Location: Sarasota
Do Not Show Listings
8901 VERANDA WAY #111, SARASOTA, FL 34238
$499,00033 Days on yellowkey MLS ID: A4691605
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1994Monthly Fee: $605 Tax: $4,445 (2025)Community: Stoneybrook Verandas 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,445
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Ground Floor Turnkey Abbey unit with amazing views of the 7th Green, sand trap and lake! Come and see to appreciate this lovely unit with an updated Kitchen with Granite Counters. Open floor plan and a true 3 bedroom condo. Glassed-in Lanai to expand the living space. Primary Bedroom has twin walk in closets, twin sinks and walk-in shower along with a lovely soaking tub. Guest quarters in the front of the home with its own walk-in closet and there is a privacy door from the 3rd bedroom towards the guest bath and laundry room. Front entry way lanai and single car garage. Tile or Laminate throughout the home. Lovely Community Pool and Pickleball/Tennis Court. Short distance to the clubhouse. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,299,00095 Days on yellowkey MLS ID: A4683108
REDUCED by $50,000 (3.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,900127 Days on yellowkey MLS ID: A4679704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,583 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$4,583
Remarks: PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
1564 STICKNEY POINT RD #303, SARASOTA, FL 34231
$749,900151 Days on yellowkey MLS ID: A4675533
REDUCED by $69,100 (8.4%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $3,816 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$3,816
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activites that Sarasota is famous for. This furnished two bedroom, two bath unit feaures water views from most rooms, a bright open concept living/dining room with a tray ceiling, a wood burning fireplace, an enclosed balcony overlooking the water, updated kitchen and bathrooms, an oversized one car garage, a bonus room on the canal, and a 27 foot boat slip.In addition, the community amenities include a sundeck on the bay, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
Listing is courtesy of: ALAN J STEVENS (941-925-1818)
Listing Agent: Murphy Stevens (941-925-1818)
1552 STICKNEY POINT RD #403, SARASOTA, FL 34231
$695,000507 Days on yellowkey MLS ID: A4634781
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $4,591 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$4,591
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activies that Sarasota is famous for. This furnished two bedroom, two bath unit features water views from most rooms, a bright open concept living/dining room with a tray ceiling and wood burning fireplace, an enclosed balcony overlooking a canal, updated kitchen and bathrooms, an oversized one car garage, and a ground level bonus room off the canal. In addition, the community amenities include a sundeck on the intracoastal waterway, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
3710 EL POINIER CT #511, SARASOTA, FL 34232
$159,00029 Days on yellowkey MLS ID: A4691115
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 899 Built: 1974 Tax: $1,816 (2025)Community: Village Plaza Sec 3Condo
Taxes:$1,816
Elementary School: Wilkinson Elementary
Remarks: Step into this beautifully updated, turnkey furnished ground floor condo offering convenience, comfort, and an unbeatable location within the community. The updated kitchen features white shaker cabinets, a tile backsplash, recessed lighting, crown molding with uplighting, and a full white appliance package, creating a clean and timeless look. The layout flows seamlessly with tile flooring in the kitchen, laminate in the dining area, and carpet in both the living room and primary bedroom, with ceiling fans installed throughout. Comes with a 1 Home Warranty available to the buyers. One of the standout features of this unit is the enclosed additional living space, converted from the outdoor area, providing valuable extra square footage and flexibility. This space includes towel drying racks, perfect for coming back from the pool, and is filled with natural light thanks to the unit’s southern rear exposure. A slider from the primary bedroom leads directly into this space, enhancing the overall flow and usability. The bathroom has been updated with a glass shower door and grab bar for added functionality. The unit is truly move-in ready, being offered turnkey furnished with everything included from furniture to pots, pans, linens, and more. Location within the community is exceptional. This unit sits directly across from the heated pool and clubhouse, making it one of the most conveniently positioned units available. You are just steps to the on-site laundry facility, with machines costing only $1.00 per load, and the mailbox is located right next to the unit for added ease. A private storage closet is also included, located just around the corner. Living on the ground floor offers added value with easy access, no stairs, and everyday convenience. The community amenities are extensive, featuring a clubhouse with billiards, an active event room with regular social gatherings, a large library, fitness center, and sauna. Outdoors, residents enjoy a heated pool, community bbq grilling area, shuffleboard court, and pickleball. Major systems include a 2008 HVAC and 2015 water heater. Close to Bus Line & Shopping. One mile from the 18.5 mile long Legacy Trail for walking and biking. This is a rare opportunity to own a well-updated, fully furnished, and ideally located unit that offers both comfort and lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
7308 DONNYBROOK LN, SARASOTA, FL 34240
$729,990125 Days on yellowkey MLS ID: TB8468160
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2753 Built: 2026Monthly Fee: $277 Tax: $3,660 (2025)Community: Emerald Landing At WatersideSingle Family
Taxes:$3,660
Remarks: The Waterwheel home on home site 151 offers the largest layout in the Cottage Series at Emerald Landing, with 2,746 square feet of thoughtfully designed living space. This two-story plan includes four bedrooms, three full bathrooms, a private study with French doors, and a flexible upstairs loft, giving you plenty of room to live, work, and relax comfortably. The open-concept kitchen is both stylish and functional, featuring quartz countertops, a designer gas cooktop with vent hood, and built-in microwave and oven, all flowing seamlessly into the dining and family room—perfect for entertaining or everyday living. This is a gas community, ideal for those who love cooking with gas. One of the highlights of this home is the extended lanai, offering additional outdoor living space to enjoy Florida’s sunshine year-round. The rear-loading two-car garage keeps the front of the home charming and pedestrian-friendly, facing a cozy sidewalk that runs between rows of homes for a true cottage-style feel—great for families and a sense of community. Inside, the home includes a first-floor guest bedroom with a full bath, while upstairs you’ll find a spacious Owner’s Retreat with a super shower and large walk-in closet. The secondary bedrooms on the second floor are generously sized, large enough to comfortably accommodate king-size beds, making them ideal for guests or growing families. Additional upgrades include a laundry room with a built-in sink, adding convenience and functionality to everyday tasks. This home also features hurricane-impact windows for added safety and peace of mind. Located in Flood Zone X, flood insurance is not required, helping reduce long-term costs. Plus, the HOA covers landscaping and irrigation, allowing for truly low-maintenance living. Residents of Emerald Landing enjoy resort-style amenities including a heated pool, pickleball courts, lakefront fire pit, waterfront dog park, turf lawn, mini clubhouse, and scenic walking trails that connect directly to Waterside Place. The community also offers a private dock with water taxi access, currently operating on Sundays for easy trips to the Farmers Market. This Waterwheel on home site 151 combines space, thoughtful upgrades, modern design, and an unbeatable Waterside lifestyle—all in one exceptional home.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
225 HOURGLASS WAY #103, SARASOTA, FL 34242
$500,000256 Days on yellowkey MLS ID: A4664460
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $3,529 (2024)Community: Whispering SandsCondo
Taxes:$3,529
Remarks: One or more photo(s) has been virtually staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
11790 FIORE LN, SARASOTA, FL 34238
$574,9002 Days on yellowkey MLS ID: A4695027
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2006Monthly Fee: $443 Tax: $4,349 (2025)Community: Isles Of SarasotaSpa: NoSingle Family
Taxes:$4,349
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Your Private Oasis Awaits. Welcome to a sanctuary of comfort and style. Situated at the end of a peaceful & quiet cul-de-sac, this stunning 3-bedroom, 3-bathroom residence is designed for those who appreciate privacy and effortless elegance. The grand 10- and 12-foot ceilings elevate the open-concept living space, washed in natural light and accented by classic plantation shutters. The versatile den serves as the perfect home office, library, or media room. Step outside to your private lanai and pool area, where a beautiful, unobstructed view ensures your backyard gatherings remain entirely your own. This home has been lovingly taken care of by original owners and is ready for your personal touches. Beyond the beauty lies incredible value: enjoy the efficiency of a newer AC and water heater, alongside the ultimate lock-and-leave security of heavy-duty accordion hurricane shutters. This home, built by Divosta, features poured concrete construction. Turn the key and start living the dream. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail and all the cultural venues downtown Sarasota and Venice provides.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Bill Taft, Jr (941-400-5189)
8294 GRANDE SHORES DR, SARASOTA, FL 34240
$1,059,0002 Days on yellowkey MLS ID: A4694938
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2794 Built: 2022Monthly Fee: $136 Tax: $15,748 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$15,748
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Modern sophistication meets Lakehouse Cove living in this beautifully customized, design-forward three-bedroom plus den Outrigger plan, offering a rare contemporary aesthetic in one of Waterside's most sought-after neighborhoods. Thoughtfully finished with clean lines, dramatic accents, and elegant designer details this home is ideal for buyers seeking something distinctive. The kitchen makes a striking statement with 3-inch quartzite countertops, a waterfall island with LED accent lighting, cooktop, wall ovens, and an indoor/outdoor serving bar. The great room features 48"x48" tile flooring, tray ceilings, surround sound, and a sleek feature wall with built-in fireplace, TV and black granite surround. The bright and spacious primary suite offers a peaceful retreat overlooking beautiful pond and landscape views, with a generous walk-in closet, dual vanities, and a large walk-in shower. Two additional bedrooms each offer walk-in closets, while the centrally located den with custom barn door provides the perfect space for a home office or media room. Outdoor living is equally inviting with a large covered lanai overlooking the pond and lush landscaping - perfect for entertaining or relaxing in privacy. Additional highlights include a 3-car garage and a large private backyard. Enjoy the exceptional lifestyle of Lakehouse Cove, with its resort-style amenities and access to Waterside Place, UTC & Downtown Sarasota. A unique opportunity for the buyer who appreciates contemporary elegance in a premier Lakewood Ranch location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3808 BLUE STONE WAY #95, SARASOTA, FL 34232
$215,0004 Days on yellowkey MLS ID: A4694902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974Monthly Fee: $685 Tax: $1,621 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,621
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a completely updated kitchen, new flooring throughout, and updated bathrooms, creating a clean and modern feel from the moment you walk in. The oversized primary suite includes a walk-in closet, and the smart layout makes the home feel significantly larger than its approximately 1,300 square feet. The layout is ideal for a potential 3rd bedroom. One of the standout features is the Florida room overlooking peaceful open green space with no future buildings planned behind the unit, offering privacy and a relaxing setting that’s hard to find at this price point. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nick Myers (614-580-6080)
2570 WILD CHERRY PATH, SARASOTA, FL 34240
$875,0005 Days on yellowkey MLS ID: A4694710
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2022Monthly Fee: $307 Tax: $11,189 (2025)Community: Windward At Lakewood RanchSpa: YesSingle Family
Taxes:$11,189
Remarks: Better than new!!! This stunning 4-bedroom, 4-bathroom, almost 3,000 sq ft nestled within the coveted Windward community in the southern most neighborhood of Lakewood Ranch closest to the nation's #1 Beach, Siesta Key! This 2-story home has been transformed with nearly $270,000 in owner upgrades that new construction cannot match. From the moment you arrive, designer landscaping lines the exterior. Step inside and you'll find the home office and luxury vinyl plank flooring that runs throughout the entire home, not a single square foot of carpet. The primary bedroom is conveniently located on the main floor and features a beautifully updated tile bathroom and a custom walk-in closet with professional built-in organizers. The kitchen has a center island, gas stove, stainless steel appliances, backsplash and updated lighting, oversized walk-in pantry with custom built-in closet system and is attached to the laundry room. The upstairs features 3 more bedrooms including a guest suite, 2nd living room and storage closet. The heart of this home is the dream Outdoor Oasis, custom salt water heated pool, spa and outdoor kitchen creating a true backyard resort. Privacy screens have been added to the back to complete the private outdoor retreat. When hurricane season arrives, this home is ready: first-floor storm shutters, including a screened enclosure for the outdoor kitchen to store your outdoor furniture plus a whole-house generator. Two car attached garage with built in shelving and epoxy flooring. Discover the unparalleled lifestyle that Lakewood Ranch offers, the #1 best-selling master-planned community in the US. The Windward community offers 8 pickleball courts, tennis courts, resort style pool with lap lanes and separate zero entry pool along with a gym, studio, playground, community center for hosting events and nature trails. Just 3 miles to Waterside where you'll find shopping, restaurants and Sunday Farmer's market.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
2250 HILLVIEW ST, SARASOTA, FL 34239
$599,0005 Days on yellowkey MLS ID: A4694827
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1109 Built: 1925 Tax: $3,695 (2025)Community: La Linda TerraceSingle Family
Taxes:$3,695
Elementary School: Alta Vista Elementary
Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
1475 LANDINGS CIR #43, SARASOTA, FL 34231
$629,0009 Days on yellowkey MLS ID: A4694471
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2040 Built: 1982 Tax: $674 (2025)Community: Landings TreehouseTownhouse
Taxes:$674
Remarks: There's no place quite like it in Sarasota. Tucked into the canopy of a lush, jungle-like landscape at The Landings, this three-story Treehouse townhome delivers the rare combination of absolute privacy and natural beauty that defines one of the Gulf Coast's most beloved communities. Soaring above the native palms and mossy oaks, this 2,040 sq ft, 3-bedroom, 2-bath + powder room residence has been thoughtfully updated while preserving the treetop retreat feeling that makes these homes so coveted. The 2025 renovated kitchen features fresh cabinetry and all-new washer and dryer ? move-in ready with nothing to do but settle in and listen to the breeze. A wood-burning fireplace anchors the living space with warmth and character, while multiple decks off each level bring the outdoors in at every turn. A private garage, generous lanai, and verdant views from nearly every window complete the picture. Exterior maintenance is included, so the only thing on your to-do list is enjoying it. And for those who travel with four-legged family members ? pets are welcome here with no weight restrictions. The Landings is a gated waterfront community offering residents access to Har-Tru tennis courts, a community pool, and the private Landings Yacht, Golf & Tennis Club (optional membership). All just minutes from world-class dining, the arts, and the sugar sands of Siesta Key. This is more than a home ? it's a lifestyle hiding in plain sight.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
4729 WINSLOW BEACON #11, SARASOTA, FL 34235
$259,00011 Days on yellowkey MLS ID: A4694236
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,814 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,814
Remarks: Tucked beneath a canopy of lush woods with a serene pond and fountain as your backdrop, this charming ground floor condo at Winslow Beacon in The Meadows offers the kind of peaceful setting that makes coming home feel like an exhale. From the moment you step inside, the continuity of tile flooring throughout creates a clean, cohesive flow that feels both polished and easy to maintain. The kitchen has been thoughtfully updated with stainless steel appliances and refreshed cabinetry, offering a cozy and functional space that punches well above its footprint. The primary suite is a true retreat, featuring an en suite bath and a walk in closet outfitted with custom built ins designed to maximize every inch of storage. The second bedroom is equally well considered, with built in storage and a desk that make it as comfortable for overnight guests as it is for a dedicated home office. Sold turnkey furnished, this is a rare opportunity to step into a fully appointed home with nothing left to do but enjoy it. Outside your door, the community has just completed a freshly refinished pool and a brand new fitness center, and the ground floor location means effortless in and out access. The Meadows puts you minutes from Downtown Sarasota and the vibrant University Corridor, where the UTC Mall and an abundance of dining and shopping options await. Relaxed living, beautiful surroundings, and a location that keeps everything within easy reach. This one checks every box.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Christina Miller (941-713-2340)
3440 CHAPEL DR, SARASOTA, FL 34234
$460,00011 Days on yellowkey MLS ID: A4694145
REDUCED by $5,000 (1.1%) on 05/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1969 Tax: $4,830 (2025)Community: Desoto TerraceSingle Family
Taxes:$4,830
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00012 Days on yellowkey MLS ID: A4693816
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing Agent: David Short (941-961-3995)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$685,00013 Days on yellowkey MLS ID: A4694025
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Elementary School: Ashton Elementary
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
1257 S PORTOFINO DR #104, SARASOTA, FL 34242
$449,90014 Days on yellowkey MLS ID: A4692335
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1968Monthly Fee: $957 Tax: $3,326 (2025)Community: Siesta Harbor ICondo
Taxes:$3,326
Remarks: Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.
Listing Agent: Suzy Kolaz (941-726-1153)
5544 DINAH LN, SARASOTA, FL 34231
$1,895,00015 Days on yellowkey MLS ID: A4693403
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4433 Built: 1995 Tax: $9,270 (2025)Community: Terra Bea SubSingle Family
Taxes:$9,270
Remarks: You’ll love entertaining guests and embracing the tranquility of waterfront living in this one-of-a-kind classic Key West home on Philippi Creek Bayou. Enter through mahogany doors to soaring cathedral ceilings that fill the home with natural light and create an open, airy atmosphere. Expansive water views can be enjoyed in most rooms, while the outdoor deck provides the perfect setting to relax and take in stunning sunset skies. Inside, the Key West coral fireplace, luxury vinyl plank flooring and thoughtful architectural details create warmth and character throughout. The kitchen is designed for gathering and entertaining, featuring stainless steel appliances, a stainless-steel chef’s cooking area, quartz countertops and a wraparound bar that encourages memorable moments with family and friends. The enormous primary suite serves as a private retreat with its own water-view balcony, charming gas fireplace and bay windows. The spa-inspired en suite bath offers dual vanities and a relaxing spa tub. Dedicated office space provides flexibility for working from home or creating a quiet study area for the kids. Upstairs, you’ll find four bedrooms, a balcony and two full baths. The lower level features an expansive entertaining area ideal for a growing family, game room, gym or play space, along with a convenient pool bath for hosting guests. Outside, enjoy the private open pool area positioned at the water’s edge with long, peaceful canal views. The waterfront lifestyle continues with a kayak launch, Jet Ski floats and a newer composite boat dock with a 13,000-pound lift ready for boating adventures. Adding even more appeal for boating enthusiasts, the county is currently dredging the canal to further improve water access and navigation. The home has also been thoughtfully updated with a newer roof and freshly repainted interior and the property has been well maintained with no known storm-related damage or water intrusion. Just minutes from Philippi Shores Elementary and Riverview High School, this exceptional property is ideal for a growing family that loves the outdoors. A treasured Suncoast oasis where privacy, comfort and waterfront living come together beautifully.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
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