Location: Sarasota
Do Not Show Listings
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000384 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,619
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
3901 BAHIA VISTA ST, SARASOTA, FL 34232
$55,00049 Days on yellowkey MLS ID: TB8497181
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1959Monthly Fee: $800 Tax: $358,511 (2025)Community: Bahia Vista EstatesMobile Home
Taxes:$358,511
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully Renovated Double-Wide in 55+ Community! Welcome to this charming 2-bedroom, 2-bathroom double-wide mobile home, originally built in 1959 and completely remodeled with permits. This move-in ready home features a brand-new roof, modern kitchen, updated flooring, and a new A/C system—everything has been thoughtfully upgraded for comfort and peace of mind. Located in a desirable 55+ community, this property offers a relaxed lifestyle in a well-maintained setting. Whether you’re looking for a full-time residence or a seasonal retreat, this home is ready for you to enjoy from day one. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)
Listing Agent: Nilse Garlobo Cancio (813-785-4252)
7755 HOLIDAY DR N, SARASOTA, FL 34231
$2,290,00057 Days on yellowkey MLS ID: A4687403
5 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2007 Tax: $20,083 (2025)Community: Holiday HarborSingle Family
Taxes:$20,083
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
1016 GREER DR, SARASOTA, FL 34237
$249,90058 Days on yellowkey MLS ID: A4688675
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1763 Built: 1955 Tax: $1,486 (2025)Community: Oak ShoresSingle Family
Taxes:$1,486
Remarks: *This is the One!*This home sustained flood damage and will require renovation, however it has great bones and lots of potential*Located within walking or biking distance to the World Famous Pinecraft, this property offers a unique chance to immerse yourself in a vibrant and culturally rich community*For outdoor enthusiasts, the new Legacy Trail is easily accessible, providing endless opportunities for walking, jogging, or cycling amidst stunning natural surroundings*In addition to its prime location, this home offers quick and convenient access to top-rated schools, a variety of restaurants, diverse shopping options, reputable medical centers, I-75, breathtaking beaches, and an abundance of entertainment choices*Embrace a lifestyle filled with convenience, leisure, and excitement*Don't miss out on this incredible opportunity*Schedule a showing today and seize the chance to own this exceptional property*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
1255 E PEPPERTREE DR #201, SARASOTA, FL 34242
$499,000296 Days on yellowkey MLS ID: A4661191
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1972 Tax: $5,890 (2024)Community: Peppertree Bay ISpa: NoCondo
Taxes:$5,890
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
527 FREELING DR, SARASOTA, FL 34242
$5,825,000170 Days on yellowkey MLS ID: A4669657
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4310 Built: 2026 Tax: $6,458 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$6,458
Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3635 80TH DR E, SARASOTA, FL 34243
$670,000195 Days on yellowkey MLS ID: A4672698
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2600 Built: 2007Monthly Fee: $165 Tax: $9,759 (2025)Community: Residences At University GrovesSingle Family
Taxes:$9,759
Remarks: Under contract-accepting backup offers. Welcome to 3635 80th Dr. E, a phenomenal one-of-a-kind water-view home in The Residence at University Groves. This is the ONLY lot in the community offering a direct pond view with no homes across the street, giving you true privacy in the front and full privacy in the back. Sitting at one of the lowest price-square-foot values in the neighborhood, this home is a must-buy-before-it’s-gone opportunity. The location is unbeatable right off University Parkway and minutes to Downtown Sarasota, Lido Beach, UTC Mall, Lakewood Ranch, SRQ Airport, Benderson Park, world-class dining, entertainment, shopping, gyms, and everything Sarasota is known for. You are in the heart of the area’s fastest-growing corridor with unmatched convenience and lifestyle value. Inside, the home delivers a modern luxury experience with a double split floor plan, soaring high ceilings, graceful archways, abundant natural light, and hurricane-rated impact windows. The Primary Owner's Suite sits privately behind its own hall and features direct pool access. Designer upgrades include waterfall countertops, NEW gourmet-style premium appliances, floating vanities, wall-mounted toilets, zero-entry showers with handhelds, Moen fixtures, a spa-inspired primary bath with four Bluetooth-controlled showers, a walk-in closet, and floor-to-ceiling tile in all bathrooms and the laundry room. A Restoration Hardware chandelier sets the tone from the moment you enter. The fully upgraded laundry room is exceptional, offering dual premium SMART washer/dryers, a deep sink, and a 10-gallon ice maker an elevated workspace rare at this price point. Solid concrete block construction, a metal frame, and a non-flood-zone location add long-term peace of mind. Step outside to your private screened-in oasis featuring a sparkling pool, outdoor cooktop, sink, fridge, fresh landscaping, and new interior/exterior paint. Enjoy serene water views from the back pond that create a peaceful, private backdrop year-round. The garage includes a dedicated electrical outlet for a generator hookup or EV charging station, offering flexibility for modern living. This is a rare chance to secure privacy, luxury, and value all in one package. Homes like this do not last especially on the most desirable lot in University Groves.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000183 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Melanie Albaric (941-233-0957)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00075 Days on yellowkey MLS ID: A4686448
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4078 GROVELAND AVE, SARASOTA, FL 34231
$345,000217 Days on yellowkey MLS ID: A4669478
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1981 Tax: $2,704 (2024)Community: Grove ParkSingle Family
Taxes:$2,704
Elementary School: Wilkinson Elementary
Remarks: In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1705 WISCONSIN LN, SARASOTA, FL 34239
$3,950,00052 Days on yellowkey MLS ID: A4689693
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 4871 Built: 2016 Tax: $39,893 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$39,893
Remarks: Under contract-accepting backup offers. Tucked behind a gate on a quiet, private road in one of Sarasota’s most sought-after neighborhoods, this is the kind of property families wait years for—where space, privacy, and lifestyle all come together just minutes from everything. Located West of Trail, just blocks from Southside Elementary and Southside Village, and a short drive to downtown Sarasota and Siesta Key Beach, this estate offers a rare balance: a secure, expansive family compound in the heart of it all. Set on over half an acre and fully gated, fenced, and lushly landscaped, the property is designed for those who want room to live, grow, and entertain privately—without sacrificing convenience. The main residence spans nearly 4,000 square feet with 5 bedrooms, 4 full bathrooms, 2 half baths, a private office, and a large game room or playroom with its own wet bar—perfect for families who need flexibility in how they live day-to-day. Whether it’s a dedicated workspace, kids’ zone, or media room, the layout adapts to your lifestyle. The kitchen is built for real life and entertaining alike, featuring Viking appliances, generous storage, and an open flow into the main living areas and outdoor spaces. Every bedroom includes an ensuite bath, offering comfort and privacy for family and guests. Step outside and the home truly opens up. A large covered lanai with outdoor kitchen overlooks the heated, self-sanitizing saltwater pool and spa, with a sunken firepit seating area creating a natural gathering space for evenings with friends or family. A dedicated pool bath adds convenience, while the entire outdoor experience is designed for year-round Florida living. For those who need more than just bedrooms, the detached guest apartment above the garage provides over 700 square feet of private living space—ideal for multi-generational living, a nanny suite, long-term guests, a studio, or a secluded home office. And for the car enthusiast or collector, this property stands apart. With 5+ climate-controlled garage spaces—including room for lifts—plus a large all-season carport with motorized louvers, you have the flexibility to showcase, protect, and enjoy your collection. The garages are outfitted with SwissTrax flooring, vacuum systems, and Mitsubishi in-wall AC units—built with intention, not as an afterthought. Beyond comfort and design, the home is equipped for peace of mind. Impact windows and doors, a full CCTV security system, smart home integration, and a Generac generator ensure both safety and ease of living. This is a home for a family who wants it all—space to spread out, privacy to feel secure, proximity to top schools and amenities, and the ability to live an active Sarasota lifestyle, whether that’s golf cart rides to dinner, beach days on Siesta Key, or quiet evenings at home. Because homes that check every box like this—location, land, layout, and lifestyle—are rare. And when they come up, they don’t last.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
6521 BIG LAGOON AVE, SARASOTA, FL 34241
$1,077,98170 Days on yellowkey MLS ID: R4910935
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3604 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Middle School: Sarasota Middle
Remarks: Pre-Construction. To be built. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a den, bonus room, and a three-car tandem garage. As you step inside the grand foyer, a den sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
3314 CHARLES MACDONALD DR, SARASOTA, FL 34240
$1,850,000117 Days on yellowkey MLS ID: A4681339
REDUCED by $100,000 (5.1%) on 04/04/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3221 Built: 1999Monthly Fee: $369 Tax: $8,486 (2025)Community: Laurel Oak Estates Sec 01Spa: YesSingle Family
Taxes:$8,486
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this exceptional custom Arthur Rutenberg residence, thoughtfully updated with luxurious finishes throughout. This rare offering blends timeless architectural design, quality craftsmanship, privacy, and breathtaking golf course views—creating a serene setting for elevated Florida living. Perfectly positioned along the 8th hole of the Jones Golf Course, the home offers a tranquil backdrop for everyday living and entertaining. A dramatic arrival begins with a complete landscape redesign, professional lighting for privacy and evening ambiance, a pavered driveway and walkways, and modernized entry pillars. Enter through grand African mahogany doors into a striking interior featuring rich luxury wood flooring, wood beam accents, and an open flowing floor plan. A dramatic stone accent wall and custom niches define the main hallway, while redesigned living spaces throughout offer both elegance and versatility. The formal dining room showcases a dedicated wine cellar accented by a distinctive antique door. The game room provides flexibility and can also serve as a formal living room. The chef’s kitchen is the heart of the home, featuring custom Magnolia cabinetry with quartz counters, a striking custom copper hood, an oversized six-burner gas range with double ovens and griddle, and two expansive islands with both main and prep sinks. High-end built-in appliances complete this incredible kitchen and include an integrated refrigerator, refrigerator drawers, warming drawer, two Bosch dishwashers, and an under-counter microwave drawer. The adjacent living area features a custom wood entertainment wall designed to accommodate a large television—ideal for hosting gatherings. The spacious primary suite offers a peaceful retreat with his-and-hers walk-in closets and a generously sized bath with dual vanities ready for personal customization. Two additional guest bedrooms are equally well-appointed plus a 4th bedroom currently being used as a den providing ideal living for family or guests. All guest bathrooms plus powder room have been completely updated with designer tile and custom vanities. Step outside to the stunning outdoor living area, where the pool and lanai were completely remodeled in 2023. Updated pool/lanai highlights include marble decking, a sun shelf, pool water features, a clear-view pool cage enclosure and a saltwater pool system including new equipment/gas heater. A decorative tile accent wall and wood-paneled ceiling complete this outdoor private oasis, offering unmatched tranquility with panoramic golf course views. Additional upgrades of this stunning home include hurricane-impact windows (2022), plantation shutters throughout, a new slate tile roof (2022), new AC (2024), hot water heater (2025), interior and exterior paint (2025), and a whole-house Kinetico water treatment system. Residents of Laurel Oak Estates enjoy the option to join the Laurel Oak Country Club, featuring two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, a junior Olympic-size heated pool, a beautifully updated clubhouse, and an active social calendar. Reciprocal privileges with Bird Key Yacht Club, along with close proximity to I-75, downtown Sarasota, UTC Mall, medical facilities, dining, entertainment, and world-famous Siesta Key Beach, complete this lifestyle. This is resort-style living at its finest—offering privacy, serenity, and an unparalleled setting within one of Sarasota’s premier gated communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00050 Days on yellowkey MLS ID: A4687147
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4769 VIGNETTE WAY, SARASOTA, FL 34240
$350,00050 Days on yellowkey MLS ID: O6392637
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $127 Tax: $3,376 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$3,376
Remarks: Discover this beautiful Palmer Place townhome, built in 2017 and located in sunny Sarasota, Florida. This rare opportunity is available exclusively to primary homebuyers seeking a peaceful community without any CDD fees. This stunning Venice floor plan offers 1,758 sq. ft. of living space with 3 bedrooms, 2.5 baths, and a one-car garage. The home also features a functional laundry room with a washer and dryer, high ceilings, an open-concept great room, and a spacious kitchen with a breakfast bar—perfect for both everyday living and entertaining. The impressive primary suite includes a large walk-in closet and serene views of the expansive lake. Enjoy the convenience of driving directly into your garage, complete with ample storage, and unwind outdoors on your peaceful covered lanai. Every detail of this home is designed to impress and provide comfort. Palmer Place offers a relaxed, maintenance-free lifestyle with easy access to I-75, making shopping, dining, and entertainment easily accessible. Located just off Lorraine Road, the community is positioned to become a direct gateway to Lakewood Ranch. Residents also enjoy a private park, butterfly garden, open green spaces, a recreation path, and seating areas. Schedule your visit today and make this exceptional townhome your own!
Listing is courtesy of: HOMESTEAD REALTY INC (407-367-4201)
Listing Agent: Joe Mekkattil (407-353-3508)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00054 Days on yellowkey MLS ID: A4689527
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2184 Built: 2023Monthly Fee: $1,997 Tax: $23,655 (2025)Community: Bayso SarasotaCondo
Taxes:$23,655
Elementary School: Alta Vista Elementary
Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hunter Douglas motorized window treatments along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ian Mcpherson (941-320-0999)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950412 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing Agent: Linda Scheller, Llc (941-806-7981)
1636 STICKNEY POINT RD #36-201, SARASOTA, FL 34231
$328,000205 Days on yellowkey MLS ID: N6141400
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,461 (2024)Community: Castel Del MareCondo
Taxes:$3,461
Remarks: BRING YOUR OFFERS! LOCATION LOCATION LOCATION! Castel Del Mare condominium complex is located just before the south bridge, on the mainland side of Little Sarasota Bay facing Siesta Key in Sarasota, FL. Southbridge's community includes shops, bars, restaurants, boat or bike rentals... Walkability or Trolley ride to the "Powdery Sands of Siesta Key Beach...As one of Trip Advisor's Top 10 Beach & Sun Destinations! This condominium complex is overlooking the "Intercoastal Waterway" with beautiful bayside water views! This 2nd floor, updated two bedroom two bath condo is "TURN KEY FURNISHED" with 2 entrances (front and back) and offers 1,016 sq. ft. of living space. WASHER and DRYER are included in the unit! Hurricane Impact Windows! Rentals of one month or longer are permitted here. The Castel Del Mare community offers two heated pools on the Bayside and Garden, pickleball courts, shuffleboard, boardwalk, bayside gazebo, and clubhouse. Sit back, relax, and enjoy the peace & tranquility while enjoying the Florida sunshine! Live the Florida lifestyle & make this your home! OWN A PIECE OF PARADISE! Check out 3D Virtual Tour #1 & Video #2
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Kristy Heitl (941-539-2458)
1862 6TH ST, SARASOTA, FL 34236
$749,000113 Days on yellowkey MLS ID: O6380988
REDUCED by $50,000 (6.3%) on 04/14/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionApartment
Taxes:$8,926
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
Listing is courtesy of: MILLENNIA REALTY (407-271-0754)
Listing Agent: Jordan Ruvalcaba (407-271-0754)
$749,000114 Days on yellowkey MLS ID: O6380883
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionSingle Family
Remarks: One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
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