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
$225,000
LAKE BUENA VISTA RESORT
8112 Poinciana Blvd 1712, ORLANDO
3
Beds
2
Baths
1,231 SqFt
Condo - Hotel
MLS® # S5101858
FEATURED
Active
$175,000
▼ $6,000
LAKE BUENA VISTA RESORT
8000 Poinciana Blvd 2606, ORLANDO
2
Beds
2
Baths
1,060 SqFt
Condo - Hotel
MLS® # S5096314
FEATURED
Active
$118,000
▼ $6,000
STAYSKY SUITES, HAWTHORN SUITES
7601 Canada Ave 305, ORLANDO
1
Bed
1
Bath
542 SqFt
Condo - Hotel
MLS® # S5098440
Active
$30,000,000
RESERVE AT LAKE BUTLER SOUND
6004 Cartmel Ln, WINDERMERE
9
Beds
17
Baths
20,240 SqFt
Single Family Residence
MLS® # O6162188
Active
$19,500,000
▼ $5,500,000
CYPRESS POINT PH 02
9291 Point Cypress Dr, ORLANDO
12
Beds
15
Baths
14,706 SqFt
Single Family Residence
MLS® # O5965014
Active
$18,000,000
SHOPPERS WORLD
6447 Grand National Dr, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O6096620
Active
$17,500,000
GOLDEN OAK PHASE 3
10242 Summer Meadow Way, ORLANDO
7
Beds
10
Baths
9,254 SqFt
Single Family Residence
MLS® # O6101583
Active
$15,500,000
ISLEWORTH 7TH AMD
9306 Blanche Cove Dr, WINDERMERE
6
Beds
8
Baths
14,856 SqFt
Single Family Residence
MLS® # O6180696
Active
$14,500,000
▲ $700,000
GOLDEN OAK PH 1C
10151 Enchanted Oak Dr, GOLDEN OAK
7
Beds
9
Baths
10,742 SqFt
Single Family Residence
MLS® # O6143312
Active
$13,950,000
WINDSOR HILL
9621 Windy Ridge Rd, WINDERMERE
9
Beds
16
Baths
20,445 SqFt
Single Family Residence
MLS® # O6184943
Active
$13,900,000
DOWN POINT SUB
4200 Down Point Ln, WINDERMERE
6
Beds
9
Baths
14,435 SqFt
Single Family Residence
MLS® # O6176070
Active
$12,500,000
LAKE MAITLAND MANOR
570 Manor Rd, MAITLAND
6
Beds
10
Baths
11,668 SqFt
Single Family Residence
MLS® # O6176943
Active
$11,995,000
RESERVE AT LAKE BUTLER SOUND
11301 Bridge House Rd, WINDERMERE
5
Beds
9
Baths
9,267 SqFt
Single Family Residence
MLS® # O6083126
Active
$11,795,000
ELLNO WILLO
181 Virginia Dr, WINTER PARK
5
Beds
8
Baths
8,188 SqFt
Single Family Residence
MLS® # O6199109
Active
$9,999,950
GOLDEN OAK PH 3
10254 Summer Meadow Way, ORLANDO
5
Beds
7
Baths
6,396 SqFt
Single Family Residence
MLS® # O6139692
Active
$9,300,000
PHILLIPS GROVE
7766 Wandering Way, ORLANDO
7
Beds
8
Baths
6,736 SqFt
Single Family Residence
MLS® # O6161203
Active
$8,999,000
GOLDEN OAK PH 01B
9714 Vista Falls Dr, GOLDEN OAK
6
Beds
10
Baths
6,793 SqFt
Single Family Residence
MLS® # O6182198
Active
$8,900,000
Moss Park Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5903841
Active
$8,650,000
ISLEWORTH
5507 Worsham Ct, WINDERMERE
5
Beds
11
Baths
10,200 SqFt
Single Family Residence
MLS® # O6180706
Active
$8,495,000
▼ $400,000
GOLDEN OAK PH 1C
9725 Vista Falls Dr, GOLDEN OAK
5
Beds
8
Baths
6,908 SqFt
Single Family Residence
MLS® # O6143067
Active
$7,999,000
KEENES POINTE 46/104
9313 Tibet Pointe Cir, WINDERMERE
6
Beds
8
Baths
8,792 SqFt
Single Family Residence
MLS® # O6170422
Active
$7,370,000
CLOISTER GROVE SUB
1210 Via Capri, WINTER PARK
6
Beds
7
Baths
6,774 SqFt
Single Family Residence
MLS® # O6183317
Active
$7,250,000
CHAPMAN & CHASE PLAN/TOWN/WINT
1001 Anchorage Ct, WINTER PARK
5
Beds
7
Baths
9,075 SqFt
Single Family Residence
MLS® # O6156666
Active
$7,200,000
KEENES POINTE
6131 Grosvenor Shore Dr, WINDERMERE
7
Beds
9
Baths
8,596 SqFt
Single Family Residence
MLS® # O6189962
Active
$6,995,000
SICILIAN SHORES
1761 Pinetree Rd, WINTER PARK
5
Beds
6
Baths
4,792 SqFt
Single Family Residence
MLS® # O6195529
Active
$6,950,000
ISLEWORTH
6462 Deacon Cir, WINDERMERE
5
Beds
6
Baths
7,178 SqFt
Single Family Residence
MLS® # O6173721
Active
$6,500,000
LAKE PRESERVE
14154 Ward Rd, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # S5102984
Active
$6,300,000
ISLEWORTH
5190 Latrobe Dr, WINDERMERE
5
Beds
8
Baths
7,191 SqFt
Single Family Residence
MLS® # O6172519
New
Active
$6,000,000
KEENES POINTE
11618 Vinci Dr, WINDERMERE
5
Beds
6
Baths
5,260 SqFt
Single Family Residence
MLS® # O6201378
Active
$5,999,500
▼ $195,500
ISLE OF OSPREY
5550 Osprey Isle Ln, ORLANDO
5
Beds
6
Baths
6,730 SqFt
Single Family Residence
MLS® # O6115072
Active
$5,997,000
NONE
13377 Lake Butler Blvd, WINTER GARDEN
5
Beds
5
Baths
6,210 SqFt
Single Family Residence
MLS® # O6100391
Active
$5,995,000
▼ $500,000
KEENES POINTE 46/104
9139 Tibet Pointe Cir, WINDERMERE
6
Beds
9
Baths
10,341 SqFt
Single Family Residence
MLS® # O6163962
Active
$5,950,000
BAYSHORE ESTATES
10821 Bayshore Dr, WINDERMERE
4
Beds
6
Baths
5,275 SqFt
Single Family Residence
MLS® # O6189960
Active
$5,950,000
▼ $550,000
WATERSTONE
11449 Waterstone Loop Dr, WINDERMERE
6
Beds
6
Baths
6,235 SqFt
Single Family Residence
MLS® # O6170332
Active
$5,800,000
GOLDEN OAKS
10208 Morey Ct, ORLANDO
4
Beds
6
Baths
4,315 SqFt
Single Family Residence
MLS® # O6168995
Active
$5,755,000
WINDERMERE TOWN
526 Butler St, WINDERMERE
4
Beds
6
Baths
6,688 SqFt
Single Family Residence
MLS® # O6178229
Active
$5,750,000
▼ $50,000
CHAINE DE LAC
12540 Park Ave, WINDERMERE
5
Beds
7
Baths
7,736 SqFt
Single Family Residence
MLS® # O6151810
Active
$5,566,500
▲ $28,000
TUSCANIA
2161 Sharon Rd, WINTER PARK
5
Beds
7
Baths
6,475 SqFt
Single Family Residence
MLS® # O6173028
Active
$5,500,000
▼ $475,000
ISLEWORTH
5174 Vardon Dr, WINDERMERE
6
Beds
9
Baths
10,701 SqFt
Single Family Residence
MLS® # O6143716
Active
$5,400,000
▼ $799,000
RESERVE AT LAKE BUTLER SOUND
6120 Kirkstone Ln, WINDERMERE
5
Beds
7
Baths
6,972 SqFt
Single Family Residence
MLS® # O6172400
Active
$5,400,000
MAITLAND SHORES FIRST ADD
2228 Azalea Pl, WINTER PARK
5
Beds
6
Baths
5,072 SqFt
Single Family Residence
MLS® # O6120809
Active
$5,350,000
KEENES POINTE 46/104
9205 Tibet Pointe Cir, WINDERMERE
5
Beds
10
Baths
8,259 SqFt
Single Family Residence
MLS® # O6166914
Active
$5,140,000
EMERSON POINTE
5745 Emerington Cres, ORLANDO
7
Beds
8
Baths
7,881 SqFt
Single Family Residence
MLS® # O6184236
Active
$5,099,000
WATERSTONE
6109 Orta Ct, WINDERMERE
5
Beds
7
Baths
5,895 SqFt
Single Family Residence
MLS® # O6161019
Active
$5,000,000
▲ $5,000
RENAISSANCE AT LAKE IVANHOE CONDO
1110 Ivanhoe Blvd 32, ORLANDO
3
Beds
4
Baths
5,100 SqFt
Condominium
MLS® # O6132402
Active
$5,000,000
▼ $1,000,000
INTERNATIONAL COVE
6440 Canada Ave, ORLANDO
0
Beds
0
Baths
0 SqFt
Land
MLS® # O5347857
Active
$4,995,000
▼ $255,000
OSCEOLA SHORES SEC 03
421 Lakewood Dr, WINTER PARK
5
Beds
9
Baths
5,847 SqFt
Single Family Residence
MLS® # O6153641
Active
$4,995,000
MAITLAND FOREST
656 Bentley Ln, MAITLAND
6
Beds
7
Baths
5,806 SqFt
Single Family Residence
MLS® # O6189564
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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