Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5966 MIDNIGHT PASS RD #G118, SARASOTA, FL 34242
$1,150,000204 Days on yellowkey MLS ID: A4671884
0 Days Off yellowkey (back on 4/7/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1970 Tax: $9,506 (2024)Community: Palm Bay Club ICondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,506
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
6548 SABAL DR, SARASOTA, FL 34242
$6,195,00079 Days on yellowkey MLS ID: A4688728
REDUCED by $100,000 (1.6%) on 06/11/2026
Bed: 9 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4944 Built: 2024 Tax: $40,057 (2025)Community: Sabal PalmsSpa: YesSingle Family
Taxes:$40,057
Tax Year: 2025
Middle School: None
Remarks: Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00092 Days on yellowkey MLS ID: A4687188
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
4372 TRAILS DR #15-1, SARASOTA, FL 34232
$305,000144 Days on yellowkey MLS ID: A4678938
REDUCED by $5,000 (1.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1239 Built: 1984 Tax: $2,979 (2025)Community: Lakes Of Sarasota IiCondo
Taxes:$2,979
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: The sought-after Lakes Estates of Sarasota is a hidden gem offering a wonderful blend of space, privacy, and serene natural beauty. This LAKEFRONT , maintenance-free villa features 2 bedrooms, 2 bathrooms, and over 1,200 square feet of living space. Remodeled in 2020 this split floor plan is enhanced by vaulted ceilings that create an open, airy feel. The eat-in kitchen is thoughtfully designed for both everyday living and entertaining, featuring a charming plant window, breakfast bar, and seamless connection to the dining and living areas. Just off the living room, a generously sized screened-in porch provides the perfect setting for indoor-outdoor living and entertaining, with peaceful lake views just beyond. The primary suite serves as a private retreat, complete with a walk-in closet and an en-suite bath with a stand-up shower. French doors open directly to a covered screened deck, placing you just steps from the water and offering a remarkable start or end to each day. NEW HVAC 8/2025 and adding to the property’s comfort and convenience is a one-car garage plus a carport. Residents enjoy winding, tree-lined, lighted streets and a scenic waterfront walking path that leads to the community’s resort-style amenities, including two pools, tennis and pickleball courts, fitness center, clubhouse, playground, and a picturesque central lake with fountain for added ambiance. Just a few blocks away, the pristine Legacy Trail offers 18 miles of paved paths stretching from Sarasota to Venice, perfect for biking, walking, and outdoor exercise, with relief pavilions and eateries along the way. The location is exceptional—minutes from area beaches, shopping, dining, and entertainment. Located in a popular school district, Lakes of Sarasota is not an age-restricted community, making this villa ideal for a wide range of lifestyles for those seeking a balance between suburban tranquility and easy access to urban amenities.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
4375 SEDLEY LN, SARASOTA, FL 34241
$750,000103 Days on yellowkey MLS ID: A4686157
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 1980Monthly Fee: $27 Tax: $4,228 (2025)Community: Bent Tree VillageSingle Family
Taxes:$4,228
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 3.5-bath pool home with a 3-car garage, offering 2,615 square feet of comfortable living in the highly desirable Bent Tree Village community. Perfectly situated at the end of a quiet cul-de-sac with virtually no through traffic, this home enjoys an exceptionally peaceful and private setting rarely found in the neighborhood. Surrounded by mature landscaping and overlooking serene creek and golf course views, the property offers a truly picturesque backdrop, creating a calm and inviting atmosphere both inside and out. Designed for comfortable living and entertaining, the home features spacious living and family rooms along with a large kitchen highlighted by vaulted ceilings, rich cherry cabinetry, stone countertops, stainless steel appliances, a built-in oven and microwave, separate cooktop, and a convenient pass-through window to the outdoor patio. The split-bedroom floor plan provides excellent privacy for both owners and guests, while a cozy wood-burning fireplace and east-facing exposure fill the home with warm natural light throughout the day. Step outside to the private screened lanai and pool area, where the tranquil water and golf course views create an ideal setting for relaxing, entertaining, or simply enjoying the quiet natural surroundings. Numerous updates provide peace of mind, including a 2015 roof, 2022 HVAC system, 2021 water heater, 2016 pool resurfacing, 2019 poly-pebble patio, 2022 irrigation system, 2021 hurricane shutters, and a 2017 garage door. Conveniently located near I-75, University Town Center, SRQ International Airport, Gulf beaches, Mote Marine SEA, Rothenbach Park, Urfer Family Park, and numerous golf courses, this home offers the perfect balance of privacy, scenery, and convenience—all within one of Sarasota’s most established communities.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
1841 PARAKEET WAY #1101, SARASOTA, FL 34232
$142,90014 Days on yellowkey MLS ID: A4696605
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 765 Built: 1970 Tax: $1,796 (2025)Community: Vistas On BenevaSpa: NoCondo
Taxes:$1,796
Elementary School: Wilkinson Elementary
Remarks: AS PROMISED! Extra large 1 bedroom upper level condo has brand new carpet and newly painted walls and ceilings. Light and bright open floor plan has combined living and dining room with French doors opening onto an open deck overlooking the large pool area. Oversized bedroom offers room for a king bed, dresser, small desk and also has a walk-in closet. The kitchen has a window overlooking the pool area, and a pass through/breakfast bar plus plenty of cabinet space. The large bath actually offers 2 rooms - one has the tub/shower combo and the commode, while the other has the sink and linen closet. There is a stack unit washer and dryer in the hallway outside the bedroom. Well-run community with on-site manager (limited hours during certain times), community pool, beautiful clubhouse with state of the art fitness center (get rid of that gym membership fee), large community room and kitchen. This complex is centrally located near shopping and dining and with easy access to downtown, Siesta Key beach, and offering easy access to I-75. Monthly maintenance fee includes water, sewer, trash pickup and reserve funds. The absolutely perfect place for year-round living, or as a vacation getaway. Very pet friendly as well.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
7362 SILVER FERN BLVD #8, SARASOTA, FL 34241
$282,000160 Days on yellowkey MLS ID: A4678528
REDUCED by $6,900 (2.4%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982Monthly Fee: $719 Tax: $2,672 (2025)Community: Hammocks IiiCondo
Taxes:$2,672
Remarks: Discover the potential of this spacious three bedroom, two bath condominium located in the heart of Sarasota, Florida, within the desirable Bent Tree community in Hammocks III. Offering 2,124 square feet of living space, this home features a generous floor plan designed for comfortable living and entertaining. Brand new flooring and Kitchen cabinets and counter tops as well as new vanity's in both bathrooms. One of the highlights of the property is the generously sized outdoor living space, perfect for relaxing, and would make a great outdoor living space. Residents also enjoy access to a community pool, ideal for unwinding and socializing. Brand new Kitchen and Bathroom vanity's as well as new flooring throughout. Conveniently located near shopping, dining, and Sarasota’s renowned beaches, this condominium offers exceptional potential in a sought-after setting.
Listing is courtesy of: BANG REALTY - NAPLES (888-737-1162)
Listing Agent: Michael Amerine (941-539-4235)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000480 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
5108 SANDY SHORE AVE, SARASOTA, FL 34242
$1,050,00033 Days on yellowkey MLS ID: A4694309
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1681 Built: 1960 Tax: $4,305 (2025)Community: Sara SandsSpa: NoSingle Family
Taxes:$4,305
Remarks: Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000365 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Elementary School: Southside Elementary
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2304 SEATTLE SLEW DR, SARASOTA, FL 34240
$595,000156 Days on yellowkey MLS ID: A4678513
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,000 (0.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1935 Built: 1994Monthly Fee: $58 Tax: $4,248 (2025)Community: Paddocks WestSpa: NoSingle Family
Taxes:$4,248
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. 2304 Seattle Slew Dr, Sarasota — Immaculate, move-in ready single-family home in a quiet neighborhood with a convenient location. This inviting residence features an open living area anchored by a cozy fireplace, plenty of light, vaulted ceilings, no carpet anywhere and easy-care luxury vinyl plank flooring throughout, a modern kitchen, and a private pool with generous outdoor entertaining space framed by new pavers and landscaping. Updates & upgrades include: 2022 — pool resurfaced, pool heater installed, interior and exterior paint refreshed; 2023 — new AC, luxury vinyl plank (no carpet) installed throughout, new privacy fence; 2024 — quartz countertops and updated cabinetry in the kitchen; 2025 — all-new windows and exterior doors, new appliances, new pavers, new gutters, refreshed landscaping, new pool motor and LED pool light. Conveniently located near The Celery Fields, beaches, top-rated schools, University Town Center, and Waterside. This turnkey home blends contemporary finishes with reliable systems for comfortable Sarasota living. Schedule a showing to see the full scope of improvements.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jason Caller (941-301-5083)
4242 MADEIRA CT #3315, SARASOTA, FL 34233
$279,00078 Days on yellowkey MLS ID: A4685842
REDUCED by $10,000 (3.5%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $1,180 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$1,180
Elementary School: Ashton Elementary
Remarks: Move-in ready and thoughtfully updated, this beautiful 2-bedroom, 2-bathroom end-unit home offers the perfect combination of comfort, style, and scenic surroundings. The inviting interior features an open and airy layout, enhanced by hurricane-impact windows and a hurricane-rated sliding glass door for both safety and peace of mind. Elegant plantation shutters add a refined touch, while a built-in TV with an electric fireplace creates a warm and cozy living area. The eat-in kitchen is ideal for casual dining offering ample space and functionality. The primary suite serves as a private retreat, complete with a walk in closet and a beautifully updated ensuite bath featuring high-end finishes, including a custom-made vanity sourced from North Carolina. The primary bathroom has been tastefully renovated within the last two years. Additional major upgrades include a full plumbing repipe, along with a water heater, washer, and dryer all replaced just two years ago—ensuring modern efficiency and reliability. One of the standout features of this home is the converted, air-conditioned back patio, perfect for use as a sunroom, home office, or additional living space to enjoy year-round comfort while taking in the tranquil lake views. Located in the desirable Casa Del Sol community, residents enjoy a vibrant lifestyle with amenities including tennis and pickleball courts, shuffleboard, bocce ball, a heated pool for cooler months, and a clubhouse with a pool, poker tables, a gym, books and endless ongoing activities. Conveniently situated near I-75, this home is just a short drive to Siesta Beach, University Town Center, Waterside, and downtown Sarasota—offering easy access to shopping, dining, and the world-renowned Gulf Coast beaches. This exceptional home truly offers the best of Florida living—schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carey Hibbs (941-915-9235)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,299,000370 Days on yellowkey MLS ID: A4656371
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $101,000 (4.2%) on 05/13/2026
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025 Tax: $4,726 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,726
Remarks: PRICE IMPROVEMENT | SELLER MOTIVATED. Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both elegance and comfort in every detail. The first level welcomes you with an open-concept layout featuring a spacious living room, dining area, and chef-inspired kitchen, complemented by a walk-in pantry and dedicated laundry room. The primary suite is conveniently located on the main floor, offering privacy and comfort, complete with a large primary bathroom and large walk-in closet. Builder will design a custom closet configuration to reflect the future homeowner's personal needs. An additional guest bedroom with en-suite bath is also located on this level. In addition, enjoy the convenience of a full bathroom that opens to the pool area. The second level features four generously sized bedrooms, each with its own en-suite bathroom and large closets, providing ultimate privacy and convenience for family and guests. Step outside and experience true Florida living with a private pool and spa, expansive outdoor areas including a large covered balcony overlooking the pool, a planned outdoor grill space, perfect for entertaining or relaxing year-round. You will also enjoy the beautifully and thoughtfully designed landscaped yard. Additional features include a 2-car garage and extended driveway. Zoned for the A-rated , this home is ideally located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Southside Village. This is your opportunity to enjoy a home perfectly blending luxury, location, and lifestyle.
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
3610 NARANJA WAY #8510, SARASOTA, FL 34232
$293,00040 Days on yellowkey MLS ID: A4693394
REDUCED by $19,000 (6.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $2,715 (2025)Community: Village Plaza Sec 5Villa
Taxes:$2,715
Remarks: Nestled on a quiet dead-end street in the highly sought-after 55+ community of Village Plaza, this beautifully renovated Sarasota villa offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, the home showcases an open-concept layout with soaring vaulted ceilings and abundant natural light throughout the main living area. The updated kitchen features modern finishes and flows seamlessly into the dining and living spaces, creating an ideal setting for both everyday living and entertaining. Neutral tones and laminate flooring throughout provide a clean, cohesive aesthetic, while recent upgrades include a new water heater (2026), comfort-height toilets (2025), all water lines replaced (2023), appliances (2023), and durable, waterproof epoxy-coated garage flooring for added style and practicality. Enjoy year-round Florida living from the enclosed lanai, the perfect space for morning coffee or evening relaxation. Village Plaza is known for its vibrant social atmosphere and resort-style amenities, including a clubhouse, heated community pool, pickleball courts, fitness center with sauna and showers, billiards, and shuffleboard. Ideally located just minutes from downtown Sarasota, the community also offers convenient walkable access to shopping, dining, and everyday essentials. Outdoor enthusiasts will appreciate being less than a mile from the renowned Legacy Trail, one of Sarasota’s premier destinations for walking, biking, and recreation. This exceptional villa combines thoughtful updates, an active lifestyle, and an unbeatable location in one of Sarasota’s most desirable communities.
Listing is courtesy of: MORGANDO REALTY SERVICES, LLC (866-665-2531)
Listing Agent: Gina Morgando (941-773-7355)
1160 WAGON WHEEL DR, SARASOTA, FL 34240
$1,500,000201 Days on yellowkey MLS ID: A4673997
REDUCED by $25,000 (1.6%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2467 Built: 1976 Tax: $5,221 (2024)Community: Fox Creek AcresSingle Family
Taxes:$5,221
Remarks: Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.
Listing Agent: Katie Cobb (913-744-0248)
5155 HIDDEN HARBOR RD, SARASOTA, FL 34242
$1,995,000152 Days on yellowkey MLS ID: G5107159
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1973Monthly Fee: $332 Tax: $7,806 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$7,806
Remarks: Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,840,000212 Days on yellowkey MLS ID: A4664936
REDUCED by $10,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
2753 VALENCIA DR, SARASOTA, FL 34239
$575,00077 Days on yellowkey MLS ID: TB8493972
REDUCED by $20,000 (3.4%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$463,000153 Days on yellowkey MLS ID: A4678954
REDUCED by $6,900 (1.5%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
2564 WOOD ST, SARASOTA, FL 34237
$449,00042 Days on yellowkey MLS ID: A4693167
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $1,000 (0.2%) on 05/27/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1958 Tax: $5,488 (2025)Community: Hudson ParkApartment
Taxes:$5,488
Elementary School: Alta Vista Elementary
Remarks: A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
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