Virtually Staged. Welcome to Winter Oaks, where move-in-ready comfort meets the highly sought-after Downtown Winter Garden golf cart lifestyle! This beautifully updated 4-bedroom, 3-bath home offers 2,308 square feet of thoughtfully designed living space with an open-concept floor plan, high ceilings, crown molding, and a versatile split-bedroom layout designed for both privacy and functionality. The current owners have continued to enhance the home with valuable upgrades, including LVP FLOORING THROUGHOUT, NEW APPLIANCES, a WHOLE-HOUSE GENERATOR, a newly added DECK, and UPDATED LANDSCAPING. Combined with a ROOF replaced in September 2022, these improvements offer the style, functionality, and peace of mind today's buyers are looking for. At the heart of the home, the spacious gourmet kitchen features 42-inch cabinetry, new stainless steel appliances, generous prep and storage space, and a large center island that opens to the main living area—perfect for entertaining and everyday gatherings. The primary suite is conveniently located on the first floor and offers a spacious walk-in closet and en-suite bathroom with dual vanities, a soaking tub, and separate walk-in shower. Two additional secondary bedrooms are also located on the main level, providing flexibility for family, guests, or a home office. Upstairs, you'll discover an exceptionally spacious 4th bedroom with its own private full bathroom, creating an ideal guest suite, multigenerational space, or private work-from-home setup. Outdoor living is another standout feature. Outside find the fully fenced backyard featuring a covered and screened lanai, paver patio, and newly added deck, creating multiple spaces for grilling, entertaining, pets, or simply relaxing in the Florida sunshine. Updated landscaping enhances the curb appeal and completes the home's welcoming outdoor setting. And then there's the location! Winter Oaks puts you just minutes from the heart of Historic Downtown Winter Garden, where you can bike, or take your golf cart to Plant Street and enjoy award-winning restaurants, breweries, boutique shopping, live entertainment, and the popular Winter Garden Farmers Market. Outdoor enthusiasts will appreciate convenient access to the West Orange Trail, while residents can also enjoy the neighborhood community pool and cabana. With convenient access to major roadways, Orlando attractions, shopping, dining, and everyday conveniences are all within easy reach.
Est. $3,307 per month, based on comparable rentals
Sale and tax history for 880 Summer Oaks Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6435353
Sep 18, 2026
Sold
$625,000
$271/sq ft
Sep 4, 2026
Pending
—
Sep 2, 2026
Listed
$620,000
$269/sq ft
Stellar MLS as Distributed by MLS Grid #S5119641
Mar 24, 2025
Sold
$582,000
$252/sq ft
Feb 2, 2025
Pending
—
Jan 30, 2025
Listed
$575,000
$249/sq ft
This move-in-ready 4-bedroom, 3-bathroom home in the sought-after Winter Oaks community offers the perfect blend of modern comfort and small-town charm. With 2,308 sq. ft. of open-concept living, high ceilings, crown molding, and a thoughtfully designed split-bedroom layout, this home is both spacious and stylish. The gourmet kitchen features 42-inch cabinets, stainless steel appliances, and a large island perfect for entertaining. The primary suite is a private retreat with a walk-in closet, dual sinks, a soaking tub, and a separate shower. Step outside to a fully fenced backyard with a covered land screened lanai and paved patio, ideal for relaxing or hosting gatherings. A brand-new roof was installed in September 2022, ensuring peace of mind for years to come. Located just minutes from Downtown Winter Garden's Historic District, you can easily walk, bike, or take your golfcart to award-winning restaurants, boutique shopping, a vibrant farmers market, and live entertainment. Outdoor enthusiasts will love the 26-mile West Orange Trail, while the community's pool and cabana provide a perfect place to unwind. With quick access to major highways, commuting to Orlando's top attractions is a breeze. Don't miss this rare opportunity to own a home in one of Central Florida's most desirable golfcart communities! Schedule your private tour today!
Stellar MLS as Distributed by MLS Grid #O6058464
Dec 2, 2022
Sold
$499,900
$217/sq ft
Nov 2, 2022
Pending
—
Oct 30, 2022
Price Changed
$499,900
$217/sq ft
Oct 14, 2022
Price Changed
$535,000
$232/sq ft
Sep 23, 2022
Price Changed
$549,900
$238/sq ft
Sep 8, 2022
Listed
$560,000
$243/sq ft
LOCATION, LOCATION, LOCATION…Do Not WAIT To Preview this Exceptionally Clean, Large, “Move in Ready” DOWNTOWN WINTER GARDEN HOME! Featuring 4 Bedrooms, 3 FULL Baths and 2308 sqft. under air & 2952 total sqft…One of largest homes in the Highly Desirable Community of WINTER OAKS. * * * BRAND ROOF NEW INSTALLED ON 9-15-2022 * * * This is the ONE! This amazing home is located in the sought-after Winter Oaks neighborhood, just minutes from the vibrant Downtown Winter Garden Historic District with its abundant shopping, dining and cultural attractions! Walk/Ride to the Farmer's Market every Saturday morning! Winter Oaks is a traditional neighborhood development that draws on the cracker style vernacular of the homes built in Winter Garden in the 1930's and 1940's. You can go for coffee every morning! There is nothing like this unique walk-around-town feeling. The Open Floorplan features a Living and Dining room combination, PLUS a Kitchen and Family Room combination, 3 full bathrooms and a 15 x 19 LOFT / 4TH BEDROOM!!! The spacious kitchen features Stainless Steel Appliances, Natural Gas Range and Oven for the Family Chef, 42" Maple Cabinets, generous counter space and a prep Island. Master bedroom on the main floor is incredibly sought after the master bath includes a garden tub & separate glass enclosed shower, dual sinks with marble vanity top. Home has a truly Open Floorplan that must be seen. Two car rear entry garage with alleyway access and large driveway. A Beautifully landscaped FENCED CORNER LOT with a Rear Patio AND spacious Front Porch that overlooks the neighborhood Playground and Pool that is right across the street. You can watch your little ones or grands play at the playground from your Front Porch with favorite beverage in hand! WINTER OAKS amenities include an Oak Shaded Pool and Cabana, a beautiful community entrance featuring a restored Water Tower and a Lake with Fountain to stroll around with your pup or little ones. Hop on your bike and you will be on the 26-Mile West Orange Trail in less than 3 minutes! The community is golf cart friendly and you can drive to downtown Winter Garden which is only a few minutes away. To live here is an exceptional experience. Easy access to major roads and highways, ALL the Major Attractions are just up the road. Do Not Wait. .. THIS SPECIAL HOUSE WON'T LAST LONG AT THIS PRICE! * * * Property is NOT For Rent – FOR SALE ONLY ~ Please Do Not get Scammed!
Property Description
Corner Unit
Stellar MLS as Distributed by MLS Grid #O5781650
Jul 2, 2019
Sold
$345,000
$149/sq ft
Jun 2, 2019
Pending
—
May 29, 2019
Price Changed
$357,500
$155/sq ft
May 3, 2019
Listed
$367,500
$159/sq ft
Public Records
Jul 25, 2011
Sold
$184,000
$80/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,226 (+6.4%)
2024
$6,790 (−2.8%)
2023
$6,987 (+31.0%)
$115,000 + $350,486
$465,486
2022
$5,335 (+10.8%)
$100,000 + $246,461
$346,461
2021
$4,815 (+4.5%)
$100,000 + $246,461
$346,461
2020
$4,608 (+56.4%)
$80,000 + $216,042
$296,042
2019
$2,945 (+1.0%)
2018
$2,916 (+2.8%)
2017
$2,837 (+0.3%)
2016
$2,828 (−1.7%)
2015
$2,878 (−6.6%)
$40,000 + $162,035
$202,035
2014
$3,083 (+4.9%)
2013
$2,939 (+0.9%)
2012
$2,913
Public record
Public record
Permits
Beds
4
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
8,234 Sq. Ft.
Year renovated
2004
Sq. Ft.
2,308
Year built
2004
Style
Single Family Residential
County
Orange County
APN
272222939700600
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 30, 2026.
Oct 15, 2025 • Final
Electrical
Install a generator with an automatic transfer switch.
Electrical
Generator
Oct 2, 2025 • Final
Generator
Install a generator with an automatic transfer switch.
Generator
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Parking Features: Driveway, Garage Door Opener, Garage Faces Rear
Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
Location
Multi-Family Financial Information
Total Annual Fees: $1,752
Total Monthly Fees: $146
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
Association Name: PECIALITY MANAGEMENT COMPANY OF CENTRAL FL
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 146.00
Association Fee: $146
Association Fee Frequency: Monthly
Association Fee Includes: Common Area Taxes, Pool, Maintenance Grounds
School Information
Elementary School: Tildenville Elem
Middle Or Junior High School: Lakeview Middle
High School: West Orange High
Location Information
Directions: 429 to exit 19, Left turn onto Winter Garden Vineland Rd, at traffic circle take 2nd exit to stay on Winter Garden Vineland, left on W. Story Rd, Right turn on IndianOaks, left onto Autumn Oaks Loop right onto Summer Oaks
Community Information
Community Features: Community Mailbox, Deed Restrictions, Golf Carts OK, Playground, Pool, Sidewalks
Pets Allowed: Yes
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 2,308
Stories: 2.0
Lot Size: 8,234 square feet
Style: Single Family Residential
Year Built: 2004
Year Renovated: 2004
County: Orange County
APN: 272222939700600
Home facts updated by county records on Sep 30, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-708-9747
Previous Status: Pending
Backups Requested YN: 0
Listing Date Information
Days to Contract: 1
BOM Date: 2026-09-02T00:00:00.000
Status Contractual Search Date: 2026-09-18
Listing Price Information
Calculated List Price By Calculated Sq Ft: 268.63
Green Information
Green Verification Count: 0
Direction Faces: North
Home Information
Living Area: 2308
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 214.42
Building Area Total: 2952
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two
Around this home
Schools
Tildenville Elementary School
Public PreK-5 • Assigned • 0.5mi
9/10
Lakeview Middle School
Public 6-9 • Assigned • 0.4mi
4/10
West Orange High School
Public 9-12 • Assigned • 2.4mi
7/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 108° expected this year, 24 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Garden, FL • 34787
Average low and high temperatures (°F)
68
49
74
54
80
60
84
65
89
72
91
75
92
76
91
76
88
74
82
68
78
60
72
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
91/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Winter Garden. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.3 hrs
7.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$590,000 – $714,000
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