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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3041 Boating Boulevard, KISSIMMEE

$789,995

3041 Boating Boulevard, KISSIMMEE

6 Beds 4 Baths 4,303 SqFt Residential MLS® # O6310169
1746 Golfview Drive, KISSIMMEE

$399,000

1746 Golfview Drive, KISSIMMEE

4 Beds 3 Baths 2,196 SqFt Residential MLS® # S5126993
2960 Boating Boulevard, KISSIMMEE

$425,000

2960 Boating Boulevard, KISSIMMEE

4 Beds 2 Baths 2,670 SqFt Residential MLS® # A4652424
1726 Brassie Court, KISSIMMEE

$390,000

1726 Brassie Court, KISSIMMEE

3 Beds 2 Baths 1,859 SqFt Residential MLS® # O6307802
1530 The Oaks Boulevard, KISSIMMEE

$475,000

1530 The Oaks Boulevard, KISSIMMEE

4 Beds 3 Baths 2,226 SqFt Residential MLS® # TB8383938
1560 The Oaks Boulevard, KISSIMMEE

$399,950

1560 The Oaks Boulevard, KISSIMMEE

3 Beds 2 Baths 1,538 SqFt Residential MLS® # S5126508
2926 Boating Boulevard, KISSIMMEE

$460,000

↓ $5,000

2926 Boating Boulevard, KISSIMMEE

4 Beds 3 Baths 3,108 SqFt Residential MLS® # O6306353
2803 Boating Boulevard, KISSIMMEE

$550,000

2803 Boating Boulevard, KISSIMMEE

5 Beds 5 Baths 2,891 SqFt Residential MLS® # O6305715
2952 Boating Boulevard, KISSIMMEE

$459,990

2952 Boating Boulevard, KISSIMMEE

4 Beds 2 Baths 2,642 SqFt Residential MLS® # O6303782
1976 The Oaks Boulevard, KISSIMMEE

$579,000

1976 The Oaks Boulevard, KISSIMMEE

5 Beds 4 Baths 3,566 SqFt Residential MLS® # S5126074
1532 Angler Avenue, KISSIMMEE

$399,000

1532 Angler Avenue, KISSIMMEE

4 Beds 2 Baths 2,094 SqFt Residential MLS® # S5126042
2005 Pitch Way, KISSIMMEE

$510,000

2005 Pitch Way, KISSIMMEE

4 Beds 4 Baths 2,808 SqFt Residential MLS® # S5125512
Pending
2606 Teeside Court, KISSIMMEE

$425,000

↓ $4,900

2606 Teeside Court, KISSIMMEE

4 Beds 3 Baths 2,472 SqFt Residential MLS® # O6291801
2876 Boating Boulevard, KISSIMMEE

$375,000

2876 Boating Boulevard, KISSIMMEE

4 Beds 2 Baths 1,935 SqFt Residential MLS® # O6301514
Pending
1911 Commander Way, KISSIMMEE

$349,000

1911 Commander Way, KISSIMMEE

4 Beds 3 Baths 1,909 SqFt Residential MLS® # S5124968
Pending
2931 Top Water Way, KISSIMMEE

$393,000

2931 Top Water Way, KISSIMMEE

3 Beds 2 Baths 1,636 SqFt Residential MLS® # O6277149
2808 Osprey Cove Place 201, KISSIMMEE

$245,000

2808 Osprey Cove Place 201, KISSIMMEE

3 Beds 2 Baths 1,199 SqFt Residential MLS® # O6296816
Pending
1920 Commander Way, KISSIMMEE

$310,000

↓ $14,880

1920 Commander Way, KISSIMMEE

3 Beds 2 Baths 1,405 SqFt Residential MLS® # O6296763
1942 Commander Way, KISSIMMEE

$409,900

↓ $5,000

1942 Commander Way, KISSIMMEE

3 Beds 3 Baths 2,369 SqFt Residential MLS® # S5123632
1714 Golfview Drive, KISSIMMEE

$469,900

1714 Golfview Drive, KISSIMMEE

4 Beds 3 Baths 2,540 SqFt Residential MLS® # O6284822
1607 Tail Feather Drive, KISSIMMEE

$389,900

1607 Tail Feather Drive, KISSIMMEE

3 Beds 3 Baths 2,301 SqFt Residential MLS® # S5123275
2081 The Oaks Boulevard, KISSIMMEE

$495,000

2081 The Oaks Boulevard, KISSIMMEE

4 Beds 4 Baths 3,486 SqFt Residential MLS® # O6294273
2165 The Oaks Boulevard, KISSIMMEE

$399,900

↓ $20,090

2165 The Oaks Boulevard, KISSIMMEE

4 Beds 3 Baths 2,720 SqFt Residential MLS® # S5122464
Pending
3131 Bass Boat Way, KISSIMMEE

$415,000

↓ $4,900

3131 Bass Boat Way, KISSIMMEE

4 Beds 2 Baths 2,249 SqFt Residential MLS® # S5122963
Pending
2806 Baywood Lane, KISSIMMEE

$470,000

2806 Baywood Lane, KISSIMMEE

3 Beds 3 Baths 2,435 SqFt Residential MLS® # O6279056
1923 Willow Wood Drive, KISSIMMEE

$399,500

1923 Willow Wood Drive, KISSIMMEE

4 Beds 2 Baths 1,970 SqFt Residential MLS® # O6288079
1718 Golfview Drive, KISSIMMEE

$435,000

↑ $10,000

1718 Golfview Drive, KISSIMMEE

3 Beds 2 Baths 1,538 SqFt Residential MLS® # S5122148
2260 The Oaks Boulevard, KISSIMMEE

$529,000

↓ $8,500

2260 The Oaks Boulevard, KISSIMMEE

5 Beds 4 Baths 3,546 SqFt Residential MLS® # O6283348
3039 Boating Blvd. Boulevard, KISSIMMEE

$590,000

↓ $29,000

3039 Boating Blvd. Boulevard, KISSIMMEE

5 Beds 4 Baths 3,390 SqFt Residential MLS® # O6286887
Pending
2808 Osprey Cove Place 202, KISSIMMEE

$199,900

↓ $10,000

2808 Osprey Cove Place 202, KISSIMMEE

2 Beds 2 Baths 1,035 SqFt Residential MLS® # O6286765

The Oaks Real Estate Market Statistics

Average Price $451K
Lowest Price $200K
Highest Price $796K
Total Listings 43
Avg. Days On Market 74
Avg. Price/SQFT $190
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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