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Charming Mid-Century Modern Home in the Heart of Sarasota Discover this exceptional mid-century modern home located west of the trail in the desirable Whitfield Estates of Sarasota. This stunning 2,825 sq. ft. four-bedroom, three-bathroom residence boasts a rich history, originally built by decorated World War I General Elliott Thorpe and later owned by esteemed dance critic Bent Schonberg. Featured on HGTV, the home delights with open and airy living spaces that seamlessly connect to beautifully landscaped gardens. As you enter through the artfully designed home, you'll be welcomed into bright living areas with expansive walls of windows that create a seamless indoor/outdoor connection. The modern kitchen is a culinary gem, equipped with stainless steel appliances, a European gas range, and sleek cabinets, perfect for entertaining family and friends. Step outside to your private backyard oasis, featuring a luxurious heated saltwater pool and spa, complemented by a cozy fire pit; ideal for relaxing evenings and entertaining under the stars. This outdoor retreat is surrounded by architecturally designed landscaping, making it a perfect escape. Set on nearly half an acre and just steps from the water (but outside of flood zones), this home promises both tranquility and convenience. With impact windows and doors and a Trane HVAC system installed in 2019, this residence is not only beautiful but also functional. Conveniently situated near Sarasota's cultural treasures; including the Ringling Museum, Asolo Rep, and Sarasota Ballet; as well as world-famous beaches and vibrant downtown amenities, this property is perfect for second-home buyers or investment opportunities. With an impressive 95% occupancy rate on Airbnb, it stands as an ideal choice for those seeking rental income. Don’t miss the chance to experience the perfect blend of comfort, history, and fun in this remarkable home. Schedule a visit today to create your own lasting memories in sunny Sarasota!

4 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Charming Mid-Century Modern Home in the Heart of Sarasota Discover this exceptional mid-century modern home located west of the trail in the desirable Whitfield Estates of Sarasota. This stunning 2,825 sq. ft. four-bedroom, three-bathroom residence boasts a rich history, originally built by decorated World War I General Elliott Thorpe and later owned by esteemed dance critic Bent Schonberg. Featured on HGTV, the home delights with open and airy living spaces that seamlessly connect to beautifully landscaped gardens. As you enter through the artfully designed home, you'll be welcomed into bright living areas with expansive walls of windows that create a seamless indoor/outdoor connection. The modern kitchen is a culinary gem, equipped with stainless steel appliances, a European gas range, and sleek cabinets, perfect for entertaining family and friends. Step outside to your private backyard oasis, featuring a luxurious heated saltwater pool and spa, complemented by a cozy fire pit; ideal for relaxing evenings and entertaining under the stars. This outdoor retreat is surrounded by architecturally designed landscaping, making it a perfect escape. Set on nearly half an acre and just steps from the water (but outside of flood zones), this home promises both tranquility and convenience. With impact windows and doors and a Trane HVAC system installed in 2019, this residence is not only beautiful but also functional. Conveniently situated near Sarasota's cultural treasures; including the Ringling Museum, Asolo Rep, and Sarasota Ballet; as well as world-famous beaches and vibrant downtown amenities, this property is perfect for second-home buyers or investment opportunities. With an impressive 95% occupancy rate on Airbnb, it stands as an ideal choice for those seeking rental income. Don’t miss the chance to experience the perfect blend of comfort, history, and fun in this remarkable home. Schedule a visit today to create your own lasting memories in sunny Sarasota!

7739 Westmoreland Drive, Sarasota

$499,000

RARE FIND! Every once in a while, a property comes along that truly stands apart. This 3 Bedroom split plan home is situated on an expansive half acre lot and offers a wonderful blend of classic Florida character, thoughtful updates and the space and privacy that are increasingly difficult to find. In 2026, the HVAC, driveway and fencing were all given an upgrade and the home has tile and laminate flooring throughout. The roof was replaced in 2019 and this home has a large screened backyard patio that overlooks the beautiful in ground pool and gazebo. Enjoy sunny afternoons lounging by your private swimming pool, entertaining family and friends or simply taking in the peaceful surroundings of your spacious backyard. The location is hard to beat, sitting just between Sarasota and Bradenton, residents enjoy easy access to the Sarasota Bradenton International Airport and both Sarasota and Bradenton's vibrant downtown areas. With its generous half-acre setting, private pool, charming surroundings and desirable location, this property presents an exceptional opportunity to enjoy the character and lifestyle that make Whitfield Estates so special. Come and discover the timeless appeal of this historic Sarasota-area neighborhood rich in character and architectural charm, this established community is known for its beautiful mature landscaping, distinctive homes, and connection to the historic Sara Bay Country Club, home to a renowned Donald Ross-designed golf course that has been part of the area’s legacy for generations. Ideally situated between Sarasota and Bradenton, Whitfield Estates offers convenient access to waterfront recreation, cultural attractions, dining, shopping and the Gulf Coast’s renowned beaches. A wonderful opportunity to experience authentic Florida living in a neighborhood with a story all its own.

3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

RARE FIND! Every once in a while, a property comes along that truly stands apart. This 3 Bedroom split plan home is situated on an expansive half acre lot and offers a wonderful blend of classic Florida character, thoughtful updates and the space and privacy that are increasingly difficult to find. In 2026, the HVAC, driveway and fencing were all given an upgrade and the home has tile and laminate flooring throughout. The roof was replaced in 2019 and this home has a large screened backyard patio that overlooks the beautiful in ground pool and gazebo. Enjoy sunny afternoons lounging by your private swimming pool, entertaining family and friends or simply taking in the peaceful surroundings of your spacious backyard. The location is hard to beat, sitting just between Sarasota and Bradenton, residents enjoy easy access to the Sarasota Bradenton International Airport and both Sarasota and Bradenton's vibrant downtown areas. With its generous half-acre setting, private pool, charming surroundings and desirable location, this property presents an exceptional opportunity to enjoy the character and lifestyle that make Whitfield Estates so special. Come and discover the timeless appeal of this historic Sarasota-area neighborhood rich in character and architectural charm, this established community is known for its beautiful mature landscaping, distinctive homes, and connection to the historic Sara Bay Country Club, home to a renowned Donald Ross-designed golf course that has been part of the area’s legacy for generations. Ideally situated between Sarasota and Bradenton, Whitfield Estates offers convenient access to waterfront recreation, cultural attractions, dining, shopping and the Gulf Coast’s renowned beaches. A wonderful opportunity to experience authentic Florida living in a neighborhood with a story all its own.

619 Saint Andrews Drive, Sarasota

$375,000

WHERE ELEVATED VALUE MEETS UNRIVALED COASTAL LIVING - Tucked away in the historic, tranquil enclave of Whitfield Estates, this private sanctuary delivers the rare convergence of generous land, secluded serenity, and effortless connectivity. Situated moments from the legendary Donald Ross-designed Sara Bay Country Club, residents enjoy immediate access to deep-water marinas, the Sarasota-Bradenton International Airport, vibrant downtown dining, and world-class Gulf beaches—all enriched by the prestige of a Sarasota address. An optional $30 annual association fee opens the door to exclusive community events and dining privileges at historic Sara Bay, adding an exceptional social dimension to this coastal retreat. Connected to central water and sewer with no septic system, the residence offers absolute simplicity and modern reliability. Constructed of solid concrete block and resting high and dry at an approximate 20-foot elevation in Non-Flood Zone X, the single-story residence is framed by a sweeping circular drive and fully fenced grounds. Structural and mechanical investments include: AC (2019 all in one exterior unit), March 2013 dimensional shingle roof, tenting completed in 2022 by Fahey Pest Control with rebuilt overhangs, and comprehensive storm protection from April 2021 featuring double-pane PGT impact sound-reduction windows, impact sliders, and an upgraded front entry door. Critical infrastructure has been thoroughly modernized, featuring complete overhead ceiling re-plumbing to eliminate under-slab supply lines, an upgraded 200-amp electrical service panel (2017), a brand-new water heater (2022), and recently certified backflow plumbing servicing (August 2024). Inside, the home embraces classic Florida indoor-outdoor living through an open, split-floor-plan great room where pocketing glass sliders in every room—including the primary suite, living/dining/kitchen area and guest en suite—dissolve the boundary to the outdoors. The heart of the home centers on an expansive chef’s kitchen featuring an open space (remodeled in 2002), polished stone countertops, updated cabinetry, a contemporary range hood, comfortable four-person bar seating, and premium stainless steel appliances, highlighted by a built-in NewAir wine refrigerator. The thoughtfully designed layout provides two private ensuite bedrooms, a dedicated laundry space with a stacked washer and dryer, and seamless access to a full exterior pool bath complete with a walk-in shower (as part of the 2nd bedroom ensuite). An outdoor oasis is tailored for private, effortless entertaining, centered around a northwest-facing, approximately 6-foot-deep private swimming pool professionally restored in March 2020, enclosed by a newer screened cage, covered lanai, and secondary sun terrace. Complementing this Florida ranch home is an extraordinary level of ownership freedom, free from deed restrictions, HOA mandates, or CDD fees. The expansive grounds easily accommodate on-site parking for large boats, trailers, or RVs, while a highly lucrative rental policy allowing monthly leases up to 12 times per year makes this an irresistible primary residence, seasonal getaway, or high-performing portfolio addition.

2 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

WHERE ELEVATED VALUE MEETS UNRIVALED COASTAL LIVING - Tucked away in the historic, tranquil enclave of Whitfield Estates, this private sanctuary delivers the rare convergence of generous land, secluded serenity, and effortless connectivity. Situated moments from the legendary Donald Ross-designed Sara Bay Country Club, residents enjoy immediate access to deep-water marinas, the Sarasota-Bradenton International Airport, vibrant downtown dining, and world-class Gulf beaches—all enriched by the prestige of a Sarasota address. An optional $30 annual association fee opens the door to exclusive community events and dining privileges at historic Sara Bay, adding an exceptional social dimension to this coastal retreat. Connected to central water and sewer with no septic system, the residence offers absolute simplicity and modern reliability. Constructed of solid concrete block and resting high and dry at an approximate 20-foot elevation in Non-Flood Zone X, the single-story residence is framed by a sweeping circular drive and fully fenced grounds. Structural and mechanical investments include: AC (2019 all in one exterior unit), March 2013 dimensional shingle roof, tenting completed in 2022 by Fahey Pest Control with rebuilt overhangs, and comprehensive storm protection from April 2021 featuring double-pane PGT impact sound-reduction windows, impact sliders, and an upgraded front entry door. Critical infrastructure has been thoroughly modernized, featuring complete overhead ceiling re-plumbing to eliminate under-slab supply lines, an upgraded 200-amp electrical service panel (2017), a brand-new water heater (2022), and recently certified backflow plumbing servicing (August 2024). Inside, the home embraces classic Florida indoor-outdoor living through an open, split-floor-plan great room where pocketing glass sliders in every room—including the primary suite, living/dining/kitchen area and guest en suite—dissolve the boundary to the outdoors. The heart of the home centers on an expansive chef’s kitchen featuring an open space (remodeled in 2002), polished stone countertops, updated cabinetry, a contemporary range hood, comfortable four-person bar seating, and premium stainless steel appliances, highlighted by a built-in NewAir wine refrigerator. The thoughtfully designed layout provides two private ensuite bedrooms, a dedicated laundry space with a stacked washer and dryer, and seamless access to a full exterior pool bath complete with a walk-in shower (as part of the 2nd bedroom ensuite). An outdoor oasis is tailored for private, effortless entertaining, centered around a northwest-facing, approximately 6-foot-deep private swimming pool professionally restored in March 2020, enclosed by a newer screened cage, covered lanai, and secondary sun terrace. Complementing this Florida ranch home is an extraordinary level of ownership freedom, free from deed restrictions, HOA mandates, or CDD fees. The expansive grounds easily accommodate on-site parking for large boats, trailers, or RVs, while a highly lucrative rental policy allowing monthly leases up to 12 times per year makes this an irresistible primary residence, seasonal getaway, or high-performing portfolio addition.

338 Whitfield Avenue, Sarasota

$510,000

PRICE IMPROVED | Income-Producing Golf Course Pool Home at Sara Bay This one is already earning. Set on the 18th hole of Sara Bay Country Club, this 3-bedroom, 2-bath pool home is currently operating as a successful short-term rental, and it has performed well on annual leases too. That gives you flexibility in how you run it. With nearly 2,000 sq. ft. on an oversized .42-acre lot, it's a turnkey investment that can convey fully furnished if desired, so you can step in with income from day one. The covered lanai and sparkling pool look straight out over the fairway to the west, so sunsets are part of the daily routine. The space is private, peaceful, and usable year-round, exactly what guests book for and what you'll want when you're in town yourself. Inside, a split floor plan gives the primary suite and guest rooms their own space. Two living areas add room for hosting, working from home, or giving renters space to spread out. Natural light and thoughtful updates keep the home move-in and rent-ready. The location makes it easy to book and easy to enjoy: about 5 minutes to SRQ Airport, under 15 minutes to downtown Sarasota, and close to beaches, golf, dining, and the arts. Keep it on the short-term calendar, switch to annual tenants, or block off your own winter weeks. It's a vacation home that pays its own way. SELLER INCENTIVE: Seller is offering a 1% closing cost credit or assistance buying down your interest rate. Ask for details.

3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

PRICE IMPROVED | Income-Producing Golf Course Pool Home at Sara Bay This one is already earning. Set on the 18th hole of Sara Bay Country Club, this 3-bedroom, 2-bath pool home is currently operating as a successful short-term rental, and it has performed well on annual leases too. That gives you flexibility in how you run it. With nearly 2,000 sq. ft. on an oversized .42-acre lot, it's a turnkey investment that can convey fully furnished if desired, so you can step in with income from day one. The covered lanai and sparkling pool look straight out over the fairway to the west, so sunsets are part of the daily routine. The space is private, peaceful, and usable year-round, exactly what guests book for and what you'll want when you're in town yourself. Inside, a split floor plan gives the primary suite and guest rooms their own space. Two living areas add room for hosting, working from home, or giving renters space to spread out. Natural light and thoughtful updates keep the home move-in and rent-ready. The location makes it easy to book and easy to enjoy: about 5 minutes to SRQ Airport, under 15 minutes to downtown Sarasota, and close to beaches, golf, dining, and the arts. Keep it on the short-term calendar, switch to annual tenants, or block off your own winter weeks. It's a vacation home that pays its own way. SELLER INCENTIVE: Seller is offering a 1% closing cost credit or assistance buying down your interest rate. Ask for details.

433 Whitfield Avenue, Sarasota

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