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An exceptional opportunity to own a rare waterfront homesite in Cherokee Park, one of Sarasota’s most established neighborhoods. Encompassing an expansive 20,215 square feet, this remarkable property offers the perfect canvas to create a custom estate tailored to your vision. Surrounded by magnificent residences, mature trees, and lush tropical landscaping, this nearly half-acre parcel provides a beautiful setting for an extraordinary home. With tranquil canal views and generous space for expansive indoor-outdoor living, a resort-style pool, lush gardens, and elegant entertaining areas, the possibilities are truly exceptional. Cherokee Park is celebrated for its timeless character, beautiful tree-lined streets, and prime location west of the Trail. Enjoy convenient access to Southside Village, downtown Sarasota, fine dining, boutique shopping, Sarasota Memorial Hospital, and the world-renowned beaches of Siesta Key. Whether envisioning a contemporary residence or a timeless coastal estate, this exceptional property presents a rare opportunity to build in one of Sarasota’s most sought-after neighborhoods. Secure your place in Cherokee Park and bring your architectural vision to life.

Cherokee Park SubDv. ⋅ 34239 Zip Code

An exceptional opportunity to own a rare waterfront homesite in Cherokee Park, one of Sarasota’s most established neighborhoods. Encompassing an expansive 20,215 square feet, this remarkable property offers the perfect canvas to create a custom estate tailored to your vision. Surrounded by magnificent residences, mature trees, and lush tropical landscaping, this nearly half-acre parcel provides a beautiful setting for an extraordinary home. With tranquil canal views and generous space for expansive indoor-outdoor living, a resort-style pool, lush gardens, and elegant entertaining areas, the possibilities are truly exceptional. Cherokee Park is celebrated for its timeless character, beautiful tree-lined streets, and prime location west of the Trail. Enjoy convenient access to Southside Village, downtown Sarasota, fine dining, boutique shopping, Sarasota Memorial Hospital, and the world-renowned beaches of Siesta Key. Whether envisioning a contemporary residence or a timeless coastal estate, this exceptional property presents a rare opportunity to build in one of Sarasota’s most sought-after neighborhoods. Secure your place in Cherokee Park and bring your architectural vision to life.

1620 N Lodge Drive, Sarasota

$245,000

Welcome to this single-story, block-construction home in Holly Hill offering 4 bedrooms, 2 full bathrooms and 1,116 square feet of living space. The property sits on a 0.19-acre lot and features tile flooring, central air conditioning, public water and sewer, an attached garage and additional covered carport parking. The practical floor plan provides flexible space for everyday living, guests or a home office. Conveniently located near shopping, dining and major roadways, this home is ready for its next owner. Schedule your private showing today!

4 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 32117 Zip Code

Welcome to this single-story, block-construction home in Holly Hill offering 4 bedrooms, 2 full bathrooms and 1,116 square feet of living space. The property sits on a 0.19-acre lot and features tile flooring, central air conditioning, public water and sewer, an attached garage and additional covered carport parking. The practical floor plan provides flexible space for everyday living, guests or a home office. Conveniently located near shopping, dining and major roadways, this home is ready for its next owner. Schedule your private showing today!

Holly Hill

$2,690,000

Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota

$2,000,000

This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers as the designated design and construction company; This west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota.

Cherokee Park SubDv. ⋅ 34239 Zip Code

This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers as the designated design and construction company; This west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota.

1749 Cherokee Drive, Sarasota

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