0.42 mi
Distance
Trailside Station, Oakland, FL, USA
Oakland, Florida, United States
Homes for sale near Trailside Station, Oakland, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
729 Strihal Loop
One or more photo(s) has been virtually staged. Discover this beautifully updated 5-bedroom, 3.5-bath pool home in an exclusive gated community situated minutes from the Turnpike and SR 429, this home offers swift access to Downtown Orlando, top shopping and dining destinations, and world-famous att
Living Area:
3583 Sqft.
|
5
Beds,
4
Baths
|
$700,000 |
207 LARGOVISTA DRIVE
ACT FAST! HOMES OF THIS SIZE AND STYLE WITH A PRIVATE POOL RARELY STAY ON THE MARKET. SCHEDULE YOUR SHOWING TODAY BEFORE IT IS GONE. WITH INTEREST RATES DROPPING MORE BUYERS WILL BE ENTERING THE MARKET AND COMPETITION WILL INCREASE. NOW IS THE TIME TO MAKE YOUR MOVE!
LISTED UNDER MARKET VALUE!!!!
Living Area:
4246 Sqft.
|
5
Beds,
4
Baths
|
$650,000 |
1017 JOHNS POINT DRIVE
A rare lakefront estate on one of Central Florida?s most celebrated lakes, John?s Lake. Positioned on nearly one acre in a private, gated enclave, this custom 5-bedroom, 6-bath residence offers sweeping open-water views, dramatic sunsets, and direct access to boating, jet skiing, and year-round fish
Living Area:
6141 Sqft.
|
5
Beds,
6
Baths
|
$2,160,000 |
222 LARGOVISTA DRIVE
Luxury Living in the Gated Community of John’s Landing on Beautiful Johns Lake!
This well-maintained, move-in-ready 4-bedroom, 2-bath home offers flexible living in one of Oakland/Winter Garden’s most desirable lakefront communities. Mature landscaping, an oversized driveway, and a 3-car garage
Living Area:
2094 Sqft.
|
4
Beds,
2
Baths
|
$499,950 |
847 CURA COURT
Welcome to this beautifully maintained home located in the gated waterfront community of John’s Landing, nestled along the scenic 2,600-acre John’s Lake chain. This property offers a blend of upgraded features, generous living spaces, and an exceptional community lifestyle. A brand-new roof will
Living Area:
3000 Sqft.
|
4
Beds,
3
Baths
|
$645,000 |
729 STRIHAL LOOP
One or more photo(s) has been virtually staged. Discover this beautifully updated 5-bedroom, 3.5-bath pool home in an exclusive gated community situated minutes from the Turnpike and SR 429, this home offers swift access to Downtown Orlando, top shopping and dining destinations, and world-famous att
Living Area:
3381 Sqft.
|
5
Beds,
4
Baths
|
$700,000 |
510 BRILEY AVENUE
Stunning J&J Model Home in Briley Farm – Leaseback Opportunity! Step into unmatched luxury at this impeccably crafted J&J Building model home, perfectly positioned on a premier corner lot in the sought-after Briley Farm community of Oakland, FL. Designed with exceptional attention to detail, this
Living Area:
5478 Sqft.
|
5
Beds,
7
Baths
|
$3,575,000 |
610 STRIHAL LOOP
Welcome to 610 Strihal Loop, a beautifully updated home in a desirable Oakland location. Step inside to discover a bright and airy open-concept living space, featuring new, rich wood-look flooring that flows throughout the entire home, creating a cohesive and elegant feel. The main living areas are
Living Area:
2490 Sqft.
|
4
Beds,
2
Baths
|
$535,000 |
17850 HITHER HILLS CIRCLE
Exquisite Lakefront Residence: 5 Beds, 5 Baths! This striking home, constructed by DR Horton in 2023, sits on over half an acre, boasting panoramic views of the picturesque Lake Apopka. This property sits directly on the 5th Largest Lake in the entire state and the lot is already approved for a full
Living Area:
3416 Sqft.
|
5
Beds,
5
Baths
|
$1,199,000 |
1808 WESTERN TRAILWAY DRIVE
Welcome to this stunning, like-new 3-bedroom, 2-bath home in the charming Hull Island community of Oakland, just 0.5 miles from the West Orange Trail, 1.5 miles to Costco, and only 10 minutes from historic downtown Winter Garden. Recently updated and truly move-in ready, this split-plan residence sh
Living Area:
1857 Sqft.
|
3
Beds,
2
Baths
|
$610,000 |
620 N TUBB STREET
This exquisite gem has endless opportunities: a wellness center, wedding event venue, and Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately residential home! This distinctive 19th-century Oakland Manor House sits on an .8-acre park-like setting in the charming
Living Area:
5614 Sqft.
|
6
Beds,
8
Baths
|
$1,650,000 |
312 BRILEY AVENUE
Under Construction. Introducing an extraordinary luxury estate by Element Home Builders in the sought after Briley Farm community, where timeless design, exceptional craftsmanship, and modern elegance come together on a beautiful oversized, nearly half acre corner lot. This remarkable 6-bedroom, 6.5
Living Area:
5144 Sqft.
|
6
Beds,
7
Baths
|
$2,995,000 |
2450 STANDING ROCK CIRCLE
Come tour this stunning two-story Meritage Home thoughtfully designed for modern living and effortless entertaining! The open-concept floor plan features a spacious kitchen that seamlessly overlooks the living and dining areas, creating a setting for family gatherings or dinner parties. Upstairs, en
Living Area:
3163 Sqft.
|
5
Beds,
4
Baths
|
$714,500 |
1970 STANDING ROCK CIRCLE
Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a spacious, peaceful backyard in the highly desirable Oakland Trails community. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfo
Living Area:
3528 Sqft.
|
5
Beds,
3
Baths
|
$800,000 |
624 HULL ISLAND DRIVE
Find out about the unique chance to be the owner of a 2,700 sqft home which sits on 2.55 private acres which we think is the ideal setting for space, privacy, and great growth. This 1983 built home has been very well preserved in it’s original condition which makes it the perfect choice for buyers
Living Area:
2708 Sqft.
|
4
Beds,
2
Baths
|
$1,000,000 |
507 W OAKLAND AVENUE
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 507 W Oakland Avenue, where comfort, charm, and convenience come together in one perfect location!
Nestled in the heart of Oakland, this beautiful home offers one of the most desirable address
Living Area:
1338 Sqft.
|
3
Beds,
2
Baths
|
$364,900 |
2690 BOBCAT CHASE BOULEVARD
Love Where You Live — in Longleaf at Oakland! ?
Welcome to Longleaf at Oakland, one of Central Florida’s most sought-after communities near Winter Garden, where modern living meets natural serenity. This immaculate 3-bedroom, 2-bath home with a 2-car garage backs to peaceful conservation land
Living Area:
1554 Sqft.
|
3
Beds,
2
Baths
|
$465,000 |
17608 DEER ISLE CIRCLE
Welcome to a truly exceptional custom home, perfectly situated in a private, gated community on the shores of breathtaking John’s Lake. Set on over an acre of beautifully landscaped property with panoramic water views throughout the island, this 4-bedroom estate offers the ultimate Florida lifesty
Living Area:
3144 Sqft.
|
4
Beds,
3
Baths
|
$1,100,000 |
529 JOHNS LANDING WAY
Welcome to your dream home in a prestigious gated community! This stunning 4-bedroom, 3-bathroom house offers 2,650 square feet of comfortable living space designed for both relaxation and entertainment. The thoughtfully designed layout includes a versatile fourth bedroom that can easily serve as a
Living Area:
2650 Sqft.
|
4
Beds,
3
Baths
|
$675,000 |
14413 BAYUK WAY
PRICE REDUCED FOR QUICK SALE. Welcome to 14413 Bayuk Way, a modern four-bedroom, three-bath home located in the new Lake Apopka Sound community. Built by D.R. Horton in 2023 to the Destin model, this 2,376 sq ft property offers spacious living and adaptable accommodation. As you enter the home, you
Living Area:
2376 Sqft.
|
4
Beds,
3
Baths
|
$550,000 |
326 LARGOVISTA DRIVE
Welcome to your dream home in the highly sought-after Johns Landing community! This immaculate 4-bedroom, 3-bathroom residence offers a perfect blend of elegance, comfort, and convenience—nestled in the heart of charming Oakland, FL. From the moment you step inside, you’ll be greeted by soaring
Living Area:
3182 Sqft.
|
4
Beds,
3
Baths
|
$649,800 |
17993 GOURD NECK LOOP
Come see this exquisite Meritage Home in Winter Garden’s VERDE PARK, sitting on a 1/4 acre lot. This residence features 4 bedrooms, 3 full bathrooms, a bonus room, a 3-car garage, and an expansive rear stone patio with screen enclosure. This one-story masterpiece boasts an open concept with a gour
Living Area:
2736 Sqft.
|
4
Beds,
3
Baths
|
$599,999 |
2090 STANDING ROCK CIRCLE
Price reduced to $585,000 on this Stunning Home in Oakland Trails!
This immaculate 3-bedroom, 2.5 bath home blends thoughtful upgrades with a warm, inviting layout. From the moment you walk in, pride of ownership is evident. The bright, open living area features built-in HEOS speakers, perfect for
Living Area:
2010 Sqft.
|
3
Beds,
3
Baths
|
$585,000 |
219 LARGOVISTA DRIVE
Investor Special! Located in the highly desirable, gated lakefront community of Johns Landing. This spacious 5-bedroom, 4-bathroom pool home offers nearly 4,000 sq. ft. of living space (excluding garage) and features two upstairs primary suites, additional bedrooms with a loft and bathroom, plus a d
Living Area:
3903 Sqft.
|
5
Beds,
4
Baths
|
$610,000 |
17556 DEER ISLE CIRCLE
Welcome to 17556 Deer Isle Circle in the gated community of Deer Island. This beautifully maintained 4-bedroom, 3.5-bath home sits on over an acre and features an inviting front porch, an updated kitchen, and a private screened-in pool—perfect for Florida living. The flexible layout includes a det
Living Area:
3214 Sqft.
|
4
Beds,
4
Baths
|
$1,225,000 |
17981 GOURD NECK LOOP
One or more photo(s) has been virtually staged. Welcome to this beautifully updated home offering flexible living spaces, modern upgrades, and room for everyone! This unique floor plan features two primary suites - one upstairs and one downstairs - plus an additional bedroom and full bath on the mai
Living Area:
4704 Sqft.
|
6
Beds,
5
Baths
|
$925,000 |
101 N STARR STREET
Seller is offering First Mortgage Owner Financing up to $750,000 at 4.3% interest rate with a 3-year Balloon structure, to be organized by a real estate attorney.
Welcome to 101 N Starr Street, an exceptional single-story, custom-built residence nestled in the heart of historic Oakland, Florida?
Living Area:
2502 Sqft.
|
3
Beds,
4
Baths
|
$1,450,000 |
2435 STANDING ROCK CIRCLE
Perfectly situated in the desirable Oakland Trails neighborhood this perfectly updated and maintained home is a turnkey away from being yours! 4 bed, 2.5 bath, the primary bed in the second level. The landscape perfectly accentuates your front porch. Step inside your fully upgraded home; complete wi
Living Area:
2017 Sqft.
|
4
Beds,
3
Baths
|
$471,900 |
229 LARGOVISTA DRIVE
**NEW PRICE – MUST-SEE LUXURY POOL HOME!**
Prepare to fall in love with this stunning 5-bedroom, 4-bathroom home located in the exclusive gated community of *Johns Landing*. Offering nearly 3,500 sq. ft. of meticulously designed living space, this home is the perfect blend of elegance, comfort,
Living Area:
3449 Sqft.
|
5
Beds,
4
Baths
|
$575,000 |
16004 OLLIVETT STREET
Welcome to this exceptional home with abundant natural light. Perfect for those looking for a home that is large or suitable for multi-generational living. The home features 7 bedrooms with two full master suites, on downstairs and one upstairs. Both have spa bathrooms with his and hers vanities, so
Living Area:
4704 Sqft.
|
7
Beds,
4
Baths
|
$935,000 |
2755 BOBCAT CHASE BOULEVARD
Welcome to 2755 Bobcat Chase Blvd, a modern 3-bedroom, 2.5-bath home with a bonus room, built in 2020 and tucked away on a quiet cul-de-sac in the highly desirable town of Oakland. This home offers a beautifully designed open-concept main level with a spacious living area that flows seamlessly into
Living Area:
1822 Sqft.
|
3
Beds,
3
Baths
|
$500,000 |
651 REGINA CIRCLE
***SELLER SAYS SELL! BEST priced home in the community!*** Welcome to John’s Landing, a gated lakefront community in the charming town of Oakland, offering private lake access and a community dock on Johns Lake.
Step inside this spacious 4-bedroom, 3-bathroom home with a 3-car garage and make i
Living Area:
2352 Sqft.
|
4
Beds,
3
Baths
|
$499,999 |
