Location: Sarasota
Do Not Show Listings
5430 EAGLES POINT CIR #105, SARASOTA, FL 34231
$625,000139 Days on yellowkey MLS ID: A4681273
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1936 Built: 1995Monthly Fee: $163 Tax: $6,408 (2025)Community: Eagles Point At The Landings 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,408
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to Eagles Point at The Landings, one of Sarasota’s established and sought-after gated waterfront communities, is known for its lush landscaping, privacy and resort-style amenities. This spacious and sun-filled three-bedroom, two-and-a-half-bath residence enjoys peaceful west-facing views over mangroves, where soaring birds and nightly sunsets create a constantly changing natural backdrop. A screened lanai and private terrace extend your living space outdoors, ideal for morning coffee or evening wine. Inside, the layout lives large with generous rooms and great flow. The dine-in gourmet kitchen features an island, built-in desk, abundant cabinetry and newer appliances. The primary bedroom suite offers a retreat with dual sinks, whirlpool tub, walk-in shower, separate water closet and walk-in closet. Two additional bedrooms provide ideal flexibility for guests, a home office or hobbies. A rare bonus, two dedicated parking spaces, plus ample guest parking. Residents of Eagles Point Circle enjoy their private pool and grilling area, along with full access to The Landings Racquet Club, featuring eight Har-Tru tennis courts, pro shop, Junior Olympic pool, spa, fitness center, and an active calendar of social and educational events. Nature enthusiasts will appreciate the community's path leading to kayak storage with easy launching access to the Intracoastal Waterway. Private. Sunny. Move-in ready. A relaxed, maintenance-free lifestyle in the heart of Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joan Koplin (941-315-3221)
316 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,975,000127 Days on yellowkey MLS ID: A4682743
2 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4070 Built: 2001Monthly Fee: $110 Tax: $32,034 (2025)Community: Bird KeySpa: NoSingle Family
Taxes:$32,034
Elementary School: None
High School: None
Middle School: None
Remarks: Experience serene waterfront living in this custom residence on Bird Key, one of Sarasota’s most prestigious island communities. This exceptional property presents a rare opportunity to own a private slice of paradise, offering sweeping bay views, refined coastal design, and an extraordinary lifestyle at an outstanding value. Designed for both comfort and entertaining, the home features three spacious en-suite bedrooms, including a luxurious primary suite that serves as a tranquil retreat. Wake each morning to panoramic water views, unwind in a spa-inspired hydra-jet soaking tub framed by bay windows, and enjoy dual walk-in closets, dual vanities, and a separate glass-enclosed shower. Rich oak floors, a welcoming fireplace, and custom cherry-wood cabinetry add warmth and sophistication throughout the open-concept living spaces. Double glass doors lead to an expansive lanai, perfect for sunrise coffee or sunset cocktails beside the free-form pool. The generous patio offers multiple seating areas, while a private dock with a 16,000-lb. lift invites effortless boating, kayaking, and fishing adventures. From your backyard, watch dolphins and manatees glide by, with the Gulf of Mexico just a short ride away. The chef’s kitchen is equally impressive, appointed with premium appliances, a six-burner Dacor gas range with dual ovens, rich cherry cabinetry, a central island, and a Sub-Zero wine refrigerator—ideal for hosting unforgettable gatherings. Outside, a circular paver driveway, mature tropical landscaping, and stately Royal Palms create a grand first impression. Positioned on a spacious, protected boat basin with coveted western exposure, the home captures Sarasota’s legendary sunsets in spectacular fashion. Located just two miles from downtown Sarasota’s vibrant arts scene, fine dining, and boutique shopping, the property also offers close proximity to St. Armands Circle and the pristine shores of Lido Beach—placing world-class shopping, dining, and white-sand beaches within easy reach. This is waterfront living at its finest—where elegance, comfort, and coastal beauty meet.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
111 S PINEAPPLE AVE #1013, SARASOTA, FL 34236
$1,499,50063 Days on yellowkey MLS ID: A4690816
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1577 Built: 2019 Tax: $17,592 (2025)Community: Mark Sarasota CondominiumSpa: YesCondo
Taxes:$17,592
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,575,000194 Days on yellowkey MLS ID: A4674729
REDUCED by $175,000 (4.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Tax Year: 2024
Remarks: Downtown Waterfront with a straight route to Sarasota Bay and the Gulf of Mexico! Making this home a rare find is the deeded slip, 10,000-pound lift, space for a 30-foot boat, and a meticulously maintained dock by the HOA. Located in the mature-tree lined and cool shaded setting of Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences is serene yet perfectly positioned between downtown Sarasota and Southside Village, placing Morton’s, Veronica’s, Marie Selby, Farmers Market, theatre, dining, shopping, recreation, all within minutes by foot. As you arrive at the park-like setting, the home's Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner's discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary-an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom cabinetry. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00086 Days on yellowkey MLS ID: A4687951
4 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $278 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000267 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
5345 SIESTA CT, SARASOTA, FL 34242
$1,160,000105 Days on yellowkey MLS ID: A4685607
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2272 Built: 1977Monthly Fee: $45 Tax: $5,278 (2025)Community: Siesta Cove SubSingle Family
Taxes:$5,278
Remarks: Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
340 S PALM AVE #14, SARASOTA, FL 34236
$1,250,00068 Days on yellowkey MLS ID: A4690211
REDUCED by $100,000 (7.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1774 Built: 1998 Tax: $9,959 (2025)Community: SarabandeSpa: YesCondo
Taxes:$9,959
Remarks: Set along the iconic South Palm Avenue, renowned for its quiet sophistication and gallery-lined streets, Residence #14 at Sarabande Sarasota offers a rare opportunity to own a home defined by protected, unobstructed views of Sarasota Bay. THIS is Palm Avenue living at its most refined, where a neighborhood-like setting meets effortless access to art galleries, boutique shopping, acclaimed dining, and Whole Foods Market all just moments away, yet peacefully removed from the pace of downtown. A THOUGHTFULLY DESIGNED RESIDENCE: Spanning 1,776 square feet, this residence offers two bedrooms + an office/den and two bathrooms, designed with both privacy and versatility in mind. A PRIVATE GUEST SUITE positioned at the entrance of the residence creates a welcoming yet secluded experience for visitors. A MULTI-FUNCTIONAL OFFICE/DEN, complete with an in-wall Murphy bed, easily transforms into a third bedroom. THE OPEN CONCEPT KITCHEN is spacious and inviting, perfect for those who love to cook while remaining connected to guests. THE GREAT ROOM is filled with natural light and framed by lush palm-lined greenery, creating a serene backdrop that enhances the home’s tranquil ambiance. THE VIEW: Protected, Enduring, Exceptional! WHAT truly elevates this residence is its unique positioning on the first full level of residences, offering a rare combination: 1 - Peek-a-boo yet unobstructed view of Sarasota Bay. 2 - A vantage point that balances privacy, greenery, and water 3 - Protected sightlines that enhance long-term value and desirability. Enjoy city and bay views from the great room primary suite and terrace, an understated yet powerful feature for the discerning buyer seeking a view that endures. STEP onto your private terrace, perfectly suited for al fresco dining, morning coffee, or sunset evenings overlooking the bay. ELEVATED COMFORT AND CONVENIENCE: DEDICATED laundry room with sink and stackable washer/dryer. ONE secured parking space, pre-wired for an EV charger. A Private storage unit for storing extra must haves. AMPLE guest parking allows friends and family to visit with ease. A BUILDING THAT WELCOMES YOU HOME! Sarabande Sarasota has recently undergone thoughtful enhancements, including: A refreshed lobby with an inviting arrival experience. Exterior repainting and upgraded elevator systems. THE result is a building that feels polished, welcoming, and aligned with today’s luxury expectations. AMENITIES Designed for Lifestyle & Wellness: Residents enjoy a well-appointed collection of amenities, including: -Club Room for entertaining and social gatherings -Board/Conference Room for business needs -Two pools, including a dedicated lap pool -Spa and steam room for relaxation and rejuvenation. There is also a Fitness center with a private room to accommodate personal massage services. Enjoy the outdoor grilling area for casual entertaining poolside. A lifestyle that seamlessly blends wellness, convenience, and community. THE PALM AVENUE LIFESTYLE - For the buyer seeking a quiet, refined setting with protected Sarasota Bay views, Residence #14 offers a compelling opportunity where location, layout, and lifestyle align with intention. SCHEDULE your private showing and experience Palm Avenue living firsthand.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
5310 HYLAND HILLS AVE #2124, SARASOTA, FL 34241
$277,00069 Days on yellowkey MLS ID: A4689812
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1324 Built: 2003Monthly Fee: $383 Tax: $2,922 (2025)Community: Heritage OaksCondo
Taxes:$2,922
Remarks: Welcome to Heritage Oaks Golf and Country Club, where vibrant design meet serene Golf and Water views. This beautifully decorated and upgraded FURNISHED home has been thoughtfully redesigned with rich color, personality, and artistic design – creating a truly inviting one of a kind living space. Enjoy peaceful mornings and golden hour sunsets from not just one, but two screened and tiled lanais- offering full water views and picturesque backdrop of the 14th hole and green. The seamless indoor outdoor flow makes this home perfect for both quiet, relaxing, and entertaining. The attention to detail shines throughout with a refreshed aesthetic that brings energy and life into every room, while maintaining an elegant classy feel. The kitchen has been remodeled with luxury lighted cabinets, crown moulding, and quartz countertops. The primary suite was redesigned with a large walk-in shower, and elegant tile finishes. Additional upgrades include: tankless water system (2023) impact/hurricane windows and doors (2023), and HVAC (2018). Additional features include a private one car garage, and additional guest parking as well as a private pool (aside from the clubhouse pool) for owners to enjoy. At Heritage Oaks, residents enjoy bundled, golf, tennis, fitness, dining, and a vibrant, social lifestyle – all surrounded by lush, mature, landscaping, championship, golf, and a variety of wildlife. The private clubhouse was redesigned and completed in 2025. Come live the lifestyle- all within 20 minutes from the famous quartz sandy beaches on Siesta Key, and downtown Sarasota. Sold furnished.
Listing Agent: Kelli Eggen (941-376-9844)
7234 CLOISTER DR #7234, SARASOTA, FL 34231
$225,00099 Days on yellowkey MLS ID: A4685817
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $1,608 (2025)Community: Lakeside Club Of SarasotaVilla
Taxes:$1,608
Elementary School: Gulf Gate Elementary
Remarks: NEW PRICE ~ LAKESIDE CLUB ,Villa with Vaulted Ceilings!! Super Clean New Carpet and Tile Flooring Updated Kitchen & Bathrooms ~Re-Piped and Ready for Immediate Occupancy! Spacious 2-Bedroom, 2-Bath with Large Screened Porch + Lagoon and Preserve View. Some Air Conditioned Attic Storage with this Unit! Tennis Courts & Community POOL + Covered Carport Parking!! Must See Condo in the Gulf Gate Area Close to the New Library / Restaurants / Shopping and minutes away from Siesta Beach!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
6713 MIDNIGHT PASS RD #4, SARASOTA, FL 34242
$330,000408 Days on yellowkey MLS ID: A4651929
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 598 Built: 1974 Tax: $4,050 (2024)Community: Casa SiestaCondo
Taxes:$4,050
Remarks: BACK ON THE MARKET, FINANCING FELL THROUGH. Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities. Brand new A/C May 2026.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Toni Lyon (941-928-8735)
4646 GLEASON AVE, SARASOTA, FL 34242
$1,350,000167 Days on yellowkey MLS ID: A4677470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 1957 Tax: $7,816 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,816
Remarks: Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
5655 SHEFFIELD GREENE CIR #61, SARASOTA, FL 34235
$255,00061 Days on yellowkey MLS ID: A4691256
REDUCED by $20,000 (7.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1992 Tax: $3,426 (2024)Community: Sheffield GreeneCondo
Taxes:$3,426
Remarks: First Floor! One month minimum rental allowed! Great location short distance to Nathan Benderson Park, UTC, major shopping and restaurants. Golf membership is optional. Discover this hidden gem in the highly sought-after Sheffield Greene community in The Meadows—one of Sarasota’s most desirable and lushly landscaped neighborhoods. This beautifully maintained ground-floor 2 bedroom, 2 bathroom residence is the perfect choice for a full-time home or seasonal Florida getaway. Step inside to an inviting, bright, and airy layout enhanced by abundant natural light. Enjoy two private outdoor patio spaces—ideal for morning coffee, evening cocktails, or seamless indoor-outdoor entertaining. Extend your living space effortlessly from the dining or living room straight onto the screened lanai. The spacious kitchen features ample cabinetry, generous counter space, a convenient pass-through, and a cozy dinette area that can easily double as a home office. Sliding doors lead out to the second screened patio, giving you even more flexible living space. The primary suite is filled with natural sunlight and offers private patio access, a walk-in closet, and an ensuite bath featuring dual vanities and a walk-in shower. The split floor plan places the second bedroom and guest bath on the opposite side of the home—perfect for privacy. Additional features include an attached garage, separate outdoor storage, and a 2025 NEW ROOF for peace of mind. Residents of The Meadows enjoy a vibrant lifestyle with optional memberships to The Meadows Country Club, featuring an 18-hole golf course, 18 Har-Tru tennis courts, fitness, dining, and social activities. A reciprocal program provides access to the Club’s pool, restaurants, and events. All of this just minutes from top-tier shopping, dining, I-75, and Sarasota’s world-renowned Gulf beaches.
Listing Agent: Angelina Leonarski (941-278-6078)
11109 SANDHILL PRESERVE DR, SARASOTA, FL 34238
$550,00063 Days on yellowkey MLS ID: N6143983
0 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 2016Monthly Fee: $478 Tax: $6,210 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,210
Middle School: SKY Academy Englewood
Remarks: Make this beautifully finished home your own in this popular, open and well laid out, split floorplan. Two bedrooms plus an additional bonus / flex room, Two bathrooms, and an extended two car garage. Enjoy outdoor living with a covered back porch and the upgraded "extended" lanai. Stainless Steel Appliances, drop down pendant lighting, breakfast bar, tile throughout. Primary bathroom features a Large walk-in shower with a bench, dual vanity sinks, large walk-in closet and linen closet. Some updates include New premium Whirlpool gas stove with air fry, a new range hood vent, New Whirlpool dishwasher, and a new Whirlpool gas dryer. All new brushed bronze hardware in the bathrooms and kitchen. All new bronze doorknobs, new keypad front door. HVAC serviced this year, including ducts professionally sanitized and cleaned. Interior all new paint. Sandhill Preserve on Palmer Ranch is a gated community in Sarasota, nestled within the acclaimed Palmer Ranch master plan. In this community you will enjoy resort style amenities including a Clubhouse with social rooms, a full-time on-site lifestyle director, state-of-the-art fitness center, resort style swimming pool, pickleball courts, Har-Tru tennis courts, a spa, outdoor barefoot bar and fire pit.
Listing Agent: Tammy Kitt (941-284-7274)
1350 MAIN ST #1703, SARASOTA, FL 34236
$1,295,000399 Days on yellowkey MLS ID: A4653120
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2232 Built: 2007 Tax: $11,828 (2025)Community: 1350 Main ResidentialCondo
Taxes:$11,828
Remarks: One or more photo(s) has been virtually staged. This is an unbeatable opportunity at the new price to enjoy sophisticated urban living in the heart of downtown Sarasota at 1350 Main where friendly staff and the walkability factor are key. Step into the perfect blend of style and comfort in this stunning 2-bedroom, 2.5-bath condominium located in the exciting cultural and culinary district of downtown. This sleek residence features a modern design offering an open-concept layout that seamlessly connects the living, dining, and kitchen area. Engineered hardwood floors flow throughout the public space, while expansive windows flood the interior with natural light. The kitchen is equipped with top-of-the-line KitchenAid appliances, high-end finishes, natural stone counters and abundant cabinet space. Retreat to the massive primary suite, featuring a private terrace, a custom walk-in closet, and ensuite bath with a soaking tub, separate walk-in shower and dual sinks. There is plenty of space for a separate sitting area or an office. The well-appointed guest suite also includes its own bath and large walk-in closet ensuring privacy and comfort for visitors. Enjoy resort-style amenities including a heated pool and spa, outdoor grilling area, stylish clubroom, 24-hour concierge service, secured entry, a designated storage unit and deeded parking spaces in the private parking garage. Management and maintenance are exceptional with probably the best maintenance supervisor in all of Sarasota. You can’t ask for a better location – just a short walk to Whole Foods, fine dining, the Opera House, boutique shopping, art galleries, Bayfront Park, and Marina Jack. Urban sophistication, contemporary luxury, and an unbeatable location – this is downtown living at its finest.
Listing Agent: Kim Ogilvie (941-951-6660)
5618 BRITANNIA DR, SARASOTA, FL 34231
$1,500,00077 Days on yellowkey MLS ID: A4688782
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3163 Built: 1956 Tax: $11,111 (2025)Community: Phillippi Gardens Un 16Single Family
Taxes:$11,111
Remarks: One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.
Listing Agent: Denise Mei (941-685-3198)
315 S SHORE DR, SARASOTA, FL 34234
$5,750,000178 Days on yellowkey MLS ID: A4676265
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5826 Built: 2016 Tax: $62,165 (2025)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$62,165
Remarks: House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator! Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of seawall, a private dock, two boat lifts, and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A true 2,500 square foot ground level garage offers tandem parking for two to four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay, while two strategically placed fire pits add warmth and dramatic ambiance after sunset. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
1751 FLOYD ST, SARASOTA, FL 34239
$1,495,000127 Days on yellowkey MLS ID: A4682724
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 2881 Built: 1926 Tax: $512 (2025)Community: Matheneys SubSingle Family
Taxes:$512
Remarks: In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.
Listing Agent: Barbara May (404-822-9264)
4611 FRUITVILLE RD, SARASOTA, FL 34232
$999,90077 Days on yellowkey MLS ID: A4689166
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1950 Tax: $5,698 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,698
Remarks: Three bedroom , 2 bathroom residence sits on this amazing piece of property with just over 1 acre of land! You have frontage on Fruitville road and a 2nd way to access the property from Simmons ave. Great opportunity goes with this amazing location! So much can be done with this zoning or you can just rent out the home for income until you are ready. Owner is agent
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Joseph Knight (941-556-9440)
132 HARRISON DR, SARASOTA, FL 34236
$1,250,000496 Days on yellowkey MLS ID: A4639921
REDUCED by $145,000 (10.4%) on 04/07/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2219 Built: 1933 Tax: $8,286 (2024)Community: Lido Beach Div B ResubSingle Family
Taxes:$8,286
High School: Booker High
Remarks: MAJOR PRICE REDUCTION! Prime Lido Beach Opportunity – Discover the potential of this Old Florida gem, located just one block from Lido Beach and less than a mile walk or bike ride to the vibrant shops and dining of St. Armands Circle. Lido Beach offers a serene coastal escape while being just minutes from the energy of downtown Sarasota. Enjoy breathtaking sunsets, peaceful morning walks along the shore, and endless opportunities for swimming, kayaking, and wildlife watching in this coastal paradise. This 3-bedroom, 2-bathroom main home features an attached 1-bedroom, 1-bathroom apartment, offering flexibility for rental income, a guest suite, or multi-generational living. Lovingly lived in by one owner for nearly 40 years, this home sits on an 8,608 sq. ft. lot, this property is zoned RMF3 - Residential, Multi-Family, providing incredible opportunities for redevelopment or investment. Whether you’re looking to renovate, expand, or build new, this lot offers endless possibilities in a prime location. While the home has sustained storm damage from Hurricane Helene, it presents an exceptional opportunity for investors or buyers looking to build equity in one of Sarasota’s most sought-after beachside communities. Don’t miss out on this rare chance to own on Lido Key. Property is being sold as-is.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kerry Mccarthy (720-233-7147)
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