering a community pool and panoramic views of gardens and golf course greens. The Meadows features miles of walking and biking trails, an active community center, and a full social calendar—all within minutes of Nathan Benderson Park, local shopping, dining, and a short drive to downtown Sarasota and the beaches. 4442 Highland Park is more than a home—it’s an invitation to live surrounded by beauty, convenience, and a welcoming community.

See more

Condo Active

Price

$ 400,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Condo

Taxes

$ 3,127

Style

Florida

Year Built

1988

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4670881

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Connected Electricity Connected Sewer Connected
Roof Tile
Appliances Dishwasher Dryer Range Range Hood Refrigerator Washer
Zoning RSF2
HOA Fee 2049
Garage Spaces 2
Association Fee Includes Cable TV Common Area Taxes Community Pool Escrow Reserves Fund Maintenance Structure Maintenance Grounds Manager Pest Control Pool Maintenance
Patio/Porch Features Enclosed Front Porch Patio Rear Porch
Architectural Style Florida
Construction Materials Block Stucco
Pets Allowed Cats OK Dogs OK Yes
Year Built 1988
View Garden Golf Course
Levels One
Unit Number 8
Property Subtype Condominium
Tax Year 2025
Ownership Condominium
Community Features Buyer Approval Required Clubhouse Deed Restrictions Dog Park Pool Sidewalks
Assoc Fee Paid Per Annually
County Sarasota
New Construction false
Property Type Residential
Association Amenities Cable TV Pool Vehicle Restrictions
Attached Garage true
Subdivision Name HIGHLAND PARK
Facing Direction North
Garage Y/N true
Total Rooms 7
Full Baths 2
Status Active
Directions From Longmeadow and Hadfield turn on Hadfield Right on Highland Oaks Dr. Right into Highland Park take first right and 4442 is at end.
High School Booker High
City SARASOTA
Association Name Stokes Property Management - Rebecca Stokes
Senior Community Y/N false
MLS Area 34235 - Sarasota
Lot Size Square Feet 0
Carport Y/N false
Elementary School Gocio Elementary
Property Attached Y/N true
Land Lease Y/N false
Tax Annual Amount 3127
Middle/Junior High School Booker Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://poff-media-group.aryeo.com/sites/gqqlkkj/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 8
Legal Description UNIT 8 HIGHLAND PARK
Minimum Lease 3 Months
Water Access Y/N false
Monthly HOA Amount 170.75
Monthly Condo Fee Amount 841
HOA Monthly Maintenance 0
Additional Rooms Inside Utility
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities Ceiling Fan(s) Coffered Ceiling(s) Crown Molding Eating Space In Kitchen High Ceilings Walk-In Closet(s) Wet Bar
Flooring Carpet Ceramic Tile
Furnished Y/N Unfurnished
Fireplace Features Wood Burning
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 3
See more
Exterior
Exterior Amenities Courtyard Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Parking Features Garage Door Opener
Water Source Public
Foundation Details Slab
Spa false
Building Area Total 2963
Lot Size Acres 0
Road Surface Type Asphalt Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Responsibility Private Maintained Road
See more
* Excluded Features
List By
Michael Saunders & Company

Broker

rbrusco@michaelsaunders.com

Email

Affordability Calculator

$2,723
Per Month
90%
10%
0%
Monthly Principal & Interest
$2,463
Monthly Property Taxes
$261
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Booker High High School High School
Pricing History
DatePricePrice ChangeDescription
1/13/2026$400,000 Listed Price

Map


See all

4442 HIGHLAND PARK 8, Sarasota, FL, 34235 is a Condo for sale at $400,000 with 2,120 sqft. 4442 HIGHLAND PARK 8 has 3 bedrooms, 2.1 baths, and was built in 1988. The property's zip code is 34235 which is in Sarasota, FL