Searching on:
- School = Dillard Street Elem
Single Family
- Price: $1,800,000.00
- Price sqft: $385.36 / sqft
- Days On Market: 10
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 3
- Bldg sqft: 4671
- Acreage: 0.64 acres
- Pool: No
- Waterfront: No
- Year Built: 1953
MLS#: O6353975
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: J L Dillard Sub 3
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: HOMEVEST REALTY
- DMCA Notice
Description
- Welcome to a Once in a Lifetime Opportunity in the Heart of Downtown Winter Garden Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one o
Single Family
- Price: $1,650,000.00
- Price sqft: $368.30 / sqft
- Previous Price: $1,699,000
- Last Price Change: 10/25/25
- Days On Market: 108
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 1
- Bldg sqft: 4480
- Acreage: 0.25 acres
- Pool: No
- Waterfront: No
- Year Built: 2025
MLS#: O6325831
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Showalter Park
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: HOMEVEST REALTY
-
- DMCA Notice
Description
- Welcome to your dream home in the heart of Winter Garden's Golf cart Community! This stunning 4 bedroom 4.5 baths residence offers a perfect blend of luxury and comfort, ideal for families and entert
Single Family
- Price: $1,100,000.00
- Price sqft: $252.18 / sqft
- Days On Market: 26
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 4362
- Acreage: 0.69 acres
- Pool: No
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1973
MLS#: NS1086151
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Emerald Acres
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: ENGEL & VOLKERS NEW SMYRNA
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- DMCA Notice
Description
- Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reima
Single Family
- Price: $900,000.00
- Price sqft: $188.21 / sqft
- Previous Price: $950,000
- Last Price Change: 10/18/25
- Days On Market: 475
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 4782
- Acreage: 0.37 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1957
MLS#: O6222919
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Winter Garden Shores Rep
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: HOMEVEST REALTY
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Discover the charm and convenience of luxurious living in this stunning 5 bedroom, 3 bathroom home, perfectly located in the heart of downtown Winter Ga
Single Family
- Price: $894,544.00
- Price sqft: $292.14 / sqft
- Previous Price: $859,000
- Last Price Change: 08/29/25
- Days On Market: 356
- Bedrooms: 3
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3062
- Acreage: 0.48 acres
- Pool: No
- Waterfront: No
- Year Built: 2025
MLS#: O6256295
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Hillcrest
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: Ocoee High
- Provided by: Q BOUTIQUE SPECIALTY REALTY INC
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- DMCA Notice
Description
- Pre Construction. To be built. NO HOA! FLAT, CLEARED, NO WETLANDS LOT IN WINTER GARDEN. This is the LAST vacant lot available in Hillcrest's established Winter Garden community across from McAllistair
Single Family
- Price: $890,000.00
- Price sqft: $321.88 / sqft
- Previous Price: $950,000
- Last Price Change: 10/25/25
- Days On Market: 128
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 2765
- Acreage: 0.53 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1928
MLS#: O6320452
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Pleasant Park
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: HOMEVEST REALTY
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. ***new reduced price! ***move in before the holidays & take advantage of the lower interest rates! The sellers are motivated and ready for the next chap
Single Family
- Price: $789,000.00
- Price sqft: $375.71 / sqft
- Previous Price: $795,000
- Last Price Change: 09/20/25
- Days On Market: 120
- Bedrooms: 4
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2100
- Acreage: 0.27 acres
- Pool: No
- Waterfront: No
- Year Built: 1972
MLS#: O6321806
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Westlake Manor 1st Add
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: UNITED REALTY GROUP INC
-
- DMCA Notice
Description
- One of a kind home located in the heart of DOWNTOWN WINTER GARDEN!! This beautifully renovated single story home combines charm with modern upgrades. Completely redesigned in 2021,
Single Family
- Price: $775,000.00
- Price sqft: $200.16 / sqft
- Days On Market: 81
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3872
- Acreage: 0.12 acres
- Pool: No
- Community Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 2020
MLS#: O6334032
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Heritageplant Street
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: CENTURY 21 CARIOTI
-
- DMCA Notice
Description
- Discover waterfront living steps from downtown Winter Gardenin this beautifully appointed home, offeringpaid off solar power at closingfor energy savings from day one. From the inviting covered front
Single Family
- Price: $689,000.00
- Price sqft: $294.19 / sqft
- Previous Price: $705,000
- Last Price Change: 10/14/25
- Days On Market: 46
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2342
- Acreage: 0.29 acres
- Pool: No
- Waterfront: No
- Year Built: 1980
MLS#: O6343249
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Westlake Manor 1st Add
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: West Orange High
- Provided by: COLDWELL BANKER RESIDENTIAL RE
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- DMCA Notice
Description
- PRICE IMPROVEMENT Stunning Renovated Ranch on Prime Corner Lot in Historic Downtown Winter Garden Welcome to a prime corner lot property in Historic Downtown Winter Garden that perfectly blends mo
Single Family
- Price: $675,000.00
- Price sqft: $180.14 / sqft
- Previous Price: $699,999
- Last Price Change: 09/29/25
- Days On Market: 177
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 3
- Bldg sqft: 3747
- Acreage: 0.16 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2014
MLS#: O6306558
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Covington Chase Ph 2a
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: Ocoee High
- Provided by: HOMEVEST REALTY
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Just in Time for Summer A Self Sustaining Paradise with Solar, Pool, Garden & More! Step into a home that offers not just warmth and comfort, but a
