Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
4949 DOROTHY AVE, SARASOTA, FL 34235
$239,9009 Days on yellowkey MLS ID: A4696711
0 Days Off yellowkey (back on 6/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1746 Built: 1979 Tax: $4,152 (2025)Community: S Of Desoto Lakes AreaSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,152
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Calling all Treasure Hunters! This Property is Ideal for someone who wants a project that offers Country Style Living 10 minutes from Downtown Sarasota and 10 minutes from UTC Mall! The home is a 3 Bed 2 Bath pool home on a .49 Acre Lot. There was hurricane damage, so this house will need your special touches to restore it to its former glory, but the location is one of a kind. Bring your toolbelt or knock it down and start over because homes on this street dead end street are rarely available. There are no HOA fees or restrictions. Easy to show. MULTIPLE OFFFERS SITUATION. HIGHEST AND BEST OFFERS DUE BY NOON ON 6-18-26.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Stephan Scalera (941-705-2827)
1703 N TAMIAMI TRL #211, SARASOTA, FL 34234
$739,00038 Days on yellowkey MLS ID: A4693274
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1203 Built: 2022Monthly Fee: $493 Tax: $7,290 (2025)Community: Strand/SarasotaSpa: YesCondo
Taxes:$7,290
Elementary School: Gocio Elementary
Remarks: Experience elevated living in this beautifully designed 1,203 sqft 2-bedroom, 2-bathroom corner residence. Offering one of the most desirable floor plans in the building, this unit features the largest balcony of any layout spanning 669 sqft, providing exceptional outdoor living space with tranquil views, perfect for morning coffee, sunset unwinding, or entertaining guests. A private entry from the second bedroom opens directly onto the wraparound balcony, ensuring guests have their own serene space to relax and enjoy the outdoor living experience. Inside, the residence showcases a modern design with clean lines and contemporary finishes. The open-concept living and dining area flows seamlessly into a sleek kitchen equipped with stainless steel appliances, creating a functional yet stylish space. Hurricane-impact windows and sliding glass doors provide peace of mind while filling the home with natural light.The primary suite offers comfort and privacy with an en-suite bathroom and spacious walk-in closet, while the well-appointed guest bedroom and second full bath provide flexibility for visitors or additional living space. Additional conveniences include one assigned covered parking space and ample guest parking. Set within a luxury waterfront condominium community, residents enjoy a true resort-style experience. Days can be spent lounging by the heated saltwater pool, relaxing in the spa, or maintaining an active lifestyle in the fitness center. Evenings are perfect for gathering around the firepit, grilling with friends, or taking advantage of the kayak launch for a peaceful paddle. With direct Bay access and the ability to be picked up or dropped off by boat, this community fully embraces Sarasota’s coastal lifestyle. Boat slips are also available at the attached marina for rent or purchase, offering added convenience for boating enthusiasts. A dedicated dog park ensures that even four-legged residents feel at home. Ideally positioned just minutes from downtown Sarasota, pristine Gulf beaches, renowned restaurants, theaters, shopping and Sarasota-Bradenton International Airport, this residence offers both luxury and convenience in one exceptional location. Unit 211 presents a rare opportunity to stay in a modern, corner-unit retreat in a vibrant waterfront community where lifestyle, design, and location come together seamlessly
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
2820 MARRAKESH LN, SARASOTA, FL 34234
$464,9904 Days on yellowkey MLS ID: TB8519403
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $4,207 (2025)Community: GracewaterVilla
Taxes:$4,207
Remarks: Under Construction. Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2816 MARRAKESH LN, SARASOTA, FL 34234
$469,9904 Days on yellowkey MLS ID: TB8518871
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2026Monthly Fee: $115 Tax: $4,276 (2025)Community: GracewaterVilla
Taxes:$4,276
Remarks: Under Construction. Welcome to The Alanson, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Featuring a gas cooktop, wall oven, and an elegant design that overlooks the dining and family rooms, this space is perfectly suited for both everyday living and entertaining. A stunning wall of sliding glass doors frames a picture-perfect pond view and opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Alanson—where every detail is designed for comfort, togetherness, and the simple joy of living well.
2849 MARRAKESH LN, SARASOTA, FL 34234
$449,99014 Days on yellowkey MLS ID: TB8516261
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $3,631 (2025)Community: GracewaterVilla
Taxes:$3,631
Remarks: Under Construction. Looking for a move in ready, natural light filled Luxury Villa? How about a Palm Tree lined pond view from your lanai? Welcome to The Bishop a Luxury Villa in the gated community of Gracewater, where timeless design meets serene views. From the moment you walk through the door, sunlight streams through the abundance of windows throughout the entry, the dining room and living room, filling the space with warmth and brightness. The open-concept layout flows seamlessly from the welcoming front porch to the inviting dining and family areas, and out to the breezy lanai where a peaceful pond view invites you to gather, relax, and reconnect.
309 AMHERST AVE #51, SARASOTA, FL 34232
$145,0001 Day on yellowkey MLS ID: A4697447
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1250 Built: 1972 Tax: $2,012 (2025)Community: Fairway OaksTownhouse
Taxes:$2,012
Remarks: Beautifully updated 3-bedroom, 2.5-bath end-unit townhome tucked away in the back of Fairway Oaks, offering added privacy and exceptional value for both homeowners and investors. This move-in-ready home has been extensively renovated with numerous recent upgrades, including new hurricane-impact windows (2026), new flooring throughout the main level (2026), new stairs (2026), new interior doors (2026), and a new electrical panel (2026). The kitchen features a new refrigerator and microwave, along with updated finishes, while the bathrooms have been tastefully remodeled. Additional highlights include newer laundry appliances and a 2017 A/C system. For investors, this property presents an excellent opportunity, as it is currently tenant-occupied and generating $2,000 in rental income, providing immediate cash flow potential. Enjoy a spacious and well-maintained interior with fresh finishes, abundant natural light, and a functional layout ideal for everyday living or long-term investment. Fairway Oaks offers fantastic community amenities, including a large community pool, playground, tennis courts, and basketball courts. Ideally located in the heart of Sarasota, you’ll enjoy convenient access to Downtown Sarasota, I-75, shopping, dining, banks, fitness centers, Publix, Bravo Supermarket, Walgreens, and public transportation—all just minutes away. The community is also adjacent to the popular Circus Trail Nature Park and the public Bobby Jones Golf Course, with future Legacy Trail expansion plans nearby. Just a short drive to world-famous Siesta Key Beach, this property combines comfort, convenience, and location. Pets welcome. Whether you’re looking for your next home or a strong investment property with existing rental income, this beautifully updated townhome is one you won’t want to miss. Schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kimberly Macario (941-447-8766)
3212 RAMBLEWOOD DR N #3212, SARASOTA, FL 34237
$175,000168 Days on yellowkey MLS ID: A4676758
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1976 Tax: $1,555 (2025)Community: Ramblewood AcresCondo
Taxes:$1,555
Elementary School: Tuttle Elementary
Remarks: Discover your perfect updated retreat at 3212 Ramblewood Drive North, in vibrant Sarasota, Fl! This stylish 3- bedroom, 2.5 bathroom townhouse spans 1,343 square feet, offering a blend of comfort and modern living. Step into the freshly painted unit, a convenient half bath as you walk in, and an open-concept living room that flows to the back screened-in patio. The three bathrooms are situated upstairs providing privacy and comfort. The primary suite has access to an expansive new deck above the carport where you will be able to enjoy some relaxation and a breath of fresh air. Being able to keep your car in the carport away from the Florida Sun is a great benefit! This unit is a short walk to one of the pools. Nestled in a gated community, you will have access to three refreshing pools, a tennis court, a playground and a clubhouse. Being minutes away from Downtown Sarasota this is a must-see. You are a mere 20-minute drive from Siesta Key Beach and within 10 minutes of the Airport and UTC.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Rodrigo Posada (941-544-1133)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$990,000119 Days on yellowkey MLS ID: A4683357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
Elementary School: Southside Elementary
Remarks: This penthouse residence captures the essence of Golden Gate Point lifestyle, where refined elegance meets effortless coastal living. Located on the fourth level, the home blends authentic Southern European architecture with sophisticated contemporary design. Soaring ceilings, crown molding, and abundant natural light enhance the open-concept layout, creating an inviting setting ideal for both everyday living and entertaining. The expansive great room opens seamlessly to a balcony showcasing partial views of Sarasota Bay, city skyline exposure, and captivating bridge vistas. The beautifully appointed kitchen is designed for both style and function, featuring upgraded Bosch appliances, Italian LUBE cabinetry with generous storage, and a layout that flows effortlessly into the dining and living areas. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace accented with glass stones. A full-size laundry room with cabinetry and sink adds convenience and practicality. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown Sarasota and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, featuring natural light and thoughtful storage. This residence also includes two secure, gated, deeded parking spaces and a private storage room. Set within Toscano, one of Golden Gate Point’s most intimate and well-built boutique buildings, this residence offers an exceptional location close to downtown Sarasota’s world-class dining, cultural venues, marina access, bayfront parks, and the white sand beaches of Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
1289 42ND ST, SARASOTA, FL 34234
$277,50045 Days on yellowkey MLS ID: A4691601
REDUCED by $12,499 (4.3%) on 06/18/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1232 Built: 1997 Tax: $720 (2025)Community: SunnybrookSingle Family
Taxes:$720
Remarks: **This is the One!** Welcome to this inviting Sarasota home, an ideal location that is growing and close to everything you need! Close proximity to Ringling College, Bayfront Park, SRQ International Airport, Downtown Sarasota and more! **New Roof in 2024** This property offers a comfortable layout with bright living spaces and plenty of natural light throughout. Recently remodeled kitchen with granite countertops and stainless steel appliances! Whether you're a first-time homebuyer, seasonal resident, or investor, this property presents a fantastic opportunity to own in an area with strong potential and continued growth. Located in city limits, weekly rentals are allowed with a 7-day minimum! Don’t miss your chance to make this Sarasota home your own! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
3531 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,924,900191 Days on yellowkey MLS ID: A4672261
REDUCED by $25,000 (1.3%) on 05/28/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 2013Monthly Fee: $500 Tax: $8,064 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$8,064
Elementary School: Tatum Ridge Elementary
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Don't miss this rare chance to acquire the BEST value for this fabulous home within *The Founders Club* (a 700-acre community)—Sarasota’s most exclusive private residential golf community—where all 275 residences were custom-built by the area's most prestigious builders. There are only 7 homes available now and this one is the BEST! No CDD fees. Low HOA fees. Club membership is optional. Take advantage of the $50,000 price reduction! The seller is motivated to sell quickly! You will love this home featuring 3 bedrooms, a den, and an additional multi-purpose room, along with 3 full bathrooms and a half-bath. Built in 2013, this custom residence was designed to maximize indoor-outdoor living; it features a beautiful, spacious pool on a lanai that includes covered areas for both dining and lounging. The lovely backyard, adorned with mature trees and lush landscaping, offers plenty of space for pets and recreational activities. Enjoy 3,182 square feet of thoughtfully designed living space situated on a lot of nearly half an acre. A partial view of the golf course's 17th hole adds a picturesque touch to this tranquil setting. The Club and the Robert Trent Jones-designed golf course are undergoing renovations this summer; consequently, a reciprocity agreement with other elite local clubs is in effect from now through the Summer! Take this opportunity to play on the region's best courses and return to enjoy the BEST in the fall! Upon entering the home, you will find an office located near the front door, directly across from the dining room and the main "Great Room." Key features include soaring ceilings, abundant storage space, and an open-concept layout that flows seamlessly from the gourmet kitchen into the spacious living and dining areas. All rooms are situated on a single level, showcasing timeless architecture and high-end finishes. The primary suite features two spacious walk-in closets, each custom-designed with built-in cabinetry. Bathed in natural light, the primary bathroom includes a garden tub, a separate shower, double vanities, and a dedicated seated vanity area, offering a perfect blend of comfort and functionality in a spa-like setting. The other two bedrooms, each with a private en-suite bathroom, are located on the opposite side of the house. The three-car garage offers ample space for three vehicles and the angled area offers a triangle for a golf cart and extra storage.. The "Florida Basement," provides additional AC storage space. Furniture is included in the sale, with the exception of items marked with a red dot. This home is truly move-in ready, so you can start enjoying this lifestyle right away! Ask about incentives!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Christy May (781-258-6022)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000645 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
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)
1989 SPLASHRAIL LN, SARASOTA, FL 34240
$499,0008 Days on yellowkey MLS ID: A4695313
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2024Monthly Fee: $211 Tax: $6,619 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,619
Remarks: Welcome to an exceptional lakefront-inspired retreat in Nautique at Waterside, where luxury, comfort, and an unmatched lifestyle come together in one of Sarasota's most sought-after communities. This beautifully designed 3-bedroom, 2-bath residence with a versatile flex room offers partial views of scenic Kingfisher Lake and showcases thoughtful upgrades throughout. The open-concept living space is both elegant and inviting, featuring a gourmet kitchen with quartz countertops and a custom quartz backsplash that creates a seamless, sophisticated design. Every room, except the kitchen, is enhanced by premium Big Ass Haiku smart ceiling fans (52" and 60"), controlled by remote or smartphone app, providing exceptional comfort and modern convenience. Impact-resistant windows offer added security, energy efficiency, and peace of mind. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a welcoming front porch and a private side patio, ideal for enjoying morning coffee, evening cocktails, or entertaining guests. The flexible bonus room can easily serve as a home office, media room, fitness studio, or additional guest space to suit your needs. Residents of Nautique enjoy resort-style amenities including a lakeside pool and cabana overlooking Kingfisher Lake, pickleball courts, a dog park, and a playground. A standout feature of this community is the private dock with water taxi service to Waterside Place, providing effortless access to waterfront restaurants, boutique shopping, live entertainment, yoga on the lawn, and the popular weekly farmers market. Perfectly positioned within the vibrant Waterside district of Lakewood Ranch, this exceptional residence offers a rare opportunity to enjoy luxury living, modern technology, and a true resort-inspired lifestyle in one of the Gulf Coast's most desirable destinations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Francine Fields (561-704-8644)
2455 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$385,00015 Days on yellowkey MLS ID: A4695883
REDUCED by $14,000 (3.5%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1725 Built: 2021 Tax: $4,084 (2025)Community: Bay LandingTownhouse
Taxes:$4,084
Remarks: Stunning 3-Bedroom, 2 1/2 Bath Home in Bay Landing, Sarasota! Welcome to this beautifully maintained residence in the sought-after Bay Landing community. Boasting elegant curb appeal with lush landscaping and a grand entrance, this 1,725 sq ft home offers three spacious bedrooms and modern comforts throughout. Inside, you'll find crown molding on the first floor, granite countertops in the gourmet kitchen, and ceiling fans in every room. The open-concept living areas are bright and inviting, with new carpet upstairs and a smart-feature-ready setup for modern living. The primary suite is a true retreat, while the epoxy-coated lanai provides the perfect spot to relax and enjoy sweeping views of the nature preserve right behind the home.Residents enjoy access to the community’s large heated pool and resort-style amenities. Ideally located near UTC, Mote Marine Laboratory, and major roadways, this move-in ready gem delivers the ultimate Florida lifestyle. Don’t miss your opportunity to call this beauty home!
Listing is courtesy of: MITCHELL REAL ESTATE (941-400-2662)
Listing Agent: Michael Mitchell, Llc (941-400-2662)
6391 WATERSTONE PL, SARASOTA, FL 34240
$365,0007 Days on yellowkey MLS ID: C7527212
REDUCED by $10,000 (2.7%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1648 Built: 2024Monthly Fee: $200 Tax: $4,891 (2025)Community: Avanti/WatersideSpa: NoTownhouse
Taxes:$4,891
Remarks: MOTIVATED SELLER!!! Welcome to 6391 Waterstone Place, a beautifully designed newer-construction, built in 2024, townhome located in the highly desirable community of Avanti at Waterside, one of Lakewood Ranch's newest master-planned communities, this home offers buyers the opportunity to enjoy potentially lower insurance costs and reduced maintenance compared to many older Sarasota properties. This stunning 3-bedroom, 2.5-bath residence offers an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for entertaining and everyday living. Upstairs, you'll find all three bedrooms along with a convenient laundry area, providing privacy and functionality. Built with solid concrete block construction on both levels and equipped with impact-resistant windows, this home offers exceptional durability, energy efficiency, and peace of mind. Enjoy a one-car garage, additional assigned parking, and a low-maintenance lifestyle just minutes from Lakewood Ranch, Waterside Place, University Town Center, top-rated schools, dining, shopping, and Sarasota's beautiful Gulf Coast beaches. Move-in ready and designed for modern Florida living, this home is an exceptional opportunity for buyers seeking value, location, and quality.
Listing is courtesy of: ERA ADVANTAGE REALTY, INC. (941-255-5300)
Listing Agent: Maddisen Alden (941-855-0648)
2054 RACIMO DR, SARASOTA, FL 34240
$719,999201 Days on yellowkey MLS ID: A4670940
REDUCED by $29,001 (3.9%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 1982 Tax: $4,715 (2024)Community: Racimo RanchesSpa: NoSingle Family
Taxes:$4,715
Remarks: One acre, corner lot! Welcome to the highly sought-after location of Racimo Ranches community, where you’ll enjoy the perfect blend of country charm and modern convenience with NO HOA and NO DEED RESTRICTIONS. Situated on an open one-acre corner lot with multiple access points, this beautifully remodeled 3-bedroom, 2-bath home features a FRESHLY PAINTED exterior, mature landscaping, and excellent curb appeal. Inside, the bright and spacious living room features luxury vinyl plank flooring throughout. At the same time, the UPDATED KITCHEN boasts shaker-style cabinetry, quartz countertops, a subway tile backsplash, LED lighting, stainless steel appliances, and a cozy dining area. Just off the dining space is a versatile bonus flex room ideal for a home office, den, or playroom that overlooks the backyard. Step outside to enjoy Florida living on the back deck with plenty of room for seating and grilling, perfect for entertaining. The desirable split-bedroom floor plan provides a spacious primary suite with an en suite bath featuring a walk-in shower and a large closet, while two additional bedrooms share a bright second bathroom with a relaxing jacuzzi tub. Additional highlights include a two-car garage, a detached shed, and plenty of room to BUILD IN-LAW SUITE, park your boat or motorhome, and enjoy the FREEDOM of acreage living. Conveniently located, you can ride your golf cart to restaurants and Publix, and you’re less than 3 miles from I-75 and only 6 miles from University Town Center. This move-in-ready home offers exceptional UPGRADES and peace of mind, including a BRAND NEW ROOF (2025), A/C replacement (2022), water softener system (2022), iron and sulfur blocker (2022), well pump (2024), lift station replacement (2022), drain field replacement (2022), a FULL INTERIOR RENOVATION in 2022 with added flex room, stainless steel appliances (2022), water heater (2022), and washer and dryer (2024). If you're interested in living in freedom, give us a call today to chat further!
Listing Agent: Janette Schafer (954-298-7791)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00031 Days on yellowkey MLS ID: A4693816
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Remarks: Under contract-accepting backup offers. Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000165 Days on yellowkey MLS ID: A4673669
0 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Remarks: Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00031 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Elementary School: Alta Vista Elementary
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,900140 Days on yellowkey MLS ID: A4680419
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $18,100 (2.6%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1954 Tax: $6,493 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$6,493
Remarks: Under contract-accepting backup offers. Virtually Staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed. The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.
Listing Agent: Derek Robbins (941-356-4906)
4076 GOLD DUST LN, SARASOTA, FL 34243
$349,000183 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)
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