One or more photo(s) has been virtually staged. If you’ve been searching for the perfect Winter Garden home, your search ends here! Nestled in the highly sought-after Golf Cart District, this stunning CUSTOM BUILT home offers the ideal blend of elegance, privacy, and convenience. Set on a beautifully landscaped .31-acre CORNER HOMESITE surrounded by majestic live oaks and thoughtfully designed gardens, this property is truly one-of-a-kind. Check out the 3D tour to take a walk through this special home! Built with quality in mind, this home features concrete block construction and hardie plank siding for durability. Fresh exterior paint in 2023 & a BRAND NEW ROOF was completed in January 2025. Recent updates such as a TANKLESS GAS WATER HEATER, seamless gutters, security system, exterior lighting, and new toilets ensure comfort and peace of mind. Inside, the inviting floor plan includes two spacious bedrooms and 2.5 bathrooms on the 1st floor, plus a private 3rd bedroom/in-law suite above the garage. The main living areas showcase real WHITE OAK HARDWOOD FLOORS, and 9'4" ceilings with CROWN MOLDING. The great room’s NATURAL GAS BRICK FIREPLACE and built-in bookcases sets a cozy ambiance, perfect for relaxing evenings at home. The home’s double pane windows are equipped with WOOD PLANTATION SHUTTERS, allowing for ample natural light. The sunny kitchen is a true delight, featuring timeless white cabinetry, a GAS COOKTOP, electric wall oven, Bosch dishwasher, and a newer GE Profile refrigerator & microwave. A convenient appliance garage keeps your counters clutter-free, while low-maintenance Corian countertops and a breakfast bar add both function & style. The formal dining area, with a large bay window, offers a picturesque view of the front gardens, creating the perfect space for meals and entertaining. The serene owner’s suite is a true retreat, complete with a sitting area, cozy private study with built-in cabinetry, and peaceful views of the backyard garden. The en-suite bathroom boasts a generous walk-in closet, a ZERO-THRESHOLD TILED SHOWER, tile flooring and a built-in ironing board. Designed for accessibility, the first floor features wider hallways and doorways to accommodate those with limited mobility. Upstairs, the spacious 3rd bedroom/bonus room is ideal for guests or multi-generational living, complete with vaulted ceilings, a full bathroom with a tiled shower, built-in bench storage and an included armoire. The attic is accessible for even more storage. The oversized two-car garage has EPOXY COATED FLOORS, a second fridge for beverages, and under-stairs storage closet. Outside, the brick paved screened porch offers a tranquil setting for alfresco dining, while the open brick patio, shaded by a granddaddy live oak, is the perfect spot for enjoying nature. Gardening enthusiasts will appreciate the professionally designed landscape, including raised garden planters, irrigation, and lush gardens with minimal grass to maintain. With abundant parking on this corner lot and space for your golf cart, this home is perfectly positioned for an active lifestyle. Just a short walk to Winter Garden’s vibrant Plant Street, you’ll enjoy dining, shopping, festivals, a farmer’s market, splash pad, and more. Explore the Sobo art gallery, Crooked Can brewery, and the West Orange Trail, all within easy reach. This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods. Don’t miss your chance to make this gem yours today!
Sold for $772,000
$772,000
506 N DILLARD STREET, WINTER GARDEN, FL 34787
3beds
2,241sqft
Single Family Residence
Built in 2003
0.31 Acres Lot
$755,800 Zestimate®
$344/sqft
$3,390 Estimated rent
Home value
$755,800
$688,000 - $831,000
$3,390/mo
Zestimate® history
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List your homeWhat's special
Bay windowBreakfast barLush gardensRaised garden plantersCorian countertopsMajestic live oaksOpen brick patio
Zillow last checked:
Listing updated:
Listed by:
Kim Blaylock 407-497-9321,
HOMEVEST REALTY 407-897-5400
Bought with:
Dawn Pickard, 3570663
CHARLES RUTENBERG REALTY ORLANDO
Corey Smith, 3074055
CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS,MLS#: O6274167
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Attic, Bonus Room, Den/Library/Office, Great Room, Utility Room
Primary bedroom
- Description: Room4
- Features: Ceiling Fan(s), En Suite Bathroom, Handicapped Accessible, Other, Walk-In Closet(s)
- Level: First
- Dimensions: 15x15
Bedroom 2
- Description: Room6
- Features: Built-in Closet
- Level: First
- Dimensions: 11x13
Bedroom 3
- Description: Room8
- Features: Ceiling Fan(s), En Suite Bathroom, Storage Closet
- Level: Second
- Dimensions: 18x24
Primary bathroom
- Description: Room5
- Features: En Suite Bathroom, Exhaust Fan, Handicapped Accessible, Makeup/Vanity Space, Other, Shower No Tub, No Closet
- Level: First
- Dimensions: 8x15
Bathroom 2
- Description: Room7
- Features: Dual Sinks, Exhaust Fan, Tub With Shower, No Closet
- Level: First
Bathroom 3
- Description: Room9
- Features: En Suite Bathroom, Shower No Tub, Single Vanity, Tall Countertops, No Closet
- Level: Second
- Dimensions: 6x8
Balcony porch lanai
- Features: Ceiling Fan(s), No Closet
- Level: First
- Dimensions: 11x21
Dining room
- Description: Room2
- Level: First
- Dimensions: 12x12
Great room
- Description: Room3
- Features: Built-In Shelving, Handicapped Accessible
- Level: First
- Dimensions: 19x23
Kitchen
- Description: Room1
- Features: Breakfast Bar
- Level: First
- Dimensions: 13x13
Heating
- Central, Electric, Natural Gas
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer
- Laundry: Corridor Access, Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup
Features
- Accessibility Features, Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s), In-Law Floorplan
- Flooring: Carpet, Ceramic Tile, Hardwood
- Doors: French Doors
- Windows: Blinds, Double Pane Windows, Drapes, Rods, Shutters, Window Treatments
- Has fireplace: Yes
- Fireplace features: Gas, Living Room
Interior area
- Total structure area: 3,874
- Total interior livable area: 2,241 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, On Street, Oversized, Parking Pad
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Bedroom, Accessible Full Bath, Visitor Bathroom, Accessible Hallway(s), Accessible Kitchen, Accessible Central Living Area, Central Living Area
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Garden, Irrigation System, Private Mailbox, Rain Gutters, Sidewalk
- Fencing: Fenced,Vinyl,Wood
Lot
- Size: 0.31 Acres
- Features: Corner Lot, City Lot, Landscaped, Level, Sidewalk
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Parcel number: 272214939201551
- Zoning: R-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom
- Property subtype: Single Family Residence
Materials
- Block, Concrete, HardiPlank Type, Wood Frame
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Street Lights, Water Connected
Community & HOA
Community
- Features: Golf Carts OK, Sidewalks
- Security: Security Lights, Security System, Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: WINTER GARDEN SHORES REP
HOA
- Has HOA: No
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $344/sqft
- Tax assessed value: $556,193
- Annual tax amount: $3,088
- Date on market: 1/27/2025
- Cumulative days on market: 5 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 3/6/2025 | Sold | $772,000-3.5%$344/sqft |
Source:  Stellar MLS #O6274167 Report a problem | ||
| 2/2/2025 | Pending sale | $799,900$357/sqft |
Source: Stellar MLS #O6274167 Report a problem | ||
| 1/28/2025 | Listed for sale | $799,900+100%$357/sqft |
Source: Stellar MLS #O6274167 Report a problem | ||
| 12/14/2007 | Sold | $400,000+788.9%$178/sqft |
Source: Public Record Report a problem | ||
| 2/20/2003 | Sold | $45,000+60.7%$20/sqft |
Source: Public Record Report a problem | ||
| 7/28/1998 | Sold | $28,000-30%$12/sqft |
Source: Public Record Report a problem | ||
| 10/7/1993 | Sold | $40,000$18/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,089 +3.9% | $233,472 +3% |
| 2023 | $2,971 +3.3% | $226,672 +3% |
| 2022 | $2,877 +1.7% | $220,070 +3% |
| 2021 | $2,830 +0.9% | $213,660 +1.4% |
| 2020 | $2,806 +1.1% | $210,710 +2.3% |
| 2019 | $2,776 +1% | $205,973 +1.9% |
| 2018 | $2,748 | $202,132 -33.3% |
| 2017 | $2,748 +2.8% | $302,974 +23.6% |
| 2016 | $2,673 +0.3% | $245,099 +4.2% |
| 2015 | $2,665 -2.4% | $235,284 +4.1% |
| 2014 | $2,729 +2.5% | $225,969 +20% |
| 2013 | $2,662 +1.4% | $188,242 +1.7% |
| 2012 | $2,625 -3.4% | $185,058 -2.4% |
| 2011 | $2,718 -13.2% | $189,613 -13.4% |
| 2010 | $3,130 | $218,845 -10.7% |
| 2009 | -- | $245,177 -18.1% |
| 2008 | $4,110 +37.8% | $299,425 -4.4% |
| 2007 | $2,983 -7.7% | $313,312 +32.6% |
| 2006 | $3,232 +0.1% | $236,228 +15.9% |
| 2005 | $3,231 -3.1% | $203,767 +9.4% |
| 2004 | $3,334 +1105.7% | $186,222 +1129.2% |
| 2003 | $277 +0.1% | $15,150 |
| 2002 | $276 -3% | $15,150 |
| 2001 | $285 -0.8% | $15,150 |
| 2000 | $287 | $15,150 |
Find assessor info on the county website
Neighborhood: 34787
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Nearby schools
GreatSchools rating
- 5/10Dillard Street Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 4/10Lakeview Middle SchoolGrades: 6-9Distance: 1.3 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Dillard Street Elem
- Middle: Lakeview Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$755,800
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Estimated market value
$755,800
- Florida
- Orange County
- Winter Garden
- 34787
- 506 N DILLARD STREET
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