157 houses for sale in Trailer Estates

3315 bay shore road, sarasota, fl
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House · for sale
USD 22,000,000
3315 bay shore road, sarasota, fl
Trailer Estates
· 5 Bedrooms · 11 Baths · House
Trailer Estates · 5 Bedrooms · 11 Baths · House
Three dwellings set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those
Three dwellings set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those
USD 22,000,000
2830 Bay Shore Cir, Sarasota, FL
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House · for sale
USD 1,500,000
2830 Bay Shore Cir, Sarasota, FL
Trailer Estates
· 6 Bedrooms · 5 Baths · House
Trailer Estates · 6 Bedrooms · 5 Baths · House
Under contract-accepting backup offers. Historical handyman special! Make an offer! Priced $500,000 below recent appraisal! House is in good structural condition but needs cosmetic repairs and updating-restore a piece of history-huge tax incentives including possible property tax freeze! Possible conversion to commercial zoning. Three units 7day minimum rental near beach. Most projects will require little or no board involvement-Introducing La Hacienda del Puesta Sol, one of Sarasotas most distinguished historic estates-an extraordinary Spanish Eclectic masterpiece residence built at the height of the 1920s Florida boom. Positioned just steps from the shimmering waters of Sarasota Bay and Indian Beach, this nearly half-acre gated sanctuary blends architectural mastery, artistic heritage, and timeless history. This is a rare chance to own not just a home, but a legacy. Available for the First time in over Four Decades, The Albert Roehr Estate'La Hacienda del Puesta Sol'. The Estate of t
Under contract-accepting backup offers. Historical handyman special! Make an offer! Priced $500,000 below recent appraisal! House is in good structural condition but needs cosmetic repairs and updating-restore a piece of history-huge tax incentives including possible property tax freeze! Possible conversion to commercial zoning. Three units 7day minimum rental near beach. Most projects will require little or no board involvement-Introducing La Hacienda del Puesta Sol, one of Sarasotas most distinguished historic estates-an extraordinary Spanish Eclectic masterpiece residence built at the height of the 1920s Florida boom. Positioned just steps from the shimmering waters of Sarasota Bay and Indian Beach, this nearly half-acre gated sanctuary blends architectural mastery, artistic heritage, and timeless history. This is a rare chance to own not just a home, but a legacy. Available for the First time in over Four Decades, The Albert Roehr Estate'La Hacienda del Puesta Sol'. The Estate of t
USD 1,500,000
5970 Emerald Harbor Drive, Longboat Key, US, FL
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House · for sale
USD 2,795,000
5970 Emerald Harbor Drive, Longboat Key, US, FL
Trailer Estates
· 4 Bedrooms · 4 Baths · House
· Swimming pool
Trailer Estates · 4 Bedrooms · 4 Baths · House · Swimming pool
Set at the peaceful end of a wide, deep canal on the north end of Longboat Key, this waterfront residence in Emerald Harbor offers a rare combination of space, privacy and effortless boating access. With long views straight down the canal and quick entry to Sarasota Bay, the setting feels calm, open and ideally positioned for life on the water. A circular paver brick drive framed by meticulously maintained landscaping leads to the front entrance, where a barrel tile roof and timeless exterior details create a welcoming first impression. Inside, 3,098+/. Sq. ft. Of thoughtfully planned living space unfolds in soft neutral tones, complemented by abundant natural light, large tile flooring, crown molding and expansive windows throughout the main living areas. The living room is designed for seamless indoor-outdoor living, featuring a full wall of pocket sliders that open completely to a covered sitting area accented by a pecky cypress ceiling. From here, the view extends across the pool,
Set at the peaceful end of a wide, deep canal on the north end of Longboat Key, this waterfront residence in Emerald Harbor offers a rare combination of space, privacy and effortless boating access. With long views straight down the canal and quick entry to Sarasota Bay, the setting feels calm, open and ideally positioned for life on the water. A circular paver brick drive framed by meticulously maintained landscaping leads to the front entrance, where a barrel tile roof and timeless exterior details create a welcoming first impression. Inside, 3,098+/. Sq. ft. Of thoughtfully planned living space unfolds in soft neutral tones, complemented by abundant natural light, large tile flooring, crown molding and expansive windows throughout the main living areas. The living room is designed for seamless indoor-outdoor living, featuring a full wall of pocket sliders that open completely to a covered sitting area accented by a pecky cypress ceiling. From here, the view extends across the pool,
USD 2,795,000
8111 santa rosa court, sarasota, us, fl
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House · for sale
USD 1,200,000
8111 santa rosa court, sarasota, us, fl
Trailer Estates
· 5 Bedrooms · 4 Baths · House
· Equipped kitchen · Swimming pool
Trailer Estates · 5 Bedrooms · 4 Baths · House · Equipped kitchen · Swimming pool
A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness.
A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness.
USD 1,200,000
1905 4th Street W, Palmetto, US, FL
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House · for sale
USD 1,250,000
1905 4th Street W, Palmetto, US, FL
Trailer Estates
· 3 Bedrooms · 4 Baths · House
· Sauna · Equipped kitchen · Swimming pool · Lift
Trailer Estates · 3 Bedrooms · 4 Baths · House · Sauna · Equipped kitchen · Swimming pool · Lift
Experience breathtaking views and luxury Florida living in this 3-bedroom, 3.5-bath waterfront home located in the desirable West Palmetto area. With over 4,600 square feet of open living space, this residence showcases panoramic water views from nearly every room and offers the perfect blend of comfort, elegance, and functionality. Boaters will love the large private dock with a 10,000 lb lift and deep-water access leading directly to the Manatee River, Tampa Bay, and the Gulf of Mexico. The highlight of the home is its rare indoor heated saltwater pool and sauna, providing a true year-round retreat for relaxation and entertaining. Inside, enjoy high ceilings, an updated modern kitchen with premium appliances, marble countertops, and a large island that connects seamlessly to the living and dining spaces. While the primary suite captures stunning water views and offers a luxurious experience. Set on a beautifully positioned lot with incredible sunrise and sunset vistas, this property
Experience breathtaking views and luxury Florida living in this 3-bedroom, 3.5-bath waterfront home located in the desirable West Palmetto area. With over 4,600 square feet of open living space, this residence showcases panoramic water views from nearly every room and offers the perfect blend of comfort, elegance, and functionality. Boaters will love the large private dock with a 10,000 lb lift and deep-water access leading directly to the Manatee River, Tampa Bay, and the Gulf of Mexico. The highlight of the home is its rare indoor heated saltwater pool and sauna, providing a true year-round retreat for relaxation and entertaining. Inside, enjoy high ceilings, an updated modern kitchen with premium appliances, marble countertops, and a large island that connects seamlessly to the living and dining spaces. While the primary suite captures stunning water views and offers a luxurious experience. Set on a beautifully positioned lot with incredible sunrise and sunset vistas, this property
USD 1,250,000
668 Quay Commons Unit 103, Sarasota, US, FL
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Townhouse · for sale
USD 4,100,000
668 Quay Commons Unit 103, Sarasota, US, FL
Trailer Estates
· 2 Bedrooms · 4 Baths · Townhouse
· Parking
Trailer Estates · 2 Bedrooms · 4 Baths · Townhouse · Parking
Virtually Staged. Under Construction. Virtually Staged. Under Construction. Introducing the One Park Townhome Collection! With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota's most sought after locations, Boulevard of the Arts. Designed for elevated living, these contemporary multi-level residences with private entrances and thoughtfully curated interiors, blending the feel of a single-family home with the conveniences of a premier waterfront community. Townhome features include expansive floor-to-ceiling windows, smart home technology for seamless personalization with the touch of a button, a contemporary lighting package, fully built-out closets, wood or porcelain slab flooring throughout, 8' tall interior doors, Subzero and Wolf appliance package, and outdoor terraces with modern glass railings. Two standout features of the One Park Townhomes are the private two-car garage with direct access to the fir
Virtually Staged. Under Construction. Virtually Staged. Under Construction. Introducing the One Park Townhome Collection! With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota's most sought after locations, Boulevard of the Arts. Designed for elevated living, these contemporary multi-level residences with private entrances and thoughtfully curated interiors, blending the feel of a single-family home with the conveniences of a premier waterfront community. Townhome features include expansive floor-to-ceiling windows, smart home technology for seamless personalization with the touch of a button, a contemporary lighting package, fully built-out closets, wood or porcelain slab flooring throughout, 8' tall interior doors, Subzero and Wolf appliance package, and outdoor terraces with modern glass railings. Two standout features of the One Park Townhomes are the private two-car garage with direct access to the fir
USD 4,100,000
668 Quay Commons Unit 102, Sarasota, US, FL
View photo
Townhouse · for sale
USD 4,200,000
668 Quay Commons Unit 102, Sarasota, US, FL
Trailer Estates
· 2 Bedrooms · 4 Baths · Townhouse
· Parking
Trailer Estates · 2 Bedrooms · 4 Baths · Townhouse · Parking
One or more photo(s) has been virtually staged. Under Construction. Introducing the One Park Townhome Collection! With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota's most sought after locations, Boulevard of the Arts. Designed for elevated living, these contemporary multi-level residences offer private entrances and thoughtfully curated interiors, blending the feel of a single-family home with the conveniences of a premier waterfront community. Townhome features include expansive floor-to-ceiling windows, smart home technology for seamless personalization with the touch of a button, a contemporary lighting package, fully built-out closets, wood or porcelain slab flooring throughout, 8' tall interior doors, Subzero and Wolf appliance package, and outdoor terraces with modern glass railings. Two standout features of the One Park Townhomes are the private two-car garage with direct access to the first leve
One or more photo(s) has been virtually staged. Under Construction. Introducing the One Park Townhome Collection! With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota's most sought after locations, Boulevard of the Arts. Designed for elevated living, these contemporary multi-level residences offer private entrances and thoughtfully curated interiors, blending the feel of a single-family home with the conveniences of a premier waterfront community. Townhome features include expansive floor-to-ceiling windows, smart home technology for seamless personalization with the touch of a button, a contemporary lighting package, fully built-out closets, wood or porcelain slab flooring throughout, 8' tall interior doors, Subzero and Wolf appliance package, and outdoor terraces with modern glass railings. Two standout features of the One Park Townhomes are the private two-car garage with direct access to the first leve
USD 4,200,000

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Braden Castle
Park East, Sarasota city Sarasota CCD Sarasota County Florida
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