Location: Sarasota
Do Not Show Listings
2123 BENEVA RD, SARASOTA, FL 34232
$399,000163 Days on yellowkey MLS ID: TB8465361
137 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1966 Tax: $3,246 (2025)Community: Frst Lakes Country Club EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,246
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 2123 Beneva Road - a classic Florida gem with endless potential! Set on over a half-acre in the heart of Sarasota, this 3-bedroom, 3-bathroom traditional split-floor-plan home offers the perfect blend of charm, space, and opportunity. Bring your vision and creativity to update this well-loved home into your personalized Florida retreat. One of the home’s hidden treasures is the original Terrazzo flooring, waiting to shine again with a little restoration. The layout is centered around the sparkling screened-in pool, creating the ideal indoor-outdoor living experience. Nearly every main space, living room, family room, and kitchen, opens to the pool area through large windows, sliding glass doors, and a convenient pass-through window in the kitchen, making entertaining effortless. Whether hosting gatherings or relaxed weekend pool parties, the flow of this home captures the essence of the Florida lifestyle. Outside, the expansive lot provides room to garden, play, or expand, while the two-car garage adds valuable storage and functionality. With great bones, a desirable layout, and a highly sought-after Sarasota location, this property is the perfect canvas to create your dream home. Just minutes from beaches, top-rated schools, shopping, golf and dining! AC 2023, Tile Roof 2003/Flat Roof 2018, Hot Water Heater 2016
Listing is courtesy of: COLDWELL BANKER REALTY (813-977-3500)
Listing Agent: Tania Borelli (813-361-2104)
4368 KINGSTON LOOP, SARASOTA, FL 34238
$584,90080 Days on yellowkey MLS ID: A4689271
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $14,100 (2.4%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1982Monthly Fee: $25 Tax: $2,369 (2025)Community: Gulf Gate EastSpa: NoSingle Family
Taxes:$2,369
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. The "Rare" LAKEFRONT OPPORTUNITY you've been waiting for in Sought-After Gulf Gate East! This beautiful home is situated on a peaceful lake with lush, tropical landscaping with wonderful and friendly neighbors. Sellers have updated this home with pride and it is just beautiful! Once through the stained-glass entry, you will see the expansive, screened lanai and pool area that have a fabulous view of the lake with lots of nature! The Great Room features high ceilings with wood beams and an elegant wood-burning fireplace adorned with stunning tiles! The formal Dining Room is great for entertaining, and there is a Breakfast Nook off the Kitchen with an octagon window overlooking the pool area/lake. The Primary Bedroom offers an extra area for a nursery, sitting area or home office with access to the Lanai. There is also an attached en-suite bathroom with a walk-in shower, his & her vanities and a large walk-in-closet. The split plan also offers 2 other bedrooms that share a bathroom with a tub/shower combo. There is a convenient, inside Laundry Room with a Washer and Dryer. Sellers have done many updates, including the following: Roof 2023*Air Conditioner 2024*Newer Water Heater 2025*Interior & Exterior tastefully painted 2026*Pool resurfaced, pool tiles & Lanai/Deck 2026*Screened Front Door Entryway 2026*Metal Hurricane Proof Front Door*Hurricane retractable shutters on lanai sliding doors/windows*Updated Kitchen Cabinets & Quartz Tops, Range-Refrigerator-Dishwasher-Microwave 2025/2026*Both bathrooms updated with tile, vanities, tops, lighting & mirrors 2026*Baseboards replaced 2026*Most light fixtures 2026*Recessed Lighting in Great Room & Kitchen 2026*Designer Door handles replaced on all interior doors 2026*Fireplace Tiles 2026*Luxury Vinyl throughout most of the home 2026*Gulf Gate East is a community of excellent neighbors & has an enforced HOA with low annual dues of $299 which keep the homes looking great! This family neighborhood is lined with miles of sidewalks on both sides of the streets for biking, walking or jogging which you will see throughout the day. Gulf Gate East also offers larger lots than most & is located in quiet, South Sarasota but just minutes away from our World Famous Siesta Key Beaches & our newly extended Legacy Trail. Sunny Sarasota is a perfect city that offers A+ schools, fine restaurants & many county libraries (Gulf Gate Library is walking distance from this home), & the Gulf Gate shops/restaurants. The UTC Mall and cultural downtown are only 20 minutes away for opera, fine arts, theater, movies, fine dining & Selby Gardens! Hurry and make this one yours!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
7872 MAINSAIL LN, SARASOTA, FL 34240
$1,495,00090 Days on yellowkey MLS ID: A4687553
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3857 Built: 2022Monthly Fee: $500 Tax: $14,857 (2025)Community: Shoreview/Lakewood Ranch WaterSpa: NoSingle Family
Taxes:$14,857
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Nestled in the sought-after community of Lakewood Ranch Waterside, this exceptional two-story home offers a harmonious blend of comfort and functionality in a picturesque setting. The main floor features a thoughtfully designed great room floor plan with volume ceilings showcasing custom coffered details, along with a private office ideal for working from home. The kitchen is a centerpiece of style and efficiency, boasting a large center island with seating, quartz countertops, stainless steel appliances, a gas cooktop, and a spacious walk-in pantry. The primary suite is a private retreat, complete with a walk-in shower, private water closet, and an expansive custom-organized dressing room. Two additional bedrooms and bathrooms on the main floor provide ample space for family or guests. Upstairs, a generous bonus room, along with a fourth bedroom and full bath, creates an ideal space for visitors. Enjoy a private pool and outdoor kitchen, perfectly positioned to take in serene lake views and a rare backdrop of a prestigious polo farm, where the sight of grazing horses enhances the setting. Shoreview residents enjoy a wide array of amenities, including a fitness center, resort-style pool, tennis and pickleball courts, and more. Located just minutes to Waterside Place, with convenient access to Lakewood Main Street, University Town Center, downtown Sarasota, I-75, beaches, top-rated schools, and medical facilities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
7891 KAVANAGH CT, SARASOTA, FL 34240
$589,000134 Days on yellowkey MLS ID: A4682445
REDUCED by $20,000 (3.3%) on 06/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2559 Built: 2002Monthly Fee: $310 Tax: $6,862 (2025)Community: Tatum RidgeSpa: NoSingle Family
Taxes:$6,862
Remarks: This beautifully designed 3-bedroom, 3-bathroom residence offers a spacious and thoughtfully crafted floor plan ideal for both everyday living and elegant entertaining. Situated on a large homesite within a gated, maintenance-free community, this home combines privacy, convenience, and exceptional lifestyle amenities. Upon entry, you are welcomed by a formal living room filled with natural light, complemented by a separate dining room perfect for hosting gatherings and special occasions. A private study provides an ideal space for working from home or quiet retreat. The expansive family room flows seamlessly into the kitchen, creating an inviting open-concept living space. The well-appointed kitchen features a charming breakfast nook overlooking the pool and lanai, offering the perfect setting for casual dining. Sliding glass doors enhance the indoor-outdoor connection and fill the home with abundant natural light. Step outside to a large screened lanai showcasing a sparkling pool and convenient pool bath—designed for effortless outdoor entertaining and year-round enjoyment. The spacious primary suite and additional bedrooms offer privacy and comfort, while three full bathrooms ensure convenience for family and guests alike. Residents enjoy a truly maintenance-free lifestyle with all exterior lawn care included in the low HOA fee, annual pressure washing of driveways and sidewalks, and fresh mulch installed yearly. The neighborhood is beautifully maintained with mature landscaping, scenic lakes, and abundant greenspace throughout. Ideally located close to grocery stores, restaurants, and fitness centers, and just a short drive to UTC, SRQ Airport, and the area’s renowned Gulf beaches, this home delivers the perfect blend of comfort, elegance, and convenience.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jennifer Ford (941-376-5366)
1937 GOLD AVE, SARASOTA, FL 34235
$374,900132 Days on yellowkey MLS ID: N6142964
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1723 Built: 1958 Tax: $3,079 (2025)Community: Kensington ParkSingle Family
Taxes:$3,079
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. ****BACK on MARKET. Buyer financing fell through**** Welcome to this charming 3-bedroom, 2-bath single-family home nestled in the established Kensington Park neighborhood of Sarasota. Offering over 1,700 square feet of living space, this home features a flexible and inviting layout with spacious living areas and a versatile bonus room—perfect for a home office, family room, or playroom. Situated on a generous lot, the property provides ample outdoor space and additional parking, including room for a boat, RV, or work trailer. The open floor plan is ideal for entertaining, while the split-bedroom design offers privacy and comfort. Newer roof, vaulted ceilings, solid wood cabinets, new stainless-steel appliances, and hurricane shutters add peace of mind, making the home truly move-in ready while still allowing room to personalize. This spacious home features a large fenced-in backyard made for relaxing or entertaining and an enclosed lanai perfect for your morning coffee or evening unwind, rain or shine. Conveniently located near shopping, dining, golf, parks, and world-renowned beaches, this home offers easy access to everything Sarasota has to offer. A perfect match for anyone seeking comfortable, flexible Florida living. Schedule your tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vicky Imbriaco (941-586-7448)
770 S PALM AVE #1501, SARASOTA, FL 34236
$789,00053 Days on yellowkey MLS ID: A4692654
REDUCED by $30,000 (3.7%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1408 Built: 1975 Tax: $1,768 (2025)Community: Embassy HouseSpa: NoCondo
Taxes:$1,768
Remarks: Experience elevated coastal living at its finest in 2-bedroom, 2-bath corner residence at 770 S Palm Avenue #1501. Perched high above the city, this sought after location boasts western, eastern, and southern exposures, delivering breathtaking panoramic views of Sarasota Bay, the Gulf of Mexico, and the vibrant downtown skyline—along with unforgettable sunrises and sunsets. Step inside to discover a well designed open-concept layout filled with natural light, enhanced by expansive floor-to-ceiling windows. The spacious living and dining areas flow effortlessly, creating an ideal setting for both everyday living and entertaining. A updated kitchen features premium appliances, sleek modern cabinetry, and stone countertops. The owners suite offers a private retreat with stunning water views and a terrace overlooking Selby Gardens and Sarasota. The second bedroom provides flexibility for guests or a home office. Residents enjoy resort-style amenities, including a saltwater pool, fitness center and secure parking—all in a premier downtown location just moments from world-class dining, shopping, arts, and the pristine Gulf Coast beaches. This is more than a home—it’s a lifestyle. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
4760 SEVILLE DR, SARASOTA, FL 34235
$480,00041 Days on yellowkey MLS ID: A4693968
REDUCED by $20,000 (4.0%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1454 Built: 1980 Tax: $1,682 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$1,682
Remarks: Fully renovated 3/2 pool house in a convenient location. This house has received a full makeover. New roof, pool has been resurfaced with new tile and new pump. Kitchen updated with new cabinets, new quartz counters, new stainless steel appliances, new tile backsplash, new hardware and new fixtures. Both bathrooms updated with new tile, new vanities, new tub, new shower door, new fixtures and new hardware. New flooring and baseboard throughout. New light fixtures and hardware. Interior and exterior freshly painted. Fenced in backyard. No deed restrictions!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Lance Bache (941-685-3883)
7230 SHEPHERD ST, SARASOTA, FL 34243
$414,900220 Days on yellowkey MLS ID: A4671336
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $10,100 (2.4%) on 05/04/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2000 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: Under contract-accepting backup offers. ***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 Agent: Kimberly Rainey (678-764-6767)
4244 CENTRAL SARASOTA PKWY #726, SARASOTA, FL 34238
$300,00037 Days on yellowkey MLS ID: A4694637
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1999 Tax: $3,300 (2025)Community: Plaza De FloresCondo
Taxes:$3,300
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Virtually Staged. Welcome to Plaza De Flores, a gated enclave tucked into the heart of Palmer Ranch where palm-lined courtyards, a tiled fountain, and lush tropical landscaping set a serene, resort-like tone the moment you arrive. This second-floor, two-bedroom, two-bath residence lives bright and open, with soaring vaulted ceilings and neutral tile laid on the diagonal carrying you through a spacious great room bathed in natural light. Fresh paint throughout and new ceiling fans give the home a crisp, move-in-ready feel, while solid concrete block construction keeps it remarkably quiet and well insulated from the world outside. At the center of it all is a thoughtfully updated kitchen, where granite counters, white shaker cabinetry, and a warm stone backsplash pair beautifully with the appliances and a breakfast bar made for easy mornings. Smart touches like an added custom cabinet with a pull-out, open wood shelving, and a window above the sink make the space as functional as it is inviting, all flowing into the dining and living areas so no one ever feels far from the conversation. The primary suite is a true retreat, generously sized with a large closet and an ensuite bath featuring a dual-sink vanity, fresh mirrors, and a beautiful custom marble walk-in shower with a frameless glass enclosure and built-in niche. A comfortable guest bedroom and second full bath with a tub-and-shower combination offer private, welcoming accommodations for visitors. A dedicated in-unit laundry closet with a newer washer and dryer adds everyday ease, and recent upgrades including a 2025 tankless water heater and a 2024 tile roof bring real peace of mind. Just off the living room, a large screened lanai is the home's quiet showstopper, finished with cool tile underfoot, two sets of sliding glass doors, new screening, and custom pull-down shades for sun and privacy. It is the perfect perch for morning coffee or for unwinding to the area's incredible evening sunsets over the treetops. Beyond your door, Plaza De Flores delivers the lifestyle, with a sparkling community pool and spa, a tennis court, charming gazebos, and a clubhouse complete with a fitness room, library, and full kitchen. Newer carports and freshly repaved parking round out a community that is beautifully maintained. The location is hard to beat, moments from the Legacy Trail, Oscar Scherer State Park, and nearby kayak launches, with the dining and shopping of Gulf Gate and downtown Sarasota an easy drive away. When the beach calls, Siesta Key, Nokomis, Venice, and Caspersen are all within reach. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.*
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4553 LINWOOD ST, SARASOTA, FL 34232
$372,00027 Days on yellowkey MLS ID: A4693155
1 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1373 Built: 1995 Tax: $2,653 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,653
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. This house checks all the boxes and move in ready. Enjoy outside living on this lighted expansive deck flowing into screen porch overlooking private lush greenery. This newly beautifully stained deck offers solitude for morning coffee and space for large gathering. Remote retractable sunshade awning offers year round functionality with firepit area. Walking up to front door notice the new paver deck. Split bedrooms, with updated baths, decorator ceiling fans and lights, custom walk in master closet adjoins the master bath. Kitchen has lots of natural light, double oven offers lower convection unit and updated appliances . Also included are new HVAC in 2025 with 2 UV lights, electrical panel and newer hot water heater. Don't miss the owned solar assist panels, resulting in low electrical bills. All appliances, plumbing, HVAC, water heater and termites have warranties which can be assumed by new owner with all inspections current. Some furniture available for purchase separate agreement. Ride, walk or jog the nearby Legacy Trail, enjoy the world famous beaches, golf, with all the culture Sarasota adds to Florida.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Ida Kay Tidwell (941-356-1146)
6499 SILVERSTAR DR, SARASOTA, FL 34240
$365,00017 Days on yellowkey MLS ID: A4696304
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1455 Built: 2023Monthly Fee: $217 Tax: $4,962 (2025)Community: Avanti/WatersideVilla
Taxes:$4,962
Remarks: Welcome to Avanti at Waterside, where modern, maintenance-free living is paired with one of Sarasota’s most desirable lifestyle destinations. Located just minutes from Waterside Place, you’ll enjoy easy access to waterfront dining, boutique shopping, community events, farmers markets, live entertainment, and scenic walking paths in the heart of Lakewood Ranch’s Waterside district. This beautifully maintained home with a versatile flex room offers an open-concept floor plan designed for both everyday comfort and easy entertaining. The flex room provides the perfect space for a home office, den, hobby room, or guest retreat. Hurricane-impact windows provide added peace of mind, storm protection, energy efficiency, and noise reduction. Enjoy Florida living year-round from the screened rear lanai and private fenced outdoor space, a rare feature in the community. Additional highlights include an epoxy-coated garage floor and maintenance-free living with lawn care included. Whether you’re looking for a full-time residence or a seasonal retreat, this move-in ready home offers the perfect combination of comfort, convenience, and low-maintenance living in sought-after Avanti at Waterside.
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
9698 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$888,99954 Days on yellowkey MLS ID: R4911214
REDUCED by $55,926 (5.9%) on 06/16/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2942 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Pre-Construction. To be built. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Calusa. Boasting over 2,900 square-feet, this stunning five-bedroom, four-bathroom home, has a second-story bonus room and two-car garage. Located in the beautiful Grand Park neighborhood in Sarasota, this property offers a spacious and modern living experience. Step inside this two-story home and prepare to be impressed by the high-quality craftsmanship and attention to detail. There is plenty of room for you to spread out and enjoy. Entering from the foyer, you will find two bedrooms and full bath off to one side, with an additional bedroom and en-suite bath down an adjacent hallway. Further into the home is the main living space. The kitchen in this home features ample counter space and a sleek design that will make meal preparation a breeze. Whether you're hosting a dinner party or simply enjoying a cozy breakfast, this kitchen will be a hub of culinary delight. The owner's suite is located off the great room for a private oasis complete with dual sink vanity, water closet and walk-in shower. Upstairs, you will find the bonus room, bedroom and full bath. In addition, this property has a two-car garage, providing ample space for parking and storage. You'll have peace of mind knowing your vehicles are protected and secure. This property combines quality, comfort, and convenience in one remarkable package.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
4057 N CROCKERS LAKE BLVD #23, SARASOTA, FL 34238
$205,000222 Days on yellowkey MLS ID: S5138795
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989Monthly Fee: $626 Tax: $2,104 (2024)Community: Vintage GrandCondo
Taxes:$2,104
Remarks: Welcome to 4057 Crockers Lake Blvd #23, a beautifully updated 3-bedroom, 2-bath condo in the highly desirable Vintage Grand at Palmer Ranch community of Sarasota. This bright, open-concept home features vaulted ceilings, luxury vinyl plank flooring, and a private open-air balcony overlooking lush tropical landscaping — perfect for enjoying morning coffee or evening breezes. The modern kitchen offers stainless steel appliances, updated cabinetry, solid-surface countertops, and a convenient breakfast bar that opens into the spacious living and dining areas — ideal for entertaining or relaxing. The primary suite features a walk-in closet and en-suite bath, while the two guest bedrooms provide ample flexibility for family, guests, or a home office. Residents enjoy true resort-style living with two community pools, a fitness center, tennis and basketball courts, playground, picnic and grill areas, and a car-wash station. The community is pet-friendly and ideally situated near Siesta Key Beach, Legacy Trail, Sarasota Square Mall, Costco, Publix, and top-rated schools. This move-in-ready condo offers exceptional comfort, convenience, and value — perfect as a primary home, seasonal retreat, or investment opportunity.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brandon Cooke (330-849-0560)
5301 SADDLE OAK TRL, SARASOTA, FL 34241
$1,999,000135 Days on yellowkey MLS ID: A4680226
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3978 Built: 2003Monthly Fee: $114 Tax: $10,477 (2025)Community: Saddle Oak EstatesSingle Family
Taxes:$10,477
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Toma Milbank Pllc (941-720-5174)
2507 BENEVA RD #10, SARASOTA, FL 34232
$159,900156 Days on yellowkey MLS ID: A4679145
REDUCED by $5,100 (3.1%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1964 Tax: $2,318 (2025)Community: Forest Lakes Country Club EstateCondo
Taxes:$2,318
Remarks: Welcome to your Sarasota retreat in a highly desirable central location close to everything. This charming 2 bedroom, 2 bath corner condo on the second floor offers an ideal blend of comfort, convenience, and opportunity. The spacious layout provides a bright, open feel. Enjoy Florida living year-round from your enclosed private balcony, perfect for morning coffee, quiet afternoons, or relaxed evenings with friends. The well-maintained community features a sparkling pool, making it easy to unwind and enjoy the sunshine just steps from your door. For golf enthusiasts, The Palms Golf Club at Forest Lakes is nearby, offering a picturesque setting to practice your swing. Downtown Sarasota is just a short drive away, where you'll find a wonderful array of shops, restaurants, and cultural attractions, while the Legacy Trail, just around the corner, is perfect for biking, walking, jogging, and enjoying the natural beauty of the area. Plus, the pristine beaches of Siesta Key and Lido Key are within easy reach as well. Rentals are allowed, making this an excellent option for investors. Whether you’re looking for a primary residence, a second home, or an income-producing property, this condo offers endless potential in one of Sarasota’s most convenient locations. Schedule your private showing today and envision the possibilities!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Ellen Gesell (941-320-3432)
1807 UNIVERSITY PL #151, SARASOTA, FL 34235
$199,00097 Days on yellowkey MLS ID: A4686953
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964 Tax: $2,296 (2025)Community: Strathmore Villa Sec 09Villa
Taxes:$2,296
Remarks: Welcome to maintenance-free Florida living in the highly desirable 55+ community of Strathmore Villas! This rare beauty offers the privacy of a single-family home with only the carport and storage area attached, perfect for buyers seeking low-maintenance, and easy living in a convenient location. This 2 bedroom, 2 bathroom home features a spacious airy layout with a large living room, a separate dining area, and abundant natural light throughout, ideal for both relaxing and entertaining. The fully equipped kitchen is designed to impress with ample cabinetry, matching appliances, a butcher block center island, and unique backsplash and countertops that create a charming coastal, beach-inspired feel. The primary suite is a true retreat, complete with a private en-suite bathroom featuring a relaxing walk-in shower. The second bedroom and full guest bathroom offers flexible space, perfect for overnight guests, a home office, or hobby room. Enjoy your own tropical backyard oasis with lush landscaping, making it the prime spot for morning coffee, gardening, or soaking up the Florida sunshine in peace. Residents of Strathmore Villas enjoy resort-style, maintenance-free amenities, with HOA fees covering roof, exterior maintenance, grounds care, pest control, water, sewer, trash, basic cable, escrow reserves, plus access to a community pool and clubhouse, making this an excellent option for snowbirds or full-time residents. Location is everything, and this home delivers! You’re just minutes from UTC Mall, downtown Sarasota, St. Armands Circle, championship golf courses, top-rated restaurants, shopping, and world-famous Gulf beaches. If you’re searching for a move-in ready villa, this is the one. Don’t miss your chance to own a piece of paradise, call today to learn more!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
5313 SAN JUAN DR, SARASOTA, FL 34235
$295,000144 Days on yellowkey MLS ID: N6142648
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1258 Built: 1972 Tax: $3,039 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,039
Elementary School: Emma E. Booker Elementary
Remarks: Custom Built -Great starter home with Water Views in DeSota Lakes community located in highly desirable Sarasota FL. Expansive water views from Living Room - Kitchen- Dining and both bedrooms. Sliding glass doors lead out to the covered patio with a large backyard. Wood burning fireplace will take the nip out of the air on that rare occasion. Plenty of parking for your boat/RV. This home has a lot of potential to make your very own. NO HOA or CDD fees here.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Tammy Kitt (941-284-7274)
1315 WESTPORT LN #1412, SARASOTA, FL 34232
$289,00016 Days on yellowkey MLS ID: A4696836
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1861 Built: 1972Monthly Fee: $620 Tax: $3,694 (2025)Community: Village Green Forest Lake 14Villa
Taxes:$3,694
Remarks: Experience carefree Florida living in this beautifully updated contemporary villa located in a desirable 55+ community. This elegant two-bedroom, two-bath residence with a one-car garage showcases an open-concept design enhanced by designer porcelain tile flooring throughout, custom cabinetry, quartz countertops, and premium Wolf appliances. Smart home features, LED lighting, Hunter Douglas blinds, and impact windows provide both style and peace of mind. The spacious floor plan flows effortlessly to a private setting overlooking some of the community's most lush and picturesque Florida foliage. Just steps away, residents enjoy easy access to the sparkling community pool and shuffleboard courts, creating the perfect backdrop for an active and social lifestyle. Major updates create exceptional value, including a new A/C system (2022) with Nest thermostat, water heater (2020), and both tile and flat roofs replaced in 2017. Lawn care is included, allowing more time to enjoy everything Florida has to showcase. Whether relaxing among the tropical landscaping or gathering with friends at the pool, this villa delivers the ideal combination of sophistication, comfort, and low-maintenance living. Close by are several Sarasota famous restaurants. In 1972 the construction of these villas was superior and sound. Built to last!
Listing is courtesy of: DENISE OYLER PA (941-914-6526)
Listing Agent: Denise Oyler (941-914-6526)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$690,00052 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: PRICE ADJUSTMENT of $25k. Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
6144 MIDNIGHT PASS RD #3N, SARASOTA, FL 34242
$1,385,00019 Days on yellowkey MLS ID: A4696434
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1967 Tax: $16,658 (2025)Community: Island HouseCondo
Taxes:$16,658
Remarks: Island House Dream Condo on Siesta Key! Experience the best of beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, unbeatable location, and effortless island living come together. Perfectly positioned in one of the most desirable beachfront buildings in the community, this second-floor condo offers truly unobstructed beach and water views with no other condo or building standing in your way. From the moment you arrive, the view takes center stage. Enjoy stunning beach views from all living areas, including the living room, guest bedroom, and master bedroom. New hurricane-impact windows and expansive glass bring the beauty of Siesta Key inside, creating a bright, open, coastal retreat from every angle. This is as close to the sand as it gets—literally beachfront and just steps from the world-famous powdery sand and warm Gulf waters. The elevated second-floor setting gives you the privacy and peace of mind you want, with no past water intrusion or storm damage to the unit, while still offering easy access to the beach and a convenient ramp for luggage. Inside, the condo is move-in ready and designed for easy beach living, featuring tile flooring throughout, an updated kitchen with solid-surface/granite counters, and beautifully updated bathrooms with elegant tiled showers. Whether you are looking for your own Siesta Key escape or an income-producing investment, the flexible 3-night minimum rental policy makes this an outstanding opportunity. Island House offers everything you need for the perfect beach lifestyle, including on-site management, refreshed landscaping, outdoor dining and game areas, beach chairs, chaise lounges, shaded beach cabanas, shuffleboard, cornhole, a heated community pool, and a clubhouse with billiards, foosball, board games, and puzzles. When you are ready to explore, hop on the free trolley or local ride-share vans to Siesta Key Village for shopping, dining, and nightlife, or venture to Turtle Beach, downtown Sarasota, restaurants, boating, fishing charters, performing arts, museums, parks, and the Legacy Trail. This is more than a condo—it is your front-row seat to Siesta Key’s legendary beach lifestyle. Bring your toothbrush, swimsuit, and love for sunsets, because this one is ready to enjoy!
Listing Agent: Christine Walker (941-779-4342)
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