Location: Sarasota
Do Not Show Listings
19 WHISPERING SANDS DR #201, SARASOTA, FL 34242
$950,00097 Days on yellowkey MLS ID: A4679748
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1464 Built: 1973Monthly Fee: $1,440 Tax: $3,007 (2025)Community: Whispering SandsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,007
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Heron Creek Middle
Remarks: Front row FULL Gulf views—just one floor above the sand! Priced below market, this lovely 2 bed/2 bath GULF FRONT tower residence in the premiere Siesta Key property of Whispering Sands represents an opportunity to move right in, and if desired, ultimately take your time to create your own vision and make it your own - and enjoy a lifetime of memories. Don’t hesitate - this is currently the best priced Gulf front tower unit in Whispering Sands. Upon entry, you’re greeted with spectacular, unobstructed 180-degree views of the shimmering aquamarine Gulf. Along with its direct FULL GULF VIEWS, this unit is just one floor away from the sparkling beachside pool and 800’ of Whispering Sands' own private beach. This unit features a nicely remodeled kitchen and great OPEN CONCEPT floor plan, enabling easy interaction between you and your guests. The kitchen includes granite countertops & backsplash, an 8’ breakfast bar, recessed LED & under cabinet lighting, convenient built-in desk, and an abundance of cabinet storage. Experience true Florida living by opening the floor to ceiling sliders in the living room and primary bedroom and take in the fresh salt breezes and the gentle sound of the surf. Both sets of sliders include remote controlled shades. The primary bedroom includes a custom walk-in closet, large vanity area, and ensuite bath with marble countertops, glassed walk-in shower, and linen closet with pullout drawers. A set of glassed French doors with privacy shades opens into the guest bedroom, which can serve as both an office and a bedroom with a fantastic SICO wall bed, desk, and built-ins. This unit is being sold As Is. Whispering Sands is a premiere 55+ Gulf front community offering 2 heated pools, Tower Lounge, Clubhouse – both of which are undergoing remodeling with a completion date in 2026 – beachside Tiki hut and grills, shuffleboard, canoe/kayak storage, and 800’ of private beach on the Gulf. In one of the best locations on Siesta Key, Whispering Sands is right around the corner from the colorful boutiques and restaurants of Siesta Key Village. Don’t miss this opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
8465 CYPRESS LAKE CIR, SARASOTA, FL 34243
$550,000100 Days on yellowkey MLS ID: A4678494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 1988Monthly Fee: $27 Tax: $1,829 (2024)Community: Country Oaks Ph ISpa: NoSingle Family
Taxes:$1,829
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Welcome to 8465 Cypress Lake Circle, a move-in-ready home tucked away on a quiet street. This vibrant residence has been thoughtfully transformed over the years with numerous updates, including impact windows throughout, a remodeled kitchen and bathrooms, updated interior flooring, and outdoor pavers. No detail has been overlooked, and pride of ownership shines through at every corner. Enjoy the versatile bonus space of the enclosed lanai, which opens to your private heated pool. The outdoor area has been intentionally designed with pavers, clean lines, and open space, creating an ideal setting for both relaxation and entertaining while in the privacy of your fully fenced in backyard. The oversized garage is an added bonus, featuring newly painted epoxy floors, built-in cabinetry, and a hurricane-rated garage door. Located in the desirable Country Oaks community, residents enjoy scenic walking trails, tennis courts, and a community pool. Ideally situated just 4 miles from UTC and 6 miles from downtown Sarasota, this home offers the perfect blend of convenience, comfort, and lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Voss (941-402-8799)
3975 SQUARE EAST LN #9, SARASOTA, FL 34238
$450,000188 Days on yellowkey MLS ID: A4669269
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2002 Tax: $4,674 (2024)Community: Palmer Square EastSpa: YesTownhouse
Taxes:$4,674
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: PRIME LOCATION WITHIN PALMER RANCH, PRIVATE COMMUNITY, CLOSE TO SHOPPING AS WELL AS FAMOUS SIETA KEY BEACH AND THE LEGACY TRAIL. PET FRIENDLY, THREE BEDROOMS, TWO AND 1/2 BATHS, TWO CAR GARGAGE, PAVER DRIVEWAY, SHORT OF 3,000 SQ FT. RARE TOWNHOME WITH ELEVATOR TO THE SECOND FLOOR. THE GRAND MASTER BEDROOM HAS A TREY CEILING, LARGE BATHROOM REMODELED WITH ALL NEW SHOWER AND GRANITE COUNTER TOPS ALONG WITH A ROMAN TUB WITH LARGE WALK-IN CLOSET. THIRD BEDROOM WAS CONVERTED TO A MUST-SEE OFFICE WITH A BUILT IN DESK SHELFING, DAY KITCHEN AND CAN EASILY MAKE BACK INTO A BEDROOM.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeff Wallace (941-248-4686)
3730 82ND AVENUE CIR E #104, SARASOTA, FL 34243
$299,50042 Days on yellowkey MLS ID: A4686045
REDUCED by $5,500 (1.8%) on 04/23/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1661 Built: 2010Monthly Fee: $231 Tax: $2,833 (2025)Community: San Michele At University CommonsTownhouse
Taxes:$2,833
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,661 sq ft of comfortable, modern living in the highly desirable community of San Michele. Step inside to find a spacious, open-concept layout featuring a fully tiled first floor, perfect for easy maintenance and everyday living. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or relaxing at home. Upstairs, you’ll find newly installed carpet throughout adding warmth and comfort to the private living spaces. The primary suite boasts a renovated, spa-like step-in shower in the master bath, providing a fresh and modern retreat. Additional recent upgrades include a new refrigerator, dishwasher, and water heater, offering peace of mind and added value. Enjoy the convenience of a garage plus a double driveway, providing ample parking for you and your guests. San Michele offers true maintenance-free living with a low HOA fee and an array of amenities designed for an active and social lifestyle. Residents enjoy access to a heated pool, playground, pickleball and tennis courts, as well as natural gas communal grills and plenty of open green space. Ideally located, this home is less than 3 miles from SRQ Airport, just 5 miles to UTC shopping and dining, and only 9 miles to the beautiful beaches of St. Armands Circle and Lido Beach. This move-in-ready home combines comfort, convenience, and community—perfect for full-time living or a seasonal retreat.
Listing is courtesy of: PRIME TIME REAL ESTATE INC (941-323-8685)
Listing Agent: Alex Paulus (636-875-0796)
6512 MIDNIGHT PASS RD #504, SARASOTA, FL 34242
$2,495,000406 Days on yellowkey MLS ID: A4643532
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1991 Built: 2006 Tax: $20,738 (2024)Community: Crescent Siesta KeyCondo
Taxes:$20,738
Middle School: Brookside Middle
Remarks: This rare and exceptional turnkey Siesta Key residence offers an unparalleled blend of space, style, and sweeping Gulf views. Spanning nearly 2,000 square feet, this 3-bedroom, 2.5-bath coastal retreat features two expansive terraces—one overlooking the serene elevated pool and spa area, and the other offering unobstructed sunset vistas across the Gulf. Each of the three bedrooms enjoys private balcony access via sliding glass doors, creating a seamless indoor-outdoor living experience. Designed with a modern coastal aesthetic, the interior features full-thickness bamboo flooring in the main living areas, premium custom cabinetry, and sleek quartz countertops. Soaring 11.5-foot ceilings and clerestory windows with remote-controlled shades enhance the home’s light-filled, airy ambiance. The gourmet kitchen is equipped with top-of-the-line GE appliances, bar-height seating, and a pass-through window that frames the Gulf beyond. The open-concept living and dining areas are ideal for entertaining or quiet reflection, anchored by a Gulf-facing terrace and thoughtfully appointed with a Stressless reclining sofa and captain’s chairs—all perfectly positioned to take in the view. The spacious primary suite offers high ceilings, expansive windows with Gulf views, and blackout draperies for restful nights. The spa-style bath includes a multi-head oversized shower, a large vanity with quartz countertops, a dedicated makeup area, and tile flooring. Two additional bedrooms are configured for comfort and versatility, including a dedicated office in the third bedroom with a Murphy bed. A host of upgrades includes a Schlage Smart Entry Lock, Arlo security camera system, hardwired mesh network for seamless connectivity, a deck-mounted hot water dispenser, and an 80-gallon hot water heater with recirculating system. Additional conveniences include two dedicated parking spaces located on the first floor under the building and an air-conditioned storage cage (#4) on the fifth floor. Crescent offers an elevated beachfront lifestyle with private, direct access to Crescent Beach. The community is meticulously maintained, with newly renovated pools—including an elevated second-floor spa and a completed beachside pool and hot tub—fresh exterior painting, new landscaping, and a host of upscale amenities including a fitness center, social room, upgraded security system, and onsite manager. Ideally situated just off Stickney Point Bridge, this residence offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away—recently named the No. 1 beach in America by Tripadvisor—this property captures the essence of Gulf-front living, whether as a full-time home, luxurious getaway, or investment opportunity.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
6719 PASEO CASTILLE, SARASOTA, FL 34238
$550,000141 Days on yellowkey MLS ID: A4673922
REDUCED by $10,000 (1.8%) on 04/20/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2547 Built: 1990Monthly Fee: $125 Tax: $3,547 (2025)Community: MarbellaSingle Family
Taxes:$3,547
Remarks: Located in the Marbella Community of Palmer Ranch, this villa style detached home supports the Sarasota lifestyle. Sunlight pours into the dramatic 18’ ceilings of the living room, where a cozy fireplace invites quiet evenings and four-panel sliders open wide to the pool and lanai, creating a seamless backdrop for relaxed afternoons and effortless entertaining. The heated pool was completely refinished, making it easy to spend long days outdoors, while the flexible layout—with main level master bedroom, a den that can double as a bedroom, and two large bedrooms upstairs—offer privacy and versatility for guests, family, or work-from-home living. The kitchen is where daily life unfolds, anchored by a chef’s-grade refrigerator, induction stove, convection oven, and generous storage. An extra wide garage with workshop space keeps bikes, paddleboards, and projects neatly tucked away. Thoughtful updates an all new 2 phase primary air conditioner, a 27 solar panel system, and a new fiberglass double front door help keep the electric bill low. A newer (2021) tile roof quietly and poured slab construction supports comfort, efficiency, sound proofing, and peace of mind. Set at the end of a quiet cul-de-sac with no neighbor on one side and an HOA owned preserve behind, the home feels calm and private, surrounded by mature landscaping within the gated community of Marbella, known for its friendly feel, exquisite landscaping, and tranquil streets less than 5 miles to the nearest beach. From morning rides on the Legacy Trail only 1 mile away to sunset dinners in Gulf Gate and beach days on Siesta Key, this home places you right where Sarasota life is meant to be lived—easy, connected, and deeply enjoyable
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sean Ready (813-326-6074)
4714 ELDER BERRY DR, SARASOTA, FL 34241
$850,00051 Days on yellowkey MLS ID: A4684149
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $50,000 (5.6%) on 04/12/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3666 Built: 1983Monthly Fee: $60 Tax: $9,210 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$9,210
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Live where you play in the highly desirable Bent Tree gated community. Known for its scenic beauty and one of Sarasota’s premier golf courses, Bent Tree is a wonderful place to call home. This spacious 5-bedroom, 3-bathroom pool home is tucked away at the end of a quiet cul-de-sac, offering privacy, peace, and direct access to a lifestyle that nature enthusiasts will love- all on a large lot that backs up to a beautiful nature preserve. Inside, you'll find a welcoming formal living space and a raised dining area with views of the pool and backyard—perfect for hosting large gatherings of family and friends. The remodeled bathrooms, including a convenient pool bath, make everyday life easier for active households. With a split floor plan, you can enjoy your own private retreat while guests have their own space. Need a home office or media center? The large bonus room gives you the flexibility to make it your own. The home also has a new water heater (2026), new carpet, and fresh interior paint. Some favorites include: -Minutes from the Bent Tree Championship Golf Course – no membership required -8 miles from the world-famous Siesta Key Beach -Screened porch for year-round use -Spacious bedrooms and bonus room -Zoned for top-rated schools. Homes like this don’t come along often—schedule your tour today!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Rebecca Milner (941-894-7656)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,00098 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000100 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing Agent: Bridget Spiess (941-720-6304)
1711 PELICAN COVE RD #341, SARASOTA, FL 34231
$315,00046 Days on yellowkey MLS ID: A4684312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1979 Tax: $3,014 (2025)Community: Pelican Cove XivCondo
Taxes:$3,014
Remarks: Life at Pelican Cove moves at a different pace. Mornings begin with filtered sunlight through the trees and the quiet calm of nature just outside your window. Coffee tastes better when enjoyed in a place where walking paths wind along the bay, kayaks glide across the water, and neighbors gather not out of obligation — but because they genuinely love where they live. Inside this 2-bedroom, 2-bath residence, the space feels easy and inviting — designed for both peaceful solitude and welcoming guests. The split-bedroom layout allows for privacy, making it ideal for hosting visiting family, friends escaping winter, or creating a comfortable home office that doesn’t feel tucked away from life. But the real magic begins beyond your front door. Pelican Cove isn’t just a community — it’s an experience. Afternoons might find you: • strolling beneath the canopy of mature oaks • watching boats ease in and out of the private harbor • joining a tennis match or pickleball game • attending an art class in the on-site studios • or simply lounging by one of the heated pools with a good book Evenings bring glowing sunsets over the bay and the sense that you’re tucked into one of Sarasota’s most beloved hidden gems. And when you’re ready for the world beyond? Siesta Key Beach, waterfront dining, and downtown Sarasota’s culture and energy are only minutes away. This is where nature, creativity, and coastal living quietly come together. Not just a home — a lifestyle that feels like a retreat every day. BRAND NEW AC, BRAND NEW WATER HEATER, BRAND NEW ELECTRICAL PANEL, NEW PAINT, NEW APPLIANCES, NEW FLOORING IN LIVINGROOM AND BATHROOMS!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,90098 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
7137 WESTMORELAND DR, SARASOTA, FL 34243
$885,0009 Days on yellowkey MLS ID: A4690817
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 1974 Tax: $8,506 (2025)Community: North IslesSpa: NoSingle Family
Taxes:$8,506
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Just steps from the stunning Sarasota Bay, this impeccably appointed corner-lot sanctuary welcomes you into a world of peaceful elegance and resort-style sophistication. As you arrive via the graceful circular paver driveway, you are immediately greeted by the lush, professionally redesigned front gardens bursting with new palm trees, Japanese blueberry trees, bougainvillea, vibrant flowering shrubs, and striking landscape boulders — setting the tone for serene, high-end luxury that defines every inch of this home. The current owners spared no expense — they poured over $200K into a complete top-to-bottom transformation, elevating this property to an extraordinary level of refinement with the finest materials and uncompromising attention to every detail — a true showpiece. STANDOUT FEATURES • Impact-resistant hurricane-rated sliders and windows throughout (exceptional sound dampening and storm protection) • Whole-house generator • Well for irrigation • Sparkling in-ground saltwater pool with upgraded waterfall and lighting • Striking built-in brick outdoor fireplace — the perfect centerpiece for year-round entertaining and unforgettable evenings. 2025-2026 Upgrades of the Highest Order (over $200K invested) • New Trane HVAC system and thermostat • All-new luxury vinyl plank flooring and baseboards throughout • Gourmet kitchen with quartzite countertops, porcelain tile backsplash, soft-close cabinetry with pull-out drawers, new sink and faucet, and a premium Fulcor Milano dual-fuel range with stainless-steel appliances • Imported Italian crystal chandeliers — one dramatically illuminating the living room and another over the kitchen table • Extensive new lighting throughout including pendants, sconces, can lights, coach lights, and full landscape lighting • Primary suite transformation featuring a full walk-in closet (converted from the third bedroom and easily convertible back to a bedroom) with bespoke shelving, mirrors, and chandelier • Designer marble-tile shower, quartz countertops, and Toto toilet in the primary bath • Custom barn door to the primary suite • Fully remodeled guest bathroom with new tile, glass door, and Toto toilet • Garage upgrades: new high-velocity hurricane-rated garage door, epoxy flooring, custom cabinets, and painted ceiling/walls Resort-Style Backyard & Panoramic Lanai (the true heart of this sanctuary): • Brand-new hot tub on fresh pavers with LED lighting and umbrella • Expansive panoramic-style covered lanai with new marble posts and beam, Sunbrella curtains, ceiling fan, and painted ceiling — perfect for serene mornings or elegant evenings • Outdoor cedar shower • Custom cedar shed • Additional highlights include a state-of-the-art water filtration system, custom glass doorknobs, all-new interior doors and hardware • New 8 ft vinyl privacy fencing, professional landscaping with new palm trees, Japanese blueberry trees, bougainvillea, designer rocks, fresh sod, upgraded irrigation, two healthy fruit trees (lime and grapefruit), landscape lighting, and the owned 150-gallon propane tank. A short stroll from your doorstep leads to the beautiful Bayfront and a marina with convenient boat storage. Vibrant downtown Sarasota — with its world-class dining, shopping, arts, and easy access to I-75 — is just minutes away. This move-in-ready sanctuary blends the highest-order luxury appointments with a private resort backyard — the ultimate peaceful Florida lifestyle home.
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
4925 SILK OAK DR, SARASOTA, FL 34232
$400,00010 Days on yellowkey MLS ID: A4690754
REDUCED by $15,000 (3.6%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1261 Built: 1977 Tax: $3,580 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,580
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Block construction with no deed restrictions. Ready for immediate occupancy, this split-plan home offers privacy and functionality, plus a large private backyard perfect for relaxing or entertaining..
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
2320 AQUABLUFF PL #V274, SARASOTA, FL 34231
$255,00058 Days on yellowkey MLS ID: TB8482598
REDUCED by $3,000 (1.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,443 (2025)Community: Strathmore Riverside IiiCondo
Taxes:$2,443
Remarks: Welcome to easy Florida living in this 2-bedroom, 2-bath 55+ villa in beautiful Sarasota just 15 minutes away from Siesta Key! Comfortable, bright, and thoughtfully designed and NEW Roof and HVAC (2024) for added peace of mind - Come enjoy the relaxed lifestyle Sarasota is known for. Step inside to discover tile flooring throughout the entire home — no carpet here, creating a low-maintenance living space that’s perfect for Florida living. The stylish kitchen features rich wood cabinetry, granite countertops, a beautiful backsplash, and stainless steel appliances, offering both charm and functionality for everyday cooking and entertaining. Just off the kitchen, the sunny dining area is filled with natural light thanks to two large sliding glass doors, making it a welcoming place to start your morning or gather with friends. The spacious great room provides plenty of room to relax or host guests, with an open feel that makes the home comfortable and inviting. Both bedrooms are nicely sized, including the primary suite with a walk-in closet and private bath, offering a peaceful retreat at the end of the day. A laundry room conveniently located just off the 2 car carport adds everyday ease and practicality. Life in Strathmore Riverside Villas is about more than just the home — it’s about the lifestyle. Residents enjoy a wide variety of amenities designed for both relaxation and connection. The clubhouse serves as the heart of the community, featuring a fitness room, library, billiards, ping-pong, and outdoor recreation areas. A large heated pool is perfect for lap swimming, exercising, or simply relaxing in the Florida sunshine. Even better, the monthly condo fees make living here simple and stress-free, covering exterior maintenance, grounds care, water, and cable. Owners only pay for electricity and internet, allowing you to spend more time enjoying the Sarasota lifestyle and less time worrying about upkeep. For those who love being near the water, the community offers day docks for launching kayaks and fishing, along with a marina where owners can rent boat slips on a first-come basis. The social calendar stays active year-round with dances, dinners, educational luncheons, game nights, and community gatherings. Residents can also participate in a variety of social clubs including golf, arts and crafts, cards, boating, dining groups, and more, making it easy to meet neighbors and stay involved. Living in Sarasota means enjoying one of Florida’s most beloved coastal destinations. Known for its beautiful Gulf Coast lifestyle, Sarasota offers an incredible mix of award-winning beaches, dining, and outdoor recreation. Just a short drive away is the famous Siesta Key Beach, celebrated for its powdery white quartz sand and stunning sunsets. Spend your days soaking up the sunshine or enjoying waterfront restaurants in Siesta Key Village. Sarasota is also known for its vibrant cultural scene, including theaters, museums, and waterfront parks, along with endless opportunities for boating, fishing, golf, and exploring the natural beauty of Florida’s Gulf Coast. Whether you’re enjoying a quiet morning coffee at home, joining neighbors for a social event, or heading out to the beach for the afternoon, life here offers the perfect balance of relaxation and activity. If you’ve been searching for a welcoming 55+ community, fantastic amenities, and the Sarasota lifestyle close to Siesta Key, this villa is ready to welcome you home.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
9397 MIDNIGHT PASS RD #405, SARASOTA, FL 34242
$475,000258 Days on yellowkey MLS ID: A4662312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975 Tax: $5,514 (2024)Community: Pointe On Midnight PassCondo
Taxes:$5,514
Remarks: Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. In fact, this is the CLOSEST CONDO to MIDNIGHT PASS and LOWEST PRICED 2-bedroom unit in the entire complex! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool, spa, dry sauna, kayak launch, clubhouse and more. Boat docks are also available for a small fee on a first come first serve basis. Rather go to the beach? No problem…Turtle Beach access is just about a half-mile away. And let’s not forget, just a few miles up the road are all the amazing restaurants and shops of Siesta Village. The first thing you’ll notice when you enter this turnkey-furnished, 2bed/2bath condo, is how the living area leads right out to an expansive 30-foot lanai overlooking Little Sarasota Bay and the Jim Neville Nature Preserve…a perfect spot for entertaining or just sitting back and enjoying the view and the wildlife. The primary bedroom also has access to the lanai and features an ensuite bathroom, finished closets, and of course, spectacular sunrise views. Engineered hardwood floors throughout give the home a cozy, beachy feel. Unlike other condos in the area, a washer/dryer is conveniently located within the unit. Recent updates include 5 new ceiling fans, new blinds, new range, newer dishwasher, and new furniture in the dining room and living room. AC was replaced in 2019. There is also additional storage space on the ground floor for all your beach and boating gear. Don’t miss out on your chance to own a piece of paradise! Schedule your showing today! Before you know it, you could be floating around the crystal blue waters of Midnight Pass and enjoying STUNNING SUNRISES & SUNSETS right from your own condo.
Listing is courtesy of: UKEEPCOMMISSION REAL ESTATE (941-465-9206)
Listing Agent: Adam Waxler (941-465-9206)
800 BENJAMIN FRANKLIN DR #202, SARASOTA, FL 34236
$849,000109 Days on yellowkey MLS ID: A4677945
REDUCED by $26,000 (3.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $7,403 (2024)Community: Lido AmbassadorCondo
Taxes:$7,403
Remarks: Welcome to your slice of beach paradise in the heart of Sarasota! Step outside to sink your toes into the powdery sands of world-famous Lido Beach or take a leisurely stroll into St. Armand’s Circle for dining and boutique shopping. This prime corner location offers a rare blend of privacy and sunshine, with just a single shared wall and the benefit of two windows that fill the primary suite with natural light. The split two-bedroom floorplan is perfect for hosting friends and family, providing your guests with a spacious bedroom and their own private bath. The primary suite is designed for both comfort and function, featuring a large walk-in closet with custom built-in storage, an ensuite bath complete with a washer and dryer, and ample space for a work desk or cozy reading nook. The open kitchen boasts granite countertops, a wine cooler, and plenty of storage—ideal for entertaining and extended visits. The open living/dining area flows seamlessly onto the screened-in patio, perfect for savoring sunsets during happy hour. For your peace of mind, the unit features newer hurricane impact windows and sliding doors (2021), a new water heater, and a recently replaced roof (via the association). The condo sits comfortably above the beach on the second level with easy access via stairs or elevator to the community pool, fitness room and clubhouse. An assigned covered parking spot and secure private storage area provide the comforts of home, right on the beach. Nestled among multi-million-dollar properties, the Lido Ambassador stands out with its stunning beach access as the closest beachfront condo to iconic St. Armand’s Circle. For a vacation-like experience any day of the week, simply step next door to the Lido Beach Resort Tiki Bar or the 8th-floor “Drift” restaurant, where phenomenal views across the beach and skyline await—both open to the public. You really cannot find a better beachfront value nested in the heart of Sarasota’s most popular attractions. This property is offered turnkey furnished and is ready for immediate occupancy, so you can embrace the beachfront lifestyle without delay. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
3905 SPYGLASS HILL RD, SARASOTA, FL 34238
$975,00020 Days on yellowkey MLS ID: A4688836
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3921 Built: 1985Monthly Fee: $137 Tax: $11,171 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$11,171
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for space, storage, and the perfect home for entertaining—all with a low HOA? Your search ends here. Located in the reputable gated community of The Country Club of Sarasota, where a fully staffed security gate operates twenty four hour access control. This expansive 5,171 sq. ft. custom residence is ready for its next owner to make it their own. Designed with a desirable split floor plan, the home features a spacious primary suite with a private ensuite, along with a junior suite with private ensuite for added flexibility. In total, you’ll find 4 bedrooms, 3 full baths, and 1 half bath, plus a dedicated office. Multiple living spaces—including a great room, family room, and both casual and formal dining areas—provide endless options for everyday living and entertaining. The large kitchen is a chef’s dream, equipped with high-end appliances including a Thermador 5-burner gas cooktop, Sub-Zero refrigerator, Bosch dishwasher, wine fridge, wall oven, and warming drawer. Step outside to your private oasis—an oversized screened-in lanai featuring a pool, spa, and outdoor kitchen. Enjoy peaceful golf course, water, and wildlife views from this beautifully maintained, mature lot. Additional highlights include an oversized climate controlled garage with a separate golf cart entrance and abundant storage throughout and central vacuum. Residents have the option to join Prestancia Sports & Social Club, offering access to golf clubhouse, dining, social events, and a wide range of amenities including pickleball, tennis, padel, aquatics, fitness, and wellness programs. Priced to sell—schedule your private showing today and experience the lifestyle this exceptional home has instore.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
5366 ROYAL PALM AVE #5366, SARASOTA, FL 34234
$250,00010 Days on yellowkey MLS ID: O6401221
REDUCED by $40,000 (13.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $630 Tax: $2,363 (2025)Community: Royal Palm VillasCondo
Taxes:$2,363
Remarks: This beautiful 2 bed, 2 bath corner villa is located just 10 minutes driving from the notorious Lido Key beach, and downtown Sarasota. The location is very valuable - walking distance from Ringling Museum, Asolo Theater, the airport, yet very secluded and private. This condo contains fresh, modern kitchen utilities, a new fireplace, an up-kept garden, and newly refurbished lanai/outdoor lounge. The monthly HOA fee includes lawn care, full exterior maintenance, cable TV, pool care, water, sewer, and trash.
Listing is courtesy of: CHEVON EATON (321-210-4633)
Listing Agent: Chevon Eaton (321-210-4633)
8540 DAYBREAK ST, SARASOTA, FL 34241
$255,00013 Days on yellowkey MLS ID: N6143961
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1238 Built: 2024Monthly Fee: $175 Tax: $5,088 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NorthTownhouse
Taxes:$5,088
Remarks: One or more photo(s) has been virtually staged. Now is your opportunity to own this practically brand-new townhome in the highly sought after growing community of Skye Ranch. This 2024 built townhouse has been meticulously maintained and gently lived in. You will feel like you are buying brand new without all the high one-time builder fees and closing costs. The first floor enjoys an open concept floor plan with a beautiful kitchen that features white shaker style cabinets, sparkling quartz countertops, and a sleek stainless steel appliances package. Neutral tile runs throughout the entire main floor. The dining room easily accommodates a large table for entertaining, and the living room is spacious and flooded with light thanks to the large slider that leads out to the lanai. The covered lanai provides privacy and an extra storage closet. The first floor also offers a half bathroom for convenience, as well as a proper storage pantry. On the second floor, you will find two generous sized bedrooms with en suite bathrooms that are separated by a large landing. The primary bedroom has a large walk-in closet and a bathroom with dual sink vanity and walk-in shower. A convenient laundry space can be found on the landing upstairs. There is a second light filled bedroom with two closets and an en suite bathroom with a tub/shower combo. The unit comes with two deeded parking spaces that are just outside the front door, and all exterior maintenance is included. NO FLOOD INSURANCE REQUIRED and LOW HOA FEES. The community pool and mailboxes are just a quick walk away. Skye Ranch enjoys a state-of-the-art school, beautiful parks, and tons of green space. Just minutes to all the shopping and conveniences that can be found on Clark Rd, this location also offers easy access to I-75 and is a short drive to the world-famous Siesta Key Beach. This townhome is perfect as a full-time residence, a part-time vacation home, or even a great investment. If you have been looking for that perfect spot in Sarasota to enjoy the beauty Florida has to offer, then set up a private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
6401 APPROACH RD #32, SARASOTA, FL 34238
$299,00019 Days on yellowkey MLS ID: A4689670
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1275 Built: 1991 Tax: $3,212 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,212
Elementary School: Ashton Elementary
Remarks: Welcome to 6401 Approach Road, a meticulously maintained villa nestled within the serene, tree-lined enclave of Westwoods at Sunrise. This spacious 1,275-square-foot residence features a thoughtful split-floor plan with two bedrooms and two bathrooms, designed to maximize both privacy and an airy, open-concept feel. Recent professional updates enhance the home’s appeal, including elegant quartz countertops, durable hard-surface flooring throughout, and a brand-new HVAC system installed in March 2026. The versatile, climate-controlled lanai offers the unique ability to function as an extended living area or a traditional outdoor porch. In addition, there is a charming screened breezeway at the front door that is perfect for morning coffee, a meal, or tending to your tropical plants. Storage is a standout feature, from the oversized laundry room and numerous interior closets to the one-car garage with a dedicated storage bump-out. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), no CDD fees, a year-round calendar of events, clubhouse, and four premier pickleball courts that residents and friends actively play. Perfectly positioned near I-75 and the world-class sands of Siesta Key, this villa represents the ideal Sarasota lifestyle for year-round residents and seasonal guests alike.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jill Thomas (941-544-1160)
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