Location: Sarasota
Do Not Show Listings
5160 NORTHRIDGE RD #302, SARASOTA, FL 34238
$197,50088 Days on yellowkey MLS ID: A4690121
REDUCED by $11,500 (5.5%) on 07/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 843 Built: 1999 Tax: $2,143 (2025)Community: Serenade On Palmer RanchSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,143
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Beautifully renovated and move-in ready, this top floor (3rd) one bedroom, one bath condo in Serenade has been completely updated throughout and is being offered turnkey furnished. The kitchen features quartz countertops, beautiful wood cabinetry, white subway tile backsplash, breakfast bar w/ pendant lights, pantry, and brand new stainless steel appliances, including a refrigerator with ice maker and in-door water/ice dispenser. The bathroom is fully redesigned with a large double vanity, modern lighting with a sleek backlit mirror, walk-in shower, stunning tile, and elegant gold/brass hardware. Interior features include 10-foot ceilings, crown molding, chair rail detailing, gorgeous lighting, and new luxury vinyl flooring, with tile in the bathroom, plus an inside laundry room with new cabinets and shelving. Enjoy an east-facing patio with morning light. Serenade is pet-friendly and offers resort-style amenities, including two heated pools, a hot tub/spa, clubhouse, lighted tennis court, fully equipped fitness center, outdoor grilling area, on-site management, playground, and ample guest parking. Location is unbeatable, directly across from Publix for everyday essentials and just minutes to world-famous Siesta Key Beach, fine dining, premier shopping, the scenic Legacy Trail, and some of Sarasota’s top golf courses. Don’t miss this exceptional opportunity to own a fully renovated, turnkey condo, perfect as a full-time residence or winter retreat.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Debra Garrett (941-685-1086)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90067 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)
530 MAGELLAN DR, SARASOTA, FL 34243
$599,00062 Days on yellowkey MLS ID: A4692098
REDUCED by $26,000 (4.2%) on 07/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1972 Tax: $6,126 (2025)Community: Whitfield Country Club Add RepSpa: YesSingle Family
Taxes:$6,126
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the pinnacle of Florida’s mid-century charm in this impeccably maintained 3-bedroom, 2-bathroom residence with a side entry garage, perfectly situated on a premier golf course lot. Lowest price on the 7th tee! This home has a private, resort-style oasis feel featuring a newly remodeled heated pool and spa, complete with modern Wi-Fi automation, outside security cameras & lighting, and a freshly re-screened cage—all framed by the lush, manicured fairways of the historic Sara Bay Country Club. Inside, the home shines with 2022 upgrades, including Luxury Vinyl Plank flooring and a comprehensive Trane HVAC system with new ductwork. Whether you are enjoying a morning coffee with panoramic golf course views or hosting an alfresco dinner under the mature palms, this property offers a rare move-in-ready lifestyle. For the golf enthusiast, an optional private membership to Sara Bay Country Club may provide access to the legendary Donald Ross-designed course and exclusive social amenities, allowing you to tailor your country club experience to your own pace. There is no mandatory HOA, but there are some special rules that apply to the neighborhood in the Manatee County Development Code that apply specifically to Whitfield. There is a voluntary Neighborhood Association for an annual fee of $30. The Sara Bay Country Club currently grants neighborhood association members a free culinary membership to the club, which grants limited dining privileges at the clubhouse. Schedule your showing today!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
7106 LA RONDA CT, SARASOTA, FL 34238
$439,00053 Days on yellowkey MLS ID: A4694055
1 Days Off yellowkey (back on 7/13/2026)
REDUCED by $11,000 (2.4%) on 06/30/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1771 Built: 1995Monthly Fee: $430 Tax: $2,224 (2025)Community: Mira Lago At Palmer RanchSpa: NoSingle Family
Taxes:$2,224
Elementary School: Gulf Gate Elementary
Middle School: None
Remarks: Under contract-accepting backup offers. WELCOME TO EFFORTLESS FLORIDA LIVING in this beautifully maintained LAKEFRONT VILLA, ideally situated on a quiet cul-de-sac in the highly desirable Mira Lago community of Palmer Ranch. Volume ceilings, IMPACT WINDOWS, and plantation shutters enhance the spacious interior, creating a bright and inviting atmosphere filled with natural light. The updated kitchen features upgraded quartz countertops and select newer appliances, offering both style and functionality for everyday living and entertaining. Thoughtfully designed for comfort and privacy, the split floor plan includes a PRIVATE GUEST SUITE that can be closed off from main living areas, providing an ideal retreat for family and guests. Peaceful lake views serve as a stunning backdrop from the primary suite and main living spaces, creating a tranquil setting to enjoy year-round. The spacious primary suite offers a relaxing sanctuary, while the open floor plan seamlessly connects the living and dining areas for easy entertaining. Residents enjoy a truly MAINTENANCE-FREE LIFESTYLE, allowing more time to take advantage of the community's amenities, including a nearby saltwater pool and an active social calendar with organized events throughout the year. Conveniently located in the heart of Palmer Ranch, just minutes from world-renowned SIESTA KEY BEACH, shopping, dining, golf, and Sarasota's vibrant arts and cultural scene, this exceptional villa offers the perfect combination of comfort, privacy, and carefree Florida living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
5830 MIDNIGHT PASS RD #93, SARASOTA, FL 34242
$679,0002 Days on yellowkey MLS ID: A4699632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 921 Built: 1970 Tax: $4,451 (2025)Community: Jamaica RoyaleCondo
Taxes:$4,451
Elementary School: None
High School: None
Remarks: Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-renowned Siesta Key. Offering 921 square feet of thoughtfully updated living space, this inviting coastal retreat showcases a complete 2025 renovation with quality finishes throughout, creating the perfect blend of modern comfort and relaxed coastal style. The stunning new kitchen features custom cabinetry, elegant quartz countertops, a ceramic tile backsplash, new stainless steel appliances, and a new garbage disposal. Additional 2025 improvements include new HVAC systems (inside and out), a new hot water heater, fresh interior paint, stylish new furnishings, hurricane impact-resistant windows and sliding glass doors, luxury vinyl plank flooring in both bathrooms, new bathroom vanities and fixtures, and beautifully remodeled showers with ceramic tile surrounds, frameless glass doors, and contemporary finishes. The spacious primary suite features a king-size bed, while the guest bedroom offers two queen-size beds, providing ample space for family and guests. Step outside to your private patio with comfortable outdoor seating—the perfect place to enjoy your morning coffee, dine al fresco, or relax after a day on the beach. Located just steps from the world-famous powdery quartz sands and turquoise waters of Siesta Key Beach, owners and guests enjoy deeded beach access and an exceptional array of resort-style amenities, including three heated community pools, shuffleboard courts, community grilling areas, beautifully landscaped tropical grounds, and one assigned parking space. Public transportation conveniently stops directly in front of the community, providing easy access to Siesta Key Village's restaurants, boutiques, entertainment, and vibrant island nightlife. Whether you're searching for a private beach retreat, seasonal residence, or an outstanding investment opportunity with excellent rental potential, Jamaica Royale #93 offers a truly turnkey opportunity in one of Siesta Key's most desirable beachfront communities!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
8911 MIDNIGHT PASS RD #409, SARASOTA, FL 34242
$559,00021 Days on yellowkey MLS ID: N6144720
REDUCED by $10,000 (1.8%) on 07/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1973 Tax: $6,319 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,319
Remarks: Ideally on the south end of Siesta Key, directly across from the free Siesta Key trolley and less than a quarter mile to Turtle Beach, this two-bedroom, two-bath residence offers 1,093 square feet of living space with panoramic Sarasota Bay views and glimpses of the Gulf. The open-concept great room is designed to maximize the water views and features luxury vinyl tile flooring, built-in surround sound and direct access to the screened lanai. Motorized blinds enhance the lanai, creating a comfortable space to enjoy the serene bayfront scenery. The kitchen is open to the living area and offers granite countertops, stainless steel appliances, creamy white cabinetry, a spacious pantry, and views of the Gulf and Sarasota Bay. Water views continue into the primary suite, where owners can wake to spectacular sunrises from the comfort of their bedroom. The primary suite also features a custom walk-in closet system and en-suite bath. The guest bedroom offers Gulf views and a large walk-in closet. Additional conveniences include a dedicated storage space, communal laundry facilities on the same floor adjacent to the elevator, an assigned covered carport space near the elevator and abundant guest parking. Recent improvements include a new electrical panel in 2021 and a new water heater in 2026. Sunrise Cove offers an array of amenities, including a renovated clubhouse with social spaces and kitchen, fitness center, library, billiards and table tennis, two heated swimming pools, tennis courts, pickleball courts, grilling areas and boat slips available for lease. Residents can also take advantage of the kayak, canoe and paddleboard storage available for lease, along with convenient marina access nearby. Enjoy easy access to Turtle Beach, boating, waterfront recreation and all the shopping, dining and entertainment of Siesta Village. Experience the best of Siesta Key living with bayfront views, beach access and resort-style amenities in one exceptional location.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Beth Sargent (941-716-1277)
6828 WINSLOW ST, SARASOTA, FL 34243
$525,0004 Days on yellowkey MLS ID: TB8526907
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 1998Monthly Fee: $118 Tax: $6,171 (2025)Community: ChaparralSpa: YesSingle Family
Taxes:$6,171
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Pride of ownership shows thru out, in this meticulously maintained pool home! This prime location offers easy access to I-75 and I-275, SRQ Airport, restaurants and many other amenities. The community offers a pool and boat ramp, with dock on the Braden river, park, playground, clubhouse, and deed restrictions to maintain a beautiful neighborhood. As you enter this home, you enter a large foyer with a niche that leads to an open floor plan with high ceilings and crown moldings in the main areas with sliders that lead to your own private screened and covered pool/spa retreat complete with lush landscaping. The home features a split 3/2 bedroom plan. The master bedroom features sliders to the pool, tray ceiling and ensuite. If you're looking to live the Florida lifestyle...this is it! Call today to make this your "Home, Sweet, Home"!!!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Mary Messina, Pa (813-598-6279)
3900 TORREY PINES BLVD, SARASOTA, FL 34238
$700,0005 Days on yellowkey MLS ID: A4699264
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1983Monthly Fee: $137 Tax: $4,923 (2025)Community: Country Club Of Sarasota TheSpa: NoSingle Family
Taxes:$4,923
Remarks: Experience the perfect blend of comfort and contemporary style in this 3 bedroom/2 bath home with a dedicated study featuring custom built-ins. Designed with a modern twist, this spacious floor plan offers generously sized rooms with concrete floors throughout - creating an open and inviting atmosphere. The heart of the home is highlighted by the wood burning fireplace, adding warmth and character to the family room. The kitchen is ideal for indoor-outdoor entertaining, featuring a convenient pass-through window that opens directly to the pool area. The primary suite offers a large walk-in closet, spa-inspired bathroom with floating vanities and a relaxing soaking tub and a separate walk-in shower. Step outside to enjoy the expansive outdoor living space surrounding the pool, perfect for entertaining or relaxing in a private setting. Situated on the renowned TPC Prestancia golf course, this home enjoys beautiful golf course views and an oversized yard. Combining modern design, spacious living areas, and a premier golf course location, this home offers an outstanding Florida lifestyle. Enjoy low HOA fees that include a 24 hour manned guard gate, no CDD fees, and located in an A -rated school district.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,300,000168 Days on yellowkey MLS ID: A4679889
REDUCED by $200,000 (13.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Taxes:$10,952
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
2103 LUSITANIA DR, SARASOTA, FL 34231
$899,90031 Days on yellowkey MLS ID: A4696955
2 Days Off yellowkey (back on 7/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1969 Tax: $6,524 (2025)Community: Phillippi GardensSpa: NoSingle Family
Taxes:$6,524
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Opportunities like this are becoming increasingly difficult to find. Situated on nearly half an acre along a wide, scenic stretch of Phillippi Creek, this property offers the perfect combination of waterfront living, privacy, and an unbeatable central Sarasota location. Tucked behind a fenced driveway, the classic Sarasota ranch-style home welcomes you with its timeless charm. But the true showstopper is the backyard, a sprawling park-like setting with mature trees, expansive green space, and peaceful water views that create a private retreat right in the middle of town. This solid block home has been thoughtfully updated with a 2024 metal roof, laminate flooring throughout, stainless steel appliances, recessed lighting, and fresh exterior paint. The functional floor plan features a dedicated dining area, oversized laundry room, and a spacious two-car garage. For boating and water enthusiasts, the possibilities are exceptional. Subject to permitting, there may be an opportunity to add a dock and boat lift, providing direct access to Phillippi Creek, Sarasota Bay, and ultimately the Gulf of Mexico. Enjoy kayaking, paddleboarding, fishing, wildlife viewing, or simply relaxing while watching the water drift by. Located just minutes from Siesta Key, Downtown Sarasota, shopping, dining, and everyday conveniences, this property offers a lifestyle that is increasingly hard to replicate. Whether you're looking for a waterfront residence, a property to expand and customize, or simply a unique piece of Sarasota waterfront land, this is an opportunity you won't want to mis- schedule your private showing today!
Listing Agent: Drew Russell (941-993-3739)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000223 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 10.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
Elementary School: Emma E. Booker Elementary
Tax Year: 2024
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
1850 MAGNOLIA ST, SARASOTA, FL 34239
$2,100,00026 Days on yellowkey MLS ID: A4697162
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3148 Built: 2017 Tax: $21,727 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$21,727
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Carmen Baskind (941-724-1854)
1838 OLEANDER ST, SARASOTA, FL 34239
$3,295,000Listed 07/13/2026 3:50PM MLS ID: A4697493
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3230 Built: 2020 Tax: $15,078 (2025)Community: Poinsettia Park 2Spa: NoSingle Family
Taxes:$15,078
Remarks: Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic granite waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
5304 CHERRY HILL AVE, SARASOTA, FL 34234
$126,600Listed 07/13/2026 11:24AM MLS ID: A4699773
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 960 Built: 1969Monthly Fee: $137 Tax: $2,844 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,844
Remarks: Priced right and full of potential, this 2-bedroom, 1.5-bath home offers a welcoming layout with room to make it your own. Recent exterior updates include a newer TPO roof, vinyl siding, gutters, and a partially updated carport—giving you a strong start for future improvements. Inside, the open-concept design offers generous great-room coverage and square footage, with just enough separation to create cozy, functional spaces. Bring your imagination and explore the possibilities: refresh the finishes, modernize the kitchen and baths, or design a comfortable retreat that fits your style. This is a great opportunity for someone looking for value, flexibility, and a home ready for a personal touch. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
1063 GREYSTONE LN, SARASOTA, FL 34232
$549,00021 Days on yellowkey MLS ID: A4697399
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2378 Built: 1989Monthly Fee: $75 Tax: $3,938 (2025)Community: GreystoneSingle Family
Taxes:$3,938
Remarks: Welcome home to this spacious 4-bedroom, 2.5-bath residence ideally located in the heart of Sarasota, just minutes from UTC Mall, top dining and shopping destinations, and the family-friendly recreation opportunities at Benderson Park. Designed with everyday living in mind, the thoughtfully planned layout features a private first-floor primary suite, providing parents with a peaceful retreat, while three additional bedrooms upstairs has plenty of room guests, or a home office. Step outside and discover a backyard built for making memories. The sparkling pool and expansive fenced yard provide endless opportunities for family fun, outdoor play, and entertaining. A unique bonus is the owner's use of the "assumed common area," in the back of the house creating an oversized private outdoor retreat. Additionally, the spacious front setbacks ensure mature trees can continue to thrive, preserving the community's inviting canopy-lined streetscape. Inside, you'll appreciate features that enhance both comfort and efficiency, including a tankless water heater and a 120-gallon propane tank that fuels the gourmet kitchen, gas stove, and cozy fireplace. Combining functional living spaces, exceptional outdoor amenities, and an unbeatable Sarasota location, this home offers everything a growing family needs to live, play, and thrive.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
1099 WATERLINE CT, SARASOTA, FL 34240
$599,90025 Days on yellowkey MLS ID: A4697460
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2024Monthly Fee: $397 Tax: $7,627 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,627
Remarks: Welcome to LakeHouse Cove at Waterside, one of Lakewood Ranch’s most sought-after communities! This beautifully designed 3-bedroom, 2-bath residence offers approximately 1,798 square feet of thoughtfully crafted living space with stunning lake views and a desirable southwest rear exposure, providing breathtaking Florida sunsets from your covered lanai. Built by Homes by Towne, this home features an open-concept floor plan filled with natural light, high ceilings, and elegant finishes throughout. The gourmet kitchen is the heart of the home, showcasing quartz countertops, stainless steel appliances, a spacious center island, ample cabinetry, and a walk-in pantry. The primary suite offers a private retreat with serene water views, a spacious walk-in closet, dual vanities, and a beautifully appointed walk-in shower. Hurricane-impact windows and doors provide added peace of mind and energy efficiency. Step outside to enjoy peaceful lakefront living and picturesque sunset views from the covered lanai, creating the perfect setting for relaxation or entertaining guests. Residents of LakeHouse Cove enjoy access to an exceptional collection of resort-style amenities, including a lakeside clubhouse, resort-style pool and spa, state-of-the-art fitness center, pickleball courts, bocce courts, kayak launch and storage, playground, dog parks, scenic walking trails, fire pit gathering areas, and a full calendar of community activities coordinated by an on-site lifestyle director. Located within the award-winning Waterside district of Lakewood Ranch, residents are just minutes from Waterside Place, a vibrant waterfront destination featuring restaurants, boutique shopping, weekly farmers markets, live entertainment, community events, and outdoor recreation. Conveniently located near University Town Center (UTC), Lakewood Ranch Main Street, Downtown Sarasota, SRQ Airport, Nathan Benderson Park, and the world-famous Gulf Coast beaches. Zoned for highly rated schools, including B.D. Gullett Elementary, Dr. Mona Jain Middle School, and Lakewood Ranch High School. Experience the perfect combination of luxury, location, and lifestyle in one of Southwest Florida’s premier waterfront communities. Schedule your private showing today.
Listing is courtesy of: VIVE REALTY (941-600-8162)
Listing Agent: Jeffrey Swanson (248-938-1775)
1870 JASMINE DR, SARASOTA, FL 34239
$2,860,00036 Days on yellowkey MLS ID: A4696318
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4165 Built: 2026 Tax: $7,657 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$7,657
Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
620 RAWLS AVE, SARASOTA, FL 34236
$1,440,000115 Days on yellowkey MLS ID: A4686636
REDUCED by $55,000 (3.7%) on 05/26/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2300 Built: 2017 Tax: $11,066 (2025)Community: Townhomes/Orange ClubSpa: NoTownhouse
Taxes:$11,066
Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,595,000182 Days on yellowkey MLS ID: A4676645
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $100,000 (5.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$7,463
Remarks: BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$450,00052 Days on yellowkey MLS ID: A4694311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Elementary School: Wilkinson Elementary
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
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