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.
Property Features
Other Rooms
- Total Rooms: 7
- Florida Room Dimensions: 26 x 10
- Great Room Dimensions: 26 x 14
- Florida Room Level: First
- Great Room Level: First
- Extra Room-1 Description: Inside Utility
Appliances
- Dishwasher
- Dryer
- Range
- Range Hood
- Refrigerator
- Washer
- Laundry Features: Inside, Laundry Room
Bedrooms
- Bedrooms: 3
- Primary Bedroom Dimensions: 20 x 15
- Bedroom 2 Dimensions: 14 x 11
- Bedroom 3 Dimensions: 13 x 12
- Primary Bedroom Level: First
- Bedroom 2 Level: First
- Bedroom 3 Level: First
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- 1/2 Bathrooms: 1
Interior Features
- Ceiling Fans(s)
- Coffered Ceiling(s)
- Crown Molding
- Eat-in Kitchen
- High Ceilings
- Walk-In Closet(s)
- Wet Bar
- Furnished Description: Unfurnished
- Flooring: Carpet, Ceramic Tile
Heating and Cooling
- Cooling Features: Central Air
- Fireplace Features: Wood Burning
- Heating Features: Central
Kitchen and Dining
- Dining Room Dimensions: 20 x 10
- Dining Room Level: First
- Kitchen Dimensions: 11 x 14
- Kitchen Level: First
Exterior and Lot Features
- Courtyard
- Sliding Doors
- Patio And Porch Features: Enclosed, Front Porch, Patio, Rear Porch
- Road Responsibility: Private Maintained Road
- Road Surface Type: Asphalt, Paved
Garage and Parking
- Attached Garage: Yes
- Garage Spaces: 2
- Garage Features: 22x21
- Parking Features: Garage Door Opener
Land Info
- Vegetation: Mature Landscaping, Trees/Landscaped
Home Features
- View: Garden, Golf Course
Homeowners Association
- Association: Yes
- Association Amenities: Cable TV, Pool, Vehicle Restrictions
- Association Fee: 2049
- Association Fee Frequency: Annually
- Association Fee Includes: Cable TV, Common Area Taxes, Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Management, Pest Control
- Calculated Total Monthly Association Fees: 1011
- Association Name: Stokes Property Management - Rebecca Stokes
- Pets Allowed: Cats OK, Dogs OK, Yes
School Information
- Elementary School: Gocio Elementary
- High School: Booker High
- Middle School: Booker Middle
Condo Info
- Unit Floor In Building: 1
Rental Info
- Lease Term: Minimum Lease: 3 Months
Amenities and Community Features
- Community Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Dog Park, Pool, Sidewalks
Other Property Info
- Annual Tax Amount: 3127
- Source Listing Status: Active
- County: Sarasota
- 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.
- Tax Year: 2025
- Ownership: Condominium
- Source Property Type: Residential
- Area: 34235 - Sarasota
- Property Subtype: condo
- Source Neighborhood: HIGHLAND PARK
- Parcel Number: 0033051008
- Postal Code Plus 4: 2342
- Public Survey Range: 18E
- Public Survey Section: 11
- Subdivision: HIGHLAND PARK
- Township: 36S
- Zoning: RSF2
- Property Features: Condo Fees: 2522 Quarterly
- Property Subtype: Condominium
- Source System Name: C2C
Building and Construction
- Total Square Feet Living: 2120
- Year Built: 1988
- Building Area Source: Public Records
- Building Area Total: 2963
- Building Name: HIGHLAND PARK
- Construction Materials: Block, Stucco
- Direction Faces: North
- Foundation Details: Slab
- Levels: One
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Property Age: 38
- Property Attached: Yes
- Property Condition: Completed
- Roof: Tile
- Levels or Stories: 1
- Building Total Stories: 1
- Architectural Style: Florida
Utilities
- Sewer: Public Sewer
- Cable Connected
- Electricity Connected
- Sewer Connected
- Water Source: Public
