Cherokee Park Homes with No Deed Restriction Community Extras

Cherokee Park Homes with No Deed Restriction Community Extras

Welcome to Cherokee Park, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision is perfect for those seeking a peaceful suburban lifestyle without the constraints of deed restrictions. Imagine living in a vibrant community where your creativity and individuality can flourish, free from the limitations often imposed by traditional neighborhood guidelines.

Cherokee Park boasts a diverse array of homes, each with its unique character and charm. From cozy single-family residences to modern designs, there’s something to suit every taste and lifestyle. The spacious lots provide ample room for outdoor activities, gardening, or even expanding your dream home. With no deed restrictions, homeowners have the freedom to personalize their properties, whether that means adding a pool, creating a garden oasis, or parking an RV.

The location of Cherokee Park is simply unbeatable. You’ll find yourself just moments away from Winter Park’s renowned dining, shopping, and cultural attractions. The picturesque parks and scenic lakes offer endless opportunities for outdoor adventures, while the vibrant downtown area is perfect for enjoying art festivals and local markets. Families will appreciate the access to top-rated schools and community resources, making Cherokee Park an ideal place to settle down.

Join the welcoming community of Cherokee Park and experience the perfect blend of tranquility and convenience. With its charming homes, beautiful surroundings, and the freedom to express your personal style, this subdivision is truly a place where dreams can take root and flourish. Don’t miss your chance to call Cherokee Park home!

Newest Cherokee Park Homes with No Deed Restriction Community Extras

$1,599,000
4 Beds ⋅ 5 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district.

1734 Wisconsin Lane, Sarasota
$2,095,000
4 Beds ⋅ 4 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Virtually Staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.

1714 South Drive, Sarasota
$2,000,000
Cherokee Park SubDv. ⋅ 34239 Zip Code
An exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot MLS A4686830 is also for sale.

1759 Cherokee Drive, Sarasota
$2,000,000
Cherokee Park SubDv. ⋅ 34239 Zip Code
This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot is also available.

1749 Cherokee Drive, Sarasota
$6,950,000
4 Beds ⋅ 4 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations.

1504 S Lodge Drive, Sarasota
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