Location: Sarasota
Do Not Show Listings
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90097 Days on yellowkey MLS ID: A4689606
1 Days Off yellowkey (back on 7/13/2026)
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,836
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained Zen-inspired pool home in the sought after Glen Oaks Country Club Estates community of Sarasota. Situated on a spacious.22-acre lot, this move-in ready residence offers 2,115 square feet of thoughtfully designed living space, featuring two bedrooms, two bathrooms, a Florida room and a two-car garage. Step inside to discover new luxury vinyl flooring throughout, designer finishes, crown molding, and a stunning shiplap accent wall. The flexible floor plan provides comfortable everyday living while offering additional space for a home office, study, or hobby space. A separate dining room creates the perfect setting for entertainment family and friends. The kitchen features granite countertops and flows seamlessly into the main living areas, making it both functional and inviting. The spacious primary suite includes a walk-in closet, a large window overlooking the pool, beautifully updated finishes and a walk and shower. Thoughtfully positioned away from the guest bedroom, the suite provides added privacy and a peaceful retreat. Outside your private retreat awaits. The sparkling south-facing pool and expansive screened lanai creates a peaceful setting for year-round enjoyment. The fully fenced back yard includes a secure dog run and xeriscape landscaping for low maintenance living. Major updates provide peace of mind including a new roof, HVAC system, water heater in 2023, new plumbing lines completed in 2026, and a newly installed hurricane-rated front entry door. The property is not located in a flood zone and includes hurricane shutters including clear plan panels that allow natural light to filter into the home while providing added storm protection. Best of all, the HOA is voluntary. The location is hard to beat just a golf cart drive away from Bobby Jones Golf Course, approximately 3 miles from vibrant downtown Sarasota and a short drive to the area's renowned Gulf beaches, dining, shopping, and cultural attractions. University Town Center (UTC) with its exceptional shopping, restaurants, and entertainment is only 6 miles away. Lovingly maintained and thoughtfully updated this special home combines timeless character and modern conveniences in one of Sarasota's most desirable locations. Move in ready and full of warmth it offers a wonderful opportunity to relax, entertain, and enjoy the Florida lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
1681 8TH ST, SARASOTA, FL 34236
$550,000105 Days on yellowkey MLS ID: A4688573
REDUCED by $25,000 (4.3%) on 07/13/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1925 Tax: $6,100 (2025)Community: Petroutsa Brothers SubSingle Family
Taxes:$6,100
Elementary School: None
High School: None
Middle School: None
Remarks: Charming 2 bedroom, 1 bath bungalow located on a quiet street in the highly sought after Gillespie Park neighborhood of Sarasota. This home is truly move-in ready, with every detail thoughtfully updated. Enjoy peace of mind with PGT impact windows installed in 2024, along with a beautifully renovated kitchen featuring custom DeVittori cabinetry, a brand-new induction stove, quartz countertops, a new stainless french door refrigerator (December 2025) and a new dishwasher added in 2024. The bathroom and plumbing were completely updated in 2024, along with a new front door. Stylish, high-end luxury vinyl flooring flows seamlessly throughout the home, creating a cohesive and modern feel. Enjoy a large backyard with endless potential...perfect for adding a pool, guest house, or accessory dwelling unit. DTN zoning allows for increased flexibility, including ADU placement up to 3 feet from the property line. The low-maintenance landscaping showcases Florida native plants, offering both beauty and sustainability. Enjoy the best of Sarasota living just moments from your doorstep. Walk or bike downtown to explore the vibrant Sarasota Farmers Market, meet friends for lunch at a variety of popular local restaurants, or unwind in the peaceful surroundings of Gillespie Park with its expansive green space, shaded seating areas, and dedicated dog park. Stay active with access to basketball, tennis, and pickleball courts, The Legacy Trail, or enjoy a calming outdoor yoga session at Bayfront Park before taking a scenic stroll across the iconic Ringling Bridge. Just a short drive away, you’ll find the pristine shores of Lido Beach and the upscale shopping and dining of St. Armands Circle. Cultural attractions like Mote Marine Laboratory & Aquarium and The Ringling are also nearby, making this location perfect for those who appreciate both relaxation and enrichment. From outdoor recreation to world-class dining, this exceptional area truly offers something for everyone. **Note the seller sold off adjoining 10,000 sf lot in 2025 so the tax amount showing in public record may not reflect accurate taxes which are just over $6,100.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sarah Raynor (941-413-6292)
2483 BAY ST, SARASOTA, FL 34237
$1,995,00016 Days on yellowkey MLS ID: A4698594
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2976 Built: 2026 Tax: $3,476 (2025)Community: Alta VistaSpa: NoSingle Family
Taxes:$3,476
Elementary School: Alta Vista Elementary
High School: Sarasota High
Remarks: Virtually Staged. Brand new and ready to move in, this Alta Vista home puts the best of Sarasota’s dining, culture, parks and professional corridors within minutes in every direction. This home was built by the owner, a certified general contractor and pool builder, who was not merely a supervisor but a craftsman who worked alongside his crew from foundation to finish. The four-bedroom, 3.5-bath residence with loft offers 2,976 sq. ft. of air-conditioned living across two floors of solid concrete block construction beneath a pitched standing seam metal roof, with R-38 spray foam insulation built into every wall and ceiling. Inside, a two-story foyer with a chandelier leads to 10-foot ceilings on both levels. The open-concept first floor features a coffered ceiling with cove lighting, 30-by-30 high-gloss porcelain tile set on the diagonal, decorative in-wall niches with accent lighting, 8-foot solid-core doors and a climate-controlled wine room. Engineered hardwood floors carry the refined quality upstairs. Natural stained shiplap ceilings in the covered entry and lanai extend the interior’s character outward. Beyond the lanai, a 28-by-12 pool with a 6-foot sun shelf and 6-foot-6-inch deep end sits within a fully fenced and gated backyard that reaches well beyond the water’s edge. Brick paver driveways and walkways in a geometric ashlar pattern with accent borders reinforce the home’s handcrafted appeal. A thorough systems list rounds it out: dual A/C systems, an oversize two-car garage with EV charger, central vacuum, impact windows and sliders and a 375-gallon propane tank. The location alone is hard to match: Southside Village and Sarasota Memorial Hospital one mile south; Payne Park and downtown one mile west; Sarasota Bay within two miles; Lido Beach and Siesta Key within six miles; and the Legacy Trail two blocks from your front door. This is a home and a neighborhood that makes daily life feel like it was made just for you. The location alone is hard to match: Southside Village and Sarasota Memorial Hospital one mile south; Payne Park and downtown one mile west; Sarasota Bay within two miles; Lido Beach and Siesta Key within six miles; and the Legacy Trail two blocks from your front door. This is a home and a neighborhood that makes daily life feel like it was made just for you.
Listing Agent: Andrew Tanner (941-539-0998)
3451 CLARK RD #249, SARASOTA, FL 34231
$129,90064 Days on yellowkey MLS ID: C7526191
REDUCED by $10,000 (7.1%) on 06/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $462 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Remarks: Come check out this cozy 2nd floor condo located in the beautiful city of Sarasota, FL. This condo offers 1 bedroom, 1 bathroom and over 760 SqFt of under air living space. The interior is nicely done, the Kitchen features stainless steel appliances and a beautifully laid backsplash. Relax and enjoy the canal view on your Balcony with your favorite beverage! The community offers a Pool, Tennis Courts and much more. Here, you are only 5 miles to one of the most top rate beaches in the USA, Siesta Key Beach that offers that perfect powdery white sand. You are also only minutes away from Grocery stores, Restaurants, Fast Food and entertainment. Come transform this gem into the perfect home for you. Don't delay, show this one today!
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
7801 ONTARIO STREET CIR, SARASOTA, FL 34243
$399,500187 Days on yellowkey MLS ID: A4676752
REDUCED by $15,300 (3.7%) on 07/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1262 Built: 1989 Tax: $2,717 (2024)Community: Treetops At North 40 - OntarioSpa: NoSingle Family
Taxes:$2,717
Tax Year: 2024
Remarks: PRICE IMPROVED TO $414,800 — EXCEPTIONAL VALUE! Yes—you really can have it all. Enjoy low monthly fees of just $188 while taking advantage of community amenities including a pool, tennis courts, and beautifully maintained common areas—all with the added bonus of a Sarasota address with lower Manatee County taxes. Perfectly positioned just minutes from SRQ Airport and only 15 minutes to downtown Sarasota’s dining, shopping, theaters, and cultural attractions, including The John and Mable Ringling Museum of Art. World-renowned beaches including Siesta Key Beach, Anna Maria Island, Longboat Key, and St. Armands Circle are all within easy reach. Important ownership note: This is a land condominium, which means you own the single-family home AND the land beneath it, plus an undivided interest in the community’s scenic lakes, preserves, and common areas. This move-in ready 3-bedroom, 2-bath home offers soaring ceilings, an open floor plan, and tranquil water views in a peaceful natural setting. A sparkling lake with fountain, majestic oak trees, and abundant birdlife—including herons, ducks, and turtles—create a true Florida retreat. Directly across the street, enjoy a lush green sanctuary with seating, plus convenient access to the community pool and tennis courts. The entire rear of the home opens to a spectacular glass-enclosed Florida Room, fully screened with operable windows and privacy shades—perfect for year-round relaxation or entertaining. Recent major updates provide peace of mind, including NEW ROOF (2025), fresh exterior paint (2025), hurricane-impact windows, and hurricane-rated garage door. Additional features include: Bonus breakfast room with wine refrigerator Generous storage throughout Turn-key furnishings available Move-in ready now, with room to personalize to your taste Private, peaceful, and centrally located—this is Florida living at an exceptional new price.
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Linda Ivell (941-444-9916)
707 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$749,000147 Days on yellowkey MLS ID: A4683134
REDUCED by $46,000 (5.8%) on 06/16/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $6,546 (2025)Community: Essex HouseCondo
Taxes:$6,546
Remarks: One or more photo(s) has been virtually staged. " MOTIVATED SELLER" PRICE IMPROVEMENT!! FRESHLY PAINTED!! DOWNTOWN BAYFRONT !! Experience the best of downtown Sarasota living in this stunning 2-bedroom, 2-bath corner residence at Essex House, perfectly positioned on Sarasota Bay. This rare unit offers breathtaking, unobstructed panoramic water views through floor-to-ceiling hurricane-resistant windows and one of the few downtown condos with no future development to block your scenery. Just steps from the bay, you'll enjoy effortless access to art galleries, charming coffee shops, top-rated restaurants, Bayfront Park, Marina Jack, Selby Gardens, Burns Court Cinema, Main Street, and more. Inside, the home features an updated kitchen with marble backsplash and stone countertops, beautifully renovated bathrooms with marble-tiled showers, and a spacious primary suite with an upgraded walk-in closet. Step onto your west-facing balcony to savor spectacular sunsets shimmering over the bay. Resort-style amenities include a social room, heated pool, fitness center, outdoor kitchen and gazebo, plus covered assigned parking offering the perfect blend of luxury, lifestyle, and location in the heart of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Shannon Book (941-390-8711)
4110 CENTRAL SARASOTA PKWY #125, SARASOTA, FL 34238
$148,000112 Days on yellowkey MLS ID: A4687619
REDUCED by $12,000 (7.5%) on 06/29/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 759 Built: 1998 Tax: $2,129 (2025)Community: Bella Villino 1Condo
Taxes:$2,129
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Unbeatable location and lifestyle in Sarasota. Garage is included in your purchase, which could save you money on a storage unit. Your car still gets the covered carport. This marvelous, bright, move-in-ready, second-floor home offers an open floor plan, no carpet, and W/D inside. Lifetime warranty hurricane impact windows installed. Bella Villino is a resort-style gated community, offering a heated pool and spa, clubhouse, tennis court, fitness center, and an indoor basketball/racquetball court. A picnic area with grills and a car wash station is also available. You can enjoy watching the birds around the ponds in Bella Villino. Easy access to the 18-mile-long multi-use Legacy Trail. The famous Siesta Key Beach is 5 miles away. Sarasota offers various cultural events, theaters, opera, and more.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Zita Bowers (941-465-5819)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,000114 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Eric Pullen (941-567-4344)
85 AVENIDA MESSINA, SARASOTA, FL 34242
$5,390,000114 Days on yellowkey MLS ID: A4686937
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3504 Built: 2022 Tax: $48,434 (2025)Community: Mira Mar BeachSpa: YesSingle Family
Taxes:$48,434
Remarks: Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place. Positioned just steps from Siesta Key Village and world-famous Siesta Beach, this property sits in the heart of the island’s premier tourism district, where nightly rentals are fully permitted and demand remains consistently strong year-round. Guests love the walkability, the proximity to dining and entertainment, and the effortless beach access—making this an ideal asset for investors seeking reliable occupancy and premium nightly rates. A luxurious Siesta Key retreat just steps from the beach, offering Gulf views, resort-style outdoor living, and high-end finishes throughout. With six bedrooms, 6.5 bathrooms, an elevator, multiple decks, a rooftop terrace, and an incredible pool with a slide, this home blends elegance with fun. Its unbeatable location—one minute to the beach and 3 minutes to Siesta Key Village—makes it ideal as a primary residence, vacation home, or high-performing investment property.
9402 FOREST HILLS CIR, SARASOTA, FL 34238
$515,00011 Days on yellowkey MLS ID: A4697494
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1626 Built: 1996 Tax: $4,864 (2025)Community: Stoneybrook Golf & Cntry ClubSpa: YesSingle Family
Taxes:$4,864
Remarks: Move-in ready! The only free-standing, and maintenance-free home on Forest Hills Cir. in gated and sought after Stoneybrook Golf and Country Club! No roof mate.. private back and side yard.. only a 1/2 a block away from the heated community pool! Brand NEW A/C, roof replaced in 2021, and has an automatic hurricane screen on the back lanai as well as hurricane shutters to give peace of mind. All the big ticket items done! This prime residence offers 2 spacious bedrooms, 2 full baths, a DEN/OFFICE, and a two-car garage with plenty of room for your car, golf gear and beach toys. This home boasts loads of natural light and provides an open floor plan to entertain inside and outside on your private and peaceful extended lanai. Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! Seller has paid the golf project in full ...saving you thousands of dollars. Grab your clubs and rackets and enjoy resort-style living at its finest! Welcome home!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julie Froeschle (941-228-6405)
5591 ROSEHILL RD #104, SARASOTA, FL 34233
$148,0006 Days on yellowkey MLS ID: TB8528094
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 529 Built: 2002 Tax: $1,659 (2025)Community: Admirals WalkCondo
Taxes:$1,659
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: Welcome to Admirals Walk — a gated, highly sought-after community in south Sarasota, FL. With easy access to I-75, premier shopping and dining, the Legacy Trail, and just 7 miles to world-renowned Siesta Key Beach, this location is perfect for a Florida getaway or investment property. This first-floor unit sits at the back of the building, overlooking the community lake and wooded area — offering a level of privacy other units simply don't have. The 1-bedroom, 1-bathroom condo features an open living/dining/kitchen floor plan, wood kitchen cabinetry, and a breakfast bar. Enjoy the convenience of an in-unit laundry closet with stacked washer/dryer, a newer dishwasher, and a newer AC system. The building recently underwent major exterior renovations, including an upgraded roof, new Hardie board siding, and impact-resistant windows — all installed by the community for lasting peace of mind. Water, sewer, and trash are included in the low monthly HOA fee of just $242. Admirals Walk is a pet-friendly community (2 pets per unit, up to 65 lbs each) offering a beautifully remodeled clubhouse with pristine lake views, a resort-style heated pool & spa, a well-equipped fitness center, a playground, and a full-time on-site manager. This convenient south Sarasota location sits next door to Palmer Ranch, within sought-after school districts. Schedule your showing today!
Listing is courtesy of: KNOWN REAL ESTATE LLC (813-787-4451)
Listing Agent: Mickey Arruda (813-787-4451)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,000168 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. HOA INCLUDES exterior maintenance, water, sewer, cable, and amenities This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
4471 TRAILS DR, SARASOTA, FL 34232
$499,000139 Days on yellowkey MLS ID: A4683777
2 Days Off yellowkey (back on 7/13/2026)
REDUCED by $26,000 (5.0%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. NEWLY PRICED AT $499,000— MOTIVATED SELLER AND READY FOR A QUICK CLOSE. Don’t miss this exceptional opportunity to own a beautifully maintained home in The Lakes, with added peace of mind with a 2023 ROOF, A NEW 2024 AC SYSTEM AND COMPLETE HURRICANE PROTECTION ON ALL WINDOWS, enhancing both security and energy efficiency. Thoughtfully priced to sell and available for immediate occupancy. Welcome to this inviting 3-bedroom, 2-bath residence in one of Sarasota’s most sought-after communities. Offering 1,721 square feet of comfortable living space, this home features a desirable split-bedroom floor plan that provides both privacy and everyday functionality. Spacious living and dining areas flow seamlessly to a screened porch—the perfect setting for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting offers ample room to entertain, garden, or simply unwind in a peaceful setting. Residents of The Lakes enjoy an impressive array of amenities, including a clubhouse, two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in the heart of Sarasota, you're just minutes from world-class beaches, exceptional dining, premier shopping, and the area's vibrant cultural attractions. Aggressively priced at $499,000 with a motivated seller prepared for a quick closing, this move-in ready home offers exceptional value in one of Sarasota’s most desirable communities. Schedule your private showing today before this opportunity is gone!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
119 AVENIDA MESSINA, SARASOTA, FL 34242
$5,450,000387 Days on yellowkey MLS ID: A4656843
Bed: 7 Bath: 8.0 Gar: 2 Liv Area Sq Ft: 4198 Built: 2023 Tax: $15,412 (2025)Community: Mira Mar BeachSingle Family
Taxes:$15,412
Remarks: Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
4106 CENTRAL SARASOTA PKWY ## 1028, SARASOTA, FL 34238
$148,00090 Days on yellowkey MLS ID: A4690522
REDUCED by $10,000 (6.3%) on 06/19/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1998 Tax: $2,283 (2025)Community: Bella Villino 1Condo
Taxes:$2,283
Remarks: Virtually Staged. Live your IDEAL FLORIDA LIFESTYLE in Bella Villino. This recently updated 2nd-floor home offers private wooded views from your balcony and an open floor plan with a large living area and vaulted ceiling. This Gated Community features an on-site manager and plenty of amenities. You will enjoy the elegant clubhouse featuring a heated, saltwater Resort Pool & Spa, a Lake w/ fountain, a well-equipped Fitness Center, an indoor Racquetball & Basketball Court, a Billiards Room, a full Business Center w/ Internet, and Grill Areas. The community also offers a Tennis Court, Pet Areas, Picnic Areas, Gas Grills & a Car Detail Station. In addition, water/sewer/trash, exterior maintenance, grounds maintenance & pest control are included in the monthly fees. Extensive exterior building renovations were recently completed - including a new roof, stucco replacement, exterior painting & new impact-resistant PGT thermal windows. Near the #1-rated US Beach on Siesta Key. The Legacy Trail is just 1/4 mile away, with easy access for biking and jogging.
4566 HIDDEN VIEW PL #7, SARASOTA, FL 34235
$329,90091 Days on yellowkey MLS ID: A4690147
REDUCED by $20,000 (5.7%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1985Monthly Fee: $650 Tax: $3,966 (2025)Community: Hunters Walk - HamletsTownhouse
Taxes:$3,966
Remarks: $70K PRICE REDUCTION!! Priced to Sell!! Welcome to one of the most special residences in the serene community of Beekman Lakes, conveniently located just minutes from both downtown Sarasota and the University corridor. Homes in this sought after maintenance-free community are hard to come by and this one should check all your boxes with impressive updates including the Big Ticket items. NEW ROOF 2024, NEW AC 2022, NEW SCREEN ENCLOSED LANAI 2022, NEW APPLIANCES 2023-2026. The oversized windows and vaulted ceilings create an airy and voluminous feeling not to be outdone by the gorgeous lake views to the South where endless species of birds take refuge. The house is anchored by a well appointed chefs kitchen with floating island offering abundant prep space and seating. A built in beverage fridge and separate dedicated dining room with built in buffet make this house very well suited for year round living and entertaining alike. All three bedrooms are very generously sized and the primary suite offers his and her closets and sinks as well as extra storage space in the master bathroom. A glass enclosed atrium off the dining room offers a unique opportunity for artistic expression or additional storage. Come see for yourself and fall in love with this very unique slice of paradise. Note the HOA fee covers internet, landscaping, irrigation, exterior paint, property insurance, pest control and common amenities including the heated pool and spa.
Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)
Listing Agent: Adam Kabinoff (941-554-4896)
1743 8TH STREET, SARASOTA, FL 34236
$750,00042 Days on yellowkey MLS ID: A4695550
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1925 Tax: $7,391 (2025)Community: SchindlersSingle Family
Taxes:$7,391
Remarks: Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2000, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
9669 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$599,999238 Days on yellowkey MLS ID: R4910290
REDUCED by $50,000 (7.7%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Virtually Staged. MODEL NOW OPEN!!! ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Braden reflects quiet elegance and modern design. Its layout includes 1 story, 4 bedrooms, 2 bathrooms, den and an open-concept kitchen and great room. The home also features tray ceilings, gourmet kitchen, and a tankless water heater. When you enter the Braden, you walk straight into the heart of the home. A spacious and elegant kitchen area awaits with a large island for extra prep space. Tons of cabinet storage allows for decluttered and open sight lines through the dining space and into the great room. In the Braden, 3 additional bedrooms sit in their own wing of the house. The owner's suite is a tranquil oasis where a spacious walk-in closet, owner's bath with double sinks, and an enclosed shower await you. A cozy den allows for a quiet home office or play room. The Braden is perfect for those who need space, flexible living arrangements, and an elegant design.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
888 BLVD OF THE ARTS #707, SARASOTA, FL 34236
$1,225,0004 Days on yellowkey MLS ID: A4699760
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1288 Built: 1982 Tax: $2,656 (2025)Community: Condo On The Bay Tower ISpa: NoCondo
Taxes:$2,656
Remarks: Virtually Staged. Completely renovated 2-bedroom, 2-bath residence on the 7th floor of Tower I at Condo on the Bay, offering full bay views over Sarasota Bay and a romantic view of the Ringling Bridge. The reimagined floor plan relocated bedroom doorways for enhanced privacy between the primary suite and guest bedroom, and both bedrooms now feature oversized walk-in closets. The open-concept kitchen has been fully reimagined with all-new appliances, granite counters, and a breakfast bar that’s ideal for entertaining while taking in the water views. Additional highlights include split-bedroom design, solid surface counters, solid wood cabinetry, and a spacious outdoor balcony overlooking the bay. Residents enjoy resort-style amenities within this guard-gated community: 24-hour security, clubhouse, multiple fitness centers, two heated pools, tennis and pickleball courts, a marina with fishing piers, boat slips that allow boat lifts and kayak storage, and kayak lifts. Assigned garage parking and guest parking are included. Located adjacent to Sarasota’s 53-acre park called “The Bay” with an outdoor cinema, sunset beach, tropical boardwalk and multiple entertainment venues. Condo On The Bay is also located within a short walking distance to over 20 restaurants, cafes, and shopping. Move-in ready for the buyer seeking a true waterfront lifestyle in the heart of Sarasota.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: John Brink (941-928-5555)
8753 MERION AVE, SARASOTA, FL 34238
$895,00047 Days on yellowkey MLS ID: A4695410
REDUCED by $33,000 (3.6%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2405 Built: 1997Monthly Fee: $605 Tax: $7,828 (2025)Community: Stoneybrook Golf & Country ClubSpa: NoSingle Family
Taxes:$7,828
Middle School: Laurel Nokomis Middle
Remarks: WONDERFUL OPPORTUNITY to own one of the most beautiful and largest homesite in the Estates of Stoneybrook Golf and Country Club. This true split plan home has 4 bedrooms and 3 full baths including a pool bath convenient for the forth bedroom a nice suite away the main bedroom areas. You will love the vaulted ceilings in the family room kitchen combo lots of windows to catch the evening sunsets. Well maintained this home boasts a NEW ROOF 8/2022 and new A/C 10/2022 Fres Exterior PAINT 6/2026. You do NOT want to miss this home with this large Lucious green homesite 19k sq ft plus and serene lake views no golf balls in this yard. Stoneybrook Golf & Country Club offers a member-owned lifestyle just minutes from Siesta Key, shopping, and the Legacy Trail, with a redesigned 18-hole golf course (2024), clubhouse dining, Har-Tru tennis courts, fitness center, and resort-style pool and spa, ideally situated between Downtown Sarasota and Downtown Venice. A new shopping center is set to open later 2026 including a new WHOLE FOODS and TRADER JOES. A 26 acre new park filled with shopping and dining in the COSTCO location.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
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