Location: Sarasota
Do Not Show Listings
1817 6 TH ST, SARASOTA, FL 34236
$999,99932 Days on yellowkey MLS ID: A4694609
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $95,001 (8.7%) on 06/12/2026
Bed: 8 Bath: 3.0 Liv Area Sq Ft: 2211 Built: 1932 Tax: $12,519 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,519
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota — a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood — it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay — Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
3927 DESOTO RD, SARASOTA, FL 34235
$725,00078 Days on yellowkey MLS ID: A4689010
REDUCED by $24,000 (3.2%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1983Monthly Fee: $13 Tax: $3,686 (2025)Community: Desoto PinesSingle Family
Taxes:$3,686
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE REDUCED!!!!Set on an expansive 1.06-acre lot, 3927 DeSoto Road in Sarasota offers a rare combination of space, privacy, and versatility. The oversized parcel provides endless possibilities—whether you envision lush landscaping, additional structures, or simply enjoying the open room to spread out. At the heart of the outdoor space is a huge pool, perfect for entertaining, relaxing, or creating a true backyard retreat. With this much land surrounding it, the pool area feels private and resort-like, offering plenty of room for outdoor seating, dining, and recreation. Inside, the home features a spacious interior layout with generous living areas designed for comfort and functionality. Large rooms, open flow, and abundant natural light create an inviting atmosphere that’s ideal for both everyday living and hosting guests. This property stands out for its rare lot size, impressive outdoor amenities, and roomy interior, making it a unique opportunity in Sarasota for anyone looking for space without sacrificing convenience. Home is located very close to UTC, Benderson Park and all local beaches and downtown Sarasota.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Gabe Gadah (941-376-4229)
3988 LOSILLIAS DR, SARASOTA, FL 34238
$1,575,00028 Days on yellowkey MLS ID: OM725373
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4840 Built: 1988Monthly Fee: $323 Tax: $13,005 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$13,005
Remarks: Nestled behind the gates of one of Sarasota’s most established neighborhoods, this Prestancia home offers quiet luxury and golf course views, where expansive indoor and outdoor living spaces epitomize Florida-living. The thoughtfully designed layout boasts a private master wing on one side, and casual living areas and additional bedrooms on the opposite. Joining the two wings are a formal dining and living room, distinguished by high ceilings, transom windows, and sliding doors which lead to an inviting outdoor retreat. The grand, master suite includes a dressing area, large walk-in closets, and a convenient, wall-enclosed dog yard for pets to safely enjoy. The adjoining master bath hosts separate custom vanities, a Roman walk-in shower, and a water-closet equipped with a hands-free electronic toilet/bidet. Just beyond the spa tub, double French doors open onto a secluded outdoor gathering space complete with a fireplace, perfect for unwinding on cozy evenings. The spacious kitchen is well suited for preparing both gourmet meals and quick refreshments served through the pass-through sliding windows that open to the outdoor eating area. Adjacent the kitchen is a large family room with soaring ceilings, a stone fireplace, and full wet bar. The outdoor oasis is bordered by the home on three sides and the 3rd hole of TPC Prestancia on the fourth, and includes a sparkling pool and spa, integrated grill, shaded area for dining and plenty of space to enjoy Florida sunshine. Residents of this Audubon Cooperative Sanctuary community enjoy watching families of sandhill cranes while bald eagles soar overhead. Just minutes from Siesta Key Beach and downtown Sarasota, the home’s new roof, pull down storm shutters, and a whole home generator provide worry-free living. Optional membership is available at TPC Prestancia Golf Club featuring two 18-hole courses, dining, and social activities.
Listing is courtesy of: BLUE MAGNOLIA REAL ESTATE LLC (352-441-0743)
Listing Agent: Heidi Jasper (352-441-0743)
7524 WESTMORELAND DR, SARASOTA, FL 34243
$5,500,00013 Days on yellowkey MLS ID: A4695898
Bed: 6 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 6215 Built: 2001 Tax: $15,233 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$15,233
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
411 BURNS COURT, SARASOTA, FL 34236
$1,075,00032 Days on yellowkey MLS ID: A4694679
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1926 Tax: $4,644 (2025)Community: Burns Court Sub OfSingle Family
Taxes:$4,644
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
8340 WINGATE DR #1023, SARASOTA, FL 34238
$335,00034 Days on yellowkey MLS ID: A4694124
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1999 Tax: $4,083 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$4,083
Remarks: Light-filled, spacious, and perfectly positioned to enjoy tranquil lake views, this beautifully refreshed 3-bedroom, 2-bath condo offers 1,604 square feet of effortless Florida living. Vaulted ceilings create an airy sense of space, while the lanai and two lakeview bedrooms invite you to relax and unwind in a peaceful setting. What truly sets this property apart is the exceptional lifestyle offered by the community—where impressively low HOA fees unlock an amenity package rarely found at this price point. Enjoy a resort-style pool, full fitness center, clubhouse, movie room, tennis, pickleball, shuffleboard, library, and a vibrant social atmosphere with regular resident events. This is low-maintenance living without compromise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
7861 PINE TRACE DR #7861, SARASOTA, FL 34243
$330,000592 Days on yellowkey MLS ID: A4625460
REDUCED by $15,500 (4.5%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1731 Built: 1988 Tax: $2,936 (2023)Community: Pine TraceCondo
Taxes:$2,936
Tax Year: 2023
Remarks: Virtually Staged. Find your FOREVER home in Pine Trace in Palm Aire. This community is charming and close to Palm Aire Country club which offers a variety of membership. Golf,tennis,pickleball,swimming, dinning and social are all part of this excellent facility. UTC Mall, Sarasota Airpot, St. Armands,downtown Sarasota (with cultural events and venues) unparalleled beaches, and tourist attractions are all close by. This home is updated with new flooring and paint and a fenced in yard with lush tropical foliage. The kitchen is large with stainless steal appliances and lots of storage. Two outdoor seating areas are just right for entertaining.IT IS A PERFECT HOME IN A PERFECT LOCATION TO LIVE THE FLORIDA LIFESTYLE. EASY TO SHOW
Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE (941-921-1000)
Listing Agent: Suzanne Van Gundy (941-545-3470)
1356 POINT CRISP RD, SARASOTA, FL 34242
$4,495,00048 Days on yellowkey MLS ID: A4692551
2 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 7443 Built: 2005 Tax: $61,095 (2025)Community: Point Crisp AddSpa: YesSingle Family
Taxes:$61,095
Remarks: Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
3711 HIDDEN RIVER RD, SARASOTA, FL 34240
$750,00067 Days on yellowkey MLS ID: A4690484
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2164 Built: 1973 Tax: $5,521 (2025)Community: Hidden RiverSingle Family
Taxes:$5,521
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own nearly 10 acres in one of Sarasota’s most unique aviation communities, offering the ultimate blend of privacy, space, and lifestyle. With direct access to a private airstrip, this property is ideal for aviation enthusiasts seeking the convenience of keeping their aircraft just steps from home. Set on expansive, picturesque land, the property features a private hangar, allowing for seamless fly-in, fly-out access, along with a tennis court and a variety of existing structures including a barn, stable, greenhouse, and additional outbuildings—creating endless possibilities for recreation, storage, or hobby use. The existing 3-bedroom, 2-bathroom block home offers over 2,100 square feet of living space and presents a prime opportunity for a buyer to update, renovate, or reimagine the space to their vision. Being sold as-is, the home provides a strong foundation with solid construction, making it an ideal option for investors or those looking to create a custom estate without starting from scratch. Surrounded by mature trees, natural landscape, and peaceful water views, the setting feels like a private retreat while still being conveniently located to town. Whether you’re looking to restore and personalize the existing home, build your dream estate, or create a private aviation retreat, this property offers a rare combination of land, flexibility, and lifestyle in a highly sought-after location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
2079 SUN HOME ST #A-30, SARASOTA, FL 34231
$139,90012 Days on yellowkey MLS ID: A4696537
1 Days Off yellowkey (back on 6/16/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 607 Built: 2008Monthly Fee: $215 Tax: $1,339 (2025)Community: Mobile EstatesSpa: NoManufactured Home
Taxes:$1,339
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. One or more photo(s) has been virtually staged. Tucked within the enclave of the 55+ Mobile Estates—this resident-owned cooperative residence invites you to claim your own slice of Florida paradise. This newer-construction, one-bedroom, one-bath retreat offers an open floor plan, dining area, and kitchen beneath brand-new laminate flooring throughout. Additional features include a brand-new refrigerator, a newer stove, and in-unit washer and dryer. The generously sized primary bedroom has been freshly painted. A large attached sunroom soaring with high ceilings—sunny, open, and wrapped in ultraviolet-blocking windows that temper the Florida glow. Recent enhancements abound: a brand-new porch and stairs, a generously proportioned carport, a high-capacity 2022 air-conditioning unit, a 2024 roof engineered to hush even the heartiest rainstorm, and a water softener system for everyday indulgence. Backing directly onto charming Gulf Gate Village, you are just steps from local restaurants, eclectic boutiques, and lively pubs. World famous Siesta Key Beach, known for its powdery white sand shores, is only 10 minutes away.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
1300 BENJAMIN FRANKLIN DR #301, SARASOTA, FL 34236
$2,400,00019 Days on yellowkey MLS ID: A4695838
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2019 Built: 2005 Tax: $18,628 (2026)Community: The Beach ResidencesSpa: YesCondo
Taxes:$18,628
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Live where others wish to vacation... Steps from the quartz sandy shores of Lido Key sits The Beach Residences Sarasota. This luxury Gulf-front and sun-kissed haven is where opulence is complimented by exclusivity. Managed by the famed Ritz-Carlton, this contemporary high-rise is where legendary service meets an incomparable array of upscale amenities and resort-style leisure. Nestled on the coveted Sarasota Bay barrier island of Lido Key, this expansive residence features a thoughtful 2-bedroom 2.5-bath layout that blends an open-concept plan with a split-bedroom design for optimal privacy. A welcoming foyer frames the turquoise Gulf waters and lush emerald green tropical landscaping as you step inside. Perched on the 3rd floor, soaring 10-foot ceilings and floor-to-ceiling walls of glass flood the residence with natural light. The great room and dining area flow seamlessly to a private terrace that spans the full width of the residence. With views from a generous 400+ square-foot outdoor space, you can enjoy alfresco dining and cool Gulf breezes. This residence is ideal for entertaining, with a layout tailored for gatherings or intimate evenings with friends and family. The chef’s kitchen overlooks an inviting living area and features granite countertops, a substantial breakfast bar, solid-wood cabinetry, gas cooktop, built-in appliances, and a Sub-Zero refrigerator. Both bedrooms open directly to an expansive terrace for stunning westerly views and award-winning daily sunsets. The gracious primary suite serves as a serene retreat, featuring a spa-inspired bath and jetted tub, large walk-in shower, dual vanities, and a spacious walk-in closet. Additional conveniences include a laundry room with sink, deeded garage parking space, separate air-conditioned storage room, and 2 guest suites available for visitors. The Beach Residences are renowned for exceptional service and offer premier private-event spaces, including a social room with bar, boardroom, billiards or ping-pong room. Enjoy self-care in the private fitness center or indulge in fresh popcorn in the theatre or cappuccino at the coffee bar. Treat yourself with the massage room, yoga room, sauna, and beautiful outdoor pool and spa. Play with your furry friends in a private dog-run in this pet-friendly building with no weight limit! Grill a fresh catch near the fire pit where massive grilling stations complement the resort-style ambiance. Residents enjoy: a 24-hour manned entry gate house, full-time concierge, 24-hour front desk security, onsite Ritz-Carlton Manager, a shuttle bus to St. Armands Circle or to the Ritz-Carlton Hotel in the city. Also, minutes away lie Sarasota’s pillow-soft beaches, while St. Armands Circle has upscale dining, shopping, and entertainment. The downtown arts and cultural scene is within easy reach, providing countless recreational options. As the sole single-level residence of its configuration currently available in The Beach Residences, this true 2-bedroom unit with 2 full baths plus a powder room represents a rare and exceptional opportunity. Schedule a private tour to see how this grand lifestyle can become your reality. Membership is available to the Ritz-Carlton Members Club immediately upon closing.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
7150 N TAMIAMI TRL #S503, SARASOTA, FL 34243
$95,0008 Days on yellowkey MLS ID: A4696866
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 348 Built: 1959Monthly Fee: $760 Tax: $1,191 (2025)Community: Sarasota Cay Club CondoCondo
Taxes:$1,191
Remarks: Great location for an investment or vacation in Sunny Florida. Onsite tiki bar and heated pool. Less than 2 miles from Sarasota Bradenton National Airport. Short drive across the beautiful Ringling Bridge to St Armands Circle and Lido Beach.
Listing is courtesy of: CONCORDIA REALTY LLC (941-404-5392)
Listing Agent: Bruce Thompson (850-573-2063)
1150 52ND ST, SARASOTA, FL 34234
$355,00062 Days on yellowkey MLS ID: O6400956
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1959 Tax: $3,097 (2025)Community: Armstrong Acres Surv Lt 1 RSingle Family
Taxes:$3,097
Elementary School: Emma E. Booker Elementary
Remarks: Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
3037 WILLOW GREEN DR #12, SARASOTA, FL 34235
$285,00043 Days on yellowkey MLS ID: A4693217
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1221 Built: 1980 Tax: $3,256 (2025)Community: Willow GreenCondo
Taxes:$3,256
Elementary School: Gocio Elementary
Remarks: Welcome to Paradise! Welcome to The Meadows. You've Got to See This Beautiful 2nd Floor Two Bed-2 Bath Condo with Fantastic Green Belt-Pond Views and a Great Natural Setting That's Both Light and Bright! Home Features Include: Great Southern Exposure, Soaring Ceilings, a Cozy Fireplace, Three Balconies, Waterproof Luxury Vinyl Plank Flooring with Extra Cork Underlayment Throughout this One-Of-A Kind Home. Five Inch Baseboards-Tongue & Groove Ceilings- Kitchen has White Shaker Cabinets, Luna Pearl Granite Countertops, and Stainless Steel Appliances. Stone-Tile-Roman Showers. You'll Love this Neighborhood Too... Steps to Your New Community Pool! Walking Distance to The Meadows Shopping Center---Gather for Coffee and Deserts--or a Few Cold Beverages---even a Great New Restaurant. Tree-lined Streets---Great Walking Trails- Play Golf---Pickleball--Tennis---Have a Great Workout at the Fitness Center----and there's More.....Walk to Benderson Park for More Trails Even Learn About Skulling and Try it For Yourself! But Wait-There's More.....25 minutes to Siesta Key and Lido Key Beach. Gotta See This One!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: George Lange (813-658-2121)
6392 DRAW LN #40, SARASOTA, FL 34238
$180,00055 Days on yellowkey MLS ID: A4691819
REDUCED by $10,000 (5.3%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1482 Built: 1974Monthly Fee: $428 Tax: $2,442 (2025)Community: Sunrise Golf Club Ph ICondo
Taxes:$2,442
Remarks: Welcome to Sunrise Golf Club! This attractive 2-bedroom, 2-bath condo located in the desirable Sunrise Golf Club community, offering an unbeatable location just minutes from world-famous Siesta Key. Beautifully positioned with peaceful, this light and bright residence features an open floor plan designed for comfortable Florida living. Expansive sliding glass doors invite an abundance of natural light inside, creating a warm and welcoming atmosphere throughout the home. The thoughtfully designed split-bedroom layout offers added privacy, making it ideal for owners and guests alike. The spacious primary suite includes a large walk-in closet and generous storage, while additional closets throughout the condo provide plenty of room for all your essentials. A full-size washer and dryer are conveniently located inside the unit for everyday ease. Enjoy the benefits of an updated metal roof, helping keep insurance costs low, along with affordable condo fees that add even more value. This unit also includes both a covered carport and assigned parking space. The private carport storage area is perfect for bikes, beach chairs, golf gear, and more. Residents of Sunrise Golf Club enjoy fantastic amenities including a heated community pool, tennis courts, and pickleball courts. Whether you're seeking a full-time residence, seasonal getaway, or investment opportunity, this prime location offers the best of Sarasota living.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Wilcher (941-932-7669)
340 S PALM AVE #32, SARASOTA, FL 34236
$1,398,000224 Days on yellowkey MLS ID: A4670760
0 Days Off yellowkey (back on 3/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1836 Built: 1998 Tax: $10,750 (2024)Community: SarabandeCondo
Taxes:$10,750
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Set within Sarabande, one of downtown Sarasota’s most distinguished bayfront addresses, this third-floor residence blends comfort, functionality, and the opportunity for thoughtful modernization. The elevator opens directly outside the front door, leading into a spacious layout designed to capture Sarasota’s most breathtaking sunsets and sweeping views across Sarasota Bay. Inside, the great room is bright and inviting, with sliders opening to a private terrace and transom windows that frame the bay and beyond. The kitchen features solid-surface countertops, white cabinetry, and a generous eat-in nook, creating a bright and practical space for everyday living or casual entertaining. The primary suite offers two walk-in closets and an en-suite bath with a walk-in shower and vanity area, while the guest bedroom, with floor-to-ceiling windows and plantation shutters and a connecting Jack-and-Jill bathroom, ensures privacy and comfort. A den with French doors provides flexibility for an office or media space. Tile flooring flows through the main living areas, complemented by carpet in the bedrooms and den. The laundry room includes cabinetry and a utility closet for added convenience. The residence has been exceptionally maintained and offers a clean, livable foundation for a new owner to personalize. Beyond its walls, this home’s appeal lies in its setting within one of Sarasota’s premier luxury towers, steps from downtown dining, cultural venues, and the waterfront Bayfront Park. Sarabande’s reputation for prestige, full amenity suite including guest suites, and location makes this residence an extraordinary opportunity to enjoy Sarasota’s coastal city lifestyle, enhanced by a front-row seat to its most unforgettable sunsets.
Listing Agent: Joel Schemmel (941-587-4894)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000129 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$20,697
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
5141 OAKLAND HILLS AVE, SARASOTA, FL 34234
$158,999389 Days on yellowkey MLS ID: O6310883
REDUCED by $9,001 (5.4%) on 06/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1960 Tax: $2,616 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,616
Remarks: SELLER FINANCING AVAILABLE / LEASE OPTIONS AVAILABLE $1900 MO / Completely remodeled 1-bedroom, 1-bathroom mobile home nestled in a lively 55+ community. Even better you own the land, not lot rent here. This beauty's had a head-to-toe makeover with all the modern flair you’ve been dreaming of. Picture yourself soaking up the breeze on a spacious screened-in patio. Whether it’s your cozy nest or your beach escape, this place is calling your name. Forget about monthly HOA fees because they’re wrapped up in your property tax. This community comes stocked with lots of great amenities from a community pool, bot tub, shuffleboard, and pickleball courts. Make sure to check out the clubhouse that offers a calendar of activities. Cable and trash service included. Location is everything! You’re just a hop, skip, and a jump from the Sarasota/Bradenton International Airport, with shopping, dining, hospitals, parks, and speedy access to I-75 right at your fingertips. Plus, you’re nearby the stunning beaches, and the lively downtown Sarasota and St. Armands Circle. Experience the peace and community vibes here—it’s a spot you’ll love to call home!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Buelow (407-450-6193)
6100 HOLLYWOOD BLVD, SARASOTA, FL 34231
$649,00046 Days on yellowkey MLS ID: A4692788
REDUCED by $50,000 (7.2%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2325 Built: 1956 Tax: $3,185 (2025)Community: Aqualane Estates 2NdSpa: NoSingle Family
Taxes:$3,185
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: Located in the highly desirable Aqualane Estates, just about a mile from the world-famous Siesta Key Beach and Crescent Beach, and close to local favorite Captain Curt’s Crab & Oyster Bar, this unique property offers an incredible opportunity to own in one of Sarasota’s most sought-after waterfront neighborhoods. Surrounded by million-dollar homes and picturesque canal-lined streets, the setting alone makes this home truly special. Set on an expansive 0.40-acre lot, the property is anchored by a stunning, majestic banyan tree that creates unmatched curb appeal and Old Florida charm. While the home does not offer full canal access, it does feature a small sliver of water frontage, adding to its character. With no HOA, you’ll enjoy added flexibility and freedom rarely found in such a prime location. Additionally, the home is in Flood Zone X and X500 and has never flooded. This oversized lot also presents exceptional potential for redevelopment, with ample space to build a new custom home in line with the luxury properties throughout the neighborhood—making it ideal for investors, builders, or buyers looking to create their dream home. Built in 1956, this classic Florida-style home offers 3 bedrooms, 2 bathrooms, and 2,325 square feet of living space. Inside, you’ll find timeless character throughout, including beautiful terracotta tile flooring accented with unique hand-painted tiles, along with artistic touches carried into the primary bedroom and shower. The outdoor space is designed for enjoying the Florida lifestyle, featuring a large, private pool ideal for laps, all enclosed within a fenced backyard and patio area for added privacy. A two-car garage with an attached workshop provides plenty of room for storage, hobbies, or projects. Recent updates include a 2025 shingle roof and an upgraded lift station for the septic system, offering peace of mind for the next owner. Whether you’re looking to enjoy it as-is, renovate, or build new, this property offers a rare combination of location, lot size, flexibility, and future potential just minutes from the beach, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
5405 ELISEO ST, SARASOTA, FL 34238
$425,00020 Days on yellowkey MLS ID: A4695216
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2004Monthly Fee: $471 Tax: $4,734 (2025)Community: VillagewalkSpa: NoTownhouse
Taxes:$4,734
Elementary School: Ashton Elementary
Remarks: Virtually Staged. Live the Florida lifestyle you've been dreaming of in this beautifully maintained Cayman model located in the award-winning, resort-style community of VillageWalk. This desirable corner townhome offers 3 bedrooms, 3 full baths, a 2-car garage, private courtyard, balcony, and over 1,800 square feet of thoughtfully designed living space. Enjoy engineered hardwood flooring, soaring ceilings, abundant natural light, and an open floor plan perfect for entertaining. VillageWalk is situated on more than 500 acres of lush tropical landscaping with miles of walking and biking trails, scenic lakes, and abundant wildlife. Residents enjoy a waterfront Town Center featuring a state-of-the-art fitness center, lap and lagoon pools, Har-Tru tennis courts, pickleball, basketball, bocce, café with full bar, tiki bar, hair salon, gift shop, and a full calendar of social activities. Ideally located near Siesta Key Beach, the Legacy Trail, top-rated schools, dining, shopping, and all that Sarasota has to give.
Listing Agent: Amy Disalvo (941-780-8080)
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