Location: Sarasota , 34231
Do Not Show Listings
6108 GREEN VIEW DR #143, SARASOTA, FL 34231
$172,90010 Days on yellowkey MLS ID: N6143757
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1973Monthly Fee: $656 Tax: $2,358 (2025)Community: Village In The Pines 1Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,358
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This beautifully maintained two-bedroom, two-bath villa offers the perfect blend of comfort, lifestyle and location in the heart of Sarasota. In fabulous, move-in ready condition, the home features a thoughtfully designed layout with spacious living areas and an abundance of natural light throughout. Ideally situated just a few miles to Siesta Key Beach, you'll enjoy easy access to one of the areas most loved destinations as well as the vibrant energy of downtown Sarasota. With quick access to I-75, commuting and travel are effortless while everyday conveniences like grocery stores, restaurants, medical facilities and shopping areas all just minutes away. Located within a welcoming 55+ community, this villa offers more than just a home – it provides a lifestyle. Residents enjoy a clubhouse that serves as a hub for social gatherings and activities along with a swimming pool perfect for exercise and relaxation. Whether you are looking to stay active or unwind, the community amenities foster a strong sense of neighborhood and make it easy to build lasting friendships. This is Sarasota living at its finest: convenient, comfortable and community focused.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Megan E. George, Pa (941-726-1998)
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
High School: Riverview High
Middle School: Brookside Middle
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)
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
Elementary School: Phillippi Shores Elementary
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)
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)
5328 FOX RUN RD, SARASOTA, FL 34231
$558,72073 Days on yellowkey MLS ID: L4959125
REDUCED by $16,280 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1872 Built: 1979Monthly Fee: $11 Tax: $4,941 (2025)Community: Westlake EstatesSingle Family
Taxes:$4,941
Remarks: Stunning Updated Pool Home in Deed-Restricted Westlake EstatesWelcome to 5328 Fox Run in Sarasota, located in the desirable deed-restricted community of Westlake Estates. This beautifully updated pool home offers 3 large bedrooms, 2.5 bathrooms, plus a bonus living area that can easily serve as a 4th bedroom, home office, or flex space.The home has been thoughtfully updated throughout and features a spacious granite kitchen with stainless steel appliances, perfect for entertaining and everyday living. Luxury vinyl plank flooring flows seamlessly through the home, while the floor-to-ceiling tiled bathrooms add a modern, upscale touch.Step outside to your private retreat featuring a screened-in pool and covered outdoor dining area, ideal for enjoying Florida living year-round.Situated in a quiet, well-maintained community, this home combines style, comfort, and flexibility in a prime Sarasota location. A must-see property that’s move-in ready and perfect for full-time living or seasonal enjoyment.
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
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
Elementary School: Gulf Gate Elementary
Tax Year: 2024
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)
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)
254 SOUTHWINDS DR, SARASOTA, FL 34231
$139,0009 Days on yellowkey MLS ID: A4688832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 471 Built: 1967Monthly Fee: $195 Tax: $1,467 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,467
Remarks: Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
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
Middle School: Sarasota Middle
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)
6836 ROXBURY DR, SARASOTA, FL 34231
$575,00010 Days on yellowkey MLS ID: A4686601
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Taxes:$5,635
Remarks: A fantastic opportunity to own a home in the highly desirable Gulf Gate community. This property also offers 1% lender credit at closing. Featuring 2 bedrooms, 2 bathrooms, and a spacious one-car garage with a circular driveway, this home provides both comfort and convenience. The interior showcases an open-concept living and dining area with tile flooring throughout, creating a bright and inviting space. The kitchen has been updated with granite countertops, and both bedrooms include walk-in closets for ample storage. A versatile bonus room offers flexibility as a home office or potential third bedroom. Upgrades include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and an upgraded main electrical panel to a new 200-amp panel in 2024. The property also features a newly installed sprinkler system covering the entire landscape, along with landscape lighting with a timer in the backyard, both added in 2024. Step outside to enjoy the fully renovated saltwater heated pool and screened lanai—perfect for relaxing or entertaining. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, and the neighborhood library, this home is surrounded by everyday conveniences. Gulf Gate also features sidewalks, streetlights, and is within walking distance to top-rated Gulf Gate Elementary School.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1633 BOATHOUSE CIR #232, SARASOTA, FL 34231
$475,00037 Days on yellowkey MLS ID: A4685633
REDUCED by $25,000 (5.0%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1980Monthly Fee: $907 Tax: $4,222 (2025)Community: Pelican Cove XiiSpa: YesCondo
Taxes:$4,222
Remarks: Your Pelican Cove drive begins when the front gate lifts and the beauty of Pelican Cove unfolds. The main living area overlooks the harbor, providing the sought-after Florida indoor/outdoor lifestyle. This 3 bedroom/2 bath condo has an updated A/C unit, hot water tank, electric panel. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
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)
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)
2214 MICHELE DR, SARASOTA, FL 34231
$724,90036 Days on yellowkey MLS ID: A4686063
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 1977 Tax: $6,622 (2025)Community: Phillippi GardensApartment
Taxes:$6,622
Remarks: Great investment opportunity with strong income potential! This well-maintained duplex features two spacious units, each offering 2 bedrooms, 2 bathrooms, and a single-car garage, each on its own water and electric meter. One unit is being sold fully furnished and is ready for immediate rental, making it easy to start generating income right away. Both units have been remodeled and offer comfortable, inviting living spaces. The flexible layout makes this property ideal for a variety of investment strategies. Live in one unit while renting the other, lease both units for maximum income, or create the perfect multi-generational living setup. The choice is yours! Recent updates provide added peace of mind, including a roof installed in 2022 and updated AC units installed in 2022 and 2024. The property also weathered the recent storms with no damage, further highlighting its durability and care. Located just minutes from world-renowned beaches, including Siesta Key Beach, this property offers easy access to golf courses, shopping, dining, and the vibrant arts and cultural scene of Sarasota. Whether you're expanding your investment portfolio or searching for a property with income-producing potential and lifestyle appeal, this duplex presents a rare opportunity in a highly desirable location. Come see, come sigh and make this property your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
4557 WORCESTER RD, SARASOTA, FL 34231
$479,000111 Days on yellowkey MLS ID: A4675974
REDUCED by $20,000 (4.0%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1423 Built: 1998 Tax: $4,659 (2025)Community: Flora-VillaSingle Family
Taxes:$4,659
Remarks: One or more photo(s) has been virtually staged. Located just minutes from the world-famous Siesta Key Beach (less then 6 miles) This newer 3-bed, 2-bath home (built 1998) sits quietly at the end of a dead-end street with no HOA and no CDD fees. The fully fenced yard is ready for pets, gardening, or future outdoor upgrades, while the location keeps you close to everything Sarasota offers—without the restrictions. Minutes from Bee Ridge Park, offering playgrounds, sports fields, shaded picnic areas, and year-round community activities for those who love to be outside. The sellers have already taken care of the big upgrades for peace of mind, including a roof replaced in 2020, a new AC in 2021, updated flooring, with no carpet, a hot water heater installed in 2024, and a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Lovingly maintained and move-in ready, this home blends comfort with convenience. And for those who want a little extra charm, the chicken coop is negotiable.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
5408 EAGLES POINT CIR #102, SARASOTA, FL 34231
$559,900185 Days on yellowkey MLS ID: A4668010
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1768 Built: 1990Monthly Fee: $167 Tax: $5,416 (2024)Community: Bayview Homes ICondo
Taxes:$5,416
Remarks: Just Move In... Beautifully updated condo with amazing Views located just a minutes From Siesta Key Beach and Downtown Sarasota. Totally remodeled condo with Impact Hurricane windows and doors, all new kitchen featuring solid wood Cabinets, granite countertops and backsplash, with center island and Stainless steel appliances . Large Master suite with his and her walk-in closets ensuite master bathroom with dual sinks and massive walk-in shower. All new luxury Vinyl and porcelain flooring throughout the unit. New Hvac system 2022, Private Laundry room, Open floor plan with massive living room and dining are overlooking lake and water fountain. Private under building covered parking. The Landing is a well Maintained active community with 24 hour guard gated West of the trail featuring acres of Lush Landscaping , nature trail leading to gazebo overlooking the Intercostal waterway , fishing pier and Kayak launch. Your purchase includes membership to the Landings Racquet Club with Olympic -sized heated pool, Hot tub , Eight Har-tru tennis courts, Fitness center , Library with kitchen and on site tennis Pro shop. Seller will consider selling the condominium fully furnished on a separate sale bill. A Great Place To call Home.
Listing Agent: Gary Hoskins (941-809-7709)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,00079 Days on yellowkey MLS ID: A4680225
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Remarks: A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
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