Isle of Pines Homes 

Isle of Pines is a charming residential community nestled in Orlando, FL, offering a serene and family-friendly environment. The real estate in Isle of Pines is characterized by beautiful homes, well-manicured lawns, and a variety of architectural styles to suit different tastes. With a range of housing options, potential buyers have plenty of choices to find their dream home.

One of the key attractions of Isle of Pines is its proximity to various amenities and attractions. Residents can enjoy the convenience of having shopping centers, schools, and recreational facilities nearby, making it an ideal location for families. Additionally, the community's strategic location provides easy access to major highways and Orlando's famous theme parks, like Walt Disney World and Universal Studios, making it a popular choice for both residents and vacationers alike.

In addition to its fantastic location, Isle of Pines also boasts picturesque natural surroundings, including lush parks and scenic lakes. Outdoor enthusiasts can indulge in activities like hiking, fishing, and boating, making it a haven for nature lovers. Overall, the combination of attractive real estate options, a family-friendly atmosphere, and the allure of nearby attractions makes Isle of Pines a highly sought-after and desirable place to call home in Orlando, FL.

Available Isle of Pines Homes For Sale

$495,000
3 Beds ⋅ 2 Baths ⋅ O6423922 MLS
Under contract-accepting backup offers. Rare opportunity to own an authentic log home in the heart of Isle of Pines! Combining timeless rustic charm with thoughtful modern updates, this beautifully maintained 3-bedroom, 2-bath retreat offers the perfect blend of rustic character and modern updates. This one-of-a-kind home feels like a peaceful country retreat while remaining just a short drive from Lake Nona, SR 417, shopping, dining, and Orlando International Airport. Step inside to find an updated kitchen with a large island that's perfect for gathering with family and friends, new appliances (2024), beautifully updated bathrooms, and wood and tile flooring throughout. Cozy up beside the wood-burning fireplace on cooler evenings or enjoy the abundance of natural light streaming through all-new windows. Major improvements include a roof (2024) and A/C (2023) H2O system (2023), Water Heater (2025). Outside, the lifestyle continues with a screened-in pool, a spacious front porch that's perfect for morning coffee while watching the local wildlife, including baby deer that visit often!, and a fully fenced side yard just off the kitchen that's ideal for dogs or little ones to play safely. Need room for your hobbies, toys, or future plans? In addition to the detached two-car garage, you'll find a second detached building currently housing three vehicles, it's ready to become a workshop, studio, home gym, additional storage, or potentially an accessory dwelling unit. This home is served by well and septic, offering lower monthly utility costs, and residents have the option to join the voluntary Isle of Pines Property Owners Association. For a small annual fee you can enjoy access to Lake Mary Jane with a private boat ramp and dock, community events, playground, trails, and more. If you've been dreaming of a home with character, privacy, room to spread out, and a little piece of Old Florida charm, this is one you won't want to miss.

14126 Winterset Drive, Orlando

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

$249,000
1 Beds ⋅ 1 Baths ⋅ O6418444 MLS
Under contract-accepting backup offers. Short Sale. Nestled in the highly desirable Isle of Pines community, this unique property offers a rare chance to own nearly a quarter-acre of land in one of Southeast Orlando's most sought-after areas, just minutes from Lake Nona, Medical City, Orlando International Airport, and major highways. The existing 1-bedroom, 1-bath elevated home has been restored to its original stilt construction, offering a distinctive Florida lifestyle surrounded by mature trees and natural beauty. Whether you're looking for an affordable primary residence, weekend retreat, rental investment, or future building site, this property provides exceptional flexibility and potential. Recent improvements include new kitchen appliances, tankless water heater, reverse osmosis water treatment system, new well pump and water treatment equipment, full bathroom renovation, cement board siding, updated insulation, fresh interior and exterior paint, new driveway, new garage roof, and new decking in the screened outdoor living area. The spacious lot offers room to expand the existing home, add additional outdoor living space, or explore future redevelopment opportunities. Surrounded by custom homes and larger estates, Isle of Pines continues to attract buyers seeking privacy, space, and a rural atmosphere while remaining close to all the conveniences of Lake Nona. Investor, builder, or buyer with vision—this is your opportunity to secure a property in a rapidly growing area at an attractive price point. Properties in Isle of Pines are rarely available, and opportunities like this do not come along often. This is being offered as a short sale. The sale price and terms are subject to third-party approval and will require an extended close time.

14712 Henson Road, Orlando

Courtesy of EPOCH HOMES

$545,000
4 Beds ⋅ 3 Baths ⋅ O6396606 MLS
Discover the perfect combination of comfort, privacy, and versatility in this inviting two-story home located in the highly sought-after Lake Nona/Isle of Pines community. With no required HOA, you'll enjoy the flexibility and freedom to make this property your own. Inside, engineered hardwood flooring flows throughout the main living areas, while large windows fill the home with natural light, creating a warm and welcoming atmosphere. The thoughtfully designed floor plan features three generously sized bedrooms upstairs, served by a full bath with dual sinks and a separate half bath with its own sink for added convenience. The primary suite is privately situated on the first floor and includes a full bath with dual sinks. The extra-long two-car garage provides abundant storage and workspace, along with an exterior access door leading directly to the detached flex room. A covered side carport adds everyday convenience, while the dedicated laundry area features a utility sink and built-in storage. Step outside to enjoy a private backyard retreat, ideal for relaxing, gardening, entertaining, or simply taking in the peaceful surroundings. An easement buffer enhances privacy and contributes to the property's spacious feel. Located at the rear of the property, the detached air-conditioned flex room offers exceptional versatility and can be utilized as a home office, creative studio, fitness room, workshop, or additional hobby space. Residents can enjoy access to the neighborhood's private park with entry to Lake Mary Jane, Lake Hart, and the connected chain of lakes. While HOA membership is not required, owners have the option to join the Property Owner Association for $235 annually. Membership provides access to the lake, dock with boat ramp, community pavilion, playground, and community events. An additional $25 annual fee provides access to the kayak and canoe storage rack. Recent updates include: • Roof replaced in 2019 • Air conditioning system replaced in 2022 • Well pump replaced in 2022 • Water heater replaced in 2026 • Septic tank pumped in April 2025 • Generator hookup installed Conveniently located near Lake Nona Medical City, the VA Medical Center, SR 417 (Central Florida Greeneway), SR 528 (Beachline Expressway), the Florida Turnpike, Orlando International Airport, Florida's east coast beaches, Orlando and Kissimmee attractions, and a variety of shopping, dining, and entertainment destinations. This property features generous space, privacy, and versatile use options for a unique opportunity in the Lake Nona area.

14202 Nell Drive, Orlando

Courtesy of ROYALTY R E BOUTIQUE INC

$1,349,000
4 Beds ⋅ 2 Baths ⋅ O6390520 MLS
Under contract-accepting backup offers. Welcome to 14051 Marine Ct – a breathtaking lakefront estate pool home in the highly desirable Lake Nona area. Set on 1.5+ acres of uplands with over 285 feet of pristine lake frontage, this exceptional 4-bedroom, 2-bath residence offers panoramic sunset views, unmatched privacy, and a level of space and tranquility that is rarely available in the Lake Nona area. Upon entering, you are welcomed by a spacious living room highlighted by a custom floor-to-ceiling rock fireplace and stunning views of the lake beyond. The home flows seamlessly into the open-concept kitchen, great room, and dining area, where large sliding glass doors lead to the covered lanai, summer kitchen, and screened pool—creating the perfect setting for effortless indoor-outdoor living and entertaining. The chef-inspired kitchen is beautifully appointed with quartz countertops, custom cabinetry, a Viking gas range, and an oversized island, making it ideal for hosting family and guests. The expansive primary suite serves as a private retreat, featuring dual walk-in closets and a well-appointed en-suite bath with dual vanities and a walk-in shower. Three additional generously sized bedrooms and a recently updated secondary bathroom complete the interior of the home. Step outside to your private lakefront oasis, where a 12’ x 25’ covered lanai, summer kitchen, and large screened-in pool overlook the expansive backyard and tranquil waterfront. The property also features a private dock and a custom 15’ x 15’ fire pit area, creating the ultimate setting for enjoying evenings by the lake, boating, fishing, and gathering with family and friends. A newer Solar System provides minimal utility expenses as well. Ideally located just minutes from Lake Nona Medical City, Lake Nona Town Center, top-rated dining, shopping, and major highways, this property offers the rare opportunity to experience secluded lakefront living without sacrificing convenience. Don’t miss this incredible opportunity—schedule your private tour today and be sure to view the stunning virtual tour video!

14051 Marine Court, Orlando

Courtesy of ENGEL & VOLKERS NEW SMYRNA

$575,000
3 Beds ⋅ 2 Baths ⋅ O6387237 MLS
Beautifully renovated 3-bedroom, 2-bathroom home in Isle of Pines near Moss Park. Home offers 2,035 square feet of living space just steps from the scenic Isle of Pine Preserve Green Trail Trailhead. As you enter, you're welcomed by dual living areas on either side of the foyer—creating flexibility for entertaining, relaxing, or hosting guests. One of the living spaces features a charming wood-burning fireplace, adding warmth and character to the home. Continue through to the bright, open kitchen and breakfast nook, perfectly positioned for everyday living. French doors off the kitchen lead to a covered outdoor patio, screened-in pool, and spacious backyard—your own private Florida oasis ideal for year-round enjoyment. This home blends comfort and smart updates for true peace of mind. A durable metal roof was installed in 2017, the A/C system was replaced in 2022, and the water heater was updated in 2020. The kitchen includes a brand-new dishwasher and oven, ready for your culinary adventures. Out back, the pool was beautifully resurfaced in March 2023, creating a fresh and inviting retreat. A termite bond held by Massey Services adds another layer of confidence for homeowners. Location is everything, and this home delivers with convenient access to shopping at Cornerstone at Narcoossee and proximity to Innovation High School. Nature lovers will appreciate the nearby preserve trails for morning walks and weekend adventures. optional HOA is $235/year and owner gets access to Lake Mary Jane, a boat dock, a playground, huge grill area, basketball court, swim area, bathrooms and more. There is even a large pavilion to rent with grills for an additional price for private events. With thoughtful updates throughout and nothing left to do, this home is truly move-in ready and waiting for its next owners to enjoy.

14335 Fresno Drive, Orlando

Courtesy of EXP REALTY LLC

$390,000
3 Beds ⋅ 2 Baths ⋅ O6372515 MLS
RENOVATED RETREAT! Welcome to this beautifully renovated retreat! The bright, open-concept layout features a STUNNING KITCHEN with a MASSIVE CENTER ISLAND and 1-inch granite countertops, flowing seamlessly into the family room, perfect for entertaining or relaxing. This home offers three bedrooms, real wood barn-style doors, and a generous lot ideal for outdoor gatherings, gardening, or future enhancements. Curb appeal is enhanced by a stylish one-car garage door, and the location provides easy access to major highways, shopping, dining, Lake Nona, Medical City, Orlando International Airport, and top-rated schools. ALL OFFERS MUST BE SUBMITTED ONLINE. INSTRUCTIONS ON HOW TO SUBMIT AN OFFER CAN BE FOUND IN THE AGENT'S NOTES. TELL YOUR PREFERRED AGENT TO SUBMIT AN OFFER IMMEDIATELY. Being sold unfurnished. SHORT SALE: SEND OFFERS. Act fast, as this is an exceptional buyer’s opportunity in both price and quality of home!

14636 Bray Road, Orlando

Courtesy of MARK SPAIN REAL ESTATE

$743,997
4 Beds ⋅ 3 Baths ⋅ O6335234 MLS
Lake Nona–adjacent lake life with a solar-heated pool and a 1,200-sq-ft detached insulated garage/workshop. Live the Moss Park / Isle of Pines lifestyle at 14612 Bray Rd—an outdoor-forward location moments from Moss Park, Isle of Pine Preserve, Split Oak Forest Wildlife & Environmental Area, and the Back to Nature Wildlife Refuge. Inside, you’ll find spacious, open-concept living areas that flow to a screened pool deck and outdoor kitchen—complete with recently resurfaced pool, new pump and filter, and new solar panels for year-round enjoyment. The property also features a detached 1,200-sq-ft insulated garage/workshop (hobbies, vehicles, studio or future apartment/ ADU - Picture 27), plus RV parking with a 50-amp outlet, a custom high-top game table, fountain, and fire pit for effortless entertaining. Major peace-of-mind improvements were completed in 2021: roof, HVAC, water heater, well/water system, and drain field—a true turnkey package. Residents of Isle of Pines enjoy a voluntary HOA with private boat-ramp lake access to Lake Mary Jane and Lake Hart, a neighborhood park and playground, and seasonal community events. When it’s time to head out, grab coffee at Foxtail Coffee or Starbucks, meet friends at Boxi Park at Lake Nona, or commute easily via SunRail and LYNX. You’re also close to Lake Nona Medical City (VA Hospital, Nemours Children’s Hospital) and Orlando International Airport (MCO). Comfort, functionality, and Florida living—schedule your private tour of 14612 Bray Rd today.

14612 Bray Road, Orlando

Courtesy of EXP REALTY LLC

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