Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
4221 ESCONDITO CIR, SARASOTA, FL 34238
$995,000120 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,154
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
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
$299,000351 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
Elementary School: Lakeview Elementary
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
$949,00017 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
$682,0004 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)
4478 STREAMSIDE CT #1506, SARASOTA, FL 34238
$325,00053 Days on yellowkey MLS ID: A4689139
REDUCED by $10,000 (3.0%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1554 Built: 2005 Tax: $4,008 (2025)Community: Arielle/Palmer Ranch Sec IvCondo
Taxes:$4,008
Remarks: Welcome to Arielle on Palmer Ranch, where everyday living feels like a private escape in one of Sarasota's most desirable gated communities. This ground-floor residence offers the ease of single-level living with no stairs, making everyday access simple and convenient while blending comfort and practicality in a beautifully maintained setting. Recent improvements include brand-new luxury vinyl plank flooring installed in May 2026 throughout the main living areas, creating a bright, modern, and cohesive look. The home also features a brand-new Carrier air conditioning system installed in 2025, complete with a new thermostat and transferable warranty, providing energy-efficient comfort and valuable peace of mind for years to come. Being sold turnkey furnished, the residence comes fully equipped with furniture, housewares, and essentials for an effortless move-in. With over 1,554 square feet under air and 1,987 total square feet, this spacious two-bedroom plus enclosed den, two-bath condominium lives comfortably like a single-family home while offering the convenience of condominium ownership. The condominium association fee includes water, internet service, basic cable, exterior maintenance, roof maintenance, and professional landscaping, providing exceptional value while simplifying everyday living. The living room is furnished with a high-end Natuzzi leather sofa and coordinating leather recliner, delivering both quality and comfort. Inside, three sets of sliding glass doors invite natural light to fill the home, brightening the living room, kitchen, and primary suite while creating a seamless connection to the outdoors. The generous layout features defined living spaces that offer both comfort and functionality, creating an ideal flow for everyday living and entertaining. The spacious screened lanai extends the living area, providing a peaceful setting to enjoy morning coffee or unwind in the evening while overlooking a lush preserve backdrop with tranquil pond and creek views nestled among mature Florida foliage. The natural setting creates a sense of privacy and serenity rarely found in condominium living. The flexible enclosed den is ideal as a home office, media room, hobby room, or additional guest space. The primary suite features two walk-in closets, abundant natural light, and peaceful preserve views with glimpses of the pond beyond. A separate indoor laundry room adds everyday convenience. An attached one-car garage, extended two-car driveway, and abundant guest parking provide a rare level of ease and practicality. Residents of Arielle enjoy a beautifully maintained gated community featuring a heated pool overlooking a serene pond and barbecue areas perfect for outdoor gatherings. Just outside the gates, the Legacy Trail offers miles of scenic pathways connecting downtown Sarasota to downtown Venice, ideal for biking, walking, and enjoying Florida's outdoor lifestyle. Ideally located less than five miles from Siesta Key Beach, this home also places you within easy reach of downtown Sarasota, St. Armands Circle, Lido Key, and Nokomis Beach. Surrounded by exceptional dining, shopping, recreation, and coastal attractions, this residence presents an outstanding opportunity to enjoy the very best of Sarasota living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tanya Agle (484-904-5588)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,775,000100 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
$185,000185 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
$775,000141 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
$1,900,000447 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
Elementary School: Southside Elementary
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)
6724 APPROACH RD #3, SARASOTA, FL 34238
$309,90034 Days on yellowkey MLS ID: A4691568
REDUCED by $15,000 (4.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1673 Built: 1990Monthly Fee: $475 Tax: $2,100 (2025)Community: Westwoods At Sunrise 2Condo
Taxes:$2,100
Remarks: One or more photo(s) has been virtually staged. Tucked away at the end of a quiet, tree-lined drive lies Westwoods II—a hidden Sarasota enclave of just 42 residences where life moves at a more peaceful pace. As you arrive, you immediately sense the privacy and charm that make this community so special, and within it, a rarely available 2-bedroom, 2-bath villa-style condo invites you to imagine your next chapter. Step inside and feel the openness of the vaulted ceilings as natural light pours in from skylights above, illuminating a thoughtfully designed 1,673 sq. ft. floor plan. The layout flows effortlessly, with a step-down great room that creates a warm, inviting focal point for gathering, relaxing, or entertaining. Just beyond, a screened-in patio opens to a secluded, lush backyard, offering the perfect backdrop for morning coffee or quiet evenings. At the heart of the home, the kitchen blends style and function with sleek black granite countertops, a stone backsplash, tile flooring, and a cozy dine-in space that connects seamlessly to the dining area. French doors lead you into the living space, where every corner feels both spacious and welcoming. The primary suite is a true retreat—generously sized, featuring a walk-in closet and a large window overlooking a tranquil, garden-like setting. The ensuite bath offers spa-like comfort with dual vanities, a jetted soaking tub, and a separate shower. A cleverly designed pocket door creates a private guest wing, transforming the second bedroom and bath into its own secluded suite—ideal for visitors or multi-generational living. Beyond the walls of the home, Westwoods II offers a lifestyle of ease and convenience with maintenance-free living, a community pool, private roads, exterior care, exterior pest control, cable, and low condo fees—allowing you to spend less time on upkeep and more time enjoying everything Sarasota has to offer. Perfectly positioned just minutes from Palmer Ranch, I-75, and Clark Road, you’re never far from beaches, dining, shopping, and the vibrant Suncoast lifestyle. This isn’t just a home- it is a place to unwind, entertain, and truly enjoy where you live. Experience the charm of Westwoods II and make it your own.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jenna Oser (941-525-8865)
4536 WEBBER ST, SARASOTA, FL 34232
$324,9502 Days on yellowkey MLS ID: A4695314
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1979 Tax: $4,006 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,006
Elementary School: Brentwood Elementary
Remarks: Opportunity, location, and potential all come together at 4536 Webber Street. Offering 3 bedrooms and an attractive entry point into the Sarasota market, this home is perfect for buyers looking to personalize a property while already benefiting from major upgrades like a metal roof installed in 2021, hurricane impact windows, and an expanded paver driveway. Inside, the home offers a clean canvas with original character and endless possibilities to update at your own pace. Whether you're a first-time buyer, seasonal resident, investor, or someone looking to create their ideal Florida home, the layout and location make this a standout opportunity. In this location of Sarasota, you'll enjoy convenient access to downtown dining and entertainment, Sarasota Memorial Hospital, shopping, parks, golf courses, and some of the area's most beautiful Gulf Coast beaches. Spend your weekends exploring, enjoying local restaurants, visiting farmers markets, or taking in Sarasota's vibrant arts and cultural scene. Homes at this price point with major exterior improvements already completed are becoming increasingly difficult to find. Move in now, update over time, and enjoy the flexibility to create a space that fits your vision while investing in one of Sarasota's most desirable areas.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Vincent Diorides (941-720-5717)
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,699,00095 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
$365,00023 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
$305,00087 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
$1,995,25089 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
$535,00090 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
$195,00024 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)
4463 DIAMOND CIR S, SARASOTA, FL 34233
$625,0003 Days on yellowkey MLS ID: A4695018
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2340 Built: 1991Monthly Fee: $33 Tax: $4,559 (2025)Community: Emerald GardensSpa: NoSingle Family
Taxes:$4,559
Remarks: Tucked within a desirable Central Sarasota location, this meticulously maintained residence offers the perfect combination of privacy, functionality, and relaxed Florida living. Thoughtfully designed with a split-bedroom floorplan, open-concept living areas, and seamless indoor-outdoor flow, the home is centered around a private screened saltwater pool and peaceful views of the beautifully landscaped fenced yard. Plenty of space for a large family, entertaining, or both. The primary suite offers pool view and private access, sitting area plus the beautifully renovated bathroom all create a true retreat with spa-inspired feel. Mature landscaping enhanced with irrigation and landscape lighting adds warmth and curb appeal, while practical features including an interior laundry room and attached 2-car garage complete the package. Ideally positioned near shopping, dining, top-rated schools, world famous Siesta Key Beach, and downtown Sarasota’s thriving arts and cultural scene.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Deborah Nelson (941-266-5900)
6609 MAUNA LOA BLVD, SARASOTA, FL 34241
$505,00036 Days on yellowkey MLS ID: A4691414
REDUCED by $10,000 (1.9%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1980 Tax: $1,520 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$1,520
Remarks: Welcome to your new home! This charming 3-bedroom, 2-bathroom pool home in Lake Sarasota is designed for making memories. Lake Sarasota provides sidewalks throughout for a traditional family lifestyle with no HOA or CDD fees, it offers the space and freedom your family has been looking for. AC is 3 years young and only used 9 months out of the year! The spacious open floorplan and vaulted ceilings create a bright, airy atmosphere where everyone can stay connected. The chef-inspired kitchen serves as the center of the home, featuring elegant granite countertops, custom wood cabinetry, and modern stainless-steel appliances. Whether you’re prepping a family meal or helping with homework at the counter, you’ll never feel far from the action. Kitchen also has complete reverse osmosis system! No more buying bottled water! On chilly winter nights, the cozy fireplace is the perfect spot for family movie nights. For the busy household, the 2-car garage provides plenty of room for vehicles and storage, complemented by an expanded front driveway that offers extra parking space for guests or a boat. Step outside to your own private tropical sanctuary! Your family will love splashing in the sparkling pool, while you relax on the screened porch or soak up the sun on the beautiful paver patio surrounding the pool deck. The fully fenced backyard is a true "edible garden" that will delight any nature lover. Imagine harvesting fresh Avocados, Mangos, Tangerines, and Key Limes right from your yard. The property also features 5 Guava trees and Pineapple plants tucked throughout the lush, mature landscaping—providing a true farm-to-table experience at home. Yard is fully fenced providing complete privacy. Location is everything for a busy family. You are just a short distance from the top-rated Lakeview Elementary School and minutes from the soccer fields and playgrounds of Rothenbach Park. With easy access to I-75 and Bee Ridge Road, errands are a breeze, and the world-famous sands of Siesta Key Beach are just a short drive away. Ready to give your family the lifestyle they deserve? This Lake Sarasota gem won’t last long. Contact us today to schedule your family’s private tour!
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95066 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Taxes:$4,700
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to a fully fenced backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
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