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.
Sold for $320,000
$320,000
4442 HIGHLAND PARK #8, SARASOTA, FL 34235
3beds
2,120sqft
Condominium
Built in 1988
-- sqft lot
$315,500 Zestimate®
$151/sqft
$4,699 Estimated rent
Home value
$315,500
$287,000 - $347,000
$4,699/mo
Zestimate® history
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List your homeWhat's special
Courtyard-style entryFreshly paintedFlexible three-bedroom layoutAttached two-car garageWood-burning fireplaceBuilt-in wet barSpacious great room
Zillow last checked:
Listing updated:
Listed by:
Ryndie Brusco 941-809-6913,
MICHAEL SAUNDERS & COMPANY 941-951-6660
Bought with:
Fernando Viteri, PA, 3089222
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Source: Stellar MLS,MLS#: A4670881
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Utility Room
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 300 Square Feet
- Dimensions: 20x15
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Dining room
- Level: First
- Area: 200 Square Feet
- Dimensions: 20x10
Florida room
- Level: First
- Area: 260 Square Feet
- Dimensions: 26x10
Great room
- Features: Bar
- Level: First
- Area: 364 Square Feet
- Dimensions: 26x14
Kitchen
- Level: First
- Area: 154 Square Feet
- Dimensions: 11x14
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Walk-In Closet(s), Wet Bar
- Flooring: Carpet, Ceramic Tile
- Doors: Sliding Doors
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,963
- Total interior livable area: 2,120 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener
- Attached garage spaces: 2
- Details: Garage Dimensions: 22x21
Features
- Levels: One
- Stories: 1
- Patio & porch: Enclosed, Front Porch, Patio, Rear Porch
- Exterior features: Courtyard
- Has view: Yes
- View description: Garden, Golf Course
Lot
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 0033051008
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Florida
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Sewer Connected
Community & HOA
Community
- Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Dog Park, Pool, Sidewalks
- Pet fee: $0 monthly
- Subdivision: HIGHLAND PARK
HOA
- Has HOA: Yes
- Amenities included: Cable TV, Pool, Vehicle Restrictions
- Services included: Cable TV, Common Area Taxes, Community Pool, Reserve Fund, Maintenance Structure, Maintenance Grounds, Manager, Pest Control, Pool Maintenance
- HOA fee: $1,011 monthly
- HOA name: Stokes Property Management - Rebecca Stokes
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $151/sqft
- Tax assessed value: $465,300
- Annual tax amount: $3,127
- Date on market: 1/13/2026
- Cumulative days on market: 21 days
- Ownership: Condominium
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt, Paved
Price history
| Date | Event | Price |
|---|---|---|
| 2/26/2026 | Sold | $320,000-14.7%$151/sqft |
Source:  Stellar MLS #A4670881 Report a problem | ||
| 2/5/2026 | Pending sale | $375,000$177/sqft |
Source: Stellar MLS #A4670881 Report a problem | ||
| 1/23/2026 | Price change | $375,000-6.3%$177/sqft |
Source: Stellar MLS #A4670881 Report a problem | ||
| 1/13/2026 | Listed for sale | $400,000+56.9%$189/sqft |
Source: Stellar MLS #A4670881 Report a problem | ||
| 10/1/1997 | Sold | $255,000$120/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,258 +4.9% | $257,893 +2.9% |
| 2024 | $3,106 +6.2% | $250,625 +3% |
| 2023 | $2,924 +1.4% | $243,325 +3% |
| 2022 | $2,885 +2% | $236,238 +3% |
| 2021 | $2,828 +0% | $229,357 +1.4% |
| 2020 | $2,828 +5.8% | $226,190 +4.3% |
| 2019 | $2,672 | $216,804 +1.9% |
| 2018 | $2,672 +2.6% | $212,762 +2.1% |
| 2017 | $2,603 +0.5% | $208,386 -31% |
| 2016 | $2,589 -1% | $302,000 +12.9% |
| 2015 | $2,616 +0.4% | $267,400 +35% |
| 2014 | $2,605 +0.4% | $198,100 |
| 2013 | $2,594 +1% | $198,100 |
| 2012 | $2,569 +1.5% | $198,100 |
| 2011 | $2,530 -6.1% | $198,100 -3% |
| 2010 | $2,694 -11.5% | $204,200 -15.8% |
| 2009 | $3,045 | $242,500 -0.4% |
| 2008 | $3,045 -2.1% | $243,575 +3% |
| 2007 | $3,111 | $236,481 +2.5% |
| 2006 | -- | $230,713 +3% |
| 2005 | -- | $223,993 +3% |
| 2004 | $3,244 -1% | $217,469 +1.9% |
| 2003 | $3,277 +1.5% | $213,414 +2.4% |
| 2002 | $3,230 +7% | $208,412 +1.6% |
| 2001 | $3,017 +3.2% | $205,130 +3% |
| 2000 | $2,923 | $199,155 |
Find assessor info on the county website
Neighborhood: The Meadows
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Nearby schools
GreatSchools rating
- 2/10Gocio Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 5/10Booker Middle SchoolGrades: 6-8Distance: 2.8 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 3.6 mi
Schools provided by the listing agent
- Elementary: Gocio Elementary
- Middle: Booker Middle
- High: Booker High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$315,500
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$315,500
- Florida
- Sarasota County
- Sarasota
- 34235
- The Meadows
- 4442 HIGHLAND PARK Unit 8
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