Location: Sarasota
Keyword(s): Riverview High
Keyword(s) High School: Riverview High
Do Not Show Listings
2233 MICHELE DR, SARASOTA, FL 34231
$649,900133 Days on yellowkey MLS ID: TB8453606
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1970 Tax: $6,847 (2024)Community: Phillipe GardensSpa: NoApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,847
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Fully remodeled Sarasota duplex in highly desirable Phillippi Gardens with no HOA and no CDD fees, offering exceptional income potential just minutes from world-famous Siesta Key Beach, consistently ranked among America’s top beaches. This turn-key multifamily investment property features two spacious 2-bedroom, 1.5-bath units, each with an attached 1-car garage, private patio, screened lanai, and fenced backyard, providing ideal privacy for tenants, short-term rental guests, or multi-generational living. Both units have been thoughtfully upgraded with brand-new luxury flooring, beautifully renovated kitchens with modern cabinetry and countertops, updated bathrooms, new stainless steel appliances including washers and dryers, all-new hurricane-impact windows and garage doors, plus updated plumbing and electrical systems for added peace of mind. The property experienced no interior flooding during the 2024 storms, a rare advantage in this market. Perfect for investors seeking strong long-term rental income, Airbnb or VRBO opportunities (buyer to verify local regulations), or a house-hacking strategy by living in one unit and renting the other, this Sarasota income property offers outstanding flexibility in one of the Gulf Coast’s most desirable locations. Ideally situated approximately 10 minutes from Siesta Key Beach, 12 minutes to Siesta Key Village, under 20 minutes to University Town Center, and conveniently close to US-41, downtown Sarasota, waterfront dining, marinas, nightlife, and premier shopping, this fully upgraded duplex presents a rare opportunity to own a high-demand Sarasota investment property in a market known for rental strength and long-term appreciation.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Mark Middleton (727-871-7653)
5328 DOMINICA CIRCLE, SARASOTA, FL 34233
$750,00022 Days on yellowkey MLS ID: A4684323
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2854 Built: 1988Monthly Fee: $20 Tax: $6,913 (2025)Community: Center Gate Estates Ph 01BSpa: YesSingle Family
Taxes:$6,913
Elementary School: Ashton Elementary
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Fully reimagined with intention and thoughtful design, this spacious pool home offers a rare combination of architectural character and modern updates within a quiet, established neighborhood setting. Step through the double front doors into an expansive living and dining great room where soaring vaulted ceilings and arched transom windows create an immediate sense of light and openness. This welcoming space sets the tone for the entire home - airy, elevated, and designed for gathering. From there, the layout flows seamlessly into the kitchen and family room, creating a natural connection between entertaining and everyday living. The kitchen features granite countertops, shaker cabinetry, a statement hood, and an oversized island wrapped in vertical fluted wood detailing that adds warmth and architectural interest. Above, a recessed tray ceiling with inset panel accents enhances the custom feel of the space. The adjoining family room is anchored by a striking fireplace feature wall finished in painted horizontal shiplap and complemented by custom built-in shelving. Multiple sliding glass doors extend the living space directly to the screened lanai and sparkling pool, creating the perfect Florida lifestyle setting. Indoor and outdoor living blend effortlessly, whether hosting friends, enjoying family time, or relaxing poolside under the covered patio. The primary suite serves as a private retreat with direct lanai access, generous proportions, and a spa-inspired bathroom featuring a frameless glass walk-in shower, soaking tub, and spacious walk-in closet with abundant storage. Secondary bedrooms are well-sized and thoughtfully arranged, offering flexibility for guests, family, or a dedicated office. Spacious, light-filled, and designed for effortless indoor-outdoor living, this is the kind of home that simply feels right the moment you walk in. Designed for connection, comfort, and the best of Florida living, this is the complete package. Homes with this level of volume, privacy, and thoughtful renovation do not stay available for long. Schedule your private showing and experience it for yourself.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
3117 JAMAICA ST, SARASOTA, FL 34231
$399,90066 Days on yellowkey MLS ID: A4681988
REDUCED by $25,000 (5.9%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1980 Tax: $1,935 (2025)Community: The WlySpa: NoSingle Family
Taxes:$1,935
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Outstanding Sarasota location for this truly unique lakefront home, complete with a small private dock. Nestled on a wooded, private lot, the setting offers a peaceful retreat that feels worlds away—yet is just minutes from everything Sarasota has to offer. Inside, generous living areas and soaring ceilings create an open, airy atmosphere ideal for both everyday living and entertaining. There is ample space for gatherings, along with a versatile bonus area perfect for a study, den, or gallery. The main-floor primary suite features a walk-in closet for added comfort and convenience. The two-car garage is currently configured as a one-car garage with additional flex space that could serve as a bedroom or office and can easily be converted back to a full two-car garage. Two spacious upstairs bedrooms share a conveniently located bathroom. A large enclosed, air-conditioned lanai with French doors opens to a serene back patio, offering tranquil lake views and abundant wildlife. This home radiates warmth and character, reflecting years of cherished family and friend gatherings. Located just one block from Bee Ridge Park, which offers basketball, volleyball, softball fields, and a shaded playground, and within a highly sought-after school district for elementary, middle, and high school. Sarasota Memorial Hospital is only three miles away, downtown Sarasota just five miles, and world-famous Siesta Key Beach approximately seven miles away—featuring exceptional dining, shopping, and cultural attractions. This property has never flooded and sits well above sea level. Most furnishings have been removed. Home is now vacant and easy to show.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
4428 CALLE SERENA, SARASOTA, FL 34238
$425,00050 Days on yellowkey MLS ID: A4684086
REDUCED by $15,000 (3.4%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2449 Built: 1992Monthly Fee: $833 Tax: $3,911 (2025)Community: Villa PalmerasVilla
Taxes:$3,911
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Nestled in the sought-after gated community of Prestancia at Villa Palmeras, this Mediterranean-style villa offers over 2,400 square feet of living space, complete with a courtyard entry, cathedral ceilings, and golf course views. This 2-bedroom, 2-bath plus den and Florida room home, with a 2-car garage, showcases a spacious kitchen with Corian counters, pantries, and ample storage. New frigerator, stove, dishwasher and microwave (2024). The master suite features bay windows, oversized walk-in closets, and an updated master bathroom. The home also boasts updated floors. Enjoy the community pool and maintenance-free living with a beautiful barrel tile roof, a new AC (2024), and repiping. Prestancia boasts two championship golf courses (TPC Stadium Course) with optional membership. HOA fees cover dwelling insurance, basic cable, security, pest control, exterior maintenance, roof, landscaping, and reserves. Experience the best of Palmer Ranch living!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Bradley Kayser (941-809-7396)
2107 PINE TER, SARASOTA, FL 34231
$770,0009 Days on yellowkey MLS ID: S5147369
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2016 Built: 1959 Tax: $5,021 (2025)Community: Harbor OaksSingle Family
Taxes:$5,021
Remarks: Stunning Turn-Key Dual-Unit Income Property | Fully Renovated Top to Bottom | Prime Sarasota Location This meticulously renovated single-family residence with 4 bedrooms and 3 bathrooms has been completely transformed into a modern, income-producing gem on a spacious 10,048 sq ft lot (approx. 0.23 acres). The property features extensive updates throughout, including brand-new plumbing, electrical, roof, and air conditioning systems. The interior has been beautifully refreshed with a renovated kitchen featuring granite countertops, new cabinets, and an open-concept design, along with tile flooring throughout and fully renovated bathrooms. The exterior boasts fresh stucco paint for enhanced curb appeal. The interior floor plan has been thoughtfully reconfigured to include a completely independent studio unit with its own private entrance, full kitchenette, dedicated washer and dryer, and complete autonomy — ideal for multi-generational living, guests, or maximizing rental income. Both units are beautifully furnished and move-in ready, making this a true turn-key opportunity. Each unit enjoys its own private backyard space, while the generous lot size offers plenty of room to add a pool in the backyard if desired. The property also provides ample parking for multiple vehicles. Perfect for investors or owner-occupants seeking strong short- and mid-term rental performance, this home comes with proven rental records available upon request. The thoughtful design provides privacy and functionality for both living spaces. This fully renovated property offers unbeatable central Sarasota location — just minutes to Siesta Key Beach, downtown Sarasota, and surrounded by an abundance of restaurants, shopping, and entertainment options. Whether you're looking for a low-maintenance primary residence with income potential or a high-performing investment property, this fully updated and furnished dual-unit home delivers exceptional value in one of Sarasota’s most convenient and desirable neighborhoods. Don’t miss this rare opportunity — schedule your showing today!
Listing is courtesy of: DREAMPRENEURS LLC (321-754-1738)
Listing Agent: Laura Ortenzio (321-512-2886)
6535 DRAW LN #85, SARASOTA, FL 34238
$323,99037 Days on yellowkey MLS ID: TB8484206
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1374 Built: 1978 Tax: $2,318 (2025)Community: Sunrise Golf Club Ph IiCondo
Taxes:$2,318
Remarks: One or more photo(s) has been virtually staged. Currently Veteran Owned with a VA Loan on this property! Lots of Updates!!! Welcome Home to Sunrise where you can enjoy a carefree lifestyle away from the hustle and bustle yet close enough to the interstate to make traveling easily accessible, whether traveling north toward Tampa and St Petersburg or south toward Naples and Fort Myers. Sunrise is a quaint and quiet community where you can enjoy the nearby pool with annual access, converse with fellow pickleball and tennis players, shoot some hoops, or take a quiet and peaceful stroll on the walking paths while enjoying nature. If the sand and salt water are calling, head out to the most beautiful beach; Siesta Key which is just minutes away. Relax in Sunrise in this magnificent condominium with many recent updates, totaling nearly $35,000, in this must-see condominium to appreciate it. Some of these renovations include an updated and beautiful Primary Bathroom, upgraded stainless steel appliances, new washer and dryer 2024, an Air Conditioning system, 2024 and Water Heater, 2025. Additionally, a fresh coat of paint adorns the walls and there are also nice new ceiling fans, and another must mention is the waterproof luxury vinyl and tile floors throughout making cleaning day much easier - no carpet in the home! The new window treatments provide even more privacy in this quiet neighborhood. Even the electrical system had aesthetical updates including modern decora switches and outlets! The soaring ceilings make this condominium feel even more open and grand. This is a true split bedroom floorplan with both bedrooms featuring en suite bathrooms providing privacy for all. The primary bathroom has a nice walk-in shower with decorative tile and raindrop tinted glass shower doors. En suite bath in the second bedroom has a tub/shower combination should you like to soak the day away. Watch the birds and other wildlife from the extensive cover screened-in rear patio at the back of the home. This maintenance free condominium has lawn care including the bushes providing more time to enjoy all the fun things that life brings. This condominium is ground level and has no units above it.
Listing is courtesy of: ALLEN COLLINS REALTY INC (727-800-9929)
Listing Agent: Allen Collins (727-800-9929)
1855 SHERWOOD ST, SARASOTA, FL 34231
$825,00031 Days on yellowkey MLS ID: A4685955
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2380 Built: 1953 Tax: $6,646 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$6,646
Remarks: Mid-Century Soul + Coastal Sophistication + West of the Trail. Welcome to a masterfully curated Mid-Century Modern retreat located just north of the Stickney Point Bridge in one of Sarasota's coveted zip codes. Situated on a lush 0.31-acre corner lot, this property offers a rare sense of tranquility and total privacy with no HOA or deed restrictions—all just minutes from the world-renowned quartz sands of Siesta Key or Sarasota’s vibrant Downtown. The Aesthetic: Architectural Artistry. This isn’t just a home; it’s a design statement. Every inch celebrates the iconic MCM silhouette, from the striking floor-to-ceiling stone fireplace to the authentic exposed beams and dramatic vaulted ceilings. The timeless architecture is elevated by contemporary finishes, including large-format porcelain tile, Hunter Douglas window treatments, and custom stained-glass transoms that bathe the space in natural light. The Vibe: Indoor-Outdoor Synergy. Live the Sarasota dream in a space designed for the ultimate entertainer. The family room features pocketing glass sliders that reveal your private outdoor oasis, seamlessly dissolving the line between indoors and out. Host “golden hour” gatherings on the 20’ x 14’ composite deck, dine alfresco beneath the Cypress-wood lanai, or unwind in the heated saltwater pool—all enveloped by lush, professionally designed tropical landscaping and a fully fenced yard. Inside the lanai, a tranquil pond with a pump and cascading waterfall creates the perfect setting for meditation. The private, gated west-side yard—just off the primary bedroom deck—offers an additional secluded retreat, while thoughtfully designed landscape lighting sets the stage for stunning evening vistas. Retreat & Versatility: The Primary suite is a true sanctuary, boasting a sun-drenched reading nook, a spacious walk-in closet, and private deck access perfect for your morning coffee. On the opposite wing, a secondary primary-style suite offers ultimate flexibility for high-end guest hosting or a sophisticated home office. Another spacious guest bedroom completes the floorplan. With three full baths and a thoughtful "split" floor plan, the layout is as functional as it is beautiful. Modern “Peace of Mind Checklist” features include: new roof (2024), new ductwork (2024), fresh exterior paint (2024), 3 new water heaters (2024/2023), impact rated windows & doors (2023/2020), high-efficiency A/C (2020), Honeywell Home WiFi thermostat, and updated ADT monitored security system. Parking Pro: Two separate driveways plus a one-car garage for all your toys.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
4672 PINE HARRIER DR, SARASOTA, FL 34231
$1,059,000102 Days on yellowkey MLS ID: A4676715
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2558 Built: 1985Monthly Fee: $29 Tax: $6,278 (2025)Community: The LandingsSingle Family
Taxes:$6,278
Remarks: Nestled within the sought-after, gated Landings neighborhood, this two-story residence offers an exceptional opportunity. Featuring three bedrooms and two-and-a-half baths, the home is thoughtfully designed to blend comfort, functionality, and effortless everyday living. A combined living and dining area creates an inviting atmosphere for entertaining, while the updated kitchen flows seamlessly into the family room, creating the ideal space for gathering with friends and family. The spacious primary suite is conveniently located on the first floor, providing a private retreat. Upstairs you will find two bedrooms, a shared bathroom, and a versatile den perfect for an office or additional living space. Outdoors, a screened lanai and papered pool area invite year-round Florida living, overlooking a fully fenced backyard. A paver driveway leads to a three-car garage, offering ample storage. Completing the appeal is the home?s unbeatable location, with walking trails and lush landscaping throughout the neighborhood, a fabulous shopping center just a short walk away, and minutes from the world-famous Siesta Key Beach. Seller has selected and paid for a new flat tile roof to be installed by Zoller Roofing. Roof tile is Bel Air/ Terracambra Range #4664.
Listing Agent: Kelly Quigley (941-356-9954)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$259,90053 Days on yellowkey MLS ID: A4683312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
9924 CRYSTAL ISLE CIR, SARASOTA, FL 34241
$577,00016 Days on yellowkey MLS ID: A4688051
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2188 Built: 2024Monthly Fee: $307 Tax: $6,768 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$6,768
Elementary School: Lakeview Elementary
Remarks: Practically new with a beautiful view! Make your way to Grand Park by Neal Communities, a masterfully designed amenity rich community, and soak in the charm the moment your enter. Meander through expansive green areas, pass state of the art amenities, and find your way home. This lovely home perches on a long view waterfront that is private and boasts western exposure for colorful evening skies. Nearly 2,200 sf is comprised 3 bedrooms upstairs, a loft, a flex room and a rare opportunity for the 3 car tandem garage. Fantastic curb appeal welcomes you home. The first floor is all about the living space. Open concept with enormous great room that connects to an open dining room and kitchen that is light and bright all with views to the blue outback. Kitchen has modern quartz, extended island with counter top seating, stainless steel appliances, gas stove, and slider access to the covered patio. Also you'll find a flex room with French doors that can be used for anything, walk in pantry, breeze room, and wood look planking flows throughout the home. Take to the upstairs where your loft is centered amongst the bedrooms. Large ensuite with dual vanities and walk in shower. Dedicated laundry centrally located for added convenience. Find something for everyone in Grand Park. Incredible location, minutes from the interstate and a dream list of things to do from swimming to basketball, pickle ball, tennis, dog parks, soccer fields, workout center, playgrounds, clubhouse, greens spaces connected by trails, tons of activities and all of this is within walking distance to your front door. Come visit today by scheduling a private showing.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
6851 SHETLAND WAY, SARASOTA, FL 34241
$1,575,00065 Days on yellowkey MLS ID: A4678067
0 Days Off yellowkey (back on 2/20/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4706 Built: 1979Monthly Fee: $104 Tax: $12,861 (2025)Community: Gator CreekSpa: NoSingle Family
Taxes:$12,861
Remarks: Under contract-accepting backup offers. THIS IS THE ONE * PRIDE OF OWNERSHIP SHOWS * THIS IS A MUST SEE SPECTACULARLY REMODELED HOME * This CUSTOM FAMILY ESTATE HOME is 4081 SQFT A/C * The MAIN HOUSE FEATURES 4081 sqft a/c with 3 Bedrooms PLUS a possible 4th Bedroom & 3.5 FULL BATHS that have been THOUGHTFULLY REIMAGINED * PLUS A DETACHED GUEST HOUSE BUILT IN 2017 HAS ALL HURRICANE IMPACT WINDOWS & DOORS, Private Bedroom & Bath, Living Room & FULL KITCHEN & ITS OWN WASHER & DRYER & Covered Lanai - PERFECT FOR MULTI-GENERATIONAL LIVING or extended staying guest who will never want to leave * Both homes are perfectly positioned on 5.5+/- Acres in sought after GATOR CREEK ESTATES * Peaceful & private setting * This is NOT a cookie cutter home * Drive up the winding circular driveway to your new family estate home * NEW METAL ROOF + GUTTERS 2025 * NEW A/Cs * NEW CHEF’S KITCHEN with SOLID WOOD WHITE CABINETS & QUARTZ COUNTER-TOPS * Kitchen is open to Family Room with a stone wood-burning Fireplace * Two story vaulted ceilings * LARGE OPEN LOFT IS PERFECT FOR A DEN / OFFICE * PLUS A STUDIO / BONUS ROOM with EXCELLENT LIGHTING & SEPARATE ENTRANCE * Living Room & Family Room * NEW Paint in & out * NEW Flooring * NEW SEWER LINES * NEW HURRICANE IMPACT WINDOWS & DOORS ON ALMOST THE ENTIRE HOME * Whole House R/O Water System * The OWNERS' SUITE is spacious with NEW, LOVINGLY RENOVATED Spa-style Bath is a must see, with large walk-in closets * 2 Guest Bedrooms & Bath * All of this wraps your VERY PRIVATE, SALTWATER & HEATED CAGED POOL FEATURING NEW POOL FINISH * Make this your family estate * ENJOY YOUR VERY PRIVATE SLICE OF PARADISE * The grounds are beautiful with walking trails through your wooded setting * IT'S LIKE MYAKKA STATE PARK MEETS SELBY GARDENS! * Natural setting is very low maintenance * A-RATED SCHOOLS * Gator Creek is gated at night * Only 1 mile to Publix & shopping * Just 15 minutes to Siesta Key Beach & UTC Mall * Country living yet close to town * One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
6010 NUTMEG AVE, SARASOTA, FL 34231
$330,000149 Days on yellowkey MLS ID: A4672372
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1967 Tax: $3,319 (2024)Community: Golden Acres 2Nd AddSpa: NoSingle Family
Taxes:$3,319
Remarks: OPPORTUNITY IS KNOCKING! NO STORM DAMAGE and ONLY 2 MILES TO SIESTA KEY! Used as a rental for the last 20 years, this property is READY FOR A FRESH START. This is a TRUE THREE-BEDROOM, TWO-BATH home—no funky garage or patio conversions, which means no insane markup on a sketchy weekend warrior remodel. Here, you can update to YOUR OWN LIKING and at your own pace. INVESTORS, TAKE NOTE: This home has FANTASTIC BONES thanks to ALL BLOCK CONSTRUCTION (aside from the second carport)—from back when homes were built to last. And with a NEWER ROOF and HOT WATER TANK, that’s two less expenses you have to worry about. Inside, you’ll find ROOMS LARGER THAN YOU’D THINK, including an EAT-IN KITCHEN and a BONUS ROOM (NOT an enclosed lanai) that could be a formal dining room, playroom, office, or combine it with the primary bedroom to create a glorious owner's retreat. The laundry room under the carport is at house level, not ground level, and adjacent to the primary bath, which could allow for an owner's bathroom expansion. Reopen the few windows that were previously enclosed and revive the vibe—Florida sunshine transforms everything. A-RATED SCHOOLS across the board—elementary, middle, and high! Perfect for families. And yes, you can BRING ALL YOUR TOYS because this property is NOT DEED RESTRICTED and has plenty of space for your boat, RV, or whatever else you’ve got. LOCATION-WISE, IT CAN’T BE BEAT: You’re in the HEART OF SARASOTA, with every shopping and dining convenience imaginable nearby. The Legacy Trail is just down the road—12+ paved and pretty miles of walking, biking, rollerblading, etc. And the glorious beaches of Siesta Key are less than 10 minutes away. If you’re looking for a GREAT DEAL on a GREAT HOUSE, this is it. HURRY OVER BEFORE IT’S GONE. This MOTIVATED SELLER IS READY TO CLOSE!
Listing is courtesy of: REAL ESTATE MATCH USA (941-224-2344)
Listing Agent: Cheryl Edwards (941-224-2344)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$184,99917 Days on yellowkey MLS ID: A4688227
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Remarks: One or more photo(s) has been virtually staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
2898 ASHTON RD, SARASOTA, FL 34231
$475,00071 Days on yellowkey MLS ID: A4681338
REDUCED by $24,000 (4.8%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2006Monthly Fee: $245 Tax: $4,610 (2025)Community: The Enclave Of Webberlin PlaceSpa: NoSingle Family
Taxes:$4,610
Remarks: One or more photo(s) has been virtually staged. Welcome home to Ashton Enclave, where serene views can be enjoyed from the main living areas, primary suite, and outdoor living spaces. Located just minutes from Siesta Key Beach, shopping, and dining, this beautifully maintained home offers a spacious 4-bedroom, 3-bath open-concept floor plan with numerous recent upgrades. The first floor features tile flooring throughout, crown molding, and multiple inviting living spaces—including a large great room/dining room combination and a sunny breakfast area—perfect for everyday living and entertaining. Step outside to the spacious screened and covered lanai, plus a 20x20 deck, providing ample room to relax, host gatherings, or enjoy peaceful outdoor living. The primary suite on the first floor offers walk-in closets and an ensuite bath with granite countertops, dual sinks, a soaking tub, and a walk-in shower. Additional first-floor guest suites also include walk-in closets. Upstairs, a private bedroom with newer laminate flooring and an ensuite bath featuring granite countertops and a decorative picture-frame mirror can serve as a second primary suite or ideal guest retreat. Additional highlights include an indoor laundry room with a laundry sink, new cabinet doors, and newer washer and dryer. Recent updates include new kitchen cabinets and stainless steel appliances (2025), laundry cabinet doors (2025), interior paint (2025), HVAC and water heater (2024), and roof (2017). Outside, a fenced area with a concrete pad offers space for RV parking. Ashton Enclave is a quiet community of only six homes and features a low HOA fee that includes water, sewer, irrigation, and lawn care, making for easy, low-maintenance living.
Listing Agent: Matt Cannon Llc (941-228-2030)
3324 WESTFORD LN #112, SARASOTA, FL 34231
$280,00084 Days on yellowkey MLS ID: A4679341
0 Days Off yellowkey (back on 3/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1251 Built: 1972Monthly Fee: $175 Tax: $3,046 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$3,046
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 3324 Westford Lane! Nicely renovated in 2011 and freshly updated in 2025, this light-filled two-bedroom, two-bath residence offers a blend of comfort, style, and durability in one of Sarasota’s desirable communities of Gulf Gate Garden Homes East. Featuring 1,251 square feet of heated living space and a total of 1,823 square feet, the home showcases a spacious open-concept design with a large living and dining area that seamlessly flows into a newly enclosed den. Completed in 2025, the den adds approximately 120 square feet of flexible living space and is constructed with conforming walls rated to withstand 150-mile-per-hour winds. The renovated kitchen offers a well-sized island and ample cabinetry, providing functionality and a welcoming atmosphere for everyday living or entertaining. The primary bedroom includes an en-suite bath, and both bedrooms feature new carpeting installed in 2025. The numerous additional upgrades include hurricane impact-resistant windows and doors with new blinds throughout the property (2025), a freshly painted interior and exterior, a new roof in 2025 with a transferable warranty to the new owners, a new air-conditioning system in 2022, a new electrical panel in 2017 and a re-piped water supply system in 2011. A separate enclosed laundry room offers added convenience and extra storage space, while the residence’s positioning within the community provides beautiful, sunny views of the parklike common area. Residents enjoy a quiet, well-maintained neighborhood with an amazingly low HOA fee, just five miles from the white sands and turquoise waters of Siesta Key Beach, as well as proximity to Sarasota’s shopping, dining and cultural attractions. This move-in-ready home combines modern upgrades, resilient construction and an enviable location, making it an exceptional opportunity to enjoy the best of Sarasota living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Takeda (941-587-4545)
5619 NEW YORK AVE, SARASOTA, FL 34231
$399,000190 Days on yellowkey MLS ID: A4664577
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1577 Built: 1959 Tax: $3,645 (2025)Community: Sun HavenSingle Family
Taxes:$3,645
Remarks: Welcome to 5619 New York Avenue, a charming Sarasota retreat where comfort, style, and convenience come together beautifully. Nestled in a quiet neighborhood with no HOA, this home offers the freedom to truly make it your own while being just minutes from Siesta Key Beach, Downtown Sarasota, and all the coastal lifestyle has to offer. As you arrive, refreshed tropical landscaping and a welcoming curb appeal set the tone. Step inside to find a bright, open layout designed for easy living and connection. Natural light fills every corner, reflecting off tile floors that create a clean and calming atmosphere. The kitchen opens to the living space, perfect for entertaining or relaxed family gatherings, while large sliding doors invite you to step outside and experience the home’s centerpiece, your private backyard oasis. Out back, the sparkling pool is surrounded by lush greenery, offering a peaceful escape where you can unwind, host weekend barbecues, or simply soak up the Florida sun. The fenced yard provides privacy and room for pets or gardening, creating a perfect blend of relaxation and functionality. Whether you are looking for a full time residence, a seasonal getaway, or an investment opportunity, this home captures what makes Sarasota living so desirable. You are close to the area’s top beaches, shopping, dining, and cultural attractions, yet tucked away in a neighborhood that feels like your own personal retreat. This is your chance to own a pool home in Sarasota that combines character, comfort, and location while giving you the freedom of no HOA restrictions. Experience the lifestyle you have been dreaming of at 5619 New York Avenue.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
7935 WOODPOINTE CT #21, SARASOTA, FL 34238
$230,00017 Days on yellowkey MLS ID: A4688197
1 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1734 Built: 1985Monthly Fee: $648 Tax: $3,310 (2025)Community: Pine Tree VillageCondo
Taxes:$3,310
Remarks: Under contract-accepting backup offers. Location, Location, Location! This charming villa-style condominium is nestled in the beautiful Pine Tree Village, perfectly situated near everything Sarasota has to offer—downtown, world-famous Siesta Key Beach, and exceptional dining and shopping. Pine Tree Village embodies the best of Florida living, featuring a community pool, tennis, pickleball, mature landscaping, walkable streets, and winding paths around a scenic lake. This inviting home is ideal for relaxation, whether you’re unwinding on the screened lanai, enjoying the spacious great room with volume ceilings, or sipping your morning coffee in the bright kitchen. The generously sized bedrooms provide comfort and privacy, while the versatile flex space is perfect for a home office, workout room, or accommodating overflow guests. This is the best-priced home in the neighborhood and comes move-in ready with brand-new carpet, fresh interior paint, and new lanai screens. Additional highlights include a two-car garage, an extended driveway, and a desirable cul-de-sac location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
7214 CLOISTER DR #7214, SARASOTA, FL 34231
$230,000294 Days on yellowkey MLS ID: A4656943
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $1,963 (2024)Community: Lakeside Club Of SarasotaCondo
Taxes:$1,963
Remarks: Lakeside Club of Sarasota, move-in ready! This spacious second-floor two-bedroom, two-bath condominium features vaulted ceilings and a large screened lanai overlooking a serene lagoon and preserve. The open-concept living and dining area flows seamlessly to the private outdoor spaces, creating an environment for relaxation and entertaining. Enjoy your morning coffee on the front patio and unwind in the fully enclosed back lanai with tranquil pond views and a manicured green lawn just beyond. Ideally in the desirable Gulf Gate area, just 12 minutes from the nation’s No. 1 beach, Siesta Key, this well-maintained home offers a blend of comfort and convenience. Recent updates include a new roof and skylights (2025), PGT hurricane windows on the east side, a new air conditioner with heat pump and water heater (2023), and a refrigerator replaced in 2025. The stackable washer/dryer and range are only five years old. Community amenities include tennis courts, a clubhouse, a refreshing pool and covered carport parking. You'll love the proximity to the new Gulf Gate Library, popular restaurants, shopping and everything Sarasota has to offer. Whether you're looking for a full-time residence or a winter retreat, this condominium is must-see. Schedule a showing today.
Listing Agent: Cindy Taliaferro (941-894-7269)
7145 BRIGHT CREEK DR #33, SARASOTA, FL 34231
$240,00010 Days on yellowkey MLS ID: A4689181
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1352 Built: 1981Monthly Fee: $325 Tax: $3,031 (2025)Community: Woodside South Ph 1 2 & 3Villa
Taxes:$3,031
Remarks: This charming 2-bedroom, 2-bath plus bonus room villa is nestled in the quiet and desirable Woodside South community in the Gulf Gate area of Sarasota. Ideally located just minutes from world-renowned Siesta Key Beach, with easy access to Interstate 75, and surrounded by a variety of restaurants, shopping, and premier golf courses, this home offers both convenience and a relaxed Florida lifestyle. The low maintenance fee includes water, trash, basic cable, pest control, exterior maintenance, and landscaping—making for truly easy living. This villa boasts larger square footage than many others in the community and features a spacious, light-filled living room, a kitchen with a cozy eating area, a primary suite with a full bath and walk-in closet, a second bedroom, and an additional full bathroom. A versatile den/office with a private exterior entrance adds extra flexibility for work or guests. Enjoy tile flooring throughout for a clean, modern feel. Residents also have access to a community pool and clubhouse—perfect for relaxing and socializing. Tenant's lease ends 4/30/2026.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Kate Aumua (305-542-5452)
6072 DRY TORTUGAS DR, SARASOTA, FL 34241
$349,99010 Days on yellowkey MLS ID: A4689221
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1790 Built: 2025Monthly Fee: $191 Tax: $786 (2025)Community: Grand Park Phase 3A & 3BTownhouse
Taxes:$786
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Welcome to this beautifully maintained two-story townhome in the desirable southwest section of Grand Park. Priced below $350,000, it offers exceptional value in today’s market. This move-in ready home features white cabinetry, granite countertops, and a bright, open layout perfect for everyday living and entertaining. All appliances are included for added convenience. With low HOA fees and a strong warranty, this home delivers comfort, value, and peace of mind.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
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