Location: Sarasota
Do Not Show Listings
5667 SHEFFIELD GREENE CIR #59, SARASOTA, FL 34235
$270,000282 Days on yellowkey MLS ID: A4667845
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1993 Tax: $2,098 (2024)Community: Sheffield GreeneCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,098
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to Sheffield Greene in The Meadows! This sought after community is also highlighted by its location and it's close proximity to the University Town Center, a great place to live, play and relax. Sheffield Greene offers resort style living in a community with so much to do. This condo is a ground floor end unit with a living room, dining room, kitchen, kitchen dinette, laundry room, two bedrooms, two bathrooms, an outside storage space and two screened in covered lanais. Also included is a custom designed wall unit in the living room and custom designed unit and desk in the second bedroom, plus hurricane windows, and your own attached single car garage with garage door opener. To cool off on those hot sunny Florida days- enjoy a brief walk to the community pool and lounge area. New Roof 2025, New A/C 2025, New Washer/Dryer 2024, New Dishwasher 2024 and New Water Heater 2022. The Meadows is a large mature resort-style community with numerous lakes, approximately 14 miles of walking and biking trails and so much more. Beyond this lovely home, you'll find premier shopping at The University Town Center Mall (UTC) which has 100+ retailers. You'll also find a variety of events and activities at Nathan Benderson Park (NBP) or perhaps plan to visit the brand new Mote Marine Laboratory & Aquarium. There's a plethora of restaurants for any palette such as, Capital Grille, Seasons 52, Brio, Cheesecake Factory, Yard House, Ford's Garage, Jpan Sushi and other stores like Whole Foods and Trader Joes! Explore Legacy Trail, local beaches like Siesta Key and downtown Sarasota on Main Street. Drive north on IH 75 for Anna Maria Island in Bradenton, Ellenton for the Outlet shopping mall and the Ice and Sports Complex, or St Pete & Tampa. Drive east for Orlando, or head south for Naples, Miami and the Florida Keys. Book your Showing today!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Christine Glassburn (941-545-5658)
5204 WEDGEWOOD LN #77, SARASOTA, FL 34235
$311,000323 Days on yellowkey MLS ID: A4660017
0 Days Off yellowkey (back on 6/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $3,277 (2024)Community: Wedgewood LakeCondo
Taxes:$3,277
Elementary School: None
High School: None
Middle School: None
Remarks: **Amazing FIRST-FLOOR Condo in the Meadows w/ Magnificent LAKE & GOLF COURSE VIEWS** Offered completely TURNKEY FURNISHED --REMODELED, UPDATED & ALL NEW Coastal Casual Furnishings. Just bring a suitcase - move in - & enjoy life in Paradise!! Enjoy a Spacious Living Area in a Flexible & Year-Round 8'x12' FLORIDA ROOM w/ Sliders & Screens - adding 100sf of Living Space. Experience Extraordinary Water & Golf Course VIEWS from the Floor-to-Ceiling Glass Doors!! Sip morning coffee in the Florida Room as you watch the birds on the Lake or drink evening wine w/ a Spectacular "Sunset-Over-the-Water" ending to your day. Wake up each morning in a spacious, sun-filled Primary Bedroom Suite w/ Sliding Doors to the Florida Room - as well as Lake Views. The En-Suite Dressing Room w/ Large Walk-In Closet leads to a separate Bathroom w/ Step-In Shower. The Open Living Room & Dining Room feature a wall of Sliders w/ access to the Florida Room. The Kitchen offers abundant cooking space w/ updated Stainless Steel Appliances, Granite Countertops & Casual Dining Area w/ Sliding Doors to a front Patio/Garden. Second Bedroom is furnished w/ Twin Beds and enjoys easy access the Second Bathroom - with a Tub/Shower. Spacious Laundry Room has Storage Cabinets & side-by-side Washer/Dryer. Enjoy comfortable days & nights w/ New Ceiling Fans in Living Area, 2 Bedrooms & Florida Room. Recently Painted Interior, popcorn ceilings removed & New Water Heater 2023. This well-appointed home is SO comfortable - you won't want to leave! But, this is the PERFECT LOCATION to experience an outdoor Florida Lifestyle. Close to everything! Minutes from award-winning Gulf Beaches (Lido Key, Longboat Key, Siesta Key), downtown Sarasota (restaurants, shops, theatre, music, art) & just a short walk to UTC Center shopping & events. Take a dip in the Heated Wedgewood Community Pool – located just across the street. Exterior Painting is in progress on the buildings - a complete refresh. Residents also enjoy access to a Resort-Style Pool & Fitness Center, Pickle Ball, Tennis & Golf. The Meadows community is situated on 1,650 scenic acres w/ 80 lakes & 13+ miles of walking/biking trails. This is your perfect second or primary home in Paradise! Visit Today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Mayo (941-855-0599)
5316 BEECHMONT AVE, SARASOTA, FL 34234
$70,000264 Days on yellowkey MLS ID: A4668811
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1970Monthly Fee: $137 Tax: $2,433 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,433
Remarks: Back on Market and ready to go! Property is currently in Probate. But can close quickly. Considered the nicest lot in the pet friendly part of Tri Par. It has ample green space to the side and rear of the residence. It sits high and dry and saw no flooding from last year's storms. It did have some wind damage. Tri Par Estates is a 55+ community in which you own your home and the land and it offers so many amenities & activities: Park fee of $1,648.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable, pickle ball, large pool, hot tub, horse shoes, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. This community is the best value in Sarasota. This price is a land value price and there is no access to the interior of home without listing agent. Buyer could potentially rehab dwelling. This is a very active and friendly 55+ community! I have included the floor plan of the Anna Maria by Jacobsen. It is a beautiful floor plan and I have done the preliminary investigation to have a new home placed.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Tanya Stutzman (941-504-8785)
956 SUNRIDGE DR #H2, SARASOTA, FL 34234
$159,90067 Days on yellowkey MLS ID: A4693012
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1263 Built: 1983 Tax: $388 (2025)Community: SunridgeCondo
Taxes:$388
Tax Year: 2025
Remarks: Desirable SRQ townhome offering 2 bedrooms, 2.5 baths, and a layout designed for both comfort and privacy. This well-maintained home features separate living and dining rooms, an updated kitchen, and spacious bedrooms with en-suite baths and private balconies. Enjoy plenty of storage throughout, plus a charming front porch and fenced back patio perfect for relaxing or entertaining. The low-maintenance community includes a pool, with one assigned covered parking space and one assigned uncovered space. Conveniently located near shopping, dining, beaches, airports, hospitals, entertainment and all that Sarasota has to offer.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Larry Haymore (941-720-3744)
3507 LONGMEADOW #4, SARASOTA, FL 34235
$225,000135 Days on yellowkey MLS ID: A4684989
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 428 Built: 1978Monthly Fee: $393 Tax: $2,359 (2025)Community: Bunker OaksCondo
Taxes:$2,359
Remarks: End unit overlooking the golf course in Bunker Oaks. This is a nicely renovated 1 bed/1 bath condo with new flooring, stainless steel appliances and butcher counter tops. Large master bedroom with Italian walk-in shower. Washer/ Dryer inside the unit. Enjoy golf course view from your patio and living room. The Meadows is the perfect location to enjoying wildlife, golfing, shopping and dinning. Bunker Oaks is a beautiful community with pool and decks located next to the Private Meadows golf & country club. The Meadows are also famous for its many trails, perfect for walking, biking or bird watching. Outstanding golf courses, tennis, fitness and dining at wonderful restaurants…all this and more are only steps away. Downtown Sarasota is approx 15 min drive. Whole food and UTC just a few minutes away. Flexible rental allowed. 1 month minimum 12 times a year. currently rented $1450/ month on an annual lease.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
4142 CENTRAL SARASOTA PKWY #1415, SARASOTA, FL 34238
$165,000350 Days on yellowkey MLS ID: A4660699
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 759 Built: 1998 Tax: $1,772 (2024)Community: Bella Villino IvCondo
Taxes:$1,772
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Just minutes from world-famous Siesta Key Beach, this inviting first-floor condo offers the perfect blend of location, comfort, and affordability in the highly desirable Bella Villino community. 759 square feet of well-designed living space, this residence is ideal as a full-time home, seasonal getaway, or investment opportunity. The open-concept layout features a dedicated dining area and a spacious primary suite with dual closets and a private en-suite bath. Enjoy the convenience of in-unit laundry with a washer and dryer included, plus easy ground-floor access with no stairs or elevators. A deeded garage space and additional guest parking add everyday practicality, while the property’s Flood Zone X designation means no flood insurance is required. Bella Villino is a gated, resort-style community offering an impressive array of amenities, including a heated pool and spa, clubhouse with lounge, kitchen, and business center, fully equipped fitness center, indoor basketball and racquetball courts, tennis courts, gas grills, lakeside walking trail, pet stations, car care station, and on-site management. The monthly fee covers water, sewer, trash, exterior maintenance, grounds care, and amenities, making for truly low-maintenance living. Ideally located in the heart of Palmer Ranch, you’re less than 10 minutes to Siesta Key Beach and close to the Legacy Trail, shopping, dining, golf, and everyday conveniences. With easy access to I-75 and downtown Sarasota, this condo delivers both lifestyle and location at an unbeatable price point. Schedule your private showing today and experience the Bella Villino lifestyle for yourself.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1005 GREYSTONE LN, SARASOTA, FL 34232
$548,00032 Days on yellowkey MLS ID: A4697312
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1988Monthly Fee: $75 Tax: $2,361 (2025)Community: GreystoneSingle Family
Taxes:$2,361
Remarks: Under contract-accepting backup offers. 1005 Greystone Lane in Sarasota, A completely remodeled pool home that perfectly combines modern updates with timeless architectural character. Featuring a new roof installed in 2025 and newer A/C with warranty, this move-in-ready residence offers both style and peace of mind. As you enter the home, you're greeted by soaring 13-foot ceilings in the main living area, creating an impressive sense of space and openness. The thoughtfully designed open-concept floor plan is ideal for entertaining, seamlessly connecting the living, dining, and kitchen areas. One of the home's most distinctive features is the abundance of natural light streaming through the beautiful half-dome transom windows above, adding warmth, charm, and character that many newer homes simply don't offer. These architectural details create a bright and inviting atmosphere throughout the home. The spacious primary suite serves as a private retreat, featuring French doors that open directly to the pool patio, allowing for seamless indoor-outdoor living. The home's convenient pool bath provides easy access from the outdoor entertaining area, making pool days and gatherings effortless for family and guests alike. Step outside to your own backyard oasis with a sparkling swimming pool and covered patio space, perfect for relaxing, entertaining, and enjoying Sarasota's year-round sunshine. Located within a quaint and well-maintained community of just 21 homes, residents enjoy the benefits of a small neighborhood atmosphere along with low HOA fees. Ideally situated near I-75, University Town Center (UTC), Nathan Benderson Park, Mote SEA Aquarium, premier shopping and dining, playgrounds, golf courses, baseball fields, soccer fields, and numerous recreational amenities. Sarasota's renowned Gulf Coast beaches, including Siesta Key Beach, are only a short drive away. This beautifully remodeled home offers the rare combination of modern upgrades, architectural character, resort-style outdoor living, and an exceptional Sarasota location.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Eleanor Pojer (941-441-8210)
7461 W COUNTRY CLUB DR #404, SARASOTA, FL 34243
$169,000194 Days on yellowkey MLS ID: A4676854
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1973 Tax: $2,293 (2025)Community: Palm Aire Condo 1Condo
Taxes:$2,293
Remarks: Stunning golf course and water views await from this spacious 1-bedroom, 1.5-bath condo, enhanced by $20,000 in recent upgrades including a brand-new 2025 A/C system and water heater for comfort, efficiency, and peace of mind. The unit overlooks the Palm-Aire Golf Course and is located in the only mid-rise building in Palm-Aire, offering elevator access, fresh exterior paint from stem to stern and a very private setting with panoramic views rarely available in this complex. The condo features a large living and dining area that opens to the lanai, creating the perfect space to relax and enjoy the scenery. The kitchen is well-appointed with solid wood cabinetry and recessed lighting, while the dining area showcases a cantilevered black quartz serving bar with a hidden custom serving area, ideal for entertaining. The primary bedroom is generously sized and includes a full ensuite bath with a glass-enclosed shower/tub. Additional highlights include a sound-diminishing wall system constructed with multiple layers of drywall, concrete, and fiberwall for exceptional noise reduction. The building offers elevator access, additional storage, and a laundry room on the same floor (washer/dryer not in unit). Residents enjoy access to a community swimming pools, one conveniently located near the unit, as well as a heated pool and fitness room just across the street. Palm-Aire Country Club membership is optional, with multiple plans available featuring two championship 18-hole golf courses, tennis and pickleball courts, pickleball facilities, a fitness center, on-site dining, and a vibrant social calendar. Ideally located just north of University Parkway, Palm-Aire places you minutes from UTC Mall, shopping, dining, Nathan Benderson Park, Lakewood Ranch Main Street, downtown Sarasota, and several nearby Gulf beaches. This property is ideal as a full-time residence, vacation home, or excellent investment opportunity. Condos rarely available in this complex—schedule your private showing today.
331 AMHERST AVE #56, SARASOTA, FL 34232
$200,000238 Days on yellowkey MLS ID: A4672714
REDUCED by $35,000 (14.9%) on 05/15/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1368 Built: 1972Monthly Fee: $499 Tax: $2,248 (2024)Community: Fairway OaksCondo
Taxes:$2,248
Remarks: Beautifully updated 4-bedroom, 3-bathroom condo offering spacious living and modern finishes throughout. This large end-unit features a fully renovated kitchen (2023) with upgraded cabinetry, countertops, and newer appliances, along with updated bathrooms (2023) and newer flooring. A new HVAC (2023) and new upstairs windows (2025) provide peace of mind, comfort, and energy efficiency. The layout includes an in-unit washer and dryer conveniently located in the kitchen, two assigned parking spaces, and generous storage options. With four full bedrooms, this home offers outstanding flexibility for families, multigenerational living, or investors seeking strong rental potential. Located in central Sarasota with easy access to shopping, dining, downtown, beaches, and major roadways, this property offers exceptional value and convenience. A fantastic opportunity to own a move-in-ready residence or a highyield investment property.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Veronika Serikov (941-780-9564)
3750 BAYOU LOUISE LN, SARASOTA, FL 34242
$12,900,000123 Days on yellowkey MLS ID: A4686535
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5273 Built: 1997 Tax: $61,016 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$61,016
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nora Johnson (941-809-1700)
4511 BAY SHORE RD, SARASOTA, FL 34234
$7,995,000183 Days on yellowkey MLS ID: A4678538
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 5812 Built: 1928 Tax: $46,124 (2025)Community: Indian BeachSingle Family
Taxes:$46,124
Elementary School: Emma E. Booker Elementary
Remarks: Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000282 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
Elementary School: Southside Elementary
Remarks: REFRESHED & MODERNIZED! FOREVER UNOBSTRUCTED BAY & DOWNTOWN CITY VIEWS! Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$498,00089 Days on yellowkey MLS ID: A4690769
REDUCED by $27,000 (5.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
Remarks: Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$154,900109 Days on yellowkey MLS ID: A4688227
REDUCED by $15,000 (8.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
7653 MOONBEAM AVE, SARASOTA, FL 34241
$649,019193 Days on yellowkey MLS ID: A4677159
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $50,000 (7.2%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 2025Monthly Fee: $390Community: Esplanade At Skye RanchSpa: NoSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: What's Special: Close to Amenities | Close to Trails | West Facing Patio. New Construction – Ready Now! Built by America's Most Trusted Homebuilder. Welcome to the Sereno at 7653 Moonbeam Avenue in Esplanade at Skye Ranch! Sun-soaked spaces and effortless living. Step through the inviting porch and airy foyer into an open-concept design where the great room flows into the kitchen, dining area, and a lanai—perfect for savoring Florida’s natural beauty. Tucked away, the private primary suite offers a spa-inspired bath and a generous walk-in closet, creating a serene retreat. Toward the front of the home, you’ll find two welcoming bedrooms, a full bath, a convenient powder room, and a laundry space to keep life organized. Additional Highlights Include: Gourmet kitchen, waterfall edge island, powder bath in place of storage, 8' interior doors, covered extended lanai, pool, and outdoor kitchen rough-in. MLS#A4677159 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
9293 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,299,00079 Days on yellowkey MLS ID: A4691812
2 Days Off yellowkey (back on 6/23/2026)
REDUCED by $50,000 (3.7%) on 05/16/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3519 Built: 2023Monthly Fee: $220 Tax: $13,550 (2025)Community: 3409 - Skye Ranch Neighborhood TwoSpa: YesSingle Family
Taxes:$13,550
Remarks: Under contract-accepting backup offers. Located in Cassia at Skye Ranch, this 2023-built 5 bedroom, 4.5 bathroom 3-car garage home offers 3,519 sq ft with a first-floor primary suite on an oversized pie-shaped lot with wide lake views. Open-concept layout with a spacious great room featuring a custom fireplace wall, wood beam ceiling detail, tray ceilings, and crown molding. Pocket sliding glass doors open fully to the lanai for seamless indoor-outdoor living. Kitchen includes gas cooking, oversized island, quartz countertops, white cabinetry, stainless appliances, and ample seating. First-floor primary suite with wood beam ceiling detail, massive walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers additional bedrooms, en-suite baths, and flexible living space. Screened lanai with saltwater heated pool and spa, upgraded panoramic screen enclosure, and extended paver walkway to the backyard with private lake views. Additional features include a custom built drop zone, plantation shutters, front porch, ceiling fans throughout, upgraded landscaping, large laundry room, and a 3-car garage with ample storage. Residents of Skye Ranch enjoy access to The Hub, a resort-style amenity center featuring a clubhouse, resort pool, lap pool, splash pad, kiddie pool, fitness center, movement studio, indoor basketball court, rock climbing wall, and social spaces including a café, demonstration kitchen, and game room. Outdoor amenities include pickleball, tennis, bocce ball, sand volleyball, and over 25 miles of trails and parks. Turner Park offers additional soccer and baseball fields, playgrounds, and open space. A K-8 school is located within the community. Future amenities include The Cove, planned to feature a lazy river, resort pool, and waterslide. Conveniently located just minutes to Waterside Place, UTC shopping and dining, downtown Sarasota, and Siesta Key beaches, with easy access to major roadways.
Listing Agent: Carissa Pelczynski (631-872-3411)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000331 Days on yellowkey MLS ID: A4659204
3 Days Off yellowkey (back on 6/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: Under contract-accepting backup offers. PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
235 COCOANUT AVE #113C, SARASOTA, FL 34236
$799,00066 Days on yellowkey MLS ID: A4692996
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2310 Built: 2006 Tax: $11,743 (2025)Community: Marquee En VilleSpa: NoCondo
Taxes:$11,743
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Located in the Theater District of Downtown Sarasota, this 4-story townhouse offers convenient access to dining, shopping, waterfront parks, and cultural venues. Featuring approximately 2,310 sq ft of living area (2,764 total sq ft), this 3-bedroom, 4.5-bath residence provides functional living space within a gated community. A private elevator services all levels, along with a wood staircase. The first floor includes an attached 2-car garage with overhead storage and a foyer with a flex room and full bath with shower, offering multiple potential uses such as office, fitness space, or additional sleeping area. The second level features an open-concept kitchen with granite countertops, stainless steel appliances, natural gas cooktop, breakfast bar, and an updated hood and ventilation system. The kitchen connects to the main living area and dining space, with a half bath on this level. The third level includes two-bedroom suites, including a primary bedroom with walk-in closet and en-suite bath, and a second bedroom with a private bath. The fourth level offers a bonus room with kitchenette, full bath, and access to outdoor space perfect for pets, plants, BBQ and outdoor sunning. Floor-to-ceiling windows provide natural light and views of the surrounding downtown area. This residence has the coveted corner location with more windows than other units. Gated entry points with coded access and since it’s the first unit easier in and out. Community amenities include gated access, heated pool/spa, and state-of-the-art fitness center. This desired location and community amenities provide a well-rounded downtown living experience—schedule your showing to explore this opportunity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Heather Chase (941-320-3121)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000158 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1435 WESTWAY DR, SARASOTA, FL 34236
$11,900,00026 Days on yellowkey MLS ID: A4697230
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 5759 Built: 2013Monthly Fee: $21 Tax: $134,995 (2025)Community: Lido C/Lido ShoresSingle Family
Taxes:$134,995
Remarks: At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.
Listing Agent: Ryan Skrzypkowski (941-328-8307)
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