Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00029 Days on yellowkey MLS ID: A4693884
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,361
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
4316 CALLISTA LN, SARASOTA, FL 34243
$449,000Listed 06/13/2026 5:26PM MLS ID: A4696912
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,352 (2025)Community: Callista VillageVilla
Taxes:$4,352
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where shopping, dining, entertainment, and everyday conveniences are just minutes away. This light-filled residence offers an inviting open-concept floor plan with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining. Featuring 2 bedrooms, 2 bathrooms, a dedicated office/den, and an attached 2-car garage, this home offers the ideal blend of comfort, functionality, and low-maintenance living. The kitchen is equipped with newer stainless-steel appliances, while the spacious owner's suite serves as a relaxing retreat complete with an oversized walk-in closet. Low community fees enhance the value and include lawn and shrub maintenance, sprinkler and soaker systems, and front entrance upkeep. Just beyond Longwood Park, residents enjoy convenient access to an impressive array of recreational amenities including pickleball, tennis, basketball, baseball fields, a playground, picnic pavilion, recreation building, gymnasium, and dog-friendly areas—all within walking distance. Adding to the convenience, a local bus stop located just outside the community provides easy access to UTC, downtown Sarasota, Sarasota-Bradenton International Airport, shopping, and more. Whether you're looking for a full-time residence or seasonal retreat, this home offers exceptional value in one of Sarasota's most convenient locations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brenda Wilson (941-321-8686)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,000Listed 06/13/2026 10:54AM MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
2118 DODGE AVE, SARASOTA, FL 34234
$165,000137 Days on yellowkey MLS ID: A4680017
2 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (10.8%) on 06/03/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1339 Built: 1956 Tax: $2,800 (2025)Community: Leisure LakesSingle Family
Taxes:$2,800
Remarks: Do you need more rooms, a fenced back yard, a screen porch and covered parking that doesn't cost a lot? This is it! Home has Living room, updated kitchen & bath, family room, Florida room, storage room. Close to baseball stadium, public park and playground. Are you handy or have contacts for fixing? Yeah, that works. Call your agent today to set up an appointment to see this diamond in the ruff. Due to condition, the property may have health/safety risk(s). Prior to entry / access, all parties must sign a Hold Harmless Form, and the property may only be shown by appointment. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint Potentially Exists.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
510 N OSPREY AVE, SARASOTA, FL 34236
$947,000115 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Remarks: Buyer to verify all measurements
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
1750 BENJAMIN FRANKLIN DR #5F, SARASOTA, FL 34236
$850,00011 Days on yellowkey MLS ID: A4693130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1781 Built: 1970 Tax: $8,633 (2025)Community: Key Tower SouthCondo
Taxes:$8,633
Remarks: Experience the best of beachfront living at Key Tower South on Lido Beach. The expansive beach views are nothing short of spectacular from the moment you enter the lobby. As your guests enter this spacious 1,781-square-foot residence, their first impression will be the lovely hospitality bar in the large foyer area. This well-appointed unit features a large open living and dining area bordered by a 23 foot long sunroom. * * * There are two generous bedrooms plus a versatile den with a built-in Murphy bed concealed within attractive custom wood cabinetry. Large travertine stone tile flooring flows throughout the main living areas, while the primary suite offers brand-new carpeting, two large walk-in closets, a dual sink vanity, a comfort-height toilet, a walk-in shower and its own private sunroom. Abundant storage throughout the entire residence adds to its everyday convenience and the recessed lighting creates a contemporary feel. The kitchen is well laid out with lots of counter space and areas for admirers or critics to pull up a bar stool and watch the chef work their magic. * * * Enjoy the peaceful eastern exposure on the private terraces off both the living room and primary bedroom, providing inviting sunlit spaces to relax and take in views of the Sarasota skyline, which sparkles beautifully after sunset. One of the home's two air-conditioning systems is brand new and the other was installed in 2022. * * * Key Tower South has undergone extensive renovations, including a complete transformation of the lobby and common areas in 2025. The building also features its own perimeter hurricane and storm-surge protection system for added peace of mind. Residents enjoy 220 feet of private Gulf-front beach, direct beach access, a heated beachfront pool, expansive sun deck, fitness center, saunas, library, bike storage, and on-site management. This exceptional residence offers the comfort, convenience, and lifestyle that make Lido Beach one of Sarasota's most desirable waterfront destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
140 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$2,350,000108 Days on yellowkey MLS ID: A4683280
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2206 Built: 1951 Tax: $19,449 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$19,449
Remarks: Welcome to an extraordinary opportunity on Lido Key, where refined coastal elegance meets exceptional investment potential. This beautifully appointed three-bedroom, two-bath pool home is being offered fully turnkey furnished and has an established history as a successful income-producing rental property, making it as smart as it is stunning. Nestled beneath mature shade trees on an oversized 10,285 square foot lot, the property offers rare privacy just moments from the beach. Lush tropical landscaping surrounds the home, creating a serene island setting that feels worlds away while remaining close to everything that makes Lido Key so desirable. Inside, soaring ceilings and expansive windows flood the home with natural light, enhancing the open-concept layout designed for effortless entertaining and everyday comfort. Warm wood floors, thoughtfully curated finishes, and a soft coastal palette create a relaxed yet sophisticated ambiance throughout. Every space feels intentional, welcoming, and ready to enjoy from day one. The chef’s kitchen is a true centerpiece, featuring rich custom cabinetry, granite countertops, stainless steel appliances, double ovens, a wine fridge, and an extended breakfast bar perfect for hosting family and guests. The adjacent dining area opens seamlessly through sliding glass doors to the outdoor living space, blurring the lines between indoor comfort and Florida sunshine. The spacious primary suite serves as a private retreat, complete with vaulted ceilings and a spa-inspired bath offering dual vanities, custom cabinetry, and a walk-in shower. Two additional guest bedrooms provide flexibility for visitors or vacation renters, while a full-size laundry area, built-in workspace, and generous storage add convenience to the home’s thoughtful design. Step outside and discover your own private resort. The sparkling pool and expansive patio create the ultimate backdrop for entertaining, relaxing, and soaking in the year-round Florida lifestyle. Covered dining areas and multiple lounging spaces make this backyard oasis ideal for everything from quiet mornings with coffee to lively sunset gatherings. Location is everything, and this home delivers. Just minutes from the pristine sands of Lido Beach and the iconic boutiques and dining of St. Armands Circle, you’ll enjoy immediate access to world-class shopping, waterfront restaurants, boating, and the vibrant arts and culture of downtown Sarasota. Lido Key continues to be one of the Gulf Coast’s most coveted destinations, prized for its laid-back luxury and strong vacation rental demand. Whether you are searching for a sophisticated island residence, a luxury vacation retreat, or a high-performing investment property with proven income history, this exceptional Lido Key home offers the rare combination of lifestyle, location, and long-term value. This is more than a home — it is the island dream realized.
Listing Agent: Christy Travis (941-545-5284)
301 JACKSON DR, SARASOTA, FL 34236
$2,790,000109 Days on yellowkey MLS ID: A4683209
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2028 Built: 1951 Tax: $20,382 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$20,382
Remarks: Welcome to your private coastal sanctuary just moments from the powder-soft sands of Lido Beach and a short stroll to iconic St. Armands Circle. Perfectly positioned in one of Sarasota’s most coveted locations, this stunning residence captures everything buyers dream about when they imagine luxury living by the gulf. From the moment you arrive, lush tropical landscaping and swaying palms frame a beautifully maintained property that feels both secluded and inviting. The expansive paver drive and manicured lawn create a grand first impression, while mature greenery provides privacy rarely found this close to the beach. Inside, the home blends refined elegance with relaxed island charm. Sunlight pours through plantation-shuttered windows, illuminating spacious bedrooms designed for comfort and style. The primary suite is a tranquil retreat with soft coastal tones and garden views, while the guest rooms are thoughtfully appointed to accommodate family and visitors with ease. Every space feels bright, airy, and curated for effortless living. The bathrooms are nothing short of spa-worthy. Floor-to-ceiling tile, frameless glass showers, custom vanities with stone countertops, dual sinks, and elegant fixtures create a luxurious experience that rivals high-end resorts. Thoughtful details like recessed niches, designer mirrors, and soft lighting elevate each space. Step outside and the property truly comes to life. The private backyard oasis is designed for unforgettable gatherings and serene relaxation alike. A sparkling pool is surrounded by expansive decking, lounge seating, and tropical landscaping that transforms the space into your own secluded resort. String lights overhead add ambiance for evening swims, while shaded seating areas invite long afternoons under the palms. The fenced yard enhances privacy, creating a rare sense of retreat just minutes from everything. And the location — simply exceptional. Imagine morning walks to Lido Beach, sunset cocktails at St. Armands Circle, boutique shopping, award-winning dining, boating, and downtown Sarasota’s vibrant arts scene all just moments from your front door. Homes in this location with this level of finish and established rental success are incredibly rare. Whether you are searching for a luxury island residence, a sophisticated vacation retreat, or a high-performing investment property with proven appeal, this home delivers on every level. Offered in pristine condition and designed for both comfort and entertaining, it embodies the very best of coastal Florida living. This is more than a home. It is the St. Armands lifestyle — elevated, private, and unforgettable.
2959 N LOCKWOOD MEADOWS BLVD, SARASOTA, FL 34234
$380,00062 Days on yellowkey MLS ID: TB8493921
REDUCED by $4,900 (1.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 924 Built: 1985 Tax: $3,867 (2025)Community: Lockwood MeadowsSpa: NoSingle Family
Taxes:$3,867
Remarks: ** NEW PRICE IMPROVEMENT ** Best single family offering in Sarasota at an affordable price - Beach life? Siesta Key 10-15 min, Lido 7-10, Longboat 15-20. Schools 5 minutes! UTC Mall and Rt 75 are 10-12 minutes away. Downtown restaurants in 10 minutes. Want move in ready? 1 car garage, full shed in back yard. Want updates? Roof 2025, Water Heater 2025, AC and Ducts just replaced 2 months ago. Washer and dryer less than 3 yrs old. Full master bath and Walk in shower, new fridge and soft close cabinets. Want Florida living? Fire pit, Bermuda Cherry, Orange, Lime, Lemon, Tangelo, and Red Lime trees should bear fruit this year. 12 ftx 36 ft screened lanai for grilling and back yard lounging. Back yard is completely fenced. Room for a pool. No HOA! Established neighborhood NEVER WET! No storm damage history.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Leah King (813-957-8924)
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,000124 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Taxes:$32,602
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,000136 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Elementary School: Tuttle Elementary
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
4076 GOLD DUST LN, SARASOTA, FL 34243
$349,000178 Days on yellowkey MLS ID: A4675773
REDUCED by $8,000 (2.2%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! Receive up to $15,000 towards closing costs & special interest rates with the use of our preferred lender - Now through June 30th. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
4080 GOLD DUST LN, SARASOTA, FL 34243
$349,000178 Days on yellowkey MLS ID: A4675772
4084 GOLD DUST LN, SARASOTA, FL 34243
$349,000178 Days on yellowkey MLS ID: A4675771
4088 GOLD DUST LN, SARASOTA, FL 34243
$349,000178 Days on yellowkey MLS ID: A4675770
Remarks: MOVE IN READY! Receive up to $15,000 towards closing costs & special interest rates with the use of our preferred lender - Now through June 30th. Self-guided tour available on this quick move-in home every day from 7am-9pm. Stop by to tour on your own time. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
4096 GOLD DUST LN, SARASOTA, FL 34243
$349,000178 Days on yellowkey MLS ID: A4675766
Remarks: HOME OF THE WEEK - Limited-Time Pricing Available This Week Only! MOVE IN READY! Receive up to $15,000 towards closing costs & special interest rates with the use of our preferred lender - Now through June 30th. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000640 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Elementary School: Gocio Elementary
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
1010 VILLAGIO CIR #106, SARASOTA, FL 34237
$249,9001221 Days on yellowkey MLS ID: A4560093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Monthly Fee: $329 Tax: $2,049 (2021)Community: Villagio CondominiumCondo
Taxes:$2,049
Tax Year: 2021
Remarks: WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
1020 23RD ST, SARASOTA, FL 34234
$465,0008 Days on yellowkey MLS ID: A4695931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 856 Built: 1954 Tax: $4,267 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$4,267
Remarks: TAKE A STROLL back in time to "OLD FLORIDA" and land in an incredible location WEST of N. Trail in RINGLING PARK! What a fabulous, and WELL PRESERVED home complete with a large fenced back yard, private driveway and carport. You will fall in love with the beautiful, Terrazzo Floors accented by 1950's interior architectural features such as arched vestibules and Plaster Cove Ceilings. This is a 2 bedroom bungalow with a front and rear porch, ample size living room, fabulous Florida room and a large laundry room. Updates include a new kitchen and updated bathroom, almost new HVAC, updated 150 amp electric panel, all 20 windows have been updated with tilt in, single pane windows, Terrazzo floors updated and new LPV flooring in the Florida room. This Fantastic home is a great opportunity! $465,000
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$280,000149 Days on yellowkey MLS ID: A4677958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$570
Remarks: Virtually Staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
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