Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
3351 THORNWOOD RD #3351, SARASOTA, FL 34231
$359,00065 Days on yellowkey MLS ID: A4687754
REDUCED by $16,000 (4.3%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1983 Tax: $3,457 (2025)Community: Crooked Creek Sec 3Spa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,457
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
5300 MAHOGANY RUN AVE, SARASOTA, FL 34241
$435,00066 Days on yellowkey MLS ID: A4687853
REDUCED by $15,000 (3.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 1999Monthly Fee: $348 Tax: $3,048 (2025)Community: Heritage Oaks G&CcVilla
Taxes:$3,048
Elementary School: Lakeview Elementary
Remarks: Don’t miss out on this rarely available Arlington end unit in Heritage Oaks Golf and Country Club with lake views overlooking the 12th hole. More natural light and added privacy make this home one of the most desirable locations in the community. This two-bedroom plus office or den home offers the flexibility to easily convert into a three-bedroom. It features a rare private exterior entrance, ideal for guests, a home office, or added privacy. This home is move-in ready with thoughtful upgrades throughout that is rare to find including crown molding, plantation shutters, travertine flooring, stainless steel appliances, bar area, and re-piping. The HVAC system was replaced six years ago, and the garage features all new electrical. Updated hardware throughout the home adds a fresh, modern touch. A hurricane screen less than one year old provides added protection and peace of mind. The primary bedroom suite offers walkout access and a private bathroom with a jacuzzi tub, walk-in shower, and updated countertops and sinks. Inquire about the brand-new bedroom flooring that has been ordered and will be installed. Enjoy a coveted two-car garage and true maintenance-free living with landscaping, roof, exterior painting, and driveway care included. The home is also equipped with fire sprinklers that are maintained by the association, adding an extra layer of safety and convenience. Are you ready to create once-in-a-lifetime memories? Heritage Oaks is more than a community, it is a lifestyle. Enjoy championship golf, an award-winning pro shop, clay tennis courts with clinics and programs, five heated pools, a fitness center with classes and personal training, and both casual and fine dining led by a certified executive chef. A full social calendar and stunning sunset terrace create a vibrant and connected experience. Set within a gated community with 24-hour guard service and an Audubon-certified nature preserve, you will experience beautifully landscaped grounds with deer roaming throughout. With strong reserves and a debt-free structure, this community offers both luxury and peace of mind. Located in what many call the center of it all, you are 10.2 miles to Waterside Place, 11.3 miles to University Mall shopping and dining, 6.1 miles to Doctors Hospital, and under 17 miles to Lido Beach and Siesta Key Beach. Opportunities like this do not come often. Schedule your private showing today!
Listing is courtesy of: DREAMIFY REAL ESTATE LLC (941-827-0700)
Listing Agent: Jessica Peterson (970-222-2891)
7087 TAMWORTH PKWY, SARASOTA, FL 34241
$940,00071 Days on yellowkey MLS ID: A4687007
REDUCED by $10,000 (1.1%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2797 Built: 2018Monthly Fee: $163 Tax: $9,330 (2025)Community: Waverley SubSpa: NoSingle Family
Taxes:$9,330
Remarks: Nestled within the sought-after gated community of Waverley, this immaculate 4-bedroom + den, 3-bath, 3-car garage residence is the definition of move-in ready. From the moment you arrive, a beautifully paved walkway leads you to the front entry, where a covered patio invites you to pause and take it all in. Inside, every room impresses with generous proportions and refined finishes, including soaring tray ceilings in both the living room and primary suite. The primary bedroom is a true retreat, featuring a spa-inspired en-suite with a double shower and an oversized walk-in closet. The chef's kitchen delivers wide-open prep space, a spacious pantry, and the added convenience of a whole-home reverse osmosis water system. Thoughtful upgrades are found at every turn, a built-in drying rack in the dedicated laundry room, a custom wet room off the garage for easy shoe removal, and rich large-format tile flooring throughout. The extended lanai is an entertainer's dream, already plumbed with a sink and electric hookup for a future outdoor kitchen. Step outside to your heated pool, complete with a child safety fence for peace of mind. The home is outfitted with hurricane shutters plus electric drop-down shutters protecting the front entry and rear lanai. Smart home features include Wi-Fi-enabled thermostat, security security system with exterior cameras, a zoned irrigation system, and pre-wired sound system infrastructure. Plantation shutters adorn every window, providing style and privacy in equal measure. Located minutes from top-rated schools, premier shopping, and a vibrant restaurant scene, this exceptional home checks every box, and then some.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
1585 DORGALI DR, SARASOTA, FL 34238
$397,00079 Days on yellowkey MLS ID: A4686263
REDUCED by $12,900 (3.1%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2011Monthly Fee: $403 Tax: $2,754 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$2,754
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Enjoy the photos of this light and bright, move-in-ready townhome! This versatile three-bedroom three-bath residence features an open floor plan designed for comfortable living and entertaining. The first floor includes a spacious bedroom with an en-suite bath and walk-in closet, offering flexibility as a guest suite, private den/office or third bedroom. The kitchen is beautifully appointed with wood cabinets, granite countertops, and stainless-steel appliances, flowing seamlessly into the main living and dining areas. Upstairs you will find two generously sized primary bedrooms, each with its own with en-suite bath, providing privacy and convenience. The laundry area is also located on the second level for easy access. Step outside to the spacious and private lanai-perfect for entertaining larger gatherings or simply relaxing and enjoying the Florida lifestyle. Residents enjoy a vibrant community atmosphere with plenty of social activities along with a resort styled heated pool, 4 har-Tru lighted tennis courts, bocce, pickleball, basketball, tot lot, fitness center and attractive clubhouse. Close to Siesta Beach, dining, doctors, the Legacy Trail and all the cultural venues of downtown Sarasota. This home is ideal as a primary residence or a sunny second home.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
6515 BIG BAYOU DR, SARASOTA, FL 34241
$548,00088 Days on yellowkey MLS ID: A4685060
REDUCED by $10,499 (1.9%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 2024Monthly Fee: $312 Tax: $6,281 (2025)Community: Grand Park Ph 2Single Family
Taxes:$6,281
Remarks: Welcome to this beautiful, almost-new home built in 2024, offering 3 bedrooms, 2 bathrooms, a versatile den, and 1,775 square feet of thoughtfully designed living space filled with natural light. The open-concept floor plan creates a seamless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. This home is loaded with upgrades, including elegant crown molding, tray ceilings, custom woodwork, impact windows, and many additional designer touches that elevate the space throughout. Large sliders showcase peaceful lake views, bringing a sense of tranquility into the home. Located in the highly desirable Grand Park community, residents enjoy resort-style amenities including a luxury clubhouse, sparkling pool, pickleball courts, and a vibrant calendar of social events. Grand Park also offers a prime location with convenient access to shopping, dining, I75, and the world-famous Siesta Key beach, making this home the perfect combination of comfort, style, and lifestyle. This is a wonderful opportunity to enjoy modern luxury living in one of the area’s most sought-after communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
4509 STREAMSIDE CT #1901, SARASOTA, FL 34238
$374,900102 Days on yellowkey MLS ID: A4683448
REDUCED by $15,000 (3.8%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2005 Tax: $4,460 (2025)Community: Arielle On Palmer Ranch Sect 1 Phase 7Condo
Taxes:$4,460
Elementary School: Gulf Gate Elementary
Remarks: Located in the highly desirable Palmer Ranch area and less than five miles to the world-famous beaches of Siesta Key, this spacious 3BR/2BA second-floor condo offers 2,045 sq ft and the largest floorplan in Arielle with peaceful southern preserve views from the screened lanai, living room, and gathering room. A private two-car garage with extra storage and interior staircase entry (plus convenient side entrance for guests) welcomes you into an open, light-filled layout featuring dual living areas, formal dining space, and a well-designed kitchen with ample cabinetry, counter space, café dining area, and adjoining gathering room. The generous primary suite includes a soaking tub, separate shower, dual vanities, private water closet, and dual walk-in closets, while the second suite offers a charming window bench seat and private access to a full bath; the third bedroom with double doors and closet functions beautifully as a study or flex space. Main living areas feature laminate flooring, bedrooms offer newer plush carpet, and tile accents the baths, entry, kitchen, and café area. Recent updates include AC (2018), washer, dryer, refrigerator, range, dishwasher, microwave, stainless steel kitchen sink, entry light fixture, all faucets and plumbing fixtures throughout, and updated door hardware, knobs, locks, and hinges. Arielle is a gated community with paver driveways and sidewalks, heated pool, gas grills, cable TV, and central mailboxes, with water and basic cable included in the HOA; the community pool is just a short walk away, and residents enjoy easy access to shopping, dining, YMCA, I-75, and the Legacy Trail’s miles of biking and walking paths. Furnished and ready for immediate occupancy!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stu Francis (763-438-3500)
4221 ESCONDITO CIR, SARASOTA, FL 34238
$995,000122 Days on yellowkey MLS ID: A4679916
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2994 Built: 1988Monthly Fee: $73 Tax: $6,154 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,154
Remarks: Tucked within the gated Prestancia golf community, 4221 Escondito Circle offers three bedrooms, two-and-a-half baths, and nearly 3,000 square feet of thoughtfully designed living space that blends architectural character with effortless indoor–outdoor living. Lush, mature landscaping lines the graceful walkway to double front doors, while a private side courtyard with a tranquil water feature creates a peaceful sense of arrival before stepping inside. The foyer opens to expansive living spaces framed by soaring vaulted ceilings, arched transitions, and a striking chandelier, with multiple windows drawing in soft natural light and views of the courtyard. The living room feels both grand and inviting, anchored by a wood-burning fireplace with marble and wood detailing and framed by large arched windows. Beyond, the family room offers a second fireplace, custom built-in shelving with lower cabinetry, and walls of glass that connect seamlessly to the lanai. Sliding doors and transom windows fill the space with light while creating an easy indoor–outdoor flow ideal for everyday living and entertaining. At the heart of the home, the kitchen blends warmth and functionality with rich cherry cabinetry, granite countertops, professional-grade appliances, and generous bar seating for six. Five recessed display niches crown the cabinetry, adding architectural interest, while a built-in desk and pantry storage enhance everyday convenience. A pocket door leads to the formal dining room, where vaulted ceilings, a chandelier, and courtyard-facing windows create an elegant setting for gatherings. Adjacent to the kitchen, the breakfast nook is wrapped in picture windows and dual sliders, offering panoramic views of the pool and pond on three sides. The primary suite is thoughtfully positioned for privacy, featuring vaulted ceilings, serene pond views through plantation-shuttered windows, and direct lanai access. A charming bump-out provides space for a desk or sitting area, while the spa-inspired bath offers a glass-enclosed shower with multi-function panel, a corner Jacuzzi tub with marble surround beneath a chandelier, custom cabinetry, and a generous walk-in closet with built-ins. Two additional vaulted bedrooms share a Jack-and-Jill bath with a tub-shower combination and decorative tilework, and one bedroom opens directly to the lanai. A convenient powder room, well-appointed laundry with cabinetry and utility sink, and an oversized two-car garage with epoxy floors and built-in storage complete the interior. Outside, the screened lanai becomes a natural extension of the living space, featuring stamped concrete decking, brick coping, multiple seating areas, ceiling fans, and a hot tub alongside the private pool. Tranquil pond views provide a picturesque backdrop, creating a setting equally suited for quiet mornings or relaxed evenings with friends. Located in Palmer Ranch within Prestancia, residents enjoy a gated lifestyle near TPC Prestancia’s two championship golf courses, with optional memberships available. Just 5.5 miles from Siesta Key Beach and minutes from Sarasota’s dining, shopping, the Legacy Trail and cultural attractions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4637 WILLOW WOOD CIR #44, SARASOTA, FL 34241
$299,000353 Days on yellowkey MLS ID: A4655394
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
High School: Sarasota High
Tax Year: 2024
Remarks: 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)
4839 SWEETMEADOW CIR, SARASOTA, FL 34238
$949,00019 Days on yellowkey MLS ID: A4691573
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2930 Built: 1995Monthly Fee: $275 Tax: $5,380 (2025)Community: Turtle RockSingle Family
Taxes:$5,380
Elementary School: Ashton Elementary
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 FOR THE END OF MAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
4857 SILVER TOPAZ ST, SARASOTA, FL 34233
$682,0006 Days on yellowkey MLS ID: A4693542
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 2019Monthly Fee: $122 Tax: $3,796 (2025)Community: Ashton MeadowsSpa: NoSingle Family
Taxes:$3,796
Remarks: Welcome to a residence that redefines the art of Florida living — a masterfully upgraded 5 bedroom, 3.5 bathroom showpiece nestled in one of Sarasota's most coveted corridors. Spanning an impressive 2,475 square feet of meticulously curated living space, this home is nothing short of extraordinary. Enter inside and immediately notice the seamless luxury plank vinyl flooring that flows throughout the main level and loft, delivering a cohesive aesthetic. The kitchen has been completely reimagined with brand-new cabinetry and stunning quartz countertops that catch the light like the gemstone this street was named for. Adjacent, a newly constructed butler's pantry elevates your entertaining capabilities to a level that would make even the most seasoned host envious. The family room offers a fireplace that serves as both a stunning focal point and a cozy retreat for those rare cooler Florida evenings. Tucked beneath the staircase, a cleverly designed bar area transforms an often-overlooked space into a conversation starter — because every great home deserves a secret weapon for impromptu gatherings. Every bathroom throughout the home has been thoughtfully refreshed with new vanities and Luxury Plank Vinyl Flooring, while plush new carpet in the bedrooms creates a sumptuous retreat for rest and rejuvenation. The generous primary bedroom offers the kind of sanctuary you deserve after navigating the demands of daily life. Now, prepare yourself for the backyard — because this is where the magic truly unfolds. A sparkling inground pool, complete with a screened enclosure and surrounding deck, creates an outdoor oasis that feels distinctly resort-inspired. The thoughtful addition of an outdoor shower allows you to rinse off before and after your swim, maintaining that effortless flow between indoor and outdoor living. A designated barbecue area stands ready for weekend cookouts, while professionally installed turf behind the pool cage ensures a lush, maintenance-free landscape that stays perpetually green without any effort. Speaking of effortless living, solar panels grace the rooftop, dramatically reducing energy costs while simultaneously reducing your environmental footprint. The surrounding neighborhood places you within comfortable reach of Urfer Family Park for morning outings, Legacy Trail and the bustling Clark Road corridor where shopping, dining, and entertainment options. Located minutes to Siesta Key. Beautifully landscaped and brimming with upgrades that most homeowners only dream about, this Sarasota gem represents an extraordinary opportunity to own a home where every detail has been considered, every upgrade executed with precision, and every moment promises to feel like a permanent vacation. Schedule your private showing before someone else claims paradise.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Denise Gutmann (631-902-4616)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,775,000102 Days on yellowkey MLS ID: A4683288
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$15,484
Elementary School: Phillippi Shores Elementary
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
5601 ROSEHILL RD #203, SARASOTA, FL 34233
$185,000187 Days on yellowkey MLS ID: A4673504
REDUCED by $10,000 (5.1%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,761 (2024)Community: Admirals WalkCondo
Taxes:$2,761
Remarks: -- HUGE PRICE REDUCTION SELLER WANTS IT SOLD**** SELLER WILL RENT ANNUALLY*** Great open floor unit with Two Bedroom unit with a loft that can be used for an office or an additional guest bedroom, Admiral Walk community features a New England Style feel, Resort Like community area with a heated pool with spa a fitness center Close to Shopping Centers, Direct Drive TO Siesta Key Beach via Clark Rd, easy drive to I-75 to travel to UTC Mall, Lakewood Ranch and more. Excellent quality A/C unit INSTALLED in 2020, BOSCH DISHWASHER AROUND 2021. Needs a bit of TLC, Great Location, and affordable price.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
5482 BENEVA WOODS CIR, SARASOTA, FL 34233
$775,000143 Days on yellowkey MLS ID: A4677558
REDUCED by $15,000 (1.9%) on 05/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2509 Built: 1979Monthly Fee: $21 Tax: $6,695 (2025)Community: Beneva WoodsSpa: NoSingle Family
Taxes:$6,695
Remarks: Set in the quiet and charming Beneva Woods community, this lovingly remodeled 4-bedroom, 3-bath home offers privacy, architectural character, and a peaceful connection to nature, just 15 minutes from downtown Sarasota. The home is surrounded by mature trees and opens to a serene backyard with a screened pool and tranquil lake views beyond. Enjoy a quiet morning coffee or a relaxed evening swim; the outdoor space feels like a private retreat. Inside, the home blends clean modern lines with warm natural textures and an eclectic, artistic sensibility. Vaulted ceilings, exposed beams, and thoughtful architectural details create a light-filled, airy feel throughout the main living spaces. The kitchen is generous and well designed, with ample cabinetry and modern finishes, overlooking the living area, perfect for everyday living and relaxed entertaining. The primary suite is calm and inviting, with a beautifully updated spa-style bathroom featuring dual vanities and sculptural vessel sinks. Plantation shutters open to overlook the pool and greenery beyond, allowing the suite to feel quietly connected to the serene outdoor setting. On the main level, a flexible floor plan includes additional bedrooms and a full bath that also serves conveniently as a pool bath. A striking open staircase leads to a spacious loft on the second level with its own en-suite bath, offering an ideal space for guests, a home office, or a private retreat. Additional features include two A/C units, two hot water heaters, a wood-burning fireplace, a large laundry room with direct access to a private dog run, and a two-car garage that includes a small air-conditioned space ideal for a workshop, hobby area, or additional storage. This is a home that feels intentional, peaceful, and deeply cared for - a rare opportunity to enjoy privacy, architectural interest, and serenity while remaining close to Sarasota’s beaches, dining, and vibrant cultural life.
Listing Agent: Justyna Michalowska (941-567-7300)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000449 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Remarks: One or more photo(s) has been virtually staged. One of the few opportunities to own on St. Armands under $2M! Walk to St. Armands Circle and Lido Beach from this beautifully renovated coastal retreat situated on a rare oversized corner lot. Designed for effortless island living with exceptional luxury rental potential, this move-in ready home offers the lifestyle and investment opportunity today’s buyers are searching for. Positioned in one of Sarasota’s most desirable beach markets, the property is ideally suited for short-term rental demand, seasonal income, or long-term luxury resale value. Inside, the bright open floor plan showcases custom carpentry, detailed moldings, and upscale coastal finishes throughout. The remodeled kitchen, baths, and laundry room combine style with functionality, while recent updates including newer HVAC, doors, pool pump, and water heater provide peace of mind and low-maintenance ownership. Outdoor living is equally impressive with a screened-in pool, private patio, and multiple entertaining spaces that deliver the resort-style atmosphere vacation renters and second-home buyers expect. Walk, bike, or golf-cart to renowned dining, boutique shopping, waterfront parks, and beach access. Rare opportunities this close to St. Armands Circle continue to attract strong buyer and rental interest. Whether you are expanding an investment portfolio, completing a 1031 exchange, or securing your own island getaway, this property represents a high-demand asset in an exceptional coastal location.
Listing Agent: Cathy Palmer (678-524-1104)
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,699,00097 Days on yellowkey MLS ID: A4683982
REDUCED by $50,000 (2.9%) on 05/30/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5073 Built: 1988Monthly Fee: $73 Tax: $14,847 (2025)Community: PrestanciaSingle Family
Taxes:$14,847
Remarks: Located in the celebrated gated community of Prestancia, this elegant estate offers refined Florida living on a spacious over-sized private homesite. Featuring approximately 5,073 square feet, the residence includes 4 bedrooms and 4–5 bathrooms, thoughtfully designed for both comfortable daily living and stylish entertaining. Built in 1988, the home showcases timeless architecture with expansive living areas, high ceilings, and abundant natural light throughout. Generous gathering spaces flow seamlessly to outdoor living areas, ideal for enjoying Sarasota’s year-round sunshine. The property sits on an approximately 0.8-acre lot, providing exceptional privacy and mature landscaping rarely found in many communities. The residence includes a spacious three-car garage, large bedrooms with en-suite baths, and flexible living spaces perfect for hosting guests or creating a home office or hobby room. The expansive layout allows for both formal and casual living areas, making it ideal for entertaining. Situated within the highly desirable Palmer Ranch area, the home offers convenient access to Sarasota’s renowned beaches, golf courses, dining, shopping, and cultural attractions. Nearby top-rated schools and established neighborhoods further enhance the appeal of this exceptional property. With its generous square footage, large lot, and prime Sarasota location, this is a rare opportunity to own a distinguished home in one of the region’s most sought-after communities.
Listing Agent: Nikki Taylor (941-587-9060)
4937 CHASE OAKS DR, SARASOTA, FL 34241
$365,00025 Days on yellowkey MLS ID: A4692927
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1997Monthly Fee: $370 Tax: $2,373 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$2,373
Remarks: Not just another lovely home on a street, this "Buttonwood" Club Home, former builder's model, is ready for the opportunity to make it your own. With classic design and fully furnished, the home is waiting for the right touch. The kitchen is spacious and conveniently designed, with granite countertops. The Breakfast Nook has a buffet server with overhead lighting and extra cabinet space. Washer/dryer laundry room is in a separate utility room, conveniently adjacent to the kitchen. The den has a built-in entertainment center and an integrated desk/computer work space. The Primary bedroom is more spacious due to the optional bay window which overlooks the water and the golf course. The en-suite bath has double sinks, a step-in shower and an enormous walk-in closet. Situated on a semi private street, in proximity to the tennis courts, Pro Shop, Jr. Olympic pool and spa, and the main clubhouse with the 19th Hole, dining rooms and meeting rooms. Through the breezeway takes you to the newly renovated fitness center, complete with first class fitness equipment and a full-time director and specialty adjunct instructors. All conveniently located and accessible to your new home. In fact, one of the neighborhood pools is located in the other direction and about the same distance. Heritage Oaks Golf and Country Club is a bundled community (all owners are members of the club and enjoy access to the amenities) situated on 550 acres, five miles of walking trails, four neighborhood pools, gated with a 24-hour guard on duty. Sarasota is "The Arts Capital of Florida, and as such, has many cultural and artistic venues: restaurants, world class beaches, Selby Gardens, Mote Marine St. Armand's Circle and the three convenient airports. Come and enjoy the Heritage Oaks Lifestyle in Sunny Sarasota.
Listing Agent: R Glen Ridgeway (941-302-2376)
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$305,00089 Days on yellowkey MLS ID: A4684964
REDUCED by $10,000 (3.2%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,346
Remarks: Competitively Priced and Move-in ready, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing Agent: Valerie Padur (315-489-7872)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,25091 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Remarks: One or more photo(s) has been virtually staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
5958 ANISE DR, SARASOTA, FL 34238
$535,00092 Days on yellowkey MLS ID: A4684465
REDUCED by $15,000 (2.7%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2017Monthly Fee: $192 Tax: $3,797 (2025)Community: Arbor Lakes On Palmer RanchSpa: NoSingle Family
Taxes:$3,797
Remarks: Meticulous home on Best Location on Lake with fully fenced back yard and sweeping views of the lake and the native water birds. The three-panel sliding glass doors open completely to the tiled Lanai. The Rotunda of the home offers something special in the home and is a great place for holiday tree decorating. Home Connect wi-fi. Easy-to-clean upgraded porcelain tile floor throughout the house. Enjoy all of the kitchen granite counter space with seating room for 4. BOSCH dishwasher is UNHEARD when running and cleans dishes completely.. High ceiling architectural designs give a pleasant open-air feeling throughout the house. Updated LED light fixtures and ceiling fans. Accent colors walls and subtly on ceilings create a dynamic, luxurious space. Gas tankless hot water heater for low utility bills (gas connection is available to support a gas range.) Primary Bedroom with tray ceiling and en-suite Bath walk-in shower, two walk-in closets. The location within Palmer Ranch makes for great accessibility to shopping, medical facilities, restaurants, and the #1 voted Best Beach in USA!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
4338 MADEIRA CT #3346, SARASOTA, FL 34233
$195,00026 Days on yellowkey MLS ID: A4692389
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1988 Tax: $2,516 (2025)Community: Casa Del Sol Sec ICondo
Taxes:$2,516
Remarks: Enjoy peaceful lake views from this move-in ready 2-bedroom, 2-bath condo—perfect for full-time living or a seasonal retreat. Located on the second floor, you’ll love the cathedral ceilings and the added privacy of having no one above, creating a bright and airy feel throughout. Gently used by part-time owners, this thoughtfully cared for condo offers an ideal Sarasota lifestyle with easy access to beaches, shopping, dining, and more. Recent updates include a 2024 HVAC system and hot water heater, along with newer appliances for added peace of mind. Some furnishings are available for convenience, making this an easy transition whether you’re looking for a primary residence or a “lock-and-leave” getaway. Low condo fees and an active community at Casa Del Sol complete the package—offering the perfect blend of comfort, location, and value.
Listing Agent: Janice Melzer Langa (941-404-0802)
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