Location: Sarasota
Do Not Show Listings
4839 SWEETMEADOW CIR, SARASOTA, FL 34238
$899,00037 Days on yellowkey MLS ID: A4691573
REDUCED by $50,000 (5.3%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2930 Built: 1995Monthly Fee: $275 Tax: $5,380 (2025)Community: Turtle RockSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,380
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to this beautifully custom-built John Cannon home located in the sought-after gated community of Turtle Rock. This 4-bedroom, 3.5-bath pool home blends comfort, style, and functionality for everyday living. Offering over 2,900 square feet of thoughtfully designed living space. Inside you’ll find custom wood flooring, soaring cathedral ceilings, and an open-concept floor plan perfect for gathering with family and friends. The spacious first-floor primary suite provides convenience and privacy, while the generous secondary bedrooms offer plenty of room for family, guests, or home office space. Step outside to your private backyard retreat featuring a sparkling pool enclosed by a newer oversized pool cage—ideal for outdoor entertaining, play, and year-round Florida enjoyment. Additional highlights include a 3-car garage with abundant storage, a whole-house Culligan water system, and natural gas. Conveniently located near top-rated schools, shopping, dining, Siesta Key Beach, and everyday essentials including Costco Wholesale, this home offers the perfect combination of luxury, location, and family-friendly living. NEW ROOF SCHEDULED IN JUNE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
4637 WILLOW WOOD CIR #44, SARASOTA, FL 34241
$299,000371 Days on yellowkey MLS ID: A4655394
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982 Tax: $2,219 (2024)Community: Hammocks Iii,Bent TreeVilla
Taxes:$2,219
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Under contract-accepting backup offers. UNDER $300,000 Freshly Painted & updated 3BR/2BA Villa in Bent Tree Hammocks III – No Age Restrictions Tucked away on a quiet dead-end street, this spacious 3-bedroom, 2-bath villa offers privacy and a peaceful, park-like setting. The split floor plan includes formal living and dining rooms, an eat-in kitchen with in-unit laundry, and a 2-car attached garage. Enjoy indoor-outdoor living with a screened lanai that opens to an additional open patio—ideal for morning coffee or casual entertaining. Bent Tree Hammocks III is a well-kept, sought-after community just two miles east of I-75, putting shopping, dining, golf courses, and Sarasota’s beaches within easy reach. Priced below market for a quick sale and easy to show. Seller will consider offers. A great opportunity to own in a desirable community with no age restrictions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
4221 HEARTHSTONE DR, SARASOTA, FL 34238
$649,00022 Days on yellowkey MLS ID: A4693372
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1993Monthly Fee: $140 Tax: $4,743 (2025)Community: Huntington PointeSingle Family
Taxes:$4,743
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Your Updated and Beautifully move-in-ready home awaits! There are Brand New luxury vinyl floors and fresh paint throughout! There are shiny modern baseboards and cove moldings, new vanities and fixtures in the 2 guest bathrooms. You'll feel the openness immediately. The lake view as you walk through the front double doors will help you relax and feel right at home. This spacious home offers 4 bedrooms and 3 bathrooms in a split plan that provides privacy for owners and guests. The 4th bedroom suite could easily be a mother-in-law suite or nanny's quarters, with pool access. High ceilings, crown moldings, French doors, and a flexible floor plan all combine to appeal to any size family - or extended family! The spacious kitchen features generous size granite counters, luxury appliances, and an open view to the family room, so everyone is involved in the dinner details! The butler pantry cabinet helps make food prep or buffet service easy! Informal dining is right there too, with a view through the aquarium window to the pool and double lanai space. The primary bedroom suite has pool access and features a large walk-in closet with built-in shelves and drawers. His and hers sink cabinets provide space and storage. The glass-block-surrounded walk-in shower will rinse off the tension from your day. There's plenty of room for sun bathing by the pool, and the lanai offers privacy and shade for relaxing, with fans and lights for your evening enjoyment. Tucked in the middle of a gated neighborhood on Palmer Ranch, this house will entice you with its details, location, and open feeling. The location is close to lots of shopping and restaurants, the Legacy biking and walking trail, Oscar Scherer State Park, Siesta Key's world-famous snow-white quartz sand beach, Nokomis Beach, churches, libraries, Pine View School for Gifted Students, and marinas and accesses to Sarasota Bay for boating, fishing, and kayaking to watch the manatees and dolphins. The new and original Sarasota Memorial hospital campuses are not far away. Four Bedrooms, two updated living spaces, three bathrooms, an inviting pool, and a lake view!!! What are you waiting for?
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
5191 LAKE VILLAGE DR #2, SARASOTA, FL 34235
$249,00031 Days on yellowkey MLS ID: A4694247
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1981 Tax: $2,877 (2025)Community: Village LakeCondo
Taxes:$2,877
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Bright, airy, and move-in ready! This turnkey furnished corner unit offers peaceful lake views, abundant natural light, and excellent income potential. Featuring hurricane-impact windows installed in 2026 and a 2018 A/C, this well-maintained Sarasota property is perfect as a vacation getaway, seasonal rental, or full-time residence. Relax and enjoy the serene water views while being just minutes from shopping, restaurants, golf, downtown Sarasota, and world-famous Gulf beaches.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Nelson Reyes (813-843-7003)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$215,000130 Days on yellowkey MLS ID: A4680583
REDUCED by $5,000 (2.3%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Elementary School: Tuttle Elementary
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
6723 AVENUE C, SARASOTA, FL 34231
$1,949,000138 Days on yellowkey MLS ID: C7521189
REDUCED by $50,000 (2.5%) on 06/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 1999 Tax: $5,412 (2025)Community: Bay View AcresSingle Family
Taxes:$5,412
Elementary School: Pine View School
High School: Pine View School
Middle School: Pine View School
Remarks: Location, location, location! Siesta Key - Private Boat Slip - Completely Updated - NOT in a FLOOD ZONE & No Hurricane damage!! Situated on Avenue C just before the South Siesta Key Bridge, this beautifully updated home offers an unbeatable coastal lifestyle. Enjoy less than a mile walk to the world-famous Siesta Key Beach, where you can take in stunning sunsets, white sand beaches, and relaxing weekends by the water. Boaters will love the easy access to the Intracoastal, just minutes away, with approximately 15 minutes to reach the Gulf of America. The home is also within walking distance to local restaurants and beaches, while being tucked inside a peaceful bird sanctuary, offering a rare blend of convenience and natural surroundings. Inside, the home has been fully updated. Improvements completed in 2020 include a NEW ROOF, tile flooring throughout, a brand-new kitchen, and updated bathrooms. The floor plan offers three bedrooms, including a SECOND PRIMARY SUITE, three bathrooms, and an oversized two-car garage. The backyard is designed for true Florida living, featuring a large heated pool, a spacious lanai with new panoramic screening, and a PRIVATE BOAT SLIP, one of only two slips in the entire neighborhood. The pool was resurfaced with new tile in 2025, and the dock was completed in 2025 as well. This home captures the best of coastal Florida living with walkability, boating access, and thoughtful updates throughout. Enjoy the neighborhood with a short walk to popular spots including Daiquiri Deck, Siesta Key Oyster Bar, Captain Curt’s Crab & Oyster Bar, The Old Salty Dog, Abel's ice cream, Ruth’s Chris Steak House, and Carrabba’s Italian Grill. With Publix Super Market and shopping just down the road, you can enjoy peace and quiet while still being close to everything you need. Schedule your own personal tour today!
Listing is courtesy of: SELLSTATE VISION REALTY (941-336-5400)
Listing Agent: Savannah Zarris (941-807-4304)
5645 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$1,295,000529 Days on yellowkey MLS ID: A4634600
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $355,000 (21.5%) on 05/27/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2541 Built: 1973 Tax: $5,153 (2023)Community: Sarasota PlantationsSingle Family
Taxes:$5,153
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Under contract-accepting backup offers. Private compound ~ House & Guest House on almost 5 acres tucked at the end of a quiet country lane. Not in flood zone ! This serene oasis includes beautiful pond and 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. All buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Bill Blume (941-525-6257)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,210,00058 Days on yellowkey MLS ID: A4691100
REDUCED by $35,000 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Elementary School: Southside Elementary
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
4015 ASBURY PL, SARASOTA, FL 34233
$355,000388 Days on yellowkey MLS ID: A4654008
REDUCED by $4,900 (1.4%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1957 Tax: $945 (2024)Community: Spring Lake Sub Add 1Single Family
Taxes:$945
Remarks: This charming and versatile home is located in a quiet neighborhood and offers features for both living and investment. The main home includes a den, a utility room with washer & dryer and solar power for energy efficiency. The private in law suite is complete with a separate entrance and kitchenette, ideal for multigenerational living or rental income. Recent upgrades includes a new roof (2020) and a new well pump (2024) ensuring peace of mind for years to come. Outside you'll find a detached storage shed for additional space and convenience. This is the perfect home with flexible living options and great investment potential. Schedule your viewing today!
Listing is courtesy of: ALIGN RIGHT REALTY SRQ OPULENCE (941-362-3300)
Listing Agent: James Frederick (941-812-1982)
4142 CENTRAL SARASOTA PKWY #1423, SARASOTA, FL 34238
$164,900394 Days on yellowkey MLS ID: A4652838
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 759 Built: 1998 Tax: $1,970 (2024)Community: Bella Villino IvCondo
Taxes:$1,970
Remarks: Virtually Staged. Welcome to this beautifully updated second-floor condo in the highly sought-after gated community of Bella Villino, located in the heart of Palmer Ranch, Sarasota. This 1-bedroom, 1-bathroom unit offers 759 sq. ft. of thoughtfully designed living space, perfect for year-round residents or seasonal getaways. Step inside to discover a host of recent upgrades, including impact-resistant thermal windows throughout, new laminate flooring, and a modern kitchen featuring solid wood cabinetry, granite countertops, and all-new stainless steel appliances. The spacious bedroom boasts an en-suite bathroom and his-and-hers closets, providing ample storage. For added convenience, the unit includes an in-unit laundry closet equipped with a washer and dryer. Enjoy the peace of mind that comes with an assigned covered parking space, and take advantage of the community's resort-style amenities. Bella Villino offers residents access to a clubhouse, heated swimming pool and spa, fitness center, indoor racquetball and basketball courts, billiards room, business center, lighted tennis courts, BBQ picnic areas, and a car care center. Situated just minutes from Siesta Key Beach, Legacy Trail, and a variety of shopping and dining options, this condo combines comfort, style, and an unbeatable location.
Listing is courtesy of: M&M PROPERTY MANAGEMENT GROUP (941-320-4287)
Listing Agent: Joe Meszaros (941-320-4287)
6821 CHLOE CT, SARASOTA, FL 34241
$664,99099 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
33 S PALM AVE #902, SARASOTA, FL 34236
$949,000155 Days on yellowkey MLS ID: A4678251
REDUCED by $21,000 (2.2%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1397 Built: 2024 Tax: $8,181 (2025)Community: The DemarcaySpa: NoCondo
Taxes:$8,181
Remarks: One or more photo(s) has been virtually staged. Live in the heart of Downtown Sarasota at a sought-after Palm Avenue address. A refined expression of form and function, this impeccably maintained New Construction 2 bedroom, 2 full bathroom residence offers timeless design and enduring value. Designed for both elegance and livability, the open floor plan is complemented by soaring 11-foot ceilings and exceptional storage throughout, including two built-out primary suite closets, a large pantry, and an oversized laundry room with a sink. The kitchen anchors the home with a premium Miele appliance package featuring a gas cooktop, upgraded Italian cabinetry, a custom Japanese ceramic tile backsplash, and a striking waterfall-edge island—ideal for everyday living and entertaining alike. Thoughtful upgrades continue with electric window treatments and a curated smart-home lighting system with ceiling fans, seamlessly blending modern convenience with classic appeal. Equally well suited as a sophisticated pied-à-terre, a full-time residence, or a long-term investment, the home is set within an intimate boutique building offering rooftop amenities including a temperature-controlled saltwater pool, a fitness center, and an elegant club room with a catering kitchen, along with 24/7 valet parking and security. A rare opportunity to own a luxury downtown condominium that combines lasting design, prime location, and lifestyle-driven value.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
50 CENTRAL AVE #17PHD, SARASOTA, FL 34236
$2,890,000418 Days on yellowkey MLS ID: A4650526
4 Days Off yellowkey (back on 6/19/2026)
REDUCED by $310,000 (9.7%) on 04/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4095 Built: 2005 Tax: $34,554 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$34,554
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Penthouse Perfection in the Heart of Downtown Sarasota — The Plaza at Five Points Poised high above the vibrant cultural epicenter of Sarasota, this exceptionally renovated 17th-floor penthouse at The Plaza at Five Points epitomizes modern elegance and urban sophistication. Perfectly situated across from Five Points Park, The Selby Library, and the Sarasota Opera House, this distinguished residence places you steps from world-class dining, galleries, theaters, and boutique shopping. With floor-to-ceiling windows and an expansive open-plan layout, this luxurious home in the sky offers breathtaking, panoramic vistas that sweep across the city skyline, Sarasota Bay, the marina, and onward to the shimmering horizon of the Gulf of Mexico. The terrace invites tranquil mornings and unforgettable sunsets, framing the coastal beauty of Florida at its finest. Designed for both effortless entertaining and serene living, the interior boasts soaring volume ceilings and exquisite contemporary finishes throughout. The main living space is a masterclass in modern design, featuring refined stone flooring, custom built-ins, a striking marble-clad gas fireplace, and a fully integrated wet bar with stone counter and led illumination. The gourmet kitchen is a chef’s dream—adorned with new sleek cabinetry, stone countertops, cabinet paneled refrigerator and high-end stainless-steel appliances, a spacious island, large eat in area, and designer tile backsplash - all blending style with functionality. The primary suite is a private sanctuary, complete with a secluded terrace, dual luxurious bathrooms, and generous his-and-her walk-in closets. A sumptuous Jacuzzi tub, separate walk-in shower, and elegant stone finishes elevate the spa-like ambiance. Two additional en-suite bedrooms—one of which serves as a sophisticated study with built-in storage and a hidden Murphy bed—offer privacy, versatility, and guest accommodations of the highest standard. Life at The Plaza at Five Points is defined by its world-class amenities and unwavering attention to detail. Residents enjoy a private, secured lobby entrance, full-time concierge, and valet services. Socialize or entertain in the elegant club room with a fireplace and catering kitchen, hold meetings in the professional conference room, or unwind in the rooftop heated pool and spa, surrounded by expansive sun decks and covered lounging areas. Additional amenities include a fully equipped state-of-the-art fitness center, a furnished guest suite, gazebo and grill area, and a Grand Motor Court. This penthouse residence also includes two secure garage parking spaces and an oversized, climate-controlled storage unit ideally located just steps from the unit’s hallway. The pet-friendly building offers the ultimate convenience for those seeking refined urban living in one of Florida’s most sought-after coastal cities. Don't wait to build, this new apartment is ready for you. Where Sophistication Meets the Sky — Experience the Pinnacle of Sarasota Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
1045 FOX CREEK DR, SARASOTA, FL 34240
$3,400,00024 Days on yellowkey MLS ID: A4694380
Bed: 4 Bath: 5.0 Gar: 5 Liv Area Sq Ft: 6721 Built: 2007Monthly Fee: $25 Tax: $12,620 (2025)Community: Fox Creek AcresSingle Family
Taxes:$12,620
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Exclusively situated on 5.1 expansive acres, this custom-built Sarasota estate is masterfully designed as a fully self-contained private family enclave. Completely insulated from the outside world, the property is introduced by a long, palm-lined approach and a sweeping circular paver driveway, where total privacy and the Florida lifestyle are immediately evident. The primary residence spans 6,721 square feet of luxurious living space, making a grand architectural statement the moment you enter a foyer flanked by towering 24-foot ceilings. The estate showcases abundant natural light, French doors and rich maple built-ins throughout. At the heart of the home, the epicurean kitchen features elite millwork by Campbell Cabinetry, a spacious L-shaped island, a butler's pantry, and professional-grade Wolf and Sub-Zero appliances—including dual ovens and a specialized warming drawer. The fluid floor plan offers unmatched versatility, hosting a formal dining room with custom tray ceilings, a magnificent Great Room with fireplace under a 22-foot ceiling, two separate private offices, one of which has a wood-beamed cedar ceiling, and a spectacular, approximately 1,000-square-foot recreation wing outfitted with its own full kitchen and bath. Retreat to the first-floor owner’s suite, an elegant sanctuary featuring a private sitting area, a spa-inspired bath, and peaceful views overlooking the estate and pool. Outdoor living captures the estate-style relaxation, with a vast screened lanai and a sparkling saltwater pool overlooking open lawns and mature perimeter landscaping that naturally buffers the property. Recreational amenities are premier, featuring an integrated basketball court and a dedicated section of the driveway already marked for pickleball. The sprawling grounds serve as a grand retreat, anchored by an exceptional detached multi-car garage pavilion. Perfect for collectors or specialized hobbyists, this secondary structure features oversized 11-foot doors, a dedicated RV and boat storage area, carport, and a versatile, fully plumbed auxiliary suite with a full shower, ideal as a detached executive workspace or private retreat. Unequaled in structural integrity, the home functions as a fortified private fortress engineered with poured-concrete construction, comprehensive rebar reinforcement, elevated foundation, standby generator, salt-and-carbon water filtration system, separate sprinkler well, and advanced 13-camera security system. Providing space perfectly zoned to accommodate equestrian pursuits, miniature horses, alpacas, or exotic hobby collections, the OUE1 acreage offers absolute lifestyle freedom, all while being securely situated in Flood Zone X, with an exceptionally low annual HOA fee and no CDD. Positioned at the absolute center of convenience, the estate sits just 3.5 miles from Waterside Place, 4 miles from the University Town Center district, and 4.5 miles from Main Street Lakewood Ranch—placing championship golf courses, premier dining, luxury shopping, and active community calendars right at your fingertips. Surrounded by the tranquility of your private sanctuary, allure of downtown Sarasota and world-renowned Gulf Coast beaches await just moments beyond your gates.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Judi Taulbee (941-544-6227)
5365 BARTOLOMEO ST, SARASOTA, FL 34238
$725,0009 Days on yellowkey MLS ID: A4696542
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2019Monthly Fee: $520 Tax: $3,651 (2025)Community: Esplanade On Palmer RanchSingle Family
Taxes:$3,651
Middle School: Laurel Nokomis Middle
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Built in 2019, this meticulously maintained 3-bedroom, 2-bath residence offers 1,918 sq.ft. of thoughtfully upgraded living space designed for both comfort and functionality. The home features a spacious extended lanai complete with a Hot Springs hot tub, creating the perfect setting for outdoor relaxation and entertaining. Interior upgrades include custom California Closets in the primary suite, custom cabinetry in the laundry room, and elegant plantation shutters throughout. Additional enhancements include a 240-volt hookup for a home generator, whole-house surge protector, Culligan whole-home water filtration system, lanai hurricane shade, plantation shutters, and an extended driveway for added convenience and parking flexibility. This property combines modern construction with quality upgrades and attention to detail throughout. Esplanade on Palmer Ranch delivers a true resort lifestyle with the on-site Bahama Bar restaurant, resort pools and spa, fitness center with studio classes, 8 pickle ball courts, 2 tennis courts, 3 dog parks, scenic nature trails, and direct Legacy Trail access. Oscar Scherer State Park is just one mile away. More than a home, this is a private luxury retreat offering the ultimate blend of elegance, recreation, wellness, and Gulf Coast living. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
5290 HYLAND HILLS AVE #1916, SARASOTA, FL 34241
$315,00059 Days on yellowkey MLS ID: A4691026
REDUCED by $34,000 (9.7%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2002Monthly Fee: $383 Tax: $3,963 (2025)Community: Heritage Oaks Veranda 8Condo
Taxes:$3,963
Remarks: Welcome to your private coastal retreat in the highly sought after Heritage Oaks Golf & Country Club. This beautifully renovated Abby floorplan offers the perfect blend of elegance, comfort and Florida lifestyle. This first floor corner unit shows off all of the natural light and lush landscaping throughout the entire day. The open floorplan features an open kitchen with breakfast nook seating, two bedrooms, two bathrooms, a versatile den/office and private garage. Every detail has been carefully curated with a light, elegant coastal design-creating a serene and inviting atmosphere with serene views of the golf course, nature, and water from the private screen lanai. The den provides flexibility for a home office guest space or additional lounge area. Heritage Oaks is a bundled Golf community, where residents can enjoy championship golf, tennis, fitness center clubhouse dining pool and active social lifestyle all within a beautifully maintained gated setting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
708 42ND ST, SARASOTA, FL 34234
$649,00074 Days on yellowkey MLS ID: A4688859
REDUCED by $26,000 (3.9%) on 06/19/2026
Bed: 3 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfApartment
Taxes:$5,492
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. This property has been a high-yielding asset for the seller. The seller gets a high volume of applicants, and it has required minimal effort to lease. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
Listing Agent: Helen Magill (941-320-7166)
$649,00077 Days on yellowkey MLS ID: A4688855
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfSingle Family
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
5361 SAN JUAN DR, SARASOTA, FL 34235
$385,00077 Days on yellowkey MLS ID: N6143756
REDUCED by $14,000 (3.5%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER – BRING YOUR OFFERS! Imagine waking up each morning to peaceful lake views and ending your day with breathtaking sunsets over Crown Lake. Nestled on an oversized lot in the desirable Desoto Lakes community, this beautifully renovated 2-bedroom, 2-bath home offers nearly 2,000 square feet of stylish, move-in-ready living space in one of Sarasota’s most convenient locations. From the moment you step inside, you’ll appreciate the bright, open-concept design that fills the home with natural light and creates an inviting atmosphere perfect for both everyday living and entertaining. The stunning renovated kitchen serves as the heart of the home, featuring brand-new appliances, sleek countertops, modern cabinetry, and a seamless flow into the spacious living and dining areas. Thoughtfully updated throughout, this home blends modern finishes with comfortable living. The previously screened lanai has been professionally converted into additional interior living space, providing endless possibilities for a family room, home office, hobby space, or entertaining area while maximizing the home’s functionality and square footage. One of the most valuable upgrades is already complete—brand-new hurricane impact windows installed throughout the home in 2025, providing enhanced storm protection, energy efficiency, and peace of mind for years to come. For hobbyists, car enthusiasts, or anyone needing extra workspace, the oversized garage and workshop is a rare find. Complete with epoxy flooring and an air compressor, it offers the perfect setup for projects, storage, or pursuing your favorite hobbies. Step outside and enjoy the beauty of your private backyard oasis overlooking picturesque Crown Lake. The manicured grounds and tranquil water views create a peaceful, resort-style setting that feels like a vacation every day. Best of all, with NO HOA and NO deed restrictions, you’ll enjoy the freedom and flexibility to truly make this property your own. Adding even more value, this property is NOT located in a flood zone, meaning NO flood insurance is required. Location is everything, and this home delivers. Conveniently situated just minutes from downtown Sarasota, world-famous Gulf Coast beaches, University Town Center, Lakewood Ranch, exceptional dining, shopping, entertainment, and Sarasota-Bradenton International Airport, you’ll enjoy easy access to everything that makes the Sarasota lifestyle so desirable. Homes offering this combination of lake views, extensive updates, oversized lot, workshop space, hurricane impact windows, and an unbeatable Sarasota location are hard to find. Don’t miss this incredible opportunity—schedule your private showing today and discover why this could be your perfect Florida home.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,799,50012 Days on yellowkey MLS ID: A4696114
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tra Raines, Iii (941-415-2508)
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