Location: Sarasota , 34231
Do Not Show Listings
1514 S LAKE SHORE DR, SARASOTA, FL 34231
$1,975,00039 Days on yellowkey MLS ID: A4684167
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1953 Tax: $14,799 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,799
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
1704 PELICAN COVE RD #T138, SARASOTA, FL 34231
$349,000184 Days on yellowkey MLS ID: A4669335
0 Days Off yellowkey (back on 1/20/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1906 Built: 1976Monthly Fee: $1,221 Tax: $4,341 (2024)Community: Pelican Cove VSpa: YesCondo
Taxes:$4,341
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Located in Pelican Cove, this 3-bedroom TREEHOUSE condo has exceptional light/bright views with complete privacy all around. The living areas enjoy natural light and are surrounded by lush, mature foliage. The master suite includes a sitting/reading area, walk-in closet/storage. Two additional split bedrooms and a laundry room with additional storage, complete this condo. As you drive past the gate, the lush tropical setting, fruit trees, bird watching and manatee sightings in the harbor will offer instant serenity and relaxation. Boat and kayak to Midnight Pass and have direct access to the gulf. Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickleball courts and resurfaced tennis courts with active clubs for play. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants nearby. Siesta Key and downtown Sarasota are in very close proximity as well. You will love this phenomenal end unit in this one-of-the-kind, gated, maintenance-free living community of Pelican Cove.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
2607 WOODGATE LN #K9, SARASOTA, FL 34231
$169,900237 Days on yellowkey MLS ID: A4663674
0 Days Off yellowkey (back on 3/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,215 (2024)Community: Pinewood Village IxSpa: NoCondo
Taxes:$2,215
Remarks: Under contract-accepting backup offers. SIGNIFICANT PRICE REDUCTION!!! Welcome to Pinewood Village, a hidden gem in the heart of Sarasota. This spacious 2-bedroom, 2-bath condo is quietly located within the community and situated in Flood Zone X, meaning no flood insurance is required. The split floor plan is filled with natural light and features fresh interior paint, new carpeting, and ceramic tile flooring. An enclosed lanai with sliding glass and new screen doors provides a clean, comfortable extension of the living space while helping keep the unit quiet and protected from the elements. The kitchen offers generous cabinetry and counter space and opens to the dining and living areas, ideal for entertaining or relaxing at home. The primary suite includes a walk-in closet and en-suite bath, while the guest bedroom and bath provide flexibility. An oversized laundry room with a full-size washer and dryer adds valuable storage and convenience, a feature not found in all units. Another rare highlight is the assigned carport, with limited availability in the community, along with a reserved guest parking space. Community amenities include a resort-style pool, shuffleboard courts, fitness center, game room, sauna, and clubhouse with full kitchen. The monthly condo fee includes water, sewer, trash, exterior building and roof maintenance, grounds and landscaping, community amenities, and building insurance, offering a truly low-maintenance lifestyle. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, shopping, dining, and cultural attractions. All room measurements are approximate and should be independently verified by the buyer.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Kelli Movalson (517-294-1246)
2321 CANALBLUFF PL #V296, SARASOTA, FL 34231
$199,90038 Days on yellowkey MLS ID: A4686452
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1209 Built: 1971 Tax: $2,450 (2025)Community: Strathmore Riverside IiiSpa: NoCondo
Taxes:$2,450
Remarks: Affordable Waterfront Community with marina access 1.5 Miles from Siesta Key Beach- 2 Bedroom/2 Bath in a vibrant 55+ community with boating access to the Intracoastal Waterway and the Gulf. Residents enjoy a private marina, community fishing piers/day docks, and over 4,000 feet of waterfront along Phillippi Creek. Boat slips may be available through the association on a first-come, first-served basis, providing rare and affordable boating access in Sarasota. Community amenities include a heated and cooled pool maintained at approximately 85° year-round, a large clubhouse, fitness room, library, shuffleboard courts, and an active social calendar with clubs, games, and community events. This 2-bedroom, 2-bath villa offers approximately 1,209 sq ft of living space and parking for two vehicles including one covered carport space. The lanai was enclosed in 2018, expanding the usable living area. Recent improvements include a new RhinoBond TPO roof system (2025), new HVAC system with ductwork (2025), all new interior ceilings (2025), fresh interior paint (2025), blown-in insulation (2025), and new flooring (2025). Additional features include hurricane impact windows (2021), dishwasher (2017), washing machine (2022), and garbage disposal (2024). Conveniently located just minutes from Siesta Key Beach, shopping, dining, golf, and downtown Sarasota. Ideal as a seasonal snowbird retreat, full-time residence, or investment opportunity in one of Sarasota’s most socially active waterfront communities. What Your Condo Fee Gets You: Water, sewer, trash, cable TV, landscaping, and all that pesky exterior upkeep (yes, even painting). You’ll also enjoy a heated/chilled pool, community center, shuffleboard, and well-maintained private roads. Feeling nautical? Marina slips are available first-come, first-served for an additional fee.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Rolo Miles (812-243-1369)
5930 BRIARWOOD AVE, SARASOTA, FL 34231
$1,749,000393 Days on yellowkey MLS ID: A4645623
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3428 Built: 2022 Tax: $8,884 (2024)Community: FlorenceSpa: YesSingle Family
Taxes:$8,884
Remarks: Welcome to a newly built coastal contemporary showplace minutes from Siesta Key Beach! This west of the trail home is move in ready and has approximately 3428 sqft including 4 bedrooms, 4 full bathrooms, and an 1100 sqft bonus room. Floor to ceiling glass walls encase the bonus room along with a 31.5 ft long NanaWall glass bifold door system. These doors open up to a gorgeous custom contemporary pool complete with an expansive sun shelf and raised infinity edge spa. As you enter the kitchen, a striking oversized exotic quartzite island greets you with a waterfall edge. Adjacent to the kitchen in this open floor plan, a cozy family room awaits under a 13 ft vaulted ceiling complete with motorized drapery. The master bedroom also has the convenience of motorized pirouette shades along with his and her walk-in closets and a beautifully finished bathroom. Engineered hardwood and marble tile flooring are throughout all main living areas and bedrooms. For modern convenience, Lutron automated lighting and security cameras are available throughout most of the home. This home is also elevator ready. No flood insurance required! Flood zone - X. A must see! Motivated Seller!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kenneth Beck (941-807-4876)
4147 AUGUSTINE AVE, SARASOTA, FL 34231
$475,000203 Days on yellowkey MLS ID: TB8433902
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1958 Tax: $4,984 (2024)Community: Floral Park HomesteadsSingle Family
Taxes:$4,984
Elementary School: Wilkinson Elementary
Remarks: NO CDD OR HOA!!! This home has had a MAJOR OVERHAUL!!! Purchasing this home should give you great peace of mind. New ROOF and New AC, both with full, transferable warranty, NEW vinyl fence, NEW luxury vinyl flooring, freshly renovated main bathroom! This mid century modern had fun and fresh modern touches all the way through. Also has a TANKLESS water heater for continually hot water in the home! HUGE lot with a large lanai and room to roam! Lots of mature trees and a very quiet neighborhood. Minutes from the beach and St Armands Key. No HOA or CDD!! Come take a look and make this beauty yours today!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Janelle Duncan (813-385-1760)
2713 RIVERBLUFF CT #V101, SARASOTA, FL 34231
$279,00038 Days on yellowkey MLS ID: A4686360
REDUCED by $11,000 (3.8%) on 04/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1452 Built: 1971 Tax: $2,923 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,923
Remarks: Welcome to Strathmore Riverside-perfectly positioned in the heart of Sarasota, where fun and an active lifestyle meet coastal charm! Step inside this stunning villa, fully remodeled from top to bottom with great attention to detail. The open-concept floor plan has been thoughtfully redesigned to include expanded closet space in the primary suite and a beautifully updated, more spacious bathroom. The kitchen now overlooks the living area with walls removed to create a bright, airy space that’s perfect for both relaxing and entertaining. The many updated features include hurricane impact windows, handsome Brazilian teak wood floors throughout, new 5" baseboards, new interior paint, solid-core doors, skip-troweled ceilings, new door hardware, lighting, receptacles & switches, and crown molding throughout. The kitchen has been completely opened up and features a kitchen island in an offsetting color, granite tops, neutral raised-panel cabinetry, and brand-new stainless appliances. Behind the scenes, this villa has been replumbed and new A/C ductwork installed. There is a one-car carport and a large outside laundry room/workshop. The location in this 'Over-55' community of 336 villas is only a very short walk away from the community center with clubhouse, heated/cooled swimming pool to an average of 85 degrees year-round, billiards, exercise room, and boat docks. There are so many organized social outings and gatherings to keep you happy, engaged, and busy! This well-run community is 2.5 miles to a Siesta beach access, 4.5 miles to downtown Sarasota, and is conveniently surrounded by walkable restaurants, grocery, shopping, and so much more. This location has it all and this villa will absolutely not disappoint. Stop by today.
Listing Agent: Joe Cleary (941-650-8485)
8280 VARENNA DR, SARASOTA, FL 34231
$565,0007 Days on yellowkey MLS ID: A4690407
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $4,806 (2025)Community: Esplanade By Siesta KeySpa: NoSingle Family
Taxes:$4,806
Remarks: Beautifully maintained LAKEFRONT HOME with a fabulous lake view! With 1,639 square feet of living area, this thoughtfully designed residence features a private walkway to the front door. The front door has a sliding screen so you can enjoy the fresh Florida breeze. You enter this home and enjoy the very open great room accented by a high coffered ceiling. The design is the very popular Great Room open to the Kitchen floor plan. Separate Dining Room also features a high coffered ceiling accent. The kitchen is well-appointed with granite countertops, white cabinetry, stainless appliances, loads of kitchen cabinets and a pantry. The breakfast bar is ideal for casual dining or entertaining. There are two spacious bedrooms PLUS a den/office. Additional highlights include window blinds throughout, full patio slider vertical blinds, the den features a built-in home theater system with TV and surround sound and a Murphy bed for when extra guests visit! Enjoy the extended lanai accented by brick paver flooring and a beautiful lake vista! Lanai patio furniture, some great room furniture and bedroom furniture is included in the sale price. NEW hurricane rated windows plus the lanai has electric roll down hurricane protection. 2 car garage with storage shelves and pull down ladder with attic flooring for extra storage. This beautiful home is in close walking distance to the Clubhouse and resort pool. Esplanade by Siesta Key is a gated, amenity-rich community with an on-site manager, clubhouse with scheduled activities, resort-style pool and spa, fitness center, tennis and pickleball courts, dog park, and outdoor gathering areas overlooking the lake. IMPORTANT: The HOA Fee includes exterior landscaping care AND exterior building Maintenance, and the use of all the Club Facilities! Conveniently located near shopping, dining, and everyday conveniences, and just a short drive to Siesta Key Beach. Sarasota’s vibrant arts and cultural scene, along with nearby UTC Mall, provide endless options for entertainment and recreation.
Listing Agent: Dick Mclaughlin (941-954-5454)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,625,00016 Days on yellowkey MLS ID: A4689027
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
Middle School: Sarasota Middle
Remarks: Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$411,50084 Days on yellowkey MLS ID: O6376065
REDUCED by $2,500 (0.6%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Taxes:$3,529
Elementary School: Gulf Gate Elementary
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A beautifully remodeled 2-bedroom, 1.5-bath townhome just across the south bridge from Siesta Key. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with new furnishings, in-unit washer/dryer, a screened lanai, and a private patio off the master bedroom. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!”
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
1644 STICKNEY POINT RD #102, SARASOTA, FL 34231
$248,000228 Days on yellowkey MLS ID: A4664346
3 Days Off yellowkey (back on 4/20/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975Monthly Fee: $875 Tax: $2,767 (2024)Community: Castel Del MareCondo
Taxes:$2,767
Remarks: Under contract-accepting backup offers. Fully furnished and move-in ready, this delightful ground-floor condo at Castel Del Mare is perfectly situated on the mainland side of Little Sarasota Bay, right along the Intracoastal Waterway. Just a short stroll or bike ride across the bridge leads you to the stunning white quartz sands of Siesta Key Beach — yet this property offers a rare chance to own in paradise at a fraction of Siesta Key prices. Positioned directly on the waterfront, Castel Del Mare delivers a true resort-style living experience, with an impressive array of amenities including a circular bayside pool, a lap pool by the clubhouse, a fishing pier, kayak launch and storage, bayside gazebo, boardwalk, outdoor grilling areas, tennis/pickleball court, shuffleboard along the water, and an on-site property manager. Tucked away from the main road and offering serene wooded views, this ground-level unit means no stairs or elevators to worry about. It’s ideally located just steps from the clubhouse and lap pool for added convenience. The spacious open-concept living and dining area allows for comfortable entertaining, with sliding doors opening to a private, screened-in lanai—perfect for relaxing in the sun or stepping right out to the backyard and nearby tennis court. A storage closet off the lanai is perfect for beach gear. The kitchen includes a handy pass-through window to the living area, making serving and socializing a breeze. The bedroom features a walk-in closet, and an ensuite bathroom with a tub/shower combo. A large south-facing window adds natural light and more views of the trees outside. Three ceiling fans throughout the unit help maintain a cool, coastal breeze. Located just next door to a charming waterfront marina, shops, a waterfront dining spot, and a boat club with options for memberships in boating, fishing, and watersports. Plus, you’re only five minutes from Publix, pharmacies, and a variety of excellent mainland restaurants. Whether you're looking for a full-time residence, seasonal getaway, or rental opportunity, Unit #102 at Castel Del Mare is a fantastic find. Enjoy the relaxed waterfront lifestyle today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000550 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2025 Tax: $4,370 (2023)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$4,370
Tax Year: 2023
Remarks: Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed with durability and safety in mind, this home is built to today's hurricane codes, featuring concrete block construction, impact-rated windows and doors and a 26KW LP gas generator to ensure comfort and piece of mind during any power outages. KEY FEATURES • Open-concept floor plan, featuring a state-of-the-art kitchen with Professional Grade Appliances, quartz countertops, custom cabinetry, Super Vaulted ceilings, oversized windows and sliders and a large kitchen island * This space flows seamlessly into the great room and dining area. The generous primary suite is split from the 2 additional en suite bedrooms and a flex room that can also serve as a 4th bedroom suite • Wide Plank Oak flooring through out the home except for the bathrooms *Attached side entry 3-car garage• Incredible outdoor living area includes a saltwater swimming pool and spa, paver decking, and lush landscaping – perfect for entertaining or relaxing by the water. Green Features: • Icynene open spray foam insulation • 16 SEER multi-zone HVAC system with advanced filtration • Energy-efficient gas grill, cooktop, and fireplace. Located in an excellent school district, this home offers the perfect combination of luxury, convenience, safety and Florida living at its finest. Incredible property and neighborhood on a prime oversized lot.
Listing Agent: Ryan Carson (941-685-2879)
2717 RIVERBLUFF PL #V49, SARASOTA, FL 34231
$270,00064 Days on yellowkey MLS ID: A4681632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $2,787 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,787
Remarks: Mrs. Clean Lives Here! Absolutely Charming 2 bed/2bath end-unit Villa that should check every box on your villa wish list! Stunning kitchen that gently flows into dining room area (CHECK)! Dining room area opens into large living room with another large family room area creating LOTS of living space (CHECK)! A bonus room with the ability to make this your own game room, office space, or just your own oasis (CHECK)! Crown molding in living and dining room with gorgeous wood flooring (CHECK)! Separate storage for your convenience (CHECK)! Plenty of Guest parking and carport near your front door (CHECK)! Freshly Painted within this last year! Roof only 5 years with New Carport Roof. Active Community with clubhouse facility, community Pool and marina (CHECK)! This is a stunning villa with an exceptional location, just minutes to Siesta Key, shopping and fine dining! If you are looking to live the Sarasota lifestyle come "CHECK" on this breathtaking villa TODAY!!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
3209 ASHTON RD, SARASOTA, FL 34231
$599,0007 Days on yellowkey MLS ID: A4690471
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1975 Tax: $5,588 (2025)Community: Ashton ParkSpa: YesSingle Family
Taxes:$5,588
Remarks: Location, location, location! This 3-bedroom, 2-bath home with a bonus room sits on a desirable corner lot just 4 miles from world-renowned Siesta Key Beach. Ideally positioned minutes from downtown Sarasota and I-75, this property offers both convenience and lifestyle. Offered turnkey, this home is move-in ready and ideal as a primary residence, seasonal getaway, or investment opportunity. Inside, enjoy a split floorplan with comfortable living spaces, plus a versatile bonus room perfect for a home office, gym, or flex space. Recent updates include a 2020 A/C, along with a brand-new pool and spa, creating a private backyard retreat. The screened lanai overlooks the spacious yard, ideal for relaxing or entertaining. Additional features include a covered carport and under-roof storage. Located near top-rated A schools and just moments from shopping and dining at Gulf Gate Village. Outdoor enthusiasts will love being at the end of the street from Red Bug Slough Preserve, a 72-acre nature preserve with walking trails, picnic areas, and scenic Florida wildlife. No HOA fees. No CDD fees. A rare opportunity to own in a prime Sarasota location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
5635 ASHTON LAKE DR #4, SARASOTA, FL 34231
$215,500101 Days on yellowkey MLS ID: A4678043
2 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $1,240 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$1,240
Remarks: Under contract-accepting backup offers. Welcome to your new home at 5635 Ashton Lake Drive, a beautifully maintained two-bedroom, two-bathroom condo located in the heart of Sarasota, just minutes from the world-famous Siesta Key beaches. This move-in ready, second-story residence offers an ideal blend of comfort, convenience, and Florida living at its best. Step inside to discover an open floor plan with natural light and tasteful finishes throughout. The thought out kitchen, dining, living room combo work perfectly for yourself or entertaining guests! Enjoy your morning coffee or evening breeze from the large private balcony. Residents of this community enjoy access to resort-style amenities, including a sparkling pool, social areas, tennis courts and walking paths. The location couldn’t be more convenient—within minutes to restaurants, shopping, and entertainment, and only a short drive to Sarasota’s top attractions. Whether you’re seeking a year-round residence, seasonal getaway, or investment opportunity, this Ashton Lakes condo offers the best of coastal living—comfort, location, and lifestyle. Come see it today and experience Sarasota living at its finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000422 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern comforts, the home offers seamless indoor-outdoor living, quality finishes and thoughtfully designed spaces. A grand entrance sets the stage, with travertine stairs leading to stately double doors completed by a transom arch window. Inside, the living and dining areas boast a detailed coffered ceiling framed by a wall of sliders that showcase uninterrupted water views. A gas fireplace with a carved stone mantle anchors the space while custom wood shelving, wainscoting-lined hallways and artisanal millwork accentuate timeless craftsmanship. For culinary enthusiasts, the gourmet kitchen is functional and luxurious. Anchored by an oversized central island with a prep sink, it offers abundant workspace, granite countertops and custom wood cabinetry. A top-of-the-line Viking® appliance package pairs seamlessly with a Sub-Zero professional-grade refrigerator, while a deep basin sink and a spacious walk-in pantry with custom organization enhance convenience. An adjoining butler’s pantry elevates the space with glass-faced cabinetry, a beverage cooler and dishwasher drawers. The casual dining area is positioned to take in breathtaking water views, making every meal a scenic experience. The expansive great room boasts windows that capture views of mangrove islands, city lights and the tranquil waters beyond. Multiple bar areas, each equipped with beverage coolers, prep sinks, dishwasher drawers and granite countertops, ensure effortless entertaining. Retreat to the primary suite, a private sanctuary with a custom tray ceiling, a designer chandelier and bay windows that invite the amazing view in. The spa-inspired en-suite bath features travertine tile, dual vanities, a spacious walk-in shower with multiple showerheads, a jetted tub and an expansive custom-organized closet. A gracefully curved wood staircase ascends to the upper level, where four additional en-suite guest rooms offer luxurious accommodations, most with private balconies that frame breathtaking views. A three-stop elevator provides easy access across all levels. Ideal for large-scale entertaining, the home features a ground-level bonus area, storage and workshop, opening to the resort-style pool deck for seamless indoor-outdoor living. A private guest apartment, accessible via a separate staircase and above the garage, provides a serene retreat with a living room kitchenette, a spacious bedroom, a full bath and a private balcony. This estate has been thoughtfully crafted for elegance and entertainment, featuring Brazilian cherrywood floors, custom-trimmed doorways, wainscoting accent walls, crown molding, plantation shutters, custom-designed coffered and tray ceilings, and a central vacuum system, among other fine details. With stunning water vistas as its backdrop, this is more than just a home, it is a lifestyle conveniently near The Field Club, Southside Village and downtown Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5669 AMERICA DR, SARASOTA, FL 34231
$1,049,00060 Days on yellowkey MLS ID: A4683605
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1651 Built: 1976 Tax: $7,404 (2025)Community: Phillippi Gardens 04Spa: NoSingle Family
Taxes:$7,404
Remarks: Under contract-accepting backup offers. Inviting mid-century modern style home on a large high and dry, waterfront Philippi Creek lot. Recently updated with modern features while keeping the charisma of the original building design. With easy access to the waterways of Sarasota Bay and its proximity to restaurants and shops, this location can't be beat! Only 10 minutes to Siesta Key Beach and in a great school district. Features include a new Trex dock with a 10,000 pound lift for your boating pleasure, recent renovations of the kitchen and baths, 48 inch tile flooring, new garden lighting and an epoxy floor in the carport. Make this a must see and come make your Sarasota waterfront dreams a reality today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Maureen Morris (941-350-0807)
4013 RED ROCK LN, SARASOTA, FL 34231
$2,270,000392 Days on yellowkey MLS ID: A4646608
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2844 Built: 2021 Tax: $20,744 (2024)Community: Johnson EstatesSpa: NoSingle Family
Taxes:$20,744
Remarks: Under contract-accepting backup offers. Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village.
Listing Agent: Inbal August (917-957-8111)
5381 PALOS VERDES DR, SARASOTA, FL 34231
$1,299,000105 Days on yellowkey MLS ID: A4677221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1952 Tax: $7,868 (2025)Community: River ForestSingle Family
Taxes:$7,868
Remarks: Exceptional waterfront living on Phillippi Creek. This is a boater’s paradise with rare, unobstructed access to Phillippi Creek. This exceptional waterfront property offers 202 feet of solid seawall with no mangroves, expansive water views, and the privacy of a tucked-away cul-de-sac location. With ample space to park a boat or RV and a long private driveway, this home is perfectly suited for those who value both convenience and a true Florida waterfront lifestyle. A paver brick entry welcomes you to this Spanish Mediterranean–style residence, highlighted by a striking curved front door and timeless architectural details throughout. Inside, the open floor plan features tile flooring, graceful archways, wood crown molding, and wood beams in the living room. Large windows and sliding glass doors fill the home with natural light while framing stunning views of Phillippi Creek. The kitchen is designed for both functionality and entertaining, offering granite countertops, a large breakfast bar, custom cabinetry, and a spacious butler’s pantry. A separate laundry room includes built-in cabinetry for additional storage. The primary suite features sliding glass doors leading outdoors, creating a seamless connection to the waterfront setting. Step outside to enjoy a lagoon-style pool and the tranquil sights and sounds of the creek, ideal for relaxing or hosting guests. With direct water access, generous outdoor space, and a peaceful yet central location just minutes from Siesta Key, downtown Sarasota, and central Sarasota, this is a rare opportunity to own a private waterfront retreat with exceptional boating access and enduring architectural appeal. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Reeny Kaney (941-954-5454)
2548 RIVERBLUFF PKWY #V170, SARASOTA, FL 34231
$225,0006 Days on yellowkey MLS ID: A4690023
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1971 Tax: $3,779 (2025)Community: Strathmore Riverside IiCondo
Taxes:$3,779
Remarks: Welcome to your slice of the Florida lifestyle at 2548 Riverbluff Pkwy, a rare opportunity to own a canal-front home with available dockage in Sarasota—and best of all, NOT located in a flood zone, offering peace of mind and added value. Nestled within the highly sought-after Strathmore Riverside 55+ community, this light and bright 2-bedroom, 2-bath residence with additional flex space provides the perfect blend of comfort and versatility. The bonus room can easily function as a home office, den, or potential third bedroom, ideal for today’s flexible living needs. The roof was replaced in 2024 and the interior of the property has been freshly painted. Enjoy tranquil water views and easy access for kayaking or boating with only one bridge to the Intercoastal Waterway. Whether you're sipping your morning coffee or entertaining guests, this home embraces the relaxed, waterfront lifestyle of the Suncoast. Residents of Strathmore Riverside enjoy an active, social atmosphere with a welcoming clubhouse featuring a full kitchen, library, and gathering spaces for events and activities, along with shuffleboard courts for friendly competition and community connection. Location is everything, and this home delivers. Just minutes from the historic Philippe Creek Estate, convenient shopping at Detwiler’s Farm Market, and only 2.6 miles to the world-renowned cool quartz sands of Siesta Key Beach—ranked the #1 beach in the USA. You’re perfectly positioned to enjoy the best of Sarasota’s coastal charm, dining, and outdoor recreation. This is an exceptional opportunity to enjoy affordable waterfront living in Sarasota with strong lifestyle appeal and everyday convenience.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
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