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4442 HIGHLAND PARK SARASOTA FL 34235

$400,000
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4442 HIGHLAND PARK, SARASOTA, FL 34235 - MLS#MFRA4670881 4442 HIGHLAND PARK, SARASOTA, FL 34235 - MLS#MFRA4670881 4442 HIGHLAND PARK, SARASOTA, FL 34235 - MLS#MFRA4670881 4442 HIGHLAND PARK, SARASOTA, FL 34235 - MLS#MFRA4670881

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 4442 Highland Park #8

3 Bedrooms
2/1 Bathrooms
2 Car Garage
2,963 Square Feet
2,120SF Living Area
Pool:
No
Water: None
Year Built 1988
Listed For 1 Days

Don't miss this condo for sale in The Meadows! 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.

This lovely condo was built in 1988 and features 3 bedrooms, and 2 full bathrooms plus 1 half bath. This condo for sale is 2,963 square feet, with 2,120 sq ft being air conditioned living space. The condo2 assigned parking garage spots and does not have a private swimming pool, although there is a community pool in the complex for use by residents.

Directions to this property are as follows: From Longmeadow And Hadfield, Turn On Hadfield, Right On Highland Oaks Dr., Right Into Highland Park, Take First Right And 4442 Is At End.

Please contact your ZFC agent for more information about MLS# MFRA4670881 or any other condos for sale in Sarasota or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer

Architecture

Florida

Cooling

Central Air

Heating

Central

Flooring

Carpet, Ceramic Tile

Parking

Garage Door Opener

View

Garden, Golf Course view

Construction Materials

Block, Stucco

Interior Features

Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Wet Bar

Furnished

Unfurnished

Exterior Features

Courtyard, Sliding Doors

Property Condition

Completed

Patio And Porch Features

Enclosed, Front Porch, Patio, Rear Porch

Roof

Tile

Utilities

Cable Connected, Electricity Connected, Sewer Connected

Laundry

Inside, Laundry Room

Fireplace

Wood Burning

Zoning

R S F2

Year Built

1988

Pets Allowed

Cats O K, Dogs O K, Yes

Annual Real Estate Taxes

$3,127 (2025)

Legal Description

Unit 8 Highland Park

Property Type

Condominium

HOA Fees

$2,049 /Annually

Association Fee Includes

Cable T V, Common Area Taxes, Pool, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Management, Pest Control

Association Amenities

Cable T V, Pool, Vehicle Restrictions

Community Features

Buyer Approval Required, Clubhouse, Deed Restrictions, Dog Park, Pool, Sidewalks

Direction Faces

North

MLS Number

MFRA4670881

Universal Property Id

U S-12115-N-0033051008-S-8

Days On Market

1

Community Name

Highland Park

Property Manager

Stokes Property Management -Rebecca Stokes

4442 Highland Park #8 Price Calculator

Get Mortgage Quote For This Condo

The payment calculator figures for 4442 Highland Park #8 should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this condo for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $3,127 but will likely change when this condo sells. These estimations are calculated from a list price of $400,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the condo characteristics and location.

Recent Condo Sales near 4442 Highland Park #8

Address Sale Price Bed Bth Size Location Sale Date
5625 PIPERS WAITE #9 $Log in to view 3 2/0 2,866SF Pipers Waite 06/04/2025
4004 OAKLEY GREENE #37 $Log in to view 3 2/0 2,543SF Oakley Green 02/14/2025
5250 MANORWOOD DR #4A $Log in to view 3 3/0 2,727SF Grande Oaks Preserve 04/11/2025
5102 MANORWOOD DR #2D $Log in to view 3 3/0 2,727SF Grande Oaks Preserve 04/04/2025
5242 MANORWOOD DR #3A $Log in to view 3 3/0 2,727SF Grande Oaks Preserve 10/24/2025

MLS# MFRA4670881 Listing History

10/28/2025 Listed for sale by MICHAEL SAUNDERS & COMPANY with MLS# MFRA4670881 with a list price of $400,000.

Sarasota County Schools

Elementary School

Middle School

High School

Public Transportation

Breeze Transit:

Downtown/SRQ/UTC Mall

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Downtown/SRQ/UTC Mall

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

This listing of 4442 Highland Park #8 Sarasota FL 34235 was last updated on 2026-01-14 07:12:13. Listing courtesy of MICHAEL SAUNDERS & COMPANY.
MLS

Map of 4442 Highland Park #8 Sarasota FL 34235

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.

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