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$965,000

4 Beds 2 / 1 Full / Half Baths 2,325 SQFT 0.34 Acres
Type: Single Family

128 N HIGHLAND AVENUE
WINTER GARDEN, FL 34787

MLS#: O6442723
Dillon Lee
Dillon Lee
The Real Estate Advantage
Phone: 612.432.7743
Office: 952.898.5800
Presented by: DENIZ REALTY PARTNERS LLC with 407-704-0780. - 407-704-0780

Property 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!


 

Interior Features

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSource0 sqft
Air Conditioning Y/NYes
Fireplace FeaturesDecorative, Electric
Fireplace Y/NYes
FlooringCarpet, Ceramic Tile, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
Laundry FeaturesInside
Window FeaturesBlinds

General

Additional Parcels Y/NNo
Additional RoomsAttic, Family Room, Inside Utility
AppliancesDishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Architectural StyleBungalow, Craftsman
Attached Garage No
Building Area Units0 sqft
Carport Y/NNo
CityWINTER GARDEN
Construction MaterialsWood Frame
CoolingCentral Air
CountyOrange
DirectionsHeading west on FL-50 in Winter Garden, turn right onto S Dillard St. Turn left onto E Smith St. Turn right onto S Highland Ave. It will be on the left side.
Elementary SchoolDillard Street Elem
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Spaces1
Garage Y/NYes
HeatingCentral, Electric
High SchoolWest Orange High
In Law Suite YNNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionCOOPER & SEWELL ADDITION F/39 LOT 6 & LOT 15 (LESS W 125 FT THEREOF) & VAC ALLEYBETWEEN SAID LOTS BLK E
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area Units0 sqft
Lot Size Square Feet14,649 sqft
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolLakeview Middle
Minimum Lease8-12 Months
New ConstructionNo
Occupancy TypeOwner
Other StructuresWorkshop
OwnershipFee Simple
Patio/Porch FeaturesFront Porch, Rear Porch, Side Porch
Pets AllowedYes
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameCOOPER & SEWELL ADD
Tax Annual Amount$6,372
Tax Lot6
Tax Year2025
Total Rooms10
UtilitiesBB/HS Internet Available, Cable Available, Electricity Available, Public, Sewer Available, Sprinkler Well, Water Available
ViewGarden, Trees/Woods
Virtual TourClick here
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1920
ZoningR-2

Exterior

Building Area Total2,957 sqft
Covered Spaces1
Exterior AmenitiesLighting, Outdoor Shower, Rain Gutters, Sidewalk, Storage
FencingChain Link, Fenced, Wood
Foundation DetailsCrawlspace, Stilt/On Piling
Lot FeaturesHistoric District, City Lot, Level, Oversized Lot, Sidewalk
Lot Size Acres0.34
Lot Size Area14,649 sqft
Parking FeaturesDriveway, On Street, Oversized, Workshop in Garage
Private PoolNo
Road Frontage TypeStreet Brick
Road Surface TypeBrick
VegetationMature Landscaping, Oak Trees, Trees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

  

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$965,000

4 Beds 2 / 1 Full / Half Baths 2,325 SQFT 0.34 Acres
Type: Single Family

128 N HIGHLAND AVENUE
WINTER GARDEN, FL 34787

MLS#: O6442723
Dillon Lee
Dillon Lee
The Real Estate Advantage
Phone: 612.432.7743
Office: 952.898.5800