Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1656 PINYON PINE DR, SARASOTA, FL 34240
$745,00051 Days on yellowkey MLS ID: TB8501410
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $5,000 (0.7%) on 06/04/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $6,194 (2025)Community: Villages/Pine Tree Spruce PineSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,194
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Back on the Market! Welcome to your dream home in the heart of Sarasota, where luxury, flexibility, and location come together seamlessly. Situated in a highly sought-after community with low HOA fees and no CDD fees, this beautifully maintained 5-bedroom, 3-bathroom single-family home delivers the perfect blend of comfort, functionality, and modern Florida living. Ideally located near top-rated Sarasota schools, including highly regarded Tatum Ridge Elementary, as well as premier shopping, dining, medical facilities, parks, and world-famous Gulf Coast beaches, this exceptional residence is designed to accommodate growing families, remote professionals, and multigenerational living. Step inside to discover a spacious open-concept floor plan filled with natural light, luxury vinyl flooring throughout the main living areas, and freshly painted baseboards that enhance the home's clean, modern appeal. The refreshed exterior paint, upgraded exterior lighting, and impressive curb appeal create a warm and welcoming first impression. At the heart of the home, the chef-inspired kitchen features stainless steel appliances, granite countertops, abundant cabinetry, a water filtration system, and generous prep space perfect for entertaining, holiday gatherings, and everyday living. The seamless flow between the kitchen, dining, and living areas creates an ideal environment for family connection and entertaining guests. The first-floor primary suite serves as a private retreat, complete with sliding glass doors leading directly to the screened lanai. The spa-inspired en-suite bathroom features dual vanities, an oversized tiled walk-in shower, and a private water closet. A dedicated home office overlooking the front grounds provides an ideal workspace for remote work, homeschooling, studying, or creative pursuits. Perfectly suited for multigenerational households, the home includes a separate first-floor guest suite and full bathroom, creating an ideal space for extended family, aging parents, visiting guests, or a private in-law suite. Upstairs, three additional bedrooms are thoughtfully arranged in a split-bedroom layout, providing flexibility for family members, guests, fitness space, hobby rooms, or additional office needs. Outdoor living shines with an expansive screened-in patio and relaxing spa, creating the perfect setting for year-round enjoyment. Wiring is already in place for future pool installation, offering a pool-ready backyard with endless possibilities. The fully fenced backyard overlooks a peaceful pond, providing beautiful water views, privacy, and plenty of room for pets, play, gardening, or future outdoor enhancements. Additional upgrades include a brand-new tile roof, fully paid-off solar panels for exceptional energy efficiency and long-term utility savings, a new water softener system, and a spacious 3-car garage with ample storage. This move-in-ready Sarasota home combines modern upgrades, sustainable living, flexible living spaces, and a desirable location near top-rated schools, making it a rare opportunity in one of Sarasota's most sought-after family-friendly communities. Experience the best of Sarasota real estate with this exceptional home offering space, privacy, energy efficiency, multigenerational living potential, and convenient access to everything the Gulf Coast lifestyle has to offer. Schedule your private showing today.
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Meghan Hobson (727-221-3670)
850 S TAMIAMI TRL #506, SARASOTA, FL 34236
$210,000324 Days on yellowkey MLS ID: A4659953
0 Days Off yellowkey (back on 5/12/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1998 Tax: $3,013 (2024)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$3,013
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Seller just installed a new washer & dryer, new hot water tank, new bathroom vanity and painted much of the condo. Central Park II is the best-kept secret in Sarasota real estate: Country club amenities, a peaceful environment, relatively low prices--and all across the street from the southern edge of the downtown core. This particular ground-floor condo is a one-bedroom/one-bathroom upgraded unit with stainless-steel appliances, brand new water heater, etc, is situated in one of the best locations within the community: You'd be looking out at the pond, with the pool and court on the other side. Publix is directly across the street and the Legacy Trail is behind it. Downtown and the bayfront are to the north--and Sarasota Memorial Hospital is a few blocks south. Your timing to buy couldn't be better. It's a buyer's market and prices are $75k-$150k lower than a few years ago. Central Park II is also a great place to rent a condo Savvy investors have had no trouble keeping their place leased. It's a stable community with healthy reserves, an active population and lots of clubs and committees if you're so inclined. Easy to show, unit is vacant.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
4656 ALEXANDER POPE LN, SARASOTA, FL 34241
$520,000227 Days on yellowkey MLS ID: A4670577
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2085 Built: 1983Monthly Fee: $25 Tax: $2,664 (2024)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$2,664
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Beautiful 3-Bedroom, 3-Bath Pool Home in Desirable Bent Tree Village, Sarasota! Welcome to this stunning single-family home located in the highly sought-after community of Bent Tree Village in Sarasota, Florida. This spacious 3-bedroom, 3-bath residence combines timeless style with modern comfort, offering the perfect setting for relaxed Florida living. Step inside to find an inviting floor plan filled with natural light. The living and dining areas flow seamlessly together, ideal for both entertaining and everyday living. The kitchen features sleek countertops, stainless steel appliances, and ample cabinet space—perfect for the home chef. Each bedroom is generously sized, including a spacious primary suite with a walk-in closet and a private en-suite bath. The additional bedrooms offer flexibility for guests, a home office, or a hobby space. Outside, enjoy your own private oasis with a screened-in pool and lanai, surrounded by lush landscaping for ultimate privacy. Whether you’re hosting gatherings or enjoying a quiet morning coffee, the outdoor space is designed for relaxation and year-round enjoyment. Located in a beautifully maintained golf course community, Bent Tree Village offers mature tree-lined streets, a peaceful atmosphere, and convenient access to shopping, dining, top-rated schools, and Sarasota’s world-famous beaches. Experience comfort, elegance, and the best of Sarasota living in this exceptional Bent Tree Village home.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Samantha Campbell (941-441-5131)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$625,000252 Days on yellowkey MLS ID: A4667640
REDUCED by $24,500 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Middle School: Booker Middle
Remarks: Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
3012 CLAY CIR, SARASOTA, FL 34234
$320,00069 Days on yellowkey MLS ID: A4689331
REDUCED by $5,000 (1.5%) on 06/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Elementary School: Emma E. Booker Elementary
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$122,500192 Days on yellowkey MLS ID: A4674589
REDUCED by $2,500 (2.0%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Elementary School: Wilkinson Elementary
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
1350 MAIN ST #502, SARASOTA, FL 34236
$469,000108 Days on yellowkey MLS ID: A4684303
REDUCED by $18,000 (3.7%) on 06/16/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
401 S PALM AVE #1102, SARASOTA, FL 34236
$5,675,00069 Days on yellowkey MLS ID: A4689269
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4385 Built: 2006 Tax: $44,993 (2025)Community: The Savoy On PalmSpa: YesCondo
Taxes:$44,993
Remarks: Welcome to the premier offering at the Savoy—an extraordinary, one-of-a-kind penthouse with sweeping Sarasota Bay views, set along coveted, tree-lined South Palm Avenue and rising 11 stories above downtown, where elevated design meets refined living. Fully renovated and expertly designed by the current owner, this remarkable 4,385 sf home offers 4 private terraces and an unmatched indoor-outdoor living experience, all enhanced by seamless smart home integration. From the moment you arrive at your private elevator foyer, you are welcomed by custom glass double doors with genuine leather handles, set against a striking backdrop for the owner’s curated Chihuly glass collection. At the heart of the residence, the chef's kitchen is both striking and functional, appointed with Poggenpohl push-and-pull cabinetry, Wolf double ovens, Subzero refrigerator, Miele induction cooktop with gas burner, Miele hood, an impressive 5-inch granite island with breakfast bar, a matching granite dining table, and beautiful bar with Subzero wine refrigerator. Imported Italian porcelain tile flows throughout, creating a cohesive and sophisticated backdrop for everyday living and entertaining. Rich suede finishes, bespoke lighting throughout, custom wall coverings, and expansive walls of glass define the interiors, bathing the home in natural light while framing breathtaking panoramic Bay and City views from every angle. Designed for effortless entertaining, the top-level expansive newly tiled terrace is the perfect spot for cooking on your gas grill and enjoying all fresco dining and the sweeping skyline vistas. The serene and spacious primary suite features a spa-like bath with his and her vanities with integrated smart mirror TV displays, custom mosaic tile, tile and glass shower, and free-form 2 person Jacuzzi tub with air jets where you can relax and take in the incredible view. Guests enjoy a private and sumptuous guest suite with en-suite bath which easily functions as a second primary suite. The 3rd bedroom is currently used as an office with high-end custom built-ins perfect for productivity. The spacious living and family rooms both feature media centers with rich piano-gloss wood paneling. The smart-home residence features modern conveniences which elevate daily living such as custom walk-in closets with sensor-activated lighting, integrated motorized window treatments, automatic lighting and whole home Sonos audio, and is equipped with three A/C units, new digital Essency water heater, and Aquasana whole house water filtration system, ensuring comfort and peace of mind. Rare private 3 car garage with EV charger with 1 section that has been enclosed and air conditioned. Residents of the 24-unit Savoy enjoy an array of upscale amenities, including heated lap pool and spa, concierge and full time on-site manager, guest suite, towel service, locker rooms with sauna, a dog run, grilling area and catering kitchen, building water softener, secure parking, and elegant gathering spaces designed for hosting and connection. Located just steps from Sarasota's Main Street, Burns Court, the Bayfront, and Selby Gardens, this exceptional penthouse offering simply cannot be replicated.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
862 HUDSON AVE #862, SARASOTA, FL 34236
$899,90019 Days on yellowkey MLS ID: A4695298
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1362 Built: 1989Monthly Fee: $1,439 Tax: $10,348 (2025)Community: Hudson LandingsCondo
Taxes:$10,348
Remarks: Waterfront elegance meets downtown convenience in Hudson Landings, one of Sarasota's most desirable west of-the-trail enclaves Privately positioned along a tranquil canal with a deeded dock and direct access to Sarasota Bay, this exceptional ground-floor residence presents a rare opportunity to enjoy an effortless boating lifestyle just moments from the city's vibrant cultural and culinary offerings. Spanning 1,362 square feet, the thoughtfully curated interior features three bedrooms and two baths, blending timeless coastal sophistication with modern comfort. The open-concept design is filled with natural light and anchored by a beautifully updated kitchen appointed with granite countertops, stainless steel appliances and casual seating that flows seamlessly into the living and dining spaces. Elevated ceilings enhance the sense of openness, while expansive windows invite the waterfront setting indoors. The serene primary suite overlooks the bayou and pool, creating a peaceful retreat framed by water views and lush tropical surroundings. Two additional guest bedrooms offer flexibility for visiting family and friends.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,00087 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Elementary School: Phillippi Shores Elementary
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing Agent: Robert Sherman (941-313-1301)
648 BEACH RD, SARASOTA, FL 34242
$8,750,000132 Days on yellowkey MLS ID: A4681541
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4750 Built: 1996 Tax: $69,526 (2025)Community: Siesta KeySpa: NoSingle Family
Taxes:$69,526
Remarks: Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember… with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space to convert to a five-bedroom, perfect for hosting, creating office space, or adding guest suites without sacrificing flow. Step outside to a wraparound terrace on every floor, designed for sunrise coffees, sunset cocktails, and everything in between, because when your backdrop is this spectacular, indoor/outdoor living isn’t a feature, it’s a lifestyle. Ride your private elevator to the top and discover the ultimate luxury: a private rooftop pool where the horizon becomes your daily view and the sky feels like it belongs to you. Add in a rare four-car garage, and you have a true coastal statement home, spacious, secure, and effortlessly impressive. 648 Beach Road isn’t just a comeback. It’s a glow-up, with the views you loved, and the home you’ve been waiting for.
Listing Agent: Inbal August (917-957-8111)
5838 ELEGANT ORCHID WAY, SARASOTA, FL 34232
$425,00023 Days on yellowkey MLS ID: A4694819
REDUCED by $5,000 (1.2%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2020Monthly Fee: $81 Tax: $2,853 (2025)Community: Garden Village Ph 3ASingle Family
Taxes:$2,853
Elementary School: Ashton Elementary
Remarks: Welcome to this appealing 3-bedroom, 2-bath single-family home located in Garden Village, one of the most affordable gated communities in the area, conveniently located near Cattlemen Road, Fruitville Road, and I-75 (Exit 210). This one-story, all-concrete-block home includes a 2-car garage and a fully fenced backyard. Its open-concept layout maximizes living space, with the kitchen positioned between the living area and dining room. The kitchen overlooks the living area and covered lanai and comes equipped with all major appliances, including a refrigerator, built-in dishwasher, electric range, and microwave. The laundry room also includes a washer and dryer. For added privacy, the owner's suite is located at the back of the home and features an ensuite bathroom. Two additional bedrooms share a second full bathroom. Garden Village offers a convenient location just 30 minutes from Siesta Key Beach and 15 minutes from UTC (University Town Center), as well as the newly opened Mote Science Education Aquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Ray Shope (941-321-1328)
4591 MOHICAN TRL #137, SARASOTA, FL 34233
$185,00090 Days on yellowkey MLS ID: A4686959
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1146 Built: 1973 Tax: $1,415 (2025)Community: Lake TippecanoeCondo
Taxes:$1,415
Remarks: Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
916 PATTISON AVE, SARASOTA, FL 34237
$399,90034 Days on yellowkey MLS ID: A4693771
REDUCED by $9,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1961 Tax: $4,185 (2025)Community: Robin Hood WoodsSpa: NoSingle Family
Taxes:$4,185
Elementary School: Alta Vista Elementary
Remarks: Don't let this one pass you by. Tucked in one of Sarasota's most sought-after locations, this beautifully updated single-family home offers the perfect blend of timeless neighborhood charm, modern comfort, and an active lifestyle — with no HOA to slow you down. Inside, a fully remodeled kitchen showcases quartz countertops, stainless steel appliances, and custom cabinetry, while two tastefully renovated bathrooms reflect the same attention to detail and designer touch found throughout. Natural light pours through the open layout, creating a warm, inviting atmosphere whether you're entertaining guests or simply settling in after a day at the beach. The big-ticket work is already behind you. A newer roof, updated HVAC, plumbing, and electrical mean you're stepping into genuine peace of mind — not a project. Outside, a spacious screened lanai and fenced backyard invite you to slow down, let the pets roam, tend the garden, or simply enjoy a warm Gulf evening in complete privacy. All of this, just minutes from the energy of downtown Sarasota — world-class dining, boutique shopping, pristine parks, and the Gulf's most celebrated beaches, world-renowned Yoders Marketplace, or a quick trip to the UTC area for outstanding retailers, Mote Marine, parks, walking trails, and more. Whether you're planning your starter home, escaping the winters, or adding a smart investment to your portfolio, this home checks every box. Stylish. Updated. Move-in ready. This is Sarasota living at its finest. Call today for your personal tour.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
3137 BAY ST, SARASOTA, FL 34237
$529,99913 Days on yellowkey MLS ID: A4696080
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1959 Tax: $7,057 (2025)Community: Bellevue TerraceSpa: NoSingle Family
Taxes:$7,057
Remarks: Rare mid-century A-frame pool home in central Sarasota with no HOA and weekly rentals permitted. This block-construction home offers 4 bedrooms, 2 renovated baths, and a spacious primary suite with ensuite bath and private pool access. The kitchen features Corian countertops, under-cabinet lighting, and reverse osmosis connected to the refrigerator ice maker. Enjoy a fenced backyard with heated screened pool, excellent sun exposure, and a large paver patio for entertaining. Community park, Pompano Pickleball, and Legacy Trail access in neighborhood. Minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Key, UTC, golf, dining, and SRQ Airport—ideal as a primary residence, vacation home, or investment property.
Listing Agent: Sherry Rybczynski (303-325-1870)
1650 PINYON PINE DR, SARASOTA, FL 34240
$824,9008 Days on yellowkey MLS ID: A4696661
2 Days Off yellowkey (back on 6/17/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $4,387 (2025)Community: Villages At Pinetree SpruceSpa: NoSingle Family
Taxes:$4,387
Remarks: Under contract-accepting backup offers. Welcome the Enclave- a suburban Sarasota neighborhood that blends tranquility with convenience. This special listing boasts over 3,200 square feet of living area, five bedrooms plus and office, three bathrooms, three car garage, heated pool and much more. The first thing you’ll notice about this home is its prime positioning within the neighborhood. Set in the back of the neighborhood, this property backs up to a community owned preserve area with sunny southerly exposure for a bright and sunny home and lots of warmth on the pool area. Approaching the home you will notice the fantastic curb appeal and walkway area to the front door. The three-car garage provides for abundant storage spaces as well. Where this home really shines is in the value department- it boasts a new flat tile roof (2024), and each window in the home is an impact rated storm window for peace of mind (2024). In addition to the structural upgrades the interior of this home has been meticulously cared for and upgraded over the years by current owner. You’ll notice either engineered wood or tile flooring throughout, updated kitchen and bathrooms, abundant craftsmen-style built-ins in many tasteful areas, 2 built-in electric fireplaces, crown molding, and detailed trim work. The primary bedroom features a tastefully updated bathroom with dual sinks, walk-in shower and soaking tub- as well as dual closets with built-ins and a fireplace. The kitchen has beautiful granite counters with an open concept feel, walk-in pantry and upgraded tile backsplash. Moving outdoors you will find an impressively large caged lanai with clear view screened cage, heated pool, fenced dog run area with turf, covered eating area and serene views that have been known have the occasional deer stroll by! The location of this neighborhood is incredible- located near Tatum Ridge Elementary school, Celery Fields Park and nature area, Rothenbach park and many new shopping, dining and retail areas, you really cannot miss with this fine home. Call to schedule your private showing today.
Listing Agent: Drew Russell (941-993-3739)
4136 BOWLING GREEN CIR #23, SARASOTA, FL 34233
$349,9005 Days on yellowkey MLS ID: A4696926
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $463 Tax: $2,499 (2025)Community: Center Gate Village 5Villa
Taxes:$2,499
Remarks: Discover the perfect blend of comfort, privacy, and convenience in this beautifully updated lakefront villa located in the highly sought-after Center Gate Village, a desirable 55+ community. A maintenance-free Sarasota lakefront community. This move-in ready, spacious 2-bedroom, 2-bathroom, 2-car garage villa features serene lake views from its private setting. Recent improvements in this updated home provide peace of mind and modern appeal, including updated kitchen appliances, A/C with heat pump, water heater, luxury flooring, LED track lighting, ceiling fans, bathroom fixtures and vanities, custom real wood cabinetry, and matching granite countertops in both the kitchen and bathrooms. Designed with comfort in mind, this home offers cathedral ceilings, generously sized rooms, and an inviting open floor plan that creates a bright and airy atmosphere. The spacious screened lanai is the perfect place to relax, enjoy your morning coffee, or watch the abundant wildlife on the picturesque lake. The thoughtful layout provides both privacy and functionality, making it ideal for everyday living as well as entertaining family and friends. Guests will feel right at home in this welcoming residence. Residents of Center Gate Village enjoy access to a heated community pool and a large lakeside observation deck, providing the perfect setting to socialize, relax, and enjoy Florida's year-round sunshine. Ideally located in the heart of Sarasota, this villa is just minutes from shopping, dining, medical facilities, houses of worship, Sarasota-Bradenton International Airport, world-class beaches, and spring training facilities for Major League Baseball teams. Nearby attractions include Nathan Benderson Park, renowned for world-class rowing events, and University Town Center (UTC), one of the area's premier shopping and entertainment destinations. Enjoy easy access to Tampa's professional sports venues, approximately one hour away, while Orlando's theme parks, including Disney, and the beautiful beaches and attractions of Naples are within a convenient 90-minute drive. Whether you're seeking a seasonal retreat or a year-round Florida residence, this move-in-ready lakefront villa offers the lifestyle you've been searching for.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Steve Zeris (941-518-6450)
465 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,850,0001 Day on yellowkey MLS ID: A4696960
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1973 Tax: $39,161 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$39,161
Remarks: Perfectly positioned on coveted Bird Key, 465 E Royal Flamingo Drive captures the essence of refined Sarasota waterfront living with an extraordinary full renovation that blends timeless coastal elegance with exceptional craftsmanship. Set along 100 feet of protected canal frontage with direct access to Sarasota Bay, this remarkable residence offers an unparalleled boating lifestyle complete with a private dock and 16,000-pound boat lift, creating the ideal setting for effortless days on the water. Encompassing 2,846 square feet of thoughtfully curated air-conditioned living space with four bedrooms and four beautifully renovated bathrooms, every detail of this home has been elevated to deliver a move-in ready luxury experience. Inside, Mirage engineered hardwood flooring flows seamlessly throughout, complemented by new interior and exterior lighting, recessed lighting, designer ceiling fans, and carefully selected finishes that create warmth and sophistication. The spectacular chef’s kitchen serves as the centerpiece of the home and features custom cabinetry with integrated lighting and soft-close doors and drawers, stunning quartzite countertops and backsplash, decorative tile accents, a custom hood, farmhouse sink, premium plumbing fixtures, separate water filtration faucet, Sub-Zero refrigeration with water and ice, wine refrigeration, and an exceptional Wolf appliance package including a six-burner gas range with grill, double convection wall ovens, and additional culinary conveniences. A beautifully appointed butler’s pantry and utility room enhance functionality with a Wolf microwave, KitchenAid ice maker, and Electrolux washer and dryer. Entertain effortlessly with a custom dry bar showcasing illuminated glass cabinetry, quartzite surfaces, and designer tile details. The great room is equally impressive, anchored by dramatic wood beam ceilings, an elegant electric fireplace, and custom built-ins with illuminated shelving that create an inviting yet elevated gathering space. The luxurious primary suite is designed as a private retreat with sliding glass doors opening to the lanai, a spacious custom walk-in closet, and a spa-inspired bath featuring a freestanding soaking tub, floating dual vanity, rain shower, niche detailing, and exquisite finishes of marble and porcelain. Outdoor living is equally exceptional with an expansive lanai finished in shell stone, tongue-and-groove ceilings, electric roll-down screens, and multiple entertaining spaces overlooking the heated saltwater pool and spa, beautifully resurfaced with glass waterline tile, a shell stone pool deck, and pergola. Additional highlights include a fully fenced and professionally landscaped yard with irrigation and landscape lighting, a new clay barrel tile roof completed in 2024, Aluminum ES impact windows and doors, natural gas service, Lennox air-conditioning, dual Rheem gas tankless water heaters, updated paint throughout, seawall enhancements with replacement panels, cap and tie-back system, and an oversized two-car garage featuring epoxy flooring, custom cabinetry, mini-split air conditioning, Tesla charger, and an exceptional level of finish rarely found. This is Bird Key waterfront living at its finest—where luxury, comfort, and effortless access to Sarasota’s world-class boating and downtown lifestyle come together in one extraordinary residence.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000469 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,950,00087 Days on yellowkey MLS ID: A4687005
REDUCED by $45,000 (2.3%) on 06/17/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3554 Built: 2023 Tax: $27,521 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$27,521
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
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