Location: Sarasota
Do Not Show Listings
10214 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$699,90080 Days on yellowkey MLS ID: A4691742
REDUCED by $30,000 (4.1%) on 07/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3028 Built: 2024Monthly Fee: $336 Tax: $9,557 (2025)Community: Grand Park Ph 2 RepSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,557
Elementary School: None
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: $40K PRICE REDUCTION! SELLER IS MOTIVATED AND THIS LIST PRICE IS BELOW VALUE! IT WONT LAST SCHEDULE A SHOWING TODAY! Welcome to the epitome of modern luxury in Grand Park with this stunning, newer construction home by Neal Communities. Situated on a preserve lot, this thoughtfully crafted home boasts 4 bedrooms, + den/office, 4 baths, and a massive second-floor bonus room, all backing onto serene, private conservation views. The open-concept floor plan is flooded with natural light, highlighting the chef’s kitchen equipped with quartz countertops, a gas range, a farmhouse sink, and a walk-in pantry. Designed for entertaining, the kitchen flows seamlessly into the living, dining, and outdoor patio spaces. The peaceful first-floor primary suite features conservation views, dual vanities, and his-and-her closets. The main floor is completed by two additional bedrooms, a den,/office, 2 storage rooms, and a dedicated laundry room. Upstairs, the expansive bonus room and fourth bedroom with an en-suite bath present unparalleled flexibility—ideal for a theater, game room, or private guest suite. Luxury upgrades abound, including 8' doors, wood-look ceramic tile, brand new carpet in rooms, and quartz countertops throughout. The exterior offers peace of mind with impact-rated windows/doors, a tile roof, and pre-wiring/plumbing for a custom outdoor kitchen and pool. Grand Park offers resort-style living with two pools, a splash pad, fitness center, dog park, and tennis/pickleball courts. Located just a few miles away from Sarasota's famous Siesta Key Beach, local parks, shopping, dining and more.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Kim Gregory (941-716-2368)
4242 DRYDEN CIR, SARASOTA, FL 34241
$449,99950 Days on yellowkey MLS ID: A4696289
0 Days Off yellowkey (back on 7/17/2026)
REDUCED by $39,001 (8.0%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Elementary School: Lakeview Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath with soaking tub and enclosed shower. The primary bedroom also has 4 walk-in closets designed to accommodate even the most extensive wardrobe. Don't need that much space? Turn two of them into office space or crafting room. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai is large enough to accommodate an inground pool. Complete with durable epoxy flooring, it offers the perfect space to relax or turn part of it into a private pickleball/tennis court the possibilities are endless. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
6836 ROXBURY DR, SARASOTA, FL 34231
$539,000111 Days on yellowkey MLS ID: A4686601
REDUCED by $36,000 (6.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Taxes:$5,635
Elementary School: Gulf Gate Elementary
Middle School: Brookside Middle
Remarks: A fantastic opportunity to own a beautifully updated pool home in Gulf Gate. Featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and a spacious one-car garage with a circular driveway, this property offers flexibility, comfort, and convenience in one of Sarasota's most established communities. Inside, the open-concept living and dining area is enhanced by tile flooring throughout, creating a bright and inviting atmosphere. The updated kitchen features granite countertops, while both bedrooms offer walk-in closets for ample storage. The bonus room provides additional flexibility and may be ideal for a home office, hobby room, guest space, or other uses depending on a buyer's needs. Significant updates include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and a new 200-amp electrical panel completed in 2024. Additional improvements include a full-property irrigation system and landscape lighting with backyard timer controls, both installed in 2024. Step outside to enjoy the fully renovated heated saltwater pool and screened lanai, creating a private outdoor setting ideal for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Currently operating as a successful vacation rental, the property offers an attractive opportunity for both owner-occupants and investors. Rental history is available for review. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, Gulf Gate Library, and everyday conveniences, Gulf Gate features sidewalks, streetlights, parks, and convenient access to many of Sarasota's most popular destinations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Brendan Rimer (941-465-0520)
3627 PARKRIDGE CIR #11-203, SARASOTA, FL 34243
$209,90046 Days on yellowkey MLS ID: A4696708
1 Days Off yellowkey (back on 7/17/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1036 Built: 2006Monthly Fee: $434 Tax: $1,797 (2025)Community: Parkridge Ph 33 & 19Condo
Taxes:$1,797
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Tucked away in the back of the gated Parkridge community, this beautifully maintained end unit offers exceptional privacy and one of the most convenient locations in Sarasota. The home features a private attached garage and entryway on the first level, while the entire living area is situated upstairs, creating a spacious and functional floor plan. Recent upgrades include a new A/C system, new water heater, and brand new Samsung dishwasher and oven providing comfort, efficiency, and peace of mind for years to come. Updated vinyl plank flooring flows throughout the main living areas, while porcelain tile accents the kitchen and bathrooms. Additional interior features include Corian countertops, stainless steel appliances, 5.5-inch baseboards, and ceiling fans in every room. The spacious kitchen is complemented by a separate dining room, offering plenty of space for both casual meals and entertaining. The primary suite features a generous walk-in closet, while the attached garage includes a sizeable storage nook beneath the staircase, providing valuable extra storage space. Residents enjoy a gated entrance, heated community pool, scenic lakes, and beautifully maintained grounds. Ideally located just minutes from UTC Mall, Whole Foods, Detwiler's Farm Market, Nathan Benderson Park, Mote SEA Aquarium, Lakewood Ranch, Sarasota-Bradenton International Airport, I-75, and countless shopping, dining, and entertainment destinations. World renowned Gulf Coast beaches, including Siesta Key, Lido Key, Longboat Key, and Anna Maria Island, are all within easy reach, allowing you to enjoy the very best of the Sarasota lifestyle while maintaining a quiet, secluded setting within the community.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Nathan Radcliffe (941-538-7649)
5260 HYLAND HILLS AVE #1616, SARASOTA, FL 34241
$229,000292 Days on yellowkey MLS ID: A4667450
REDUCED by $10,000 (4.2%) on 06/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,310 (2024)Community: Veranda 5Condo
Taxes:$3,310
Tax Year: 2024
Remarks: Come take a look at this wonderful maintenance free, first floor “Abbey” Veranda being sold Turn-Key Furnished. At nearly 1,700 square feet, this floor plan is the largest of the Verandas in the community and offers plenty of room and storage for owners and guests alike. With 2 bedrooms, 2 bathrooms, a den/study, and a detached one car garage, this property is ideal for those seeking the best of Florida’s Golf Coast lifestyle. As you enter, you’ll immediately notice the spacious open floor plan designed for both relaxing and entertaining. The kitchen has been thoughtfully updated with beautiful granite countertops and stainless steel appliances giving owners a wonderful space to cook meals and entertain family. The living area lets in a ton of natural lights from the windows and large slider doors, and sweeping views of the immaculately landscaped 14th hole of the golf course and stunning north-western facing water views.The split bedroom layout is perfect for hosting guests or enjoying a quiet evening in, the layout offers flexibility and flow. The primary suite is a perfect place to wind down for the evening complete with a sizable en-suite bathroom with dual sinks, granite countertops, new mirrors and light fixtures, a nice soaking tub, and stand up shower. The den/study space provides the ultimate flexibility as the beautiful double doors allow the room to be used as a third bedroom. Enjoy your private screened front and rear lanai spaces that feature gorgeous ceramic tile flooring and wonderful seating options. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Schedule your private tour on this wonderful property.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
3411 CLARK RD #212, SARASOTA, FL 34231
$184,000196 Days on yellowkey MLS ID: A4677853
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1974Monthly Fee: $554 Tax: $1,783 (2025)Community: SiennaCondo
Taxes:$1,783
Remarks: Virtually Staged. 2 Bedrooms & 2 FULL BATHROOMS --- RARE To Find In This Sarasota Community!!! --- Perfect for beach lovers or investors!!! ---Discover the allure of Sienna Park just minutes from SIESTA KEY BEACH. Remodeled Kitchen and Updated Bathrooms! Enjoy resort-style amenities including a swimming pool, tennis courts, fitness center, sand volleyball court, fenced doggie park, BBQ grill. With its unbeatable location near shops, restaurants & beaches, this pet-friendly community offers the ultimate Florida lifestyle experience. Don't miss out – schedule your showing today!
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Troy Kemna (941-928-7665)
1208 OAK HAMMOCK RD, SARASOTA, FL 34240
$1,799,999118 Days on yellowkey MLS ID: A4684570
0 Days Off yellowkey (back on 7/4/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3800 Built: 1986Monthly Fee: $75 Tax: $9,393 (2024)Community: Bern Creek The Ranches AtSingle Family
Taxes:$9,393
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Newly Pending accepting back ups. COUNTRYSIDE LIVING WITH MODERN LUXURY This stunning 4-bedroom, 3-bathroom home, ADU ready sitting gracefully on a generous 5-acre lot, offering the perfect blend of privacy and comfort. Newly remodeled with meticulous attention to detail, this 3,800 square foot residence features an innovative layout with complete first-floor living and an independent second-floor in-law suite that includes its own primary bedroom, bathroom, living room, kitchenette and private oversized screened-in balcony. The open floor plan creates an airy, welcoming atmosphere throughout. The gourmet kitchen boasts Kitchen-Aid appliances and custom cabinetry that would make any home chef smile. High-end Moen fixtures add a touch of elegance in all bathrooms, which have been completely renovated. New French doors showcase breathtaking views and open to reveal your personal oasis – a spectacular backyard featuring a serene pond and unforgettable sunset vistas. Enjoy the Florida lifestyle from your screened lanai and pool area. The oversized saltwater heated pool has been renovated with new finishing and tile as well as all new equipment. Practical luxury continues with new PGT impact windows, new roof, new HVAC systems, fresh new tile throughout, generous walk-in custom closets, and an oversized garage with ample storage space which has also been totally renovated. Complete with an underground propane tank and a full house generator. There is nothing this home is missing but you! Nature lovers will appreciate the tranquil environment where you can truly escape the hustle and bustle. And yes, horse enthusiasts – equine friends are welcome here! Nearby attractions include Waterside, The Out-of-Door Academy, parks including the picturesque Boat House at Lakehouse Cove, and convenient shopping all just a short drive away. This isn't just a house – it's a retreat where memories will be made for years to come!
Listing is courtesy of: LEGACY BAY PARTNERS (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
8660 ICE WINE ST, SARASOTA, FL 34238
$364,500117 Days on yellowkey MLS ID: TB8492862
REDUCED by $5,000 (1.4%) on 07/17/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1819 Built: 2020Monthly Fee: $362 Tax: $4,068 (2025)Community: PromenadeSpa: NoTownhouse
Taxes:$4,068
Remarks: **For all showing requests, please call / text Jessica Giuglianotti - see additional remarks** Welcome to effortless elegance in one of Sarasota's most coveted gated communities. This impeccably updated 3-bedroom, 2.5-bathroom townhome at The Promenade at Palmer Ranch has been thoughtfully refreshed from top to bottom - offering the rare opportunity to move in and simply live beautifully. Step inside to discover freshly painted interiors bathed in a clean and sophisticated palette, plush new carpeting, and designer-inspired fixtures throughout that elevate every space. The open-concept living area flows seamlessly to your private lanai - an idyllic retreat for morning coffee or evening unwinding, surrounded by the lush landscaping Palmer Ranch is known for. Upstairs, a versatile bonus space offers endless possibilities - a home office, media lounge, fitness nook, or playroom - adapting effortlessly to your lifestyle. Generous, dual walk in closets provide the kind of storage rarely found in townhome living, keeping every inch of your home serene and uncluttered. Every detail has been attended to. There is truly nothing left to do but move in and enjoy. Beyond your front door, resort-style amenities await - including a stunning clubhouse and sparkling community pool that make every day feel like a getaway. And when you're ready to explore, you're just minutes from the sugar-white sands of Siesta Key Beach, world-class dining, upscale shopping, and effortless I-75 access that puts all of Sarasota within easy reach. This is more than a house - it's a lifestyle. Welcome home to The Promenade at Palmer Ranch. **Agents, please see additional remarks.**
Listing is courtesy of: PALM PARADISE REALTY GROUP (239-955-7256)
Listing Agent: Marcus Larrea (239-955-7256)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,000,000108 Days on yellowkey MLS ID: O6398095
REDUCED by $50,000 (4.8%) on 05/20/2026
Bed: 0 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,282 (2025)Community: Colonial TerraceApartment
Taxes:$9,282
Remarks: Under contract-accepting backup offers. Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
$1,000,000108 Days on yellowkey MLS ID: O6398108
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Taxes:$9,041
5821 FERRARA DR, SARASOTA, FL 34238
$675,00040 Days on yellowkey MLS ID: A4697321
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2201 Built: 2002Monthly Fee: $491 Tax: $5,494 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$5,494
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to a home where thoughtful design, extensive upgrades, and everyday comfort come together in one of the area’s most amenity-rich gated communities. Backing to a peaceful preserve setting, this beautifully updated Oakmont model offers a rare combination of privacy, functionality, and elevated finishes that truly set it apart. Widely recognized as one of the community’s most popular floor plans, this home also features the sought-after extended living room option, creating an even more open and inviting gathering space. With over $100,000 invested in renovations and improvements, few homes in the community have been updated to this level of quality & detail. The heart of the home is the beautifully renovated custom kitchen featuring quartz countertops & backsplash, a spacious 7’3” island with storage on both sides, pull-out drawers throughout the kitchen, island, & pantry, a KitchenAid mechanical lift appliance cabinet, under-cabinet lighting, drawer microwave & a new induction stove installed in 2025 with all other appliances replaced two years ago. The open layout flows naturally into the living and dining areas, creating an inviting atmosphere for entertaining or simply enjoying everyday life. A custom dry bar with quartz counters and a wine cooler adds another stylish focal point. New LVP flooring throughout the main living areas, updated lighting & ceiling fans, new toilets, mechanical kitchen shade, & USB-equipped outlets throughout the home further enhance both comfort & convenience. New blinds on the living room slider & side entrance slider were installed approximately 18 months ago. Large sliders open to the new (2024) custom screened lanai, creating a seamless transition between indoor & outdoor living while offering peaceful preserve views & an ideal setting for morning coffee or evening relaxation. The spacious primary suite was thoughtfully designed with custom closet systems, a walk-in closet with built-in desk, & additional linen storage in the ensuite. The well-appointed owners suite also features a distinctive dual-entry his & hers bath design with separate vanity areas, two private water closets, a garden tub, & a shared walk-through shower that creates a functional, spa-like retreat rarely found in today’s floor plans. The bathrooms were remodeled in 2015. The freshly painted office provides flexible space for work, hobbies, or a comfortable resting place for your guests. Beyond the home itself, the community offers the ultimate in luxury Florida living with a guard-gated entrance, scenic walking and biking trails winding along the water, charming bridges inspired by the Venetian waterfront with postcard-worthy scenery throughout the neighborhood. Even the street names reflect an old-world Italian influence, adding to the character & charm that make this community so memorable. Get to know the friendly neighbors too! Enjoy a warm & welcoming atmosphere along with resort-style amenities including a tiki bar pool, lap pool, fitness center, tennis, pickleball, bocce ball, café, salon, gas station, clubhouse with fireplace, library, meeting rooms, catering kitchen, gift shop, planned activities, weekly newsletters, & a monthly community magazine. This is more than just a beautifully renovated home—it’s a lifestyle designed around comfort, connection, and enjoying the best of Florida living. Schedule your private showing today & experience everything this exceptional home & community have to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Rachel Mccoy (813-245-2858)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,475,000205 Days on yellowkey MLS ID: A4676707
REDUCED by $64,000 (1.8%) on 06/26/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Elementary School: Phillippi Shores Elementary
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3084 SPIREA ST, SARASOTA, FL 34231
$599,90080 Days on yellowkey MLS ID: TB8506821
REDUCED by $25,100 (4.0%) on 06/04/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1972 Tax: $2,484 (2025)Community: Flora-VillaSingle Family
Taxes:$2,484
Remarks: Virtually Staged. Welcome to 3084 Spirea Residence a beautifully renovated 5-bedroom Sarasota pool home tucked away on a quiet dead-end cul-de-sac just minutes from Siesta Key Beach and Downtown Sarasota. Situated on an oversized 0.36-acre lot directly next to Bee Ridge Park, this rare property offers privacy, space, and freedom with no HOA and no flood zone. Fully updated throughout with a brand-new 2026 roof, new windows and doors, updated flooring, quartz kitchen countertops, new appliances, and more, this move-in-ready home blends modern luxury with everyday comfort. The spacious layout includes two private suites, ideal for guests, multigenerational living, or a home office. Step outside to your own tropical retreat featuring a screened-in pool, covered outdoor entertaining area, lush landscaping, and plenty of room for RVs, boats, trailers, or additional parking through a separate gated entrance. Located in a highly desirable area with top-rated schools, excellent highway access, and close proximity to parks, shopping, dining, and Sarasota’s best attractions, this home is a rare combination of location, flexibility, and lifestyle.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Anton Kozub (727-900-2173)
5010 BARRINGTON CIR #2001, SARASOTA, FL 34234
$188,00018 Days on yellowkey MLS ID: A4698806
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1420 Built: 1982 Tax: $2,786 (2025)Community: Barrington WoodsSpa: NoVilla
Taxes:$2,786
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Prime museum-area location and exceptional value! Discover this spacious, maintenance-free villa just minutes from downtown Sarasota. Nestled in a peaceful, lushly landscaped community, residents enjoy a sparkling pool and cabana overlooking a serene lake an ideal setting for easy Florida living. Inside, the home feels light, bright, and welcoming, with abundant windows and an airy layout. The roomy kitchen offers plenty of workspace along with a charming breakfast nook. The generous primary suite features a walk-in closet and en-suite bath, providing comfort and privacy. Two additional bedrooms offer flexibility for guests, a home office, or hobbies. The private screened lanai is perfect for morning coffee, evening relaxation, or enjoying Sarasota's signature indoor-outdoor lifestyle. A separate laundry room and a secure outdoor storage closet add everyday convenience for beach gear, gardening tools, or bikes. All of this in an unbeatable location near the Ringling Museum, Asolo Theatre, Sarasota Ballet, Ringling College, New College, the Bayfront, SRQ Airport, downtown dining and shopping, cultural venues, and world-famous beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nancie Kalin (941-928-8833)
2937 TAYWOOD MDWS #32, SARASOTA, FL 34235
$219,000181 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
Elementary School: Gocio Elementary
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)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$430,00066 Days on yellowkey MLS ID: A4694311
REDUCED by $20,000 (4.4%) on 07/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Elementary School: Wilkinson Elementary
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
1350 MAIN ST #707, SARASOTA, FL 34236
$699,00056 Days on yellowkey MLS ID: A4695236
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 2007Monthly Fee: $1,188 Tax: $5,588 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,588
Elementary School: Southside Elementary
Remarks: Virtually Staged. Step into your dream downtown sanctuary at 1350 Main — freshly updated and ready for your personal style. Beautifully refreshed with brand-new large-format tile flooring and crisp, modern paint throughout, this 7th-floor residence is offered unfurnished — giving you a clean, move-in-ready canvas to make it uniquely yours. Every surface has been thoughtfully prepared, so you can skip the renovation timeline and walk in ready to design your dream downtown retreat from day one. Location, location, location. Positioned in the absolute heart of downtown Sarasota, 1350 Main puts you steps from the city's best galleries, boutique shopping, award-winning restaurants, and the legendary theatre district. Marina Jack is just around the corner, Lido Beach and the iconic St. Armands Circle are a quick drive over the bridge, and Sarasota Bayfront Park is literally one block away. This is the address that turns "going out" into "stepping out." The view is the showstopper. From your private balcony and main living areas, enjoy serene, elevated views of the resort-style pool deck and courtyard below — a tranquil oasis that's the perfect contrast to the energy of the city just beyond your door. Imagine your morning coffee with the sunrise, or sunset cocktails watching the pool deck come alive. Inside, every detail elevates daily living. The thoughtful open floor plan features two spacious bedrooms and two full baths. The guest bedroom offers ample room. The primary suite is a true retreat with a generous custom-designed walk-in closet and a spa-inspired bathroom featuring dual sinks, a walk-in shower, and a relaxing garden tub. Tray ceilings, elegant crown molding, and the fresh large-format tile create a expansive yet welcoming atmosphere. The kitchen is appointed with stainless steel appliances, granite countertops, abundant storage, and a layout that works equally well for quick weeknight meals or entertaining friends after a night downtown. Bring your designer and your style — the heavy lifting is done. With fresh tile, fresh paint, and a clean palette throughout, this residence is ready to receive your furnishings, artwork, and personal touches without delay. Resort-style amenities at your doorstep. 1350 Main delivers the full luxury high-rise experience: 24-hour concierge service, a beautifully appointed club room, catering kitchen, fully equipped fitness center, library, conference room, heated pool and spa, outdoor kitchen, and cabana. Add secured under-building parking and a true lock-and-leave lifestyle whether you're here year-round or escaping the snowbird season. The bottom line: Freshly updated. Unfurnished and move-in ready. Unbeatable downtown location. Tranquil pool views. Resort amenities. This is downtown Sarasota living done right.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Timothy Guerrette (239-249-9423)
3807 JAFFA DR, SARASOTA, FL 34239
$499,00012 Days on yellowkey MLS ID: A4698939
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1962 Tax: $2,093 (2025)Community: South GateSingle Family
Taxes:$2,093
Remarks: Under contract-accepting backup offers. Virtually Staged. Discover the timeless appeal of this classic 1962 Mid-Century Modern waterfront residence, perfectly positioned on Phillippi Creek in Sarasota's highly coveted South Gate neighborhood. Set on an oversized quarter-acre-plus homesite, this exceptional property captures breathtaking water views and offers endless potential to restore or reimagine a true architectural gem. A 430-square-foot screened lanai stretches across the rear of the home, seamlessly connecting the living and dining areas, kitchen, and primary suite to the tranquil waterfront setting. The thoughtfully designed split-bedroom floor plan features three bedrooms, including a spacious primary retreat with picturesque creek views, an en-suite bath, and a generous walk-in closet. Authentic Mid-Century Modern details abound, including iconic pink and yellow vintage tile baths, terrazzo flooring beneath the carpeting in the main living areas and bedrooms, and Saltillo tile in the eat-in kitchen and lanai, where a wall of glass frames the serene waterfront and opens to the lanai. A large laundry and storage room adjoins the one-car garage, while the circular driveway provides abundant parking for family and guests. Ideally located within the sought-after Southside Elementary School district and two blocks to Brookside Middle School, this home is just minutes from world-renowned Siesta Key Beach, vibrant downtown Sarasota, premier shopping, dining, and cultural attractions. South Gate has an optional $200/annual HOA membership allowing use of the community pool and Sarasota School of Architecture clubhouse. Situated in Flood Zone X, the property experienced no recent flooding. Whether preserving its iconic Mid-Century character or creating a stunning custom waterfront showcase, this is a rare opportunity to own an exceptional piece of Sarasota waterfront living. Home needs TLC and a roof replacement.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
3200 TOBERO LN, SARASOTA, FL 34235
$299,000542 Days on yellowkey MLS ID: A4638542
REDUCED by $16,000 (5.1%) on 07/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1979 Tax: $2,770 (2024)Community: Tobero WoodsSingle Family
Taxes:$2,770
Remarks: Move-in ready with endless potential! This beautifully refreshed one-bedroom, one-bath, turnkey furnished home is ready for its next owner. Freshly painted inside and out, featuring upgraded appliances and a pristine, fully cleaned backyard, BRAND NEW ROOF, this charming residence offers immediate comfort and convenience. On an oversized lot, this property provides the ideal opportunity to live in the home while building your dream residence. Located on a centrally located cul-de-sac street with beautifully unique, non-cookie cutter homes. Plus, per county regulations, the one-bedroom home can remain as an Accessory Dwelling Unit (ADU) ideal for rental income, guests or extended family. Don't miss out on this versatile investment and schedule your showing today.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
3709 MIGUEL WAY #8602, SARASOTA, FL 34232
$299,990158 Days on yellowkey MLS ID: A4681971
REDUCED by $5,000 (1.6%) on 07/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,656 (2025)Community: Village Plaza Sec 6Villa
Taxes:$1,656
Remarks: Big Price Improvement! Discover effortless Florida living in this 55+ Beautifully Updated Villa in a Prime Sarasota location! Perfectly positioned to enjoy the best of Sarasota, this move-in-ready home combines modern upgrades with low-maintenance convenience. Step inside to find brand-new flooring throughout the main living areas, creating a fresh and contemporary feel. The spacious kitchen shines with new stainless-steel appliances, while a new washer and dryer add everyday ease. Impact Windows throughout. Enjoy peace of mind with a new A/C system and ductwork, plus new interior paint that gives the entire home a bright, new flooring completes the clean look. Every detail has been thoughtfully updated so you can simply unpack and start living. Amenities Galore! Beautiful Heated Community Pool, Shuffleboard, Library, Community Room with Kitchen, Beyond your front door, the community amenities truly set this property apart. Your fees include Cable TV, Internet, Insurance, Exterior Maintenance, Grounds Maintenance, Pest Control, Pool Maintenance, Common Area Taxes, Escrow Reserves Fund, and Private Road access—making budgeting simple and stress-free. Residents also enjoy access to a community pool, recreational facilities, pickleball courts, a card room, library, and more, offering endless opportunities to relax and connect. Whether you're seeking a seasonal retreat or a full-time residence, this updated villa delivers comfort, convenience, and an unbeatable Sarasota lifestyle. Ideal location nearby to all the things that make Sarasota special!
Listing Agent: Ron Marano (941-320-7367)
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