Sarasota Homes For Sale & Real Estate - 3472 homes

Remarks: Experience elevated downtown living in this exquisite residence at 1330 Main Street, Unit 3, ideally positioned in the vibrant heart of Sarasota. Blending timeless sophistication with effortless convenience, this exceptional property is located within Orange Blossom Tower—one of downtown’s most iconic and historically significant buildings—offering a rare opportunity to own a piece of the city’s rich architectural legacy. Importantly, the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind. Originally constructed in the 1920s during Sarasota’s early boom, Orange Blossom Tower stands as a testament to classic design and enduring charm, seamlessly paired with modern-day luxury. This unique blend of history and refinement sets the tone for a truly distinctive living experience. From the moment you enter the residence, you’re welcomed by an expansive, light-filled interior where thoughtful design and elegant finishes create a sense of understated luxury. The open-concept floor plan is perfectly curated for both intimate living and upscale entertaining, with seamless flow between the living, dining, and kitchen spaces. Generous windows bathe the home in natural light, enhancing the airy ambiance while showcasing the energy and charm of downtown just beyond your doorstep. The residence offers a tranquil retreat above it all—where comfort meets style in every detail. Whether hosting guests or enjoying a quiet evening in, the space is designed to feel both inviting and elevated. Every element has been carefully considered to deliver a low-maintenance, lock-and-leave lifestyle without compromising on sophistication. Step outside and immerse yourself in the very best of Sarasota living. Enjoy morning strolls to local cafés, afternoons exploring art galleries and boutiques, and evenings filled with world-class dining and waterfront sunsets along Sarasota Bay—all just moments away. The location places you at the center of it all, while the historic charm of Orange Blossom Tower provides a sense of character and prestige that is truly unmatched. Perfect as a full-time residence or an elegant seasonal retreat, Unit 3 at 1330 Main Street offers a rare blend of history, luxury, and walkability—delivering an unparalleled downtown Sarasota lifestyle.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Roger Pettingell (941-387-1840)

Remarks: Enjoy private lake and preserve views from this cul-de-sac home in the heart of Palmer Ranch, featuring a NEW 2026 roof, private pool, and a highly desirable three-car garage. This four-bedroom, three-bath residence welcomes you with 10-foot ceilings and bright, sunlit living spaces overlooking the pool and tranquil preserve beyond. The kitchen offers granite countertops, solid wood cabinetry, stainless steel appliances, and a cheerful breakfast nook, opening seamlessly to the spacious family room and outdoor living areas. Sliding glass doors lead to the expansive screened lanai, where the recently resurfaced pool and updated equipment - including heater, pump, and screens- create the perfect setting for relaxing swims or outdoor dining surrounded by peaceful nature views. The split-bedroom floor plan provides privacy for the primary suite, which features pool views, a generous walk-in closet, and an ensuite bath with dual vanities, soaking tub, and walk-in shower. Two guest bedrooms share a full bath, while the fourth bedroom - ideal as an office or guest room - is positioned toward the rear of the home. Additional features include a convenient pool bath, interior laundry room with sink, and the highly sought-after three-car garage. Located in Stonebridge at Palmer Ranch, residents enjoy very low HOA fees and a superb Sarasota location just minutes from the Legacy Trail for biking and walking, world-famous Siesta Key Beach, golf courses, shopping, dining, and top-rated schools.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Ryan Adamson, Pa (941-713-9234)

Remarks: Nestled within a gated community, this Lee Wetherington custom-built home offers a rare blend of privacy and comfort with all hurricane impact windows, refinished pool and private backyard. From the moment you enter the community, you'll appreciate the sense of tranquility and security that defines this neighborhood. The home features three bedrooms, one of them currently set up as an office, two full bathrooms, and one-half bath, thoughtfully arranged to provide both functionality and comfort. Natural light fills the living spaces, enhancing the warm and inviting layout that is ideal for everyday living as well as entertaining guests. The well-designed floor plan allows for seamless flow between living, dining, and gathering areas, creating a space that feels open yet cozy. Step outside to your own private backyard retreat, where a sparkling private pool is surrounded by mature greenery, offering exceptional privacy. Located within a gated community, residents enjoy an added level of security and exclusivity, along with a well-maintained environment that reflects pride of ownership. Roof was replaced in 2016, HVAC and water heater 2019, pool heater 2025, windows 2018-2020 and pool was resurfaced in 2022. In addition, Costco, YMCA, Legacy Trail and Siesta Key are only short drive away.

Listing is courtesy of: EXIT KING REALTY (941-497-6060)

Listing Agent: Andrea Williams (941-225-1520)

Remarks: Welcome to Lakehouse Cove at Waterside where maintenance- free living meets vibrant resort style amenities in the heart of Lakewood Ranch. Move right in to this cozy, coastal craftsman fully furnished Halyard model from Homes by Towne with 2 bedrooms, a den, and a light drenched bonus room on a conservation lot. This spacious and well-designed home has a sense of openness from the moment you walk into the warm and dramatic foyer. The heart of the home features a gourmet kitchen with Cambria quartz countertops, beautiful cabinetry, under-cabinet lighting, a large walk-in pantry, and eat-in dining area. The kitchen blends seamlessly with the expansive Great Room that boasts striking volume tray ceilings, built-ins, and shiplap detailing. A thoughtful split floor plan offers privacy for guests or family members and the modified 330 square foot bonus room provides an additional spot to relax and unwind separate from the Great Room. Newer construction provides peace of mind as the home is equipped with impact windows, sliders, and doors. Additional features include a 20,000 watt Kohler generator and an Aquasana 5 stage water filtration system. Life at Lakehouse Cove means more than just a beautiful home- it’s a lifestyle. Enjoy 6 pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, boathouse with kayak launch, 2 dog parks, community club house and fire pits where neighbors gather for breathtaking sunsets. Just a short stroll brings you to Waterside Place where you can enjoy shopping, dining, a weekly farmers market and other year round events. Don’t miss the opportunity to make your dream Florida lifestyle a reality.

Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)

Listing Agent: Sasha Rosin (941-323-0261)

Remarks: Located in Central Heights within Sarasota city limits, this 1,100 sq ft single-family home sits on a spacious .19 acre lot and offers a great central location. You’re just minutes to downtown Sarasota, Sarasota Airport, shopping, restaurants, and about 10 minutes to Lido Beach. Inside features tile flooring throughout for easy maintenance, along with fresh interior and exterior paint. The kitchen offers shaker-style cabinets and stainless steel appliances with plenty of space to work with. The home includes 3 bedrooms all split, one full bathroom with a shower/tub combo and ceiling fans in the bedrooms and main living areas. Major updates include a 2021 A/C system and a new hot water heater, with a 2013 roof already in place. The large yard provides room to expand, entertain, or store toys—lots of potential depending on your needs. Solid option for a primary residence, rental, or a simple Florida getaway in a convenient location. Property is vacant and easy to show!

Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)

Listing Agent: Dane Peterson (239-357-5692)

Remarks: Under contract-accepting backup offers. Beautifully maintained, furniture optional, 2 bedroom plus den, 2-bathroom, 2 car garage home in a desirable 55+ community offering comfort, functionality, and key updates. This home was gently used as a second home. Enjoy peace of mind with a BRAND-NEW AIR CONDITIONER. The spacious interior features large diagonal tile flooring, creating an open, upscale feel. The living and dining carpeted areas provide a generous layout perfect for relaxing or entertaining. Enjoy views of the spacious screened lanai and lake views through two large sliders. The screened lanai is perfect for enjoying beautiful Florida weather. A versatile carpeted office/den with double-door entry adds flexibility for hobbies or guests. The eat-in kitchen offers a gas range, refrigerator, ample cabinetry, breakfast bar, pantry and easy-care tile flooring. The primary ensuite with lake views includes a well-sized bedroom with sliding doors overlooking the lanai. You get a walk-in closet and regular closet. The primary bathroom has higher dual sink vanity counters, linen storage, and an upgraded deep-soaking tub for a spa-like retreat. The guest bedroom features a regular closet and cozy carpeting. Guest bath includes a single sink and tub/ shower combination with updated fixtures. All the appliances are conveying including the washer and dryer in the laundry area. Lots of storage in this home. Wired for ceiling fans. The garage is a standout feature with storage lockers, workbench, and hanging racks — perfect for organization and projects. American Home Shield home warranty transfers to the new owner. A wonderful opportunity to enjoy low-maintenance living in this active 55+ community. Lakeridge Falls is a 24 hour-guard gated community. It offers an updated clubhouse with grand salon for a full array of activities, state-of-art fitness center, card room, billiards room, resort style heated lap pool and spa, bocce ball courts and its own private sandy beach. Walking trails and beautiful lakes are another of its many attractive features. The community is located conveniently close to shopping at the UTC Mall, restaurants, grocery stores, coffee shops, world awarded beaches and the Sarasota airport. Your next chapter starts here, contact us today to set up a viewing.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Marie Avery-Withers (941-725-0911)

Remarks: Nature lovers will enjoy overlooking the Jaffa Canal connecting to Phillippi Creek, then Access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this Beautifully detailed Pool home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with one of the largest pools in the neighborhood, 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and updated bath with Travertine, glass-enclosed shower, vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! the flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck above Jaffa Canal (will be dredged four feet at 10 ft. from seawall when complete) and is excellent for observing FLorida wildlife, manatees and birds!! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, warm wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home age 3 & 5) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!

Listing is courtesy of: LPT REALTY LLC (813-359-8990)

Listing Agent: Solveiga Spalvins (941-320-6860)

Remarks: This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is 10 minutes from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Welcome to this meticulously maintained 2019 Medallion home in the sought-after Gated Community of University Village. Offering 1,579 square feet of stylish, well-appointed living space, this charming 2 bed 2 bath residence features a spacious split floor plan with a private den/office. Enjoy water views and stunning sunsets from the spacious entended lanai. As you approach, you’ll be greeted by a paver driveway leading to a 2-car garage, with a large screened front porch area that invites you to relax outdoors. Step inside to discover an open-concept design that seamlessly blends comfort and elegance, highlighted by recessed lighting and luxury vinyl flooring throughout the main living areas. The heart of the home is the gourmet kitchen, complete with a large island offering seating for four, granite stone countertops, sleek stainless steel appliances and pantry. The luxurious gas stove and microwave were updated in 2024, ensuring efficiency and convenience. Along with the stainless French door refrigerator, a full size freezer has been added in the garage. The adjacent dining room is accentuated by beautiful contemporary lighting, perfect for both casual meals and entertaining. The expansive living room boasts high tray ceilings, an upscale ceiling fan/light, and a stunning stone faced fireplace with glass lighting and heat—ideal for cozying up or hosting guests. Large, wall-to-wall sliders open to an extended, screened-in paver lanai, where you can enjoy tranquil water views of the pond. Whether you're entertaining or simply soaking up the sun, this outdoor space with a 2025 60’ mounted flat-screen TV is sure to impress. The private primary suite offers a peaceful retreat with picturesque pond views. It features a spacious bedroom, a walk-in closet with custom built-ins for optimal storage, and an en-suite bath with separate vanities, stone countertops, a walk-in shower, and a private WC. The home also includes a whole-home water filtration system for added comfort. Additional features include an inside utility room with front-load washer/dryer and a full-size utility sink. The dryer vent was cleaned 12/25. and the most recent upgrade to the home are the accordion storm shutters. As a resident of Medallion, you'll enjoy a host of fantastic amenities, including a sparkling community pool, hot tub, a beautiful clubhouse with an entertaining area, a gated dog park for your furry friends and paver sidewalks throughout the community. This home offers a rare combination of style, comfort, and practicality. Don’t miss your chance to make it yours!

Listing is courtesy of: PALM REALTY SERVICES LLC (941-284-3144)

Listing Agent: Angela Bryson (941-284-3144)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained pool home in the heart of Gulf Gate—one of Sarasota’s most established and sought-after neighborhoods known for its charm, walkability, and unbeatable convenience. This 2-bedroom, 2-bath residence features a bright, open-concept layout with an easy, natural flow between the living, dining, and kitchen areas, creating an ideal setting for both everyday living and entertaining. The kitchen is appointed with classic white cabinetry, offering a clean, timeless look that enhances the home’s light and inviting atmosphere. Large sliding glass doors fill the interior with natural light and open to a spacious screened lanai, where a recently resurfaced pool provides your own private outdoor retreat. The primary suite is thoughtfully designed with a walk-in closet, en suite bathroom, and direct access to the pool area—perfect for enjoying Florida living at its finest. The second bedroom is generously sized and versatile, well-suited for guests, a home office, or additional living space. Notable upgrades include a 2020 Roof, an attractive paver driveway, and a spacious two-car garage with epoxy flooring, offering both function and durability. Gulf Gate is highly regarded for its mature landscaping, friendly atmosphere, and close proximity to everyday conveniences. Just minutes away, Gulf Gate Village offers a vibrant mix of locally owned restaurants, cafés, and shops. Publix, Trader Joe’s, and Costco are all within easy reach, along with top-rated Sarasota schools. Best of all, Siesta Key Beach—world-renowned for its powdery white sand and stunning Gulf waters—is only a short drive away. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this move-in-ready home delivers the perfect combination of comfort, location, and the quintessential Florida lifestyle.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Rick Tritschler, Jr. (941-928-1292)

Remarks: First time available in 40 years! "Tween Bridges" is a rare bayfront property located in highly sought-after Cherokee Park, West of Trail. This 4-bedroom,3.5 bath residence offers unobstructed panoramic views of Sarasota Bay. The breathtaking sunsets and stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations. "Tween Bridges" is named for its location between The Ringling Bridge and The Siesta Key north bridge.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Melody Davis (908-202-4085)

Remarks: Welcome to Renaissance residence 314, a blend of charm and modern luxury in this fully renovated condominium offering over 1,000 square feet of thoughtfully designed living space. This beautifully updated unit features an expansive family and dining room, an oversized primary bedroom, and a versatile den that can easily serve as a second bedroom. Completely renovated in 2024, this home is move-in ready with every detail meticulously updated for your convenience. The sleek kitchen boasts matching GE Profile appliances, an LG washer and dryer, and new cabinetry with built-in storage solutions, offering ample space for all your needs. Freshly repainted in a neutral palette and paired with new luxury vinyl flooring throughout, the space provides a timeless foundation for any design style you choose. The spacious primary bedroom includes custom built-in closets and offers plenty of room to craft your ideal Sarasota retreat, while the remodeled en-suite bath features elegant quartz countertops, new cabinetry and a stunning shower with dual showerheads, exuding style and comfort. Renaissance is more than just a residence, it’s a lifestyle. This 16-story condominium high-rise offers an impressive array of resort-style amenities, including beautifully landscaped plazas and fountains, 24-hour front desk service and keycard secured entry. The building’s proactive maintenance ensures peace of mind, with recent updates including a new roof and cleaned piping systems in 2024. Designed with durability in mind, Renaissance features reinforced concrete beams, fireproof materials, and elevated guest parking and lobby spaces, providing stability and security. Residents enjoy world-class amenities such as a clubroom, business center, fitness center, resident theater and concierge services. For hosting guests, the building offers two fully equipped guest suites available by reservation. This unit comes with two assigned parking spaces conveniently on the third floor of the secured garage, ensuring your vehicles are protected and elevated over 50 feet above sea level. In the heart of Sarasota’s vibrant cultural district, Renaissance places you near The Bay Park and the city’s dynamic social scene. Designed in the style of an Italian villa, the building's charm is matched by its prime location, where water views are preserved thanks to Renaissance's ownership of aerial rights over the park. Embrace the luxury, convenience and unmatched beauty of living in Renaissance Unit 314. Your Sarasota dream home awaits!

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Moriah Taliaferro (941-504-9910)

Remarks: Enjoy your getaway with the full hotel experience at the Ramada Inn, complete with a huge heated pool, World Famous Tiki Bar & Grill, Live music, and an arcade all just steps from your door. This adorably updated room has everything you need for a relaxing beach vacation or a comfortable extended stay. Perfect for families, business travelers, or solo guests seeking convenience and comfort. Secure parking, and Marina access with boat rentals available. Sleeps up to 5 guests, with one queen bed and one bunk bed. Great location, close to beaches, downtown Sarasota, Sarasota Airport and St Armand's Circle.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jennifer Bright (941-320-4989)

Remarks: Enjoy your getaway with the full hotel experience at the Ramada Inn, complete with a huge heated pool, World Famous Tiki Bar & Grill, Live music, and an arcade all just steps from your door. This adorably updated room has everything you need for a relaxing beach vacation or a comfortable extended stay. Perfect for families, business travelers, or solo guests seeking convenience and comfort. Secure parking, and Marina access with boat rentals available. Sleeps up to 5 guests, with one queen bed and one bunk bed. Great location, close to beaches, downtown Sarasota, Sarasota Airport and St Armand's Circle.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jennifer Bright (941-320-4989)

Remarks: Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully furnished for immediate enjoyment or turnkey rental use. Interiors showcase luxury vinyl flooring throughout, updated kitchens, split-bedroom layouts, in-unit laundry, and large flat-screen televisions in all bedrooms and living areas—designed to support both comfortable living and strong rental demand. Bright, sunfilled open bedrooms with generous closets complement spacious, well-appointed kitchens. Outdoor living is exceptional, with 2 heated private pools and spas, front and rear patios, and deeded canal access just around the corner—features that enhance both lifestyle enjoyment and guest appeal. Each unit includes a private garage with game room, accommodating up to two vehicles, along with additional driveway parking—an exceptional convenience on Siesta Key. The property offers outstanding versatility, whether used as a primary or seasonal residence with supplemental rental income, or operated as a dual-income investment. Significant exterior improvements include updated siding and trim, hurricane-rated windows on the front elevation, refreshed lighting, fresh exterior paint, and brick paver driveways and walkways—creating a polished coastal offering in one of Siesta Key’s most desirable and supply-constrained locations.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Matthew Vander Wyden (941-483-0977)

Remarks: Under contract-accepting backup offers. This beautifully appointed three-bedroom, three-bath plus den custom Pulte Pinnacle model showcases refined design, thoughtful upgrades, designer touches, and serene waterfront living in the highly desirable Shoreview community of Waterside. From the moment you arrive, the striking stone front façade, manicured landscaping and elegant glass entry door create a sophisticated first impression. Inside, tile flooring flows seamlessly throughout the home, complemented by modern designer lighting, stylish ceiling fans, tray ceilings, crown molding and curated architectural accents that elevate every space. The open-concept floor plan is designed for effortless entertaining and comfortable everyday living. The spacious great room features tray ceilings and pocketing sliding glass doors that fully open to the oversized lanai, blending indoor and outdoor living while framing stunning lake views. The adjacent dining area is positioned to enjoy natural light and water vistas, while the chef’s kitchen serves as the heart of the home with KitchenAid and Whirlpool appliances, sleek cabinetry, and a large eat-at bar ideal for gatherings and casual dining. Go outside to your private Florida retreat where an expansive screened lanai overlooks tranquil water views. The heated saltwater pool and spa are set against a panoramic screen enclosure, creating a breathtaking backdrop of shimmering lake views. An outdoor kitchen enhances the space, making it ideal for alfresco dining and entertaining year-round. The primary suite is a peaceful sanctuary featuring a tray ceiling, large picture window overlooking the pool and lake, and a beautifully appointed spa-inspired bath with a spacious walk-in shower and refined finishes. One guest bedroom with stunning window-filled bump-out offers its en-suite bath, while the second guest bedroom is serviced by a dedicated full bath, providing privacy and comfort for family or visitors. The private den, accessed through double doors, features a tray ceiling and built-in designer cabinetry, ideal for a home office, library or creative space. Additional highlights include hurricane-rated windows for peace of mind, a spacious three-car garage with ample storage and meticulous landscaping that enhances the home’s curb appeal. In Shoreview at Waterside, residents enjoy a resort-inspired lifestyle with access to a stunning clubhouse, state-of-the-art fitness center, resort-style pool and spa, tennis and pickleball courts, dog parks, playground and scenic walking trails along Kingfisher Lake. Waterside offers charming waterfront dining, boutique shopping, vibrant community events and picturesque views throughout the area, creating a dynamic yet peaceful setting. This exceptional residence offers a blend of luxury, comfort and community in one of Lakewood Ranch’s sought-after neighborhoods.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Laura Stavola Pllc (941-447-4875)

Remarks: Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

Listing is courtesy of: DELUCA REALTY INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: Welcome to 2280 Midnight Pearl Dr, a beautifully designed and maintained one-story home offering comfort, functionality and modern style. Built with durable all-concrete block construction, this residence features a truly open-concept layout perfect for both everyday living and entertaining. At the heart of the home, a spacious kitchen with a large island overlooks the dining area, great room and cozy breakfast nook, creating a seamless flow of living space. From here, step out onto the covered lanai and enjoy the screened back porch—ideal for relaxing or hosting guests year-round. A sun tunnel skylight fills the home with natural light, helping reduce the need for artificial lighting during the day and contributing to lower power bills. The owner’s suite is thoughtfully positioned at the rear of the home, providing optimal privacy along with an ensuite bath. Two additional bedrooms are located at the front and share a full bathroom, making this layout ideal for families or guests. Convenience meets practicality with a laundry room just off the garage, functioning perfectly as a mudroom entry into the kitchen. The home also comes equipped with stainless steel appliances, including a dishwasher, range, refrigerator and microwave. Residents enjoy a low HOA fee of just $124 per month, which includes access to a beautiful heated community pool and fitness room. Additional updates include a newly replaced roof in September 2025, offering peace of mind for years to come. Ideally located with easy access to I-75, this home is just a short drive from Sarasota’s world-famous beaches, shopping, dining and top-rated schools. This well-maintained home combines modern features with a smart layout in a spectacular and convenient location—ready for you to move in and enjoy.

Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)

Listing Agent: Anna Bridinger, Pa (941-544-8195)

Remarks: One or more photo(s) has been virtually staged. Unit #208 is one of just five 2BR/2BA homes for sale under $500,000 in the entire SRQ downtown region – it’s the only one under $399,000 and it’s the closest to the downtown center. Located In the charming Mentone Court complex with just 16 residences in the heart of the Rosemary District, the entire complex is above the flood plain and #208 has assigned covered parking. Its HOA fees and taxes may be the lowest in city and the HOA pays for insurance on the building, a huge benefit. With a walkability score of 92 it’s a "Walker's Paradise” and four restaurants with outdoor dining are less than a block away in gorgeous Citrus Square which has its own Veo Public Scooter stand. Walk five-minutes to the Main Street dining scene, or a few blocks to Whole Foods. It’s all about affordable convenient city living. This bright, well laid-out 2nd floor corner unit feels spacious with high ceilings, an open floor plan and large-format porcelain tile, and five closets. Recessed ceiling lighting shows off a fresh tropical paint color palette, the plantation blinds on all windows and the 12’ slider’s vertical blinds are included. The kitchen’s refinished solid wood cabinetry complements granite countertops while under-cabinet lighting illuminates a striking pearlescent subway tile backsplash. The induction range, dishwasher and refrigerator are new (never used). Also new is the efficient HVAC system and four Hunter remote-control ceiling fans. Two updated baths feature a pristine cast iron tub in one and an oversized shower with classic white subway tile in the other. A stacked washer/dryer is included. The large primary bedroom can fit a king bed and has a California-style walk-in closet. The 12’ glass slider opens to an oversize screened-in lanai protected by a motorized 12’ roll-down Kevlar storm/sunshade rated for a Cat. 5 hurricane. This top-quality screen has a battery backup and its MagnaTrack keeps it taut – no sagging, ever. A remote control lets it double as a sunscreen to use the patio throughout the Summer. Master insurance on the structure, water, sewer, trash, reserve funding, landscaping and exterior maintenance are all included in the low $522 monthly HOA fee. The HOA is professionally managed and fully funded; no special assessments are planned. Minimum one-week rentals and small pets are allowed. Mentone Court is not in a flood zone has never had storm damage – block construction with a newer tile roof means it’s inexpensive to insure appliances and contents as the building is insured by the HOA for peace of mind. Under three stories it’s exempt from Milestone inspections, rules and high mandated reserves. The Legacy Trail starts in Payne Park, a one mile bike ride away. Longboat Key is a short drive or just grab the nearby free Bay Runner trolley that runs daily every twenty minutes 7am–11pm to St. Armands Circle, then to Lido Beach Park with its huge pool and amenities then on to unspoiled South Lido Beach with its nature walks, see the photos. It’s the same pristine white sand as Siesta Key 1000 feet to the south, but without the crowds, traffic and parking hassles. Unit #208 checks off every box for worry-free affordable downtown living with easy beach access. With its own covered parking spot and only 12-minutes by Uber to the airport, Unit #208 could be your seasonal 2nd home, investment property that pays for itself, or live full-time downtown and walk everywhere.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Roger Pettingell (941-387-1840)