Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
119 MCKINLEY DR, SARASOTA, FL 34236
$6,095,00096 Days on yellowkey MLS ID: A4688706
REDUCED by $100,000 (1.6%) on 07/04/2026
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$69,719
Elementary School: Fruitville Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900349 Days on yellowkey MLS ID: A4658164
0 Days Off yellowkey (back on 7/3/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Virtually Staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
2634 N DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$360,000149 Days on yellowkey MLS ID: A4682668
Bed: 2 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1427 Built: 2003 Tax: $1,691 (2025)Community: Lenray HeightsSpa: NoTownhouse
Taxes:$1,691
Elementary School: Emma E. Booker Elementary
Remarks: NA
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Eileen Castillo De Gonzalez (407-501-2554)
4020 VIA SIENNA CIR, SARASOTA, FL 34243
$365,00018 Days on yellowkey MLS ID: A4698258
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2022Monthly Fee: $250 Tax: $1,021 (2025)Community: Sienna Park Townhomes At UniversityTownhouse
Taxes:$1,021
High School: Booker High
Remarks: Welcome home to this beautifully maintained two-story townhome offering the perfect combination of style, comfort, and convenience. As you step inside, you'll immediately notice the abundance of natural light pouring through the sliding glass doors, creating a bright and inviting living space that's perfect for both everyday living and entertaining. The open-concept kitchen features crisp shaker-style cabinetry, stainless steel appliances, ample counter space, and a spacious walk-in pantry that provides exceptional storage. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or everyday living. A convenient half bath and attached garage complete the first floor. Upstairs, retreat to the generously sized primary suite with a spacious en-suite bathroom, while two additional bedrooms, a full guest bathroom, and a centrally located laundry room provide an ideal layout for family or guests. Brand-new luxury vinyl plank flooring has been installed on the staircase and throughout the entire second floor, adding a fresh, modern touch with lasting durability and easy maintenance. Enjoy Florida living year-round from the fully enclosed screened lanai, overlooking a private preserve backdrop that offers peaceful views and added privacy with no rear neighbors. Just across the street, a tranquil pond enhances the neighborhood's scenic charm. Residents also enjoy access to the community pool with an outdoor dining area, perfect for relaxing or gathering with friends and neighbors. The location is hard to beat—just 10 minutes (4.3 miles) to University Town Center (UTC) for premier shopping, dining, and entertainment, 10 minutes (3.4 miles) to Sarasota-Bradenton International Airport, and only 20 minutes (5.4 miles) to vibrant Downtown Sarasota and the waterfront, where you'll enjoy award-winning restaurants, boutique shopping, arts, cultural attractions, and the beautiful Gulf Coast lifestyle. With quick access to I-75, commuting throughout the area is effortless.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Renne' Rupp, Pllc (941-447-8251)
5495 CYNTHIA LN, SARASOTA, FL 34235
$595,00084 Days on yellowkey MLS ID: TB8498165
REDUCED by $16,000 (2.6%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
972 LA COSTA CIR #3, SARASOTA, FL 34237
$159,90056 Days on yellowkey MLS ID: A4691419
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1972 Tax: $2,185 (2025)Community: Park ViewCondo
Taxes:$2,185
Elementary School: Tuttle Elementary
Remarks: Enjoy the upcoming summer in this updated, well-maintained, first-floor condo in the gated community of ParkView, ideally situated close to the heart of downtown Sarasota. This special, furnished 1 BD/1 BA unit features a kitchen with granite countertops, stainless steel appliances (NEW RANGE '23; NEW DISHWASHER69 ’22), accented by solid wood cabinetry. Beautiful 18” diagonally laid ceramic tile floors throughout. Indoor laundry with stacked washer/dryer. NEW A/C SYSTEM ’24. ALL DUCTWORK CLEANED, ’24. Enjoy indoor-outdoor living with a screened lanai (NEW 2024) and brick paver patio just off the living area and facing the incredible parklike setting that Park View is noted for. Outside on the beautiful grounds, the condo is just steps away from two, inviting community pools (one being heated), fitness center, and community gas grill. The clubhouse is great for indoor parties and events with full kitchen amenities, plus dining table, chairs, tv sitting area. It also has a spacious, covered outdoor patio where you can entertain or relax. Park View’s central location allows quick access to many top Sarasota attractions: Lido Beach and St. Armands Circle; our #1 Siesta Key Beach; downtown theatres, restaurants, and shoppes; The Sarasota Outdoor Market, the Sarasota Opera, the Bazaar at Apricot and Lime, Ed Smith Stadium with Orioles spring training games, concerts, and events; the Ringling, The Bay Park with trails, more concerts and events, etc., etc. and beautiful sunsets!!! Park View is just a short drive to the airport, US 41, and I-75 to take you to interesting places north, south, and beyond!! Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime Sarasota location. You must see it today!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Margie Kraft (941-323-5900)
550 46TH ST, SARASOTA, FL 34234
$999,000264 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carol-Ann Warr (941-780-0665)
204 COOLIDGE DR, SARASOTA, FL 34236
$3,650,00069 Days on yellowkey MLS ID: A4692051
REDUCED by $100,000 (2.7%) on 07/03/2026
Bed: 8 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 4245 Built: 2023 Tax: $56,468 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$56,468
Remarks: Newly built and exceptionally designed, this stunning 8-bedroom, 8.5-bath custom residence offers the rare opportunity to own a true luxury coastal retreat just moments from the white sand shoreline of Lido Beach and the renowned shopping and dining of St. Armands Circle. Thoughtfully created to accommodate large gatherings without compromising comfort or sophistication, this remarkable home blends elevated craftsmanship, expansive entertaining spaces, and resort-style outdoor living into one unforgettable property. From its striking architectural presence and oversized garage storage to its rich interior detailing, every inch of the home reflects intentional design and quality construction. Wide plank flooring, substantial trim work, custom wall detailing, beautifully finished ceilings, designer lighting, and carefully curated fixtures create a refined coastal aesthetic that feels both polished and welcoming. The main living level was designed with entertaining in mind, offering a seamless open-concept layout where spacious gathering areas, oversized dining space, and outdoor balconies all connect effortlessly around the spectacular chef’s kitchen. Anchored by a dramatic oversized island, the kitchen features custom full-height cabinetry, abundant storage, premium appliances, statement vent hood, striking stone accents, generous prep surfaces, and seating for a crowd, creating a natural centerpiece for everything from casual beach weekends to large holiday gatherings. Multiple living areas throughout the home provide exceptional flexibility for hosting guests, creating media lounges, or offering private escapes, while oversized windows and glass doors fill the interiors with natural light and tropical views. One of the home’s most impressive features is its eight private ensuite bedrooms, each beautifully appointed to provide hotel-style comfort, privacy, and spacious accommodations for family and guests. Designer tilework, custom vanities, elevated plumbing fixtures, and thoughtfully selected finishes continue throughout every bathroom, while the primary suite delivers a true retreat with dramatic architectural detail and a spa-inspired bath designed for relaxation. The outdoor living experience is every bit as impressive as the interiors. The expansive covered lanai beneath the home creates an additional full-scale entertaining venue complete with shaded lounge seating, dining space, and direct access to the resort-style heated pool and raised spa. A custom waterslide, tropical landscaping, sunning areas, and multiple conversation spaces create a private vacation atmosphere that feels designed for year-round enjoyment. Several covered balconies provide additional places to unwind, while the sprawling rooftop deck captures beautiful Gulf views and coastal sunsets, offering one of the home’s most memorable spaces for gathering, relaxing, and entertaining under the open sky. This is a property built for the way today’s luxury buyer wants to live—spacious, turnkey furnished and effortlessly close to Sarasota’s most iconic coastal destinations. Whether used as an extraordinary personal getaway, an income-producing luxury rental, or a legacy property designed to bring generations together, this residence offers a rare combination of size, quality, location, and lifestyle that is increasingly difficult to find on Lido Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
76 S WASHINGTON DR, SARASOTA, FL 34236
$3,075,00067 Days on yellowkey MLS ID: A4693046
REDUCED by $100,000 (3.1%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3070 Built: 1920 Tax: $23,426 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$23,426
Remarks: An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!
859 PATTERSON DR, SARASOTA, FL 34234
$749,00020 Days on yellowkey MLS ID: A4697956
REDUCED by $40,000 (5.1%) on 06/25/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2850 Built: 1951 Tax: $9,037 (2025)Community: Indian BeachSpa: NoSingle Family
Taxes:$9,037
Remarks: Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$775,000215 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing Agent: Rory Mcdonald (941-961-7247)
2746 53RD ST, SARASOTA, FL 34234
$1,149,90025 Days on yellowkey MLS ID: A4696132
REDUCED by $50,100 (4.2%) on 07/03/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3051 Built: 1955 Tax: $4,059 (2025)Community: Desoto AcresSpa: YesSingle Family
Taxes:$4,059
Remarks: Check out this Fully fenced 2.25 Acre Compound in Desoto Acres. This property boasts a Electronic gate that leads you to the oversized 2 car detached 30x30 garage. The massive driveway and walkway to home was completed redone with 50 yards of concrete. The home boasts many recent improvements including a NEW Roof in 2023, Hot Water heater in 2022, both AC Units replaced in 2022. The Oversized Pool/Hot tub/Cage had a complete makeover in 2022 with Solar or Gas heat and right outside the pool cage is a 16x12 Barbeque Canopy with installed gas line for the grill. A HUGE Warehouse awaits situated behind the 2 car garage. It was built in 2022 and is 35x50, 1750 Sq ft with storage Mezzanine, foam insulation and huge fans. Great for your boats, RVs, and all the toys. RE1 zoning with NO HOA/Deed Restrictions. This will go fast.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Robert Barry (941-720-6416)
2228 25TH ST #2228/2232, SARASOTA, FL 34234
$429,90012 Days on yellowkey MLS ID: A4698569
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoApartment
Taxes:$5,270
Remarks: Investors with an eye for both stability and upside, take note: this fully occupied duplex delivers two distinct three-bedroom, one-and-a-half-bath residences under a single, income-producing roof. Each unit carries its own half bath cleverly tucked off the primary bedroom, with easy-care tile flowing throughout—a detail tenants adore and owners appreciate come maintenance time. The financials speak softly but persuasively. Both sides are leased to long-term residents, generating dependable monthly returns from day one, while a roster of meaningful upgrades quiets the usual investor anxieties: full re-piping completed in 2024, energy-conscious tankless water heaters, and a roof refreshed in 2017. Two detached storage sheds, each wired with electric, lend flexibility that savvy landlords rarely find. Currently served by well and septic, the property sits close to central utilities at the street, and an RMF-2 designation may even permit an accessory dwelling unit—an enticing avenue for amplified yield, subject to city verification. Location sweetens the proposition considerably. Lime Lake Park rests a short distance away, offering green respite within minutes. Booker High School anchors the neighborhood with educational appeal, while the Phuoc Loc Tho Oriental Supermarket adds delightful culinary character to weekly errands. Convenient bus access along North Lockwood Ridge Road keeps connectivity effortless for residents and prospective tenants alike. Rarely does a turnkey, dual-income asset arrive so thoughtfully maintained and so generously positioned. Schedule your private tour today and let the numbers, and the neighborhood, make the case.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Don Chamberlain (207-329-8889)
1064 N TAMIAMI TRL #1435, SARASOTA, FL 34236
$429,000238 Days on yellowkey MLS ID: A4671364
REDUCED by $10,000 (2.3%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1051 Built: 2007 Tax: $3,167 (2024)Community: Broadway PromenadeSpa: YesCondo
Taxes:$3,167
Elementary School: None
Remarks: Enjoy elevated city living with exceptional amenities and a prime downtown Sarasota location. This residence features a private lanai with beautiful sunrise views overlooking Pioneer Park—ideal for morning coffee or relaxing outdoors. Inside, the home offers updated wood-look flooring, granite and stone finishes, and a desirable split-bedroom floor plan providing added privacy. Recent updates include a new HVAC system (2025), water heater (2018), induction stove (2018), Bosch dishwasher (2018), and Samsung refrigerator (2018). Ideally situated just across from Sarasota Bay, the Van Wezel Performing Arts Hall, and The Bay park redevelopment, offering convenient access to waterfront recreation, dining, and cultural attractions. This mid-rise community (166 residences across six floors) is currently undergoing attractive interior updates and provides extensive amenities, including a heated pool and spa, fitness center, men’s and women’s locker rooms with saunas, business center with internet access, social and club rooms, library, billiards and card tables, and on-site management and maintenance. Additional features include 24-hour concierge service, secure fob entry, security cameras, guest suites for visitors, and pet-friendly policies. Comfortable, stylish, pet-friendly, and exceptionally located—this is more than a home; it’s a lifestyle you'll love coming home to.
Listing Agent: Susie Gillum (941-350-3552)
5370 ROYAL PALM AVE #5370, SARASOTA, FL 34234
$224,900152 Days on yellowkey MLS ID: A4677820
REDUCED by $10,000 (4.3%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $600 Tax: $1,832 (2025)Community: Royal Palm VillasVilla
Taxes:$1,832
Remarks: WELCOME to this beautifully maintained 2 bedroom, 2 bath villa located in the desirable Royal Palm Villas community of Sarasota!! As you enter, you are greeted by a fully UPDATED kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, seamlessly opening to the dining area and spacious living room which is perfect for both everyday living and entertaining. The living room offers a two panel sliding glass door that leads to the SCREENED, fully TILED lanai overlooking a PRIVATE backyard, creating a peaceful indoor-outdoor living experience. The primary suite features its own sliding doors to the lanai, an updated ENSUITE bathroom with a single vanity, and a walk-in tiled shower. A second bedroom and a full guest bathroom with a tub/shower combo provide comfortable accommodations for guests or family. Enjoy relaxing evenings in the screened lanai or take advantage of the community pool with covered seating, ideal for gathering with friends and neighbors. The home was renovated with hurricane resistant materials for added durability and peace of mind. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this home is perfectly located near Sarasota-Bradenton International Airport, the Ringling Museum and College, the Van Wezel Performing Arts Hall, downtown Sarasota, fine dining, shopping, and the FAMOUS Gulf beaches...you truly can’t beat this location!! Don't wait to make this your HOME and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
4944 MIDNIGHT LN, SARASOTA, FL 34235
$450,00018 Days on yellowkey MLS ID: A4698194
1 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3650 Built: 1991 Tax: $4,416 (2025)Community: CarrieSingle Family
Taxes:$4,416
Remarks: Under contract-accepting backup offers. Investor Special – Unique Opportunity in Sarasota! This is more than a home—it’s your chance to create something truly special. Situated on an expansive 33,949 sq ft lot (that’s over ¾ of an acre!), this 3,650 sq ft property is brimming with potential. Inside, you’ll find 5 spacious bedrooms, 2.5 baths, 3 office/den spaces (one of which has a skylight) and multiple living areas—plenty of room to make it your own. There is a stunning cathedral ceiling that fills the space with natural light. The outdoor space is just as impressive. The large pool, perfect for swimming laps or relaxing with friends and family, is complemented by updated equipment and a resurfaced finish. Love tropical fruit? Your private oasis features mango, avocado, moringa, calamondin and elderberry tree. Plus, with no HOA restrictions, you’ve got the flexibility to park an RV, build another residence, or even craft an outdoor paradise. This home already has solid improvements, including a newer roof (2019), two AC units (2019), and hot water units replaced in 2016 and 2023. Real hardwood floors add a timeless touch, and the wrap-around porch is as charming as it gets. While the home is fully hooked up to sewer, it’s also equipped with well water and while the electrical system dates back to 1991, this property is priced to reflect its potential—perfect for a flipper or dream-home renovator. This ideal location will provide easy access to Downtown Sarasota and the many dining, arts, cultural and shopping options. Easy access to Sarasota Bradenton International Airport, UTC Mall, Mote Science Education Aquarium, and many of the west coast beaches including Siesta Key and Lido Beach, this tropical haven is waiting for you. Schedule your tour today—opportunities like this are rare!
Listing Agent: Beth Harris (941-321-7148)
3033 WILLOW GRN #10, SARASOTA, FL 34235
$247,00078 Days on yellowkey MLS ID: A4691560
REDUCED by $3,000 (1.2%) on 07/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1221 Built: 1980 Tax: $2,758 (2025)Community: Willow GreenCondo
Taxes:$2,758
Remarks: Welcome to your peaceful Florida retreat! This highly desirable 2-bedroom, 2-bathroom condo in the Willow Green subdivision of The Meadows offers the perfect blend of affordability, comfort, and active resort-style living. Priced competitively at $247K, this home is an exceptional opportunity for seasonal "snowbirds," downsizers, or anyone wanting the quintessential Sarasota lifestyle without the hefty price tag. Step inside to a bright, low-maintenance layout designed for easy living. The Willow Green community is famous for its park-like setting, featuring mature oak trees, beautifully landscaped grounds, and a refreshing community pool just steps from your door. Best of all, this community is completely pet-friendly, so your four-legged family members are welcome here! Walk to The Meadows Shopping Center for Massage, Dental, Daycare, or a Bite to Eat. Includes Covered Carport Parking with Extra Storage. Plenty of Guest Parking. Option to Park Second Car. Primary Bedroom and Laundry are on First Floor. Located in the heart of The Meadows, you will enjoy access to 14 miles of shaded walking trails, 85 scenic lakes, a fitness center, pickleball courts, and optional country club golf memberships. Convenience is unmatched—you are within walking distance to the community dog park and the popular Sunday fresh market. Plus, you are just minutes from world-class shopping at the University Town Center (UTC) mall, dining, Nathan Benderson Park, I-75, and a short drive to Downtown Sarasota and pristine Gulf beaches. 25 mins to Lido Key Beach, Siesta Key Beach, and Longboat Key. 20 Minutes to SRQ Airport. Come Play Tennis, Pickleball. Relax in The Spa, Swim Laps at Our Olympic Size Clubhouse Pool. Three Great Golf Courses. Come See All The Meadows and Willow Green Beauty. Home to be Sold Furnished or Unfurnished. Schedule your private tour today and start living the maintenance-free Florida dream! Sellers are Motivated.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: George Lange (813-658-2121)
5188 MARSH FIELD LN #93, SARASOTA, FL 34235
$239,000162 Days on yellowkey MLS ID: A4681000
REDUCED by $6,000 (2.4%) on 06/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1981 Tax: $3,046 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,046
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your beautifully updated condominium in the Heronmere II section of the Meadows!This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the pond and of the 16th Fairway of the Meadows Country Club.As you approach your new condominium, you'll be greeted by well manicured landscaping and a contemporary style exterior. Step inside andprepare to be amazed by the modern upgrades and attention to detail. The updated kitchen features gorgeous wood cabinets with soft-closedrawers and doors, stunning quartz countertops, and stainless steel appliances. The spacious living areas, including the great room, dining room,and screened lanai, offer a comfortable and inviting atmosphere. The bathrooms have been tastefully updated to create to complete theexperience. The master suite is a true sanctuary, boasting a generous bedroom with wood ventilated shelving in the walk-in closet and anupdated bathroom featuring custom cabinets, granite countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and customshower with tiled walls and floor. The updated guest bath features custom cabinets, granite counters, undermount sink custom mirror, decorativemirror, light, plumbing fixtures, and custom shower with tiled walls. Step outside to your very own oasis. The spacious screened lanai area andopen patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course and pond view as your backdrop,you'll feel like you're on vacation every day. Updated windows and impact resistant sliding glass doors. Newer stainless steel appliances in kitchen, HVAC and water heater in 2019, Carpet in master bedroom, secondary bedroom in 2020 and 2021,bathrooms 2022, kitchen cabinets, quartz countertops in 2024, luxury vinyl plank flooring in the foyer, living room, dining room and kitchen 2024 . A convenient one covered carport and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in theMeadows. Just minutes to the Meadows Country Club. Meadows homeowners are eligible for a Renaissance Access Card to the Meadows CountryClub. Additional memberships to the Meadow Country Club are available for additional fees.
Listing Agent: Matt Cannon Llc (941-228-2030)
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$189,000425 Days on yellowkey MLS ID: A4652341
REDUCED by $10,000 (5.0%) on 07/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
5313 SAN JUAN DR, SARASOTA, FL 34235
$295,000160 Days on yellowkey MLS ID: N6142648
1 Days Off yellowkey (back on 6/16/2026)
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1258 Built: 1972 Tax: $3,039 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,039
Remarks: Custom Built -Great starter home with Water Views in DeSota Lakes community located in highly desirable Sarasota FL. Expansive water views from Living Room - Kitchen- Dining and both bedrooms. Sliding glass doors lead out to the covered patio with a large backyard. Wood burning fireplace will take the nip out of the air on that rare occasion. Plenty of parking for your boat/RV. This home has a lot of potential to make your very own. NO HOA or CDD fees here.
Listing Agent: Tammy Kitt (941-284-7274)
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