$489,000 This 2 bedroom, 2 bath home in Tuxedo Park has many updates and is located on a quiet cul-de-sac. Original terrazzo floors have been restored and polished, both bathrooms have been completely updated, and all popcorn ceilings have been removed. Three sets of slide-away glass doors connect the kitchen, living room and primary bedroom to the porch. The kitchen features a new quartz countertop and tile backsplash. Both bathrooms include new vanities and Kohler LuxStone shower surrounds. Additional interior updates include new doors and fresh paint throughout. The primary bedroom walk-in closet has built in shelving. The second bedroom has a separate exterior entrance. The two-car garage has room for work bench, new epoxy flooring and a new door opener. Exterior improvements include a 2022 roof, 2026 porch roof, new sand-finished stucco and fresh paint, circular concrete driveway, vinyl fencing and gates. New attic insulation is borate treated. Room for RV or boat. Just blocks away is a half-mile stretch along Sarasota Bay with no homes between the road and the water, providing unobstructed bay views for walks, ideal for sunset. 1.5 miles to Ringling Museum. 2 miles to the Sarasota Bradenton Airport Terminal. 5 miles to downtown Sarasota. 7 miles to St Armands Circle. 7.5 miles to Lido Beach. 5.5 miles to IMG. 2 Beds ⋅ 2 Baths ⋅ A4702297 MLS This 2 bedroom, 2 bath home in Tuxedo Park has many updates and is located on a quiet cul-de-sac. Original terrazzo floors have been restored and polished, both bathrooms have been completely updated, and all popcorn ceilings have been removed. Three sets of slide-away glass doors connect the kitchen, living room and primary bedroom to the porch. The kitchen features a new quartz countertop and tile backsplash. Both bathrooms include new vanities and Kohler LuxStone shower surrounds. Additional interior updates include new doors and fresh paint throughout. The primary bedroom walk-in closet has built in shelving. The second bedroom has a separate exterior entrance. The two-car garage has room for work bench, new epoxy flooring and a new door opener. Exterior improvements include a 2022 roof, 2026 porch roof, new sand-finished stucco and fresh paint, circular concrete driveway, vinyl fencing and gates. New attic insulation is borate treated. Room for RV or boat. Just blocks away is a half-mile stretch along Sarasota Bay with no homes between the road and the water, providing unobstructed bay views for walks, ideal for sunset. 1.5 miles to Ringling Museum. 2 miles to the Sarasota Bradenton Airport Terminal. 5 miles to downtown Sarasota. 7 miles to St Armands Circle. 7.5 miles to Lido Beach. 5.5 miles to IMG. 8228 Constance Drive, Palm Aire
$695,000 West of the Trail and just past University Parkway, this beautifully maintained home in the private Ballentine Manor Estates offers an exceptional Sarasota lifestyle with an unbeatable location just 5 minutes from SRQ International Airport, 10 minutes to UTC Mall, downtown Sarasota, Lido Beach, St. Armands Circle, and Longboat Key, and only 15 minutes to Siesta Key Beach. Just six homes from Sarasota Bay and the Intracoastal Waterway, enjoy easy access to kayaking, stunning sunsets, and waterfront relaxation. This light-filled 4-bedroom, 3-bath residence features an open floor plan with a split-bedroom design, providing privacy for the spacious primary suite. The chef's kitchen boasts granite countertops, stainless steel appliances, and a gas stove, while the Florida room overlooks a screened 15' x 30' pool, shaded deck, and beautifully landscaped, fully fenced backyard except far N end is tropical growth with ample space for family and pets. The private fourth-bedroom suite, complete with its own entrance, living area, and kitchenette, offers excellent guest, in-law, or rental potential. Additional highlights include partial bay views from the front yard, a circular driveway with abundant parking, a large dog run, a new shed installed in 2025, and no flooding or structural damage from past hurricanes. Whether you're seeking a full-time residence, seasonal retreat, or income-producing property, this is a rare opportunity to own a private Sarasota paradise in one of the area's most desirable locations. Improvements and permits are on tax records. A bank appraisal was done in 04/25 and owner shared it was $850,000. Buyers must rely on home inspection and some furniture may be negotiable. no damage or flooding to home from 2024 hurricanes some landscaping debris and a new shed was replaced. 4 Beds ⋅ 3 Baths ⋅ A4697412 MLS West of the Trail and just past University Parkway, this beautifully maintained home in the private Ballentine Manor Estates offers an exceptional Sarasota lifestyle with an unbeatable location just 5 minutes from SRQ International Airport, 10 minutes to UTC Mall, downtown Sarasota, Lido Beach, St. Armands Circle, and Longboat Key, and only 15 minutes to Siesta Key Beach. Just six homes from Sarasota Bay and the Intracoastal Waterway, enjoy easy access to kayaking, stunning sunsets, and waterfront relaxation. This light-filled 4-bedroom, 3-bath residence features an open floor plan with a split-bedroom design, providing privacy for the spacious primary suite. The chef's kitchen boasts granite countertops, stainless steel appliances, and a gas stove, while the Florida room overlooks a screened 15' x 30' pool, shaded deck, and beautifully landscaped, fully fenced backyard except far N end is tropical growth with ample space for family and pets. The private fourth-bedroom suite, complete with its own entrance, living area, and kitchenette, offers excellent guest, in-law, or rental potential. Additional highlights include partial bay views from the front yard, a circular driveway with abundant parking, a large dog run, a new shed installed in 2025, and no flooding or structural damage from past hurricanes. Whether you're seeking a full-time residence, seasonal retreat, or income-producing property, this is a rare opportunity to own a private Sarasota paradise in one of the area's most desirable locations. Improvements and permits are on tax records. A bank appraisal was done in 04/25 and owner shared it was $850,000. Buyers must rely on home inspection and some furniture may be negotiable. no damage or flooding to home from 2024 hurricanes some landscaping debris and a new shed was replaced. 329 Bernard Avenue, Palm Aire
$2,150,000 Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown. 5 Beds ⋅ 5 Baths ⋅ A4697116 MLS ⋅ House Of Ringling BLDG. Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown. 7715 Westmoreland Drive, Palm Aire
$95,000 Great location for an investment or vacation in Sunny Florida. Onsite tiki bar and heated pool. Less than 2 miles from Sarasota Bradenton National Airport. Short drive across the beautiful Ringling Bridge to St Armands Circle and Lido Beach. 1 Beds ⋅ 1 Baths ⋅ A4696866 MLS ⋅ 7150 BLDG. Great location for an investment or vacation in Sunny Florida. Onsite tiki bar and heated pool. Less than 2 miles from Sarasota Bradenton National Airport. Short drive across the beautiful Ringling Bridge to St Armands Circle and Lido Beach. 7150 N Tamiami Trl Unit S503, Palm Aire
$5,500,000 Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now. 6 Beds ⋅ 6 Baths ⋅ A4695898 MLS Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now. 7524 Westmoreland Drive, Palm Aire
$1,490,000 Discover a once-in-a-lifetime opportunity to own a PREMIER 1.08-ACRE BAYFRONT LOT located “WEST OF THE TRAIL” at 8258 Long Bay Blvd., Sarasota, FL — a true TROPHY PROPERTY offering UNOBSTRUCTED VIEWS OF SARASOTA BAY, priceless SUNRISES & SUNSETS, and endless possibilities to build your CUSTOM LUXURY ESTATE! This OVER 1 ACRE WATERFRONT LOT features UTILITIES AVAILABLE, a NEWER SEA WALL already in place, NO HOA FEES, and is positioned at a HIGH ELEVATION where the MAJORITY OF THE PROPERTY IS NOT LOCATED IN A FLOOD ZONE — ABSOLUTELY UNHEARD OF for BAYFRONT living! SAVE THOUSANDS IN CONSTRUCTION COSTS by building outside of the A & V flood zones while enjoying peace of mind and the ultimate Florida waterfront lifestyle. This MUST-SEE VACANT LOT wraps around the BAY with exceptional DEPTH, PRIVACY, and room to BUILD A DOCK large enough for YACHTS, BOATS, JET SKIS, KAYAKS, PADDLEBOARDS, and all your WATER TOYS. Spend your days FISHING RIGHT FROM YOUR BACKYARD, boating across Sarasota Bay, entertaining waterfront guests, or simply relaxing while taking in breathtaking water views every morning. The iconic CROSLEY MANSION and world-renowned RINGLING MUSEUM are your neighbors to the south, placing you in one of Sarasota’s most PRESTIGIOUS and CULTURALLY RICH waterfront corridors. This PRIME INVESTMENT OPPORTUNITY also allows for an ACCESSORY DWELLING UNIT (ADU) up to 80% of the primary home size — ideal for a PRIVATE GUEST RETREAT, MULTI-GENERATIONAL LIVING, or INCOME-PRODUCING RENTAL with its own address. Enjoy DEEP BAYFRONT TRANQUILITY while remaining minutes from WORLD-CLASS DINING, SHOPPING, ARTS, ENTERTAINMENT, and Sarasota’s stunning GULF BEACHES. OWNER IS MOTIVATED — opportunities like this rarely hit the market, so CONTACT US TODAY before this extraordinary piece of SARASOTA BAY PARADISE is gone! TB8511357 MLS Discover a once-in-a-lifetime opportunity to own a PREMIER 1.08-ACRE BAYFRONT LOT located “WEST OF THE TRAIL” at 8258 Long Bay Blvd., Sarasota, FL — a true TROPHY PROPERTY offering UNOBSTRUCTED VIEWS OF SARASOTA BAY, priceless SUNRISES & SUNSETS, and endless possibilities to build your CUSTOM LUXURY ESTATE! This OVER 1 ACRE WATERFRONT LOT features UTILITIES AVAILABLE, a NEWER SEA WALL already in place, NO HOA FEES, and is positioned at a HIGH ELEVATION where the MAJORITY OF THE PROPERTY IS NOT LOCATED IN A FLOOD ZONE — ABSOLUTELY UNHEARD OF for BAYFRONT living! SAVE THOUSANDS IN CONSTRUCTION COSTS by building outside of the A & V flood zones while enjoying peace of mind and the ultimate Florida waterfront lifestyle. This MUST-SEE VACANT LOT wraps around the BAY with exceptional DEPTH, PRIVACY, and room to BUILD A DOCK large enough for YACHTS, BOATS, JET SKIS, KAYAKS, PADDLEBOARDS, and all your WATER TOYS. Spend your days FISHING RIGHT FROM YOUR BACKYARD, boating across Sarasota Bay, entertaining waterfront guests, or simply relaxing while taking in breathtaking water views every morning. The iconic CROSLEY MANSION and world-renowned RINGLING MUSEUM are your neighbors to the south, placing you in one of Sarasota’s most PRESTIGIOUS and CULTURALLY RICH waterfront corridors. This PRIME INVESTMENT OPPORTUNITY also allows for an ACCESSORY DWELLING UNIT (ADU) up to 80% of the primary home size — ideal for a PRIVATE GUEST RETREAT, MULTI-GENERATIONAL LIVING, or INCOME-PRODUCING RENTAL with its own address. Enjoy DEEP BAYFRONT TRANQUILITY while remaining minutes from WORLD-CLASS DINING, SHOPPING, ARTS, ENTERTAINMENT, and Sarasota’s stunning GULF BEACHES. OWNER IS MOTIVATED — opportunities like this rarely hit the market, so CONTACT US TODAY before this extraordinary piece of SARASOTA BAY PARADISE is gone! 8258 Longbay Blvd, Palm Aire
$589,900 Back on the market and ready for its next owner. Welcome to 361 Scott Avenue, a refreshed pool home set on a rare double lot in Whitfield Estates, west of the Tamiami Trail and just minutes from Sarasota Bay. Step inside to a bright, open great room that flows into a kitchen built for hosting, with Corian counters, a center island, built-in oven, and separate cooktop. Original terrazzo and ceramic tile carry through much of the home, paired with crown molding, textured ceilings, and fresh interior paint that warms up the mid century architecture. Hurricane impact windows fill the rooms with light while keeping things quiet inside. The primary suite lives like a true retreat, with a custom fitted walk in closet and a fully updated granite bath. Two additional bedrooms, a separate laundry, and a tucked away dining room complete a layout that lives easy on one level. Out back is where this one really shines. A covered lanai opens to an 18x36 private pool, all wrapped by a fully fenced and irrigated yard with plenty of room to entertain, garden, or expand. The double lot offers privacy and flexibility you almost never find this close to the Bay. Concrete block construction, with roof, HVAC, and variable speed pool pump all updated in 2017. Flood Zone X. The optional Whitfield Estates HOA runs just $35 a year, and residents may apply for a culinary membership at the historic Sara Bay Country Club. You are a quick drive to The Ringling, Asolo Repertory Theatre, New College, Ringling College of Art and Design, IMG Academy, SRQ International Airport, UTC, and downtown Sarasota, with St. Armands Circle, Lido Key, and the Gulf beaches all close at hand. A rare chance to own a true classic in one of Sarasota's most established west of Trail neighborhoods. 3 Beds ⋅ 2 Baths ⋅ A4692752 MLS Back on the market and ready for its next owner. Welcome to 361 Scott Avenue, a refreshed pool home set on a rare double lot in Whitfield Estates, west of the Tamiami Trail and just minutes from Sarasota Bay. Step inside to a bright, open great room that flows into a kitchen built for hosting, with Corian counters, a center island, built-in oven, and separate cooktop. Original terrazzo and ceramic tile carry through much of the home, paired with crown molding, textured ceilings, and fresh interior paint that warms up the mid century architecture. Hurricane impact windows fill the rooms with light while keeping things quiet inside. The primary suite lives like a true retreat, with a custom fitted walk in closet and a fully updated granite bath. Two additional bedrooms, a separate laundry, and a tucked away dining room complete a layout that lives easy on one level. Out back is where this one really shines. A covered lanai opens to an 18x36 private pool, all wrapped by a fully fenced and irrigated yard with plenty of room to entertain, garden, or expand. The double lot offers privacy and flexibility you almost never find this close to the Bay. Concrete block construction, with roof, HVAC, and variable speed pool pump all updated in 2017. Flood Zone X. The optional Whitfield Estates HOA runs just $35 a year, and residents may apply for a culinary membership at the historic Sara Bay Country Club. You are a quick drive to The Ringling, Asolo Repertory Theatre, New College, Ringling College of Art and Design, IMG Academy, SRQ International Airport, UTC, and downtown Sarasota, with St. Armands Circle, Lido Key, and the Gulf beaches all close at hand. A rare chance to own a true classic in one of Sarasota's most established west of Trail neighborhoods. 361 Scott Avenue, Palm Aire
$555,000 Welcome to this charming mid-century Florida rancher nestled in the sought-after waterfront neighborhood of Whitfield Estates — one of Sarasota's most beloved and established communities. Set on a generous 0.29-acre corner lot, this 2-bedroom, 2-bathroom home offers 1,371 square feet of comfortable living space with genuine Florida character and serious income-producing potential. Whether you're searching for a personal retreat or a turnkey investment, this home delivers. Currently active on Airbnb and generating approximately $180 per night, it has already proven itself as a strong short-term rental performer — making it an exceptional opportunity for investors looking to capitalize on Sarasota's thriving tourism market. Inside, you'll find renovated bathrooms that bring a fresh, modern touch to the home's classic bones. The layout is bright and functional, with a warm, welcoming feel that guests and homeowners alike will appreciate. Step outside and enjoy everything that comes with life in Whitfield Estates — a peaceful, established neighborhood with a true sense of community, no HOA, and easy access to the very best of Sarasota. World-renowned Siesta Key Beach, the cultural richness of downtown Sarasota, St. Armands Circle shopping, and the Ringling Museum are all just minutes away. No HOA. Corner lot. Proven rental income. And all the Florida sunshine you could ask for. Offered at $570,000. 2 Beds ⋅ 2 Baths ⋅ A4691706 MLS Welcome to this charming mid-century Florida rancher nestled in the sought-after waterfront neighborhood of Whitfield Estates — one of Sarasota's most beloved and established communities. Set on a generous 0.29-acre corner lot, this 2-bedroom, 2-bathroom home offers 1,371 square feet of comfortable living space with genuine Florida character and serious income-producing potential. Whether you're searching for a personal retreat or a turnkey investment, this home delivers. Currently active on Airbnb and generating approximately $180 per night, it has already proven itself as a strong short-term rental performer — making it an exceptional opportunity for investors looking to capitalize on Sarasota's thriving tourism market. Inside, you'll find renovated bathrooms that bring a fresh, modern touch to the home's classic bones. The layout is bright and functional, with a warm, welcoming feel that guests and homeowners alike will appreciate. Step outside and enjoy everything that comes with life in Whitfield Estates — a peaceful, established neighborhood with a true sense of community, no HOA, and easy access to the very best of Sarasota. World-renowned Siesta Key Beach, the cultural richness of downtown Sarasota, St. Armands Circle shopping, and the Ringling Museum are all just minutes away. No HOA. Corner lot. Proven rental income. And all the Florida sunshine you could ask for. Offered at $570,000. 138 Pearl Avenue, Palm Aire
$535,000 Welcome to West of the Trail in sought after Whitfield Estates, a beautifully remodeled home on a quarter-acre lot offering style, flexibility, and proven income potential. Whether you’re a first-time homebuyer, savvy investor, or searching for the perfect second home or vacation retreat, this property checks all the boxes. Inside, the home has been thoughtfully transformed with a fresh, elevated feel that blends comfort and character. The updated kitchen offers abundant cabinetry, brand new stainless steel appliances, creating a bright, inviting layout that flows easily into the main living spaces. Both bathrooms have been tastefully renovated, and the overall design feels crisp, cohesive, and truly move-in ready. A new roof installed in 2020 adds additional peace of mind. The spacious screened lanai overlooks a large backyard with room to relax, entertain, or enjoy the Florida sunshine. Furniture is available for purchase, offering a potential turnkey opportunity for those looking to step right into a primary residence or rental. Located just minutes from downtown Sarasota, SRQ Airport, top dining and shopping, and our world-famous Gulf beaches, this home offers convenience without sacrificing charm. An added bonus: this is an active income-producing property with future bookings already in place, making it a rare opportunity for buyers looking for immediate rental potential. And with no flood zone to worry about, it offers even more peace of mind. Whitfield Estates is loved for its tree-lined streets, bay front sunsets, and exceptional location. The neighborhood also offers a voluntary association for just $30/year, which includes culinary access to the Sara Bay Country Club. Boaters will appreciate the close proximity to SaraBay Marina with boat slips and dry storage nearby, making it easy to enjoy life on the water. With optional amenities and no mandatory HOA fees, you’ll enjoy flexibility without added restrictions. This is your chance to own a beautifully updated home in one of Sarasota’s most established neighborhoods, ideal as a primary residence, seasonal getaway, or smart investment. Schedule your private tour today! 2 Beds ⋅ 2 Baths ⋅ A4688339 MLS Welcome to West of the Trail in sought after Whitfield Estates, a beautifully remodeled home on a quarter-acre lot offering style, flexibility, and proven income potential. Whether you’re a first-time homebuyer, savvy investor, or searching for the perfect second home or vacation retreat, this property checks all the boxes. Inside, the home has been thoughtfully transformed with a fresh, elevated feel that blends comfort and character. The updated kitchen offers abundant cabinetry, brand new stainless steel appliances, creating a bright, inviting layout that flows easily into the main living spaces. Both bathrooms have been tastefully renovated, and the overall design feels crisp, cohesive, and truly move-in ready. A new roof installed in 2020 adds additional peace of mind. The spacious screened lanai overlooks a large backyard with room to relax, entertain, or enjoy the Florida sunshine. Furniture is available for purchase, offering a potential turnkey opportunity for those looking to step right into a primary residence or rental. Located just minutes from downtown Sarasota, SRQ Airport, top dining and shopping, and our world-famous Gulf beaches, this home offers convenience without sacrificing charm. An added bonus: this is an active income-producing property with future bookings already in place, making it a rare opportunity for buyers looking for immediate rental potential. And with no flood zone to worry about, it offers even more peace of mind. Whitfield Estates is loved for its tree-lined streets, bay front sunsets, and exceptional location. The neighborhood also offers a voluntary association for just $30/year, which includes culinary access to the Sara Bay Country Club. Boaters will appreciate the close proximity to SaraBay Marina with boat slips and dry storage nearby, making it easy to enjoy life on the water. With optional amenities and no mandatory HOA fees, you’ll enjoy flexibility without added restrictions. This is your chance to own a beautifully updated home in one of Sarasota’s most established neighborhoods, ideal as a primary residence, seasonal getaway, or smart investment. Schedule your private tour today! 7746 Westmoreland Drive, Palm Aire
$1,295,000 On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota. 3 Beds ⋅ 3 Baths ⋅ A4686397 MLS On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota. 121 Holly Avenue, Palm Aire
$2,500,000 Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and expansive water frontage, perfect for boaters, anglers, and sunset lovers alike. The property was impacted by a hurricane, and all drywall has been removed, leaving a clean slate that’s ready for your rebuild, remodel or redesign—ideal for buyers who want to customize finishes, layout, and style to their taste. With unmatched views, generous lot size, and direct bay access, this property offers incredible upside and long-term value. Whether you’re looking to restore, reimagine, or rebuild, this is a prime waterfront canvas! Adjoining properties are also for sale at the time of this listing, if you dare to dream even larger! Don’t miss this opportunity to craft your dream home on the water. Seller Financing terms available for qualified Buyers. Unmatched location! Close to SRQ Airport, New College, Downtown Sarasota, Ringling Museum, UTC Mall, endless shopping, dining and water opportunities await you. 4 Beds ⋅ 4 Baths ⋅ A4682111 MLS Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and expansive water frontage, perfect for boaters, anglers, and sunset lovers alike. The property was impacted by a hurricane, and all drywall has been removed, leaving a clean slate that’s ready for your rebuild, remodel or redesign—ideal for buyers who want to customize finishes, layout, and style to their taste. With unmatched views, generous lot size, and direct bay access, this property offers incredible upside and long-term value. Whether you’re looking to restore, reimagine, or rebuild, this is a prime waterfront canvas! Adjoining properties are also for sale at the time of this listing, if you dare to dream even larger! Don’t miss this opportunity to craft your dream home on the water. Seller Financing terms available for qualified Buyers. Unmatched location! Close to SRQ Airport, New College, Downtown Sarasota, Ringling Museum, UTC Mall, endless shopping, dining and water opportunities await you. 7322 Westmoreland Drive, Palm Aire
$224,900 This is a must see property ~ experience 180 degree gorgeous golf course and lake views.....Beautifully updated 2nd-floor condo in the highly sought-after Palm Aire community, a Golf Community, with optional memberships. This light and bright unit features an updated kitchen, beautiful cabinets, granite countertops, newer appliances and a stylish backsplash, added bonus of IMPACT WINDOWS and sliders, newer hot water heater, newer AC unit, and no carpet! Enjoy peaceful mornings overlooking expansive views and stunning sunsets from your vantage point. Ideally located near shopping, dining, and major roadways. A must-see Palm Aire gem! 2 Beds ⋅ 2 Baths ⋅ A4680028 MLS ⋅ Na BLDG. This is a must see property ~ experience 180 degree gorgeous golf course and lake views.....Beautifully updated 2nd-floor condo in the highly sought-after Palm Aire community, a Golf Community, with optional memberships. This light and bright unit features an updated kitchen, beautiful cabinets, granite countertops, newer appliances and a stylish backsplash, added bonus of IMPACT WINDOWS and sliders, newer hot water heater, newer AC unit, and no carpet! Enjoy peaceful mornings overlooking expansive views and stunning sunsets from your vantage point. Ideally located near shopping, dining, and major roadways. A must-see Palm Aire gem! 7193 W Country Club Drive N Unit 237, Palm Aire
$3,525,000 Virtually Staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater. 4 Beds ⋅ 4 Baths ⋅ A4675672 MLS Virtually Staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater. 7125 Westmoreland Drive, Palm Aire
$669,999 Come live where everyone goes on vacation! This is a beautiful breathtaking 3 bedrooms, 2.5 bathroom, Sarasota pool home in Whitfield Estates. Some of the features include private screened pool and lanai. Huge private backyard. This home was fully updated with new appliances, Hvac was replaced in 2025, roof was replaced last year, water heater and water filter was replaced 2 years ago, new pavers on the driveway, and fully remodeled bathrooms. This home is 2 blocks away from the Sarasota bay! 17 minutes away from Lido Key beach! 10 minutes away from the airport, shopping centers and so much more. This home is currently not vacant and requires appointments to see it. 3 Beds ⋅ 3 Baths ⋅ A4663038 MLS Come live where everyone goes on vacation! This is a beautiful breathtaking 3 bedrooms, 2.5 bathroom, Sarasota pool home in Whitfield Estates. Some of the features include private screened pool and lanai. Huge private backyard. This home was fully updated with new appliances, Hvac was replaced in 2025, roof was replaced last year, water heater and water filter was replaced 2 years ago, new pavers on the driveway, and fully remodeled bathrooms. This home is 2 blocks away from the Sarasota bay! 17 minutes away from Lido Key beach! 10 minutes away from the airport, shopping centers and so much more. This home is currently not vacant and requires appointments to see it. 7324 Phillips Street, Palm Aire
$500,000 West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities. 3 Beds ⋅ 3 Baths ⋅ A4654370 MLS West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities. 139 Adair Avenue, Palm Aire