Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00080 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$25,684
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
2928 BETTY DR, SARASOTA, FL 34232
$350,00017 Days on yellowkey MLS ID: A4694782
INCREASED by $20,100 (6.1%) on 06/11/2026
Bed: 3 Bath: 1.0 Gar: 4 Liv Area Sq Ft: 1559 Built: 1960 Tax: $4,515 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,515
Elementary School: Brentwood Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: An excellent opportunity for buyers ready to create their dream home. Recent improvements include A/C (2018), hot water heater (2014) and updated windows (2013 & 2014). A NEW Shingle Roof will be installed by the Sellers prior to closing along with a Range in the Kitchen. This 3 Bedroom 1 Bathroom Split Plan Layout offers a rare opportunity to own a spacious home situated on an oversized double lot of 15,485 SF with NO HOA or deed restrictions — bring your boats, RVs, trailers, and recreational vehicles! The property offers exceptional storage and versatility with both an attached oversized 2+ car garage of 621 SF (27x23) and 2 car detached garage of 676 SF (26x26), plus an additional storage closet off of the attached garage (5x16) and an outdoor shed ideal for tools, hobbies, or outdoor equipment. Enjoy Florida living year-round from the large 220 SF screened lanai, offering plenty of room for entertaining, lounge seating, or even a future spa setup. Conveniently located just minutes from shopping, downtown Sarasota, Gulf beaches, dining, and local parks, this property combines privacy, flexibility, and prime location. Owned by only two owners since 1980, this home is filled with potential and ready for its next chapter. Don’t miss this unique opportunity to transform a well-located property with endless possibilities!
Listing Agent: Mike Bridges (941-316-6530)
101 BENJAMIN FRANKLIN DR #85 & 86, SARASOTA, FL 34236
$3,450,00044 Days on yellowkey MLS ID: A4692002
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2550 Built: 1968 Tax: $26,964 (2025)Community: St Armands Towers SouthCondo
Taxes:$26,964
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Once-in-a-generation opportunity in St. Armands Towers South: Discover unparalleled Gulf-front living with unrivaled scale in this fully reimagined four-bedroom, four-bathroom, 8th-floor residence. A masterful combination of units #85 and #86, this rare condominium residence features flowthrough sunrise-to-sunset views and creates one of the building’s few true four-bedroom offerings. The expansive, custom footprint spans roughly 2,550+ square feet of prime beachfront real estate. Boasting sweeping, panoramic vistas of the Gulf, Lido Beach, Pansy’s Bayou, and the iconic Sarasota skyline, this sprawling retreat eliminates the space constraints of traditional high-rise living. It offers a single-family home's footprint paired with effortless condominium convenience, perfect for enjoying endless sunrise-filled mornings and stunning sunset evenings. Step inside to find a comprehensive remodel characterized by high-end finishes and an open-concept design that prioritizes the stunning vistas. The beautifully composed living spaces contribute to a refined yet inviting atmosphere, flowing seamlessly to two expansive 45-foot balconies ideal for salt-kissed breezes, sunset soirées, and indoor-outdoor entertaining. The well-appointed chef's kitchen was crafted for high-end living, boasting leathered quartzite countertops, premium custom cabinetry with seamlessly integrated Sub-Zero and Miele appliances, a Samsung range, and elegant recessed and under-cabinet lighting. Directly adjacent, the full-service bar serves as an entertainer's dream, featuring quartzite counters, an integrated Monogram wine sommelier, and a discrete two-drawer Fisher & Paykel dishwasher. This area opens directly to a spacious dining room and lounge area—a grand, cohesive entertaining space that comfortably hosts a full dining table and a separate standalone table, with four club chairs in a conversational arrangement, perfectly transitioning the living room to the dining spaces. Designed to balance leisure with productivity, the updated floor plan also includes a quiet, dedicated private office. The residence features four bedroom sanctuaries, each with direct balcony access through sliding glass. Dual primary suites ensure a private experience with dedicated ensuite baths, while the remaining two bedrooms enjoy convenient access to full bathrooms just across the hall. For ultimate convenience, the property includes two assigned covered parking spaces and two private storage lockers perfect for beach gear. Enjoy complete peace of mind in a building that features resort-caliber amenities, including a newly modernized lobby, a heated pool, a fitness center, on-site management, and a welcoming, pet-friendly policy. Embrace island life from this iconic location situated directly across the street from the powdery white sands of Lido Beach. Enjoy a two-block stroll to upscale boutiques, sidewalk cafes, galleries, and award-winning dining on St. Armands Circle. Located just 3 miles from the mainland, the theaters, opera, and museums of Florida’s "Cultural Coast" are right at your fingertips.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000206 Days on yellowkey MLS ID: A4672673
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
3078 SPENCER LN, SARASOTA, FL 34239
$599,50030 Days on yellowkey MLS ID: N6144331
REDUCED by $20,400 (3.3%) on 05/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1962 Tax: $5,146 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,146
Elementary School: Wilkinson Elementary
Remarks: Looking for a beautiful home on a 17,000+ square foot lot being sold TURNKEY FURNISHED? No HOA's or CDD! Great opportunity to be in Sarasota just minutes from shopping and beaches! This centrally located 3 BDRM 2 BA home is made of concrete construction and features 2,148 square feet along with a large Florida Room in the sought-after area of South Gate! This lovely home has new Hurricane Impact Windows, a new metal roof, newer electrical panel, the outside recently painted and new plumbing/piping throughout! The large lot has endless potential with room for a pool! The seller has had a recent wind mitigation and 4-point inspection on this home to help lower insurance costs. This outstanding home is minutes from Siesta Key Beach, the #1 beach in the US and minutes from the Sarasota airport, UTC mall and close to numerous restaurants, theatres and nightlife in downtown Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kim Wathen (941-445-1651)
62 SANDY HOOK RD S, SARASOTA, FL 34242
$2,995,000236 Days on yellowkey MLS ID: A4667491
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2658 Built: 1964Monthly Fee: $161 Tax: $8,811 (2024)Community: Sandy HookSingle Family
Taxes:$8,811
Remarks: In the coveted Sandy Hook Gulf Beach enclave of only 42 homes, this unique Mid-Century Modern home is now offered for purchase for the first time since 1983. The one-of-a-kind mid-century modern retreat rests on 1.6 acres of serene lakefront adjacent to where Big Sarasota Pass meets the Gulf of Mexico. Created by Frank Folsom Smith, a noted member of the Sarasota School of Architecture, this passively designed treasure was crafted from local cypress, oak, terra cotta and Ocala block and sits harmoniously within a lush Florida-native landscape alive with palms, cedars, and blooming wild flora. Nature lovers will delight in the lake along the southern edge of the property, home to a vibrant array of wildlife. The main residence, built in 1964 and lovingly preserved by its current owner since 1983, features timeless modernist design and abundant natural light through true north and south facing 10-foot glass sliders that welcome daylight. Meanwhile the interiors are shielded from direct sun for restful living. The guest house, added in 1987, also designed by the firm, complements the main home, together offering 5 bedrooms, 3 full bathrooms, 2 expansive great rooms, and a rare wood-burning fireplace, perfect for cozy winter evenings. Outdoors, all residents can enjoy their choice of sun-dappled terraces or shaded garden hideaways beneath more than 120 mature palms and cedars. Thoughtful upgrades ensure comfort and ease in this home's remodeled kitchen with all new appliances, new Trane HVAC systems covered by 10-year warranties, a 2025 deep-well irrigation system, and low-voltage outdoor lighting synchronized by the integrated atomic clock for effortless ambiance. Just a 150-meter stroll west through the trees leads you to Sandy Hook’s exclusive residents-only Gulf beach, a secluded paradise of sugarwhite quartz sand where sea turtles hatch annually and dolphins and manatees play offshore and sunsets paint the sky in vivid color. Conveniently located near Siesta Village’s boutiques and restaurants, and within easy reach of top-rated Sarasota County schools, The Out-of-Door Academy, and Sarasota Memorial Hospital, ranked among America’s top 50, this home offers the perfect blend of mid-century authenticity, privacy, and coastal lifestyle. This truly rare architectural offering is where Siesta Key’s natural beauty and Sarasota’s cultural soul meet the timeless artistry of mid-century design.
Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE (941-921-1000)
Listing Agent: Fred Beles (941-921-1000)
5603 AARON CT, SARASOTA, FL 34232
$649,90072 Days on yellowkey MLS ID: A4688260
REDUCED by $50,000 (7.1%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
5966 MIDNIGHT PASS RD #G118, SARASOTA, FL 34242
$1,150,000193 Days on yellowkey MLS ID: A4671884
0 Days Off yellowkey (back on 4/7/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1970 Tax: $9,506 (2024)Community: Palm Bay Club ICondo
Taxes:$9,506
Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
2588 COLORADO ST, SARASOTA, FL 34237
$525,000242 Days on yellowkey MLS ID: A4668318
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1585 Built: 1955 Tax: $5,758 (2024)Community: Ringling ParkSingle Family
Taxes:$5,758
Elementary School: Alta Vista Elementary
Remarks: Back on market after extensive renovations! You asked, we listened!! Move right into this beautifully remodeled Sarasota gem, where modern updates, an unbeatable location, and an oversized lot come together to create a truly rare opportunity. Filled with natural light from large windows throughout, this charming 3-bedroom, 2-bath home has been thoughtfully refreshed with luxury vinyl plank flooring, granite countertops, white shaker-style cabinetry, new appliances, and fresh interior paint, offering a bright and welcoming feel from the moment you step inside. Set on an expansive 12,000+ square foot lot, the property provides endless possibilities for gardening, entertaining, play, or future expansion. Garden enthusiasts will appreciate the generous outdoor space, while the bonus room offers flexibility for a home office, playroom, fitness space, or guest retreat. Located just blocks from downtown Sarasota and Payne Park, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable destinations, including world-famous beaches, exceptional dining, shopping, arts, and entertainment. Complete with a one-car garage and move-in-ready condition, this is the kind of home that rarely becomes available—a perfect blend of location, lifestyle, and value.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
6548 SABAL DR, SARASOTA, FL 34242
$6,195,00068 Days on yellowkey MLS ID: A4688728
REDUCED by $100,000 (1.6%) on 06/11/2026
Bed: 9 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4944 Built: 2024 Tax: $40,057 (2025)Community: Sabal PalmsSpa: YesSingle Family
Taxes:$40,057
Middle School: None
Remarks: Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00081 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,000123 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Taxes:$32,602
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4372 TRAILS DR #15-1, SARASOTA, FL 34232
$305,000133 Days on yellowkey MLS ID: A4678938
REDUCED by $5,000 (1.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1239 Built: 1984 Tax: $2,979 (2025)Community: Lakes Of Sarasota IiCondo
Taxes:$2,979
Remarks: The sought-after Lakes Estates of Sarasota is a hidden gem offering a wonderful blend of space, privacy, and serene natural beauty. This LAKEFRONT , maintenance-free villa features 2 bedrooms, 2 bathrooms, and over 1,200 square feet of living space. Remodeled in 2020 this split floor plan is enhanced by vaulted ceilings that create an open, airy feel. The eat-in kitchen is thoughtfully designed for both everyday living and entertaining, featuring a charming plant window, breakfast bar, and seamless connection to the dining and living areas. Just off the living room, a generously sized screened-in porch provides the perfect setting for indoor-outdoor living and entertaining, with peaceful lake views just beyond. The primary suite serves as a private retreat, complete with a walk-in closet and an en-suite bath with a stand-up shower. French doors open directly to a covered screened deck, placing you just steps from the water and offering a remarkable start or end to each day. NEW HVAC 8/2025 and adding to the property’s comfort and convenience is a one-car garage plus a carport. Residents enjoy winding, tree-lined, lighted streets and a scenic waterfront walking path that leads to the community’s resort-style amenities, including two pools, tennis and pickleball courts, fitness center, clubhouse, playground, and a picturesque central lake with fountain for added ambiance. Just a few blocks away, the pristine Legacy Trail offers 18 miles of paved paths stretching from Sarasota to Venice, perfect for biking, walking, and outdoor exercise, with relief pavilions and eateries along the way. The location is exceptional—minutes from area beaches, shopping, dining, and entertainment. Located in a popular school district, Lakes of Sarasota is not an age-restricted community, making this villa ideal for a wide range of lifestyles for those seeking a balance between suburban tranquility and easy access to urban amenities.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
6823 HERON MEADOW DR, SARASOTA, FL 34241
$789,99054 Days on yellowkey MLS ID: TB8499636
INCREASED by $15,000 (1.9%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Tax Year: 2026
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. The welcoming view from the front door extends through the sunny family and dining spaces and out to the serene lanai. In this single story dream home you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & 3 car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$819,99057 Days on yellowkey MLS ID: TB8498668
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This homes sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
6821 CHLOE CT, SARASOTA, FL 34241
$664,99092 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today. **This property offers a limited-time interest rate incentive.
5838 ELEGANT ORCHID WAY, SARASOTA, FL 34232
$430,00018 Days on yellowkey MLS ID: A4694819
REDUCED by $5,000 (1.1%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2020Monthly Fee: $81 Tax: $2,853 (2025)Community: Garden Village Ph 3ASingle Family
Taxes:$2,853
Elementary School: Ashton Elementary
Remarks: Welcome to this appealing 3-bedroom, 2-bath single-family home located in Garden Village, one of the most affordable gated communities in the area, conveniently located near Cattlemen Road, Fruitville Road, and I-75 (Exit 210). This one-story, all-concrete-block home includes a 2-car garage and a fully fenced backyard. Its open-concept layout maximizes living space, with the kitchen positioned between the living area and dining room. The kitchen overlooks the living area and covered lanai and comes equipped with all major appliances, including a refrigerator, built-in dishwasher, electric range, and microwave. The laundry room also includes a washer and dryer. For added privacy, the owner's suite is located at the back of the home and features an ensuite bathroom. Two additional bedrooms share a second full bathroom. Garden Village offers a convenient location just 30 minutes from Siesta Key Beach and 15 minutes from UTC (University Town Center), as well as the newly opened Mote Science Education Aquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Ray Shope (941-321-1328)
2215 HIBISCUS ST, SARASOTA, FL 34239
$1,524,00041 Days on yellowkey MLS ID: A4692327
REDUCED by $51,000 (3.2%) on 06/11/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2757 Built: 1952 Tax: $8,894 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$8,894
Remarks: Old Florida charm in the heart of Arlington! Gorgeous and sprawling for it's kind, this 4 bedroom, 3 bath Florida bungalow was once ubiquitous throughout the sought-after neighborhood of Arlington, but is now becoming a rare GEM. Curb appeal galore, this home has been truly loved by it's current owners and is evident once you drive up. Located on a cul-de-sac, enjoy the peace of a truly quiet, low traffic street with friendly neighbors and lovely homes. This picturesque coastal abode is perfectly nestled under a vast canopy of healthy Live Oaks that have been diligently maintained by a certified Arborist, providing protection, shade and that sought after Gulf Coast aesthetic. A breezy front porch adds that Southern charm so fitting for this cottage under the Oaks. Generous in size and fully screened in, it adds a whole other living space for those that love the sound of birds while having their coffee or enjoy the evening breeze after dinner. After entering the double glass doors, the entire home opens up in front of you. Large spacious rooms in a home like this are hard to come by, but are what define this property. One (of 2!) En-suite Primary bedrooms has an attached bedroom that can be used as a nursery or home office. A kitchen made for gathering, including a proper dining space, opens to an enormous living room, all with gorgeous views of the pool and backyard. The close proximity to excellent schools, and the incredible restaurants, cafes, and shopping that Southside Village has to offer has made having a golf cart a fun and practical mode of transportation for the current Owners. Massive updates have been completed on this home, including: - Entire plumbing system replaced in January 2026. NO CAST IRON! Brand new Impact pocketing sliders now open up the entire back of the home to a STUNNING, pool and spa (2025) along with an incredibly spacious screen enclosure and added room for outdoor kitchen. Entire property has had a recent landscaping overhaul that included a brand new concrete driveway and high-end turf laid throughout the yard (no mowing!). Tons of lush and tropical plants have been thoughtfully installed around the home and provide a gorgeous and verdant, but low maintenance, backdrop to this quintessential "Old Florida" bungalow. BRAND NEW Primary Bathroom with soaking tub, walk in closet and Impact sliders. New Flooring throughout (2022), Whole house water filtration system (2024), Roof (2017) with hurricane straps, added insulation, two A/C units (2017) new ductwork, three new water heaters, interior/exterior paint, lighting fixtures, blinds, hardware, and decorative features. The yard is fully enclosed (2016/2023) with beautiful white vinyl fencing. HUGE well-constructed Storage Shed (2024) for all the toys. I cannot say enough about this gem of a home, tucked away, in beautiful Arlington Park. If a breezy, charming, unique Florida bungalow is what you're looking for, this is the one.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
850 S TAMIAMI TRL #506, SARASOTA, FL 34236
$210,000319 Days on yellowkey MLS ID: A4659953
0 Days Off yellowkey (back on 5/12/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1998 Tax: $3,013 (2024)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$3,013
Remarks: Under contract-accepting backup offers. Virtually Staged. Seller just installed a new washer & dryer, new hot water tank, new bathroom vanity and painted much of the condo. Central Park II is the best-kept secret in Sarasota real estate: Country club amenities, a peaceful environment, relatively low prices--and all across the street from the southern edge of the downtown core. This particular ground-floor condo is a one-bedroom/one-bathroom upgraded unit with stainless-steel appliances, brand new water heater, etc, is situated in one of the best locations within the community: You'd be looking out at the pond, with the pool and court on the other side. Publix is directly across the street and the Legacy Trail is behind it. Downtown and the bayfront are to the north--and Sarasota Memorial Hospital is a few blocks south. Your timing to buy couldn't be better. It's a buyer's market and prices are $75k-$150k lower than a few years ago. Central Park II is also a great place to rent a condo Savvy investors have had no trouble keeping their place leased. It's a stable community with healthy reserves, an active population and lots of clubs and committees if you're so inclined. Easy to show, unit is vacant.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
4375 SEDLEY LN, SARASOTA, FL 34241
$750,00092 Days on yellowkey MLS ID: A4686157
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 1980Monthly Fee: $27 Tax: $4,228 (2025)Community: Bent Tree VillageSingle Family
Taxes:$4,228
Remarks: Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 3.5-bath pool home with a 3-car garage, offering 2,615 square feet of comfortable living in the highly desirable Bent Tree Village community. Perfectly situated at the end of a quiet cul-de-sac with virtually no through traffic, this home enjoys an exceptionally peaceful and private setting rarely found in the neighborhood. Surrounded by mature landscaping and overlooking serene creek and golf course views, the property offers a truly picturesque backdrop, creating a calm and inviting atmosphere both inside and out. Designed for comfortable living and entertaining, the home features spacious living and family rooms along with a large kitchen highlighted by vaulted ceilings, rich cherry cabinetry, stone countertops, stainless steel appliances, a built-in oven and microwave, separate cooktop, and a convenient pass-through window to the outdoor patio. The split-bedroom floor plan provides excellent privacy for both owners and guests, while a cozy wood-burning fireplace and east-facing exposure fill the home with warm natural light throughout the day. Step outside to the private screened lanai and pool area, where the tranquil water and golf course views create an ideal setting for relaxing, entertaining, or simply enjoying the quiet natural surroundings. Numerous updates provide peace of mind, including a 2015 roof, 2022 HVAC system, 2021 water heater, 2016 pool resurfacing, 2019 poly-pebble patio, 2022 irrigation system, 2021 hurricane shutters, and a 2017 garage door. Conveniently located near I-75, University Town Center, SRQ International Airport, Gulf beaches, Mote Marine SEA, Rothenbach Park, Urfer Family Park, and numerous golf courses, this home offers the perfect balance of privacy, scenery, and convenience—all within one of Sarasota’s most established communities.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
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