128 N HIGHLAND AVENUE, WINTER GARDEN, FL 34787

$965,000 · Active

MLS #O6442723

Price

$965,000

Status

Active

Bedrooms

4

Bathrooms

2.5

Living area

2,325 sq ft

Home type

Single Family Residence

Year built

1920

Lot size

0.34 acres

Full bathrooms

2

Half bathrooms

1

Private pool

No

Waterfront

No

New construction

No

HOA

No

55+ community

No

Levels

Two

County

Orange

Garage spaces

1

Annual property taxes

$6,371.59

Subdivision

COOPER & SEWELL ADD

Style

Bungalow, Craftsman

Appliances & Equipment

Dishwasher · Disposal · Dryer · Electric Water Heater · Microwave · Range · Refrigerator · Washer

Bathrooms

3 total bathrooms · 2 full bathrooms · 1 half bathroom

Bedrooms

4 total bedrooms

Building

Built in 1920 · Living area: 2325 · Living area units: Square Feet · Building faces East · Levels: Two · Construction Materials: Frame

Cooling

Central Air

Exterior Features

Patio/Porch Features: Front Porch, Rear Porch, Side Porch · Lighting · Outdoor Shower · Rain Gutters · Sidewalk · Storage

Fence

Chain Link · Fenced · Wood

Fireplaces

Decorative · Electric

Floors

Carpet · Ceramic Tile · Wood

Foundation

Crawlspace · Stilt/On Piling

Garage

1 space

Heating

Central · Electric

Interior Features

Ceiling Fans(s) · Crown Molding · Eat-in Kitchen · High Ceilings · Living Room/Dining Room Combo · PrimaryBedroom Upstairs · Solid Wood Cabinets · Split Bedroom · Stone Counters · Walk-In Closet(s)

Laundry

Inside

Lot

0.34 acres · Historic District · City Limits · Level · Oversized Lot · Sidewalk · Street Brick · Mature Landscaping · Oak Trees · Trees/Landscaped

Parking

Driveway · On Street · Oversized · Workshop in Garage

Pets Policy

Allowed: Yes

Property

Other structures: Workshop · Garden · Trees/Woods

Roof

Shingle

Sewer

Public Sewer

Utilities

BB/HS Internet Available · Cable Available · Electricity Available · Public · Sewer Available · Sprinkler Well · Water Available · Water Source: Public

Windows

Blinds

Elementary school

Dillard Street Elem

Middle school

Lakeview Middle

High school

West Orange High

View virtual tour

About this home

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!

Courtesy of DENIZ REALTY PARTNERS LLC 407-704-0780

Contact LPT Realty at (877) 366-2213 to ask about this home.