$965,000

128 N Highland Avenue Winter Garden, FL 34787 Residential - Single Family Pending

  • 128 N Highland Avenue, Winter Garden, FL 34787 Main Photo

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Description

Under contract-accepting backup offers. 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!

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 1
Heating: Central, Electric
Home Style: Bungalow, Craftsman
Lot Size: 0.34 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $6,371
Year Built: 1920

General Information

Bedrooms: 4
Bathrooms: 2 Full 1 Half
Sqft: 2,325
County: Orange
High School: West Orange High
Subdivision: COOPER & SEWELL
Listed By:
Kurt Gunter DENIZ REALTY PARTNERS LLC 407-704-0780

Amenities

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)
Lighting
Outdoor Shower
Rain Gutters
Sidewalk
Storage

Room Information

Kitchen: 16.1x10.11
Dining Room: 12.1x11.6
Living Room: 17.1x11.6
Office: 9.4x10.6
Bedroom 2: 12.2x12
Bedroom 3: 12.5x11.7
Bathroom 2: 9.4x6.1
Loft: 13.5x29.4
Primary Bedroom: 19.6x10.2
Primary Bathroom: 10.1x10.11

Property Features

Additional Rooms: Attic, Family Room, Inside Utility
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Directions: Heading 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.
Exterior: Frame
Fencing: Chain Link, Fenced, Wood
Fireplace: Decorative, Electric
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Ceramic Tile, Wood
Foundation: Crawlspace, Stilt/On Piling
Garage Dimensions: 25x25
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Historic District, City Limits, Level, Oversized Lot, Sidewalk, Street Brick
Lot Dimensions: 0.34
Other Structures: Workshop
Ownership: Fee Simple
Parking: Driveway, On Street, Oversized, Workshop in Garage
Parking Notes: Driveway, On Street, Oversized, Workshop in Garage
Patio/Porch: Front Porch, Rear Porch, Side Porch
Pets Allowed: Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, See Remarks, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Public, Sewer Available, Sprinkler Well, Water Available
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Blinds
Zoning: R-2
$965,000
4beds
2.5baths
2,325sqft
1cars
New to the Market Pending
BEDS4 BATHS2 full 1 partial SQUARE FEET2,325 MLS#O6442723
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONCOOPER & SEWELL

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128 N Highland Avenue, Winter Garden, FL 34787.

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Estimated Payment

$ 4,067.16 per month $3,254.78 Principal & Interest $530.92 Property Tax $281.46 Homeowner's Insurance

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