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.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennie Heskett, Coldwell Banker Realty
$799,000 (USD)
Sarasota Area Townhome
Pending
501 Lafayette Court Sarasota, FL 34236
3 Bed
4 Baths
2434 sqft
MLS# A4701749
Under contract-accepting backup offers. Welcome to 501 Lafayette Court, perfectly positioned in historic Laurel Park just steps away from downtown Sarasota. Built in 2019 and offering 2,434 square feet, three bedrooms, three-and-a-half baths, this beautifully designed residence combines modern luxury, thoughtful functionality, and an exceptional walkable lifestyle. The Enclave is an intimate community of just 17 residences, offering a rare sense of privacy just moments from the heart of downtown.
Inside, the multi-level floor plan is filled with natural light and designed for both everyday living and effortless entertaining. The main living level features an open-concept kitchen, dining, and great room with high ceilings and warm wood flooring. The beautifully appointed kitchen is anchored by a generous center island and features quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating.
A private elevator connects every level, adding convenience to the thoughtfully designed floor plan. The spacious primary suite offers his and hers walk-in closets, and a beautifully finished en suite bath with dual vanities and a spa-like shower and soaking tub. Two additional bedroom suites provide privacy for family and guests.
Beyond the interiors, the location is what truly sets this home apart. Step outside and enjoy one of Sarasota’s most desirable walkable neighborhoods, with downtown just a few blocks away. Stroll to acclaimed restaurants, cafés, boutique shopping, galleries, the Saturday Farmers Market, Selby Gardens, and Sarasota’s beautiful Bayfront Park. The home is also located within the highly regarded Southside Elementary School district.
Whether you’re searching for a full-time residence or a lock-and-leave downtown retreat, 501 Lafayette Court offers high quality and low-maintenance living in a location that makes it easy to enjoy the very best of Sarasota.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Nicholas "Nick" Gard, Coldwell Banker Realty
$775,000 (USD)
Sarasota Area Single Family Home
Active
4733 Maid Marian Lane Sarasota, FL 34232
3 Bed
3 Baths
2653 sqft
MLS# A4712221
Tucked beneath a canopy of majestic, moss-draped oaks in Sarasota's enchanting Sherwood Forest neighborhood, this beautifully updated, concrete block 3-bedroom, 2.5-bath lakefront pool home offers almost 2,700 square feet of gracious living space, tranquil water views, and an exceptional indoor-outdoor lifestyle. Situated on a quiet dead-end street, the property enjoys a peaceful setting in one of Sarasota's most charming neighborhoods. Known for its picturesque covered bridge, winding streets, and magnificent mature trees, Sherwood Forest feels worlds away while enjoying a wonderfully convenient central Sarasota location.
Inside, a thoughtful floor plan features generously sized bedrooms and separate living, dining, and family rooms, offering the perfect balance of openness and privacy. Beautiful tile and engineered hardwood flooring, designer lighting, and fresh paint create a warm, inviting atmosphere throughout. The updated kitchen features granite countertops, solid wood cabinetry, and a convenient pass-through window to the covered lanai's bar area, making entertaining effortless.
Expansive pocketing sliding glass doors dissolve the boundary between indoors and out, inviting gentle breezes and lovely lake views into the home's living spaces. Beyond, a beautifully remodeled pool features a pebble finish, brick paver decking, and a new heater, all surrounded by a spacious screened enclosure. The generous covered lanai provides the ideal setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful waterfront scenery. An exterior-access half bath adds convenience for poolside gatherings.
The spacious primary suite is a true retreat, complete with direct lanai access, dual walk-in closets, and a spacious ensuite bathroom. Two additional generously sized bedrooms and an updated guest bathroom provide comfortable accommodations for family and guests.
Additional improvements include a new roof, new plumbing supply lines, updated fixtures, and lush, mature landscaping. With its solid concrete block construction, serene lakefront setting, quiet street, beautifully updated interiors, and exceptional outdoor living spaces, this Sherwood Forest residence offers a rare combination of quality, privacy, neighborhood charm, and convenience in the heart of Sarasota.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Nicholas "Nick" Gard, Coldwell Banker Realty
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.