Thousand Oaks, FL homes for sale & real estate

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372 Shady Oak Loop, Davenport, FL 33896
372 Shady Oak Loop, Davenport, FL 33896
372 Shady Oak Loop, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
This stunning fully renovated and upgraded 5 bedroom/3 bathroom pool home has a large, fenced backyard and is located on the sought-after Thousand Oaks community with low HOA fees, lakes and community events, plus a great location close to stores, dining and just a 20-minute drive to Disney World! This exceptional corner lot home has been fully updated over the last two years and features a wealth of upgrades including all-new bathrooms, kitchen, flooring, paint, pool resurface, hurricane sliding doors, perimeter fence, irrigation system and more. The welcoming front porch leads you into the entrance hall and open-plan living space with porcelain tiled floors, vaulted ceiling, lounge area w

$540,000

5 beds3 baths1,964 sq ft

372 Shady Oak Loop, Davenport, FL 33896

0.27 acre lot • $27 HOA • 2 garage spots

OPEN SAT, 10AM TO 12PM3D WALKTHROUGH

237 Oak Chase Pl, Davenport, FL 33896
237 Oak Chase Pl, Davenport, FL 33896
237 Oak Chase Pl, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
Welcome to your FLORIDA OASIS! This BEAUTIFUL and IMMACULATELY MAINTAINED 3-bedroom, 2-bath pool home is tucked away on a quiet CUL-DE-SAC and seamlessly blends comfort, style, and endless possibilities. As you approach the front door, you’ll be greeted by fresh, VIBRANT LANDSCAPING and a WIDENED DRIVEWAY that provides extra parking and WONDERFUL CURB APPEAL. Step into the welcoming foyer, where HIGH VAULTED CEILINGS and an OPEN-CONCEPT layout create an inviting sense of space. To your right, the FIRST GUEST BEDROOM sits adjacent to the GUEST BATHROOM, which boasts a combination TUB and SHOWER and a WINDOW that fills the space with NATURAL LIGHT. On the opposite side, you’ll fin

$348,000

3 beds2 baths1,349 sq ft

237 Oak Chase Pl, Davenport, FL 33896

7,484 sq ft lot • $26 HOA • 2 garage spots

3D WALKTHROUGH

149 Imperial Oak Ct, Davenport, FL 33896
149 Imperial Oak Ct, Davenport, FL 33896
149 Imperial Oak Ct, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
This private-pool home is tucked away in a quiet cul-de-sac in the highly desirable Thousand Oaks community, this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of comfort, privacy, and Florida living. Step outside to your own private oasis, featuring a screened-in pool, fenced backyard, and an impressive outdoor kitchen and bar, ideal for entertaining or relaxing year-round. The new roof adds peace of mind and value, while the spacious interior offers plenty of room for family and guests. Conveniently located just minutes from ChampionsGate, Posner Park shopping, restaurants, and I-4 for easy access to Disney, Orlando, and beyond. Whether you're looking for a pr

$500,000

4 beds2 baths1,506 sq ft

149 Imperial Oak Ct, Davenport, FL 33896

7,719 sq ft lot • $27 HOA • 2 garage spots

815 Thousand Oaks Blvd, Davenport, FL 33896
815 Thousand Oaks Blvd, Davenport, FL 33896
815 Thousand Oaks Blvd, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
Welcome home to 815 Thousand Oaks Blvd in Davenport, this newly updated home is situated in the Thousand Oaks community, close to Disney and all the attractions. Whether you are looking for a permanent residence, or an escape from the winter months or as a Aibnb, short term rental investment home this is the one !!! Complete with stunning views !!! This 4 Bedroom, 2 Bathroom pool home, with 2 car garage, comes partially furnished, the exterior trim and garage door has been freshly painted, offering great curb appeal to welcome your guests. Inside we have a bright airy hallway leading to the great room, with high ceilings and a open concept which leads to the dining area, kitchen and kitchen

$369,000

4 beds2 baths1,545 sq ft

815 Thousand Oaks Blvd, Davenport, FL 33896

7,305 sq ft lot • $27 HOA • 2 garage spots

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101 Cypress Pointe Ct, Davenport, FL 33896
101 Cypress Pointe Ct, Davenport, FL 33896
101 Cypress Pointe Ct, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
Welcome to this spacious 5-bedroom, 3.5-bathroom pool home located in the gated community of Cypress Pointe Forest in Davenport. Zoned for short-term rentals, this property is the perfect opportunity for a vacation home, income-producing rental, or full-time Florida living. Step inside to an inviting open floor plan with the kitchen and family room overlooking the screened-in, in-ground heated pool/spa and beautifully paved patio—perfect for relaxing, entertaining, or enjoying the Florida sunshine. The private backyard offers the added bonus of no rear neighbors, providing a peaceful and secluded outdoor space. This is a true smart home, where you can manage everything from your phone

$485,000

5 beds3.5 baths2,609 sq ft

101 Cypress Pointe Ct, Davenport, FL 33896

7,566 sq ft lot • $165 HOA • 2 garage spots

105 Paradise Woods Ct, Davenport, FL 33896
105 Paradise Woods Ct, Davenport, FL 33896
105 Paradise Woods Ct, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
Tucked away in a peaceful Davenport community near Loughman Park, this 3-bedroom, 2-bathroom home has 1,212 sq ft of potential and comfort. Enjoy peace of mind with a roof replaced just 1.5 years ago and a brand-new HVAC system installed 6 months ago. The property also includes a two-car attached garage. Conveniently located near Champions Gate, Posner Park shopping center, and just a short drive to the world-famous attractions in Orlando, this home blends quiet living with easy access to top destinations.

$310,000

3 beds2 baths1,212 sq ft

105 Paradise Woods Ct, Davenport, FL 33896

7,230 sq ft lot • $83 HOA • 2 garage spots

3D WALKTHROUGH

1111 Royal Ridge Dr, Davenport, FL 33896
1111 Royal Ridge Dr, Davenport, FL 33896
1111 Royal Ridge Dr, Davenport, FL 33896
ABOUT THIS HOME
Thousand Oaks, FL Homes for Sale
Welcome to your future retreat—a delightful four-bedroom, three-bathroom residence that combines style, comfort, and a connection to nature. Built in 2005, this home is nestled in a serene environment with views of conservation areas and lush landscaping. Its single-story floor plan provides ease of living, offering a harmonious blend of space and functionality. The moment you step inside, the open floorplan greets you with a sense of spaciousness, enhanced by its seamless design connecting the kitchen, dining, and family room. The heart of the home, the kitchen, boasts ample space for culinary adventures, complete with a tiled floor that ensures durability and easy maintenance. Adjac

$334,000

4 beds3 baths1,659 sq ft

1111 Royal Ridge Dr, Davenport, FL 33896

4,574 sq ft lot • $133 HOA • Garage

Based on information submitted to the MLS GRID as of Fri Jul 25 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.

Average home prices near Thousand Oaks, FL

Cities

Neighborhoods

Country Creek homes for sale
$524,900
Providence homes for sale
$493,250
Citrus Ridge homes for sale
$459,970
Sereno homes for sale
$339,900
Sunridge Woods homes for sale
$390,000
Windwood Bay homes for sale
$477,500
Town Center homes for sale
$274,900
Bridgewater Crossing homes for sale
$347,450
Reunion homes for sale
$449,450
Solterra Resort homes for sale
$579,000

Thousand Oaks, FL real estate trends

$340K

Sale price

-12.7%
since last year

$249

Sale $/sq ft

+4.0%
since last year

Under list price

4.6%

Days on market

Down payment

—

Total homes sold

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