Location: Sarasota
Do Not Show Listings
550 46TH ST, SARASOTA, FL 34234
$999,000186 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carol-Ann Warr (941-780-0665)
5609 EVERGREEN DR #28, SARASOTA, FL 34233
$270,000222 Days on yellowkey MLS ID: A4665113
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $471 Tax: $1,849 (2024)Community: Center Gate Village 4Villa
Taxes:$1,849
Elementary School: None
High School: None
Middle School: None
Remarks: This approximately 1,600 square foot house offers two bedrooms and two bathrooms. The property features a pool for year-round enjoyment. Crown molding throughout the home adds an elegant touch. The roof is new, providing peace of mind. The air conditioning system is newer, ensuring comfortable climate control. The hot water heater is also new, guaranteeing a reliable supply of hot water. The location of this home is a desirable attribute. Ceramic tile flooring and new carpet create a welcoming ambiance. The kitchen has been updated with modern appliances and finishes. The bathroom has also been updated with a fresh, contemporary design. The homeowners association fees are low, making this an affordable option.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tom Palazzo (404-734-5735)
192 EAGLESTON LN, SARASOTA, FL 34240
$399,00040 Days on yellowkey MLS ID: A4686766
0 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1696 Built: 2025Monthly Fee: $190Community: Lakewood RanchSingle Family
Taxes:$0
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Priced to sell an exceptional opportunity in the heart of Lakewood Ranch, offering style, comfort, and value in one of the area’s most sought-after communities. Welcome to Bungalow Walk, where re sidents enjoy a vibrant lifestyle with convenient access to Waterside Place, UTC, Sarasota-Bradenton International Airport, downtown Sarasota, and the Gulf beaches. This beautifully designed two-story home features 3 bedrooms, 2.5 bathrooms, and a 2-car garage, with a functional and airy floor plan ideal for both everyday living and entertaining. The main level includes a primary suite, laundry room, powder bath, and a covered patio perfect for outdoor enjoyment. Upstairs, a spacious loft provides flexibility for a home office, media room, or additional living space, along with generously sized secondary bedrooms. The home has been thoughtfully upgraded with luxury vinyl flooring throughout (no carpet), along with the addition of a refrigerator, washer and dryer, and window blinds throughout, making this home truly move-in ready. Residents enjoy maintenance-free living and access to resort-style amenities, including a community pool designed for relaxation and social connection. Clubhouse, Dog park. , Firepit, playground and activities park. A rare opportunity to own in Lakewood Ranch at an attractive price schedule your private showing today.
Listing Agent: Selina Bacigalupo (941-893-7267)
2135 DATURA ST, SARASOTA, FL 34239
$1,800,00044 Days on yellowkey MLS ID: A4685791
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: This beautifully crafted custom home blends modern farmhouse design with thoughtful details and quality finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open floor plan, the home is designed for comfortable living and effortless entertaining. From the moment you arrive, the exterior showcases distinctive character with a cypress wood garage door, cypress porch accents, and a striking glass entryway. Inside, the two-story layout is filled with natural light, European oak flooring, and recessed lighting throughout, creating a warm and inviting atmosphere. The main living space features a dramatic 12-foot vaulted ceiling highlighted by a decorative cypress beam and an electric fireplace, making the great room a welcoming focal point of the home. The open-concept design flows seamlessly into the chef’s kitchen, which is both stylish and functional. It features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom wood cabinetry with soft-close drawers, and a large waterfall-edge island. Floating cypress wood shelves, brass light fixtures, and a spacious walk-in pantry add both character and practicality. The primary suite provides a relaxing retreat with a spacious bedroom, walk-in closet with custom shelving, and a thoughtfully designed bathroom featuring dual showers, double vanities, and cypress shelving. Additional highlights include beautiful wood stairs with a wrought iron railing leading to a second-story bonus room, along with a large laundry and mudroom combination offering abundant storage and counter space. Outside, the spacious backyard offers ample room for a future pool and is enclosed by a six-foot cypress shadowbox fence, creating a private setting ideal for pets, gatherings, and outdoor enjoyment. Ideally located east of the Trail in Sarasota, the home is just a few blocks from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, and cultural scene — along with the area’s world-renowned Gulf beaches — are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00046 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSingle Family
Taxes:$32,419
Elementary School: Phillippi Shores Elementary
Remarks: LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and is well above the FEMA flood zone. High and dry through the "storms of the century" in 2024. Beautiful, engineered hardwood floors, custom cabinetry throughout by Elite Woodworking in the Kitchen, all Bathrooms and Great Room. The entire house has been freshly painted inside & out. Three large en-suite bedrooms. Additional rooms currently utilized as office with Murphy Bed as well as very large Bonus Room could be utilized as additional bedrooms #4 & 5, if desired. Even the powder bath has a shower for guest convenience. Large walls of sliding glass doors in all waterfront rooms extend living spaces to a huge, screened Lanai which adds over 500 sf to living space under roof, and much more in the screened Lanai area.. All hurricane rated extra heavy duty PGT doors and windows. The total A/C space is 3,654 sf, with a overall total of 5,075 under roof. The oversized 3-car garage with an Epoxy floor has a very high ceiling which allows 2 more cars to be added on lifts for a total of 5 vehicles for the enthusiast. Isonene insulated and floored attic storage space is available above the garage. New in the past year: A/C Condenser & Air Handler system in 1 (of 2) zones, water heater, refrigerator, ice maker, boat lift control boxes on both Lifts. The large free form pool and spa have new (wifi) Pentair pool pump & heater & auto chlorinator. Both boats as well as professional decorator staged furniture, decor and pictures may be available for separate purchase for "Turn-Key" possession. DEFINITELY check out the Virtual Tour, since it provides “3D walk through any direction” photos which can really give you the flow of the house as you manipulate your way around.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Steve Hagan (941-900-4126)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000130 Days on yellowkey MLS ID: A4675587
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSingle Family
Taxes:$7,729
High School: Riverview High
Remarks: Welcome to 2429 Whippoorwill Circle a custom designed home. Enter through double doors into an elegant foyer with very high ceilings and spiral stairs that lead to the upstairs bedrooms. Immediately left of the foyer is the living/dining room combination with high ceilings and beautiful porcelain tile floors. The porcelain tile floors flow into both the kitchen and the Family room (with fireplace). To the right of the entry is a office with bookcases and murphy bed. There are a primary bedrooms and bathrooms on both the 1st and 2nd floors. In addition, the 2nd floor offers 2 bedrooms and a large bathroom w/tub. The enclosed porch off the Family Room has a wet bar and doors leading to the outdoor patio and fenced yard. Hot Tub is available via separate bill of sale. The yard offers mature plantings, water fountains and spiral stairs leading to the roof terrace. The convenient laundry room off the Foyer leads to the 3-car garage. The home is conveniently located to the beaches, schools, shopping and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
9220 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,000,00079 Days on yellowkey MLS ID: A4681460
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3236 Built: 2023Monthly Fee: $251 Tax: $18,068 (2025)Community: Skye RanchSingle Family
Taxes:$18,068
Elementary School: K-8 At Clark And Lorriane
Middle School: Sarasota Middle
Remarks: Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
4924 MAHOGANY RUN AVE, SARASOTA, FL 34241
$499,00091 Days on yellowkey MLS ID: A4679597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1572 Built: 2000Monthly Fee: $436 Tax: $4,216 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,216
Remarks: Experience the ultimate Florida lifestyle in this fully furnished, beautifully renovated Club Home located in the highly sought-after Heritage Oaks Golf & Country Club. This popular Arlington model offers two bedrooms, two bathrooms, a versatile study/den, and 1,585 square feet of thoughtfully designed living space, complete with an attached two-car garage featuring new epoxy floors. Completely renovated with exceptional attention to detail, the home boasts an open, light-filled layout ideal for both everyday living and entertaining. The stunning kitchen features quartz countertops, stainless steel appliances, and a charming shiplap accent wall at the coffee bar within the eat-in kitchen. The kitchen flows seamlessly into the living area, creating a warm and inviting space. The primary suite is a private retreat, offering a spacious layout with abundant natural light, lanai access, a walk-in closet, and a spa-inspired bathroom showcasing new cabinetry, dual sinks, quartz countertops, updated toilets, and a beautiful marble walk-in shower accented by a stylish barn door. The second bedroom includes a Murphy bed, providing flexibility for guests, while the study/den easily adapts as a home office, guest space, or cozy reading nook. Every detail has been carefully considered, including neutral finishes, fresh interior paint, updated lighting, luxury vinyl flooring, ceiling fans, new cabinetry and fixtures in the kitchen and baths, upgraded appliances, window shades, panoramic lanai screening, and a new garage door. Step outside to your private panoramic screened lanai overlooking the 10th tee box, the perfect setting for morning coffee or relaxing evenings while enjoying tranquil golf course views. Heritage Oaks is an Audubon-certified, gated community renowned for its newly renovated 18-hole championship golf course, five heated swimming pools, active tennis program, state-of-the-art fitness center, and fine dining. Ideally located within walking distance to the community pool, golf clubhouse, 19th Hole Bar & Grill, tennis courts, and fitness center, this home offers exceptional convenience and a truly resort-style lifestyle. This home is more than a residence—it’s an invitation to a vibrant, active, and carefree way of life. Schedule your private showing today and experience it for yourself.
3664 TIN CUP BLVD, SARASOTA, FL 34232
$469,00096 Days on yellowkey MLS ID: A4679323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1578 Built: 2016Monthly Fee: $345 Tax: $3,201 (2024)Community: Enclave/Frst LakesVilla
Taxes:$3,201
Elementary School: Wilkinson Elementary
Remarks: ***STUNNING END UNIT IN A PREMIER ENCLAVE AT FOREST LAKES LOCATION*** Experience exceptional Sarasota living in this highly sought-after 2-bedroom, 2-bath end unit, ideally positioned on the largest and most desirable lot in The Enclave at Forest Lakes. Set directly across from the community pool and dog park, this residence offers a rare combination of privacy, convenience, and lifestyle—arguably the best location within the subdivision. The home is filled with natural light and enhanced by its end-unit setting. Recent updates include fresh interior paint throughout and tasteful upgrades in the primary bathroom, creating a clean, modern, and truly move-in-ready feel. The kitchen showcases modern elegance with stainless steel appliances, quartz countertops, and solid wood cabinetry, ideal for everyday living and entertaining. The primary suite serves as a private retreat, featuring updated finishes, dual sinks, a spacious walk-in shower, and a generous walk-in closet, blending comfort with refined style. Roof is only 3 years old! Located within a gated community with no CDD fees, the HOA includes access to the resort-style pool, dog park, and grilling area—all just steps from your front door. Perfectly situated in the heart of Sarasota, this home offers easy access to award-winning beaches, downtown dining and cultural attractions, and top-rated schools. This is a rare opportunity to own an end unit in the subdivision’s most coveted location, where thoughtful upgrades, convenience, and the Sarasota lifestyle come together beautifully.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500174 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
4822 OCEAN BLVD #2A, SARASOTA, FL 34242
$839,000193 Days on yellowkey MLS ID: A4668724
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1435 Built: 1973 Tax: $7,588 (2023)Community: Siesta TowersCondo
Taxes:$7,588
Tax Year: 2023
Remarks: Price Improvement! Your Coastal Paradise Awaits! Step into a world of elegance and tranquility in this stunning condominium, perfectly situated along the breathtaking coastline of Siesta Key. Featuring two lavish ensuite bedrooms, this residence offers you the ultimate in coastal living. The primary bedroom boasts full panoramic views of the crystal blue waters of the Gulf, complete with a beautifully remodeled bathroom and an expansive walk-in closet designed for the modern lifestyle. Embrace a split floor plan that promotes privacy and relaxation, all within a breezy coastal open-concept design that floods the space with an abundance of natural light. Indulge in the outdoors from two covered balconies, ideal for outdoor dining or savoring a glass of rosé as you watch the sun dip below the horizon in a stunning display of colors. Enter the building through a well-appointed lobby that exudes sophistication and class. Residents enjoy a host of resort-style amenities that include a beautifully remodeled community center for exclusive use, a newly refurbished workout facility, and a gulf-front pool to soak in the sun. The outdoor BBQ area is perfect for gathering with friends and family, while storage for beach accessories and bikes adds to the convenience of a coastal lifestyle. Enjoy the peace of mind that comes with covered parking. Perfectly located, this luxury community allows you to walk, bike, or cruise your golf cart to local restaurants, boutique shopping, live music venues, and the vibrant farmers market, all within minutes from your doorstep. Of course, the soft, white sands of Siesta Key Beach are just a short stroll away, ready to fulfill your beach daydreams. Don't miss your chance to experience luxury coastal living at its finest. Schedule your private tour today and discover your new home in paradise!
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
9011 MIDNIGHT PASS RD #426, SARASOTA, FL 34242
$569,000193 Days on yellowkey MLS ID: A4668084
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1974 Tax: $5,686 (2024)Community: Sunrise Cove Sec 4Condo
Taxes:$5,686
Remarks: Location! Location! Location! Great Investment Property, Rent 12 times a year with a 30 day minimum and an onsite management company! Experience true waterfront living with spectacular views all day long of the Intracoastal Waterway from your Condo and breathtaking sunrises every morning! The grounds are absolutely Stunning! This TURNKEY furnished 2-bedroom, 2-bath condo on the 4th floor of Sunrise Cove offers comfort, style, and convenience. The spacious living room features beautiful Hard wood floors and sliding glass doors that open to a screened-in lanai with remote-controlled blinds, and a spectacular views of the Intercoastal Waterway perfect for relaxing and enjoying the panoramic views. The primary bedroom included Hardwood flooring a walk-in closet, and an en-suite bath with a large walk-in shower. The second bedroom also features wood floors, a walk-in closet, and views of the Gulf of Mexico and beach across the street. The hall bath offers a walk-in shower and tile flooring. The kitchen opens to the dining and living areas, creating an inviting open-concept layout ideal for entertaining. Additional updates include a brand-new air conditioning unit (2025) and new water heater (2025) and Brand new Roof (2025) Community Highlights: Two heated swimming pools, including an Olympic-size pool with restrooms and a covered lounge area Pickleball and tennis courts State-of-the-art fitness center and game room On-site management with 30-day minimum rentals, offering great income potential Turtle Beach is just across the street, and the free Siesta Key Breeze trolley stops nearby every 15 minutes Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are right next door Extra storage closet conveniently located near the elevators in the laundry room Recent community updates: new roofs, new docks, and nearly completed new carports Enjoy the best of Siesta Key living—whether as a vacation home, income-producing property, or full-time residence, this fabulous waterfront condo offers it all!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sheryl O'Keefe (941-376-2112)
5229 BEL AIR AVE, SARASOTA, FL 34234
$149,000200 Days on yellowkey MLS ID: A4667830
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1968Monthly Fee: $140 Tax: $2,459 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,459
Remarks: This furnished two-bedroom, two-bathroom home spans 1,060 square feet and includes spacious bedrooms, dining room cabinets, a new TPO roof, carport, covered laundry, and a screened-in area. Tri-par Estates offers amenities such as a year-round heated/cooled pool, spa, tiki hut, pickleball, fitness center, shuffleboard, miniature golf, horseshoes, game rooms, plus arts and crafts classes. The clubhouse hosts frequent social events. Conveniently located near downtown Sarasota, World-renowned beaches including Siesta Key and Lido Key are only a short drive away for leisure and relaxation, marinas, shopping, dining, museums, and the airport. Land rights are included with an annual $1,648 fee in your property taxes—no direct HOA fees. The community is golf cart-friendly and offers optional RV/boat storage.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
3419 74TH AVENUE CIR E, SARASOTA, FL 34243
$537,000206 Days on yellowkey MLS ID: A4666713
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2333 Built: 2022Monthly Fee: $120 Tax: $5,070 (2024)Community: Grady PointeSingle Family
Taxes:$5,070
Remarks: Built in 2022, this stunning 4-bedroom, 3-bathroom home offers the perfect blend of modern design and Florida lifestyle living. The open-concept floor plan features soaring ceilings, large-format tile flooring, and an abundance of natural light throughout. The gourmet kitchen is a standout — boasting quartz countertops, premium cabinetry, and an oversized island ideal for entertaining. Expansive sliding glass doors seamlessly connect the main living area to a covered lanai and beautifully landscaped backyard, creating an effortless indoor-outdoor living experience. The split-bedroom layout provides privacy and functionality. The spacious primary suite features a spa-inspired en-suite bath and large walk-in closet. Three additional bedrooms and two full bathrooms offer ample space for family, guests, or a home office. The 2-car garage and energy-efficient construction add everyday practicality and long-term value. Located in a well-maintained community just 2 blocks from a park featuring a dog park, pickleball courts, children's playground, and walking trails. Minutes to UTC Mall, top-rated schools, premier medical facilities, downtown Sarasota and Bradenton, and the Gulf's world-famous beaches. Quick access to US-301 and I-75 makes commuting to Tampa a breeze. Move-in ready — nothing to do but unpack.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,549,000460 Days on yellowkey MLS ID: A4636955
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSingle Family
Taxes:$8,052
Remarks: Siesta Key Waterfront Living—Priced to Embrace the Island Lifestyle An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this beautifully maintained residence is ideally positioned just moments from the powdery white sands of Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers around a spacious island kitchen with generous seating, breakfast bar, and abundant workspace—flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a durable concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
605 WILD TURKEY LN, SARASOTA, FL 34236
$1,795,000464 Days on yellowkey MLS ID: A4636666
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2200 Built: 1972Monthly Fee: $89 Tax: $22,084 (2024)Community: Bird Key SubSingle Family
Taxes:$22,084
Remarks: This lovely Bird Key garden home resides on a corner lot with a large circular paver driveway and beautiful landscaping that leads to the front door with the 2 car garage located on the side of the house. Inside, you will find abundant natural light with many windows and glass sliders that afford a splendid view of the large yard and pool area with a private garden wall. This three-bedroom residence has a split floor plan offering a private master suite, complete with 2 walk-in closets, an en-suite bathroom, and sliding doors to the pool deck. The two guest bedrooms and a second bathroom complete the other end of the house. A powder room and an oversized laundry room with a sink and loads of storage are a bonus not found in many garden homes. The kitchen overlooks the large backyard and pool area, with granite countertops, stainless steel appliances, and a breakfast bar overlooking the family/dining room. The house has high-impact windows & sliding doors, a heated pool, a well for irrigation, and mature lush landscaping that provide privacy and a large fenced back yard. The most recent upgrades and improvements from the interior to the exterior include re-ling the plumbing under the slab. The garage was gutted, painted and the floor epoxied. Updated interior baseboards and stunning interior lighting were installed throughout the home, giving it an updated, sleek look. This home is move-in ready. Live the comfortable Florida dream by opening large sliders to the pool area, with neutral tile throughout and a spacious flowing floorplan that makes the indoor-outdoor lifestyle easy. This residential island has its own optional Bird Key Yacht Club, tennis courts, swimming pool, fitness room, social scene, boat slips, marina, indoor and outdoor dining. These are the perfect ingredients for making this your private island retreat, complete with nearby beaches, dining, shopping, excellent schools, and the beautiful downtown area.
Listing Agent: Jeffrey Rhinelander (941-685-3590)
1350 N PORTOFINO DR #402, SARASOTA, FL 34242
$649,000326 Days on yellowkey MLS ID: A4654820
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1061 Built: 1969 Tax: $2,993 (2024)Community: Siesta Harbor IiCondo
Taxes:$2,993
Remarks: ONLY 8 UNITS FACE THE INTERCOASTAL- OPPORTUNITY KNOCKS! SUBMIT OFFERS- SELLER WILL CREDIT FOR THE NEW LANAI ENCLOSURE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intracoastal Waterway and private beach access across the street. Sought-after Tarpon Building in Siesta Harbor 55+ Community with only 8 units facing directly to the main Intracoastal waterway-- Views are Outstanding! Open Floor Plan, large open dining and living room leading to Glass Enclosed Lanai with Breathtaking Views! This beautiful 2 bedroom 2 bath is move in ready for your enjoyment or ready to rent! Gorgeous water views are the first thing you'll notice when walking in the front door. The bright lanai offers a seamless transition between indoor and outdoor living, where you will feel the refreshing breeze while watching the Boats go by and enjoying picturesque sunset views over the ICW. Resort-style amenities, including a sparkling heated community pool, clubhouse and private beachfront access for morning walks on the beach, shelling, watching for dolphins or sunbathing and swimming in the Gulf of Mexico. Enjoy the state-of-the-art fitness center, unwind in the saunas or soak in the outdoor spa and 88 degree heated pool. Free On-site laundry facilities and a private fishing pier along the ICW, ideal for fishing, watching the boats go by or relaxing. ! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish a bit. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits! This is your chance to experience waterfront living at its best—don’t miss this exceptional opportunity! You Deserve Paradise!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
3310 RAMBLEWOOD PL, SARASOTA, FL 34237
$194,99033 Days on yellowkey MLS ID: A4686887
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1293 Built: 1974 Tax: $2,220 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,220
Elementary School: Tuttle Elementary
Remarks: BEST BUY (under $200K) FOR A FULLY REMODELED 3-BED CONDO IN A GATED & CENTRALLY LOCATED SARASOTA COMMUNITY! Tucked away in desirable Ramblewood Acres, this beautifully updated 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style and serene Florida living. Surrounded by lush preserve and water views, you’ll enjoy peaceful mornings and relaxing evenings from multiple private balconies and patios - two on the water. The home has been thoughtfully refreshed with all-new cabinetry, luxury vinyl plank flooring, LED lighting and fresh interior paint - creating a bright, modern space that’s truly move-in ready. The open-concept layout downstairs is ideal for both everyday living and entertaining, featuring a spacious living and dining area that flows seamlessly into the kitchen, complete with a large quartz island perfect for gathering. The kitchen is equipped with all new stainless steel range, stainless sink system, dishwasher and microwave, along with a 2022 refrigerator, offering both style and peace of mind. Upstairs, all three bedrooms offer a fresh retreat from the main living space. The spacious primary suite features its own private balcony - an oasis with peaceful water views—the perfect spot for morning coffee or unwinding at sunset. Inside, you’ll find dual closets providing ample storage and an ensuite bath designed for comfort and convenience. The two additional bedrooms are generously sized and filled with natural light, offering flexibility for guests, family, or a home office. One of these bedrooms truly stands out with its oversized 14x13 private deck, creating a seamless indoor/outdoor living experience—ideal for lounging or entertaining. Whether you’re looking for a full-time residence, a seasonal retreat or a valuable investment - this home delivers low-maintenance living in a picturesque setting—ready for you to move in and start your next chapter. Major system updates—including a new roof (2026) hot water heater (2026) and 2022 HVAC—add even more value and reliability. All new fans, hardware, staircase railings, and patio flooring are icing on the cake! The gated community is an active one - with three pools, tennis, clubhouse, firness, dog park and playgrounds. Centrally located between University Parkway and Fruitville Rd. - it's a perfect choice for easy access to downtown, SRQ airport, I-75, Lakewood Ranch and the area's best beaches. Affordable Florida living is waiting!
Listing Agent: Monica Verinder (941-704-4040)
433 WHITFIELD AVE, SARASOTA, FL 34243
$589,000166 Days on yellowkey MLS ID: A4671552
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1936 Built: 1973 Tax: $6,466 (2024)Community: Whitfield EstatesSingle Family
Taxes:$6,466
Remarks: PRICE DROP ALERT! Stunning Golf Course Pool Home with Sunset Views Welcome to your slice of Sarasota paradise! Perfectly positioned on the 18th hole of the prestigious Sara Bay Country Club, this beautifully maintained 3-bedroom, 2-bath home offers nearly 2,000 sq. ft. of comfortable living space on an oversized .42-acre lot. Enjoy two spacious living areas, ideal for entertaining or relaxing with family. The heart of the home opens seamlessly to a covered lanai and sparkling pool, where you can unwind and watch the sunset over the golf course each evening. The outdoor space is truly a highlight—peaceful, private, and designed for year-round enjoyment. Inside, you’ll find a functional split floor plan, generous natural light, and charming updates that make this home move-in ready. Whether you’re hosting guests, working from home, or simply soaking up the views, every corner of this property feels inviting and serene. Located just 5 minutes from SRQ Airport and less than 15 minutes to downtown Sarasota, this home combines Florida living with everyday convenience. Golf, dining, beaches, and cultural attractions are all right at your doorstep. This home has operated as a successful rental for its current owner, and would make for a great investment property, winter retreat, or full time residence. Don’t miss your chance to live where others vacation—schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Justin Benz (941-999-0364)
1021 CRESCENT ST, SARASOTA, FL 34242
$1,745,00077 Days on yellowkey MLS ID: A4681826
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksMulti-Family 5+
Taxes:$17,389
Remarks: ***Potential for $150k+ gross income. Zoned for weekly rentals. ONE UNIT IN CONDO COMMUNITY*** Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. This unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $150,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
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