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$375,000
16 Days On Site

4442 HIGHLAND PARK 8
SARASOTA, FL 34235

For Sale|Condominium|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,120
SqFt
$177
/SqFt
1988
Built
Subdivision:
HIGHLAND PARK
County:
Sarasota
Call Now: 941-685-5565
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941-685-5565
4442 HIGHLAND PARK 84442 HIGHLAND PARK 84442 HIGHLAND PARK 84442 HIGHLAND PARK 8
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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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Listing Snapshot
Price 
$375,000
Days On Site 
16 Days
Bedrooms 
3
Inside Area (SqFt) 
2,120 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
N/A
Year Built 
1988
MLS® Number 
A4670881
Status 
Active
Property Tax 
$3,127
HOA/Condo/Coop Fees 
$170.75 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 days agoListing updated with changes from the MLS®
6 days agoPrice changed to $375,000
2 weeks agoListing first seen on site
General Features
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Number Of Stories 
1
Parking 
Garage Door OpenerAttached
Pets 
Cats OKDogs OKYes
Property Sub Type 
Condominium
Sewer 
Public Sewer
SqFt Total 
2963
Style 
Florida
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedSewer Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
DishwasherDryerRangeRange HoodRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Wood Burning
Flooring 
CarpetCeramic Tile
Furnished 
Unfurnished
Heating 
Central
Interior 
Coffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsWalk-In Closet(s)Wet Bar
Laundry Features 
InsideLaundry Room
Bedroom 2 
Dimensions - 14x11Level - First
Bedroom 3 
Dimensions - 13x12Level - First
Dining Room 
Dimensions - 20x10Level - First
Florida Room 
Dimensions - 26x10Level - First
Great Room 
Dimensions - 26x14Level - FirstFeatures - Bar
Kitchen 
Dimensions - 11x14Level - First
Master Bedroom 
Dimensions - 20x15Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
Courtyard
Patio And Porch 
EnclosedFront PorchPatioRear Porch
Roof 
Tile
View 
GardenGolf Course
Waterview 
GardenGolf Course
Community Features
Association Amenities 
Cable TVPool
Association Dues 
2049
Community Features 
ClubhousePoolSidewalks
HOA Fee Frequency 
Annually
MLS Area 
34235 - Sarasota
Roads 
AsphaltPaved
Township 
36S
Schools
School District
Unknown
Elementary School
Gocio Elementary
Middle School
Booker Middle
High School
Booker High
Listing courtesy of MICHAEL SAUNDERS & COMPANY (941) 809-6913



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-01-29 05:42 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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