Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
5958 ANISE DR, SARASOTA, FL 34238
$535,000101 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,797
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
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)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,775,000111 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
High School: Sarasota High
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)
4360 CAMINO MADERA, SARASOTA, FL 34238
$578,000141 Days on yellowkey MLS ID: A4676568
REDUCED by $18,000 (3.0%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3014 Built: 1988Monthly Fee: $833 Tax: $3,975 (2025)Community: PrestanciaSingle Family
Taxes:$3,975
Elementary School: Gulf Gate Elementary
Remarks: This stunning 3 bedroom, 2.5 bath home located in the Villa Palmeras section of Prestancia features unique water and golf course views that unfold throughout the home. From the moment you enter, the soaring great room creates an unforgettable first impression with natural light pouring in. Seamless indoor-outdoor living awaits as sliding doors open to the screened-in lanai, perfect for morning coffee or sunset gatherings overlooking the shimmering water, the 15th tee, and even an active Bald Eagle’s nest! The property is in pristine condition, maintenance-free, and just 50 yards from the community pool. If you seek a carefree Florida lifestyle, look no further. Situated in Palmer Ranch, you are close to everything – shopping, golf, tennis, restaurants, beaches and the interstate. Enjoy all the area has to offer, then return to relax in this beautiful home with true wow factor.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
9590 HIGH GATE DR #1912, SARASOTA, FL 34238
$329,900238 Days on yellowkey MLS ID: A4667299
REDUCED by $10,000 (2.9%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996Monthly Fee: $571 Tax: $3,416 (2024)Community: Stoneybrook Veranda Greens 2Spa: NoCondo
Taxes:$3,416
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Remarks: In desirable South Sarasota, Stoneybrook at Palmer Ranch is a popular gated community centered around a vibrant, member-supported country club with a restaurant and full bar. Residents enjoy an 18-hole Arthur Hills golf course, newly remodeled by Kipp Schulties, along with Har-Tru tennis courts, bocce, a fitness center and community pool. The location is ideal, close to shopping, Siesta Key beaches, Sarasota Memorial Hospital, and the rich arts and cultural venues of downtown Sarasota. This High Gate condominium offers 1,333 square feet of easy ground-floor living. The front lanai faces east for morning sun, while the rear screened lanai overlooks the golf course, ideal for sunset views. The kitchen includes a breakfast nook with sliding doors to the front lanai, a closet pantry and a pass-through to the great room. The great room combines living and dining areas with sliding glass doors opening to the rear lanai. The primary suite is light filled with a bay window, sliding doors to the lanai, two walk-in closets and an en-suite bath with a walk-in shower. The guest bedroom is at front of the home with access to a second full bath. Additional features include a laundry room with storage, a one-car garage conveniently across from the entrance, and proximity to the community pool, just a short distance away. All assessments have been paid, including the 2025 roof replacement and the golf course renovation contribution. Ownership includes one-time club contribution of $10,000, annual golf and country club membership of $6,857, annual food and beverage minimum of $900, Palmer Ranch fee of $175 annually, Stoneybrook Boulevard fee of $250 annually, and a High Gate condominium fee of $6,424 annually (includes roof maintenance, water and sewer). This welcoming residence combines ease of maintenance-free living with amenities of a country club lifestyle in one of Sarasota’s sought-after locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Laura Pearson (941-993-5167)
9550 HIGH GATE DR #1515, SARASOTA, FL 34238
$319,00010 Days on yellowkey MLS ID: A4694992
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996 Tax: $3,574 (2025)Community: Stoneybrook Veranda Greens 1Condo
Taxes:$3,574
Remarks: Palmer Ranch — one of Sarasota’s most vibrant and sought-after addresses. This residence is an exceptional opportunity for both primary homeowners and those seeking a luxurious vacation retreat. Step inside and experience true turnkey living — sold fully furnished, this condo offers a seamless transition whether you’re settling in full-time or arriving for a well-deserved escape. Every detail has been taken care of, so you can focus on enjoying the exceptional lifestyle this community has to offer. Stoney Brook at Palmer Ranch is more than a neighborhood — it’s a member-supported country club experience. Enjoy dining and cocktails at the on-site restaurant and full bar, socialize with a welcoming community of members, and tee off on the newly remodeled 18-hole Arthur Hills golf course, redesigned by the acclaimed Kipp Schulties. Whether you’re a seasoned golfer or simply appreciate resort-style living, this community delivers at every turn. Beyond the gates, the location is simply unmatched. Siesta Key Beach — ranked the number one beach in the country — is just minutes away, offering world-famous crystal quartz sand and stunning Gulf sunsets. Explore Sarasota’s vibrant downtown dining and arts scene, or indulge in premier shopping at University Town Center (UTC), all within easy reach. Opportunities to own in a community of this caliber, at this price point, are rare. Schedule your private showing today and discover the Stoney Brook lifestyle for yourself.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Stephanie Soffer (908-256-1029)
6211 DRY TORTUGAS DR, SARASOTA, FL 34241
$389,0009 Days on yellowkey MLS ID: A4695176
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1836 Built: 2026Monthly Fee: $191 Tax: $1,993 (2025)Community: Grand Pk Ph 3A & 3BTownhouse
Taxes:$1,993
Elementary School: Lakeview Elementary
Remarks: NO NEED to wait. AVAILABLE NOW is one of the few EASTERN-facing *Avery* END-UNITS with a WATER VIEW. This almost new townhome, bought in January 2026, provides tranquil water views and natural morning light creating a bright and inviting atmosphere. The morning hues fill the home with warmth while drinking a morning coffee, perfectly framed through triple sliding glass doors leading to the paved, screened-in lanai. Built for both comfort and peace of mind, this residence features durable two story all block construction, impact resistant windows on 2nd floor, and thoughtful upgrades throughout. The spacious layout offers approximately 1,800 square feet of living space with 3 bedrooms, 2 1/2 bathrooms and an expansive entryway that creates an immediate sense of openness and welcome. The primary suite is generously sized and includes dual closets along with a spacious bathroom featuring ample vanity space and abundant lighting. Two additional bedrooms also located on the second floor provide flexibility for guests, family, or a home office. The main living areas seamlessly connect to the outdoor space, where lush landscaping and lakefront views create a peaceful backdrop for relaxing or entertaining. Decorative kitchen backsplash, 5 stylish ceiling fans, slat wood accent wall and neutral finishes add stylish modern touches throughout home. Additional conveniences include a large exterior storage unit, positioned lanai offering protection from afternoon sun and a paved driveway enhancing curb appeal. Ideally situated, this building enjoys additional off street parking, minimal through traffic and a quiet residential setting. With just an easy eight-minute walk to the neighborhood lap pool and resort style pool, enjoy full access to Grand Park's additional amenities of large gathering rooms, workout gym, workout studio, 4 pickleball courts, 2 tennis courts, 2 dog parks and more than 6 miles of scenic walking trails - all included in low HOA fees. Builder Warranties are transferrable to new owner and HOA fees have been PAID thru end of year. This community offers the perfect blend of style, functionality, and serene Sarasota living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
7718 SILVER BELL DR, SARASOTA, FL 34241
$875,0007 Days on yellowkey MLS ID: A4695790
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1997Monthly Fee: $147 Tax: $7,651 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,651
Remarks: THIS IS THE ONE * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNER, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
888 S ORANGE AVE #2C, SARASOTA, FL 34236
$2,799,0008 Days on yellowkey MLS ID: A4693764
2 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2511 Built: 2007 Tax: $29,084 (2026)Community: Hudson CrossingSpa: YesCondo
Taxes:$29,084
Elementary School: Southside Elementary
Tax Year: 2026
Remarks: Under contract-accepting backup offers. OPEN HOUSE FOR SUNDAY 6/7 HAS BEEN CANCELED. Set within the exclusive 12-residence waterfront enclave of Hudson Crossing, Residence 2C delivers a rare combination of low-density living, private boating access, and refined downtown Sarasota luxury. Included is a boat slip with a 16,000-lb lift, offering effortless days on the water with direct access to Sarasota Bay. Spanning over 2,500 square feet, the residence is highlighted by an exceptional 1,200-square-foot waterfront terrace, among the largest in the community and a true rarity in downtown Sarasota condominium living. Designed for elevated indoor-outdoor entertaining, the terrace features natural gas for grilling, integrated speakers, irrigation, and a private staircase to the pool and docks, creating a seamless connection to the waterfront lifestyle. From the secured garage, a private elevator opens directly into the residence, where expansive living and dining areas feature high ceilings, polished porcelain flooring, and serene water views. The chef’s kitchen is thoughtfully appointed with European cabinetry, a large island, Wolf gas cooktop, Sub-Zero refrigeration, built in oven, microwave and a walk-in pantry. A wet bar and beverage center further enhance the home’s seamless entertaining flow. The fully renovated primary suite offers a tranquil escape with water views, remote-controlled shades, a spa-like bath with dual vanities and walk-in shower, and a custom walk-in closet with center island. Two additional guest suites provide flexibility, including an oversized second bedroom and a third bedroom currently configured as an office with built-ins and a Murphy bed. Additional features include a private two-car garage with EV charger, a ground-level cabana, Lutron lighting, app-controlled HVAC, whole-home water monitoring, remote control shades, central vacuum and a fully integrated Ubiquiti network with hardwired connectivity. Ideally located adjacent to Marie Selby Botanical Gardens, Hudson Crossing offers a boutique waterfront lifestyle just moments from Sarasota’s bayfront, dining, and cultural attractions.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
4130 CENTRAL SARASOTA PKWY #1836, SARASOTA, FL 34238
$174,50049 Days on yellowkey MLS ID: N6144038
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 949 Built: 1998Monthly Fee: $705 Tax: $3,067 (2025)Community: Bella Villino IiiSpa: YesCondo
Taxes:$3,067
Remarks: AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Welcome to this beautifully updated 2-bedroom, 2-bath condo offering the perfect blend of comfort, convenience, and lifestyle. Step inside to find a bright, open layout with high end, modern finishes, an updated kitchen with quartz countertops, and well-appointed living spaces with beautiful and durable luxury vinyl floors designed for easy living and entertaining. No stone was left unturned when designing this space, including the impact windows for added peace of mind. This unit is perfectly suited for even the most discerning buyers! Enjoy resort-style amenities including a heated pool and spa, a well-equipped fitness center, and an inviting clubhouse—ideal for relaxing or socializing. This gated community provides both security and a serene atmosphere. Perfectly situated between downtown Venice and downtown Sarasota, you’ll have quick access to dining, shopping, entertainment, and cultural attractions. Plus, you’re just minutes from some of Southwest Florida’s most beautiful beaches, including Siesta Key, making every day feel like a vacation. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this condo checks all the boxes. Offers may be entered ONLINE through Friday, June 19, 2026 at 4:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Holly Cunningham (619-651-5207)
6609 MAUNA LOA BLVD, SARASOTA, FL 34241
$499,00047 Days on yellowkey MLS ID: A4691414
REDUCED by $6,000 (1.2%) on 06/06/2026
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 is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
4471 MCINTOSH LAKE AVE, SARASOTA, FL 34233
$678,00014 Days on yellowkey MLS ID: A4695012
0 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2375 Built: 1995Monthly Fee: $54 Tax: $4,874 (2025)Community: Mcintosh LakeSpa: YesSingle Family
Taxes:$4,874
Remarks: Under contract-accepting backup offers. Luxury Pool Home in Prime Sarasota Location Designed for unforgettable family gatherings and effortless entertaining, this exceptional pool home offers the perfect blend of luxury, comfort, and Florida lifestyle in one of Sarasota's highly desirable school districts. Conveniently located just 6 miles from world-famous Siesta Key Beach and a short walk to the Legacy Trail, this home combines an outstanding location with impressive amenities. Filled with natural light, the open-concept floor plan features spacious living areas designed for both everyday living and entertaining. The home offers 3 bedrooms and a luxurious primary suite complete with an extra large newly renovated walk-in shower, relaxing garden tub, and spa-like atmosphere. Two oversized gathering spaces provide exceptional flexibility, including a dedicated media/movie room and a large banquet-style dining and entertainment area ideal for hosting family and friends. A separate home office with beautiful bay windows overlooks the front garden, creating an inviting work-from-home environment. Additional interior features include elegant porcelain wood-look tile flooring, impact windows, impressive 8-foot double front entry doors, and an oversized 25-foot-deep 2-car garage with abundant storage space and a separate exterior access door. Step outside to your private backyard retreat featuring an oversized screened pool deck, relaxing jacuzzi hot tub, and fully fenced yard, providing the ideal setting for outdoor entertaining, recreation, and year-round enjoyment. Additional highlights include private well irrigation, low HOA fees of only $55 per month, and attractive community mailboxes. Built with quality craftsmanship and timeless architectural details, this remarkable residence offers exceptional value and an outstanding Sarasota lifestyle.
Listing Agent: Rigo Rivera (941-587-3767)
11790 FIORE LN, SARASOTA, FL 34238
$574,90013 Days on yellowkey MLS ID: A4695027
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2006Monthly Fee: $443 Tax: $4,349 (2025)Community: Isles Of SarasotaSpa: NoSingle Family
Taxes:$4,349
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Your Private Oasis Awaits. Welcome to a sanctuary of comfort and style. Situated at the end of a peaceful & quiet cul-de-sac, this stunning 3-bedroom, 3-bathroom residence is designed for those who appreciate privacy and effortless elegance. The grand 10- and 12-foot ceilings elevate the open-concept living space, washed in natural light and accented by classic plantation shutters. The versatile den serves as the perfect home office, library, or media room. Step outside to your private lanai and pool area, where a beautiful, unobstructed view ensures your backyard gatherings remain entirely your own. This home has been lovingly taken care of by original owners and is ready for your personal touches. Beyond the beauty lies incredible value: enjoy the efficiency of a newer AC and water heater, alongside the ultimate lock-and-leave security of heavy-duty accordion hurricane shutters. This home, built by Divosta, features poured concrete construction. Turn the key and start living the dream. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail and all the cultural venues downtown Sarasota and Venice provides.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Bill Taft, Jr (941-400-5189)
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00073 Days on yellowkey MLS ID: A4687426
REDUCED by $51,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Taxes:$20,687
Remarks: Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district. Seller financing available with a 5.5% interest-only loan for 2 years.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
5300 HYLAND HILLS AVE #U2016, SARASOTA, FL 34241
$274,000196 Days on yellowkey MLS ID: A4673371
REDUCED by $46,000 (14.4%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2003Monthly Fee: $901 Tax: $3,405 (2024)Community: Heritage Oaks GccCondo
Taxes:$3,405
Remarks: This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.
Listing Agent: R Glen Ridgeway (941-302-2376)
6147 HUPA RD, SARASOTA, FL 34241
$1,089,90020 Days on yellowkey MLS ID: A4694256
REDUCED by $35,100 (3.1%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 6 Liv Area Sq Ft: 2346 Built: 1971Monthly Fee: $58 Tax: $5,704 (2025)Community: Myakka Valley RanchesSpa: NoSingle Family
Taxes:$5,704
Remarks: Welcome to 6147 Hupa Road, a beautifully updated 5-acre pool home in the highly sought-after equestrian community of Myakka Valley Ranches, just 30 minutes to Siesta Key Beach. Set on a private dead-end street with no through traffic, this 3-bedroom, 2-bath block construction home offers 2,346 sq.ft. of living space, including a versatile bonus room that could be used as a 4th bedroom, gym, game room, office, or guest space, plus an attached single-car garage. Inside, you’ll find gorgeous vinyl flooring, spacious bedrooms, an updated kitchen with wood cabinetry, quartz countertops, stainless steel appliances, new fixtures, and a large walk-in pantry that could also function as a small office, desk area, or dog kennel. The home also features a separate large laundry room/mud room and an updated primary bathroom with modern fixtures and a glass shower door. Major updates include a new roof and A/C in 2023, new ductwork and blown-in insulation in 2020, whole-house reverse osmosis water system, fiberoptic internet, EV charger, 2025 pool pump, and replaced pool cage screens. Enjoy outdoor living with a private pool and screened porch overlooking the pastures and pond. The property includes three cross-fenced pastures, four horse stalls with water and electric, a 2026 barn roof, covered boat or RV parking, covered carport parking for 3 cars, a stocked pond, and two large detached metal buildings totaling approximately 3,688 sq.ft., ideal for workshops, hobbies, storage, equipment, or room for up to 6 to 8 cars. Located in Unit 1 of Myakka Valley Ranches with a voluntary HOA, the community offers miles of riding trails and is next door to Myakka River State Park, Florida’s largest state park. Near A+ rated schools, shopping, and dining, this property offers the perfect blend of privacy, acreage, equestrian amenities, and Sarasota convenience.
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
6581 APPROACH RD #63, SARASOTA, FL 34238
$399,00027 Days on yellowkey MLS ID: A4693540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1841 Built: 1985 Tax: $2,483 (2025)Community: Westwoods At SunriseVilla
Taxes:$2,483
Remarks: Perfectly positioned directly across from the community amenities, this beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living. NEW AC 2025! One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), a year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play. Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views. The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living. Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties. Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.
Listing Agent: Rachel Tritschler (941-993-5892)
2890 ASHTON RD #5, SARASOTA, FL 34231
$475,000124 Days on yellowkey MLS ID: A4680789
REDUCED by $24,900 (5.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2011Monthly Fee: $245 Tax: $3,662 (2025)Community: The Enclave Of Webberlin PlaceSingle Family
Taxes:$3,662
Elementary School: Wilkinson Elementary
Remarks: Welcome to Ashton Enclave! This beautifully maintained 4-bedroom, 3-bath home is nestled in a highly desirable neighborhood just minutes from Siesta Key Beach. Offering the perfect blend of comfort and Florida lifestyle, the home features spacious living areas ideal for both relaxing and entertaining. Step outside to enjoy the screened-in lanai overlooking a private backyard retreat, plus an additional bonus deck perfect for outdoor dining, gatherings, or soaking up the sunshine. Conveniently located near top shopping, dining, and entertainment destinations, this property combines coastal living with everyday convenience. A rare opportunity to enjoy the best of Sarasota-area living in an exceptional location.
Listing Agent: Amy Nadell (941-539-5424)
6474 DRAW LN #77, SARASOTA, FL 34238
$239,000120 Days on yellowkey MLS ID: A4681949
REDUCED by $10,000 (4.0%) on 06/06/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1492 Built: 1978 Tax: $3,258 (2025)Community: Sunrise Golf Club Ph IiTownhouse
Taxes:$3,258
Remarks: PRICE IMPROVEMENT!!! Welcome home to this move-in-ready townhouse offering over 1,400 square feet of comfortable living space in an unbeatable location! Just minutes from the beach, top-rated restaurants, shopping, and situated in an A-rated school district — plus easy access to the interstate for effortless commuting. Inside, you’ll find thoughtful updates throughout, including a newer A/C, recessed lighting, new baseboards, new downstairs closet doors, and fresh interior paint. The kitchen shines with granite countertops, new cabinetry, and plenty of space for gathering. Updated bathroom vanities add a modern touch. PRICE REDUCTION Makes this an incredible deal! Step outside to your back patio — the perfect spot to relax and take in beautiful sunset views. Enjoy low HOA fees that include access to a large heated pool, tennis and pickleball court, and scenic sidewalks along the lakes — ideal for evening strolls or morning walks. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this home checks all the boxes.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
5560 ROSEHILL RD #201, SARASOTA, FL 34233
$229,90062 Days on yellowkey MLS ID: A4689325
REDUCED by $20,000 (8.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,965 (2025)Community: Admirals WalkCondo
Taxes:$2,965
Remarks: Bright and spacious loft-style condo in the gated community of Admirals Walk. This two-story layout features cathedral ceilings, an open living area, and a flexible loft space suitable for an office, guest area, or media room. The kitchen includes a breakfast bar and pantry, and the split-bedroom design provides privacy for both bedrooms. Each bedroom offers a walk-in closet, and the interior laundry room provides additional storage. Community amenities include a resort-style pool, spa, fitness center, clubhouse, and on-site management. HOA fees include cable, internet, water, sewer, and trash. Conveniently located near I-75, shopping, dining, UTC, downtown Sarasota, and area beaches.
Listing Agent: Greg Dudley (240-461-7460)
1607 FLOWER DR, SARASOTA, FL 34239
$4,290,000367 Days on yellowkey MLS ID: A4653737
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4769 Built: 2024 Tax: $16,090 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$16,090
Remarks: One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who Appreciates Modern Art and Design! Every Room is Unique and Designed with Attention to Detail and Gracefully Incorporates the Outside Indoors via Walls with Large Picture Windows. This Amazing Property Features: A MAIN HOUSE w/5 Bedrooms, 5.5 Baths, 2 Master Suites (Up & Down) both w/Zen-like 5-Piece Master Baths w/Whirlpool Soaking Tubs and Separate Showers; Fabulous Great Room w/Soaring Ceilings, Wall Fireplace and Sliders Looking Out to the Aqua Pool and Spa and Tropical Landscape; Extra Flex Room off Kitchen w/Built in Art Niche makes a Perfect Dining Room, Den/Office w/Built-ins, Fabulous Kitchen w/Separate Refrigerator, Freezer & Wine Refrigerator, Luxury Dacor Appliances, Quartz Counters, Designer Kitchen Cabinetry, Pantry, Eating Bar; Media Bonus Room w/Balcony, Laundry Room w/Storage, Open Glass Staircase to Upstairs, Elevator Shaft to All Floors, Porcelain Tile and Elegant Lighting Fixtures throughout, Bosch AC Units, 2 Balconies Upstairs, En-Suite Bedrooms, Powder Room w/Glass Art Sink, Impact Windows and Sliders w/Low E Glass, Oversized 2 Car Garage and an Oversized 1 Car Garage w/Electric Charging Stations, Smart Home w/Fully Integrated Wifi System, Covered Lanai w/Fully Equipped Out Door Kitchen and Fire Pit. A Detached CASITA GUEST HOUSE w/Separate Entrance, Full Bath, Kitchenette and One Bedroom overlooking the Pool Court Yard, Perfect for a Nanny, House Keeper, Teen, MIL or Pool Party Room. The Outdoor Features: Gorgeous 35 Foot Saltwater Pool w/Waterfall, Huge Sun Shelf and Hot Tub Spa; Lush Tropical Landscaping, Tiered Flower Planters, Low Maintenance Yard, Irrigation, Circular Driveway and Privacy Wall. Home was Built nearly 2 FT above the Flood Zone and does NOT Require Flood Insurance. This Never Before Been Lived in Home is Ready and Waiting for It's New Owner! Located just Minutes to Sarasota Memorial Hospital and Medical Center, Morton's Market, Downtown Sarasota, Shopping, Dining, St Armand's and the Best Beaches!
Listing Agent: Anne Thomas, Pa (941-993-7700)
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