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$400,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,120 Sq. Ft.
  • Updated 5 days ago
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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.

Full Property Details for 4442 Highland Park #8

General

  • Price: $400,000
  • HOA FEE: $171/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,127 (2025)
  • Status: Active
  • Type: Condo
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4670881
  • Updated: 1/13/2026
  • Added to Site: 6 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Cable TV, Pool, Vehicle Restrictions

Exterior

  • Exterior Features: Courtyard, Sliding Doors
  • Deck/Patio: Enclosed, Front Porch, Patio, Rear Porch
  • Porch/Patio/Deck: Enclosed, Front Porch, Patio, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener

Location

  • Area: 34235 - Sarasota
  • County: Sarasota
  • Development Name: 34235 - Sarasota
  • Subdivision: HIGHLAND PARK
  • Driving 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.
  • Direction Faces: North

School Information

  • Elementary School: Gocio Elementary
  • Middle School: Booker Middle
  • High School: Booker High

Community

  • Community Name: 34235 - Sarasota
  • Community Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Dog Park, Pool, Sidewalks
  • Optional Amenities: Cable TV, Pool, Vehicle Restrictions
  • Association: Yes
  • Assoc. Name: Stokes Property Management - Rebecca Stokes
  • Assoc. Fees Include: Cable TV, Common Area Taxes, Community Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Manager, Pest Control, Pool Maintenance

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 2,120
  • Sq. Ft. Source: Public Records
  • Year Built: 1988

Lot Features

  • Property View: Garden, Golf Course
  • Street/Road Desc.: Asphalt, Paved

Financial Considerations

  • Association Fee: $2,049
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Condo Fee: $2,522
  • Condo Fee Freq: Quarterly
  • Tax Amount: $3,127
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Condominium
  • Special Conditions: None
  • Legal Description: UNIT 8 HIGHLAND PARK
  • Flood Zone Info: X
  • APN: 33051008
  • Property ID: 33051008

Listed by Michael Saunders & Company

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Listing agent

— 4442 Highland Park #8 —

  • Michael Saunders & Company

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4442 Highland Park #8

School District:Sarasota County School District
NameGradesDistance
Gocio Elementary School
3450 Gocio Road, Sarasota, FL 34235
PK-51.3 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-82.7 mi
Booker High School
3201 North Orange Avenue, Sarasota, FL 34234
9-123.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4442 Highland Park #8 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/13/2026
Listed
$400,000
56.86%
MLS
10/01/1997
Sold
$255,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4442 Highland Park #8

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,106
6%
$250,625
3%
2023
$2,924
3%
$243,325
6%
2021
$2,828
-2%
$229,357
-3%
2022
$2,885
2%
$236,238
4%
2021
$2,828
6%
$226,190
4%
2019
$2,672
3%
$216,804
2%
2018
$2,603
1%
$212,762
2%
2017
$2,589
1%
$208,386
2%
2016
$2,573
-2%
$204,100
1%
2015
$2,616
—
$202,681
1%
2014
$2,605
—
$201,072
2%
2013
$2,594
—
$198,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Michael Saunders & Company

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4442 Highland Park #8, Sarasota, FL 34235 (MLS# A4670881) is a Condo property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 4442 Highland Park #8 is currently listed for $400,000 and was received on January 13, 2026. Want to learn more about 4442 Highland Park #8? Do you have questions about finding other Condo real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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