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$1,849,000
4 Beds 5 Baths Schindler Sub SubDv.
The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

1719 7th Street, North Sarasota

$650,000
Schindler Sub SubDv.
Rare opportunity to acquire a 9,200 SF double lot in one of Downtown Sarasota’s most desirable and rapidly evolving neighborhoods. Located just steps from the 10-acre Gillespie Park, this property offers exceptional potential in an area experiencing significant investment and redevelopment. Residents enjoy easy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The property is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers outstanding flexibility for a variety of residential development opportunities. The location provides convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts and dining districts. Whether you are looking to build now or secure land in one of Sarasota’s most dynamic growth corridors, this oversized double lot presents a rare opportunity in the heart of Downtown Sarasota. Adjacent home is also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting an exceptional assemblage opportunity for future development.

1721 8th Street, North Sarasota

$750,000
3 Beds 2 Baths Schindler Sub SubDv.
Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2000, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.

1743 8th Street, North Sarasota

$1,195,000
3 Beds 2 Baths Schindler Sub SubDv.
STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.

1775 7th Street, North Sarasota

$1,995,000
5 Beds 4 Baths Schindler Sub SubDv.
Under Construction. Introducing 1738 7th Street, a brand-new modern luxury residence offering 3,337 square feet of refined coastal living on a 42 x 130 lot in downtown Sarasota's Gillespie Park neighborhood. This thoughtfully designed 5-bedroom, 3.5-bath home delivers the privacy of a standalone property with the architectural cohesion of a boutique collection. Behind a premium plaster facade and 8-foot hand-crafted black iron impact-rated entry doors, the home opens to an expansive open-concept main level anchored by soaring 21-foot ceilings. Floor-to-ceiling windows frame the private outdoor living space and flood the interior with natural light. The professional chef's kitchen features a 48-inch Thor gas range with six sealed burners, integrated griddle, and dual convection ovens. A commanding center island anchors the space with a Karran stainless undermount sink, custom-painted bespoke cabinetry, and signature matte black hardware. The adjacent butler's pantry includes an oversized walk-in, 64-inch Electrolux refrigerator and freezer column suite, and built-in microwave. A dedicated beverage gallery with dual-zone wine refrigeration and high-capacity ice maker rounds out the hospitality wing. The first-floor primary suite serves as a private sanctuary overlooking a hedged-in patio, with an adjoining sitting room or home office, a spa-inspired bath with large-format marble tile, an architectural glass-enclosed wet room with deep soaking tub and multi-head shower system, polished nickel double vanity, and a massive custom walk-in closet. Upstairs, 10-foot ceilings continue across four generously proportioned guest bedrooms with high-profile windows. Two oversized Jack-and-Jill marble bathrooms feature floor-to-ceiling showers, custom storage niches, double vanities, and private water closets. A detached two-car garage delivers secure covered off-street parking, a premium and increasingly rare feature in the downtown Sarasota core. Structural provisions are in place for a future ADU above the garage, offering flexibility for a guest suite, studio, or additional living space. The outdoor living space features an expansive large-format paver patio and low-maintenance turf lawn. The backyard is designed to accommodate a future private pool addition, allowing buyers to customize to their preference. Hedged privacy screening frames the space. Additional highlights include a designer powder room, first-floor laundry, 2-zone HVAC, 200-amp electrical, designer LED recessed lighting, 8-foot black iron French doors, weathershed wide-plank flooring, and Benjamin Moore Chantilly Lace paint with Revere Pewter cabinetry. Exterior touches include a crushed shell driveway. Est. completion September 30, 2026. Renderings are illustrative; actual construction may vary.

1738 7th Street, North Sarasota

$1,975,000
4 Beds 4 Baths Schindler Sub SubDv.
A rare blend of modern luxury, income potential + lifestyle flexibility awaits in this striking custom 2023 duplex in the heart of Gillespie Park, moments from downtown Sarasota. Designed for those wanting more than just a home, this architectural standout offers 4,400+ sq ft of elevated living with two fully independent residences, each approx 2,200 sq ft featuring 2 bedrooms, 2 bathrooms, private laundry, soaring ceilings + a light-filled expansive design. Whether downsizing, creating a multi-gen retreat, or offsetting your lifestyle with income, this property delivers exceptional versatility, live in one + generate revenue from the other (currently $3,600/month). The main level showcases a chef-inspired kitchen with premium Thermador appliances, gas cooking, dual dishwashers, walk-in pantry + built-in coffee/wine bar, while the upper level offers a refined private living experience with sleek Bosch appliances+ ensuite bedrooms. Outdoor living feels like a private resort with a secluded courtyard featuring an outdoor kitchen and hot tub, plus an expansive second-level balcony ideal for relaxing. Built for efficiency + longevity with solar power, natural gas tankless water heaters, elevator access + rare 3-car alley-access garage, features seldom found this close to downtown. Zoned for short-term rentals and crafted as a high-end multigenerational retreat with full custom handicap-accessible design, delivering an exclusive lifestyle in a prime location.

1755 7th Street, North Sarasota

$475,000
2 Beds 2 Baths Schindler Sub SubDv.
Short Sale. SHORT SALE!!! Modern Luxury Meets Urban Oasis Living. Enjoy refined living in this custom-built townhome overlooking Gillespie Park. Featuring 2 bedrooms, 2 baths, and a spacious open-concept layout. This townhome offers exceptional craftsmanship and thoughtful design throughout. Dramatic 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Interior highlights include 8-foot solid wood doors, oversized ceramic tile flooring, LED lighting, and automated window treatments. Stylish kitchen complemented by soft-close cabinetry, stainless steel appliances, vent hood and gorgeous granite counter tops. Upstairs, the loft-style primary suite provides a peaceful retreat with a spa-like bathroom featuring custom tiled walls, LED mirrors, and high-end fixtures. A large walk-in closet with built-in organizers adds to the home’s functional luxury. Additional features include WiFi-enabled thermostats, Ring video doorbell. Home equipped with hurricane-impact windows and doors, two assigned parking spaces, and a dedicated EV charger. Located directly across from Gillespie Park with its fenced dog area, playground, and sports courts, and just minutes to downtown Sarasota’s dining, shopping, and cultural attractions. Come and See!!! Sale contingent on Lender's approval.

941 N Osprey Avenue, North Sarasota

$625,000
Schindler Sub SubDv.
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling Museum-Downtown District-Rosemary District-Van Wezel-St Armands cooridor-Lido Key cooridor-Longboat Key cooridor. Oh don’t forget transportation hub SRQ Sarasota Bradenton Airport proximity. Interstate 75 via straight shot down Fruitville Rd. note: this lot currently hosts a single family home and month to month tenant-but-the Florida Live Local Act-possible housing credits-and new Sarasota density bonuses could allow for greater multifamily density OR rebuild your next spec single family. this is your chance to be a part of reshaping the next 100 years in DTE. muy importante-FLOOD zone X. all information presented within listing is believed to be accurate but buyer must verify for themselves.

1744 10th Street, North Sarasota

$625,000
2 Beds 1 Baths Schindler Sub SubDv.
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling Museum-Downtown District-Rosemary District-Van Wezel-St Armands cooridor-Lido Key cooridor-Longboat Key cooridor. Oh don’t forget transportation hub SRQ Sarasota Bradenton Airport proximity. Interstate 75 via straight shot down Fruitville Rd. note: this lot currently hosts a single family home and month to month tenant-but-the Florida Live Local Act-possible housing credits-and new Sarasota density bonuses could allow for greater multifamily density OR rebuild your next spec single family. this is your chance to be a part of reshaping the next 100 years in DTE. muy importante-FLOOD zone X. all information presented within listing is believed to be accurate but buyer must verify for themselves.

1744 10th Street, North Sarasota