4415 HIGHLAND OAKS CIRCLE

Property Details

Description

Virtually Staged. Welcome to an elevated Sarasota lifestyle in The Highlands at The Meadows, where timeless design, privacy, and resort-style living come together beautifully. This impressive 3-bedroom, 2.5-bath pool home with a NEW ROOF offers approximately 2,046 square feet of thoughtfully designed living space on a generous .34-acre homesite with peaceful golf-course views. From the moment you enter, the home feels bright, spacious, and refined, with soaring vaulted ceilings, an open-concept layout, abundant natural light, and a desirable split-bedroom floor plan. The kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, stone countertops, stainless-steel appliances, and ample prep and storage space. The living areas flow effortlessly to the private outdoor retreat, where a heated pool and spa, expansive covered lanai, outdoor shower, and tranquil golf-course backdrop create the perfect setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. The spacious primary suite provides a serene escape with a walk-in closet, beautifully appointed bath, soaking tub, and peaceful views, while the additional bedrooms perfect flexibility for guests, family, or a home office. Additional highlights include an attached 2-car garage, lush established landscaping, generous outdoor living space, and the peace of mind of a new roof. Ideally located within sought-after The Meadows, residents enjoy a beautifully maintained community surrounded by lakes, mature landscaping, walking and biking paths, recreational amenities, and an exceptional Sarasota location. Just minutes from UTC shopping and dining, downtown Sarasota, cultural destinations, and the Gulf Coast’s world-renowned beaches, this residence offers the perfect combination of luxury, convenience, and relaxed Florida living. A rare opportunity to own a beautifully maintained pool home with golf-course views and a new roof in one of Sarasota’s most established and desirable communities.Photos have been virtually Staged .

Facts & Costs

Property type

Single Family Residence

Year built

1988

Lot size

0.34 acres

Garage

2 spaces

Half baths

1

Price per sq ft

$397

Days on market

16

Private pool

Yes

Waterfront

No

Community

The Meadows

Subdivision

THE HIGHLANDS

County

Sarasota

Flood zone

X

Monthly & yearly costs

HOA fee

$1,702 / annually

Property taxes

$7,011 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating

Central, Electric

Cooling

Central Air

Flooring

Ceramic Tile, Luxury Vinyl

Construction

Block

Parking

Covered, Driveway, Garage Door Opener

View

Golf Course, Pool

Payment Estimate

$4,837 / month

Principal & interest

$4,111

Property taxes

$584

HOA

$142

Home insurance

enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

• Dishwasher
• Disposal
• Dryer
• Electric Water Heater
• Exhaust Fan
• Microwave
• Range
• Refrigerator
• Washer
• Built-in Features
• Cathedral Ceiling(s)
• Ceiling Fans(s)
• Eat-in Kitchen
• High Ceilings
• Living Room/Dining Room Combo
• Open Floorplan
• Primary Bedroom Main Floor
• Stone Counters
• Thermostat
• Vaulted Ceiling(s)
• Walk-In Closet(s)
• Outdoor Shower
• Private Mailbox
• Sidewalk
• Gunite
• In Ground