Cherokee Park Homes for Sale

Cherokee Park Homes for Sale

Welcome to Cherokee Park, a hidden gem nestled in the heart of Florida. This charming subdivision is known for its serene environment and community spirit, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle without sacrificing convenience. With its lush landscapes, mature trees, and well-maintained streets, Cherokee Park offers a picturesque setting that feels like a retreat from the hustle and bustle of everyday life.

The homes for sale in Cherokee Park are a testament to the area’s commitment to quality living. Ranging from cozy single-family residences to spacious modern designs, there’s something here for everyone. Many of these homes boast beautiful architectural details, expansive yards, and inviting outdoor spaces perfect for entertaining or simply enjoying the Florida sunshine. Whether you’re looking for a starter home or a luxurious retreat, Cherokee Park has a diverse selection of properties that cater to various tastes and budgets.

Community amenities are abundant, with nearby parks, walking trails, and recreational facilities that encourage an active lifestyle. Families will appreciate the proximity to well-regarded schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

Cherokee Park is not just a place to live; it’s a vibrant community where neighbors become friends and memories are made. If you’re ready to find your dream home in this idyllic subdivision, explore the homes for sale today and discover the charm of Cherokee Park for yourself!

Newest Cherokee Park Homes for Sale

$330,000
3 Beds ⋅ 2 Baths ⋅ 1227916 MLS
Welcome to this meticulously reimagined, concrete-block ranch home in Holly Hill, where modern resilience meets sophisticated, worry-free living. The layout flows effortlessly across porcelain wood-look tile, anchored by a living room with a fireplace and custom built-in cabinetry. A seamless transition leads to the kitchen, updated with premium granite countertops and newer cabinetry. Step outside to your private oasis: a stunning travertine pool deck surrounding a solar-heated saltwater pool. The fully fenced yard, complete with a custom paver patio and professional French drain system, offers the perfect blend of leisure and utility. Exceptional energy efficiency is built-in with double-pane vinyl Low-E windows, a solar attic fan, and blown-in insulation. Climate control is handled by a central HVAC system paired with a brand-new mini-split (2026). Complete with accordion hurricane shutters and a generator outlet, this property truly stands apart.

1017 E Indian Oaks, Holly Hill
$1,599,000
4 Beds ⋅ 5 Baths ⋅ A4687427 MLS
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, Central Sarasota
$2,095,000
4 Beds ⋅ 4 Baths ⋅ A4686448 MLS
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, Central Sarasota
$6,950,000
4 Beds ⋅ 4 Baths ⋅ A4683855 MLS
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, Central Sarasota
$12,750,000
5 Beds ⋅ 7 Baths ⋅ A4672971 MLS
One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.

3000 Southwest Drive, Central Sarasota
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