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4442 Highland Park , #8

Sarasota, FL 34235
  • $375,000
  • STATUS: Pending
  • ON SITE: 33 Days
  • MLS #: A4670881
Pending
$375,000
  • 3
    BEDS
  • N/A
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,120
    SQFT
  • $177
    $/SQFT
Neighborhood:
Type:
Condo
Built:
1988
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

Under contract-accepting backup offers. 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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-02-15T23:43:10.803.
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4442 Highland Park , #8 Sarasota, FL 34235

  • Price: $375,000
  • Status: Pending
  • On Site: 33 Days
  • MLS #: A4670881
3
Beds
2
Baths
1
½ Baths
N/A
Acres
2,120
SQFT
$177
$/SQFT
1988
Built
Neighborhood:
Highland Park
County:
Sarasota
Area:
Sarasota
Elementary School:
Gocio Elementary
Middle School:
Booker Middle
High School:
Booker High
Property Description
Under contract-accepting backup offers. 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.
Exterior Features

Architectural Style Florida Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 2 Direction Faces North Exterior Features CourtyardSliding Doors Foundation Details Slab Garage Dimensions 22x21 Parking Features Garage Door Opener Patio And Porch Features EnclosedFront PorchPatioRear Porch Pool Private Yn No Road Surface Type AsphaltPaved Roof Tile Spa YN No View GardenGolf Course Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms Inside Utility Appliances DishwasherDryerRangeRange HoodRefrigeratorWasher Building Area Total 2963 Cooling Central Air Cooling YN Yes Fireplace Features Wood Burning Fireplace Yn Yes Flooring CarpetCeramic Tile Furnished Unfurnished Heating Central Heating YN Yes Interior Features Ceiling Fan(s)Coffered Ceiling(s)Crown MoldingEating Space In KitchenHigh CeilingsWalk-In Closet(s)Wet Bar Laundry Features InsideLaundry Room Levels One Sewer Public Sewer Stories Total 1 Water Source Public

Property Features

Additional Lease Restrictions Lease restrictions Approval Process Approval required Association Amenities Cable TVPoolVehicle Restrictions Association Approval Required Yn Yes Association Fee 2049 Association Fee Frequency Annually Association Fee Includes Cable TVCommon Area TaxesCommunity PoolEscrow Reserves FundMaintenance StructureMaintenance GroundsManagerPest ControlPool Maintenance Association Fee Monthly Amount 170.75 Association Fee Requirement Required Association Montly Maint Amt Add To Hoa 0 Association Yn Yes Building Name Number HIGHLAND PARK Cdd Yn No Community Features Buyer Approval RequiredClubhouseDeed RestrictionsDog ParkPoolSidewalks Condo Fee Monthly Amount 841 Condo Fees 2522 Condo Fees Term Quarterly Condo Land Included Yn No Down Payment Resource Yes Flood Zone Code X Floor Number 1 Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN Yes Minimum Lease 3 Months New Construction Yn No Ownership Condominium Pets Allowed Cats OKDogs OKYes Property Attached YN Yes Property Condition Completed Property Sub Type Condominium Realtor Info As-IsAssoc approval requiredLease Restrictions Required Remarks Under contract-accepting backup offers. Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Highland Park Tax Annual Amount 3127 Total Annual Fees 12137 Total Monthly Fees 1011.42 Utilities Cable ConnectedElectricity ConnectedSewer Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF2


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of MICHAEL SAUNDERS & COMPANY: 941-951-6660.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-02-15T23:43:10.803.
 
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