Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4521 KINGSMERE #6, SARASOTA, FL 34235
$339,0002 Days on yellowkey MLS ID: A4697165
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1986Monthly Fee: $557 Tax: $719 (2025)Community: KingsmereVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$719
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Great opportunity at the delightful KINGSMERE community, located inside the paradisiacal Meadows Country Club. Don't miss this 2/2/1 car garage Golf Course/Lake Front VILLA. A peaceful location immerse in the nature and close to everything you need and expect to enjoy the SW Florida Gulf Coast lifestyle at its best. Major improvements during the ownership: Flooring, Guest Bathroom, A/C, Hot Water Heater, Refrigerator, Stove, Microwave, Dishwasher, Washer, Dryer, Reverse Osmosis System. The HOA replaced the roof in 2024, then peace of mind for many years. This Villa also features: Eating Space in the Kitchen, Laundry Room, Secluded Front Porch ideal for grill and outdoor living, Enclosed and Screened Lanai facing the Sarasota Sunset and the Golf Course. The MEADOWS COUNTRY CLUB has a very active Community Center offering miles and miles of Trails in the Preserve Nature with about 80 fishing Lakes, a Playground Area, Pickleball Courts and a Dog Park. Also available different optional Country Club Memberships for joining the 3 Golf Courses, the Tennis Club, the new Jr. Olympic Swimming Pool, the new Fitness and Recreational Center. The MEADOWS COUNTRY CLUB is also adjacent to the Nathan Benderson Park, a FREE lovely and safe place, ideal for walking, skating, running, bicycling, fishing, rowing and many more fun activities. The UTC SHOPPING MALL, the Interstate I-75, the NEW MOTE MARINE AQUARIUM, several Grocery Stores, a lot of great Restaurants, the Sarasota Downtown and our Nationwide famous beautiful Beaches are at a convenient driving distance. Book your showing today!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Massimiliano Marra (941-284-8891)
430 KUMQUAT CT #212, SARASOTA, FL 34236
$1,150,00021 Days on yellowkey MLS ID: A4695129
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 2026Monthly Fee: $684 Tax: $11,188 (2025)Community: Villa BalladaCondo
Taxes:$11,188
Elementary School: Alta Vista Elementary
Remarks: Now completed! Families are living the good life in Villa Ballada. The third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. Twenty-two residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel and desirable for many with lifestyle all on one level. This spacious residence overlooks the pool with your own private terrace. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are key features in all 21 designs. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the location where you can experience Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmer’s market. There’s also Whole Foods close by, the John Ringling Causeway, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. Experience Villa Ballada, as you won't be disappointed. Remember, we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $990,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon. Low HOA fee includes insurance, management fees, building maintenance, a manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
1005 GREYSTONE LN, SARASOTA, FL 34232
$548,0003 Days on yellowkey MLS ID: A4697312
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: 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)
5613 MONTE ROSSO RD, SARASOTA, FL 34243
$299,00042 Days on yellowkey MLS ID: TB8505938
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1993Monthly Fee: $332 Tax: $3,572 (2025)Community: Riviera Club Village At Longwood RunVilla
Taxes:$3,572
Elementary School: Emma E. Booker Elementary
Remarks: $10,000 Seller Credit to be applied to buyers closing costs or to help make the home their own. Welcome to this beautifully updated home in Riviera Club, one of Sarasota's established maintenance-free communities, offering the perfect blend of style, comfort, and convenience. With HOA-covered exterior maintenance, roof maintenance, and lawn care, you'll enjoy the low-maintenance Florida lifestyle today's buyers are searching for. From the moment you arrive, you'll appreciate the inviting curb appeal, mature landscaping, and welcoming entry. Inside, soaring vaulted ceilings and abundant natural light create a bright, open atmosphere complemented by updated flooring, modern lighting, and contemporary finishes. What truly sets this home apart is its thoughtfully redesigned floor plan. One of the few homes in Riviera Club featuring this expanded kitchen layout, the original design has been opened to create a spacious open-concept living area that is rarely available within the community. The remodeled kitchen serves as the heart of the home and features granite countertops, upgraded cabinetry with under-cabinet lighting, stainless steel appliances, decorative tile backsplash, and a large center island that seamlessly connects the kitchen, dining, and living areas. A custom-built dry bar adds both style and functionality, creating the perfect space for gathering with family and friends. The spacious primary suite offers a private retreat with a generous walk-in closet, en-suite bath, and an installed safe that conveys with the property. Additional bedrooms provide flexible living space for guests, a home office, fitness room, hobby space, or workshop. Additional highlights include indoor laundry conveniently located off the kitchen, ceiling fans throughout, ample storage, and a two-car garage. Conveniently located near shopping, dining, golf courses, parks, healthcare facilities, and Sarasota's vibrant cultural attractions, this home is also less than 30 minutes from the world-famous beaches of Siesta Key and Lido Key. Whether you're looking for a primary residence, seasonal escape, or simply a move-in ready home with exceptional convenience, this beautifully updated property offers comfort, functionality, and an outstanding Sarasota location. Schedule your private showing today.
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Maria Porter (502-541-9964)
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$675,000115 Days on yellowkey MLS ID: A4681324
REDUCED by $24,000 (3.4%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSpa: YesSingle Family
Taxes:$4,691
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000254 Days on yellowkey MLS ID: TB8436061
0 Days Off yellowkey (back on 6/17/2026)
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
Tax Year: 2024
Remarks: Under contract-accepting backup offers. **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)
2118 DODGE AVE, SARASOTA, FL 34234
$165,000142 Days on yellowkey MLS ID: A4680017
2 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (10.8%) on 06/03/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1339 Built: 1956 Tax: $2,800 (2025)Community: Leisure LakesSingle Family
Taxes:$2,800
Remarks: Do you need more rooms, a fenced back yard, a screen porch and covered parking that doesn't cost a lot? This is it! Home has Living room, updated kitchen & bath, family room, Florida room, storage room. Close to baseball stadium, public park and playground. Are you handy or have contacts for fixing? Yeah, that works. Call your agent today to set up an appointment to see this diamond in the ruff. Due to condition, the property may have health/safety risk(s). Prior to entry / access, all parties must sign a Hold Harmless Form, and the property may only be shown by appointment. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint Potentially Exists.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
2300 LINDSTROM ST, SARASOTA, FL 34237
$779,0009 Days on yellowkey MLS ID: A4693299
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2084 Built: 2021Monthly Fee: $654 Tax: $9,853 (2025)Community: Payne Park Ph 1Townhouse
Taxes:$9,853
High School: Sarasota High
Remarks: One of the brightest units in Payne Park, this meticulously maintained 3 bedroom/3.5 Bath (2084 SF) modern coastal home presents in near-new condition, offers a setting rarely found in downtown Sarasota. This Malcolm model (Largest Payne Park Villa) is perfectly positioned on one of the best corners to allow for "light and air" on three sides of the unit. Views includes a West view of Payne Park (pond) and a Northeast view of the pool. Payne Park is located right on the Legacy Trail with this home delivering an elevated lifestyle where walkability, recreation, and vibrant city energy converge. The main living level is thoughtfully designed for everyday living and entertaining. The chef's kitchen is a standout, featuring floor-to-ceiling white wood cabinetry with crown molding and brass hardware finished with a white quartz countertop. Modern glass and brass pendant lighting complement the kitchen's centerpiece island, which provides additional seating and storage. A custom tile feature wall frames the apron sink, positioned beneath two large windows that flood the space with natural light. The adjacent dining area flows nicely into the family room showcases a wall of windows. A private balcony extends the living space and provides space to relax. On the lower level, Bedroom 2 can be configured as a home office and offers exceptional flexibility with a full bath and closet. This level also provides access to a spacious paver stone patio with iron fencing and a gated entrance, ideal for outdoor enjoyment. Completing this floor is a two-car garage. On the third floor, you will find a generous sized primary bedroom with a well-appointed en-suite bath that includes a dual sink vanity, large walk-in shower with glass enclosure and an oversized walk-in closet with built-in shelving. Bedroom 3 also includes its own en-suite bath, offering comfort and privacy for guests or family members. A convenient laundry closet completes this level. Impeccable location and value! Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing Agent: Robert Robinson (941-587-2739)
2383 LAKESIDE MEWS #D3, SARASOTA, FL 34235
$285,00035 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)
707 S GULFSTREAM AVE #906, SARASOTA, FL 34236
$549,000171 Days on yellowkey MLS ID: A4676166
REDUCED by $26,000 (4.5%) on 04/15/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1974 Tax: $6,244 (2025)Community: Essex HouseCondo
Taxes:$6,244
Elementary School: Southside Elementary
Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.
Listing Agent: Jesse Bauer (941-465-8583)
3522 FERNDELL, SARASOTA, FL 34235
$499,000105 Days on yellowkey MLS ID: TB8482180
REDUCED by $40,000 (7.4%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Remarks: Virtually Staged. Sarasota’s most beloved communities — Location! Location! Motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable split floorplan layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available.Photos have been virtually stages to illustrate the property's potential
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
1020 23RD ST, SARASOTA, FL 34234
$465,00013 Days on yellowkey MLS ID: A4695931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 856 Built: 1954 Tax: $4,267 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$4,267
Remarks: TAKE A STROLL back in time to "OLD FLORIDA" and land in an incredible location WEST of N. Trail in RINGLING PARK! What a fabulous, and WELL PRESERVED home complete with a large fenced back yard, private driveway and carport. You will fall in love with the beautiful, Terrazzo Floors accented by 1950's interior architectural features such as arched vestibules and Plaster Cove Ceilings. This is a 2 bedroom bungalow with a front and rear porch, ample size living room, fabulous Florida room and a large laundry room. Updates include a new kitchen and updated bathroom, almost new HVAC, updated 150 amp electric panel, all 20 windows have been updated with tilt in, single pane windows, Terrazzo floors updated and new LPV flooring in the Florida room. This Fantastic home is a great opportunity! $465,000
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$625,000253 Days on yellowkey MLS ID: A4667640
REDUCED by $24,500 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
3012 CLAY CIR, SARASOTA, FL 34234
$320,00070 Days on yellowkey MLS ID: A4689331
REDUCED by $5,000 (1.5%) on 06/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
1350 MAIN ST #502, SARASOTA, FL 34236
$469,000109 Days on yellowkey MLS ID: A4684303
REDUCED by $18,000 (3.7%) on 06/16/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
401 S PALM AVE #1102, SARASOTA, FL 34236
$5,675,00070 Days on yellowkey MLS ID: A4689269
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4385 Built: 2006 Tax: $44,993 (2025)Community: The Savoy On PalmSpa: YesCondo
Taxes:$44,993
Remarks: Welcome to the premier offering at the Savoy—an extraordinary, one-of-a-kind penthouse with sweeping Sarasota Bay views, set along coveted, tree-lined South Palm Avenue and rising 11 stories above downtown, where elevated design meets refined living. Fully renovated and expertly designed by the current owner, this remarkable 4,385 sf home offers 4 private terraces and an unmatched indoor-outdoor living experience, all enhanced by seamless smart home integration. From the moment you arrive at your private elevator foyer, you are welcomed by custom glass double doors with genuine leather handles, set against a striking backdrop for the owner’s curated Chihuly glass collection. At the heart of the residence, the chef's kitchen is both striking and functional, appointed with Poggenpohl push-and-pull cabinetry, Wolf double ovens, Subzero refrigerator, Miele induction cooktop with gas burner, Miele hood, an impressive 5-inch granite island with breakfast bar, a matching granite dining table, and beautiful bar with Subzero wine refrigerator. Imported Italian porcelain tile flows throughout, creating a cohesive and sophisticated backdrop for everyday living and entertaining. Rich suede finishes, bespoke lighting throughout, custom wall coverings, and expansive walls of glass define the interiors, bathing the home in natural light while framing breathtaking panoramic Bay and City views from every angle. Designed for effortless entertaining, the top-level expansive newly tiled terrace is the perfect spot for cooking on your gas grill and enjoying all fresco dining and the sweeping skyline vistas. The serene and spacious primary suite features a spa-like bath with his and her vanities with integrated smart mirror TV displays, custom mosaic tile, tile and glass shower, and free-form 2 person Jacuzzi tub with air jets where you can relax and take in the incredible view. Guests enjoy a private and sumptuous guest suite with en-suite bath which easily functions as a second primary suite. The 3rd bedroom is currently used as an office with high-end custom built-ins perfect for productivity. The spacious living and family rooms both feature media centers with rich piano-gloss wood paneling. The smart-home residence features modern conveniences which elevate daily living such as custom walk-in closets with sensor-activated lighting, integrated motorized window treatments, automatic lighting and whole home Sonos audio, and is equipped with three A/C units, new digital Essency water heater, and Aquasana whole house water filtration system, ensuring comfort and peace of mind. Rare private 3 car garage with EV charger with 1 section that has been enclosed and air conditioned. Residents of the 24-unit Savoy enjoy an array of upscale amenities, including heated lap pool and spa, concierge and full time on-site manager, guest suite, towel service, locker rooms with sauna, a dog run, grilling area and catering kitchen, building water softener, secure parking, and elegant gathering spaces designed for hosting and connection. Located just steps from Sarasota's Main Street, Burns Court, the Bayfront, and Selby Gardens, this exceptional penthouse offering simply cannot be replicated.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
701 TYLER DR, SARASOTA, FL 34236
$5,795,000170 Days on yellowkey MLS ID: A4676329
REDUCED by $200,000 (3.3%) on 05/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron, Llc (941-241-7633)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90070 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Elementary School: Tuttle Elementary
Remarks: Welcome to this beautifully maintained Zen-inspired pool home in the sought after Glen Oaks Country Club Estates community of Sarasota. Situated on a spacious.22-acre lot, this move-in ready residence offers 2,115 square feet of thoughtfully designed living space, featuring two bedrooms, two bathrooms, a Florida room and a two-car garage. Step inside to discover new luxury vinyl flooring throughout, designer finishes, crown molding, and a stunning shiplap accent wall. The flexible floor plan provides comfortable everyday living while offering additional space for a home office, study, or hobby space. A separate dining room creates the perfect setting for entertainment family and friends. The kitchen features granite countertops and flows seamlessly into the main living areas, making it both functional and inviting. The spacious primary suite includes a walk-in closet, a large window overlooking the pool, beautifully updated finishes and a walk and shower. Thoughtfully positioned away from the guest bedroom, the suite provides added privacy and a peaceful retreat. Outside your private retreat awaits. The sparkling south-facing pool and expansive screened lanai creates a peaceful setting for year-round enjoyment. The fully fenced back yard includes a secure dog run and xeriscape landscaping for low maintenance living. Major updates provide peace of mind including a new roof, HVAC system, water heater in 2023, new plumbing lines completed in 2026, and a newly installed hurricane-rated front entry door. The property is not located in a flood zone and includes hurricane shutters including clear plan panels that allow natural light to filter into the home while providing added storm protection. Best of all, the HOA is voluntary. The location is hard to beat just a golf cart drive away from Bobby Jones Golf Course, approximately 3 miles from vibrant downtown Sarasota and a short drive to the area's renowned Gulf beaches, dining, shopping, and cultural attractions. University Town Center (UTC) with its exceptional shopping, restaurants, and entertainment is only 6 miles away. Lovingly maintained and thoughtfully updated this special home combines timeless character and modern conveniences in one of Sarasota's most desirable locations. Move in ready and full of warmth it offers a wonderful opportunity to relax, entertain, and enjoy the Florida lifestyle.
Listing Agent: Lori Carey, Llc (941-780-3427)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999311 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$299,00067 Days on yellowkey MLS ID: A4689848
1 Days Off yellowkey (back on 6/17/2026)
REDUCED by $20,000 (6.3%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Tax Year: 2026
Remarks: Under contract-accepting backup offers. ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
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