Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
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5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90030 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,152
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Waskom (941-266-8658)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000248 Days on yellowkey MLS ID: TB8436061
REDUCED by $14,900 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Elementary School: Emma E. Booker Elementary
Tax Year: 2024
Remarks: **SHORT TERM RENTALS PERMITTED** This beautiful property is conveniently located within the city limits of Sarasota, allowing for short-term rentals with a minimum of 7 days—offering a lucrative opportunity for investors. This updated home highlights a 3-bedroom, 2-bath layout featuring a separate primary suite complete with a luxurious new bathroom and kitchenette, providing the perfect setup if this space is used as a separate 1-bedroom, 1-bath studio—ideal for high-demand rentals in the area. Option #2 offers an incredible family retreat with plenty of privacy and a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel—all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard—perfect for those who crave extra outdoor space. Whether you envision a private garden, play area, or space for family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living—featuring an expansive, oversized pool perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset—all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000193 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
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)
2542 22ND ST, SARASOTA, FL 34234
$319,9009 Days on yellowkey MLS ID: A4695742
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986 Tax: $3,189 (2025)Community: Lorraine Park Rep Of PtSpa: NoSingle Family
Taxes:$3,189
High School: Sarasota High
Remarks: Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Michel Ruiz (941-914-2460)
750 N TAMIAMI TRL #1007, SARASOTA, FL 34236
$525,00013 Days on yellowkey MLS ID: A4695449
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 815 Built: 2001 Tax: $5,845 (2025)Community: Renaissance 1Condo
Taxes:$5,845
Elementary School: Alta Vista Elementary
Remarks: Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50086 Days on yellowkey MLS ID: A4686671
2 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1991 Tax: $2,746 (2025)Community: Chelmsford CloseVilla
Taxes:$2,746
Remarks: Enjoy sweeping golf course and lake views from this inviting 2BR/2BA + den villa with a 2-car garage and charming courtyard entry. The open living area flows seamlessly to an air-conditioned enclosed lanai, creating an airy, expanded space ideal for both relaxing and entertaining. A light-filled kitchen features a breakfast nook, solid- surface counters, stainless appliances, soft-close drawers, and convenient pull-out shelving. The primary suite is a peaceful retreat with scenic views, a spacious walk-in closet, and a tiled walk-in shower with a separate dressing area. A split-bedroom layout provides privacy for guests. Neutral tile flooring and classic plantation shutters add style and continuity throughout the home. A community pool is just steps away. Located within The Meadows, tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes to UTC, Whole Foods, Fresh Market, Nathan Benderson Park, and a short drive to Sarasota’s award-winning beaches, arts, and culture—offering the very best of the Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
5216 WILLOW LINKS #82, SARASOTA, FL 34235
$199,900106 Days on yellowkey MLS ID: A4684221
REDUCED by $10,000 (4.8%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980Monthly Fee: $89 Tax: $2,532 (2025)Community: Willow LinksCondo
Taxes:$2,532
Remarks: PRICE REDUCED! Here is your opportunity to pick up a desirable Meadows address at a great price! This Willow Links 2nd-floor (walk-up) 2/2 condo has had the flooring replaced throughout with luxury vinyl plank. Enjoy a serene water view from your generous screened lanai. Walk across the street to the Meadows Shopping Village to enjoy a variety of dining options and services. The UTC district and its vast dining and shopping options are a 5 minute drive. Easy access to I-75 and Sarasota-Bradenton International Airport. 20 minutes to downtown and 20-30 minutes to area beaches. The Meadows offers 3 golf courses, 14 miles of walking trails, an active community center, and fitness, pickleball, and other amenities through the Renaissance Plan. Great potential for annual and seasonal rental. Offered as-is.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
3364 RAMBLEWOOD WAY #12, SARASOTA, FL 34237
$189,999122 Days on yellowkey MLS ID: A4682026
REDUCED by $9,901 (5.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1003 Built: 1974 Tax: $1,412 (2025)Community: Ramblewood AcresSpa: NoCondo
Taxes:$1,412
Elementary School: Tuttle Elementary
Remarks: PRICE IMPROVEMENT | SELLER MOTIVATED! Don't miss this beautifully remodeled villa in the gated community of Ramblewood Acres, ideally located in the heart of Sarasota. This moving ready residence offers 2 bedrooms, 2 bathrooms, and 1,003 Sq Ft of living space, plus two assigned parking spaces. The home features a stunning updated kitchen with modern finishes, renovated bathrooms, and direct access to a spacious screened-in patio, perfect for relaxing or entertaining guests. Enjoy an exceptional lifestyle with access to three community pools, tennis courts, clubhouse, dog park, and playground areas, all within a secure and beautifully maintained community. Prime location! Conveniently situated near top-rated schools, shopping centers, restaurants, and major roadways. Just minutes from Downtown Sarasota, UTC Mall, Sarasota Memorial Hospital, and the area's world-famous beaches. Schedule your private showing today.
Listing Agent: Jason Coy Turner (205-612-4353)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$449,00012 Days on yellowkey MLS ID: A4694462
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Elementary School: Southside Elementary
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: David Butler Jr (941-350-9503)
2383 LAKESIDE MEWS #D3, SARASOTA, FL 34235
$285,00029 Days on yellowkey MLS ID: A4693236
REDUCED by $10,000 (3.4%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1979 Tax: $3,214 (2025)Community: Meadowlake ISpa: NoCondo
Taxes:$3,214
Remarks: Beautifully renovated and move-in ready, this stunning 2-bedroom, 2-bath single-story residence offers the perfect blend of comfort, style, and convenience. Featuring luxury vinyl plank flooring throughout and an open concept layout, the home is filled with beautiful natural light through 5 sets of sliding glass doors. The spacious lanai has been thoughtfully converted into additional air-conditioned living space, creating even more room to relax and entertain. Enjoy the best of Florida living with 3 private lanai spaces perfect for morning coffee, outdoor dining, or evening unwinding surrounded by peaceful tropical scenery. The updated kitchen features stainless steel appliances, and upgraded light fixtures throughout, creating a fresh and elevated feel in every room. Located just a short walk to the community pool and the shops, dining, and walking trails of The Meadows, this home also offers unbeatable proximity to University Town Center shopping and dining, just minutes away. Whether you are looking for a full-time residence, seasonal retreat, or investment opportunity, this beautifully updated home checks every box.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Angelica Ridley (908-377-7243)
2937 TAYWOOD MDWS #32, SARASOTA, FL 34235
$219,000137 Days on yellowkey MLS ID: A4679912
REDUCED by $10,000 (4.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1982Monthly Fee: $92 Tax: $2,859 (2025)Community: Chartwell GreenSpa: NoCondo
Taxes:$2,859
Remarks: Outstanding water views over lake and golf course. Turnkey furnished. The Meadows has a long history as one of the most desirable communities. Chartwell Green is conveniently located within walking distance to The Meadows Shopping Village with new restaurant offerings for sweet treats, adult beverages or tasty dining, shopping and entertainment venues can be quickly accessed at University Town Center.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
3635 PARKRIDGE CIR #10-101, SARASOTA, FL 34243
$269,90010 Days on yellowkey MLS ID: O6413418
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 2006Monthly Fee: $430 Tax: $2,545 (2025)Community: ParkridgeCondo
Taxes:$2,545
Remarks: Location, Location. Centrally located to ALL Sarasota has to experience! Close access to I-75 and the UTC area which features a large upscale mall, over 80 dining options ranging from fast-casual to upscale dining, Brand New Mote SEA Marine, the 600-acre Benderson Park, and a short drive to SRQ Beaches! This first floor 3 bed, 2 bath, with 1 car garage is located in the highly desired gated Parkridge Condominium. The community has New exterior paint, roofs, and resurfaced roads. This is a maintenance free lifestyle with Low HOA that covers lawn/ground maintenance, pool, pest control, basic cable, and water. New carpet in bedrooms/new kitchen appliances/slide in stove will be installed. Not located in flood zone (No flood insurance needed). Make an appointment today!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2731 17TH ST, SARASOTA, FL 34234
$210,00068 Days on yellowkey MLS ID: A4688863
REDUCED by $15,000 (6.7%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 801 Built: 1984 Tax: $2,294 (2026)Community: Lenray HeightsSingle Family
Taxes:$2,294
Tax Year: 2026
Remarks: Don’t miss this great property featuring 2 bedrooms and 1bathroom. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy.
Listing Agent: Larisa Trexler (941-928-1347)
540 N TAMIAMI TRL #1702, SARASOTA, FL 34236
$3,999,000257 Days on yellowkey MLS ID: A4664642
REDUCED by $201,000 (4.8%) on 06/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3962 Built: 2020 Tax: $51,184 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$51,184
Remarks: Welcome to the BLVD, where breathtaking views define the home experience! This architecturally stunning, modern condominium stands perfectly positioned in the Bayfront District of downtown Sarasota. Indulge in a luxurious residence soaring above Sarasota Bay, ideally located on the 17th floor, featuring expansive glass walls that offer breathtaking and unobstructed bay views to the north and west, and city views to the east. At this premier address, residents are among the elite who are privileged with an exclusive standard of living. This iconic building offers high-quality interior finishes and advanced coastal construction and design. From the moment you step through the entrance of the private access elevator, the tone is set for the entire space and lifestyle. The flow-through floorplan highlights magnificent bayfront and city views, with impact windows and sliding glass doors leading to several large terraces. Elegant tile flooring and glass railings create a seamless connection between the indoor and outdoor spaces, framing boundless vistas. The expansive great room boasts lofty ceilings, custom lighting, and large tile flooring – ideal for entertaining guests. A culinary showpiece, the kitchen features designer tile backsplash that complements the sleek cabinetry and designer lighting, adding sophistication throughout. An oversized island, complete with high-end quartz countertops and ample storage, anchors the space. For wine enthusiasts and culinary connoisseurs, this remarkable kitchen also features top-of-the-line Thermador appliances with a 6-burner gas cooktop, built-in wall oven, wine fridge, and two spacious pantries with custom shelving. The expansive primary bedroom is complete with two exquisite custom walk-in closets, with a spa-like bath boasting a soaking tub and an oversized glass shower. Two oversized bedroom suites feature private terrace access and luxurious spa-like baths. A powder room and spacious laundry room round out the interior. Quality and comfort are at the forefront, evident with a state-of-the art smart automation system with Lutron lighting, and motorized shades system. Additional highlights include three glass-railed terraces, custom lighting and 8' solid-core doors. BLVD hosts only forty-nine residences and sets itself apart with its unparalleled hotel-inspired amenities and full-time concierge. Residents will enjoy a social club room with a service bar, well-equipped fitness center, conference room, temperature-controlled wine room with private lockable showcases, indoor driving range, and a dog grooming room. The expansive outdoor terrace offers additional outdoor lounge seating and convenient pet facilities. For those seeking ultimate relaxation, the rooftop, home to the best rooftop pool area in Sarasota, features a zero-horizon pool, lounge seating, covered outdoor summer kitchen, and fire pit. 1702 embodies the essence of Sarasota’s lifestyle, where luxury meets sophistication. Strolling on the waterfront, exploring the diverse cuisine, or attending the cultural events in downtown Sarasota makes the BLVD a destination as well as home. And COMING SOON-1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD, and centered in the heart of the city’s cultural corridor. This private retreat will offer elevated dining, handcrafted cocktails, personalized concierge services, and private wine storage, delivering a blend of luxury, comfort, and sophistication.
Listing Agent: Stacy Hanan (941-266-0529)
5354 MYRTLE WOOD #50, SARASOTA, FL 34235
$247,000151 Days on yellowkey MLS ID: A4677059
REDUCED by $8,900 (3.5%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Monthly Fee: $592 Tax: $2,906 (2024)Community: SomersetSpa: NoVilla
Taxes:$2,906
Remarks: NEW PRICE – TURNKEY VILLA IN THE MEADOWS Enjoy easy Florida living in this well-maintained, turnkey villa located in the desirable Somerset community within The Meadows. Recently painted and offering a bright, open floor plan with vaulted ceilings, this residence is ideal as a full-time home, seasonal retreat, or investment property. The spacious living area opens to a screened lanai overlooking mature landscaping, creating a private setting to relax and enjoy the Florida lifestyle. The kitchen features stone countertops, stainless steel appliances, ample cabinetry, and direct access to a private front lanai. Recent improvements include a new stove, dishwasher, garbage disposal, and hot water heater, providing added value and peace of mind for the next owner. The split-bedroom layout offers privacy for both owners and guests. The primary suite includes dual closets and a walk-in shower, while the guest bedroom is positioned on the opposite side of the home with convenient access to a full bath. The community pool is just steps from the front door, making it easy to enjoy resort-style amenities without the maintenance. Somerset's location within The Meadows is one of its greatest advantages. Residents enjoy access to miles of walking and biking trails, mature oak canopies, lakes, and beautifully maintained green spaces. The property is also just minutes from University Town Center, offering exceptional shopping, dining, entertainment, and everyday conveniences, while downtown Sarasota and the Gulf Coast beaches remain a short drive away. Whether you're seeking a primary residence, winter getaway, or income-producing investment in one of Sarasota's most established communities, this villa presents an outstanding opportunity to enjoy location, lifestyle, and value. Call today to arrange for a showing.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$425,00010 Days on yellowkey MLS ID: A4695432
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2022Monthly Fee: $250 Tax: $4,580 (2025)Community: Sienna Park Twnhms/UniversityTownhouse
Taxes:$4,580
Remarks: Welcome to 3092 Via Sienna Circle, a light, bright, and beautifully designed end unit townhome in the gated community of Sienna Park at University. With 3 bedrooms, 2.5 baths, a 2-car garage, 2 separate living spaces, and peaceful permanent conservation views, this home offers the space, privacy, and feel of a single family home with the low-maintenance convenience of townhome living. From the moment you arrive, you will notice the extra breathing room this end unit provides. The pavered driveway easily fits up to 4 cars, and guest parking is conveniently located right across the street. Inside, the home feels open and inviting, with natural light pouring in and private views that make you forget you are in a townhome. The well-appointed kitchen is both beautiful and functional, featuring plenty of workspace, great storage, and a huge Costco-sized pantry that everyone dreams about. The layout offers flexibility for everyday living, entertaining, working from home, or creating separate spaces for relaxing and gathering. Upstairs, all 3 bedrooms are generously sized and feature large walk-in closets, giving everyone the storage they need. The spacious laundry room adds even more convenience, while the epoxy-coated garage floor gives the garage a clean, finished feel. Sienna Park at University is a quaint, gated community with a community pool and a charming neighborhood feel. The location is hard to beat, just moments from University Town Center, SRQ Airport, Downtown Sarasota, dining, shopping, entertainment, and some of Florida’s most beautiful world-class beaches. If you have been looking for a townhome that truly lives more like a single family home, with privacy, space, storage, and an unbeatable Sarasota location, this is the one.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Jennifer Young (484-560-0809)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000152 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
5162 BOCA RATON AVE, SARASOTA, FL 34234
$109,000229 Days on yellowkey MLS ID: A4669539
REDUCED by $10,000 (8.4%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1960Monthly Fee: $132 Tax: $2,678 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,678
Remarks: One or more photo(s) has been virtually staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
4111 SARASOTA AVE, SARASOTA, FL 34234
$435,00093 Days on yellowkey MLS ID: A4685876
REDUCED by $10,000 (2.2%) on 05/07/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1292 Built: 1947 Tax: $4,269 (2025)Community: Sapphire Shores Indian BeachSingle Family
Taxes:$4,269
Remarks: Welcome to this well-maintained home located in the desirable Sarasota neighborhood of Sapphire Shores, offering comfort, style, and everyday convenience. The upgraded kitchen features sleek quartz countertops and GE Café appliances in a matte finish, delivering a modern, upscale look ideal for both daily living and entertaining. Wood laminate flooring flows throughout the main living areas, creating a warm, contemporary feel with easy maintenance. Enjoy the added value of a carport and a fully fenced yard, perfect for privacy, pets, or outdoor gatherings. The outdoor space offers endless potential—add a pool or create your own private oasis retreat. Cozy and conveniently located just minutes from Sarasota-Bradenton International Airport, this home combines comfort with accessibility. Ideally situated near shopping, dining, museums, and local attractions, this property offers a wonderful opportunity to enjoy Florida living in a sought-after area, with incredible sunset views at nearby Sun Circle Park or a short drive to all the entertainment and cultural offerings of Downtown Sarasota. ROOF 2018, A/C 2016, WH 2020, FENCE 2020
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,00078 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
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