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$17,000,000

Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Scholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.

6 Beds ⋅ 9 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Scholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.

1204 Hillview Drive, Sarasota

$14,750,000

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5 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

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1356 Harbor Drive, Sarasota

$13,350,000

This immaculate Sarasota Bay front estate is prominently positioned on the point of Harbor Drive. It embodies the pinnacle of luxury waterfront living, where timeless architecture, exceptional craftsmanship, and breathtaking panoramic water views converge in one of Sarasota's most prestigious bayfront neighborhoods. Showcasing hurricane-impact windows and doors throughout, this meticulously maintained residence offers exceptional storm protection, energy efficiency, and peace of mind, further complemented by a one-year-old roof and a whole-house generator. Designed to maximize its extraordinary setting, the home features five outdoor terraces with sweeping views of Sarasota Bay, the Ringling Bridge, downtown Sarasota, Big Pass, and the Gulf of Mexico. Inside, the beautifully renovated interior strikes the perfect balance between elegance and comfort. The chef's kitchen, primary bath, and powder room have been thoughtfully remodeled, while timeless finishes include Italian porcelain tile flooring, five fireplaces, custom millwork, intricate built-ins, designer ceiling treatments, crystal chandeliers, integrated music systems, security cameras, and a comprehensive alarm system. The thoughtfully designed floor plan includes a custom bar, climate-controlled wine storage, a chef's kitchen with walk-in pantry overlooking the family room, a private office, theatre room, and separate primary and guest living levels, all connected by a convenient four-stop elevator. Designed for effortless indoor-outdoor living, the residence offers an exceptional collection of entertaining spaces, including a summer kitchen, multiple outdoor dining areas, a fire pit, open sun deck, infinity-edge pool, and spa—all perfectly positioned to capture Sarasota's spectacular sunsets over the bay. Boating enthusiasts will appreciate the property's unobstructed, deep-water access to Sarasota Bay and the Gulf of Mexico. The private dock is equipped with security sensors, underwater Snook lighting, a 24,000-pound boat lift, an additional 14,000-pound lift, and a 7,000-pound lift currently configured for kayaks or jet skis, providing remarkable flexibility for multiple watercraft. Offering the rare combination of hurricane-impact windows and doors throughout, recent major improvements, resort-inspired outdoor living, deep-water boating access, and an unrivaled Harbor Acres location, this exceptional waterfront estate is just minutes from downtown Sarasota, Southside Village, Siesta Key, and the area's world-renowned Gulf beaches.

4 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

This immaculate Sarasota Bay front estate is prominently positioned on the point of Harbor Drive. It embodies the pinnacle of luxury waterfront living, where timeless architecture, exceptional craftsmanship, and breathtaking panoramic water views converge in one of Sarasota's most prestigious bayfront neighborhoods. Showcasing hurricane-impact windows and doors throughout, this meticulously maintained residence offers exceptional storm protection, energy efficiency, and peace of mind, further complemented by a one-year-old roof and a whole-house generator. Designed to maximize its extraordinary setting, the home features five outdoor terraces with sweeping views of Sarasota Bay, the Ringling Bridge, downtown Sarasota, Big Pass, and the Gulf of Mexico. Inside, the beautifully renovated interior strikes the perfect balance between elegance and comfort. The chef's kitchen, primary bath, and powder room have been thoughtfully remodeled, while timeless finishes include Italian porcelain tile flooring, five fireplaces, custom millwork, intricate built-ins, designer ceiling treatments, crystal chandeliers, integrated music systems, security cameras, and a comprehensive alarm system. The thoughtfully designed floor plan includes a custom bar, climate-controlled wine storage, a chef's kitchen with walk-in pantry overlooking the family room, a private office, theatre room, and separate primary and guest living levels, all connected by a convenient four-stop elevator. Designed for effortless indoor-outdoor living, the residence offers an exceptional collection of entertaining spaces, including a summer kitchen, multiple outdoor dining areas, a fire pit, open sun deck, infinity-edge pool, and spa—all perfectly positioned to capture Sarasota's spectacular sunsets over the bay. Boating enthusiasts will appreciate the property's unobstructed, deep-water access to Sarasota Bay and the Gulf of Mexico. The private dock is equipped with security sensors, underwater Snook lighting, a 24,000-pound boat lift, an additional 14,000-pound lift, and a 7,000-pound lift currently configured for kayaks or jet skis, providing remarkable flexibility for multiple watercraft. Offering the rare combination of hurricane-impact windows and doors throughout, recent major improvements, resort-inspired outdoor living, deep-water boating access, and an unrivaled Harbor Acres location, this exceptional waterfront estate is just minutes from downtown Sarasota, Southside Village, Siesta Key, and the area's world-renowned Gulf beaches.

1372 Harbor Drive, Sarasota

$4,578,125

Under Construction. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with Clear View screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped 1/3-acre lot, and irrigation system. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.

4 Beds ⋅ 5 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Under Construction. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with Clear View screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped 1/3-acre lot, and irrigation system. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.

1519 Harbor Drive, Sarasota

$3,625,000

Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this coastal traditional residence enjoys an exceptional in-town setting just minutes from downtown and Southside Village, home to 14+ restaurants, Morton’s Gourmet Market, and Sarasota Memorial Hospital—truly the epicenter of city living. Poised on an elevated lot, this newly renovated 4-bedroom, 4-bath home offers a highly desirable and functional floor plan filled with natural light, high ceilings, and abundant windows throughout the main level. The thoughtfully designed first floor features a spacious primary suite with dual closets and a bath with soaking tub, along with an additional bedroom suite and a private office conveniently located near the living room and primary bedroom. The living room is anchored by a fireplace flanked with custom built-in bookcases and opens via sliding glass doors to the covered patio, creating seamless indoor-outdoor flow. A well-proportioned dining room sits just off the kitchen, ideal for both everyday living and entertaining. The open kitchen features new luxury appliances, quartzite countertops, a farmhouse-style sink, beverage refrigerator, custom pantry, breakfast bar overlooking the living room, and a sun-filled breakfast room. An oversized laundry room offers ample space for custom built-ins and includes a new washer and dryer. A full bath on the main level serves both the additional downstairs suite and functions as a pool bath. Recent updates include wide-plank oak flooring, quartzite kitchen countertops, new appliances, new light fixtures throughout, two new air conditioning systems, fresh interior and exterior paint, new vanities in the primary bath and one upstairs suite, and new tropical landscaping that creates a lush garden setting. Upstairs, a large family or game room is flanked by two bedroom suites and opens to a front terrace. Designed for indoor-outdoor living, the home features a screened pool, outdoor dining area, and summer kitchen. A 4-car garage with additional storage completes this exceptional offering. Harbor Acres is renowned for its voluntary homeowners association and strong sense of community, making it one of Sarasota’s most desirable neighborhoods.

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

Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this coastal traditional residence enjoys an exceptional in-town setting just minutes from downtown and Southside Village, home to 14+ restaurants, Morton’s Gourmet Market, and Sarasota Memorial Hospital—truly the epicenter of city living. Poised on an elevated lot, this newly renovated 4-bedroom, 4-bath home offers a highly desirable and functional floor plan filled with natural light, high ceilings, and abundant windows throughout the main level. The thoughtfully designed first floor features a spacious primary suite with dual closets and a bath with soaking tub, along with an additional bedroom suite and a private office conveniently located near the living room and primary bedroom. The living room is anchored by a fireplace flanked with custom built-in bookcases and opens via sliding glass doors to the covered patio, creating seamless indoor-outdoor flow. A well-proportioned dining room sits just off the kitchen, ideal for both everyday living and entertaining. The open kitchen features new luxury appliances, quartzite countertops, a farmhouse-style sink, beverage refrigerator, custom pantry, breakfast bar overlooking the living room, and a sun-filled breakfast room. An oversized laundry room offers ample space for custom built-ins and includes a new washer and dryer. A full bath on the main level serves both the additional downstairs suite and functions as a pool bath. Recent updates include wide-plank oak flooring, quartzite kitchen countertops, new appliances, new light fixtures throughout, two new air conditioning systems, fresh interior and exterior paint, new vanities in the primary bath and one upstairs suite, and new tropical landscaping that creates a lush garden setting. Upstairs, a large family or game room is flanked by two bedroom suites and opens to a front terrace. Designed for indoor-outdoor living, the home features a screened pool, outdoor dining area, and summer kitchen. A 4-car garage with additional storage completes this exceptional offering. Harbor Acres is renowned for its voluntary homeowners association and strong sense of community, making it one of Sarasota’s most desirable neighborhoods.

1349 Harbor Drive, Sarasota

$1,750,000

Beautifully situated renovated one story 3200+sf home in Harbor Acres on 100x150 lot. Walk through the front doors into an oversized living/dining room combination with a wall of windows viewing the backyard, where there is space for a pool. The kitchen has an island with seating, newer cabinets and countertops plus gas cooktop. And the kitchen is open to the family room with french doors onto the spacious screened porch. Oversized primary suite features a large walk in closet with many builtins and a custom bathroom with split vanities, jacuzzi tub and separate shower. A large outdoor deck is perfect for additional entertaining space. Wood floors throughout with the exception of guest bedrooms, which are carpeted. Addition and renovations were done in 2013, new roof in 2017. Home shows well, side entry garage was added during renovation and there is an interior very large laundry room which can serve as an office space, as well

3 Beds ⋅ 3 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Beautifully situated renovated one story 3200+sf home in Harbor Acres on 100x150 lot. Walk through the front doors into an oversized living/dining room combination with a wall of windows viewing the backyard, where there is space for a pool. The kitchen has an island with seating, newer cabinets and countertops plus gas cooktop. And the kitchen is open to the family room with french doors onto the spacious screened porch. Oversized primary suite features a large walk in closet with many builtins and a custom bathroom with split vanities, jacuzzi tub and separate shower. A large outdoor deck is perfect for additional entertaining space. Wood floors throughout with the exception of guest bedrooms, which are carpeted. Addition and renovations were done in 2013, new roof in 2017. Home shows well, side entry garage was added during renovation and there is an interior very large laundry room which can serve as an office space, as well

1504 S Orange Avenue, Sarasota

$1,625,000

Located in coveted Harbor Acres, one of Sarasota’s most exclusive and established neighborhoods. This cleared, oversized lot (16,828 square feet) offers endless possibilities to build your new dream home. The lot was recently scraped and cleared saving you almost $50,000! This means the hard work has been done, so now you are able to more quickly build a beautiful large, custom home to your taste in a very prime Sarasota location. Harbor Acres is ideally situated just moments from downtown Sarasota, with easy access to dining, shopping, Sarasota Memorial Hospital, Osprey Village, Selby Gardens, and Sarasota's beautiful bayfront. Don’t miss your chance to live in this exceptional community. Make your dream of owning a home in Harbor Acres a reality!

Harbor Acres SubDv. ⋅ 34239 Zip Code

Located in coveted Harbor Acres, one of Sarasota’s most exclusive and established neighborhoods. This cleared, oversized lot (16,828 square feet) offers endless possibilities to build your new dream home. The lot was recently scraped and cleared saving you almost $50,000! This means the hard work has been done, so now you are able to more quickly build a beautiful large, custom home to your taste in a very prime Sarasota location. Harbor Acres is ideally situated just moments from downtown Sarasota, with easy access to dining, shopping, Sarasota Memorial Hospital, Osprey Village, Selby Gardens, and Sarasota's beautiful bayfront. Don’t miss your chance to live in this exceptional community. Make your dream of owning a home in Harbor Acres a reality!

1397 Harbor Drive, Sarasota

$1,615,000

Charming Harbor Acres 3 bedroom, 2 bath home on a beautifully landscaped lot offering privacy and convenience in one of Sarasota's most desirable West of Trail neighborhoods. A circular driveway framed by mature palms and lush Florida foliage leads to a light-filled interior with plantation shutters, crown molding, and a mix of tile and hardwood floors. The open floor plan flows seamlessly between living, dining, and kitchen areas ideal for daily living and casual entertaining. Enjoy a fully screened lanai that encircles the heated pool and spa, set on natural stone pavers. Surrounded by lush tropical landscaping, the backyard offers a serene, private retreat.

3 Beds ⋅ 2 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Charming Harbor Acres 3 bedroom, 2 bath home on a beautifully landscaped lot offering privacy and convenience in one of Sarasota's most desirable West of Trail neighborhoods. A circular driveway framed by mature palms and lush Florida foliage leads to a light-filled interior with plantation shutters, crown molding, and a mix of tile and hardwood floors. The open floor plan flows seamlessly between living, dining, and kitchen areas ideal for daily living and casual entertaining. Enjoy a fully screened lanai that encircles the heated pool and spa, set on natural stone pavers. Surrounded by lush tropical landscaping, the backyard offers a serene, private retreat.

1610 S Orange Avenue, Sarasota

$1,600,000

YES! PRICED TO MOVE! Golden Investment Opportunity to Buy a Tear Down House in one of the MOST Sought after Sarasota Neighborhoods! This Lovely Prime "HARBOR ACRES" Gem Located WEST OF THE TRAIL Features: Fantastic Location with Elevated Views of the Bay Across the Street, 14,179 SF Lot, .33 Acres, Public Sewer and Water Hooked-up, Natural Gas Available, Circular Driveway, Room for Pool, Excellent Schools, Close to Morton's Market, Local Restaurants, Shopping, Sarasota Memorial Hospital, Downtown Sarasota, St Armand's plus Easy Access to the Best Florida Beaches! Build Your Custom Custom Home. Hire Our Builder or Bring Your Own! Or Buy your Lot Now and Build Later! Current Home is Being Sold As-Is and was Affected by Storm Damage. Seller has plans for a 5000+SF home for a Modern Farm House or Modern Coastal Style Home that can be built as Custom Construction w/Elevated Water Views!

3 Beds ⋅ 3 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

YES! PRICED TO MOVE! Golden Investment Opportunity to Buy a Tear Down House in one of the MOST Sought after Sarasota Neighborhoods! This Lovely Prime "HARBOR ACRES" Gem Located WEST OF THE TRAIL Features: Fantastic Location with Elevated Views of the Bay Across the Street, 14,179 SF Lot, .33 Acres, Public Sewer and Water Hooked-up, Natural Gas Available, Circular Driveway, Room for Pool, Excellent Schools, Close to Morton's Market, Local Restaurants, Shopping, Sarasota Memorial Hospital, Downtown Sarasota, St Armand's plus Easy Access to the Best Florida Beaches! Build Your Custom Custom Home. Hire Our Builder or Bring Your Own! Or Buy your Lot Now and Build Later! Current Home is Being Sold As-Is and was Affected by Storm Damage. Seller has plans for a 5000+SF home for a Modern Farm House or Modern Coastal Style Home that can be built as Custom Construction w/Elevated Water Views!

1387 Harbor Drive, Sarasota

$1,500,000

lot value sold data only

6 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

lot value sold data only

1395 Harbor Drive, Sarasota

$1,325,700

Prime property in a premier Sarasota location, just minutes from Downtown Sarasota and within easy walking distance to the vibrant Southside Village. This central, walkable parcel offers an ideal canvas for a custom home with open-plan living, lush outdoor spaces, and modern conveniences at your doorstep. Enjoy urban amenities—shops, dining, galleries, and cultural attractions—plus quick access to beaches, parks, and marina activity. A rare opportunity to secure a central, desirable lot in a growing market, with strong potential for appreciation and lifestyle convenience in one of Florida’s most sought-after neighborhoods.

Harbor Acres SubDv. ⋅ 34239 Zip Code

Prime property in a premier Sarasota location, just minutes from Downtown Sarasota and within easy walking distance to the vibrant Southside Village. This central, walkable parcel offers an ideal canvas for a custom home with open-plan living, lush outdoor spaces, and modern conveniences at your doorstep. Enjoy urban amenities—shops, dining, galleries, and cultural attractions—plus quick access to beaches, parks, and marina activity. A rare opportunity to secure a central, desirable lot in a growing market, with strong potential for appreciation and lifestyle convenience in one of Florida’s most sought-after neighborhoods.

1740 S Orange Avenue, Sarasota

$1,325,700

One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.

4 Beds ⋅ 5 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.

1740 S Orange Avenue, Sarasota

$1,320,000

Sold Data.

Harbor Acres SubDv. ⋅ 34239 Zip Code

Sold Data.

1355 Harbor Drive, Sarasota

$1,300,000

One or more photo(s) has been virtually staged. BACK ON THE MARKET! DON'T MISS THIS OPPORTUNITY! Welcome to Harbor Acres, one of the most beautiful and established communities in Sarasota! This charming, vintage Florida home and beautiful lot (15,000 sq. ft.) presents endless opportunities. Very few of these original 1950's Florida cottages remain! The integrity of the original design is still intact, including original floorplan and vintage baths. Outside, the gated courtyard extends from the front to the rear, opening onto an enchanting yard and pool, with mature landscaping and privacy. A large, screened lanai overlooking the pool and serene backyard offers the ideal private spot for relaxing and enjoying the beautiful setting. Perfect for the minimalist that treasures historic Florida and yet roomy enough for guests and entertaining. A.C. 2024. This home would be a true pleasure to restore! Need something larger? Plenty of room to add on, or design and build your perfect dream home! Harbor Acres is ideally located within a short stroll to the always lively Southside Village, including Morton's Market, a variety of wonderful restaurants and shopping. Minutes to downtown Sarasota, the bayfront, Sarasota Memorial, Selby Gardens and all of the Arts Sarasota is known for. St. Armands Circle, Lido and Siesta Key beaches are all within a 10 minute drive as well. Don't miss this great opportunity! Please note: Some water intrusion during Tropical Storm. Flooring has been replaced.

3 Beds ⋅ 2 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

One or more photo(s) has been virtually staged. BACK ON THE MARKET! DON'T MISS THIS OPPORTUNITY! Welcome to Harbor Acres, one of the most beautiful and established communities in Sarasota! This charming, vintage Florida home and beautiful lot (15,000 sq. ft.) presents endless opportunities. Very few of these original 1950's Florida cottages remain! The integrity of the original design is still intact, including original floorplan and vintage baths. Outside, the gated courtyard extends from the front to the rear, opening onto an enchanting yard and pool, with mature landscaping and privacy. A large, screened lanai overlooking the pool and serene backyard offers the ideal private spot for relaxing and enjoying the beautiful setting. Perfect for the minimalist that treasures historic Florida and yet roomy enough for guests and entertaining. A.C. 2024. This home would be a true pleasure to restore! Need something larger? Plenty of room to add on, or design and build your perfect dream home! Harbor Acres is ideally located within a short stroll to the always lively Southside Village, including Morton's Market, a variety of wonderful restaurants and shopping. Minutes to downtown Sarasota, the bayfront, Sarasota Memorial, Selby Gardens and all of the Arts Sarasota is known for. St. Armands Circle, Lido and Siesta Key beaches are all within a 10 minute drive as well. Don't miss this great opportunity! Please note: Some water intrusion during Tropical Storm. Flooring has been replaced.

1555 Flower Drive, Sarasota