Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
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1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$495,000117 Days on yellowkey MLS ID: A4688048
1 Days Off yellowkey (back on 7/24/2026)
REDUCED by $25,000 (4.8%) on 07/09/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,479
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
5350 MYRTLE #48, SARASOTA, FL 34235
$250,0008 Days on yellowkey MLS ID: A4700437
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Monthly Fee: $592 Tax: $3,190 (2025)Community: SomersetVilla
Taxes:$3,190
Remarks: Welcome to your charming, light-filled Florida retreat at 5350 Myrtle Wood in the highly desirable The Meadows neighborhood in Sarasota. This 2-bedroom, 2-bathroom ground-floor villa offers approximately 1064 square feet of well-designed, maintenance-free living space. Tucked away in the serene Somerset community, the home blends a relaxed resort lifestyle with unbeatable everyday convenience. Spacious Open Layout. Large living room and dining room combination perfect for easy entertaining and comfortable daily living. Modern & Fresh low-maintenance vinyl plank flooring installed across the bedrooms & the living/dining areas. Equipped with dedicated laundry featuring an in-unit washer and dryer. Poolside Living: Premium location directly in front of the community pool, offering immediate backyard access for a refreshing swim. Prime Shopping & Dining: Minutes from top-tier retail, restaurants, and grocery options at the University Town Center (UTC) district. Outdoor Recreation: Located next to Nathan Benderson Park for world-class rowing, walking trails, and community events. Commuter's Dream: Quick, hassle-free access to I-75 connects you to downtown Sarasota, local beaches, and airports.
Listing is courtesy of: PALM OASIS REALTY AND MGMT INC (941-750-6464)
Listing Agent: Tara Bolesta (941-232-8587)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,495,000284 Days on yellowkey MLS ID: A4668129
0 Days Off yellowkey (back on 7/24/2026)
REDUCED by $290,000 (7.7%) on 07/10/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5030 MARSH FIELD RD #22, SARASOTA, FL 34235
$250,0004 Days on yellowkey MLS ID: A4700583
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1191 Built: 1979 Tax: $2,687 (2025)Community: HeronmereCondo
Taxes:$2,687
Remarks: Welcome to Heronmere in The Meadows! Home can be sold turnkey furnished with an acceptable offer This beautifully updated 2-bedroom, 2-bath second-floor condo offers peaceful views of the tropical landscaping and community pool from two private screened lanais. Inside you'll find easy maintenance bamboo flooring throughout, stainless steel appliances and impact windows. Enjoy the exceptional lifestyle The Meadows is known for, with scenic walking trails, golf, tennis, pickleball, fitness amenities, and dining, all just minutes from UTC, Nathan Benderson Park, downtown Sarasota, and the area's world-famous beaches. Don't miss this opportunity to enjoy maintenance-free Florida living in one of Sarasota's most desirable communities.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Cassandra Roznos (941-545-2690)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000682 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
290 COCOANUT AVE #703, SARASOTA, FL 34236
$3,295,000124 Days on yellowkey MLS ID: A4687391
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
Remarks: Under Construction. Move in this year! Residence 7B at The Edge Sarasota captures the essence of refined urban living in the heart of downtown’s vibrant Arts District. This impeccably designed three-bedroom, three-bath corner residence spans over 3,500 square feet, with floor-to-ceiling windows that fill the home with natural light. An open-concept layout is complemented by soaring ceilings and a chef-inspired kitchen featuring Italian cabinetry, quartz countertops, and a premium Sub-Zero and Wolf appliance suite thoughtfully curated for effortless, elevated living. A private terrace extends the living space outdoors, offering a serene retreat above the city’s energy. Residents enjoy exclusive access to a collection of resort-style amenities, including a pool with cabanas, state-of-the-art fitness center, yoga studio, sauna, secure parking, and pet-friendly features throughout. With just 27 residences, The Edge Sarasota offers an intimate boutique lifestyle just moments from the city’s celebrated dining, galleries, and cultural experiences perfectly reflecting Sarasota’s artful and walkable character. Renderings are conceptual and reflect the intended design and finish standards of the community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
290 COCOANUT AVE #604, SARASOTA, FL 34236
$3,570,000257 Days on yellowkey MLS ID: A4671705
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3154 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Remarks: Under Construction. The Edge Sarasota defines urban luxury in the heart of downtown’s vibrant Arts District. Residence D is a stunning 2-bedroom, 2.5-bathroom plus den corner residence offering just over 3,100 sq. ft. of living space with floor-to-ceiling windows and expansive city and bay views spanning from the East to Southeast. The open-concept design showcases soaring ceilings and a chef’s kitchen featuring Italian cabinetry, Wolf and Sub-Zero appliances, a gas cooktop, and a waterfall-edge island—perfect for entertaining. The owner’s suite is a true retreat, complete with dual walk-in closets, a morning bar, and a spa-inspired bath with dual vanities, a soaking tub, and a glass-enclosed shower. A private terrace, den, and full laundry room with utility sink provide additional comfort and functionality. Residents at The Edge enjoy an array of resort-style amenities, including a pool deck with hot and cold plunge pools, cabanas, outdoor kitchens, and an owners’ wellness club with a state-of-the-art fitness center, yoga room, infrared sauna, and treatment rooms. Additional spaces include a social lounge, bar, game room, catering kitchen, and private dining room with individual wine lockers. With only 27 exclusive residences, The Edge offers a boutique downtown lifestyle steps from Sarasota’s acclaimed restaurants, galleries, boutiques, and the Bayfront. Construction is underway, with limited opportunities remaining to personalize interior finishes. Secure your place at The Edge Sarasota today—where contemporary design meets timeless elegance in one of the city’s most desirable addresses. We invite all qualified buyers for a personal hard hat tour. Please call the listing office to schedule your appointment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
290 COCOANUT AVE #601, SARASOTA, FL 34236
$3,270,000405 Days on yellowkey MLS ID: A4655024
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3270 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Remarks: Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city. Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub. Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area. The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District. Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.
3174 WINDRUSH #25, SARASOTA, FL 34235
$327,9005 Days on yellowkey MLS ID: TB8531019
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984 Tax: $3,999 (2025)Community: Windrush BourneSpa: NoVilla
Taxes:$3,999
Remarks: Enjoy carefree Florida living in this turnkey-furnished 2-bedroom, 2-bath villa with a one-car garage, nestled in the desirable Windrush Bourne community of The Meadows. This bright, open home features soaring 14-foot ceilings, an updated kitchen with granite countertops, custom cabinetry, stainless steel appliances, remodeled bathrooms, and an enclosed lanai overlooking a peaceful lake. Residents enjoy two community pools and optional membership to The Meadows Golf & Country Club, featuring 54 holes of golf, tennis, pickleball, fitness facilities, dining, and miles of scenic walking and biking trails. Ideally located less than three miles from UTC, six miles from downtown Sarasota, and under ten miles from Lido Key and Siesta Key beaches, this villa offers the perfect blend of comfort, convenience, and low-maintenance living.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jerry Gemmecke (317-445-2434)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000155 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Elementary School: Emma E. Booker Elementary
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Bev Murray (941-724-4995)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000306 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Tax Year: 2024
Remarks: Private and EPIC 180 Views! Every day is a vacation living on the beach in this Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. With no waitlist for the optional Ritz Beach Club Membership, this versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience resort-like lifestyle firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00073 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Leslie Capozzi (941-248-6062)
2467 MANGUM CT, SARASOTA, FL 34237
$739,000270 Days on yellowkey MLS ID: A4669179
REDUCED by $10,000 (1.3%) on 04/28/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 2022Monthly Fee: $297 Tax: $8,051 (2024)Community: Payne Park Village Ph IiSpa: NoTownhouse
Taxes:$8,051
Remarks: Take a look at this exceptional 3-bedroom, 3.5-baths standalone residence with 2,062 sqft. of living space in Payne Park Village. LOCATION*LOCATION*LOCATION. The stand-alone design with hurricane impact-resistant doors and windows with no common shared walls provides an added sense of privacy, lower insurance rates, and sets this residence apart as one of the few in the community to feature its own fenced side yard, a rare and valuable perk for outdoor enjoyment, gardening, or pets. Built by a reputable builder, David Weekley Homes, this residence hosts impeccable craftsmanship, thoughtful builder upgrades, and modern design, while offering a lifestyle defined by walkability, outdoor recreation, and the cultural energy of Downtown Sarasota. From the moment you step inside, you’ll notice how the layout hosts natural light throughout. The open-concept main living area is perfect for both entertaining and everyday comfort, featuring a spacious living and dining area, gourmet kitchen, and access to a private balcony. Upgraded window blackout shades ensure comfort and privacy, while carpet runners on the stairs add both elegance and functionality. The primary suite is a true retreat, with a large spa-inspired bathroom and an expansive walk-in closet. Two additional bedrooms, each with its own bathroom, provide plenty of space for family or guests. A laundry room on the third level ensures convenient living, while the two-car garage with epoxy flooring provides parking, extra storage, and an electric car hookup. Beyond your front door, Payne Park Village offers a true low-maintenance lifestyle with resort-style amenities, including a heated pool and spa for relaxation, a shaded cabana and BBQ area for gatherings, a dedicated dog park, and a turf play area designed for outdoor fun. Its location places you directly across from one of Sarasota’s most beloved green spaces, Payne Park, which is a public park with tree-lined walking and biking paths, a tranquil pond with a fountain, tennis courts, a skate park, a café, and the Circus Park playground. The park is also pet-friendly, making it perfect for dog owners. Outdoor enthusiasts will also love having the Legacy Trail just steps away, offering a scenic trail system stretching all the way to Venice for biking, running, and walking. Beyond the community, this residence places you in the heart of Downtown Sarasota, where everything is within walking or biking distance. Indulge in world-class dining, explore boutique shopping, and enjoy cultural experiences at the Sarasota Opera House, theaters, art galleries, and museums. Spend weekends at Marina Jack and Bayfront Park, both offering stunning waterfront views and outdoor activities. The newly developed Quay Sarasota Bayfront Park further enhances your lifestyle, with modern amenities and direct bayfront access just minutes from home. Sarasota Memorial Hospital is just a few minutes away, offering peace of mind for health and wellness. The white sands of Lido Key Beach and the upscale shopping and dining of St. Armands Circle are also a short drive, ensuring you’re never far from Sarasota’s famous Gulf Coast lifestyle. What makes this home truly special is the combination of modern construction, prime location, and competitive pricing. Don’t miss your chance to call this stunning residence home and schedule your private showing today!
Listing Agent: Janette Schafer (954-298-7791)
1275 42ND ST, SARASOTA, FL 34234
$375,000264 Days on yellowkey MLS ID: A4670391
REDUCED by $24,000 (6.0%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSpa: NoSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
Remarks: Fully Furnished Sarasota Home with Short-Term Rental Potential – Just Minutes from Beaches, Shopping & Nightlife! Whether you're looking for a primary residence, seasonal getaway, or income-producing investment property, this move-in-ready Sarasota home checks all the boxes. Offered completely furnished, this property is located within the City of Sarasota, allowing 7-day minimum rentals, creating an excellent opportunity for short-term rental income. This meticulously maintained 3-bedroom, 2-bath, 2-car garage home features a desirable split-bedroom floor plan and a spacious open-concept great room designed for comfortable everyday living and entertaining. The kitchen area is complemented by a generous 5x7 storage closet and convenient indoor laundry space, offering both functionality and flexibility. Step outside to the large, screened lanai, the perfect place to relax, dine outdoors, or enjoy Florida's year-round sunshine without the pests. An air-conditioned workshop/storage shed provides valuable additional space for hobbies, projects, or extra storage. Recent updates and notable features include new plank flooring in the bedrooms (2025), fresh interior paint (2025), new blackout blinds, hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and a roof replaced in 2014. The home also offers an expanded driveway, attractive low-maintenance landscaping, and added peace of mind with an exterior generator hookup and a Gemma's GM I 2000ED dual-fuel generator (gas/propane) that conveys with the property. Ideally located near Sarasota's world-famous beaches, shopping, dining, entertainment, and nightlife, as well as Ringling College of Art and Design and New College of Florida, this property offers the perfect combination of convenience, lifestyle, and investment potential. Don't miss this rare opportunity to own a fully furnished Sarasota home with flexible rental possibilities in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
5626 MONTE ROSSO RD, SARASOTA, FL 34243
$269,00012 Days on yellowkey MLS ID: A4699571
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1141 Built: 1992Monthly Fee: $332 Tax: $1,518 (2025)Community: Riviera Club Village At Longwood Run Ph 02Villa
Taxes:$1,518
Remarks: Virtually Staged. **Maintenance-Free Luxury Living in Riviera Club.** Welcome to this beautifully maintained 2-bedroom, 2-bath attached single-family home, where an open, light-filled floor plan, soaring vaulted ceilings, and tranquil POND VIEWS create an inviting retreat. The home also features valuable updates including FRESH INTERIOR PAINT throughout (2026), a newer roof (2020), exterior painting (2021), and water heater (2024), offering added peace of mind for years to come. Designed for effortless Florida living, the spacious brick-paver COURTYARD offers the perfect setting for entertaining or relaxing outdoors, while glass doors from the living room open to a PRIVATE PATIO overlooking the water. The split-bedroom layout provides comfort and privacy, complemented by a spacious primary suite featuring an en suite bath and walk-in closet, along with indoor laundry, generous storage, and a spacious TWO-CAR GARAGE. Enjoy the ease of maintenance-free living with HOA-covered exterior maintenance, roof maintenance, and lawn care. Just steps away, Longwood Park offers pickleball and tennis courts, a gymnasium, playgrounds, walking paths, and more. Perfectly positioned near premier shopping and dining by the University Town Center Mall (UTC), plenty of pristine golf clubs such as Palm Aire Country Club, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the world-renowned beaches of Siesta Key and Lido Key, this move-in-ready home offers the ideal blend of luxury, convenience, and the coveted Florida lifestyle. Schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Dean Hinterstoisser (941-726-0314)
2505 BOONE CT, SARASOTA, FL 34237
$695,00018 Days on yellowkey MLS ID: A4698926
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2070 Built: 2022Monthly Fee: $654 Tax: $8,366 (2024)Community: Payne Park Village Ph IiSingle Family
Taxes:$8,366
Remarks: BEST DEAL in town!! Where modern sophistication meets the energy of downtown Sarasota, this exceptional three-story residence offers a lifestyle few homes can match. Designed with one of the community's most desirable layouts, the home features additional windows that flood the second floor with natural light, creating an atmosphere that feels bright, open, and effortlessly refined. Thoughtfully curated with designer finishes throughout, the home balances clean contemporary style with everyday comfort. At its heart, the chef's kitchen showcases sleek Quartz surfaces, premium appliances, abundant storage, and an oversized island that invites everything from casual mornings to elegant entertaining. The open-concept living spaces flow seamlessly to a private balcony, while a versatile first-floor suite with its own full bath offers the ideal space for guests, a home office, or a private retreat. Upstairs, the primary suite is a sanctuary of understated luxury, complete with a spa-inspired bath and expansive walk-in closet. Every detail has been carefully selected to create an atmosphere that is both sophisticated and welcoming. Completing the home is an oversized two-car garage featuring upgraded overhead storage on both sides serving as an exceptional convenience for organizing beach gear, bicycles, and seasonal essentials without sacrificing parking or living space. Beyond your front door, the Sarasota lifestyle truly comes to life. Just a short stroll away, Payne Park offers a lush urban oasis with scenic ponds, walking paths, tennis courts, and direct access to the Legacy Trail bringing nature, recreation, and wellness seamlessly into your everyday routine. Spend your afternoons exploring downtown's celebrated culinary and arts scene, then end the day with a sunset at Lido Key. Resort-style amenities including a sparkling pool, spa, cabana, and dog park complete this exceptional lifestyle. Rarely does a home combine exceptional design, abundant natural light, thoughtful functionality, and an unmatched downtown lifestyle so effortlessly and at such a low price! This is more than a residence, it's an invitation to experience Sarasota at its finest. Schedule your private showing TODAY before it’s gone !!
5723 MONTE ROSSO RD, SARASOTA, FL 34243
$279,1004 Days on yellowkey MLS ID: A4700075
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1218 Built: 1990Monthly Fee: $332 Tax: $1,445 (2025)Community: Riviera Club Village At Longwood Run Ph 01Spa: NoSingle Family
Taxes:$1,445
Remarks: Virtually Staged. Welcome to this 2-bedroom, 2-bath villa with a 2-car garage, located in the desirable, all-ages community of Riviera Club. This light-filled home features cathedral ceilings, porcelain tile flooring throughout, and an enclosed Florida room that provides additional living space year-round. The primary suite offers a walk-in closet and an en-suite bathroom. Enjoy Florida living outdoors with a charming front paver courtyard and a rear paver patio, perfect for relaxing or entertaining. Updates include a 2019 HVAC and heat pump, a 2021 Siemens 150-amp electrical panel, and repiping completed in 2007 for added peace of mind. Less than half a mile away, Longwood Park Community Center offers playgrounds, pickleball, tennis, basketball, baseball, walking paths, and more. Conveniently located just minutes from UTC shopping and dining, SRQ Airport, downtown Sarasota, and approximately 10 miles from Lido Key Beach and 13 miles from world-famous Siesta Key Beach, this villa offers the perfect combination of comfort, convenience, and the Florida lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Gina Zambrana (203-273-0622)
213 WHISPERING OAKS CT, SARASOTA, FL 34232
$350,0009 Days on yellowkey MLS ID: A4700120
0 Days Off yellowkey (back on 7/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1871 Built: 1977 Tax: $4,614 (2025)Community: Whispering OaksSingle Family
Taxes:$4,614
Remarks: Exceptional opportunity in the established Whispering Oaks neighborhood! This 3-bedroom, 2-bath Ranch style home offers 1,871 square feet of living space and is ready for renovation. Featuring an open-concept floor plan with abundant natural light, a spacious primary suite, two-car garage, and a fenced, private backyard, the home offers excellent bones and endless potential for updating. Whether you are an Investor, Flipper, or Buyer looking to build equity, this fixer-upper presents a rare chance to transform a property in a highly desirable Sarasota location. The neighborhood's central Sarasota location offers convenient access to shopping and dining, including University Town Center, and is just a short drive to the world-famous sugar sands of Siesta Key Beach. Downtown Sarasota is minutes away, offering a vibrant cultural scene, entertainment, and amenities. With easy access to I-75 and other major routes, commuting is a breeze. Bring your Vision and make this property shine. Property being sold As-Is,
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Kathy Nunnally Mccann (540-354-1204)
2588 COLORADO ST, SARASOTA, FL 34237
$525,000285 Days on yellowkey MLS ID: A4668318
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1585 Built: 1955 Tax: $5,758 (2024)Community: Ringling ParkSingle Family
Taxes:$5,758
Remarks: Back on market after extensive renovations! You asked, we listened!! Move right into this beautifully remodeled Sarasota gem, where modern updates, an unbeatable location, and an oversized lot come together to create a truly rare opportunity. Filled with natural light from large windows throughout, this charming 3-bedroom, 2-bath home has been thoughtfully refreshed with luxury vinyl plank flooring, granite countertops, white shaker-style cabinetry, new appliances, and fresh interior paint, offering a bright and welcoming feel from the moment you step inside. Set on an expansive 12,000+ square foot lot, the property provides endless possibilities for gardening, entertaining, play, or future expansion. Garden enthusiasts will appreciate the generous outdoor space, while the bonus room offers flexibility for a home office, playroom, fitness space, or guest retreat. Located just blocks from downtown Sarasota and Payne Park, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable destinations, including world-famous beaches, exceptional dining, shopping, arts, and entertainment. Complete with a one-car garage and move-in-ready condition, this is the kind of home that rarely becomes available—a perfect blend of location, lifestyle, and value.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000147 Days on yellowkey MLS ID: TB8481018
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Remarks: Under contract-accepting backup offers. Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
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