Location: Sarasota
Do Not Show Listings
749 SIESTA DR, SARASOTA, FL 34242
$750,000102 Days on yellowkey MLS ID: O6399340
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1952 Tax: $11,062 (2025)Community: Bay IslandSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,062
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Yisbel Bera Damiron (239-265-5102)
7891 KAVANAGH CT, SARASOTA, FL 34240
$589,000166 Days on yellowkey MLS ID: A4682445
REDUCED by $20,000 (3.3%) on 06/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2559 Built: 2002Monthly Fee: $310 Tax: $6,862 (2025)Community: Tatum RidgeSpa: NoSingle Family
Taxes:$6,862
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: This beautifully designed 3-bedroom, 3-bathroom residence offers a spacious and thoughtfully crafted floor plan ideal for both everyday living and elegant entertaining. Situated on a large homesite within a gated, maintenance-free community, this home combines privacy, convenience, and exceptional lifestyle amenities. Upon entry, you are welcomed by a formal living room filled with natural light, complemented by a separate dining room perfect for hosting gatherings and special occasions. A private study provides an ideal space for working from home or quiet retreat. The expansive family room flows seamlessly into the kitchen, creating an inviting open-concept living space. The well-appointed kitchen features a charming breakfast nook overlooking the pool and lanai, offering the perfect setting for casual dining. Sliding glass doors enhance the indoor-outdoor connection and fill the home with abundant natural light. Step outside to a large screened lanai showcasing a sparkling pool and convenient pool bath—designed for effortless outdoor entertaining and year-round enjoyment. The spacious primary suite and additional bedrooms offer privacy and comfort, while three full bathrooms ensure convenience for family and guests alike. Residents enjoy a truly maintenance-free lifestyle with all exterior lawn care included in the low HOA fee, annual pressure washing of driveways and sidewalks, and fresh mulch installed yearly. The neighborhood is beautifully maintained with mature landscaping, scenic lakes, and abundant greenspace throughout. Ideally located close to grocery stores, restaurants, and fitness centers, and just a short drive to UTC, SRQ Airport, and the area’s renowned Gulf beaches, this home delivers the perfect blend of comfort, elegance, and convenience.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jennifer Ford (941-376-5366)
4760 SEVILLE DR, SARASOTA, FL 34235
$480,00073 Days on yellowkey MLS ID: A4693968
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $20,000 (4.0%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1454 Built: 1980 Tax: $1,682 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$1,682
Remarks: Fully renovated 3/2 pool house in a convenient location. This house has received a full makeover. New roof, pool has been resurfaced with new tile and new pump. Kitchen updated with new cabinets, new quartz counters, new stainless steel appliances, new tile backsplash, new hardware and new fixtures. Both bathrooms updated with new tile, new vanities, new tub, new shower door, new fixtures and new hardware. New flooring and baseboard throughout. New light fixtures and hardware. Interior and exterior freshly painted. Fenced in backyard. No deed restrictions!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Lance Bache (941-685-3883)
4553 LINWOOD ST, SARASOTA, FL 34232
$372,00059 Days on yellowkey MLS ID: A4693155
1 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1373 Built: 1995 Tax: $2,653 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,653
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. This house checks all the boxes and move in ready. Enjoy outside living on this lighted expansive deck flowing into screen porch overlooking private lush greenery. This newly beautifully stained deck offers solitude for morning coffee and space for large gathering. Remote retractable sunshade awning offers year round functionality with firepit area. Walking up to front door notice the new paver deck. Split bedrooms, with updated baths, decorator ceiling fans and lights, custom walk in master closet adjoins the master bath. Kitchen has lots of natural light, double oven offers lower convection unit and updated appliances . Also included are new HVAC in 2025 with 2 UV lights, electrical panel and newer hot water heater. Don't miss the owned solar assist panels, resulting in low electrical bills. All appliances, plumbing, HVAC, water heater and termites have warranties which can be assumed by new owner with all inspections current. Some furniture available for purchase separate agreement. Ride, walk or jog the nearby Legacy Trail, enjoy the world famous beaches, golf, with all the culture Sarasota adds to Florida.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Ida Kay Tidwell (941-356-1146)
5301 SADDLE OAK TRL, SARASOTA, FL 34241
$1,999,000167 Days on yellowkey MLS ID: A4680226
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3978 Built: 2003Monthly Fee: $114 Tax: $10,477 (2025)Community: Saddle Oak EstatesSingle Family
Taxes:$10,477
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Toma Milbank Pllc (941-720-5174)
1356 POINT CRISP RD, SARASOTA, FL 34242
$4,495,00085 Days on yellowkey MLS ID: A4692551
2 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 7443 Built: 2005 Tax: $61,095 (2025)Community: Point Crisp AddSpa: YesSingle Family
Taxes:$61,095
Remarks: Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
8458 SNOWFALL ST, SARASOTA, FL 34241
$1,889,000146 Days on yellowkey MLS ID: A4685211
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $106,000 (5.3%) on 05/01/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4562 Built: 2024Monthly Fee: $251 Tax: $16,228 (2025)Community: Skye Ranch Nbrhd ThreeSpa: YesSingle Family
Taxes:$16,228
Elementary School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to 8458 Snowfall Street, an exceptional residence completed in 2024 and located in the highly sought-after Skye Ranch community of Sarasota, where luxury living meets a vibrant, family-oriented neighborhood and outstanding resort-style amenities. This impressive home offers 4 bedrooms, 4 full bathrooms, and 2 half baths across a spacious, thoughtfully designed floor plan that balances comfort, style, and functionality. The residence includes the primary bedroom on the first floor, a private office and a dedicated media room and in-law-suite on the second floor providing flexible spaces for work, entertainment, and everyday living. Expansive open living areas are filled with natural light and designed for effortless entertaining, seamlessly connecting the interior living spaces with the outdoor retreat. Outdoor living is truly resort-inspired. The expansive 1400 square ft. lanai features an oversized pool and spa, along with a fully equipped outdoor kitchen, fire pit and golf putting green creating the perfect setting for hosting gatherings or enjoying relaxing evenings in your private backyard oasis. Beyond the home itself, residents of Skye Ranch enjoy one of Sarasota's most dynamic master-planned communities. At the heart of the neighborhood is The HUB Amenity Center, where families gather to enjoy a resort-style pool and splash pad, fitness center, basketball court, climbing wall, clubhouse and café, sports courts, playgrounds, dog park, and over 23 miles of scenic walking and biking trails woven throughout beautiful natural preserves. The HUB also hosts a lively calendar of community events, family activities, movie nights, and seasonal celebrations, creating a warm and welcoming environment where neighbors quickly become friends. Ideally located near the new Skye Ranch K-8 School and just minutes from I-75, shopping, dining, and Sarasota's world-renowned Gulf Coast beaches, this remarkable home offers the perfect balance of luxury, recreation, and community connection.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
1850 WEBBER ST, SARASOTA, FL 34239
$3,790,000125 Days on yellowkey MLS ID: A4686673
REDUCED by $100,000 (2.6%) on 06/16/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
316 BEACH RD, SARASOTA, FL 34242
$5,249,000155 Days on yellowkey MLS ID: A4683801
REDUCED by $250,000 (4.5%) on 06/16/2026
Bed: 8 Bath: 9.0 Gar: 2 Liv Area Sq Ft: 4681 Built: 1996 Tax: $37,822 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$37,822
Remarks: Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000161 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Remarks: Laurel Oak Estates, this lakefront residence is positioned on an oversized corner homesite and offers a rare combination of architectural character, extensive updates, and exceptional versatility for today's luxury buyer. Designed for both everyday comfort and grand-scale entertaining, the home features soaring ceilings, custom millwork, solid wood doors, expansive gathering spaces, and walls of glass that frame peaceful lake views throughout. The renovated chef's kitchen anchors the home with custom cabinetry, premium appliances, generous prep space, and seamless connection to the surrounding living and dining areas. Five en-suite bedrooms provide privacy for family and guests, including a private guest suite with separate entrance that creates an ideal setting for multigenerational living, extended family, long-term guests, live-in assistance, or a dedicated work-from-home environment. Featuring soaring ceilings, loft space, abundant natural light, and a private balcony, this unique retreat offers endless possibilities as an art studio, executive office, fitness space, hobby room, or creative sanctuary. Outdoor living is equally impressive with a recently resurfaced pool and spa, expansive paver lanai, outdoor shower, courtyard fountain, and tranquil lake views creating a private resort-style setting. Recent improvements throughout the home include significant updates to the kitchen, bathrooms, flooring, lighting, cabinetry, millwork, and major mechanical systems, allowing buyers to enjoy the character of an established estate with the comfort of modern living. Residents enjoy 24-hour guard-gated security and optional Laurel Oak Country Club membership featuring two championship golf courses, tennis, fitness, dining, and an active social calendar. For buyers seeking more than another luxury home, this is a rare opportunity to own one of Laurel Oak's most versatile estate properties with exceptional scale, lakefront privacy, and the flexibility to accommodate multigenerational living, changing lifestyles, and evolving needs for years to come.
Listing Agent: Jessica Stiegel (703-898-8465)
480 CLEVELAND DR, SARASOTA, FL 34236
$3,800,000253 Days on yellowkey MLS ID: A4672676
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $300,000 (7.3%) on 05/23/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 1967 Tax: $47,931 (2024)Community: Lido BeachSingle Family
Taxes:$47,931
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience the ultimate in coastal luxury with this exceptional waterfront residence on Lido Key. Perfectly positioned along a wide, private deep-water canal, this beautifully renovated 3-bedroom, 3.5-bath home offers direct, bridge-free boating access to the Intracoastal Waterway and the Gulf of Mexico—an extraordinary feature for boating enthusiasts. Just two blocks from pristine Lido Beach and within walking distance to the vibrant shops and restaurants of St. Armands Circle, this home combines an unbeatable location with a serene, private setting. Designed to maximize its stunning waterfront surroundings, the home features expansive living spaces with six sets of sliding glass doors that seamlessly blend indoor and outdoor living. Step outside to a screened-in, south-facing heated pool and spacious paver deck—ideal for entertaining or simply relaxing while enjoying tranquil canal views. The private dock 2024 is fully equipped with a lift, power, and water, making it effortless to get out on the water at a moment’s notice. Lift can take 12,000 pounds. Inside, the home has been completely renovated in 2025 with a focus on modern elegance and functionality. The kitchen showcases stainless steel appliances, a built-in microwave, floating shelves, and ample cabinetry, along with a conveniently located pantry adjacent to the laundry room with utility sink. Porcelain tile flooring runs throughout, enhancing the home’s clean, sophisticated aesthetic. A thoughtfully designed layout offers both comfort and flexibility. A front-facing guest suite provides privacy for visitors, while a light-filled office or den—framed by three bay windows and enclosed with French doors—serves as an ideal workspace or additional living area. The primary suite is a private retreat featuring custom dual closets and a spa-inspired bathroom with floor-to-ceiling tile, glass-enclosed shower, and plantation shutters. A stylish half bath adds convenience for guests. Rental Projections avail. Investment Opportunity. Offered fully furnished, this home is truly move-in ready and designed for effortless coastal living. Enjoy quiet, walkable streets, nearby nature trails, and easy access to downtown Sarasota via the Ringling Bridge, where world-class dining, arts, and culture await. This is a rare opportunity to own a turnkey waterfront sanctuary in one of Sarasota’s most coveted island communities—where luxury, location, and lifestyle come together seamlessly. Walk to Lido Beach and catch a Sunset Or take the boat!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,000118 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing Agent: Tina Ellis (512-550-1117)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000206 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home installed 10/2022 & 8/2016) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
814 PARADISE WAY, SARASOTA, FL 34242
$1,945,000146 Days on yellowkey MLS ID: TB8483961
REDUCED by $50,000 (2.5%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1962Monthly Fee: $17 Tax: $14,830 (2025)Community: Siesta IslesSingle Family
Taxes:$14,830
Elementary School: Phillippi Shores Elementary
Remarks: Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is the expansive Florida room, a light-filled living space designed for year-round comfort with floor-to-ceiling windows and seamless views of the water and surrounding greenery—ideal for relaxing or entertaining. The home has been thoughtfully maintained and is in excellent condition, allowing for immediate occupancy or rental income potential. Additional highlights include a heated pool, open and functional layout, and spacious living areas. Located just minutes from Siesta Key Beach and Siesta Key Village, this property combines prime location, generous living space, and waterfront charm, making it ideal as a primary residence, vacation home, or investment property. The house did not get flooded from the recent 2024 storms, a new roof was replaced in 2024, A/C was replaced in 2023, a pool heat pump was installed in 2023, re-piped and remodeled in 2022.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
6211 CANARY ST, SARASOTA, FL 34241
$765,00051 Days on yellowkey MLS ID: A4696373
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2366 Built: 1969 Tax: $6,511 (2025)Community: Lakewood Tr ASpa: NoSingle Family
Taxes:$6,511
Remarks: Under contract-accepting backup offers. MOTHER IN LAW SUITE. Experience the perfect blend of space, privacy, and the coveted Florida lifestyle in this exceptional 4 bedroom, 3 bathroom estate, ideally situated on more than an acre of beautifully landscaped grounds in one of Sarasota’s most desirable locations. Surrounded by mature tropical foliage and overlooking tranquil lake views, this move-in-ready residence offers comfort, versatility, and thoughtful updates throughout. Step inside to discover pristine tile flooring, an airy open-concept layout, and expansive windows that fill the home with natural light while seamlessly connecting the indoors with the surrounding natural beauty. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and charming wood accent details that create a warm and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a large walk-in closet and a beautifully appointed en-suite bathroom featuring a walk-in shower. Two additional bedrooms, each with walk-in closets, provide ample storage and flexibility for family, guests, or a home office. A standout feature of the property is the secluded in-law suite, offering its own entrance, generous bedroom, walk-in closet, and full en-suite bath. This versatile space is ideal for multigenerational living, extended guests, or potential rental income opportunities. Designed for both relaxation and entertaining, the expansive air-conditioned Florida room provides year-round enjoyment while showcasing peaceful water views. Outside, a fenced side yard offers the perfect space for pets and play, while the sprawling grounds invite you to unwind beneath swaying palm trees and enjoy the serenity of lakeside living. Located in a rare no-HOA neighborhood, this property offers the freedom to personalize your home with minimal restrictions. Enjoy the tranquility of estate-style living while remaining just minutes from world-renowned Siesta Key Beach, premier shopping, dining, entertainment, and convenient access to I-75. Offering privacy, flexibility, and modern comfort in an unbeatable Sarasota location, this rare property is an opportunity you won't want to miss, schedule your private showing today!
Listing Agent: Joey Lamielle (941-350-0016)
2564 ARLINGTON ST, SARASOTA, FL 34239
$2,300,000148 Days on yellowkey MLS ID: A4683569
INCREASED by $118,100 (5.4%) on 06/10/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026 Tax: $5,223 (2025)Community: Turners J C SubSpa: YesSingle Family
Taxes:$5,223
Elementary School: Alta Vista Elementary
Remarks: Under Construction. ALL PHOTOS OF THE INTERIOR AND EXTERIOR ATTACHED ARE ONLY REPRESENTATIVE EXAMPLES OF POSSIBLE FIT AND FINISH SELECTIONS FROM THE BUILDER. Welcome to a rare opportunity to secure a striking, under-construction contemporary estate in the coveted Arlington Park neighborhood of Sarasota. Scheduled for completion by the 3rd qtr of 2026, this architecturally distinctive luxury residence is designed for the most discerning new-construction buyer who values elevated design, cutting-edge finishes, and seamless indoor-outdoor living. Spanning 3,117 square feet, this 4-bedroom, 4.5 bath custom home showcases a light-filled open floor plan curated for modern elegance and effortless entertaining. Expansive porcelain tile flooring flows throughout, enhancing the clean, contemporary aesthetic. At the heart of the home, a show-stopping chef’s kitchen features a premium appliance package, quartz countertops, a dramatic waterfall-edge island, oversized walk-in pantry, and whole-house water purification system — delivering both beauty and performance. The open-concept great room transitions seamlessly to the outdoor living space, creating a true resort-style experience. The main-level primary suite serves as a private retreat, complete with a spa-inspired bath offering dual vanities, a freestanding soaking tub, and an oversized zero-entry shower. Upstairs, three additional ensuite bedrooms each enjoy balcony access overlooking the first floor, providing privacy and architectural interest. Dual laundry rooms on both levels add convenience rarely found even in luxury homes. Step outside to your private outdoor sanctuary — a spacious pool deck and Gunite pool is a large oasis with an adjacent expansive sunken gas fireplace with built-in seating to enjoy relaxing evenings. Enjoy cookouts from the fully equipped summer kitchen on your pool deck featuring custom countertops, grill, and beverage center. Enjoy privacy within your fenced yard, professional irrigation, and curated exterior lighting create a refined yet low-maintenance tropical setting. A two-car garage and thoughtful landscaping complete the home’s polished presentation. Ideally positioned just minutes from downtown Sarasota, world-renowned Siesta Key Beach, the upscale boutiques and dining of St. Armands Circle, Sarasota Memorial Hospital, Sarasota Bradenton International Airport, and the scenic Legacy Trail — this location offers both prestige and convenience. With no HOA restrictions and weekly rental eligibility within city limits, this property also presents exceptional flexibility for luxury buyers seeking a primary residence, second home, or high-end investment opportunity. A one-year builder warranty provides added peace of mind. This is Sarasota luxury reimagined — modern, refined, and built for the future.
Listing Agent: Lee Brewer (941-724-3448)
7879 INTERSTELLAR AVE, SARASOTA, FL 34241
$670,601106 Days on yellowkey MLS ID: A4690235
1 Days Off yellowkey (back on 6/15/2026)
INCREASED by $25,000 (3.9%) on 05/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Close to Trails | Dedicated Study | South Facing Patio | North Facing Lot. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Anastasia at 7879 Interstellar Avenue in Cassia at Skye Ranch! This thoughtfully designed new home welcomes you with an angled foyer off the front porch, offering easy access to the laundry room, a half bathroom, and the garage. The gourmet kitchen shines with quartz countertops, an apron front kitchen sink, and stylish pendant lights, all overlooking the dining area and great room for effortless everyday living. Pocket sliding doors open to the covered lanai, creating a seamless indoor-outdoor flow you will love. The main level also features a private study with French doors and a secluded primary suite at the back of the home with an en-suite bath and walk-in closet. Upstairs, you will find a loft, a spacious game room, and three secondary bedrooms, including one with a private full bath and two that share another full bath. This home also features whole house impact windows providing comfort and peace of mind. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, pocket sliding door at great room, 8' interior door, single pocket door at primary bed to bath, shower at bath 2, and pre-plumb for future laundry tub, impact windows, and upgraded cabinets and flooring. Photos are for representative purposes only. MLS#A4690235
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4233 BOSWELL PL, SARASOTA, FL 34241
$435,00073 Days on yellowkey MLS ID: A4693963
REDUCED by $14,900 (3.3%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1977Monthly Fee: $25 Tax: $3,226 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,226
Remarks: Under contract-accepting backup offers. This is the One! Spacious and full of potential, this 3 bedroom / 2 bath home offers a 2-car garage and is tucked away on a quiet cul-de-sac in a welcoming neighborhood with a true community feel*Recent updates provide added peace of mind, including a new electrical panel installed in 2022 and a new water heater installed in 2025*The exterior was freshly painted in 2021, enhancing the home’s curb appeal and overall charm*privacy backyard — perfect for entertaining, pets, family gatherings, or simply relaxing in your own private outdoor setting. Mature fruit trees including orange, lemon, and grapefruit trees add to the Florida lifestyle feel and provide fresh fruit right from your backyard*With generous square footage, a desirable layout, and a peaceful cul-de-sac location, this property offers endless possibilities for comfortable living and entertaining. Conveniently located near shopping, dining, parks, and everyday amenities, this home checks the boxes for space, privacy, and location*Schedule your private showing today*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$663,00073 Days on yellowkey MLS ID: A4694025
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $22,000 (3.2%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Elementary School: Ashton Elementary
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing Agent: Heather Gehan (941-893-0213)
6215 RODGERS AVE, SARASOTA, FL 34231
$449,999211 Days on yellowkey MLS ID: A4676446
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1958 Tax: $3,656 (2025)Community: Denham AcresSpa: NoSingle Family
Taxes:$3,656
Elementary School: Gulf Gate Elementary
Remarks: Hard to find combination: no HOA, no deed restrictions, and just minutes to Siesta Key's world-famous beaches. This 3BR/2BA home is a proven Airbnb performer, turnkey furnished and ready for continued STR income or owner occupancy. Walk to Gulf Gate's popular dining and coffee spots, including Tralia and Clever Cup. Major updates include hurricane impact windows (2020), roof (2017), and whole-home water filtration system (2024). Oversized 25x20 screened lanai features an insulated roof for year-round comfort. Fully fenced backyard with complete privacy, 20x10 storage building, and space for boat or RV parking. Updated kitchen offers granite countertops, wood cabinetry, Whirlpool appliances, and large breakfast bar. Spacious bonus room ideal for dining or entertaining. Third bedroom features two large closets. Inside laundry. Whether you're looking for a cash-flowing investment or a well-maintained home in a walkable neighborhood this close to the beach, this property delivers on both.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Dan Mackinnon (941-323-9800)
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