Orange County neighborhoods, Orlando to Winter Garden. Know what matters before you buy.

Orlando is not one market. The southeast quadrant runs on Lake Nona's medical-city payrolls and master-plan pricing; Horizon West and Winter Garden absorbed a decade of westward growth behind some of the heaviest CDD loads in Central Florida; Windermere and Dr. Phillips hold the legacy lake-chain premium; and Winter Park is its own brick-street universe with scarcity no builder can manufacture. North, Apopka and Ocoee are the value release valves on the 429 corridor, where new construction still prices under the metro median.

What decides an Orange County purchase is rarely the house. It is the CDD bond schedule in the newer plats, the school assignment that shifts as fast as the county builds, toll-road math on the 408, 417, and 429, and the short-term-rental posture near the parks. Every guide below states the fee stack, the commute reality, and who the community actually fits.

5,204 community guides, organized by town — the largest towns show their most active communities here, with every community on the town page. Start with the interactive Neighborhood Finder if you'd rather browse the whole map.

Orlando (3288)

See all 3,288 Orlando communities → (36 most active shown here)

Winter Garden (410)

See all 410 Winter Garden communities → (36 most active shown here)

Windermere (207)

See all 207 Windermere communities → (36 most active shown here)

Winter Park (362)

See all 362 Winter Park communities → (36 most active shown here)

Apopka (498)

See all 498 Apopka communities → (36 most active shown here)

Ocoee (169)

See all 169 Ocoee communities → (36 most active shown here)

Maitland (163)

See all 163 Maitland communities → (36 most active shown here)

Gotha (20)

Oakland (24)

Briley FarmBriley Farm in Oakland, FL: Median sale $3.38M (2026), 19 homes, built 1923-2018, median 0 days on market. Live Stellar MLS data and public records.Grove at the Harvest DistrictGrove at the Harvest District in Oakland, FL: Median sale $2.35M (2026), 7 homes, median 0 days on market. Live Stellar MLS data and public records.Grove Oakland Winter GardenGrove Oakland Winter Garden in Oakland, FL: 3 homes for sale from $2.50M to $2.62M, 2 pending, ~4,433 sq ft typical.Hull IslandHull Island in Oakland, FL: Recent sales median $645K (2025), $283/sq ft, 15 sales since 2021. Live Stellar MLS data and public records.Hull Island At OaklandHull Island At Oakland in Oakland, FL: Median sale $694K (2026), 168 homes, built 1920-2023, median 38 days on market.Hull Island ReserveHull Island Reserve in Oakland, FL: ZIP 34787 median $598K, 352 for sale. Schools, HOA & nearby homes for sale.Johns LandingJohns Landing in Oakland, FL: 162 homes built 2000–2020, ~3,182 sq ft, 4 bd/3 ba. ZIP 34787 median $598K, 352 for sale.Johns LandingJohns Landing in Oakland, FL: Median sale $633K (2026), 244 homes, built 2000-2024, median 62 days on market. Live Stellar MLS data and public…LongleafLongleaf in Oakland, FL: Median sale $472K (2026), 147 homes, built 2019-2021, median 49 days on market. Live Stellar MLS data and public records.Longleaf At OaklandLongleaf At Oakland in Oakland, FL: Median sale $565K (2026), median 4 days on market. Live Stellar MLS data and public records.Longleaf At Oakland, ALongleaf At Oakland, A in Oakland, FL: 5 homes built 2019–2020, ~1,620 sq ft, 3 bd/2.5 ba. ZIP 34787 median $598K, 352 for sale.Oakland (291003127)Oakland (291003127) in Oakland, FL: 405 homes, built 1910-2024. Live Stellar MLS data and public records.Oakland ParkOakland Park (Unit 7) in Oakland, FL: 353 homes built 2008–2026, ~2,653 sq ft, 4 bd/3 ba. ZIP 34787 median $598K, 352 for sale.Oakland ParkOakland Park (Unit 7) in Oakland, FL: 353 homes built 2008–2026, ~2,653 sq ft, 4 bd/3 ba. ZIP 34787 median $598K, 352 for sale.Oakland PointeOakland Pointe in Oakland, FL: Recent sales median $619K (2025), $266/sq ft, 11 sales since 2010. Live Stellar MLS data and public records.Oakland TownOakland Town in Oakland, FL: Median sale $355K (2026), 64 homes, built 1910-2022, median 25 days on market. Live Stellar MLS data and public records.Oakland TrailsOakland Trails in Oakland, FL: Median sale $537K (2026), 329 homes, built 2017-2020, median 112 days on market. Live Stellar MLS data and public…Oakland TrailsOakland Trails in Oakland, FL: Median sale $492K (2026), 329 homes, built 2017-2020, median 42 days on market. Live Stellar MLS data and public…Ryan CourtRyan Court in Oakland, FL: ZIP 34760 median $694K, 9 for sale. Schools, HOA & nearby homes for sale.Southern Oaks At Oakland ShoresSouthern Oaks At Oakland Shores in Oakland, FL: Recent sales median $1.25M (2025), $371/sq ft, 20 sales since 2011, 46 homes, built 1996-2018.Town Of OaklandTown Of Oakland in Oakland, FL: ZIP 34760 median $694K, 9 for sale. Schools, HOA & nearby homes for sale.Trailside StationTrailside Station in Oakland, FL: 38 homes built 2000–2003, ~2,120 sq ft, 4 bd/2 ba. ZIP 34787 median $598K, 352 for sale.Winters LandingWinters Landing in Oakland, FL: 55 homes built 2005–2007, ~3,133 sq ft, 4 bd/3 ba. ZIP 34787 median $598K, 352 for sale.Winters LandingWinters Landing in Oakland, FL: Median sale $850K (2026), median 44 days on market. Live Stellar MLS data and public records.

Zellwood (21)

Christmas (13)

Christmas EstatesChristmas Estates in Christmas, FL: 41 homes built 1971–2021, ~1,945 sq ft, 3 bd/2 ba. Schools, HOA & nearby homes for sale.Christmas EstatesChristmas Estates in Christmas, FL: 68 homes, built 1971-2020. Live Stellar MLS data and public records.Christmas GardensChristmas Gardens in Christmas, FL: 7,737 homes for sale in Orange County (25% under contract). Live Stellar MLS data and public records.Christmas HeightsChristmas Heights in Christmas, FL: 17 homes built 1969–2008, ~1,551 sq ft, 3 bd/2 ba. Schools, HOA & nearby homes for sale.Christmas ParkChristmas Park (1st Addition) in Christmas, FL: 158 homes built 1964–2026, ~1,344 sq ft, 3 bd/2 ba. Schools, HOA & nearby homes for sale.Christmas ParkChristmas Park (1st Addition, Addition Y 44, Lots 47 48) in Christmas, FL: 158 homes built 1964–2026, ~1,344 sq ft, 3 bd/2 ba.Christmas ParkChristmas Park in Christmas, FL: 23 homes for sale in ZIP 32709 (4% under contract), 4 MLS sales on record since 2009.Christmas ParkChristmas Park in Christmas, FL: 329 homes, built 1950-2024. Live Stellar MLS data and public records.Christmas PinesChristmas Pines in Christmas, FL: 15 homes, built 1973-2023. Live Stellar MLS data and public records.Christmas RanchChristmas Ranch in Christmas, FL: 5 homes built 1963–1999, ~2,402 sq ft, 4 bd/2.5 ba. Schools, HOA & nearby homes for sale.Coward RanchesCoward Ranches in Christmas, FL: 23 homes for sale in ZIP 32709 (4% under contract), 2 MLS sales on record since 2021.Orange Co AcresOrange Co Acres in Christmas, FL: a single-family community, 7,905 homes for sale in Orange County (26% under contract).Seneca EstatesSeneca Estates in Christmas, FL: 5 homes built 1984–1996, ~2,531 sq ft, 3 bd/3 ba. Schools, HOA & nearby homes for sale.

Belle Isle (26)

Edgewood (3)

Lake Jessamine EstatesLake Jessamine Estates in Edgewood, FL: 95 homes built 1957–2003, ~2,134 sq ft, 3 bd/2 ba. ZIP 32839 median $350K, 69 for sale.Lake Mary CourtLake Mary Court in Edgewood, FL: 5 homes built 1964–1965, ~1,801 sq ft, 3 bd/2 ba. ZIP 32839 median $350K, 69 for sale.Oak LynnOak Lynn in Edgewood, FL: 108 homes for sale in ZIP 32809 (13% under contract), 9 MLS sales on record since 2006.

Straight answers

How bad are CDD fees around Orlando?

Horizon West, Lake Nona, and the newer Winter Garden master plans commonly carry one to three-plus thousand dollars a year in CDD assessments on top of HOA. Legacy Orlando, Winter Park, and most of Apopka and Ocoee predate the CDD era. Each guide states which side of that line the community sits on.

Is Lake Nona worth the premium?

You are paying for the medical-city employment base, newer schools, and master-plan polish, and the premium per square foot over St. Cloud or east Orlando is real. Whether it is worth it depends on where you work; the guides quantify the commute trade.

Where is the value in Orange County right now?

Apopka and Ocoee on the 429 corridor, plus the older quarter-acre neighborhoods inside Orlando proper that the master plans priced past. The guides separate genuine value from deferred-maintenance traps.

Homes for sale now in Orange County

6,914 live listings in this area, 552 listed in the last 7 days. A selection, newest first:

2095 Rider Rain Lane, Apopka · $499,900 · 4 bd · 2,387 sq ft · Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
19562 Majestic Street, Orlando · $650,000 · 4 bd · 3,470 sq ft · Courtesy of REALTY LYNK INC
1345 Tindaro Drive, Apopka · $325,000 · 2 bd · 1,283 sq ft · Courtesy of UNITED REAL ESTATE PREFERRED
1156 Errol Place Circle, Apopka · $249,990 · 3 bd · 912 sq ft · Courtesy of LA ROSA REALTY CW PROPERTIES L
261 Zachary Wade Street, Winter Garden · $1,500,000 · 4 bd · 3,728 sq ft · Courtesy of BALDWIN PARK REALTY LLC
2648 Robert Trent Jones Drive #227, Orlando · $237,900 · 3 bd · 1,295 sq ft · Courtesy of LAFAYETTE REALTY GROUP LLC
1313 Lake Willisara Circle #1313, Orlando · $314,900 · 3 bd · 1,460 sq ft · Courtesy of WEICHERT REALTORS HALLMARK PRO
3930 Southpointe Drive #205, Orlando · $205,000 · 3 bd · 1,364 sq ft · Courtesy of REAL BROKER, LLC
5419 Old Cheney Highway, Orlando · $289,900 · 3 bd · 921 sq ft · Courtesy of LIFESTYLE INTERNATIONAL REALTY
8763 Worldquest Boulevard #5105, Orlando · $325,000 · 3 bd · 1,459 sq ft · Courtesy of LPT REALTY, LLC
2527 Citrus Club Lane #3904, Orlando · $107,000 · 2 bd · 1,127 sq ft · Courtesy of COLDWELL BANKER REALTY
13352 Leggett Alley, Orlando · $859,990 · 5 bd · 3,260 sq ft · Courtesy of LPT REALTY, LLC
8848 Villa View Circle #206, Orlando · $219,995 · 3 bd · 1,369 sq ft · Courtesy of ROI AVE LLC
6045 Sage Drive, Orlando · $370,000 · 4 bd · 1,593 sq ft · Courtesy of NAIM REAL ESTATE LLC
2000 Erving Circle #102, Ocoee · $170,000 · 2 bd · 1,031 sq ft · Courtesy of URBAN-O REAL ESTATE SOLUTION
13215 Villa Vista Drive #203, Orlando · $213,999 · 3 bd · 1,200 sq ft · Courtesy of REALTY SOLUTION ASSOCIATES LLC
4828 Conway Road #121, Belle Isle · $139,500 · 1 bd · 636 sq ft · Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
5226 Via Hacienda Cir #A214, Orlando · $119,000 · 2 bd · 1,073 sq ft · Courtesy of HANG SENG REALTY , INC
404 E Welch RD, Apopka · $549,900 · 3 bd · 2,524 sq ft · Courtesy of SOUTHERN EXCLUSIVE REALTY CORP
2919 Huntington Street, Orlando · $399,900 · 3 bd · 1,261 sq ft · Courtesy of COLDWELL BANKER REALTY
1752 Peachwood Lane, Orlando · $299,900 · 3 bd · 1,225 sq ft · Courtesy of WEMERT GROUP REALTY LLC
13427 Blue Heron Beach Drive #501, Orlando · $350,000 · 2 bd · 1,078 sq ft · Courtesy of GOLDEN ENTERPRISE GROUP REALTY LLC
5449 Palomino Place, Apopka · $449,000 · 4 bd · 2,442 sq ft · Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
1670 Pinecliff Drive, Apopka · $595,000 · 4 bd · 2,331 sq ft · Courtesy of MAXLIFE REALTY LLC

Just listed, updated hourly: New in Central & West Florida

Live MLS listings, refreshed hourly; listings held by other brokerages are marked with the listing broker. Information deemed reliable but not guaranteed. Equal Housing Opportunity.