USAFLWinter GardenCooper & Sewell Add128 N Highland Ave

128 N Highland Ave, Winter Garden, FL

House

For Sale

Listed price in listed location currency (USD).

$965,000

431

MLS® O6442723

Overview

Key Facts

Type Single Family Residence

Levels Residential

Size 2325 sqft

Garage Yes

Taxes $6,372

Days Active 13

Lot Size 0.34 Acres

Approx. Age 1920

Avg. Price Per Sqft $415

MLS® Number O6442723

Property Address: 128 N Highland Ave, Winter Garden, FL, 34787-2738

Average square foot calculated using Size range provided by listing agent.

Description

Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY!

MLS® NumberO6442723

Laundry LevelEnsuite

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age1920

Basement

DrivewayDriveway, On Street, Oversized, Workshop in Garage

Garage Spaces

HeatCentral, Electric

A/CCentral Air

Extras

Rooms

Change to metres

Other:Second Floor19.6 × 10.2 ft

Other:Second Floor10.1 × 10.11 ft

Office:First Floor9.4 × 10.6 ft

Bedroom 3:First Floor12.5 × 11.7 ft

Bathroom 2:First Floor9.4 × 6.1 ft

Living Room:First Floor17.1 × 11.6 ft

Dining Room:First Floor12.1 × 11.6 ft

Loft:Second Floor13.5 × 29.4 ft

Kitchen:First Floor16.1 × 10.11 ft

Bedroom 2:First Floor12.2 × 12 ft

How Much House Can I Afford?

Home Estimate Zoopraisal®

This property is estimated to sell between: $811,000 and $1,042,000.

Similar properties in this area sold on average for: $811,592

Expected to sell in 19 days. Similar properties sold in 32 days. This home has been on Zoocasa for 13 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Map

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