Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$565,000.00
4427 HIGHLAND OAKS CIRCLE, SARASOTA, FL - 34235
3 beds
2.0 baths
2,067 sqft
$565,000.00
4427 HIGHLAND OAKS CIRCLE, SARASOTA, FL - 34235
Gabriella Massaro
$565,000.00
3 beds
2.0 baths
2,067 sqft
4427 HIGHLAND OAKS CIRCLE, SARASOTA, FL - 34235
For Sale
Photo 1
  • Built in 1988
  • 2 garage spaces
  • $273.34/sqft
  • Lot size: 15,000 sqft
  • 45 days on market

Absolutely beautiful and spacious! This 3-bedroom, 2-bath home is tucked away in The Highlands neighborhood of The Meadows. It sits on a quiet circle with a golf course view from the back where the western orientation brings afternoon light and beautiful sunsets to the screened lanai. Renovated a few years ago, it includes updated laminate wood flooring, quartz counters in the kitchen and baths, new cabinets, stainless appliances (including a wine fridge), modern fixtures, frameless shower doors, and a soaking tub in the primary bath that looks out to a courtyard with bougainvillea. The A/C and rain gutters are recent, and there's space to add a pool later if wanted. Inside, the open layout flows between the living area with a wood-burning fireplace, kitchen with pantry, and family space. Cathedral ceilings and skylights keep things bright. The primary bedroom has a walk-in closet and en suite bath; the other two bedrooms also have walk-in closets. Sliding doors open to the porch for easy outdoor time and fresh spring air. The Meadows offers plenty of outdoor space with walking trails, ponds, a community pool, fitness center, tennis and pickleball courts, and various resident activities. Optional access to some facilities is available through the Renaissance program. The location puts you close to University Town Center shopping and dining, a short drive to downtown Sarasota's restaurants, museums, and theaters, the airport, and Gulf beaches. Don't wait, schedule your showing today!

  • Directions: I75 to exit 213, University Pkwy. Go west on University Pkwy, then turn left Honore Ave. Turn right on Longmeadow, then right on Hadfield Dr. Turn right on Highland Oaks Dr, continue on Highland Oaks Cir.
  • County: Sarasota
  • Geo subdivision: THE HIGHLANDS

Nearby Schools

Gocio Elementary

Booker Middle

Booker High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
4956 CREEKSIDE TRAIL, SARASOTA, FL - 34243
$524,950.00
4 bds
2.0 ba
2,362 sqft
4956 CREEKSIDE TRAIL, SARASOTA, FL - 34243
For Sale
3522 FERNDELL, SARASOTA, FL - 34235
$539,000.00
3 bds
2.0 ba
1,998 sqft
3522 FERNDELL, SARASOTA, FL - 34235
For Sale
3052 WEBBER STREET, SARASOTA, FL - 34239
$535,000.00
3 bds
2.0 ba
2,141 sqft
3052 WEBBER STREET, SARASOTA, FL - 34239
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4682654
Listing updated: April 6, 2026 at 3:01PM
Listing provided by: Daria Chmyl, KW SUNCOAST
Last checked 4 hours ago
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