Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1350 5TH ST #402, SARASOTA, FL 34236
$695,00036 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,936
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
1216 34TH ST, SARASOTA, FL 34234
$375,00019 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2026
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Crystyn Cramer (941-284-4961)
1065 LEWIS AVE, SARASOTA, FL 34237
$389,90025 Days on yellowkey MLS ID: A4695338
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $10,000 (2.5%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1295 Built: 1996 Tax: $2,544 (2025)Community: FairwaySpa: NoSingle Family
Taxes:$2,544
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. NO HOA • NO FLOOD ZONE • BLOCK CONSTRUCTION • NEW ROOF 2022 • OVERSIZED 2-CAR GARAGE Welcome to this beautifully maintained 3-bedroom, 2-bath home ideally located in the heart of Sarasota. Built with durable block construction and featuring a new roof installed in 2022, this property offers peace of mind, flexibility, and exceptional value. Inside, you'll find a bright open floor plan filled with natural light, updated finishes, and a spacious kitchen featuring granite countertops, stainless steel appliances, and modern cabinetry—perfect for both everyday living and entertaining. Step outside to enjoy the large screened lanai overlooking a fully fenced backyard complete with a storage shed, offering plenty of space for pets, gardening, outdoor gatherings, or simply relaxing in your own private retreat. One of this home's biggest advantages is its unbeatable location. Just minutes from Downtown Sarasota, Payne Park, Sarasota Memorial Hospital, Ed Smith Stadium, shopping, dining, and Sarasota's world-famous beaches, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable places to live.Whether you're a first-time homebuyer, looking to downsize, or searching for a solid investment opportunity, this home offers the perfect combination of location, comfort, and everyday convenience. Schedule your private showing today.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,900119 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Villa
Taxes:$3,866
Elementary School: Emma E. Booker Elementary
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90048 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Elementary School: Gocio Elementary
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
5737 FORESTER LAKE DR, SARASOTA, FL 34243
$525,00023 Days on yellowkey MLS ID: A4695165
1 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 1988Monthly Fee: $67 Tax: $4,933 (2025)Community: Cedar CreekSpa: NoSingle Family
Taxes:$4,933
Remarks: Under contract-accepting backup offers. Welcome to Cedar Creek, one of Sarasota's most sought-after communities, where tree-lined streets, mature landscaping, and an unbeatable location create the perfect place to call home. This beautifully maintained 4-bedroom, 2-bath pool home combines modern updates with comfortable Florida living. Step inside to discover an open-concept floor plan filled with natural light, soaring ceilings, fresh interior paint, and stylish plank tile flooring throughout the home. At the heart of the home, the fully renovated kitchen shines with elegant quartz countertops, crisp white cabinetry, and an inviting layout that seamlessly connects to the living and dining spaces—ideal for everyday living and entertaining alike. Designed with privacy in mind, the split-bedroom floor plan offers a peaceful retreat for owners and guests. The spacious primary suite features direct access to the lanai, a generous walk-in closet, and an ensuite bath with a large walk-in shower. Multiple sliding glass doors from the family room, dining room, and primary suite open to the expansive screened lanai, creating a true indoor-outdoor lifestyle. Relax under the covered seating area, take a refreshing swim in the sparkling pool, or enjoy the privacy provided by lush tropical landscaping that surrounds the outdoor living space. This home has been lovingly maintained and thoughtfully updated, including a newer roof (2021), A/C (2018), newer pool pump (2026), and recently replaced lanai screens, offering peace of mind for years to come. Residents of Cedar Creek enjoy low HOA fees, no CDD fees, and a prime location just minutes from UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, Sarasota-Bradenton International Airport, world-class golf courses, downtown Sarasota, vibrant arts and entertainment venues, and the area's renowned Gulf Coast beaches. Move-in ready and perfectly positioned in the heart of Sarasota, this exceptional pool home offers the lifestyle you've been searching for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Daria Chmyl (941-900-4344)
5872 PAUMA CT, SARASOTA, FL 34232
$365,00032 Days on yellowkey MLS ID: A4694714
REDUCED by $10,000 (2.7%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1373 Built: 1989Monthly Fee: $45 Tax: $2,527 (2025)Community: Deer HollowSingle Family
Taxes:$2,527
Remarks: Welcome to Deer Hollow! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and value in one of Sarasota's most centrally located communities. Featuring an open and airy floor plan with high ceilings, tile flooring throughout the main living areas, and stylish stone countertops, this home is designed for easy Florida living. The spacious living area flows seamlessly to the kitchen and dining space, while sliding glass doors bring in plenty of natural light bring you out to the large screen lanai to enjoy the peaceful back yard. Enjoy peace of mind with solid block construction, a newer roof, and low annual HOA fees. The backyard provides room to relax, entertain, or let pets play, and the attached 1-car garage adds extra storage and convenience. Deer Hollow residents appreciate the quiet neighborhood setting with sidewalks and easy access to shopping, dining, parks, I-75, UTC Mall, downtown Sarasota, and world-famous Gulf beaches. Whether you're a first-time homebuyer, seasonal resident, or investor, this move-in ready Sarasota home is a fantastic opportunity you won't want to miss!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
2746 53RD ST, SARASOTA, FL 34234
$1,200,0005 Days on yellowkey MLS ID: A4696132
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)
1075 BLUE SHELL LOOP, SARASOTA, FL 34240
$2,372,44067 Days on yellowkey MLS ID: A4690603
REDUCED by $75,000 (3.1%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3054 Built: 2026Monthly Fee: $975 Tax: $6,533 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$6,533
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Newly priced as part of our QUICK MOVE IN INCENTIVE SPECIAL! Welcome to Wild Blue at Waterside, where luxury coastal living meets natural serenity. This exceptional Stock Luxury Homes inventory residence offers 3 bedrooms, 4.5 bathrooms, a spacious Great Room, private Study, and versatile Bonus Room. Designed for seamless indoor-outdoor living, the expansive lanai features a pool, spa, outdoor kitchen, and fireplace—perfect for year-round enjoyment. A 3-car garage adds convenience and storage. Set on a beautiful preserve homesite just moments from the clubhouse, this home offers both privacy and prime location. Move-in ready—an outstanding opportunity in one of the area’s most sought-after communities. Please contact us for additional inventory options not yet showing on the MLS.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
5221 LAKE VILLAGE DR #24, SARASOTA, FL 34235
$235,0005 Days on yellowkey MLS ID: C7527429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1981 Tax: $1,380 (2025)Community: Village LakeSpa: NoCondo
Taxes:$1,380
Remarks: Imagine starting every morning with peaceful lake views, gentle breezes, and the tranquility of waterfront living right from your own screened lanai. Nestled in the desirable Lake Village community, this beautifully maintained condo offers the perfect blend of comfort, convenience, and the relaxed Sarasota lifestyle buyers are searching for. Step inside to discover a spacious, light-filled floor plan designed for easy living and effortless entertaining. The expansive living and dining areas flow seamlessly together, creating an inviting space for gathering with family and friends while large sliding glass doors frame the stunning water views beyond. The oversized screened lanai feels like an extension of the home, providing the perfect place to enjoy your morning coffee, unwind after a day of shopping or exploring Sarasota, or simply soak in the serene lakefront setting. The kitchen offers abundant cabinetry, generous counter space, and a cozy breakfast nook, making meal preparation both convenient and enjoyable. The thoughtful split-bedroom layout provides privacy for everyone, with a spacious primary suite that serves as a peaceful retreat featuring ample closet space and an en-suite bath. The guest bedroom is generously sized and ideal for visiting family, friends, or a home office. Beyond the home itself, the location is truly hard to beat. Just minutes from The Mall at University Town Center, you'll have access to some of Sarasota's best shopping, dining, entertainment, and everyday conveniences. Whole Foods, Fresh Market, Benderson Park, countless restaurants, golf courses, medical facilities, and downtown Sarasota are all within easy reach. Spend your mornings shopping at UTC, your afternoons exploring St. Armands Circle, and your evenings enjoying dinner downtown before returning home to the peaceful setting of your lakeside retreat. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo delivers the maintenance-free Florida lifestyle buyers want in one of Sarasota's most convenient and sought-after locations. With beautiful water views, generous living space, and easy access to Sarasota's top destinations, this is an opportunity you won't want to miss.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-639-1376)
Listing Agent: Jennifer Taylor (941-204-0360)
8542 FRANGIPANI TER, SARASOTA, FL 34240
$798,0008 Days on yellowkey MLS ID: A4697227
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2483 Built: 2023Monthly Fee: $295 Tax: $7,560 (2025)Community: Windward At Lakewood RanchSpa: YesSingle Family
Taxes:$7,560
Remarks: Welcome to 8542 Frangipani Terrace in Windward at Lakewood Ranch, where designer finishes, thoughtful upgrades, and effortless Florida living come together in one of Sarasota’s most desirable gated communities. Built in 2023, this 4-bedroom, 2.5-bath home with downstairs Primary Bedroom offers 2,483 square feet of light-filled living space with tile flooring, an open-concept layout, walk-in closets, and a beautifully upgraded kitchen. The outdoor living area is the showstopper, with a private pool and spa, outdoor kitchen, covered lanai, and sliding doors that create the perfect indoor-outdoor flow. Additional upgrades include water filtration, hurricane-rated windows and sliders, irrigation, natural gas, generator and a tile roof. Located off Fruitville and Lorraine, Windward offers exceptional convenience to UTC, Waterside, downtown Sarasota, and Gulf beaches including Siesta Key, Lido, and Anna Maria Island. Residents enjoy a 9,600 sq. ft. clubhouse, two gyms, playground, tennis and pickleball courts, two dog parks, and two resort-style pools. Don’t wait to build when this upgraded Windward pool home is ready now.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
1649 8TH ST, SARASOTA, FL 34236
$749,00027 Days on yellowkey MLS ID: A4695133
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1820 Built: 1996 Tax: $4,092 (2025)Community: Petroutsa Brothers SubSpa: NoSingle Family
Taxes:$4,092
Middle School: None
Remarks: Welcome to the heart of Sarasota living in the desirable Gillespie Park neighborhood! This spacious 4-bedroom, 2-bath residence offers over 1,800 square feet of comfortable living space with an open floor plan, soaring ceilings, and durable tile flooring throughout. Built in 1996 and thoughtfully updated with a new AC system and new windows, the home combines modern efficiency with everyday functionality. The enclosed garage provides exceptional flexibility and can serve as a bonus room, home office, den, fitness space, or potential in-law suite opportunity. Step outside to your own private backyard sanctuary featuring a fully fenced yard—perfect for entertaining, gardening, pets, or simply enjoying Florida’s outdoor lifestyle. Located within Sarasota city limits, this property offers excellent short-term rental potential and places you just minutes from vibrant downtown Sarasota, world-renowned beaches, SRQ Airport, shopping, dining, arts, and entertainment. Residents of Gillespie Park enjoy access to the community’s beautiful 10-acre park featuring tennis courts, walking paths, a scenic pond, playground, and expansive green space. Whether you’re searching for a primary residence, investment property, or seasonal retreat, this home delivers the best of Sarasota living with location, versatility, and lifestyle all in one exceptional package.
Listing Agent: Angela Adams (941-809-9760)
3576 PARKRIDGE CIR #30-101, SARASOTA, FL 34243
$275,0006 Days on yellowkey MLS ID: A4696817
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 2005 Tax: $3,274 (2025)Community: Parkridge Ph 33 & 19Condo
Taxes:$3,274
Remarks: Virtually Staged. First Floor Unit with Big Water View!! Welcome to your slice of Sarasota paradise in the sought-after gated community of Parkridge! Ideally situated just off University Parkway in the heart of UTC Corridor, this beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort, convenience and Florida lifestyle living. Featuring over 1,200 square feet of thoughtfully designed living space, this light-filled home includes an attached one-car garage, open-concept living and dining areas, and a private screened lanai where you can relax and enjoy tranquil lake and fountain views! The spacious primary suite provides a peaceful retreat, while the split-bedroom floor plan offers privacy and flexibility for family, guests, or a home office. Enjoy the ease of maintenance-free living with community amenities including a heated pool, beautifully landscaped grounds, gated security, No CDD and low HOA dues. Location is everything!! Just minutes from University Town Center, Nathan Benderson Park, Lakewood Ranch, downtown Sarasota, Sarasota-Bradenton International Airport, world-class shopping, dining, entertainment, and the white sand beaches of Siesta Key, Lido Key, and Anna Maria Island. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional home places you at the center of everything Sarasota has to offer.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Melissa Killion (941-248-6840)
6950 EL DORADO DR, SARASOTA, FL 34240
$1,699,900142 Days on yellowkey MLS ID: A4679055
REDUCED by $50,100 (2.9%) on 06/19/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3977 Built: 1981Monthly Fee: $85 Tax: $14,829 (2025)Community: Pine Valley RanchesSpa: NoSingle Family
Taxes:$14,829
Remarks: A PREMIUM HIDDEN LOCATION WITH CONVENIENCE AND PRIVACY! These private acreage lots allow up to three structures on the property—build an ADU, add a large workshop, and still have room to create whatever you envision. Endless possibilities await! This exceptional estate is set on more than five fully fenced acres of beautifully manicured, lush grounds. Tucked away, you will enter through a winding, tree-canopied driveway. Welcome to “The Ranch at Pine Acres ” a five-bedroom residence, where complete privacy and peaceful natural surroundings create a country feel. Delight in the endless possibilities of this private home in Pine Valley Ranches. This hidden gem is perfectly positioned on the most desirable 5-acre lot in this exclusive community, offering the perfect balance of tranquil country living and easy access to I75, Sarasota’s downtown, University Town Center, Waterside, and the renowned Gulf beaches. The main home offers nearly 4,000 square feet of professionally designed living space, with expansive views from every window of this private estate. This unique property is move-in ready. Recent upgrades include a new metal roof on both the home and barn, pavered walkways and patio, wood and Trex decking, a large saltwater pool, three air-conditioning systems. Impact windows and French doors throughout offer abundant natural light with cedar plank tongue-and-groove vaulted ceilings. At the heart of the home, the gourmet kitchen flows seamlessly into the formal dining room and is open to the oversized great room that has a beautiful wood-burning fireplace with specialty coquina stone. Designed for both function and style, the kitchen showcases rich 5/4" cherry cabinetry with under-cabinet lighting, multiple copper farm house sinks, imported granite countertops, Mulga White Turkish marble backsplash extending to the ceiling, built-in appliances including a cabinet-faced KitchenAid refrigerator, Miele built-in oven, THOR induction cooktop, Bosch dishwasher, GE infrared microwave and an exceptionally spacious butler’s pantry with even more storage. A large multipurpose room with laundry area provides flexible space for a playroom, office, or additional family room or storage. The generous primary suite overlooks the front picturesque grounds with its private balcony/deck. This second-level retreat features a luxurious Indian Rainforest marble bathroom fully equipped with a soaking tub and large shower, dual walk-in closets, and beautiful oak floors. A second two-room suite completes the upper level. Adjacent flex space is ideal for an office, playroom, or additional bedroom overlooking the trees of “The Ranch at Pine Acres ”. Three additional bedrooms are located on the first floor, offering comfortable accommodations for a large family and/or guests. Attached 3-car oversized garage with a hurricane room and RV hookup. Adding to the property’s versatility is a massive, detached barn featuring a horse stall, workshop, tack room, generous storage space, two more RV hookups, and a surrounding horse paddock—ideal for equestrian use, recreational vehicles, or additional storage. A Sarasota premier location...where private acreage meets the charm of country life... yet right in Sarasota!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999316 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Tax Year: 2024
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
309 AMHERST AVE #51, SARASOTA, FL 34232
$145,0007 Days on yellowkey MLS ID: A4697447
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1250 Built: 1972 Tax: $2,012 (2025)Community: Fairway OaksTownhouse
Taxes:$2,012
Remarks: Beautifully updated 3-bedroom, 2.5-bath end-unit townhome tucked away in the back of Fairway Oaks, offering added privacy and exceptional value for both homeowners and investors. This move-in-ready home has been extensively renovated with numerous recent upgrades, including new hurricane-impact windows (2026), new flooring throughout the main level (2026), new stairs (2026), new interior doors (2026), and a new electrical panel (2026). The kitchen features a new refrigerator and microwave, along with updated finishes, while the bathrooms have been tastefully remodeled. Additional highlights include newer laundry appliances and a 2017 A/C system. For investors, this property presents an excellent opportunity, as it is currently tenant-occupied and generating $2,000 in rental income, providing immediate cash flow potential. Enjoy a spacious and well-maintained interior with fresh finishes, abundant natural light, and a functional layout ideal for everyday living or long-term investment. Fairway Oaks offers fantastic community amenities, including a large community pool, playground, tennis courts, and basketball courts. Ideally located in the heart of Sarasota, you’ll enjoy convenient access to Downtown Sarasota, I-75, shopping, dining, banks, fitness centers, Publix, Bravo Supermarket, Walgreens, and public transportation—all just minutes away. The community is also adjacent to the popular Circus Trail Nature Park and the public Bobby Jones Golf Course, with future Legacy Trail expansion plans nearby. Just a short drive to world-famous Siesta Key Beach, this property combines comfort, convenience, and location. Pets welcome. Whether you’re looking for your next home or a strong investment property with existing rental income, this beautifully updated townhome is one you won’t want to miss. Schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kimberly Macario (941-447-8766)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000222 Days on yellowkey MLS ID: A4671983
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Large windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing Agent: Robert Krasow (941-363-6507)
1097 WILLIS AVE, SARASOTA, FL 34232
$424,900105 Days on yellowkey MLS ID: A4685461
REDUCED by $10,000 (2.3%) on 06/19/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSpa: NoSingle Family
Taxes:$4,452
Remarks: Virtually Staged. Looking for space, flexibility, and freedom without HOA restrictions? This 4-bedroom, 2-bath Sarasota pool home offers exactly that. The backyard is built for enjoying Florida living, featuring a private pool, tiki hut, outdoor entertaining space, and a storage shed for added functionality. Whether you're hosting friends, relaxing by the water, or simply enjoying the sunshine, this outdoor setup creates a true backyard retreat. The front and side yard also offer a ton of activity space due to the corner lot positioning. Inside, the home offers a spacious and adaptable layout with multiple living areas that can easily be tailored to your needs. Create a formal dining area, home office, media room, playroom, or additional lounge space depending on your lifestyle. The kitchen has been updated with granite countertops, refreshed cabinetry, and newer appliances, blending practicality with a clean modern feel. The home also features solar panels to help offset electric costs, plus a newer well and septic system for added peace of mind and efficiency. Conveniently located near UTC Mall, Downtown Sarasota, Nathan Benderson Park, Bobby Jones Golf Club, Siesta Key Beach, shopping, dining, dog parks, sports fields, and everyday essentials, this property combines accessibility with the flexibility that’s becoming harder to find in Sarasota. If you’ve been searching for a pool home with room to spread out and fewer restrictions, this is an opportunity worth seeing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1195 VILLAGIO CIR #101, SARASOTA, FL 34237
$229,9006 Days on yellowkey MLS ID: A4697485
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1315 Built: 2002 Tax: $3,810 (2025)Community: VillagioCondo
Taxes:$3,810
Remarks: Virtually Staged. Move-In Ready 3BR/2BA Condo in Villagio – Welcome to maintenance-free, resort-style living in the heart of Sarasota! This beautifully updated 3-bedroom, 2-bath condo in the sought-after gated community of Villagio offers comfort, style, and an unbeatable location just 10 minutes from vibrant downtown Sarasota. Step inside to find luxury vinyl plank flooring throughout, an open-concept living and dining area, and abundant natural light. The kitchen features updated stainless steel appliances and generous cabinet space, flowing seamlessly into the main living areas — perfect for entertaining. The spacious primary suite is a true retreat, complete with a walk-in closet and a private nook ideal for a home office, with sliders opening directly to your own patio. Both bathrooms have been tastefully updated with modern finishes. A large indoor laundry room adds everyday convenience, and two covered parking spaces are included. Major-system peace of mind comes standard: new water heater (2026), AC (2022) with a 10-year warranty, new roof (2021), and fresh exterior paint (2024). Living in Villagio means enjoying a wealth of resort-style amenities, including a heated community pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground — all maintained for you. The location simply can't be beat. You're directly across from Ed Smith Stadium (spring training home of the Baltimore Orioles), enjoy a private community entrance to Tuttle Elementary, and are minutes from downtown Sarasota's dining, shopping, arts, and world-famous Gulf Coast beaches. Don't miss this rare opportunity to own a turnkey condo in one of Sarasota's most convenient and amenity-rich communities. Schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Lorie Masry (970-343-0209)
3924 ASHWOOD LN #59, SARASOTA, FL 34232
$169,00081 Days on yellowkey MLS ID: N6143712
REDUCED by $7,000 (4.0%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973Monthly Fee: $685 Tax: $1,781 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,781
Remarks: Under contract-accepting backup offers. BEST PRICED, this 2-bedroom, 2-bath villa presents an outstanding opportunity in a highly desirable 55+ community, combining value, location, and low-maintenance living. This light and bright home features an open living and dining area plus a versatile den ideal for a home office, hobby room, or additional guest space. The enclosed Florida room provides year-round enjoyment and added living space, perfect for relaxing or entertaining. A private laundry room with utility sink and extra storage adds convenience. Recent updates provide peace of mind and enhance overall appeal. The spacious primary suite includes a walk-in closet and an en-suite bathroom with an accessible shower. The guest bedroom is well-suited for visitors while maintaining flexibility for everyday use. Residents enjoy resort-style amenities including a heated pool, fitness center, clubhouse, shuffleboard, library, and an active social calendar. This welcoming community offers a true Florida lifestyle with strong neighbor connections. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, hospitals, and arts and culture. Bobby Jones Golf Club is just blocks away, featuring a recently renovated course and modern facilities. Ideal as a full-time residence, seasonal home, or investment opportunity, this villa delivers exceptional value at its new price point in one of Sarasota’s most convenient locations.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Scott Swonger (941-600-3534)
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