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Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

$250,000

Virtually Staged. Welcome to Admirals Walk, a gated townhome community in Sarasota where this end unit has been completely redone and is ready for its next owner. It offers 2 bedrooms, 2 bathrooms, a third-level loft and 1,316 square feet. Every space has been updated with today’s buyer in mind, so you can move in and start enjoying it from day one. From the private ground-level entry, refinished stairs lead to a bright, open main level with vaulted ceilings, clerestory windows, new laminate flooring and sleek black track lighting. The new kitchen anchors the space, with crisp cabinetry, quartz countertops and a fluted peninsula with breakfast bar seating. It also has a new microwave and a reverse-osmosis filtered water tap. Just off the dining area, a built-in dry bar with a wine fridge makes hosting easy. The two bedrooms sit on opposite sides of the home for privacy, and each has its own en-suite bath and walk-in closet. That makes the layout ideal for co-owners, visiting family or a dedicated guest suite. The primary bath has been refreshed with new marble-look shower tile. The third level adds a versatile loft that is perfect as a dedicated home office or an additional guest space, set apart from the main living area. New light fixtures, ceiling fans, mirrors and AC vents run throughout, along with a 2026 water heater, 2020 AC system, and with the washer and dryer included in the sale! Admirals Walk residents enjoy a clubhouse, community pool and fitness center in a pet-friendly setting. Clark Road shopping and dining are minutes away, with easy access to I-75, downtown Sarasota and Siesta Key Beach. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2 Beds ⋅ 2 Baths ⋅ Admirals Walk SubDv. ⋅ 34233 Zip Code

Virtually Staged. Welcome to Admirals Walk, a gated townhome community in Sarasota where this end unit has been completely redone and is ready for its next owner. It offers 2 bedrooms, 2 bathrooms, a third-level loft and 1,316 square feet. Every space has been updated with today’s buyer in mind, so you can move in and start enjoying it from day one. From the private ground-level entry, refinished stairs lead to a bright, open main level with vaulted ceilings, clerestory windows, new laminate flooring and sleek black track lighting. The new kitchen anchors the space, with crisp cabinetry, quartz countertops and a fluted peninsula with breakfast bar seating. It also has a new microwave and a reverse-osmosis filtered water tap. Just off the dining area, a built-in dry bar with a wine fridge makes hosting easy. The two bedrooms sit on opposite sides of the home for privacy, and each has its own en-suite bath and walk-in closet. That makes the layout ideal for co-owners, visiting family or a dedicated guest suite. The primary bath has been refreshed with new marble-look shower tile. The third level adds a versatile loft that is perfect as a dedicated home office or an additional guest space, set apart from the main living area. New light fixtures, ceiling fans, mirrors and AC vents run throughout, along with a 2026 water heater, 2020 AC system, and with the washer and dryer included in the sale! Admirals Walk residents enjoy a clubhouse, community pool and fitness center in a pet-friendly setting. Clark Road shopping and dining are minutes away, with easy access to I-75, downtown Sarasota and Siesta Key Beach. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

5531 Rosehill Road Unit 203, Sarasota

$997,000

Rare 3.2-acre private pool estate in Sarasota Featuring a main residence and separate updated guest home—all set against tranquil pond views and lush, professionally designed landscaping. Accessed by a private road, this exceptional property offers complete privacy, multiple dwellings, and extraordinary flexibility for multi-generational living, rental income, recreation, or future development. Despite its peaceful, secluded setting, the estate is just minutes from Sarasota’s world-renowned beaches, vibrant downtown, premier shopping and dining, top-rated hospitals, parks, and the airport. Opportunities to own this level of acreage, privacy, and versatility in such a prime location are exceedingly rare. 2 car garage, carport and outbuilding included. Low taxes. No HOA. Sarasota County just outside city limits.

4 Beds ⋅ 4 Baths ⋅ 34232 Zip Code

Rare 3.2-acre private pool estate in Sarasota Featuring a main residence and separate updated guest home—all set against tranquil pond views and lush, professionally designed landscaping. Accessed by a private road, this exceptional property offers complete privacy, multiple dwellings, and extraordinary flexibility for multi-generational living, rental income, recreation, or future development. Despite its peaceful, secluded setting, the estate is just minutes from Sarasota’s world-renowned beaches, vibrant downtown, premier shopping and dining, top-rated hospitals, parks, and the airport. Opportunities to own this level of acreage, privacy, and versatility in such a prime location are exceedingly rare. 2 car garage, carport and outbuilding included. Low taxes. No HOA. Sarasota County just outside city limits.

4554 Cooper Road, Sarasota

$399,000

Prime Office Space – Midtown Medical Park. Potential Owner Leaseback Opportunity! Great investment opportunity! This beautifully maintained office building is in the heart of Sarasota, just minutes from Sarasota Memorial Hospital and downtown. Updated interior featuring luxury vinyl flooring and fresh paint. Plenty of free parking is available outside the building. 5 offices and conference room. Main office suite includes a private shower – perfect for long workdays or executive use. 1 Guest bathroom. Kitchenette with sink, mini fridge, ample cabinetry, and a private entry door Flexible layout suitable for medical, professional, or creative office use

Midtown Office Park SubDv. ⋅ 34239 Zip Code

Prime Office Space – Midtown Medical Park. Potential Owner Leaseback Opportunity! Great investment opportunity! This beautifully maintained office building is in the heart of Sarasota, just minutes from Sarasota Memorial Hospital and downtown. Updated interior featuring luxury vinyl flooring and fresh paint. Plenty of free parking is available outside the building. 5 offices and conference room. Main office suite includes a private shower – perfect for long workdays or executive use. 1 Guest bathroom. Kitchenette with sink, mini fridge, ample cabinetry, and a private entry door Flexible layout suitable for medical, professional, or creative office use

1219 S East Avenue Unit 3-304, Sarasota

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