Location: Sarasota , 34237
Do Not Show Listings
442 N JEFFERSON AVE, SARASOTA, FL 34237
$157,00026 Days on yellowkey MLS ID: A4698432
0 Days Off yellowkey (back on 7/20/2026)
REDUCED by $8,000 (4.8%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 931 Built: 1985Monthly Fee: $265 Tax: $2,550 (2025)Community: Aspen Woods WestSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,550
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Experience villa living at its best in a prime Sarasota location! This home offers two bedrooms, two bathrooms, newer a/c and an inviting open floor plan designed for comfortable everyday living. A low HOA covers pool, trash, and sewer—adding value and peace of mind. Relax year-round in the bright, open sunroom—perfect for enjoying the outdoors without the hassle of pests. Just steps from your door, the community pool offers a refreshing retreat on sunny afternoons. Located only minutes from downtown dining, shopping, and the iconic Ringling Bridge, spontaneous nights out are always within easy reach. This villa is a true gem in an unbeatable location—don’t miss your opportunity. Schedule your showing today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Patti O Grady (941-400-0423)
2724 HIDDEN LAKE BLVD #A, SARASOTA, FL 34237
$137,500109 Days on yellowkey MLS ID: C7524602
REDUCED by $5,400 (3.8%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $1,921 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,921
Remarks: Amazing opportunity!!! Sellers are motivated and eager to get this beautiful, spacious and neatly kept condo sold. This “Move in” ready home is easy to show and ready for offers. JUST MINUTES AWAY FROM THE WORLD FAMOUS BEACHES OF SIESTA KEY, LONGBOAT KEY, AND ANNA MARIA ISLAND!!! Hidden Lake Village is centrally located in popular Sarasota Florida close to all amenities including the Mall at University Town Center. The condo community offers 2 amazing pools, a tennis court, park areas, and a clubhouse. Recent updates include a new Hot Water Heater. 2022 A/C and new LVP flooring in the primary suite. This condo can be a perfect home or a fabulous rental income property. Don't miss your chance to live in Paradise!
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-575-2502)
Listing Agent: Franklin Depaul (941-268-6680)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$270,000252 Days on yellowkey MLS ID: A4672260
REDUCED by $2,500 (0.9%) on 07/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEWER 2024 AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEWER REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Nicole Posada (941-302-7549)
3312 OVERCUP OAK TER, SARASOTA, FL 34237
$159,900140 Days on yellowkey MLS ID: A4685218
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1973Monthly Fee: $210 Tax: $1,444 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,444
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER AFFORDABLE, ACTIVE AND ABSOLUTELY CHARMING Enjoy easy Florida living in one of Sarasota's most welcoming community where neighbors become friends and every day feels like a vacation. Located within the Sarasota city limits, Oakwood Manor is a beautifully maintained resident-owned 55+ community set on 90 lush acres. This highly sought-after neighborhood offers an exceptional and affordable lifestyle with an incredibly low $210 monthly fee, making it one of Sarasota’s best-kept secrets. Life here is all about enjoying the moment. Residents gather at the spacious clubhouse featuring a commercial kitchen, event stage, fitness center, and library. Spend your days relaxing in the heated pool or oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, ping-pong, and the brand-new pickleball courts. The nearby Legacy Trail offers beautiful biking and walking just minutes from your door. Step inside this pristine, beautifully updated and fully furnished 2-bedroom, 2-bath home offering 1,120 sq. ft. of bright, open living space A BRAND NEW ROOF (2024) NEW 15 SEER AC WITH UPDATED DUCTWORK and updated bathrooms. Other Recent updates include: Beautifully updated bathrooms (2024) Full-size washer and dryer Refrigerator, range, and dishwasher included Freshly painted walls and ceilings in soft designer colors New Florida room flooring (2025) Perfectly located just steps from the amenity center, where you can enjoy the best of Oakwood Manor without even needing to get in the car. When you do venture out, you are only minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Please note: Oakwood Manor does not allow pets, motorcycles, or RVs. This isn’t just a home — it’s a lifestyle filled with sunshine, friendships, and the relaxed Florida living you’ve been dreaming of.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
2187 MAIN ST, SARASOTA, FL 34237
$1,150,00032 Days on yellowkey MLS ID: TB8523163
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2350 Built: 2023Monthly Fee: $446 Tax: $14,176 (2025)Community: School Ave TwnhmsTownhouse
Taxes:$14,176
Elementary School: Alta Vista Elementary
Remarks: Luxury Downtown Sarasota Townhome | 2023 Construction | Private Elevator | Lockout Suite | Walk to Everything Experience the ultimate Downtown Sarasota lifestyle in this stunning four-story luxury townhome, built in 2023 and perfectly positioned in one of the city's most prestigious and walkable neighborhoods. This is more than a home—it's an opportunity to enjoy the vibrant energy, culture, and sophistication that make downtown Sarasota one of Florida's premier luxury destinations. Imagine leaving your front door and strolling to award-winning restaurants, upscale boutiques, rooftop lounges, art galleries, coffee shops, weekend farmers markets, live theater, the Sarasota Opera, Marina Jack, Bayfront Park, and breathtaking sunsets along Sarasota Bay. Spend your mornings walking the waterfront, afternoons shopping on Main Street or Palm Avenue, and evenings enjoying world-class dining and entertainment—all without getting in your car. Just minutes away are the pristine white sands of Lido Key, St. Armands Circle, Longboat Key, and some of the Gulf Coast's most celebrated beaches. Inside, every detail reflects contemporary luxury. Offering approximately 2,350 square feet across four thoughtfully designed levels, this residence showcases elegant porcelain flooring, dramatic floating wood staircases with sleek glass railings, soaring ceilings, and premium finishes throughout. A private elevator services every floor, providing effortless convenience and accessibility. The gourmet kitchen is designed to impress both everyday cooks and entertainers alike, featuring Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double ovens, soft-close cabinetry, abundant storage, and an open-concept design that seamlessly connects the living and dining spaces. A standout feature rarely found downtown is the first-floor private lockout suite with a full bath, offering exceptional flexibility for guests, multigenerational living, a luxury home office, fitness studio, or potential income-producing opportunities. Step outside and entertain in style with your private outdoor kitchen complete with gas plumbing and sink—perfect for enjoying Florida's year-round sunshine. Additional features include a spacious two-car attached garage, energy-efficient 2023 construction, and a low-maintenance lifestyle that allows you to spend more time enjoying everything Sarasota has to offer. Whether you're searching for an exceptional primary residence, an elegant seasonal retreat, or a high-demand investment property, this home delivers luxury, flexibility, and an unbeatable location in the heart of one of Florida's most sought-after downtown communities. Homes of this caliber in Downtown Sarasota are rarely available. Schedule your private showing today and discover why luxury buyers continue to choose downtown Sarasota as the Gulf Coast's premier destination for upscale urban living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
3225 SWEET GUM TER, SARASOTA, FL 34237
$154,900160 Days on yellowkey MLS ID: A4682739
4 Days Off yellowkey (back on 7/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1973Monthly Fee: $210 Tax: $1,628 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,628
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN CHARM,COMFORT AND COMMUITY IN SUNNY SARASOTA Discover resort-style living in this beautiful 55+ resident-owned community nestled within the city limits of Sarasota. Spanning 90 beautifully maintained acres, Oakwood Manor offers an exceptional and affordable lifestyle for just $210/month. Community amenities include a welcoming clubhouse with a commercial kitchen and event stage, fitness center, library, heated pool, spacious hot tub, bocce ball and shuffleboard courts, and putt-putt golf. Pickleball enthusiasts will love the Legacy Trail, located just a short bike ride away, featuring brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) Pride of ownership shines throughout this meticulously maintained 2-bedroom, 2-bath home, being sold turnkey—just move in and enjoy. Upon entering, you’re greeted by a spacious, light-filled living room surrounded by windows, the perfect place to enjoy your morning coffee. The large kitchen flows seamlessly into the dining area, ideal for everyday living or entertaining. The kitchen offers generous cabinet space and comes fully equipped with a stove, dishwasher, microwave, refrigerator, plus a washer and dryer conveniently located inside the home. Both bathrooms have been tastefully updated, and the interior color palette beautifully complements the coastal Florida lifestyle. This home truly needs nothing—just move in and enjoy! Whether you’re seeking a winter retreat or a full-time Florida residence, this property is ready for you. Recent Updates Include: Flooring replaced in 2008 A/C replaced April 2025 Kitchen remodeled in 2005 New windows in 2007 Plumbing from house to street converted to PVC (2000) New rain gutters and downspouts (2024) The home is spotless and a must-see, with the added convenience of being just steps from the clubhouse, making it easy to enjoy all the community activities. Ideally located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and two hospitals, Oakwood Manor offers both comfort and unbeatable convenience.
2483 BAY ST, SARASOTA, FL 34237
$1,995,00027 Days on yellowkey MLS ID: A4698594
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2976 Built: 2026 Tax: $3,476 (2025)Community: Alta VistaSpa: NoSingle Family
Taxes:$3,476
High School: Sarasota High
Remarks: Virtually Staged. Brand new and ready to move in, this Alta Vista home puts the best of Sarasota’s dining, culture, parks and professional corridors within minutes in every direction. This home was built by the owner, a certified general contractor and pool builder, who was not merely a supervisor but a craftsman who worked alongside his crew from foundation to finish. The four-bedroom, 3.5-bath residence with loft offers 2,976 sq. ft. of air-conditioned living across two floors of solid concrete block construction beneath a pitched standing seam metal roof, with R-38 spray foam insulation built into every wall and ceiling. Inside, a two-story foyer with a chandelier leads to 10-foot ceilings on both levels. The open-concept first floor features a coffered ceiling with cove lighting, 30-by-30 high-gloss porcelain tile set on the diagonal, decorative in-wall niches with accent lighting, 8-foot solid-core doors and a climate-controlled wine room. Engineered hardwood floors carry the refined quality upstairs. Natural stained shiplap ceilings in the covered entry and lanai extend the interior’s character outward. Beyond the lanai, a 28-by-12 pool with a 6-foot sun shelf and 6-foot-6-inch deep end sits within a fully fenced and gated backyard that reaches well beyond the water’s edge. Brick paver driveways and walkways in a geometric ashlar pattern with accent borders reinforce the home’s handcrafted appeal. A thorough systems list rounds it out: dual A/C systems, an oversize two-car garage with EV charger, central vacuum, impact windows and sliders and a 375-gallon propane tank. The location alone is hard to match: Southside Village and Sarasota Memorial Hospital one mile south; Payne Park and downtown one mile west; Sarasota Bay within two miles; Lido Beach and Siesta Key within six miles; and the Legacy Trail two blocks from your front door. This is a home and a neighborhood that makes daily life feel like it was made just for you. The location alone is hard to match: Southside Village and Sarasota Memorial Hospital one mile south; Payne Park and downtown one mile west; Sarasota Bay within two miles; Lido Beach and Siesta Key within six miles; and the Legacy Trail two blocks from your front door. This is a home and a neighborhood that makes daily life feel like it was made just for you.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
152 AUDUBON PL, SARASOTA, FL 34237
$949,000384 Days on yellowkey MLS ID: A4657909
REDUCED by $46,000 (4.6%) on 06/25/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2025Monthly Fee: $444 Tax: $9,900 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$9,900
Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!
Listing Agent: Frank Lambert (941-920-1500)
972 LA COSTA CIR #8, SARASOTA, FL 34237
$155,0009 Days on yellowkey MLS ID: TB8529566
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1972 Tax: $2,034 (2025)Community: Park ViewSpa: NoCondo
Taxes:$2,034
Remarks: The best-priced unit in gated ParkView — with income in place through March 2027! Beautifully updated and in move-in-ready condition, this 1 BR/1 BA second-floor corner unit occupies the desirable northwest corner of the building, offering added privacy, extra natural light, and serene park views from an elevated vantage point. The west-facing front welcomes gorgeous afternoon light and sunset skies, while the interior shows like new. Inside you'll find stainless steel appliances, granite countertops, a new dishwasher ('24), an in-unit washer/dryer, and ceramic tile throughout the main living area and bath. Freshly painted with brand-new, high-quality carpet installed in March 2026 (bedroom, hallway, and walk-in closet), the unit is clean, bright, and truly turnkey. Priced to be the most affordable home in all of ParkView, this is a rare chance to own in one of Sarasota's most convenient gated communities at a price point you won't find anywhere else in the complex. A responsible annual tenant is in place through March 31, 2027, providing income while you plan your move. ParkView is a gated community centrally located less than 5 minutes from downtown Sarasota. Residents enjoy two swimming pools, outdoor grilling and entertainment areas, a fitness room, and a recently renovated clubhouse. You're just minutes from St. Armands Circle, Lido Beach, Longboat Key, Siesta Key, the Ringling, the Van Wezel, downtown theatres, dining, shopping, and Sarasota's celebrated arts and cultural scene — with quick access to US-41, I-75, and the airport. Whether you're looking for a primary residence, a seasonal getaway, or a first step into ParkView at the community's best price, this condo delivers unmatched value in a prime location. Schedule your showing today! Seller pays for Owner's Title Policy and selects Cloud Title
Listing Agent: Jennifer Heimann (813-369-9813)
2545 BROWNING ST, SARASOTA, FL 34237
$699,000103 Days on yellowkey MLS ID: A4687679
REDUCED by $26,000 (3.6%) on 07/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1726 Built: 1958 Tax: $8,379 (2025)Community: Hudson ParkSingle Family
Taxes:$8,379
Middle School: Brookside Middle
Remarks: Welcome to this charming home in the conveniently located Alta Vista neighborhood, just minutes from Downtown Sarasota and the best the area has to offer. This move-in ready 3-bedroom, 2-bathroom home sits on a rare double lot on a quiet dead-end street, offering a spacious private backyard with plenty of room to relax, entertain, or expand. With no deed restrictions, you have the flexibility to make this property your own, including space for boat or RV parking. The fenced backyard provides added privacy and functionality, perfect for outdoor living. Inside, you’ll find an open split floor plan filled with natural light, creating a warm and inviting atmosphere. The home has been updated with new plumbing, a remodeled kitchen and bathrooms, and easy-maintenance flooring throughout. Additional features include pavers, modern finishes, and functional living spaces designed for comfort and convenience. The property may be sold furnished, making it a great option for a primary residence, seasonal use, or investment. The double lot also offers future possibilities for expansion or new construction. Enjoy being just a short walk to the Legacy Trail, along with close proximity to Downtown Sarasota, shopping, dining, and the beautiful beaches, including Siesta Key. Schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
1219 MACKERAL AVE, SARASOTA, FL 34237
$299,90030 Days on yellowkey MLS ID: A4698307
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 864 Built: 1983 Tax: $859 (2025)Community: Poinsettia Park RevSingle Family
Taxes:$859
Remarks: Charming Sarasota Bungalow with Endless Potential! This adorable 2-bedroom, 1-bath home offers 864 square feet of comfortable living space and includes the convenience of an attached garage. A new roof provides added value and peace of mind, while the original hardwood floors are ready to be refinished, offering the perfect opportunity to restore their timeless beauty and add your personal touch. NEW ROOF 2024, NEW A/C 2025, NEW LANAI 2020, NEW GARAGE MECHANISM 2026, NEW FENCING 2024 Ideally located just minutes from the Ed Smith Stadium, home of the Baltimore Orioles spring training, you’ll also enjoy easy access to vibrant Downtown Sarasota, where exceptional dining, shopping, arts, and entertainment await. Plus, you’re just a short drive from the area’s world-famous Florida Gulf Coast beaches. Whether you’re looking for a first home, seasonal retreat, or investment property, this charming home offers endless possibilities in one of Sarasota’s most convenient locations. Don’t miss this opportunity to make it your own!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Erin Doran-Reid (941-356-0818)
1213 BENEDICT CT, SARASOTA, FL 34237
$620,00011 Days on yellowkey MLS ID: O6425878
Bed: 0 Bath: 0.0 Gar: 3 Liv Area Sq Ft: 2610 Built: 1997 Tax: $8,785 (2025)Community: Ramblewood/Carolina Est AreaApartment
Taxes:$8,785
Remarks: Discover the potential of this multi-tribe property located at 1213 Benedict Ct, Sarasota, FL. This property accords a fantastic opportunity for those looking to invest in a versatile space. Situated in a convenient Sarasota location, this property is designed to accommodate multiple households, making it an superb choice for generating rental income or housing extended tribe members. The property is nestled in a neighborhood that provides easy access to local amenities, ensuring a comfortable and convenient lifestyle for its residents. With its strategic location in Sarasota, this multi-tribe residence accords a unique combination of privacy and community living. Whether you are an investor or seeking a home for multiple occupants, this property holds the promise of a rewarding real estate venture. Don't miss the chance to explore the possibilities that 1213 Benedict Ct has to accord.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2721 HIDDEN LAKE BLVD #C, SARASOTA, FL 34237
$129,00058 Days on yellowkey MLS ID: A4695135
REDUCED by $10,000 (7.2%) on 07/16/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1974Monthly Fee: $560 Tax: $1,817 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,817
Remarks: You will be pleasantly surprised as you enter this super clean & updated 2nd floor, end unit. The kitchen has been recently update with new cabinets, fixtures & appliances. The bathroom was updated with new vanity and fixtures. Tile floors in the kitchen, bathroom and hall. Newer carpets in bedrooms and living area. This unit has an expansive east-facing balcony, allowing the morning sun to stream in. The complex offers a beautiful swimming pool, tennis courts and much more. Don't miss out...act quickly & become a homeowner & investor.
Listing is courtesy of: MARATHON REALTY GROUP (941-371-4454)
Listing Agent: Rick Treharne (941-371-4454)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$215,000167 Days on yellowkey MLS ID: A4680583
3 Days Off yellowkey (back on 7/16/2026)
REDUCED by $5,000 (2.3%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
3376 7TH ST, SARASOTA, FL 34237
$499,00019 Days on yellowkey MLS ID: A4699328
1 Days Off yellowkey (back on 7/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1970 Tax: $5,419 (2025)Community: Carolina EstatesSingle Family
Taxes:$5,419
Remarks: Under contract-accepting backup offers. Welcome to this charming Sarasota pool home, offering the perfect blend of relaxation, recreation, and investment potential. Currently operating as a successful Airbnb, this property is ideal as a primary residence, vacation home, or income-producing opportunity. Enjoy your own private backyard oasis featuring a heated pool, basketball court, and shuffleboard court—perfect for entertaining family and friends. The lush yard is accented by mature fruit trees, adding beauty and a taste of Florida living. Conveniently located just minutes from Downtown Sarasota, beaches, shopping, dining, and entertainment, this property offers endless possibilities in an unbeatable location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
3226 SWEET BAY TER, SARASOTA, FL 34237
$152,00026 Days on yellowkey MLS ID: A4698716
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1972Monthly Fee: $210 Tax: $617 (2025)Community: Oakwood ManorMobile Home
Taxes:$617
Remarks: *Additional photos coming soon* Welcome to 3226 Sweet Bay Terrace in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned manufactured home park within Sarasota city limits—meaning NO LOT RENT! This well-maintained 2-bedroom, 2-bathroom home offers seamless laminate flooring throughout the main living areas, kitchen, and bedrooms, creating a clean, cohesive look that's both stylish and easy to maintain. Enjoy added peace of mind with a June 2026 FULL ROOF RESTORATION, featuring a silicone roofing system over the existing metal pan roof and backed by a 10-YEAR TRANSFERABLE WARRANTY. Additional updates include a newer carport with upgraded tie-downs rated up to 150 mph (2017), HVAC (2016), and water heater (2011). Best of all, the home experienced no damage from the 2024 storms. Being offered FURNISHED, this home is truly move-in ready. Furnishings include, but are not limited to, a full-size bed in the primary bedroom, two twin beds in the guest bedroom, dining table and chairs, living room sofa, side table, TV stand with TV, chair with ottoman, some FL room/Lanai furniture, and an equipped kitchen with items needed for everyday living. The additional 8x12 shed provides for ample storage and utility space. Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles. Don't miss this opportunity to own an affordable home in one of Sarasota's most unique and sought-after resident-owned communities!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Murph (941-404-8620)
209 BRIGGS CT, SARASOTA, FL 34237
$464,000186 Days on yellowkey MLS ID: A4676792
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956 Tax: $5,871 (2025)Community: Desoto Park For Petroutsa BrosSingle Family
Taxes:$5,871
Remarks: Welcome to 209 Briggs Court, a charming Florida home ideally located just minutes from Downtown Sarasota, tucked just off Fruitville Road with easy access to I-75, award-winning Gulf beaches, and everything Sarasota has to offer. This inviting residence blends timeless character with thoughtful updates, featuring original terrazzo floors, an open living space ideal for entertaining, and a spacious kitchen with ample storage—perfect for everyday living or hosting family and friends. All bedrooms offer generous closet space, adding to the home’s functionality and comfort. Updated in 2020, the home provides peace of mind while maintaining its classic Florida charm. The home also features a dedicated laundry room with a bonus room just off of it, offering flexible space ideal for a home office, playroom, storage, or hobby area—adding even more versatility to the floor plan. A bright Florida room lined with windows creates the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside to a large, fenced backyard with plenty of room to play, garden, or entertain, complemented by fruit trees and a beautiful mango tree in the front yard. Whether you’re searching for a primary residence, seasonal winter retreat, or income-producing rental, this property offers flexibility and opportunity to suit your needs—all in a central Sarasota location close to downtown dining, shopping, beaches, and major roadways. Character, location, and potential—Briggs Court delivers it all!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
2901 POPLAR ST, SARASOTA, FL 34237
$359,00094 Days on yellowkey MLS ID: A4691230
REDUCED by $16,000 (4.3%) on 07/07/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1516 Built: 1955 Tax: $3,602 (2025)Community: Glen RidgeSingle Family
Taxes:$3,602
Remarks: PRICE IMPROVEMENT!! Completely renovated 3-bedroom, 2 1/2-bath home offering 1,516 sq ft of beautifully updated living space. This property features quartz countertops, brand new Stainless steel appliances, stylishly designed bathrooms, and an open floor plan that includes a formal dining area with built-in cabinets, a welcoming living room, and a bright Florida room. A spacious laundry/mud room with new water heater adds convenience, while the low-maintenance fenced backyard is perfect for relaxing or entertaining with its open cabana, workshop with cabinets, and additional shed. Ideally located in the City of Sarasota near downtown, you’ll enjoy easy access to vibrant shopping, dining, arts venues, waterfront parks, and the stunning Gulf Coast beaches.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
2722 NANCY ST, SARASOTA, FL 34237
$399,900245 Days on yellowkey MLS ID: A4671710
REDUCED by $25,100 (5.9%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1956 Tax: $3,948 (2023)Community: Paver Park Estates 2Nd AddSingle Family
Taxes:$3,948
Tax Year: 2023
Remarks: Virtually Staged. Extremely motivated Seller! Tremendous Value: This 2/2 property is located in Paver Park.A neighborhood in transition! A well-established neighborhood close to downtown Sarasota, Sarasota Memorial Hospital, Shopping, Public Transportation, and the renowned Mall, University Town Center. Not to mention easy access to I-75 with Tampa, a 60-minute drive. This wonderful home has been completely renovated. Including but not limited to a new roof, hurricane windows, A/C, custom-made cabinets in the kitchen, new appliances, flooring, lighting, electrical, and hurricane doors (2). Legacy Trail is out your back door. Motivated Seller. Please note that the pictures were virtually staged for marketing purposes. Please note“One or more photo(s) was virtually staged.”
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Bruce Famiglio (941-773-0510)
2604 SYDELLE ST, SARASOTA, FL 34237
$2,729,000178 Days on yellowkey MLS ID: A4679122
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3523 Built: 2026 Tax: $3,264 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$3,264
Remarks: Virtually Staged. Welcome to 2604 Sydelle Street, a breathtaking custom-built residence by Fine Construction that seamlessly blends timeless elegance, superior craftsmanship, and modern luxury. Perfectly positioned on a spacious corner lot in one of Sarasota’s most desirable locations, this exceptional home offers 4 bedrooms, 4 full bathrooms, a glass-enclosed den, and 3,523 square feet of thoughtfully designed living space tailored for both everyday comfort and sophisticated entertaining. From the moment you arrive, the home’s striking curb appeal and meticulous attention to detail set the tone for what awaits inside. Step through the custom entryway and impressive pivot door to discover an open-concept floor plan filled with natural light, soaring ceilings, and premium finishes throughout. Engineered hardwood flooring flows seamlessly from room to room, adding warmth and elegance while complementing the home’s contemporary design. At the heart of the home is a chef-inspired gourmet kitchen, thoughtfully appointed with custom European style cabinetry, stunning Taj Mahal quartzite countertops, premium Thermador appliances, and an expansive island that serves as the perfect gathering place for family and guests. A spacious butler’s pantry provides additional storage and prep space, making entertaining effortless while maintaining a clean, refined aesthetic. The luxurious primary suite serves as a private retreat, offering a spacious walk in shower and generous closet space designed with both comfort and functionality in mind. Each additional bedroom is thoughtfully appointed with ample space and access to beautifully finished bathrooms, ensuring comfort and privacy for family members and guests alike. The first floor den offers flexibility as a home office, media room, or guest space. Designed to embrace Florida’s indoor outdoor lifestyle, the expansive sliding glass doors open to a spectacular outdoor living area. The custom-designed pool is the centerpiece of the backyard oasis, complemented by a fully equipped outdoor kitchen and covered entertaining space, creating the perfect setting for year round gatherings, relaxation, and enjoying Sarasota’s beautiful weather. Additional features include a rare drive through garage, offering enhanced convenience, storage options, and flexibility for recreational vehicles or extra parking. Every detail of this residence has been carefully curated to provide a luxurious yet functional living experience. Located in the heart of Sarasota, this exceptional property offers unparalleled access to the area's finest amenities. Just minutes from downtown Sarasota, residents can enjoy world class dining, boutique shopping, arts and cultural attractions, waterfront parks, and the pristine Gulf Coast beaches that make Sarasota one of Florida’s most sought after destinations. This is a rare opportunity to own a truly custom luxury home in an unbeatable location. Schedule your private showing today and experience the extraordinary quality, design, and lifestyle that 2604 Sydelle Street has to offer.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jenna Didiego (941-735-3332)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.