Location: Sarasota
Do Not Show Listings
305 N CONRAD AVE, SARASOTA, FL 34237
$449,000171 Days on yellowkey MLS ID: A4681936
2 Days Off yellowkey (back on 7/30/2026)
REDUCED by $20,000 (4.3%) on 06/07/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1779 Built: 1957 Tax: $5,554 (2025)Community: Avion OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,554
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Fully furnished, block-built POOL home offering 1,779 sq ft of beautifully updated living space. This REMODELED 4-bedroom single-family home is turn-key, featuring a spacious and flexible layout with split bedrooms and two separate living areas—ideal for entertaining or multi-generational living. Enjoy the freedom of no HOA or CDD, plus ample space to park a boat or camper. Ideally located just minutes from Downtown Sarasota, the Bayfront, and world-class beaches, this home delivers the perfect blend of comfort, convenience, and Florida lifestyle. The back of the home has the perfect layout to easily be converted into a legal ADU/mother in law suite with the City of Sarasota. SO much opportunity at an affordable price with the convenience of city living, a pool and peace of mind for years to come.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jennifer Owens (941-962-3329)
10798 ECLIPSE ST, SARASOTA, FL 34241
$368,93454 Days on yellowkey MLS ID: A4696674
1 Days Off yellowkey (back on 7/30/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1558 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchTownhouse
Taxes:$0
Elementary School: Pine View School
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Pond View | Close to Park | Loft | 2nd Floor Laundry. New Construction - August Completion! Welcome to the Marigold at 10798 Eclipse Street in The Towns at Skye Ranch! Step into a welcoming foyer that flows into an open and airy main living space, where the great room, kitchen, and dining area come together beautifully for everyday living and entertaining. The kitchen shines with quartz countertops, a spacious island, walk-in pantry, and seamless connection to the patio just beyond the great room for easy indoor-outdoor living. Extended LVP flooring adds warmth and continuity throughout the entire first floor, complemented by a convenient half bath and direct access to the garage. Upstairs, a cozy loft offers a flexible second living space perfect for relaxing or working from home. The primary suite feels like a private retreat with a generous bedroom, walk-in closet, and a well-appointed bath with dual sinks and a large shower. Two additional bedrooms share a full bath, and a centrally located laundry area adds everyday convenience. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: whole house blinds, upgraded carpet on 2nd floor and upgraded cabinets in kitchen and bathrooms. Photos are for representative purposes only. MLS#A4696674
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
246 MORNINGSIDE DR, SARASOTA, FL 34236
$6,995,00038 Days on yellowkey MLS ID: A4698159
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4617 Built: 2005Monthly Fee: $17 Tax: $73,590 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$73,590
Remarks: Designed by renowned Sarasota architect Guy Peterson, this striking contemporary waterfront residence is tucked within the coveted Lido Shores community, where private deeded beach access and protected waters create one of Sarasota's most sought-after coastal lifestyles. Occupying one-and-a-half lots along the tranquil shoreline of Pansy Bayou, the residence blends award-worthy architecture with extensive recent renovations, offering an extraordinary balance of modern design, waterfront living, and effortless indoor-outdoor entertaining. Walls of floor-to-ceiling impact glass capture ever-changing bayou vistas while flooding the home with natural light. Spanning more than 4,600 square feet, the four-bedroom residence has been extensively remodeled from 2020 through 2024 with exceptional attention to detail. New hurricane-rated Viracon glass windows and doors, new stucco, wood flooring throughout, updated plaster walls and ceilings, new roof, elevator servicing all three living levels, new HVAC compressors, and a whole-house 32-kW generator provide peace of mind while preserving the home's clean architectural aesthetic. Sophisticated Ketra lighting adjusts throughout the day to complement natural sunlight, while a distributed audio system, security cameras, alarm system, and integrated smart-home features further elevate everyday living. A dramatic foyer introduces 18-foot ceilings and expansive waterfront views that immediately draw your eye through the residence. The formal living room is anchored by floor-to-ceiling glass framing peaceful water views from nearly every vantage point. The open-concept layout flows effortlessly into the dining area, highlighted by an imported Czech hand-blown glass chandelier, before continuing into the gourmet kitchen and family room. The chef's kitchen is thoughtfully designed with sleek custom cabinetry, stone countertops, oversized center island with seating, newer premium appliances, wine refrigeration, ice maker, two dishwashers, multiple beverage refrigerators, and expansive prep areas. Overlooking the family room with walls of custom built-ins, the space remains connected to the waterfront beyond while maintaining a clean contemporary aesthetic. A sculptural solid-wood staircase with glass railings, together with the elevator, provides access to each level. The second floor is devoted to private accommodations, highlighted by the waterfront primary suite offering its own terrace, walls of glass overlooking the pool and bayou, spacious walk-in closet, and a beautifully reimagined spa-inspired bath. Two additional bedroom suites enjoy private baths, while a fourth bedroom currently serves as a den. The upper levels continue to impress with a private office and full bath opening onto an expansive third-floor terrace overlooking the bay and downtown skyline. Above, the rooftop observation deck captures panoramic views stretching from Sarasota Bay to the Gulf. Outdoor living is every bit as remarkable. A newly constructed IPE waterfront deck extends to the water's edge—positioned closer to the shoreline than would be permitted today—creating an exceptional entertaining venue overlooking the peaceful waterfront. The private dock is equipped with a boat lift. The resort-inspired grounds also feature a heated lap pool, spa, outdoor entertaining pavilion, new irrigation system, extensive landscape lighting, and tranquil garden spaces that perfectly complement the home's modern architecture.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$629,900171 Days on yellowkey MLS ID: A4682589
REDUCED by $14,100 (2.2%) on 07/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Elementary School: Lakeview Elementary
High School: Sarasota High
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
1719 7TH ST, SARASOTA, FL 34236
$1,849,0007 Days on yellowkey MLS ID: A4700509
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3338 Built: 2007 Tax: $6,082 (2025)Community: Schindler SubSpa: YesSingle Family
Taxes:$6,082
Remarks: The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mark Klecka (941-348-9400)
4104 SARASOTA AVE, SARASOTA, FL 34234
$899,00056 Days on yellowkey MLS ID: A4691894
REDUCED by $75,900 (7.8%) on 07/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2342 Built: 2004 Tax: $5,350 (2025)Community: Indian Beach HighlandsSpa: YesSingle Family
Taxes:$5,350
Remarks: 4104 Sarasota Avenue offers a rare opportunity to own a beautifully maintained home in Indian Beach, one of Sarasota's most desirable bayfront neighborhoods. Priced at $899,000, this two-story residence combines privacy, character, and an outstanding location with no HOA fees or deed restrictions. Situated on a corner lot with dual street access, the home features 2,342 square feet of living space and nearly 3,000 square feet under roof. Built with solid concrete block construction and located in an X Flood Zone, it also benefits from a new roof installed in 2022 and a new AC system installed in 2021. A gated garden entrance leads into a private tropical setting surrounded by mature landscaping. The walled courtyard creates a peaceful retreat complete with a heated swimming pool, hot tub, and plenty of room for outdoor entertaining or relaxing in the Florida sunshine. Inside, 10-foot ceilings and abundant natural light enhance the spacious open floor plan. The living, dining, and kitchen areas flow comfortably together, creating an inviting space for everyday living and entertaining alike. All three bedrooms are located upstairs. The primary suite offers a spa-like bathroom with a soaking tub, generous walk-in closets, and access to a private balcony overlooking the lush tropical surroundings. It's the perfect spot to enjoy your morning coffee or unwind at the end of the day. Additional features include an indoor laundry room, detached two-car garage, covered front porch, and multiple outdoor living areas that make it easy to enjoy Sarasota's year-round lifestyle. The location is hard to beat. Sarasota Bay is just two blocks away, Jungle Gardens is around the corner, Downtown Sarasota is less than five minutes away, and Lido Beach can be reached in approximately twelve minutes. One of the things residents love most about Indian Beach is its unique personality. Peacocks freely roam the neighborhood, creating a distinctive charm reminiscent of the famous roaming roosters of Key West. It's a neighborhood that feels both relaxed and vibrant, with a character all its own. For buyers looking to relocate from the Northeast, Midwest, California, or other high-tax states, this home offers an opportunity to enjoy Florida's favorable tax climate while embracing a true coastal lifestyle. Investors will also appreciate the property's location, flexibility, and long-term appeal. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 4104 Sarasota Avenue delivers the location, lifestyle, and value that make Sarasota one of Florida's most sought-after destinations. Welcome to your new home in Indian Beach.
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90088 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
5361 SAN JUAN DR, SARASOTA, FL 34235
$360,000121 Days on yellowkey MLS ID: N6143756
2 Days Off yellowkey (back on 7/16/2026)
REDUCED by $25,000 (6.5%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: Under contract-accepting backup offers. Virtually Staged. MOTIVATED SELLER! Wake up to sparkling lake views, sip your morning coffee as the water glistens in the sunlight, and unwind each evening with unforgettable sunsets over beautiful Crown Lake. Perfectly positioned on an oversized waterfront lot in the sought-after Desoto Lakes community, this extensively renovated 2-bedroom, 2-bath residence offers nearly 2,000 square feet of beautifully updated living space designed for effortless Florida living. From the moment you enter, you’ll be welcomed by an abundance of natural light, an open-concept layout, and thoughtfully designed spaces that feel both warm and sophisticated. At the heart of the home is a stunning, renovated kitchen featuring brand-new appliances, sleek countertops, modern cabinetry, and an open flow into the spacious living and dining areas—ideal for entertaining family and friends or simply enjoying everyday life. Every update has been carefully chosen to create a home that’s as functional as it is beautiful. The former screened lanai has been professionally enclosed to expand the home’s living space, offering endless flexibility as a family room, home office, fitness area, game room, or creative studio. One of the home’s most valuable improvements has already been completed with brand-new hurricane-impact windows installed throughout in 2025, providing superior storm protection, enhanced energy efficiency, and lasting peace of mind. For those who appreciate extra workspace, the oversized garage and dedicated workshop are true standouts. Complete with durable epoxy flooring and an air compressor, this versatile space is perfect for hobbyists, car enthusiasts, DIY projects, or additional storage. Step outside to your own private waterfront retreat, where beautifully maintained landscaping frames panoramic views of Crown Lake. Whether you’re hosting weekend gatherings, enjoying peaceful mornings by the water, or watching spectacular sunsets from your backyard, this outdoor setting delivers the relaxed Florida lifestyle buyers dream about. Even better, you’ll enjoy the freedom of NO HOA, NO deed restrictions, and the added financial benefit of being outside a flood zone, meaning NO flood insurance is required. Ideally located just minutes from downtown Sarasota, world-renowned Gulf beaches, University Town Center, Lakewood Ranch, Sarasota-Bradenton International Airport, exceptional restaurants, shopping, parks, and entertainment, this home offers the perfect balance of tranquility and convenience. Finding a property that combines breathtaking lake views, extensive renovations, an oversized lot, a dedicated workshop, new hurricane-impact windows, and an unbeatable Sarasota location is exceptionally rare. This is more than a home—it’s the Florida lifestyle you’ve been waiting for. Schedule your private showing today and experience everything this remarkable waterfront property has to offer before it’s gone.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4309 CALLISTA LN, SARASOTA, FL 34243
$399,000201 Days on yellowkey MLS ID: N6142386
2 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 2005Monthly Fee: $145 Tax: $4,054 (2025)Community: Callista VlgSpa: NoVilla
Taxes:$4,054
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. LOCATION, LOCATION, LOCATION!!!! Freshly painted and meticulously maintained, this stylish 2-bedroom plus den home in the highly desirable Callista Village offers a perfect blend of comfort, function, and Florida luxury. Located at 4309 Callista Lane in Sarasota, the home welcomes you with bright, open living spaces featuring soaring ceilings and abundant natural light. The open-concept layout flows from a chef-ready kitchen with stainless steal appliances and ample cabinetry into spacious living and dining areas, making it ideal for both quiet evenings and lively gatherings. The flexible den can serve as a home office, guest space, or library, while the oversized lanai provides a tropical retreat for year-round relaxation. This move-in-ready gem is perfectly suited for full-time residence or a seasonal escape, with UTC Mall, SRQ International Airport, and world-renowned Gulf beaches just minutes away. Callista Village offers maintenance free grounds and a friendly, active community, along with a beautiful park in your backyard. Don’t miss your chance to schedule a private showing and experience Sarasota living at its finest.
201 S SHADE AVE, SARASOTA, FL 34237
$1,599,000144 Days on yellowkey MLS ID: TB8484159
REDUCED by $35,000 (2.1%) on 07/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Elementary School: Alta Vista Elementary
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
1528 SKYSAIL LN, SARASOTA, FL 34240
$995,00018 Days on yellowkey MLS ID: TB8528995
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2276 Built: 2024Monthly Fee: $400 Tax: $8,327 (2025)Community: Emerald Lndg/WatersideTownhouse
Taxes:$8,327
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Seller offering Buyer incentives for closing costs/rate buy down with competitive offer! Rare Opportunity to own in this prime location offering unobstructed water views of Kingfisher Lake and directly across from your resort style amenities in vibrant and active Waterside Place. This immaculate 2024 David Weekley Rainwater model, tri-level townhome, provides luxurious modern living in the heart of Emerald Landing. Fully furnished with chic designer furnishings crafted to perfectly showcase each living space. Plenty of natural light throughout this East facing townhome allows you to enjoy morning sunrises on your pavered private balcony overlooking the peaceful water views. Chef's kitchen boasts focal point 10ft center island for entertaining with Quartz countertops, two-tone custom cabinets, Kitchen Aid stainless steel appliances including GAS cooktop and built-in wall ovens, wine refrigerator, mosaic backsplash, and 42" cabinetry providing ample storage along with your desired closet pantry. Powder room off main living space for guests. Each bedroom boasts its own private ensuite bath and walk-in closets for storage. Relax and enjoy the tranquil water views in your third floor Primary bedroom featuring trey ceiling and huge dream separate walk-in closets fit for any fashionista! Spa-like Primary ensuite bath offers double shower heads including Rainfall, dual Quartz sink vanity, private water closet, and linen storage. Third floor laundry room provides ease and convenience. Energy efficient updates include high impact hurricane windows for peace of mind, tankless Gas water heater, and Ecowater softener system. The oversized attached 2 car garage provides extra storage space and versatility. Spend more time enjoying the Waterside lifestyle with maintenance free living that includes all your exterior landscaping, irrigation and exterior maintenance. Emerald Landing offers resort style amenities such as heated lap pool, clubhouse for social activities, pickleball courts, fire pits, dog park, playground, and kayak launch onto Kingfisher Lake. Live the exciting Waterside lifestyle by taking the water taxi that departs directly across from your front door at the community dock to Waterside Place—home to the Waterside Place farmers market, various restaurants and dining options, shopping, volleyball, splash pad, and plenty of fitness and social activities including live music for all ages to enjoy!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Andrea Stoll (727-490-9964)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,790,00056 Days on yellowkey MLS ID: A4696114
REDUCED by $9,500 (0.5%) on 07/30/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Elementary School: Southside Elementary
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tra Raines, Iii (941-415-2508)
4102 ROYAL PALM AVE, SARASOTA, FL 34234
$375,00014 Days on yellowkey MLS ID: A4700511
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1457 Built: 1944 Tax: $4,149 (2025)Community: BraeburnSingle Family
Taxes:$4,149
Remarks: Charming Old Florida Home with Character and Endless Possibilities From the moment you step through the beautiful handcrafted wood front door, you’ll feel right at home in this inviting 3-bedroom, 2-bath property. Inside, you’ll find tile flooring throughout, a spacious living room, and stunning handcrafted vaulted wood ceilings that create a warm and welcoming atmosphere. The open-concept kitchen and dining area are perfect for entertaining and feature updated stainless steel appliances, offering both style and functionality. The home also offers plenty of extra closet space for added storage. For peace of mind, the electrical and plumbing systems have been fully updated. Step outside to the large, fully fenced backyard, ideal for entertaining family and friends, hosting gatherings, or simply enjoying the outdoors. With convenient access from two streets, the property offers added flexibility for parking, storage, or future possibilities. An outdoor shed provides even more storage space. Directly across the street, enjoy the natural beauty of Water Tower Park, featuring scenic walking trails, abundant wildlife, a frisbee golf course, and a playground—perfect for outdoor enthusiasts and families alike. Conveniently located just a short drive from vibrant downtown Sarasota, world-famous Gulf Coast beaches, Ringling College of Art and Design, and an endless selection of shopping, dining, and entertainment. Whether you’re searching for the perfect family home, a seasonal retreat, or an excellent investment opportunity, this charming Sarasota property offers location, character, and value all in one.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tiffiany Harford (941-650-4530)
4821 ELFRIDA AVE, SARASOTA, FL 34235
$460,000125 Days on yellowkey MLS ID: A4684754
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1958 Tax: $3,298 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,298
Remarks: Virtually Staged. Beautifully updated and truly move-in ready, this charming 3-bedroom home combines quality concrete block construction with modern upgrades and a functional layout designed for comfortable living. Step inside to an inviting open-concept living and dining area that flows effortlessly into the well-appointed kitchen. The bedrooms are thoughtfully situated toward the rear of the home, providing added privacy, while the primary suite features its own private side entrance—ideal for added flexibility, a home office setup, or multigenerational living. Originally a carport, the spacious bonus room has been professionally converted into additional living space, making it perfect as a family room, media room, home office, playroom, or fitness area. Outside, you'll find a generously sized yard designed for Florida living, with plenty of space for entertaining, gardening, pets, or future outdoor enhancements. The expansive front area also offers abundant parking for family and guests. Completely remodeled in 2024, this home features recently updated appliances, a new air conditioning system with upgraded ductwork, and a roof that's only about two years old, providing peace of mind for years to come. Conveniently located just minutes from downtown, the airport, shopping, dining, and approximately 20 minutes from the area's beautiful Gulf beaches, this home offers the perfect combination of comfort, convenience, and value.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
9463 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,990,00058 Days on yellowkey MLS ID: A4696188
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4898 Built: 2024Monthly Fee: $253 Tax: $20,241 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$20,241
Remarks: Experience the perfect blend of luxury, comfort, and modern design in this nearly new estate home in Cassia at Skye Ranch. Offering approximately 4,898 square feet of thoughtfully designed living space, this exceptional residence features four bedrooms, multiple gathering areas, and an impressive array of custom upgrades that elevate everyday living. At the heart of the home is a spectacular gourmet kitchen designed to impress. Outfitted with an upgraded GE Monogram Luxury Pro appliance package, Bosch counter-depth refrigerator, upgraded Kohler porcelain sink, motion-sense faucet, custom pantry storage, pass-through bar with wine refrigerator, and premium finishes throughout, this space effortlessly combines style and functionality. The kitchen opens seamlessly to the expansive living and dining areas, enhanced by soaring ceilings, crown molding, tray ceilings, built-in ceiling speakers, and abundant natural light. The primary suite serves as a private retreat, featuring a spa-inspired bath with a freestanding soaking tub, custom walk-in closets, and luxurious finishes. Additional bedrooms offer generous accommodations for family and guests, while custom closets throughout the home provide exceptional organization. One of the home's most impressive features is the custom upstairs addition, creating a private guest or multigenerational living space complete with a spacious great room, kitchenette with sink, dishwasher and beverage refrigerator, private bedroom with en-suite bath, and additional half bath. Florida living reaches its finest outdoors. The resort-style saltwater pool showcases an oversized spa, sun shelf, heater, and chiller, creating year-round enjoyment. An outdoor kitchen with beverage refrigerator, expansive covered lanai, and bonus room overlooking the pool provide the ideal setting for entertaining. The private backyard enjoys the serenity of a wooded conservation backdrop, enhanced by extensive landscaping, expanded irrigation, and fenced pool equipment areas. Additional upgrades include whole-house surge protection, generator transfer switch, built-in garage storage and Monkey Bar organization system, extended driveway, upgraded gutters, custom storage solutions, and built-in speaker systems in the main living areas, lanai, and upstairs great room. Residents of Cassia at Skye Ranch enjoy an extraordinary lifestyle with world-class amenities including tennis and pickleball courts, bocce ball, a year-round heated Olympic-style pool, indoor basketball court, fitness center, spa facilities, and a water playground. Conveniently located near Sarasota's renowned beaches, dining, shopping, cultural attractions, and top-rated schools, this exceptional home offers the luxury lifestyle you've been waiting for. Your legacy begins here.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
3626 MEDFORD LN #1537, SARASOTA, FL 34232
$254,0007 Days on yellowkey MLS ID: A4701181
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1651 Built: 1973 Tax: $1,695 (2025)Community: Village Green Sec 15Villa
Taxes:$1,695
Remarks: Welcome to carefree Florida living in the highly desirable Village Green, a well-established 55+ maintenance-free community in the heart of Sarasota. This spacious and FURNISHED 2-bedroom, 2-bath end-unit villa with a versatile den offers over 1,650 square feet of comfortable living space designed for both relaxation and entertaining. The open floor plan with luxury vinyl plank flooring throughout the home seamlessly connects the living, dining, and kitchen areas, while the expansive Florida room showcases beautiful views of the lush, park-like grounds. Step outside to your private paver patio, the perfect place to enjoy your morning coffee or unwind in the evening. Just a short stroll away, you'll find the heated community pool surrounded by mature landscaping and majestic oak trees. The flexible den is ideal for a home office, hobby room, or potential third bedroom. Additional highlights include abundant storage, an attached one-car garage, updated major systems, and the convenience of maintenance-free living. Perfectly located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, golf courses, and the Legacy Trail, this home offers the ideal blend of tranquility and accessibility. Whether you're searching for a full-time residence or a seasonal Florida retreat, this exceptional villa is ready to welcome you home. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
10600 ORBIT TER, SARASOTA, FL 34241
$261,959181 Days on yellowkey MLS ID: A4681096
REDUCED by $13,000 (4.7%) on 07/30/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1219 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Remarks: Under Construction. What's Special: Popular Plan | No Rear Neighbors | Close to Park | Close to Amenity. New Construction - August Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ivy at 10600 Orbit Terrace in The Towns at Skye Ranch. This beautiful new townhome features a modern, open-concept layout designed to make the most of your living space. The kitchen sits at the front of the home with stunning quartz countertops, a roomy storage pantry, and an easy connection to the dining area and great room. Just beyond the great room, the outdoor patio offers a quiet place to unwind and enjoy the fresh Florida air. Upstairs, you’ll find a private primary suite with an en-suite bath and a generous closet. The second floor also includes a secondary bedroom with its own full bathroom and two closets, along with a convenient laundry area. Behind the gates of Skye Ranch, you’ll live in a thoughtfully designed master-planned community surrounded by natural beauty, including grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. With its location at Clark Road and Lorraine Road, this neighborhood gives you easy ways to explore, experience, and enjoy life every day in the heart of Sarasota. Additional Highlights Include: GE refrigerator, washer and dryer, whole house blinds, upgraded cabinets, tile flooring on main level, and carpet on second level. Photos are for representative purposes only. MLS#A4681096
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000252 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Middle School: Brookside Middle
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
5865 TIDEWOOD AVE #8, SARASOTA, FL 34231
$279,00018 Days on yellowkey MLS ID: A4699380
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,656 (2025)Community: Baywood Colony Sec 2Spa: NoVilla
Taxes:$2,656
Elementary School: Phillippi Shores Elementary
Remarks: Maintenance-Free Living Just Minutes from Siesta Key Beach! Enjoy the Florida lifestyle in this beautifully updated 2-bedroom, 2-bathroom villa, ideally located just a short bike ride from the world-famous Siesta Key Beach. This move-in-ready home has been thoughtfully updated throughout, featuring new flooring, modern appliances, renovated bathrooms, and impact-resistant windows for style, comfort, and peace of mind. The bright, open layout creates an inviting space that’s perfect for relaxing or entertaining. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this maintenance-free villa offers the perfect blend of convenience and coastal living. Spend your days biking to the sugar-white sands of Siesta Key, exploring nearby shopping and dining, or simply enjoying the low-maintenance lifestyle. Don’t miss your chance to own this beautifully updated villa in one of Florida’s most desirable locations!
136 GOLDEN GATE PT #602, SARASOTA, FL 34236
$2,995,00049 Days on yellowkey MLS ID: A4697142
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3785 Built: 2001 Tax: $17,819 (2025)Community: The PhoenixSpa: YesCondo
Taxes:$17,819
Remarks: Virtually Staged. Experience an elevated standard of waterfront living from one of Sarasota Bay's desired residential addresses. Along the shimmering shoreline of Golden Gate Point, this remarkable residence at The Phoenix offers an exceptional blend of privacy, refinement and breathtaking panoramic views. One of only 13 luxury residences in this boutique gated community, the nearly 3,800-square-foot residence is designed to capture never-ending vistas stretching from downtown Sarasota and iconic Ringling Bridge to Bird Key, Longboat Key and the blue waters beyond. Floor-to-ceiling impact-rated, sound-suppression windows, soaring 10-foot ceilings, polished marble floors, extensive millwork, crown molding, and expansive terraces create a seamless connection between elegant interiors and the spectacular waterfront setting. A private elevator arrival introduces beautifully appointed living spaces ideal for grand entertaining and everyday comfort, while the gourmet kitchen features premium cabinetry, professional appliances and gas cooking. Remote-operated window shades enhance comfort and convenience throughout the residence. The luxurious owner’s retreat offers a spa-inspired bath, oversized dressing room and tranquil water views, while each guest suite enjoys its private en-suite bath. Designed for those who appreciate elegance and exclusivity, The Phoenix delivers a level of boutique luxury rarely found on Sarasota’s waterfront. Residents enjoy a heated bayfront pool and spa, fitness center, owners lounge, and an expansive rooftop terrace where unforgettable sunsets, city lights and sweeping bay views create the ideal backdrop for entertaining. Private two-car garages, secure gated access, and only two residences per floor further enhance the sense of privacy and prestige. Ideally between vibrant downtown Sarasota and the renowned shopping, dining and waterfront attractions of St. Armands Circle, this exceptional residence offers effortless access to marinas, cultural venues, championship golf, and the white-sand beaches of Siesta Key, Lido Key and Longboat Key. Combining timeless luxury with an irreplaceable waterfront setting, this is Sarasota living at its absolute finest.
Listing Agent: Thomas Netzel (941-539-0633)
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