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Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a polished coastal retreat, an established rental history, and meaningful upside potential. The home has generated approximately $50,000 in average annual rental payout revenue, after Airbnb and VRBO fees, providing a proven income history while maintaining the flexibility of up to 26 rental opportunities a year—an unusually flexible arrangement for Longboat Key. The owners have invested more than $130,000 in upgrades and improvements since 2021, creating a home that is not simply rental-ready, but thoughtfully maintained and continually enhanced. The current owners have created a home designed to deliver an exceptional guest experience. The sale includes the home's high-quality furnishings, top-of-the-line kitchenware—including All-Clad cookware—solid dishware, premium beach equipment and carefully selected décor. The result is reflected in the property's rental reputation, with more than 40, 5-Star Airbnb reviews from previous guests. Positioned near the front of Cedars East, the residence offers more convenient access to the Gulf beaches than many locations within the community and is next to the Longboat Key bike path. Inside, the 1,440-square-foot, two-bedroom, 2½-bath residence features an open living and dining area, a large garage, and a private, wooded outlook from the living room and lanai. The lush greenery creates a wonderfully private, almost treehouse-like setting—a peaceful contrast to the Gulf just moments away. Residents of Cedars East enjoy a resort-style setting with HOA amenities including the community pool, kayak and paddle board launch, fishing pier, cable, water, sewer, trash and pest control.Optional membership at the Cedars Tennis Resort & Club provides access to additional tennis, pickleball and fitness amenities. Whether you're looking for a beautifully finished Longboat Key retreat, a second home that can generate income, or a turnkey vacation property with an established rental history, this residence offers a compelling combination of lifestyle and flexibility. Come experience The Longboat Key Life.

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a polished coastal retreat, an established rental history, and meaningful upside potential. The home has generated approximately $50,000 in average annual rental payout revenue, after Airbnb and VRBO fees, providing a proven income history while maintaining the flexibility of up to 26 rental opportunities a year—an unusually flexible arrangement for Longboat Key. The owners have invested more than $130,000 in upgrades and improvements since 2021, creating a home that is not simply rental-ready, but thoughtfully maintained and continually enhanced. The current owners have created a home designed to deliver an exceptional guest experience. The sale includes the home's high-quality furnishings, top-of-the-line kitchenware—including All-Clad cookware—solid dishware, premium beach equipment and carefully selected décor. The result is reflected in the property's rental reputation, with more than 40, 5-Star Airbnb reviews from previous guests. Positioned near the front of Cedars East, the residence offers more convenient access to the Gulf beaches than many locations within the community and is next to the Longboat Key bike path. Inside, the 1,440-square-foot, two-bedroom, 2½-bath residence features an open living and dining area, a large garage, and a private, wooded outlook from the living room and lanai. The lush greenery creates a wonderfully private, almost treehouse-like setting—a peaceful contrast to the Gulf just moments away. Residents of Cedars East enjoy a resort-style setting with HOA amenities including the community pool, kayak and paddle board launch, fishing pier, cable, water, sewer, trash and pest control.Optional membership at the Cedars Tennis Resort & Club provides access to additional tennis, pickleball and fitness amenities. Whether you're looking for a beautifully finished Longboat Key retreat, a second home that can generate income, or a turnkey vacation property with an established rental history, this residence offers a compelling combination of lifestyle and flexibility. Come experience The Longboat Key Life.

539 Forest Way Unit 539, Longboat Key

$599,900

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars Tennis Resort & Club on Longboat Key. Set across a lush, village-like community enveloped by nature on the island's scenic north end, this property offers a rare combination of relaxed coastal living and an excellent short-term rental opportunity featuring a flexible two-week policy. Step inside to find a turnkey, coastal-chic interior highlighted by crisp shiplap accents, warm wood-style flooring, and elegant metallic hardware throughout. The updated kitchen features white shaker cabinetry, premium stone countertops, custom tile backsplash, and a breakfast bar with seating, all while offering a subtle peekaboo views of the glistening Gulf of Mexico. It flows seamlessly into a bright dining space framed by a shell-pendant chandelier and an inviting living room that opens through sliding glass doors to a private, screened lanai framed by tropical palms and water views. Upstairs, the layout is designed for comfort and convenience. The primary suite serves as a serene retreat with water views, large closet space, and barn-door entry into an upgraded bathroom featuring dual vanities, white shiplap walls, and a walk-in shower with floor-to-ceiling marble tile and gold hardware accents. Just down the hall, the secondary bedroom, which also catches a peekaboo Gullf view, is accompanied by a second full bathroom and ther is also a dedicated upstairs laundry closet with front-loading washer and dryer units. Outside, the property enjoys tranquil views of lush tropical foliage and a quiet island setting, complete with recent structural and mechanical improvements like updated windows, a brand new roof, 2021 air conditioning units, and a private garage with a recently installed hurricane-rated garage door. Cedars Tennis Club provides an unmatched resort-style atmosphere. Meander along lit boardwalks winding through mangroves to access an exceptional array of community amenities, including a heated Junior Olympic-sized swimming pool, a vibrant tiki bar, nine Har-Tru tennis courts, three Har-Tru pickleball courts, a clubhouse with a pro shop, a 24-hour fitness center, an on-site Google 5-star restaurant Hugo's II, a fishing pier, and a kayak launch (please note that some amenities require an additional club membership). This property has been a second home for current long time owners, but similair neighboring properties boasts a proven track record as a lucrative short-term rental, consistently producing roughly $50,000 in net annual revenue after platform fees. Furthermore, it offers a rare level of operational flexibility for Longboat Key, permitting up to 26 rental cycles per year. When you are ready to venture out, you are within easy walking distance of Longboat Key's world-renowned sugary white sand beaches, the tranquil trails of Joan Durante Park, and local culinary staples like Harry's Deli & Continental Kitchen, Lo-Key Bar and Grill and Euphemia Haye Restaurant & The Haye Loft. For broader entertainment, shopping, and cultural experiences, St. Armands Circle, downtown Sarasota, the Ringling Museum complex, Mote Marine and Anna Maria Island are just a short drive away. Whether you are searching for the dream beach house, a lucrative investment property, or your own private full-time retreat complete with stunning evening sunsets, this Longboat Key gem delivers on every front

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars Tennis Resort & Club on Longboat Key. Set across a lush, village-like community enveloped by nature on the island's scenic north end, this property offers a rare combination of relaxed coastal living and an excellent short-term rental opportunity featuring a flexible two-week policy. Step inside to find a turnkey, coastal-chic interior highlighted by crisp shiplap accents, warm wood-style flooring, and elegant metallic hardware throughout. The updated kitchen features white shaker cabinetry, premium stone countertops, custom tile backsplash, and a breakfast bar with seating, all while offering a subtle peekaboo views of the glistening Gulf of Mexico. It flows seamlessly into a bright dining space framed by a shell-pendant chandelier and an inviting living room that opens through sliding glass doors to a private, screened lanai framed by tropical palms and water views. Upstairs, the layout is designed for comfort and convenience. The primary suite serves as a serene retreat with water views, large closet space, and barn-door entry into an upgraded bathroom featuring dual vanities, white shiplap walls, and a walk-in shower with floor-to-ceiling marble tile and gold hardware accents. Just down the hall, the secondary bedroom, which also catches a peekaboo Gullf view, is accompanied by a second full bathroom and ther is also a dedicated upstairs laundry closet with front-loading washer and dryer units. Outside, the property enjoys tranquil views of lush tropical foliage and a quiet island setting, complete with recent structural and mechanical improvements like updated windows, a brand new roof, 2021 air conditioning units, and a private garage with a recently installed hurricane-rated garage door. Cedars Tennis Club provides an unmatched resort-style atmosphere. Meander along lit boardwalks winding through mangroves to access an exceptional array of community amenities, including a heated Junior Olympic-sized swimming pool, a vibrant tiki bar, nine Har-Tru tennis courts, three Har-Tru pickleball courts, a clubhouse with a pro shop, a 24-hour fitness center, an on-site Google 5-star restaurant Hugo's II, a fishing pier, and a kayak launch (please note that some amenities require an additional club membership). This property has been a second home for current long time owners, but similair neighboring properties boasts a proven track record as a lucrative short-term rental, consistently producing roughly $50,000 in net annual revenue after platform fees. Furthermore, it offers a rare level of operational flexibility for Longboat Key, permitting up to 26 rental cycles per year. When you are ready to venture out, you are within easy walking distance of Longboat Key's world-renowned sugary white sand beaches, the tranquil trails of Joan Durante Park, and local culinary staples like Harry's Deli & Continental Kitchen, Lo-Key Bar and Grill and Euphemia Haye Restaurant & The Haye Loft. For broader entertainment, shopping, and cultural experiences, St. Armands Circle, downtown Sarasota, the Ringling Museum complex, Mote Marine and Anna Maria Island are just a short drive away. Whether you are searching for the dream beach house, a lucrative investment property, or your own private full-time retreat complete with stunning evening sunsets, this Longboat Key gem delivers on every front

521 Forest Way, Longboat Key

$590,000

Enjoy the best of Longboat Key living in this beautifully updated 2-bedroom, 2.5-bath townhome in the private Section 3 of Cedars East Tennis Resort. Surrounded by lush tropical landscaping, this inviting residence features peaceful Intracoastal Waterway views from the primary bedroom and approximately 288 additional square feet of enclosed, climate-controlled living space. The updated kitchen offers shaker cabinetry, granite countertops, stainless steel appliances and a new range. Recent improvements include fresh interior paint, updated flooring, a 2024 roof and water heater, and newer washer and dryer. An oversized 13' x 30' attached garage features an epoxy floor and additional locked storage. Enjoy resort-style amenities including a heated pool, Har-Tru tennis courts, pickleball, fitness center, clubhouse, mangrove boardwalks, restaurant and tiki bar. Walk to Sarasota Bay, the community fishing dock and kayak launch. Pet-friendly community allowing up to two pets, subject to restrictions. With a two-week minimum rental policy, this property offers excellent flexibility as a full-time residence, seasonal retreat or investment opportunity. Ideally located near Longboat Key beaches, Anna Maria Island, St. Armands Circle, waterfront dining and downtown Sarasota. Furniture and beach equipment negotiable!

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

Enjoy the best of Longboat Key living in this beautifully updated 2-bedroom, 2.5-bath townhome in the private Section 3 of Cedars East Tennis Resort. Surrounded by lush tropical landscaping, this inviting residence features peaceful Intracoastal Waterway views from the primary bedroom and approximately 288 additional square feet of enclosed, climate-controlled living space. The updated kitchen offers shaker cabinetry, granite countertops, stainless steel appliances and a new range. Recent improvements include fresh interior paint, updated flooring, a 2024 roof and water heater, and newer washer and dryer. An oversized 13' x 30' attached garage features an epoxy floor and additional locked storage. Enjoy resort-style amenities including a heated pool, Har-Tru tennis courts, pickleball, fitness center, clubhouse, mangrove boardwalks, restaurant and tiki bar. Walk to Sarasota Bay, the community fishing dock and kayak launch. Pet-friendly community allowing up to two pets, subject to restrictions. With a two-week minimum rental policy, this property offers excellent flexibility as a full-time residence, seasonal retreat or investment opportunity. Ideally located near Longboat Key beaches, Anna Maria Island, St. Armands Circle, waterfront dining and downtown Sarasota. Furniture and beach equipment negotiable!

848 Evergreen Way, Longboat Key

$875,000

Good bones; original finishes. This home in the Cedars East Tennis Resort condominium community offers a solid foundation, great location, views of the Sarasota Bay, two-week rental opportunities, and much more. Twice the size of most units in Cedars, this feels like a single-family home in an active condo community. Being sold as-is, the home features 2813 sq ft of living space, a 2024 roof, hardwood floors on the first living level, 2 screen lanais (one on each floor) with one overlooking the mangroves for views of sunset-painted skies, garage spaces for 2 cars, wood-burning fireplace, and there’s a flex room (think den, office, guest room, artist studio, music room, etc.) adjoining the kitchen and a half-bath for guests. Walk-in closets on every floor are stacked to accommodate installing an elevator. Upstairs you will find 3 bedrooms and 2 full baths. The oversized primary bedroom features stunning views, an ensuite, two walk-in closets plus an extra built-in closet, and the 2nd screened lanai. Amenities include exceptional access to bay waters for kayaking or fishing, a boardwalk through mangroves between this home and the pool, and a private bayside dock (no boat access) for sunrise views. Pool membership comes with home ownership. Tennis, pickleball and fitness center access is available through Cedars East Resort at an annual rate plus a membership-based restaurant and poolside TIKI bar. Update, redesign and make it your home or income opportunity today!

3 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

Good bones; original finishes. This home in the Cedars East Tennis Resort condominium community offers a solid foundation, great location, views of the Sarasota Bay, two-week rental opportunities, and much more. Twice the size of most units in Cedars, this feels like a single-family home in an active condo community. Being sold as-is, the home features 2813 sq ft of living space, a 2024 roof, hardwood floors on the first living level, 2 screen lanais (one on each floor) with one overlooking the mangroves for views of sunset-painted skies, garage spaces for 2 cars, wood-burning fireplace, and there’s a flex room (think den, office, guest room, artist studio, music room, etc.) adjoining the kitchen and a half-bath for guests. Walk-in closets on every floor are stacked to accommodate installing an elevator. Upstairs you will find 3 bedrooms and 2 full baths. The oversized primary bedroom features stunning views, an ensuite, two walk-in closets plus an extra built-in closet, and the 2nd screened lanai. Amenities include exceptional access to bay waters for kayaking or fishing, a boardwalk through mangroves between this home and the pool, and a private bayside dock (no boat access) for sunrise views. Pool membership comes with home ownership. Tennis, pickleball and fitness center access is available through Cedars East Resort at an annual rate plus a membership-based restaurant and poolside TIKI bar. Update, redesign and make it your home or income opportunity today!

836 Evergreen Way, Longboat Key

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