The Oaks

Enjoy the Central Florida lifestyle at The Oaks. This beautiful, gated Kissimmee community features various condominiums and single-family homes situated within three unique subdivisions: Eagle's Nest, Osprey Cove, and Shingle Creek Reserve. The elegant homes, resort-style amenities, and excellent proximity make The Oaks a desirable place to live.

The Oaks

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New
1809 Wedgewood Way, KISSIMMEE

$440,000

1809 Wedgewood Way, KISSIMMEE

4 Beds 2 Baths 1,965 SqFt Residential MLS® # O6277851
New
1746 Golfview Drive, KISSIMMEE

$425,000

1746 Golfview Drive, KISSIMMEE

4 Beds 3 Baths 2,196 SqFt Residential MLS® # O6279104
New
3131 Bass Boat Way, KISSIMMEE

$429,900

3131 Bass Boat Way, KISSIMMEE

4 Beds 2 Baths 2,249 SqFt Residential MLS® # TB8347380
New
1515 Angler Avenue, KISSIMMEE

$575,000

1515 Angler Avenue, KISSIMMEE

5 Beds 4 Baths 3,478 SqFt Residential MLS® # O6278704
Pending
1523 Nature Trail, KISSIMMEE

$330,000

1523 Nature Trail, KISSIMMEE

3 Beds 2 Baths 1,661 SqFt Residential MLS® # S5118529
3034 Boating Boulevard, KISSIMMEE

$589,900

3034 Boating Boulevard, KISSIMMEE

4 Beds 3 Baths 2,211 SqFt Residential MLS® # S5118554
2943 Top Water Way, KISSIMMEE

$386,000

↓ $9,000

2943 Top Water Way, KISSIMMEE

4 Beds 3 Baths 2,163 SqFt Residential MLS® # O6271288
Pending
2902 Boating Boulevard, KISSIMMEE

$380,000

2902 Boating Boulevard, KISSIMMEE

4 Beds 2 Baths 1,691 SqFt Residential MLS® # O6269742
2840 Osprey Cove Place 102, KISSIMMEE

$230,000

↓ $5,000

2840 Osprey Cove Place 102, KISSIMMEE

3 Beds 2 Baths 1,136 SqFt Residential MLS® # S5117837
Pending
2260 Tournament Ct, KISSIMMEE

$437,000

2260 Tournament Ct, KISSIMMEE

3 Beds 3 Baths 2,261 SqFt Residential MLS® # S5117547
1748 Golfview Drive, KISSIMMEE

$450,000

1748 Golfview Drive, KISSIMMEE

4 Beds 3 Baths 2,249 SqFt Residential MLS® # O6266412
2101 Bunker View Court, KISSIMMEE

$559,000

↓ $11,000

2101 Bunker View Court, KISSIMMEE

5 Beds 5 Baths 3,127 SqFt Residential MLS® # S5117442
1942 Willow Wood Drive, KISSIMMEE

$522,500

↓ $11,020

1942 Willow Wood Drive, KISSIMMEE

4 Beds 3 Baths 2,808 SqFt Residential MLS® # O6265074
Pending
2806 Eagle Claw Court, KISSIMMEE

$320,000

↓ $1

2806 Eagle Claw Court, KISSIMMEE

3 Beds 2 Baths 1,617 SqFt Residential MLS® # S5115149
2601 Roughside Circle, KISSIMMEE

$585,000

↓ $15,000

2601 Roughside Circle, KISSIMMEE

4 Beds 3 Baths 2,605 SqFt Residential MLS® # S5115466
1965 Fairway Loop, KISSIMMEE

$465,000

↓ $10,000

1965 Fairway Loop, KISSIMMEE

4 Beds 3 Baths 2,581 SqFt Residential MLS® # O6261855
2108 Drive Way, KISSIMMEE

$515,000

↓ $20,000

2108 Drive Way, KISSIMMEE

4 Beds 3 Baths 2,589 SqFt Residential MLS® # O6254515
1540 Nature Trail, KISSIMMEE

$341,500

↓ $8,400

1540 Nature Trail, KISSIMMEE

4 Beds 2 Baths 1,740 SqFt Residential MLS® # S5114879
2221 The Oaks Boulevard, KISSIMMEE

$399,000

↓ $13,000

2221 The Oaks Boulevard, KISSIMMEE

3 Beds 2 Baths 2,006 SqFt Residential MLS® # S5104484
3113 Bass Boat Way, KISSIMMEE

$550,000

↓ $10,000

3113 Bass Boat Way, KISSIMMEE

5 Beds 4 Baths 3,170 SqFt Residential MLS® # O6240601
2510 Trapside Court, KISSIMMEE

$475,000

↓ $10,000

2510 Trapside Court, KISSIMMEE

4 Beds 2 Baths 1,938 SqFt Residential MLS® # S5112145
2839 Boating Boulevard, KISSIMMEE

$479,000

↓ $6,000

2839 Boating Boulevard, KISSIMMEE

5 Beds 5 Baths 2,877 SqFt Residential MLS® # O6238925
3039 Boating Boulevard, KISSIMMEE

$600,000

↓ $25,000

3039 Boating Boulevard, KISSIMMEE

5 Beds 4 Baths 3,390 SqFt Residential MLS® # O6231041
2807 Boating Boulevard, KISSIMMEE

$619,980

↓ $10

2807 Boating Boulevard, KISSIMMEE

5 Beds 5 Baths 3,607 SqFt Residential MLS® # O6232212
2833 Eagle Eye Court, KISSIMMEE

$370,000

↓ $5,000

2833 Eagle Eye Court, KISSIMMEE

4 Beds 3 Baths 2,009 SqFt Residential MLS® # O6205250

The Oaks Real Estate Market Statistics

Average Price $459K
Lowest Price $230K
Highest Price $620K
Total Listings 25
Avg. Days On Market 77
Avg. Price/SQFT $197
List to Sell Price Percentage 97 %

Property Types (active listings)

Built in the early 2000s, this serene and picturesque community features multiple floor plans providing approximately 1,000 to 4,500 sq. ft. of living space. The 2-6 bedroom homes feature 2-4.5 baths and are nestled on well-maintained lots, with many of the homes featuring golf-course, woods, and waterfront views. Many homes feature luxury upgrades, open floor plans, master suites, and private lanais and pools. Residents also enjoy numerous onsite amenities, including a boat ramp with access to Lake Tohopekaliga, two playgrounds, grills, and athletic courts. The community also enjoys a full social calendar with special events and holiday gatherings.

Located off US-17 and the Oaks Blvd, this Central Florida subdivision is in a prime location with easy drives to local entertainment, recreation, and theme parks. Enjoy the lakes and nature trails on property or experience Kissimmee Lakefront Park for boating, hiking, and outdoor fun! Daily living is a breeze with shopping centers, restaurants, offices, and more just minutes away. This community is less than seven miles to Osceola County Public Schools and surrounded by top medical facilities, large retail stores, spas, and more.

The Oaks provides easy access to John Young Parkway, Highway 192, and the Florida Turnpike, making exploring and commuting around Orlando fun and easy. Take advantage of the excellent proximity and experience Orlando's best attractions, including Disney World, Sea World, and Universal Orlando Resort.

Contact us today to learn more about The Oaks real estate.

The Oaks Community Information

Location: US-17 & The Oaks Blvd
Surrounding Lakes: Lake Tohopekaliga
Year(s) Built: 2003-2005
Number of Homesites: 1000+
HOA: Yes
Square Footage: 1,617 to 4,580
Community Amenities:  Boat Ramp, Golf, 2 Playgrounds, Tennis Courts, BBQ Grills, Nature Trails, Basketball Courts, Boat lift, Water Access to Lake Toho

Osceola County Public Schools

  • Pleasant Hill Elementary School: Pre-K-5th - Distance: 1 mile
  • Horizon Middle School: 6th-8th Distance - 2 miles
  • Liberty High School: Grades Pre-K -12th - Distance: 7 miles

Dining and Shopping

  • Pleasant Hill Commons with Publix Grocery- Distance: 1 mile
  • Shoppes of Kissimmee Shopping Center-Distance: .5 mile
  • Kissimmee Lakefront Park- Distance: 3 miles
  • Kissimmee Historic District-Distance: 4 miles
  • Loop West Shopping Center- Distance: 7 miles
  • Orlando Premium Outlet- Distance: 9 miles
  • Restaurant Row- Distance: 18 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 18 miles
  • Downtown Orlando - Distance: 28 miles

Parks and Recreation

  • Walt Disney World Resort-Distance: 14 miles
  • Shingle Creek Regional Park- Distance: 6.5 miles
  • Kissimmee Lakefront Park- Distance: 4 miles
  • Kissimmee Oaks Golf Club-Distance: .5 mile
  • Central Florida Athletic Association - Distance: .5 mile
  • Osceola YMCA Family Center - Distance: 4 miles

Hospitals

  • Osceola Regional Medical Center - Distance: 4 miles
  • Advent Health Kissimmee Hospital - Distance: 6 miles

*Distances are approximately measured from the The Oaks community entrance.

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