Location: Sarasota
Do Not Show Listings
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000237 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 10.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$89,363
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
5304 CHERRY HILL AVE, SARASOTA, FL 34234
$126,60014 Days on yellowkey MLS ID: A4699773
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 960 Built: 1969Monthly Fee: $137 Tax: $2,844 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,844
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Priced right and full of potential, this 2-bedroom, 1.5-bath home offers a welcoming layout with room to make it your own. Recent exterior updates include a newer TPO roof, vinyl siding, gutters, and a partially updated carport—giving you a strong start for future improvements. Inside, the open-concept design offers generous great-room coverage and square footage, with just enough separation to create cozy, functional spaces. Bring your imagination and explore the possibilities: refresh the finishes, modernize the kitchen and baths, or design a comfortable retreat that fits your style. This is a great opportunity for someone looking for value, flexibility, and a home ready for a personal touch. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
1063 GREYSTONE LN, SARASOTA, FL 34232
$549,00035 Days on yellowkey MLS ID: A4697399
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2378 Built: 1989Monthly Fee: $75 Tax: $3,938 (2025)Community: GreystoneSingle Family
Taxes:$3,938
Remarks: Welcome home to this spacious 4-bedroom, 2.5-bath residence ideally located in the heart of Sarasota, just minutes from UTC Mall, top dining and shopping destinations, and the family-friendly recreation opportunities at Benderson Park. Designed with everyday living in mind, the thoughtfully planned layout features a private first-floor primary suite, providing parents with a peaceful retreat, while three additional bedrooms upstairs has plenty of room guests, or a home office. Step outside and discover a backyard built for making memories. The sparkling pool and expansive fenced yard provide endless opportunities for family fun, outdoor play, and entertaining. A unique bonus is the owner's use of the "assumed common area," in the back of the house creating an oversized private outdoor retreat. Additionally, the spacious front setbacks ensure mature trees can continue to thrive, preserving the community's inviting canopy-lined streetscape. Inside, you'll appreciate features that enhance both comfort and efficiency, including a tankless water heater and a 120-gallon propane tank that fuels the gourmet kitchen, gas stove, and cozy fireplace. Combining functional living spaces, exceptional outdoor amenities, and an unbeatable Sarasota location, this home offers everything a growing family needs to live, play, and thrive.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
1099 WATERLINE CT, SARASOTA, FL 34240
$599,90039 Days on yellowkey MLS ID: A4697460
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2024Monthly Fee: $397 Tax: $7,627 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,627
Remarks: Welcome to LakeHouse Cove at Waterside, one of Lakewood Ranch’s most sought-after communities! This beautifully designed 3-bedroom, 2-bath residence offers approximately 1,798 square feet of thoughtfully crafted living space with stunning lake views and a desirable southwest rear exposure, providing breathtaking Florida sunsets from your covered lanai. Built by Homes by Towne, this home features an open-concept floor plan filled with natural light, high ceilings, and elegant finishes throughout. The gourmet kitchen is the heart of the home, showcasing quartz countertops, stainless steel appliances, a spacious center island, ample cabinetry, and a walk-in pantry. The primary suite offers a private retreat with serene water views, a spacious walk-in closet, dual vanities, and a beautifully appointed walk-in shower. Hurricane-impact windows and doors provide added peace of mind and energy efficiency. Step outside to enjoy peaceful lakefront living and picturesque sunset views from the covered lanai, creating the perfect setting for relaxation or entertaining guests. Residents of LakeHouse Cove enjoy access to an exceptional collection of resort-style amenities, including a lakeside clubhouse, resort-style pool and spa, state-of-the-art fitness center, pickleball courts, bocce courts, kayak launch and storage, playground, dog parks, scenic walking trails, fire pit gathering areas, and a full calendar of community activities coordinated by an on-site lifestyle director. Located within the award-winning Waterside district of Lakewood Ranch, residents are just minutes from Waterside Place, a vibrant waterfront destination featuring restaurants, boutique shopping, weekly farmers markets, live entertainment, community events, and outdoor recreation. Conveniently located near University Town Center (UTC), Lakewood Ranch Main Street, Downtown Sarasota, SRQ Airport, Nathan Benderson Park, and the world-famous Gulf Coast beaches. Zoned for highly rated schools, including B.D. Gullett Elementary, Dr. Mona Jain Middle School, and Lakewood Ranch High School. Experience the perfect combination of luxury, location, and lifestyle in one of Southwest Florida’s premier waterfront communities. Schedule your private showing today.
Listing is courtesy of: VIVE REALTY (941-600-8162)
Listing Agent: Jeffrey Swanson (248-938-1775)
1870 JASMINE DR, SARASOTA, FL 34239
$2,860,00050 Days on yellowkey MLS ID: A4696318
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4165 Built: 2026 Tax: $7,657 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$7,657
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
620 RAWLS AVE, SARASOTA, FL 34236
$1,440,000129 Days on yellowkey MLS ID: A4686636
REDUCED by $55,000 (3.7%) on 05/26/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2300 Built: 2017 Tax: $11,066 (2025)Community: Townhomes/Orange ClubSpa: NoTownhouse
Taxes:$11,066
Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,595,000196 Days on yellowkey MLS ID: A4676645
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $100,000 (5.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$7,463
Middle School: Brookside Middle
Remarks: BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
2458 MANGUM CT, SARASOTA, FL 34237
$729,90031 Days on yellowkey MLS ID: TB8523329
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2108 Built: 2022Monthly Fee: $654 Tax: $7,508 (2025)Community: Payne Park Village Ph IiTownhouse
Taxes:$7,508
Elementary School: Alta Vista Elementary
Remarks: Welcome to one of the largest and most desired floor plans in Payne Park Village! This beautifully appointed 3-bedroom, 3.5-bath townhome offers over 2100 square feet of thoughtfully designed living space, complete with a private elevator, two car garage, custom closets, and an open-concept main living area perfect for entertaining. The chef's kitchen features stunning quartz countertops, upgraded Samsung Bespoke appliances, and abundant cabinetry, while the spacious living and dining areas flow seamlessly together. Each bedroom offers its own private bath, creating comfort and privacy for family and quests alike. Step outside and enjoy resort-style amenities including a heated pool, spa, BBQ pavilion, corn hole, and a community dog park. Location is everything, and this home delivers! Just steps away from Payne Park/RinglingPark, direct gated access to the Legacy trail, you'll enjoy walking, biking, or riding downtown Sarasota in minutes. Continue along the connected trail system to Sarasota Bay, Marina Jacks, St. Armand's Circle, Lido Beach. Enjoy nearby parks, playgrounds, restaurants, shopping, the Sarasota Market, arts, and entertainment-all just moments from your front door. This is Sarasota living at its finest!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Donna Wood (941-599-4891)
782 BIRDSONG LN, SARASOTA, FL 34242
$879,90033 Days on yellowkey MLS ID: A4697751
2 Days Off yellowkey (back on 7/13/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1577 Built: 1972 Tax: $2,896 (2025)Community: Siestas Bayside Waterside SouthSingle Family
Taxes:$2,896
Elementary School: Phillippi Shores Elementary
Remarks: Virtually Staged. Adorable 2 Bed 2 Bath Plus a BONUS ROOM/Office almost 1600SF living area and move in ready w/ NO HOA on Siesta Key! Large spacious privacy fenced back yard with new deck and room to add a pool if desired. Taken back to studs and remodeled inside and out including underground sewage lines. New Kitchen and Bathrooms all New Flooring, Paint, lighting, A/C, Appliances, Updated Windows, irrigation system, Barrell tile roof cleaned sealed and painted and insurance approved! Newer Garage door as well. All on a quiet Cul De Sac neighborhood that's 3 minutes to Siesta Key beach! This home was flooded in storm Helene and was remediated prior to current owner purchasing and completely remodeling home.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Michelle Shiver (352-895-5779)
7555 HAWKSTONE DR, SARASOTA, FL 34241
$829,999143 Days on yellowkey MLS ID: R4910835
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $78,000 (8.6%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3521 Built: 2026Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under Construction. ****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 Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a flex room, upstairs bonus room, and a three-car tandem garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
7575 SEAHAWK AVE, SARASOTA, FL 34241
$669,999331 Days on yellowkey MLS ID: R4909846
5 Days Off yellowkey (back on 7/6/2026)
REDUCED by $10,000 (1.5%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2851 Built: 2025Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: Virtually Staged. ****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**** MODEL NOW OPEN!! Welcome to the Whitney, a thoughtfully designed home offering four bedrooms, two and a half bathrooms, and 2,851 square feet of living space. Upon entry, the foyer welcomes you with a private den—ideal for a home office or study—and a staircase leading to the second level. The home then opens into an expansive open-concept layout featuring the kitchen, great room, and dining area, creating an inviting space for both everyday living and entertaining. Sliding glass doors extend the living space outdoors to a large lanai, perfect for relaxing or hosting guests. The owner’s suite is conveniently located just off the great room and serves as a private retreat, complete with dual walk-in closets, dual vanities, a water closet, and a spacious walk-in shower. Upstairs, a versatile loft provides additional living space, along with three secondary bedrooms that share a full bathroom. The Whitney offers a well-balanced layout with comfortable gathering spaces and private retreats throughout.
7564 NIGHTHAWK DR, SARASOTA, FL 34241
$679,999332 Days on yellowkey MLS ID: R4909844
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $20,000 (2.9%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3247 Built: 2025Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: Virtually Staged. ****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**** MODEL NOW OPEN! Welcome to the Estero, a spacious two-story home offering five bedrooms, three bathrooms, and a two-car garage with over 3,300 square feet of flexible living space. This thoughtfully designed floor plan blends open-concept living with versatile areas ideal for today’s lifestyle. As you enter the home, the foyer is flanked by a flex room—perfect for a home office, study, or formal sitting area—and a conveniently located laundry room. The foyer leads directly into the main living area, where the great room seamlessly flows into the café and kitchen, creating an inviting space for everyday living and entertaining. The kitchen is well appointed with a large center island, ample cabinetry, and a walk-in pantry. Sliding glass doors from the great room open to a covered lanai, providing the perfect setting for outdoor relaxation or entertaining. A guest bedroom with access to a full pool bath completes the first floor, offering convenience and privacy for visitors. Upstairs, the owner’s suite serves as a private retreat featuring dual walk-in closets and a spacious en suite bath with dual vanities and a separate shower. Three additional bedrooms share a full bathroom. A large bonus room completes the second level, offering endless possibilities as a media room, game room, or additional living space. With its open layout, ample storage, and flexible design, the Estero delivers comfort, functionality, and modern living throughout.
7566 HAWKSTONE DR, SARASOTA, FL 34241
$1,062,16090 Days on yellowkey MLS ID: R4911159
1 Days Off yellowkey (back on 5/27/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3745 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: Under Construction. ****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 Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, flex room, upstairs bonus room, and a three-car garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra owner's suite and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
502 SAINT ANDREWS DR, SARASOTA, FL 34243
$489,00017 Days on yellowkey MLS ID: A4699678
1 Days Off yellowkey (back on 7/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1553 Built: 1998 Tax: $2,059 (2025)Community: Whitfield Country Club Estates 1Single Family
Taxes:$2,059
Remarks: Under contract-accepting backup offers. Welcome to 502 Saint Andrews Drive, a beautifully updated pool home that perfectly combines modern comfort with the charm of the established Whitfield Country Club Estates. Built significantly later than many of the surrounding homes, this residence offers the advantages of newer construction while being nestled in one of the area's most convenient neighborhoods. Inside, you'll find a fresh, move-in-ready interior featuring stylish renovations and thoughtful updates throughout. The inviting floor plan is ideal for both everyday living and entertaining, with bright, open spaces designed to make you feel at home from the moment you walk in. Step outside to your own private backyard retreat featuring a sparkling in-ground pool with new pool equipment, providing peace of mind and effortless enjoyment for years to come. Situated on a spacious corner lot, the property offers plenty of room to relax, entertain, or simply enjoy the Florida lifestyle. Best of all, there are no HOA fees or restrictions, giving you the freedom to truly make this property your own without monthly dues or cumbersome rules. Conveniently located just minutes from Sarasota-Bradenton International Airport, downtown Sarasota, world-class beaches, shopping, dining, and golf, this home offers an exceptional combination of location, modern updates, and flexibility. If you've been searching for a move-in-ready pool home on a large lot with no HOA, 502 Saint Andrews Drive is an opportunity you won't want to miss.
Listing Agent: Richard Tyson (941-999-1179)
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,750,000143 Days on yellowkey MLS ID: A4684577
REDUCED by $45,000 (1.6%) on 06/02/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3239 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSpa: NoSingle Family
Taxes:$9,273
Remarks: Under contract-accepting backup offers. Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, west of Osprey, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,468,000416 Days on yellowkey MLS ID: A4654953
REDUCED by $32,000 (2.1%) on 07/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Taxes:$10,372
Elementary School: Gulf Gate Elementary
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
4745 VIGNETTE WAY, SARASOTA, FL 34240
$289,900101 Days on yellowkey MLS ID: C7525022
3 Days Off yellowkey (back on 7/13/2026)
REDUCED by $5,000 (1.7%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $130 Tax: $3,504 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$3,504
Remarks: Spacious 3BR/2.5BA townhome with 1,758 sq ft under air in desirable Sarasota location! This well-maintained home features an open-concept living and dining area, perfect for entertaining. The kitchen offers modern appliances, ample cabinetry, and a breakfast bar. Upstairs includes a generous primary suite with private bath, plus two additional bedrooms ideal for guests or office space. Enjoy natural light throughout with sliding glass doors leading to a peaceful outdoor area. Additional features include an attached garage, driveway parking, and interior laundry. Low-maintenance living with HOA convenience. Located just minutes from beaches, shopping, dining, and major roadways. Ideal as a primary residence, vacation home, or investment property.
Listing is courtesy of: ZWIERCAN REALTY INC (941-544-4060)
Listing Agent: Yoan Rosell (941-387-4004)
4037 MAVERICK AVE, SARASOTA, FL 34233
$345,000108 Days on yellowkey MLS ID: O6397987
0 Days Off yellowkey (back on 7/13/2026)
INCREASED by $10,000 (3.0%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1111 Built: 1979 Tax: $3,303 (2025)Community: SouthridgeSingle Family
Taxes:$3,303
Remarks: Dive into the ultimate Florida lifestyle with this beautiful 3-bedroom, 2-bath pool home designed for both comfort and entertaining! Even better, a brand-new roof is currently being installed, offering added value and peace of mind for the future homeowner. Step inside to a bright and inviting layout featuring a well-appointed kitchen with stainless steel appliances, durable tile countertops, and a stylish backsplash—perfect for everyday living and hosting guests. Seamlessly transition to outdoor living through the screened-in patio, where you can relax in comfort before stepping out to your very own sparkling inground pool—an ideal setting for weekend gatherings, summer fun, or peaceful evenings under the stars. Additional highlights include a one-car garage, a functional floor plan, and plenty of space to make this home your own. With its private pool, inviting layout, the added benefit of a new roof, and move-in-ready appeal, this home is a standout opportunity. Don’t miss your chance—schedule your private showing today before this pool home is gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$229,000422 Days on yellowkey MLS ID: A4654485
REDUCED by $10,000 (4.2%) on 07/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
132 TALL TREES CT, SARASOTA, FL 34232
$515,000109 Days on yellowkey MLS ID: A4689367
REDUCED by $5,000 (1.0%) on 07/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
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