Orange County Vacation Homes for Sale
County: Orange County | Osceola County | Polk County | Lake County
Orange County Resorts: Blue Heron Beach Resort - Floridays Resort Orlando - Golden Oak at Walt Disney World - Hawthorn Suites Orlando Lake Buena Vista - Isles At Cay Common - Lake Buena Vista Resort Village & Spa - Paradiso Grande - Parc Corniche - Point Orlando - StaySky Suites I-Drive Orlando - The Enclave Suites Orlando - The Grove Resort Orlando - Vista Cay - Worldquest Resort
News organization CNN has rated Orange County as a top ten world destination. It’s easy to see why. The Orange County vacation homes for sale offers residents and visitors friendly neighborhoods, year-round sunshine and world-renowned theme parks like Disney and SeaWorld. Also, there ares attractions along International Drive such as the Orlando Eye, the largest observation wheel on the East Coast.
The city of Orlando and a dozen other incorporated communities including Lake Buena Vista and Windermere are located within Orange County. The second largest convention center in the U.S. can be found here, as well as a wide range of shopping opportunities – from upscale boutiques to outlet stores, and a variety of restaurants featuring nearly every cuisine imaginable.
Orange County also features 99 different parks, trails and facilities with activities for just about anyone including horseback trails, water parks and canoeing along scenic rivers teeming with wildlife.
Check out the available Orange County - Orlando vacation real estate listings below, or continue reading to learn more about the many wonderful holiday communities found in the county!
Search Orange County Real Estate Listings
FEATURED
Active
$449,950
VISTA CAY
4862 Cayview Ave 407, ORLANDO
2
Beds
2
Baths
1,112 SqFt
Condominium
MLS® # S5124892
FEATURED
Active
$309,000
WORLDQUEST REOSRT
8601 Worldquest Blvd 3101, ORLANDO
3
Beds
2
Baths
1,437 SqFt
Condo - Hotel
MLS® # S5126362
FEATURED
Active
$299,950
▼ $35,000
THE VUE AT LAKE EOLA
150 East Robinson St 219, ORLANDO
1
Bed
2
Baths
925 SqFt
Condominium
MLS® # S5122537
FEATURED
Active
$299,000
GROVE RESORT
14501 Grove Resort Ave 3615, WINTER GARDEN
2
Beds
2
Baths
1,265 SqFt
Condo - Hotel
MLS® # S5123320
FEATURED
Active
$289,950
WORLDQUEST RESORT
8601 Worldquest Blvd 3502, ORLANDO
3
Beds
2
Baths
1,421 SqFt
Condo - Hotel
MLS® # S5126365
FEATURED
Active
$244,900
FLORIDAYS RESORT
12539 Floridays Resort Drive 305-d, ORLANDO
2
Beds
2
Baths
957 SqFt
Condo - Hotel
MLS® # S5105392
FEATURED
Active
$225,000
LAKE BUENA VISTA RESORT
8112 Poinciana Blvd 1706, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5112618
FEATURED
Active
$199,950
▼ $10,000
FLORIDAYS RESORT
12527 Floridays Resort Dr E-103, ORLANDO
2
Beds
2
Baths
957 SqFt
Condo - Hotel
MLS® # S5114808
FEATURED
Active
$199,950
LAKE BUENA VISTA RESORT
8101 Resort Village Drive B3/u3601, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Condo - Hotel
MLS® # S5119669
FEATURED
Active
$190,950
▼ $3,000
LAKE BUENA VISTA RESORT
8100 Poinciana Blvd 2501, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Condo - Hotel
MLS® # S5120932
FEATURED
Active
$179,500
LAKE BUENA VISTA RESORT
8100 Poinciana Boulevard B2/u2511, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5119899
FEATURED
Active
$172,000
LAKE BUENA VISTA RESORT
8100 Poinciana Blvd 2703, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5119192
FEATURED
Active
$169,000
▼ $10,900
LAKE BUENA VISTA RESORT
8101 Resort Village Dr 3712, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Condo - Hotel
MLS® # S5121941
FEATURED
Active
$158,900
TRADEWINDS
1051 South Hiawassee Rd 2127, ORLANDO
2
Beds
2
Baths
934 SqFt
Condominium
MLS® # S5124459
FEATURED
Active
$145,000
LAKE BUENA VISTA RESORT
8100 Poinciana Blvd 2111, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5123740
Active
$25,000,000
4625-4651 West Kelly Park Rd, APOPKA
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6302395
Active
$20,000,000
METCALF PARK REP
11900 Lake Butler Blvd, WINDERMERE
7
Beds
9
Baths
10,649 SqFt
Single Family Residence
MLS® # O6275556
Active
$19,500,000
CYPRESS POINT PH 02
9291 Point Cypress Dr, ORLANDO
12
Beds
14
Baths
14,706 SqFt
Single Family Residence
MLS® # O6280213
Active
$16,000,000
▲ $4,000,000
17802 Old Ymca Rd, WINTER GARDEN
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5968921
Active
$15,950,000
▲ $2,000,000
WINDSOR HILL
9621 Windy Ridge Rd, WINDERMERE
9
Beds
16
Baths
20,445 SqFt
Single Family Residence
MLS® # O6184943
New
Active
$14,250,000
ISLEWORTH
5525 Isleworth Country Club Dr, WINDERMERE
5
Beds
6
Baths
9,511 SqFt
Single Family Residence
MLS® # O6304800
Active
$13,000,000
GOLDEN OAK PH 1B
10138 Enchanted Oak Dr, GOLDEN OAK
5
Beds
7
Baths
7,001 SqFt
Single Family Residence
MLS® # O6295626
Active
$12,500,000
LAKE MAITLAND MANOR
570 Manor Rd, MAITLAND
6
Beds
10
Baths
11,668 SqFt
Single Family Residence
MLS® # O6300040
Active
$11,950,000
ADAMS GROVE
1640 East Adams Dr, MAITLAND
5
Beds
8
Baths
8,174 SqFt
Single Family Residence
MLS® # O6304588
Active
$11,900,000
▼ $1,000,000
DOWN POINT SUB
4200 Down Point Ln, WINDERMERE
6
Beds
9
Baths
14,435 SqFt
Single Family Residence
MLS® # O6176070
Active
$10,900,000
▼ $1,000,000
WINDSONG-PRESERVE POINT
1120 Preserve Point Dr, WINTER PARK
7
Beds
11
Baths
11,255 SqFt
Single Family Residence
MLS® # O6269585
Active
$10,000,000
4212 Hogshead Rd, APOPKA
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6269607
Active
$10,000,000
2584 West Kelly Park Rd, APOPKA
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6238898
Active
$9,900,000
GOLDEN OAK-FLORIAN PARK CONDOMINIUM
10160 Autumn Mist Ln 601, GOLDEN OAK
4
Beds
5
Baths
7,015 SqFt
Condominium
MLS® # O6299022
Active
$9,900,000
▼ $2,100,000
NONE
17017 Marsh Rd, WINTER GARDEN
6
Beds
6
Baths
6,977 SqFt
Single Family Residence
MLS® # O6254855
Active
$9,500,000
▼ $495,000
KEENE'S POINTE
6137 Grosvenor Shore Dr, WINDERMERE
6
Beds
9
Baths
9,571 SqFt
Single Family Residence
MLS® # O6294487
Active
$9,490,000
▼ $410,000
ISLEWORTH
9832 Laurel Valley Dr, WINDERMERE
6
Beds
10
Baths
11,100 SqFt
Single Family Residence
MLS® # O6211352
Active
$9,218,000
KEENES POINTE UNIT 01
6139 Greatwater Dr, WINDERMERE
5
Beds
7
Baths
8,914 SqFt
Single Family Residence
MLS® # O6306210
Active
$8,900,000
Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5903841
Active
$8,799,000
▼ $2,200,999
WINTER PARK
2661 Via Tuscany, WINTER PARK
4
Beds
5
Baths
4,564 SqFt
Single Family Residence
MLS® # O6260493
Active
$8,775,000
ISLEWORTH
5271 Isleworth Country Club Dr, WINDERMERE
7
Beds
13
Baths
11,403 SqFt
Single Family Residence
MLS® # O6267644
Active
$8,490,000
▼ $300,000
KEENES POINTE UNIT 03 46/104
9343 Tibet Pointe Cir, WINDERMERE
7
Beds
10
Baths
8,362 SqFt
Single Family Residence
MLS® # O6264629
Active
$7,995,000
BAY POINT
9122 Bay Point Dr, ORLANDO
4
Beds
6
Baths
5,654 SqFt
Single Family Residence
MLS® # O6273889
Active
$7,900,000
▼ $2,000,000
N/A
9726 Kilgore Rd, ORLANDO
4
Beds
6
Baths
10,010 SqFt
Single Family Residence
MLS® # O6229408
Active
$7,900,000
LAKE AVALON GROVES REP
17902 Seidner Rd, WINTER GARDEN
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6261785
Active
$7,770,000
▲ $250,000
GOLDEN OAK FLORIAN PARK CONDOMINIUM
10300 Winter Sparkle Cir, GOLDEN OAK
4
Beds
5
Baths
4,836 SqFt
Condominium
MLS® # O6276187
Active
$7,500,000
▼ $150,000
RESERVE AT LAKE BUTLER SOUND 45/120
6126 Kirkstone Ln, WINDERMERE
5
Beds
7
Baths
8,691 SqFt
Single Family Residence
MLS® # O6278696
Active
$7,500,000
▼ $1,700,000
RESERVE AT LAKE BUTLER SOUND 45/120
11103 Bridge House Rd, WINDERMERE
5
Beds
8
Baths
9,403 SqFt
Single Family Residence
MLS® # O6266876
Active
$7,500,000
17999 Old Ymca Rd, WINTER GARDEN
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6202825
Active
$7,500,000
▼ $350,000
ISLEWORTH
5507 Worsham Ct, WINDERMERE
5
Beds
11
Baths
10,200 SqFt
Single Family Residence
MLS® # O6180706
Active
$7,400,000
▼ $200,000
PROSPER COLONY 06-24-30
2725 Rayburn St, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6275444
Active
$6,750,000
CYPRESS POINT
9164 Point Cypress Dr, ORLANDO
5
Beds
8
Baths
7,631 SqFt
Single Family Residence
MLS® # O6243016
Active
$6,500,000
▼ $450,000
J KRONENBERGER SUB
1400 Alabama Dr, WINTER PARK
5
Beds
9
Baths
7,916 SqFt
Single Family Residence
MLS® # O6285791
Living in Orange County
Orange County takes its name from the fruit that constituted its main product. At its peak in the 1970’s, some 80,000 acres of citrus were planted in the area. But damaging freezes took its toll on the industry, and agriculture gave way to tourism, thanks to the great success of Walt Disney World and Universal Studios. The county has also become a hotbed for industries specializing in advanced computer simulation and features a thriving life science research hub.
Orange County Real Estate Market
Orange County real estate caters to visitors from around the world. Many UK residents choose to spend their holidays in the area, particularly around Disney World. The warm weather also attracts snowbirds from northern states like Michigan, Ohio and New York every year. There are many beautiful single family homes available for purchase as a second home, but the county does not allow these homes to be rented out for the short-term.
Vacation home buyers typically choose properties near the theme parks because these Orange County areas feature condos and townhomes that are zoned for short-term rentals. There are several outstanding communities such as Floridays Orlando Resort and Blue Heron Beach Resort which offer condominiums for sale, and provide luxury living with resort-style amenities like water parks and restaurants on-site.
Windermere does have vacation homes, condos and townhomes for sale that are close to the attractions. But the city does not allow short-term rentals. Only certain areas of Orlando allow short-term rentals.
Are you interested in purchasing vacation property in Orange County? We encourage you to or give us a call at 407-705-2616. We'd be thrilled to help you find yourself a beautiful Orlando vacation home near Disney World!
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