Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
417 N OSPREY AVE, SARASOTA, FL 34236
$1,795,000273 Days on yellowkey MLS ID: A4667626
REDUCED by $55,000 (3.0%) on 06/10/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3154 Built: 2025 Tax: $3,873 (2024)Community: Central ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,873
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota. The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration. The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony. The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry. Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
4178 CHISHOLM DR, SARASOTA, FL 34235
$405,00040 Days on yellowkey MLS ID: A4696034
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1986Monthly Fee: $36 Tax: $3,211 (2025)Community: Kensington WoodsSingle Family
Taxes:$3,211
Elementary School: Gocio Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks in Kensington Woods, this updated Sarasota home offers the kind of space, privacy, and character that buyers rarely find in newer construction. Set on an oversized corner lot, the property welcomes you with a wide driveway, beautiful shade trees, and a fully fenced backyard designed for everyday living. Inside, warm wood-look flooring, custom built-ins, recessed lighting, and an open gathering space create a comfortable flow throughout the home. The kitchen has been thoughtfully updated with painted cabinetry, butcher block countertops, a farmhouse sink, subway tile backsplash, stainless steel appliances, and an oversized island that naturally becomes the heart of the home. The split-bedroom layout offers privacy for family and guests, while the expansive enclosed flex space provides endless possibilities as a home office, gym, playroom, media room, or second living area. Outside, the oversized screened lanai creates a true extension of the living space, perfect for morning coffee, weekend gatherings, or simply enjoying the peaceful backyard setting. Major improvements include a 2021 roof, Trane HVAC replacement, and updated electrical panel, offering peace of mind for years to come. Located in the established Kensington Woods neighborhood, residents enjoy a central Sarasota location just minutes from downtown Sarasota, University Town Center, Nathan Benderson Park, shopping, dining, and Gulf Coast beaches. Nathan Benderson Park features over 600 acres with walking trails, biking paths, kayaking, playgrounds, community events, and a world-class rowing venue. UTC offers more than 200 shops and nearly 100 restaurants, making this one of Sarasota's most convenient locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Liz Vasconcelos Roos (985-789-0512)
3404 MONICA PKWY, SARASOTA, FL 34235
$329,00039 Days on yellowkey MLS ID: A4696121
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1198 Built: 1959 Tax: $3,432 (2025)Community: Kensington ParkSingle Family
Taxes:$3,432
Remarks: Under contract-accepting backup offers. This fantastically clean, split-floor plan home offers a 5-year old roof (new in 2021), a newer AC (2018), and a fresh coat of paint throughout the interior. The entire home features ceramic tile flooring. No carpets to clean. The kitchen is updated with wood cabinets and a granite countertop. The primary bedroom is huge with a large walk-through closet. A corner lot, this property features a spacious, fenced backyard and a large carport accessible from the street through a wide, opening gate. Plenty of room to park multiple cars or work trucks, boats, and more. It is conveniently located three blocks from Lockwood Ridge Road near 17th Ave. Downtown Sarasota is 10 minutes away. Lido Beach is a quick 20-minute drive. NO HOA. NO DEED RESTRICTIONS. EXCELLENT RENTAL OPPORTUNITY.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
1111 RITZ CARLTON DR #1205, SARASOTA, FL 34236
$2,245,00083 Days on yellowkey MLS ID: A4691044
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 2001 Tax: $21,532 (2025)Community: The ResidencesCondo
Taxes:$21,532
Remarks: Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000237 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonSpa: YesCondo
Taxes:$55,267
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
922 INDIAN BEACH DR, SARASOTA, FL 34234
$2,100,00075 Days on yellowkey MLS ID: A4689749
REDUCED by $250,000 (10.6%) on 06/09/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3234 Built: 2001Monthly Fee: $75 Tax: $10,612 (2025)Community: Old OaksSingle Family
Taxes:$10,612
Elementary School: None
Remarks: This beautiful residence sits on a rare half-acre lot within Old Oaks, an exclusive enclave of just six homes, privately tucked behind lush Florida landscaping. A set of double glass doors welcomes you into a light-filled interior where refined finishes and thoughtful upgrades create a warm atmosphere designed for both everyday living and effortless entertaining. At the center of the home, the living room features a wood-burning fireplace and opens seamlessly through three sets of French doors to an expansive screened terrace. An additional fully enclosed outdoor living space with soaring ceilings overlooks a serene, botanical garden—offering a true indoor-outdoor lifestyle. The kitchen is both stylish and functional, anchored by a large island with a farmhouse sink and complemented by a dedicated breakfast area. The primary suite serves as a private retreat, complete with French doors to the lanai, dual walk-in closets, and a spa-inspired en-suite bath featuring a wall-enclosed walk-in shower, soaking tub, and custom built-in cabinetry. Upstairs, two generously sized bedrooms share a well-appointed full bath, providing comfort and privacy for family or guests. The oversized screened lanai offers ample space for entertaining, while the separate pool is surrounded by lush greenery, creating a tranquil setting for relaxation and recreation. An oversized two-car garage includes custom floor-to-ceiling storage. Ideally located in the heart of Sarasota’s cultural district, this home is just minutes from downtown, St. Armands Circle, Lido Beach, and SRQ Airport. Enjoy close proximity to the Ringling Museum, Ringling College of Art and Design, and a short walk to Indian Beach Park for breathtaking bayfront sunsets. An exceptional opportunity to experience refined Florida living with modern comfort and timeless appeal.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Rudi Weiss (941-284-1013)
4845 BOCA RATON AVE, SARASOTA, FL 34234
$42,000398 Days on yellowkey MLS ID: A4655608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 450 Built: 1968Monthly Fee: $137 Tax: $2,712 (2024)Community: Tri-Par Estates Unit 3Mobile Home
Taxes:$2,712
Elementary School: Emma E. Booker Elementary
Remarks: This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
4725 N TUTTLE AVE, SARASOTA, FL 34234
$699,90075 Days on yellowkey MLS ID: TB8503892
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $25,100 (3.5%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1696 Built: 1959 Tax: $6,500 (2025)Community: Desoto AcresSingle Family
Taxes:$6,500
Remarks: Welcome to a rare opportunity in the heart of Sarasota! Situated on an expansive 2.25-acre corner lot, 4725 N Tuttle Ave offers incredible space, flexibility, and future potential—perfect for homeowners, investors, or those seeking room to grow. This 3-bedroom, 2-bathroom home features separate family and living rooms, a formal dining area, and a 2-car garage, delivering both functionality and comfort. Best of all, there are NO deed restrictions, giving you the freedom to park RVs, boats, trailers, or work vehicles, and even expand or customize the property to suit your needs. This property has been thoughtfully upgraded with major improvements already completed, offering peace of mind and immediate value. A brand-new metal roof provides long-term durability and energy efficiency. A full reverse osmosis water system with softener ensures clean, high-quality water throughout the home. Inside, new luxury vinyl plank flooring runs throughout the main living areas, combining modern style with durability. The updated kitchen is designed to impress, featuring quartz countertops, brand-new cabinetry, and a complete set of new appliances including a range, refrigerator, dishwasher, and microwave. Whether you’re cooking for family or entertaining guests, this kitchen is both stylish and functional. Additional upgrades include newly completed electrical work, enhancing safety and efficiency. The oversized corner lot offers privacy and usability, with gated access from a side road—ideal for bringing in equipment, trailers, or planning future additions. With 2.25 acres, the possibilities are endless—create a workshop, add a guest house, or design your own outdoor oasis. Location is everything, and this home delivers. Just minutes from the world-famous sands of Siesta Key Beach and Lido Key Beach, you’ll enjoy some of Florida’s most beautiful coastline. You’re also conveniently close to the vibrant shopping, dining, and cultural experiences of St. Armands Circle and downtown Sarasota. Easy access to major roadways makes commuting a breeze. Whether you’re searching for a primary residence, an investment property, or land with unlimited potential, this home stands out with its acreage, upgrades, prime location, and unmatched flexibility. Don’t miss this unique opportunity—schedule your private showing today!
Listing Agent: Patrick Defeo, Ii (941-518-0708)
8145 GRANDE SHORES DR, SARASOTA, FL 34240
$1,599,90097 Days on yellowkey MLS ID: A4688226
REDUCED by $99,100 (5.8%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3579 Built: 2019Monthly Fee: $433 Tax: $16,441 (2025)Community: Lakehouse CoveSpa: YesSingle Family
Taxes:$16,441
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Striking coastal elegance and exceptional upgrades define this beautifully designed Tideland model, set on a PRIVATE PRESERVE homesite in the highly sought-after Lakehouse Cove at Waterside. With 3 bedrooms, 3½ baths, a dedicated office, and an EXPANSIVE SECOND FLOOR BONUS SUITE, this home offers a rare combination of sophistication, space, and versatility. From the moment you arrive, the inviting front porch, manicured landscaping, and SIDE-FACING THREE CAR GARAGE create a polished first impression. Inside, soaring ceilings, 8-foot doors, and wood-look tile flooring throughout establish a light, airy feel, while the open-concept design flows effortlessly from one space to the next. The great room is a true centerpiece, featuring a COFFERED CEILING, custom FEATURE WALL, glass shelving, and a sleek marble-look tile-accented electric FIREPLACE. The GOURMET KITCHEN is both stunning and highly functional, anchored by a LARGE QUARTZ ISLAND WITH SEATING FOR SIX, and complemented by a new gas cooktop, new refrigerator, walk-in pantry, tile backsplash, and abundant cabinetry—perfect for entertaining or everyday living. The primary suite offers a luxurious retreat with a FREE-STANDING SOAKING TUB, spacious walk-in shower, dual vanities with built-in seating, and custom closets. Two additional bedrooms, a private office with double doors and serene preserve views, and a well-designed laundry room complete the main level. Upstairs, a generous bonus area with full bath provides ideal space for guests, hobbies, or a private getaway. Step outside and experience resort-style Florida living at its finest. The HEATED SALTWATER POOL AND SPA and generously-sized lanai overlook a lush, private preserve, while the expansive shellstone paver lanai creates a seamless indoor-outdoor lifestyle designed for both relaxation and entertaining. Additional highlights include a whole-house generator, tankless gas water heater, water softener system, custom closets throughout, and a functional mudroom/drop zone. Located in one of Waterside’s premier communities, Lakehouse Cove residents enjoy a lakeside clubhouse, resort-style pool and spa, fitness center, pickleball courts, scenic trails, and water taxi access to Waterside Place—offering dining, shopping, and entertainment just minutes from home.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Vanessa Fauquier (941-402-9209)
777 JOHN RINGLING BLVD #32, SARASOTA, FL 34236
$599,000170 Days on yellowkey MLS ID: A4679487
0 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $3,320 (2025)Community: Sarasota Harbor EastCondo
Taxes:$3,320
Elementary School: Southside Elementary
Remarks: Imagine living in a prime, unique waterfront community with an amazing location—maybe the best Bayfront community in Sarasota! You’re just a short walk from downtown, St. Armands Circle, Lido Beach, and the Sarasota Yacht Club. Sarasota Harbor East is a 55+ waterfront community with all the perks of maintenance-free living. This THIRD-FLOOR unit gives you stunning views of Sarasota Bay and the city. It has 2 bedrooms and 2 full baths, perfect for you to make your own. Plus, you’ll have an enclosed four-season glass lanai and high-impact sliding glass doors and windows. The clubhouse has been updated and includes a fully equipped kitchen, a new metal roof, a library, full bathrooms, and a large lap pool with Bayfront views. There’s even a designated area for storing kayaks and bicycles! You’ll have one covered parking space and plenty of guest parking. The community is very neat and tidy, and the maintenance fees cover everything from docks and exterior building to cable TV, a heated community pool, building insurance, internet, exterior maintenance, ground maintenance, a manager, exterior pest control, pool maintenance, sewer, trash, and water. Deep-water boat slips are available on a first-come, first-served basis, and all costs are included in the maintenance fee. (Slips are currently available.) The boat slip can accommodate up to a 30’ powerboat or sailboat. Leasing is not allowed for one year after purchase. Pets permitted with valid service or support animal documentation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,900138 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
3525 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,599,000218 Days on yellowkey MLS ID: A4672806
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3499 Built: 2019Monthly Fee: $467 Tax: $12,989 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$12,989
Remarks: Situated on a beautifully landscaped half acre with preserve views in the award-winning Founders Club golf community, this stately coastal home boasts abundant space and luxurious features that include exquisite design enhancements as well as functional upgrades. Built in 2019, the home blends modern scale and style with classical elements of West Indies architecture for an ideal balance of comfort and elegance. Within the last year, significant improvements to the already impressive interior include complete repainting, new light fixtures and fans throughout, new solar shades in the primary suite and living room, new carpet in guest rooms, and fabulous wallcoverings by Phillip Jeffries and Scalamandre in numerous spaces. Creating the immediate impression of an island estate, oversized double doors lead from the paver courtyard to an airy foyer and great room that features a soaring, 16’ coffered ceiling and seamless access through full-height glass sliders to the elegant covered lanai beyond. Designed for an idyllic indoor-outdoor lifestyle and entertaining convenience, walls of glass open the home easily to more than 1,100 square feet of fully screened exterior living space that surrounds the heated pool and spa with distinctive spaces to lounge and dine. Inside, more than 3,400 A/C square feet of interior living space comprise three bedrooms, three and a half bathrooms, a private office, a roomy separate den that opens directly to the covered terrace, and a gourmet kitchen with an oversized island and counter seating, topline appliances, and a walk-in pantry. The kitchen, overlooking the great room and with beautiful sight lines to the scenic preserve, features double wall ovens, a gas range with pot filler and bespoke wood-clad vent hood, farmhouse-style porcelain sink, and granite counters. A spacious dining area alongside the kitchen flows to the family room and enjoys open access to the lanai and outdoor kitchen, fully appointed for ultimate convenience with a sink, beverage refrigerator, gas grill and hood. Situated on the other side of the home from the guest quarters, the owners’ suite is a roomy retreat that enjoys its own private access to the lanai and picture-perfect natural vistas, with two walk-in closets and a resort-style bathroom that includes a separate water closet, dual vanities, a free-standing soaker tub and an enormous walk-in shower outfitted with two shower heads and an integrated bench. Throughout the home, an open concept and oversized windows welcoming natural light underscore coastal comfort, with details like crown molding, custom millwork, tray ceilings, and travertine floors cuing luxury sophistication. New shutters outside, a whole-house generator, reverse osmosis and water filtration, and impact windows add further value. The pristine 3-car garage is climate controlled and equipped with custom Closet Tec cabinetry that is also installed in the adjacent storage room. Located within an easy drive of Downtown Sarasota and the cultural appeal of the city and keys, the Founders Club is renowned for its beauty and amenities, including a 24-hour guarded gate, gorgeous tropical landscaping, Har-tru tennis courts, additional racquet and sports courts, and more. Optional membership in the golf club adds access to a clubhouse with full-service dining and state-of-the-art fitness facilities and an 18-hole championship course.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Morris, Pa (941-544-3332)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$259,000265 Days on yellowkey MLS ID: A4669210
REDUCED by $12,000 (4.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
Listing Agent: Ashley Goldstein (941-587-3876)
1703 N TAMIAMI TRL #B504, SARASOTA, FL 34234
$439,00075 Days on yellowkey MLS ID: A4691547
1 Days Off yellowkey (back on 6/7/2026)
REDUCED by $11,000 (2.4%) on 05/30/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $6,067 (2025)Community: The Strand SarasotaSpa: YesCondo
Taxes:$6,067
Remarks: Under contract-accepting backup offers. Modern 2022 penthouse condo at The Strand on Whitaker Bayou, just 1.5 miles from downtown Sarasota and one block to Sarasota Bay. Assigned boat slip #31 with 13,000-lb lift available separately for $150,000. This light-filled top-floor residence features an open-concept great room, hurricane-rated 4-panel sliding glass doors, upgraded tile and designer finishes throughout, glossy modern cabinetry, quartz countertops, oversized island, custom bathroom vanities, walk-in shower, walk-in closet, 9-foot ceilings, and a versatile den/office with stylish barn doors currently used as a second bedroom. Spacious laundry room with full-size washer/dryer and extra storage. Resort-style amenities include a heated pool/spa, fitness center, kayak and paddleboard launch, dog park, fire pit, gas grills, EV charging stations, onsite management, and gated access. Investor-friendly rental policy allows 8-day minimum rentals up to 52 times per year. Ideally located near downtown Sarasota, The Bay Park, waterfront parks, dining, shopping, SRQ Airport, Lido Beach, and Siesta Key. The Strand buildings sustained no damage from the 2024 hurricanes.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000152 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
5124 HARPERS CROFT #7, SARASOTA, FL 34235
$238,000176 Days on yellowkey MLS ID: A4679022
REDUCED by $7,000 (2.9%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1981 Tax: $2,613 (2025)Community: Harpers CroftCondo
Taxes:$2,613
Remarks: Introducing a beautiful, furnished, two-bedroom, two bath, ground floor condominium unit in the Harpers Croft condominium community, located within the larger community of The Meadows, in north Sarasota, Florida. It is move-in ready, with everything you need but your clothes! Looking out your back lanai sliders, you can watch golfers enjoying the well-maintained golf course. Included on site within steps of your front door, is a beautiful swimming pool with restrooms, tables, umbrellas, and lounge chairs. The Meadows offers 14 miles of walking and biking trails, and for a minimal fee, residents may use the golf course, up-to-date fitness center, a junior Olympic swimming pool, Tennis courts, Pickleball courts, a playground, a dog park for large and small dogs, and much more. One of the three golf courses is open currently to residents, with plans to open the others in discussions. This highly desirable community is conveniently located between Sarasota stunning beaches, the beautiful downtown area, the up-scale St Armands Shopping Circle, and I-75. It is also adjacent to the popular University Towne Center shopping corridor, featuring numerous restaurants, specialty shops, the UTC Mall, as well as the newly built Mote Marine Museum. It offers the perfect combination of a relaxed, but active, Florida lifestyle that you have always dreamed of! Schedule a viewing today!
Listing is courtesy of: BARRETT REALTY, INC (941-745-9999)
Listing Agent: Janine Poppa (941-929-5643)
5174 MARSH FIELD LN #86, SARASOTA, FL 34235
$289,500103 Days on yellowkey MLS ID: TB8484850
REDUCED by $500 (0.2%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,593 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,593
Remarks: Welcome to this beautifully updated corner-unit condo in the highly desirable Heronmere II community within The Meadows in Sarasota. Offering 2 bedrooms, 2 bathrooms, and approximately 1,444 square feet of living space, this light-filled residence blends timeless architecture with modern comfort. Designed with an open and airy layout, the home is filled with natural light from multiple exposures, enhancing the spacious living and dining areas. The updated kitchen features ample cabinetry, generous workspace, and large windows—perfect for both everyday living and entertaining. The primary suite offers a private retreat with a walk-in closet and renovated en-suite bath, while the second bedroom provides flexibility for guests or a home office. An enclosed lanai invites you to relax and enjoy peaceful golf course and lush landscape views year-round. Additional highlights include new HVAC with warranty, completely freshly painted, an in-unit laundry room, covered parking, and access to a community pool. Residents of The Meadows enjoy scenic walking trails, mature landscaping, and optional memberships for golf, tennis, and social amenities. Ideally located just minutes from shopping and dining at University Town Center, with convenient access to I-75 and only a short drive to downtown Sarasota’s vibrant arts scene and Gulf Coast beaches, this move-in-ready condo offers the perfect combination of lifestyle, location, and value.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adam Arucas (813-380-1840)
1563 4TH ST, SARASOTA, FL 34236
$1,695,000123 Days on yellowkey MLS ID: A4685670
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Remarks: Under contract-accepting backup offers. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing Agent: Frank Lambert (941-920-1500)
5204 MYRTLE WOOD #2, SARASOTA, FL 34235
$239,000103 Days on yellowkey MLS ID: A4688658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981 Tax: $3,047 (2025)Community: SomersetCondo
Taxes:$3,047
Remarks: This move-in-ready villa offers effortless Florida is located within The Meadows, an active outdoor lifestyle community.. Steps from one of the community pools, walk to the pool from your Lanai, or sip your morning cup of coffee looking out to the pool. This condo offers both privacy and access to everything that makes The Meadows. The property is partially furnished, including kitchen utensils. The split-bedroom floor plan offers privacy and flexibility, with a private primary The main bedroom has a walk-in shower. The Meadows has a 1,650-acre park-like community with over 14 miles of trails, lakes, and an optional membership to golf, tennis, pickleball, and a fitness center. Just minutes from shopping and dining, downtown Sarasota, and the beaches of Siesta Key and Lido Key. Perfect for that seasonal owner or year-round resident.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Rosa Arroyo (786-205-7223)
639 OAKFORD RD, SARASOTA, FL 34240
$3,635,00041 Days on yellowkey MLS ID: A4695890
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4555 Built: 2026 Tax: $5,115 (2025)Community: Not Part Of A SubdivisionSpa: YesSingle Family
Taxes:$5,115
Remarks: Under Construction. Escape the constraints of master-planned communities without sacrificing proximity or luxury. Masterfully curated by Camlin Custom Homes and JKing Designs, this bespoke 5-acre estate offers the rare luxury of true breathing room with absolutely no HOA restrictions. Zoned OUE1, this private acreage canvas is located just minutes from the premier dining, shopping, and convenience of the Lakewood Ranch area. Spanning over 4,500 SF under air, the architectural design features a soaring two-story great room, a lavish main-level owner’s sanctuary, and a resort-style pool/spa oasis with a custom outdoor kitchen. Skip the typical multi-year custom build stress: completion is approx. 7 months from contract. To save the discerning buyer invaluable time and effort, a flawless, high-end finish palette has already been pre-selected by a professional design team, with select opportunities to customize remaining. Uncompromising quality, space, and convenience.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Ashley Guttridge-Sanders (941-685-1704)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.