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Welcome to your peaceful retreat in the heart of Oakland! Nestled within the highly sought-after Longleaf at Oakland community, this impeccably maintained 3-bedroom, 2 1/2-bathroom residence offers the perfect blend of 2020 construction and timeless Florida charm. Step inside to discover 1,811 square feet of bright, open-concept living space designed for both effortless entertaining and cozy family nights. The chef-inspired kitchen serves as the centerpiece, boasting sleek quartz countertops and modern stainless appliances, flowing seamlessly into the dining and living areas. Touches of refinement extend throughout the home, including elegant marble sinks in every bathroom. What truly sets this property apart is its rare positioning, with no neighbors directly in front or behind, providing an incredible sense of privacy especially as you enjoy morning coffee or an evening glass of wine on the screened lanai that provides a forest like feel of trees that are continuing to grow and provide a peaceful and private retreat. The details matter here, from the stylish paver driveway to the two-car attached garage featuring a professionally finished floor coating and recently replaced garage door springs. Living in Longleaf at Oakland means more than just a beautiful home; it’s a lifestyle. Residents enjoy access to a community pool, playground and beautifully maintained landscaping. The location offers the ultimate Central Florida convenience, situated just minutes from the historic charm of Downtown Winter Garden, the West Orange Trail, and the Oakland Nature Preserve, with easy access to Highway 50, SR-429, and the Florida Turnpike. Don't miss your chance to own a piece of Oakland’s finest—schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

Welcome to your peaceful retreat in the heart of Oakland! Nestled within the highly sought-after Longleaf at Oakland community, this impeccably maintained 3-bedroom, 2 1/2-bathroom residence offers the perfect blend of 2020 construction and timeless Florida charm. Step inside to discover 1,811 square feet of bright, open-concept living space designed for both effortless entertaining and cozy family nights. The chef-inspired kitchen serves as the centerpiece, boasting sleek quartz countertops and modern stainless appliances, flowing seamlessly into the dining and living areas. Touches of refinement extend throughout the home, including elegant marble sinks in every bathroom. What truly sets this property apart is its rare positioning, with no neighbors directly in front or behind, providing an incredible sense of privacy especially as you enjoy morning coffee or an evening glass of wine on the screened lanai that provides a forest like feel of trees that are continuing to grow and provide a peaceful and private retreat. The details matter here, from the stylish paver driveway to the two-car attached garage featuring a professionally finished floor coating and recently replaced garage door springs. Living in Longleaf at Oakland means more than just a beautiful home; it’s a lifestyle. Residents enjoy access to a community pool, playground and beautifully maintained landscaping. The location offers the ultimate Central Florida convenience, situated just minutes from the historic charm of Downtown Winter Garden, the West Orange Trail, and the Oakland Nature Preserve, with easy access to Highway 50, SR-429, and the Florida Turnpike. Don't miss your chance to own a piece of Oakland’s finest—schedule your private showing today!

2660 Bobcat Chase Boulevard, Oakland

YOU Must see this absolutely Gorgeous 3BEDS,3 FULL BATH Townhouse in Oakland. located Between Winter Garden and Clermont..Great amenities for you enjoy the best of Florida lifestyle..This Property is the LARGEST SQ FT in the community and Best Floor Plan : Open floor concept ,that integrate Living space, Kitchen and Dinner space. Surrounded with sunlight windows. Engineering floor, granite counters, stainless appliances. Perfect for family and Plus Downstairs FLEX room,Office or used as a Bedroom equipped with Murphy Bed and along with Full Bathroom Downstairs as well. Enjoy the enclosed Patio Privacy and perfect for grilling,Bath tube, much more... LOCATION-LOCATION .. minutes from Historic Winter Garden Downtown ,Stores, Hospitals, costco, restaurants and Main Roads... Upstairs Enjoy the spacious primary bedroom amazing space, along with large Bathroom and walking closet. The secondary bedroom is also located upstairs with their own en-suite bathroom, For privacy for family or guests. The community Offers an amazing pool, relaxing in the launch chairs..Community mailbox, playground and much more...Dont forget about the Famous West Orange Trail—designed for biking, walking or running few mins aways. come see today... This Jewel won't last..

3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

YOU Must see this absolutely Gorgeous 3BEDS,3 FULL BATH Townhouse in Oakland. located Between Winter Garden and Clermont..Great amenities for you enjoy the best of Florida lifestyle..This Property is the LARGEST SQ FT in the community and Best Floor Plan : Open floor concept ,that integrate Living space, Kitchen and Dinner space. Surrounded with sunlight windows. Engineering floor, granite counters, stainless appliances. Perfect for family and Plus Downstairs FLEX room,Office or used as a Bedroom equipped with Murphy Bed and along with Full Bathroom Downstairs as well. Enjoy the enclosed Patio Privacy and perfect for grilling,Bath tube, much more... LOCATION-LOCATION .. minutes from Historic Winter Garden Downtown ,Stores, Hospitals, costco, restaurants and Main Roads... Upstairs Enjoy the spacious primary bedroom amazing space, along with large Bathroom and walking closet. The secondary bedroom is also located upstairs with their own en-suite bathroom, For privacy for family or guests. The community Offers an amazing pool, relaxing in the launch chairs..Community mailbox, playground and much more...Dont forget about the Famous West Orange Trail—designed for biking, walking or running few mins aways. come see today... This Jewel won't last..

2222 Gopher Tortoise Terrace, Oakland

Virtually Staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!

2 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

Virtually Staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!

1318 Painted Bunting Avenue, Oakland