128 N Highland Avenue, Winter Garden, FL 34787
Local realty services provided by:CENTURY 21 North East
Listed by: kurt gunter
Office: deniz realty partners llc.
MLS#:O6442723
Source:MFRMLS
Price summary
- Price:$965,000
- Price per sq. ft.:$326.34
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!...
Contact an agent
Home facts
- Year built:1920
- Subdivision & Development:COOPER & SEWELL ADD
- Listing ID #:O6442723
- Added:1 day(s) ago
- Updated:September 19, 2026 at 11:32 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Flooring:Carpet, Ceramic Tile, Wood
- Dining Description:Eat In Kitchen, Living Room/Dining Room Combo
- Kitchen Description:Dishwasher, Disposal, Eat-in Kitchen, Microwave, Range, Refrigerator, Solid Wood Cabinets, Stone Counters
- Bedroom Description:High Ceilings, Primary Bedroom Upstairs, Split Bedroom, Walk-In Closet(s)
- Basement Description:Crawlspace
- Living area:2,325 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1920
- Building area:2,325 sq. ft.
- Lot area:0.34 Acres
- Lot Features:Level, Oversized, Sidewalk
- Architectural Style:Bungalow, Craftsman
- Construction Materials:Frame
- Exterior Features:Front Porch, Lighting, Outdoor Shower, Rain Gutters, Rear Porch, Side Porch, Sidewalk
- Foundation Description:Stilt/On Piling
- Levels:2 Story
Schools
- High school:West Orange High
- Middle school:Lakeview Middle
- Elementary school:Dillard Street Elem
Utilities
- Water:Public, Water Available
- Sewer:Public, Public Sewer, Sewer Available
Finances and disclosures
- Price:$965,000
- Price per sq. ft.:$326.34
- Tax amount:$6,372 (2025)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry features:Dryer, Inside, Washer
- Amenities:BB/HS Internet Available, Cable Available, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Electricity Available, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Sprinkler Well, Stone Counters, Walk-In Closet(s)
- Pool features:Public Pool
Parking
- Parking description:Driveway, On Street, Oversized, Workshop in Garage
- Garage:Yes
- Garage spaces:1
New listings near 128 N Highland Avenue
- Coming Soon
$575,000Coming Soon2 beds 2 baths1,051 sq. ft.325 W Newell Street, WINTER GARDEN, FL 34787
MLS# O6441955Listed by: CENTURY 21 CARIOTI - Coming Soon
$350,000Coming Soon3 beds 3 baths1,625 sq. ft.1017 Priory Circle, WINTER GARDEN, FL 34787
MLS# O6438757Listed by: COMPASS FLORIDA LLC - New
$389,000Active0.48 Acres1669 Markel Drive, WINTER GARDEN, FL 34787
MLS# O6443235Listed by: Q BOUTIQUE SPECIALTY REALTY INC - New
$429,900Active3 beds 3 baths1,698 sq. ft.2036 Portcastle Circle, WINTER GARDEN, FL 34787
MLS# TB8549464Listed by: TAH FLORIDA LLC - New
$350,000Active3 beds 3 baths1,625 sq. ft.1017 Priory Circle, Winter Garden, FL 34787
MLS# 12763710Listed by: COMPASS FLORIDA LLC - Open Sat, 11am to 3pmNew
$849,900Active4 beds 3 baths2,528 sq. ft.16668 Sanctuary Drive, WINTER GARDEN, FL 34787
MLS# O6440789Listed by: REAL BROKER, LLC - Open Sun, 12 to 3:30pmNew
$545,000Active4 beds 2 baths2,138 sq. ft.330 Lake Amberleigh Drive, Winter Garden, FL 34787
MLS# 1087928Listed by: EXP REALTY, LLC - New
$638,000Active3 beds 3 baths1,650 sq. ft.910 Trowman Aly, WINTER GARDEN, FL 34787
MLS# S5157852Listed by: WATSON REALTY CORP - New
$589,000Active3 beds 2 baths2,035 sq. ft.1631 Charlemagne Court, WINTER GARDEN, FL 34787
MLS# O6442789Listed by: BEYCOME OF FLORIDA LLC