MLS Listings for Sale in The Oaks, FL

30 homes

Sort:

Recommended

ABOUT THIS HOME
MLS Listings for Sale in The Oaks, FL
Welcome to The Oaks — one of Kissimmee’s most sought-after golf communities! This beautiful 4-bedroom, 2.5-bath home with a bonus room offers endless possibilities — whether you’re looking for your forever home or the perfect investment opportunity. Enjoy spacious living areas filled with natural light, a peaceful backyard ideal for family gatherings, and access to incredible community amenities including a golf course, tennis courts, and playground. With its unbeatable location near shopping, dining, and theme parks, this home combines comfort, value, and convenience. Don’t miss the chance to make it yours — homes in The Oaks don’t last long!

$385,559

4 beds2.5 baths2,227 sq ft

1536 Nature Trl, Kissimmee, FL 34746

Community amenities • Tennis courts • Peaceful backyard

ABOUT THIS HOME
MLS Listings for Sale in The Oaks, FL
Welcome home to this RARE GEM located in the beautiful Shingle Creek area at The Oaks! This 6-bedroom (two of which are on the first floor)/5 (full) bathroom home features SPECTACULAR VIEWS of the pond and the nearby golf course. Select furniture is included in the price. A study/den on the first floor can easily be converted into a 7th bedroom, and the house features one primary bedroom on the first floor (featuring a bathroom with two sinks, a shower, and a tub) and TWO additional primary bedrooms on the second floor with EN-SUITE BATHROOMS for each of them, pocket doors, and double sinks. All five bathrooms feature granite countertops and windows to provide plenty of light and fresh air.

$783,750

6 beds5 baths3,968 sq ft

1820 Trophy Bass Way, Kissimmee, FL 34746

Dual a/c • Above-ground spa • En-suite bathrooms

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in The Oaks, FL
Tucked away in the peaceful golf course community of The Oaks in Kissimmee, this beautifully maintained 3-bedroom, 2-bathroom home offers privacy, charm, and modern comfort with no rear neighbors. Inside, you’ll find ceramic tile and luxury vinyl flooring throughout, a bright open floor plan, and a modern kitchen designed for both comfort and style. The owner’s suite features dual closets along with a fully renovated en suite bathroom completed in 2025, which includes a whirlpool tub and a brand-new shower. The guest bathroom was also beautifully updated in 2025. With a two-car garage, charming stone accents, and proximity to the community clubhouse, this home perfectly blend

$430,000

3 beds2 baths1,902 sq ft

1729 Golfview Dr, Kissimmee, FL 34746

Waterfront home • No rear neighbors • Dual closets

ABOUT THIS HOME
MLS Listings for Sale in The Oaks, FL
WELCOME HOME TO YOUR OWN PARADISE - Experience the art of refined living in this elegant pool home nestled in the prestigious community of The Oaks. Thoughtfully designed for both comfort and style, this residence offers 3 spacious bedrooms, 3 full baths, a private den, and beautifully appointed living areas filled with natural light. The open-concept great room flows effortlessly into the formal dining area and breakfast nook, creating the perfect setting for both intimate gatherings and entertainment. The gourmet kitchen blends functionality and elegance, while the owner’s suite provides a serene retreat with a luxurious spa-style bath and generous walk-in closets. A private ensuit

$449,900

3 beds3 baths2,259 sq ft

2801 Baywood Ln, Kissimmee, FL 34746

Screened pool • Private den • Gourmet kitchen

ABOUT THIS HOME
MLS Listings for Sale in The Oaks, FL
LOCATION AND MORE. This is a gorgeous and renovated one single family home with three bedrooms and two full baths. It has a spacious living/dining room combination. The eat in, which includes a beautiful breakfast open to living area. All appliances are stainless steel. It has beautiful granite counter tops. The floors are a combination of laminate and porcelain tiles. The master suite is spacious and has a walk-in closet with master bath, dual sinks, tub, and separate shower. There are two additional ample bedrooms. It has an extra room that can be used as an office or formal living room. The laundry room is inside. The property has a new roof (2025) as well as the outside heat pump conden

$380,000

3 beds2 baths1,918 sq ft

1905 Fairway Loop, Kissimmee, FL 34746

Walk-in closet • Granite counter tops • 7,187 sq ft lot

Property at 1953 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 2 baths

$379,900

4 beds2 baths2,038 sq ft

1953 The Oaks Blvd, Kissimmee, FL 34746

Property at 2181 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 2 baths

$415,000

4 beds2 baths2,017 sq ft

2181 The Oaks Blvd, Kissimmee, FL 34746

Property at 2926 Boating Blvd, Kissimmee, FL 34746, 4 beds, 2.5 baths

$459,050

4 beds2.5 baths3,108 sq ft

2926 Boating Blvd, Kissimmee, FL 34746

Property at 1527 Angler Ave, Kissimmee, FL 34746, 5 beds, 4.5 baths

$579,000

5 beds4.5 baths3,607 sq ft

1527 Angler Ave, Kissimmee, FL 34746

Property at 2172 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 2 baths

$394,000

4 beds2 baths2,151 sq ft

2172 The Oaks Blvd, Kissimmee, FL 34746

Property at 1938 Commander Way, Kissimmee, FL 34746, 4 beds, 4 baths

$385,000

4 beds4 baths2,382 sq ft

1938 Commander Way, Kissimmee, FL 34746

Property at 2460 The Oaks Blvd, Kissimmee, FL 34746, 5 beds, 3 baths

$605,000

5 beds3 baths3,416 sq ft

2460 The Oaks Blvd, Kissimmee, FL 34746

Property at 1958 Commander Way, Kissimmee, FL 34746, 3 beds, 2 baths

$323,000

3 beds2 baths1,636 sq ft

1958 Commander Way, Kissimmee, FL 34746

Property at 1914 Commander Way, Kissimmee, FL 34746, 3 beds, 2 baths

$299,999

3 beds2 baths1,405 sq ft

1914 Commander Way, Kissimmee, FL 34746

Property at 2622 Roughside Cir, Kissimmee, FL 34746, 4 beds, 3 baths

$499,000

4 beds3 baths2,671 sq ft

2622 Roughside Cir, Kissimmee, FL 34746

Property at 2200 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 3.5 baths

$460,000

4 beds3.5 baths2,720 sq ft

2200 The Oaks Blvd, Kissimmee, FL 34746

Property at 1516 Angler Ave, Kissimmee, FL 34746, 3 beds, 2.5 baths

$509,000

3 beds2.5 baths3,341 sq ft

1516 Angler Ave, Kissimmee, FL 34746

Property at 1714 Golfview Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$419,900

4 beds3 baths2,540 sq ft

1714 Golfview Dr, Kissimmee, FL 34746

Property at 2960 Boating Blvd, Kissimmee, FL 34746, 4 beds, 2 baths

$395,000

4 beds2 baths2,670 sq ft

2960 Boating Blvd, Kissimmee, FL 34746

Property at 2836 Osprey Cove Pl #201, Kissimmee, FL 34746, 3 beds, 2 baths

$242,000

3 beds2 baths1,136 sq ft

2836 Osprey Cove Pl #201, Kissimmee, FL 34746

Property at 2298 The Oaks Blvd, Kissimmee, FL 34746, 5 beds, 3.5 baths

$499,000

5 beds3.5 baths3,592 sq ft

2298 The Oaks Blvd, Kissimmee, FL 34746

Property at 2530 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 2.5 baths

$530,000

4 beds2.5 baths3,061 sq ft

2530 The Oaks Blvd, Kissimmee, FL 34746

Property at 2321 The Oaks Blvd. Kissimmee, Kissimmee, FL 34746, 5 beds, 3.5 baths

$450,000

5 beds3.5 baths— sq ft

2321 The Oaks Blvd. Kissimmee, Kissimmee, FL 34746

(954) 709-9997

Property at 2081 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 3.5 baths

$450,000

4 beds3.5 baths3,486 sq ft

2081 The Oaks Blvd, Kissimmee, FL 34746

Property at 2108 Drive Way, Kissimmee, FL 34746, 4 beds, 3 baths

$510,000

4 beds3 baths2,589 sq ft

2108 Drive Way, Kissimmee, FL 34746

Property at 2510 Trapside Ct, Kissimmee, FL 34746, 4 beds, 2 baths

$457,500

4 beds2 baths1,938 sq ft

2510 Trapside Ct, Kissimmee, FL 34746

Property at 1942 Commander Way, Kissimmee, FL 34746, 3 beds, 3 baths

$399,000

3 beds3 baths2,369 sq ft

1942 Commander Way, Kissimmee, FL 34746

Property at 1976 The Oaks Blvd, Kissimmee, FL 34746, 5 beds, 3.5 baths

$584,900

5 beds3.5 baths3,566 sq ft

1976 The Oaks Blvd, Kissimmee, FL 34746

Property at 3034 Boating Blvd, Kissimmee, FL 34746, 4 beds, 3 baths

$574,900

4 beds3 baths2,211 sq ft

3034 Boating Blvd, Kissimmee, FL 34746

Property at 1718 Golfview Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$429,000

3 beds2 baths1,538 sq ft

1718 Golfview Dr, Kissimmee, FL 34746

Viewing page 1 of 1

Based on information submitted to the MLS GRID as of Wed Nov 12 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS Listings for Sale in The Oaks

There are currently 30 mls listings for sale in The Oaks at a median listing price of $445K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in The Oaks stay on the market for 114 days and receive 5 offers. Popular neighborhoods include Eagle Lake, Spring Ridge, Courthouse, Cumbrian Lakes, and Brighton Lakes. This map is refreshed with the newest listings in The Oaks every 15 minutes.

In the past month, 5 homes have been sold in The Oaks. In addition to houses in The Oaks, there was also 1 condo, 0 townhouses, and 0 multi-family units for sale in The Oaks last month. The Oaks is a not walkable neighborhood in Kissimmee with a Walk Score of 8. The Oaks is home to approximately 2,502 people and 21 jobs. Find your dream home in The Oaks using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in The Oaks are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in The Oaks. If you're looking to sell your home in the The Oaks area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in The Oaks with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for The Oaks, FL

Cities

Nearby Neighborhoods

Nearby Neighborhoods with MLS Listings

Nearby Cities with MLS Listings

More to explore in The Oaks, FL

How to buy a house in The Oaks, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.