Location: Sarasota
Do Not Show Listings
2644 WATERFRONT CIR, SARASOTA, FL 34240
$1,539,0005 Days on yellowkey MLS ID: A4691429
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3492 Built: 2026Monthly Fee: $372 Tax: $2,667 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,667
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under Construction. Private preserve home site with an inviting private pool and spa. 16-foot impact multi-slide stacking great room door for seamless indoor-outdoor living. Primary bath with alternate layout featuring a luxe upgraded shower and soaking tub. Dedicated first-floor office in lieu of flex room for a refined, functional workspace. The Caladesi's welcoming covered entry and inviting foyer open onto the expansive great room and views to the large covered lanai beyond. The well-designed gourmet kitchen overlooks a bright casual dining area and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, thoughtful workspace, and sizable walk-in pantry. The private primary bedroom suite is enhanced by dual walk-in closets and primary bath with dual-sink vanity, large soaking tub, luxe shower, and private water closet. Secondary bedrooms feature generous closets, one with a private bath, the other with shared hall bath. Additional highlights include a versatile office space, convenient powder room, centrally located laundry, and additional storage. Schedule a tour today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
7230 SHEPHERD ST, SARASOTA, FL 34243
$425,000165 Days on yellowkey MLS ID: A4671336
REDUCED by $4,500 (1.0%) on 04/24/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1415 Built: 1953 Tax: $5,243 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:$5,243
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: ***HUGE PRICE REDUCTION- MOTIVATED SELLER!!!*** West of the Trail – Endless Potential in a Prime Sarasota Location! Vacation Rentals Allowed! APPRAISED AT $450,000 - OWNER HAS APPRAISAL Welcome to this charming and newly renovated 3-bedroom, 3-bath home offering nearly 2,200 sq. ft. of living space in highly desirable Whitfield Estates, where opportunity meets location. Whether you’re seeking your first home, a seasonal retreat, or a high-performing short-term rental, this property is a rare find — with no HOA or CDD fees! Set on a large corner lot, fully fenced quarter-to-half-acre lot, the backyard is designed for entertaining, featuring a turfed gazebo area perfect for Florida sunsets, plus a cement pad prepped with water and electric—ready for your custom outdoor kitchen. Inside, the home features a bright open-concept layout with an expansive family room, dining area, and designer kitchen. The kitchen renovation is a true showpiece, boasting shaker cabinetry, quartz countertops, and premium gold-accent fixtures. The entire living space is finished in large-format tile, providing a seamless flow throughout. The owner’s suite offers private access to a tranquil garden patio, along with a renovated bath featuring a walk-in shower and a spacious walk-in closet. Both guest bedrooms feature new carpet and stylish updates. A newly added bar area off the hallway connects perfectly to the dining room for entertaining ease. Enjoy peace of mind with double-pane impact windows, a new stone fireplace, and an additional family/bonus room—perfect for a game room, office, or sunroom. Major updates include a roof (2017) and dual A/C systems, with one unit replaced in 2019. Just a 5-minute walk to Sara Bay Country Club, offering optional golf, social, and dining memberships. Conveniently located less than 10 minutes to SRQ Airport and Ringling Museum, and within 15–20 minutes to the Gulf beaches, St. Armands Circle, Downtown Sarasota, UTC Mall, and Lakewood Ranch. Whether you’re an investor or a homeowner, this move-in ready entertainer’s paradise delivers prime Sarasota living with Airbnb flexibility (with proper registration). Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kimberly Rainey (678-764-6767)
2421 PROSPECT ST, SARASOTA, FL 34239
$629,500105 Days on yellowkey MLS ID: A4677367
REDUCED by $16,400 (2.5%) on 04/30/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 972 Built: 1956 Tax: $4,592 (2025)Community: Arlington ParkSingle Family
Taxes:$4,592
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Strategically Repositioned for Exceptional Value...Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—and 2421 Beautifully Honors That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild…a Design-Conscious Builder Preserved the Home’s Original Vision While Elevating It for Today’s Style, Comfort & Quality…the Integrity, Proportions, and Character Remain Intact, Enhanced by Refined Finishes, Integrated Systems, Forward-Thinking Infrastructure, and City of Sarasota Code Improvements…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Natural Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, Engineered Structural Enhancements for an Open Floorplan, Insulated Interior Walls, Blown Attic Insulation, Tankless Water Heater, White Oak Style Plank Flooring, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & GE Profile Refrigerator…Glass Tile Backsplashes, a Substantial Kitchen Island with Tile Accent Lighting, and a Vented Range Hood Complete the Kitchen Experience…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, In-Wall Safe, Remote-Control Ceiling Fans, USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally…A Fully Screened Lanai and Carport, Both with Custom Tongue & Groove Ceilings, Extend the Home with Over 500 SF of Covered Outdoor Living Space, Featuring New Epoxy Flooring, a Carport Hanging Swing, Direct Lanai Access to the Paver Patio, Outdoor Fire Pit & Grill Area, and a Pea Gravel Path from the Carport to the Keyed Backyard Gate…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Two Blocks to Arlington Park & Aquatic Center with a 50-Meter Lap Pool, 25-Yard Instructional Pool, Indoor Pickleball, Outdoor Tennis, Basketball, Fitness Amenities, Playground, Dog Park, Picnic & Seating Areas, Public Art, Restrooms, Water Features, and a Half-Mile Walking Trail…Moments to Legacy Trail, Sarasota Memorial Hospital, Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and Dining & Cultural Offerings Favored by Locals…Just Fifteen Minutes to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!
Listing is courtesy of: FULLER GROUP (941-961-3100)
Listing Agent: Bo Fuller (941-961-3100)
4423 MEADOW CREEK CIR, SARASOTA, FL 34233
$540,000100 Days on yellowkey MLS ID: A4679713
REDUCED by $5,000 (0.9%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 1981Monthly Fee: $29 Tax: $1,940 (2024)Community: Evergreen ParkSingle Family
Taxes:$1,940
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Location, Location, Location, a rare lakefront + pool + quiet view. "luxury new without the new-build pricing." Modern designer finishes meet everyday practicality. This home is all done for you -Enjoy your life and go to the beach- Affordable luxury! In the heart of Sarasota near Southgate, only 5 miles from world-class beaches. One level living with "New-home feel", clean, cohesive luxury design. Smart renovation + great location: a spacious split-bedroom floor plan with 3BR/2BA delivers the perfect blend of charm and modern convenience. What you'll love —The VIEW outside, the QUIET outdoor ambiance with bird-watching —followed by the open-flow 2 living areas, new kitchen, wood-burning fireplace, and a private primary suite. The home's highlights -all major systems+peace-of-mind include (NEW Roof 2021) (NEW AC 2024) (NEW Septic 2025) (NEW Shutters 2018) (NEW Pool heat pump 2017)+ a long list of improvements including NEW KITCHEN cabinetry, NEW appliances, NEW doors, NEW flooring, NEW modern lighting, NEW fresh paint, NEW blinds. The home's Exterior enhancements include storm-ready shutters, curb appeal upgrades, refreshed exterior details, sealed driveway pavers, and refreshed landscaping. If you want a clean, modern home where the work has already been done. "Rare opportunity/standout Sarasota find" ...a move-in-ready Sarasota gem close to Sarasota's famous legacy trail, offering nearly 20 miles of paved pathways of scenic outdoor biking and recreation for an active lifestyle. The list keeps going with top-rated dining, shopping, health care facilities, and Gulf beaches, completing the Florida lifestyle. This home is PERFECT for ENTERTAINING guests, RELAXING poolside, and effortless Florida living. You will LOVE the extremely low HOA, short drive (minutes) to the BEST beaches, BEST restaurants, and everyday conveniences. Schedule your private home tour today!
Listing is courtesy of: HELP-U-SELL GULF COAST (941-312-1377)
Listing Agent: Lissa Laakso (941-312-1377)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000119 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Remarks: MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
6152 LUNGO LAGO DR, SARASOTA, FL 34241
$1,245,00062 Days on yellowkey MLS ID: A4684598
1 Days Off yellowkey (back on 4/10/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3931 Built: 2023Monthly Fee: $197 Tax: $8,579 (2025)Community: Rivo LakesSpa: YesSingle Family
Taxes:$8,579
Elementary School: None
Middle School: None
Remarks: Experience elevated lakefront living in the gated community of Rivo Lakes. Built by MI Homes, this Reflection model offers five bedrooms, three and a half bathrooms, and a three car garage across a thoughtful two level layout designed for flexibility and comfort. From the moment you enter, natural light and soaring ceilings set the tone. Tray ceilings in the great room, dining area, and primary suite add architectural depth, while upgraded stone composite LVP flooring provides durability with a refined look. Custom interior paint and whole house plantation shutters give the home a finished, intentional feel throughout. The kitchen is both a statement and a workhorse. Anchored by a massive quartz island, it features GE Café appliances, natural gas cooking, a farmhouse sink, soft close cabinetry, a vent hood, and a walk in pantry. It flows seamlessly into the great room, where hard wired multi zone audio serve everyday living and entertaining. The main level primary suite is a private retreat with a spa style bath that includes a soaking tub, walk in shower, dual vanities, and a generous walk in closet. A separate bedroom wing on the first floor offers two additional bedrooms with large walk in closets and a full bath, creating ideal space for guests or multi generational living. Upstairs, a spacious bonus room, two more bedrooms, and a full bath provide flexible space for a media room, office, gym, or playroom. Outdoor living is where this home truly sets itself apart. The south facing screened lanai captures lake views and beautiful sunsets. Lush tropical landscaping creates privacy and a true retreat feel. The heated PebbleTec saltwater pool and spa are app controlled for effortless enjoyment. Hard wired outdoor speakers and a dedicated Wi Fi access point ensure seamless indoor outdoor living. Major upgrades include impact windows and doors, security cameras, a water softener and filtration system, gutters, a fully built out custom laundry room, a brand new two stage variable speed HVAC system for energy efficiency, and an epoxy finished three car garage floor. Rivo Lakes is known for its low HOA fees, no CDD fees, and peaceful gated setting near Twin Lakes Park. Siesta Key Beach is approximately fifteen minutes away, with convenient access to downtown Sarasota, UTC shopping and dining, golf courses, and top rated schools. This is lakefront living with intention, privacy, and sunset views built into everyday life.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,90068 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Single Family
Taxes:$3,866
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
7345 PINE NEEDLE RD, SARASOTA, FL 34242
$2,350,0006 Days on yellowkey MLS ID: A4690626
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2977 Built: 1956Monthly Fee: $450 Tax: $10,699 (2025)Community: Sanderling ClubSingle Family
Taxes:$10,699
Elementary School: Phillippi Shores Elementary
Remarks: Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.
Listing Agent: Amy Nadell (941-539-5424)
2737 JAY PL #4, SARASOTA, FL 34235
$305,00041 Days on yellowkey MLS ID: TB8489830
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 1962 Tax: $6,300 (2025)Community: Kensington Park Unit 4Single Family
Taxes:$6,300
Elementary School: Gocio Elementary
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval Charming Sarasota home nestled in a quiet, established neighborhood! This inviting property offers a bright and open layout with plenty of natural light throughout. Enjoy a spacious living area perfect for entertaining, a well-appointed kitchen with ample cabinet space, and comfortable bedrooms designed for relaxation. Step outside to a private backyard ideal for outdoor gatherings or peaceful mornings. Conveniently located near shopping, dining, parks, and just a short drive to beautiful Gulf Coast beaches. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home is full of potential. Don’t miss your chance to make it yours!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
5058 SILK OAK DR, SARASOTA, FL 34232
$335,00010 Days on yellowkey MLS ID: A4691394
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1132 Built: 1979 Tax: $3,774 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,774
High School: None
Remarks: One or more photo(s) has been virtually staged. Charming and move-in ready 3 bedroom, 1.5 bath block home offering 1,132 sq ft of stylish, low-maintenance living. This well-maintained property features a durable metal roof and a beautifully updated kitchen complete with granite countertops and stainless steel appliances. Ceramic tile flooring runs through the main living areas, while the bedrooms offer comfortable luxury vinyl plank flooring. Step outside to a screened patio overlooking a HUGE fenced private backyard on nearly 1/4 acre—ideal for entertaining, relaxing, or giving pets plenty of space to roam. A 1-car garage adds convenience and extra storage. Located in Brentwood Estates in Sarasota, this home offers a quiet neighborhood setting with easy access to shopping, dining, schools, and everyday essentials. You’re also just a short drive from the beautiful Gulf beaches, including Siesta Key Beach, making it easy to enjoy the best of Florida living.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
4266 67TH AVENUE CIR E, SARASOTA, FL 34243
$474,9009 Days on yellowkey MLS ID: A4691421
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2590 Built: 2004Monthly Fee: $72 Tax: $7,264 (2025)Community: Woodridge OaksSingle Family
Taxes:$7,264
Remarks: One or more photo(s) has been virtually staged. This impressive executive-style residence offers 2,590 square feet of refined living space with 3 bedrooms and 2.5 bathrooms. Designed for both comfort and elegance, the home features formal living and dining rooms, a spacious family room, and a seamless open floor plan anchored by a striking staircase. Upstairs, you’ll find all bedrooms along with a versatile bonus area, providing both privacy and flexibility. The kitchen is well-appointed with a center island and stainless steel appliances, ideal for entertaining or everyday living. A 3-car garage adds convenience, while the home’s prime location off Lockwood Ridge between SR70 and University Parkway places you in one of the area’s most sought-after neighborhoods.
5779 AARON CT, SARASOTA, FL 34232
$499,90040 Days on yellowkey MLS ID: A4687398
REDUCED by $15,000 (2.9%) on 04/27/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2010Monthly Fee: $108 Tax: $694 (2025)Community: Oak VistasSingle Family
Taxes:$694
Remarks: This stunning 4 bedroom 2.5 bathroom home (built in 2010) is located in the quaint, quiet community known as Oak Vistas and includes tree lined streets with paver driveways and tile roofs. There is nothing "cookie cutter" about this neighborhood and it is truly a hidden gem! Upon entering this home your grand two-story foyer will lead to your spacious family room. The first floor is an entertainers dream and provides ample space for the family to gather together. The first floor is an open concept with large family room, gourmet kitchen, eating space, formal dining space and an additional space that can be used as a home office, gym, play room, or whatever suits your needs! Upstairs you will find the primary bedroom and 3 additional guest bedrooms. One of the guest bedrooms is tucked in the corner providing additional privacy. This home provides peace of mind with a BRAND NEW A/C UNIT! The owners also had the roof professionally inspected and it has ample life left! Although you will feel tucked away in your own piece of paradise, this home provides extremely easy access to I-75 and to major roads such as Bee Ridge and Fruitville that will take you to the pristine beaches and gorgeous waterways this area has to offer! To top it off this home has a very LOW HOA and NO CDD FEE! This is a home you surely don't want to miss!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Kayla Cerquozzi (941-914-2451)
7738 CALLE FACIL, SARASOTA, FL 34238
$850,000194 Days on yellowkey MLS ID: A4669285
REDUCED by $15,000 (1.7%) on 04/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3485 Built: 1989Monthly Fee: $833 Tax: $8,808 (2025)Community: Prestancia - La VistaSpa: NoSingle Family
Taxes:$8,808
Elementary School: Gulf Gate Elementary
Remarks: Experience effortless Florida living in this beautifully La Vista villa style 2-story home, ideally located in one of Prestancia’ s most desirable maintenance-free communities—just a short walk to the TPC Clubhouse. Thoughtfully refreshed with new interior and exterior paint, along with brand-new carpeting, the home blends comfort, style, and convenience while offering a fresh, modern canvas for today’s buyer to make it their own and unlock its full potential. Light-filled interiors feature soaring vaulted ceilings and expansive windows, creating an open, airy feel that lives both comfortably and elegantly. The spacious living area flows seamlessly outdoors through pocketing sliding glass doors, opening to a covered, screened lanai—perfect for entertaining or simply enjoying indoor-outdoor living year-round. The kitchen is designed for both function and gathering, with a large center island, ample counter space, wall oven and microwave with warming drawer, dual sinks, and a bright breakfast nook. A formal dining room provides the perfect setting for hosting. The primary suite is a private retreat with direct lanai access, plantation shutters, a generous closet, and a well laid out bath with dual vanities, soaking tub, and separate shower. A guest suite with en-suite bath, powder room, and laundry room complete the main level. Upstairs, two additional bedrooms and a full bath offer flexible space for guests, family, or a home office. Enjoy peace of mind with hurricane-impact glass throughout. Outdoors, the lanai serves as your personal oasis, featuring covered and open seating areas, a solar-heated pool, and tranquil views of the preserve, water, and the 18th fairway of TPC Prestancia. Prestancia residents benefit from 24-hour guard-gated security, beautifully maintained grounds, and optional membership to TPC Prestancia Golf Club, offering two championship courses and an active social lifestyle. Conveniently located near Siesta Key’s renowned beaches, The Legacy Trail, and Sarasota’s top dining, shopping, and cultural attractions. A perfect blend of lifestyle, location, and low-maintenance living—this is the Florida home you’ve been waiting for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
3931 BAY SHORE RD, SARASOTA, FL 34234
$3,000,000369 Days on yellowkey MLS ID: A4649616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1950 Tax: $21,088 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$21,088
Remarks: One or more photo(s) has been virtually staged. Welcome to “Beyond the Gates,” a refined bayfront residence ideally located in the historic Indian Beach–Sapphire Shores neighborhood. Positioned just moments from The Ringling and approximately 1.5 miles to Sarasota-Bradenton International Airport, this property offers exceptional convenience paired with a private coastal setting. IMG Academy is within approximately 8 miles, and Lido Beach is just 6 miles away. Reimagined in 2010 and updated in 2025, this single-story residence features 4 bedrooms and 3 bathrooms with a modern coastal design that emphasizes clean architectural lines and abundant natural light. Interior living spaces are thoughtfully arranged to maximize comfort and functionality, with expansive windows framing panoramic views of Sarasota Bay. The open layout provides seamless flow between living, dining, and outdoor areas, creating an ideal setting for both everyday living and entertaining. Outdoor amenities include a private pool overlooking the bay, offering a tranquil environment with unobstructed water views. The property also presents potential for the addition of an accessory dwelling unit (ADU), providing flexibility for extended living, guest accommodations, or future value enhancement. Short-term rental potential may be available, subject to City of Sarasota regulations and zoning requirements. This property presents a rare opportunity to own a well-located waterfront home with close proximity to Sarasota’s cultural landmarks, transportation, IMG Academy, and Gulf beaches.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
4909 O BAR RD, SARASOTA, FL 34241
$1,239,000101 Days on yellowkey MLS ID: A4679206
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3382 Built: 1977Monthly Fee: $58 Tax: $11,164 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$11,164
Elementary School: Lakeview Elementary
Remarks: Welcome to Twisted Branch Ranch — Where Refined Living Meets Old Florida Charm Discover a rare opportunity to own a private ranch-style retreat in the heart of Myakka Valley Ranches. Set on 6.67 sprawling acres, this exceptional property offers the perfect blend of luxury, functionality, and serene rural living—ideal for equestrians, multi-generational families, or those seeking a peaceful escape with modern comforts. The 3,382 SF main residence features 4 bedrooms and 4 bathrooms, complemented by a 648 SF screened lanai overlooking the beautifully landscaped grounds. Inside, enjoy a remodeled gourmet kitchen showcasing Fulgor Milano appliances, including a combination microwave/convection oven, lower oven, and warming drawer. The living room boasts wood flooring and a wood-burning fireplace, adding warmth and character to this inviting ranch home. A caged, heated pool and spa (2021) create a resort-style outdoor experience, enhanced by extensive rear-yard hardscape, a firepit, koi pond, wooden tree swing, and outdoor smoker with sink—perfect for entertaining. Designed for versatility, the property includes a detached building with foam-insulated walls & ceiling that offers a 750 SF garage (garage cabinets, gladiator track shelfs & accessories in the garage & pole barn do not convey), plus an additional 750 SF game room or generational living space 1 Bedroom - 1 Bathroom, ideal for a guest suite, home office, or studio. Recent upgrades include a new metal roof and chimney flashing (2021), three AC systems, two of which are Carrier Infinity, along with new ductwork, ensure year-round comfort, full repipe with hot water recirculating system (2021), two separate irrigation systems, and a whole-house water filtration system with aerator and charcoal filtration. For the ranch enthusiast, this fully fenced and cross-fenced property features a 6-stall barn with electric and lighting, a pole barn, spring-fed pond, and ample space for livestock—animals are welcome. Enjoy abundant mature trees and your own citrus, lemon, avocado, grapefruit, and banana trees. The community offers privately maintained paved roads, designed to accommodate horses, with easements and miles of riding trails winding throughout the neighborhood. A paved driveway leads you home to this concrete block residence with brick exterior, ensuring both durability and timeless appeal. Select furnishings—including pool furniture, dining room set, game room couch, and guest house bedroom furniture—may remain, making this move-in-ready ranch even more enticing. Twisted Branch Ranch is more than a home—it’s a lifestyle. Experience secluded country living with unmatched access to nature, trails, and one of Florida’s most treasured state parks. Schedule your private showing today and embrace the ranch life you’ve been dreaming of.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
3418 72ND DR E, SARASOTA, FL 34243
$514,90094 Days on yellowkey MLS ID: TB8470372
REDUCED by $10,000 (1.9%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2009Monthly Fee: $61 Tax: $6,434 (2024)Community: Cottages At Blu VistaSingle Family
Taxes:$6,434
Remarks: NEW PRICE and READY for a new owner!! Have you been dreaming of your new sunny Sarasota POOL home!? Look no further and welcome to 3418 72nd Dr E! This spacious three bedroom, two-bathroom, BONUS room, that's just shy of 2000 sq ft under a BRAND-NEW ROOF, feels like home the moment you walk in! Step inside and discover an open concept design, natural light, and high ceilings. The kitchen is large and features top of the line appliances, large pantry, plenty of cabinet storage, ample counter space, as well as eat-in space if needed. There is a separated living area and dining area that's perfect for those family and friend gatherings. The primary suite is large, has pool access, and generous walk-in closet space. The en-suite bathroom has been recently updated to include dual showers, dual vanity, linen closet and storage. The remaining two bedrooms are on the opposite side, are spacious and offer generous closet space. There is a nice bonus area that is perfect for the home office, a reading area, gaming area, or whatever else you can dream of! Once outside, you will discover a true Florida benefit, and that's the sparkling, heated, salt-water pool that you can enjoy almost all year long. The wi-fi enabled pool equipment is new along with color changing lights to enhance the beauty!! The house faces north allowing for full east to west sun throughout the year! The fenced backyard continues beyond the pool and is perfect for entertaining, family gatherings, and pets! Other notable features include a 2-car attached garage, driveway parking, brand new roof, fresh interior paint, updated bathrooms and so much more. With easy access to major highways, shopping, dining and recreation, this ideal location feels tucked away. The community has only one entrance/exit adding to its peace and tranquility! It doesn't get better than this!! If you have been looking for your slice of paradise, then look no further. This house is ready for its new owner and priced to sell. Do not delay!! Call for your private viewing and come make this beautiful, sunny Sarasota home, yours today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Joseph King (702-355-1732)
3607 WEXFORD LN, SARASOTA, FL 34233
$369,90051 Days on yellowkey MLS ID: A4686271
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1429 Built: 1973 Tax: $1,716 (2025)Community: Beneva ParkSpa: NoSingle Family
Taxes:$1,716
Remarks: Under contract-accepting backup offers. Don't hesitate, make an investment on a great home. Bring your tools and imagination and turn this house into your dream home. Setting on a large fenced lot on a cul de sac lot in a quiet area. Great location. Just minutes to shopping, schools, Siesta Key beaches, restaurants, beautiful county park that is both dog and family friendly. Spread out in this three bedroom two bath split floor plan with family room and two bedrooms opening to large swimming pool and expansive deck. In addition enjoy both a separate dining and living room for entertaining or flex space.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: F. Bart Youngblood (941-726-2541)
5251 ASHTON RD, SARASOTA, FL 34233
$699,00052 Days on yellowkey MLS ID: A4685402
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1973 Tax: $5,350 (2025)Community: Sarasota Venice Co 11 37 18Spa: YesSingle Family
Taxes:$5,350
Remarks: One or more photo(s) has been virtually staged. Rare opportunity! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .65-acre lot with no HOA, offering both privacy and flexibility. The home features wood-look tile throughout and a bright, clean interior. Enjoy seamless indoor-outdoor living with three pocket sliders that open to the pool area—perfect for entertaining or unwinding. The property also includes an additional RV-size garage with endless possibilities for storage, a workshop, or hobby space, plus an extra shed for added convenience. With plenty of room to spread out and enjoy, this property offers the ideal blend of comfort, space, and versatility. Don’t miss the chance to make this unique home your own and enjoy the Florida lifestyle it was designed for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Erica Thomas, Llc (941-799-9365)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000241 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
606 OWL WAY, SARASOTA, FL 34236
$2,200,00075 Days on yellowkey MLS ID: A4682117
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 1973Monthly Fee: $110 Tax: $22,484 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$22,484
Elementary School: Southside Elementary
Remarks: Beyond the gates of the exclusive Bird Key, this exceptional residence presents a rare opportunity within one of Sarasota’s most coveted island enclaves, where privacy, prestige, and timeless elegance define the lifestyle. Poised on nearly one-third of an acre, the move-in-ready home showcases three bedrooms, three baths, and a private office, all thoughtfully composed to evoke an atmosphere of refined island sophistication and effortless luxury. Ideally positioned between the cosmopolitan allure of St. Armands Circle and the cultural vibrancy of downtown Sarasota, the home enjoys effortless access to Lido Beach, Sarasota Memorial Hospital, SRQ Airport, and the newly revitalized Marie Selby Botanical Gardens—placing world-class amenities moments from your doorstep. Designed for elegant entertaining and relaxed luxury, the open-concept interior is bathed in natural light and seamlessly transitions to the outdoor living spaces through expansive sliders. The gourmet kitchen is both striking and functional, showcasing a grand center island, induction cooktop, stainless steel appliances, custom wood cabinetry, and secondary sink—perfectly suited for hosting on any scale. The primary suite is a private sanctuary featuring French doors to the pool terrace, a spa-inspired bath with soaking tub and separate shower, and a boutique-style dressing experience with a walk-in closet plus three additional double closets. Guest accommodations are equally impressive, including a spacious bedroom with a concealed Murphy bed and pool access, and a dramatic third suite with cathedral ceiling, private bath, and French doors opening to its own patio retreat. Thoughtful enhancements include impact-rated windows and doors, a tile roof (2013), crown molding, plantation shutters, fresh interior and exterior paint, a new No-see-um screening, and integrated smart-home technology. The thoughtfully designed split-bedroom floor plan provides exceptional privacy, while a refined office and den—appointed with pocket doors and bespoke built-ins—create an ideal setting for both focused work and quiet relaxation. Outdoors, the grounds unfold as a tranquil sanctuary framed by mature landscaping and a magnificent banyan tree that becomes a sculptural centerpiece when illuminated at night. The fenced yard provides both serenity and seclusion, completing this private island haven. Optional membership to the Bird Key Yacht Club offers an elevated social and recreational lifestyle with marina access, tennis, fitness, dining, and a vibrant calendar of events, with an exciting new clubhouse and waterfront dining debuting in late 2026. This is more than a residence—it is an address of distinction, where timeless elegance meets effortless Sarasota living. ***Also, Available for a yearly lease, unfurnished - MLS #A4682280- Call for Details***
Listing Agent: Wendy Lynn (941-718-1366)
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