Location: Sarasota , 34237
Do Not Show Listings
3060 COURTLAND ST, SARASOTA, FL 34237
$775,000330 Days on yellowkey MLS ID: A4654261
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2327 Built: 1957 Tax: $10,805 (2024)Community: Bellevue Terrace RevSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,805
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: None
Remarks: Home, large Lot, conditioned workshop, outdoor Kitchen, fenced in private yard, Fire pit, spa. The beautiful 4 bedroom 3 bath home located in the City of Sarasota offers many amenities as well as the convenience of location. The side yard has plenty of space to store a boat, RV, or both. Located just 4.6 miles from Centennial Park boat launch! There is an air conditioned shop with full bathroom has 2 roll up doors, and covered outdoor storage. This property checks a lot of boxes!
Listing is courtesy of: RICHARDSON KLEIBER WALTER KLEIBER BUTTON INC. (941-378-2328)
Listing Agent: Michael Scheipsmeier (863-781-3222)
2473 RINGLING BLVD, SARASOTA, FL 34237
$1,190,00038 Days on yellowkey MLS ID: A4686577
3 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2200 Built: 1951 Tax: $7,795 (2025)Community: Ringling Blvd SubSingle Family
Taxes:$7,795
Elementary School: None
High School: None
Tax Year: 2025
Remarks: NEW CONSTRUCTION ** CONTEMPORARY ESTATE HOME, UNDERWENT UNPARALLEED TRANSFORMATION, PROFESSIONALLY DESIGNED JUST 18 MONTHS AGO ** STEPS TO DOWNTOWN ** BRAND NEW HEATED POOL w/ SPA SURROUNDED BY AN OVERSIZED PAVERED-PATIO, JUST COMPLETED IN 2026. Essentially a 2024 New Build, this downtown Modern work of art provides a fresh start on a Mid-Century footprint. Sitting on a “lot and a half – just shy of .25 acre”. Highlights include – Maintenance-free Hardscape throughout the front with Tropical plantings, expansive pavered-driveway entry and a beautifully covered patio accented with architectural beams and sconce lighting. Ambient night-lighting runs throughout the front and exterior soffit of the home. 8-foot Mid-Century double entry doors pay homage to the Sarasota Architectural influence of the area and welcome you inside this custom home. You will love the soaring high ceiling lined with LED recessed lighting and insulated with an under-sheathing poly-foam maximizing energy efficiency and low utility bills. All windows and sliding doors are hurricane-impact rated continuing to serve energy efficiency and security for the property. The open kitchen is simply gorgeous, a heartbeat for the home, with coastal-shaker cabinetry (abundant storage), Calcutta quartz countertops, top-of-the-line stainless appliances and decorative subway tile laid in a herringbone pattern. The expansive island is a perfect location to entertain family and friends while enjoying all the joyful natural light that illuminates throughout your great room. The back of the home is completely brand new, expanding the original footprint with 2 additional bedrooms and 2 bathrooms. 4-bedroom homes - all on 1 floor - are rare in downtown Sarasota. You have found it here. Both new bedrooms provide luxurious high ceiling and a climate-controlled HVAC system specifically for this wing of the house. The bedrooms are spacious, the primary closet is a walk-in and the bathrooms are absolutely stunning. Stepping outside into the backyard, privacy is premium with a fully enclosed vinyl-fence and enormous pavered space with a gorgeous, heated pool and spa for your enjoyment. Everything is new here and the story is just beginning for this modern work of art. Call today to view
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: Justin Shirley (941-448-4872)
1015 RHODES AVE, SARASOTA, FL 34237
$359,00046 Days on yellowkey MLS ID: A4684797
REDUCED by $16,000 (4.3%) on 04/03/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1973 Tax: $3,813 (2025)Community: Bahia Vista HighlandsSingle Family
Taxes:$3,813
Remarks: This is the One! *Charming 3-bedroom, 1-bath home ideally located near world-famous Pinecraft in Sarasota*This property features a private in-ground pool with a screened enclosure, perfect for enjoying Florida’s beautiful weather year-round*Major upgrades already completed! This home features a brand new roof and brand new energy-efficient windows and patio sliders, with over $50,000 invested in recent improvements*Bonus feature: A quality 12' x 12' storage shed — approximately a $5,000 value — ideal for storage, hobbies, or workshop space*Conveniently situated just minutes from the newly expanded and very popular Legacy Trail, offering miles of scenic paths for biking, walking, and outdoor recreation*A great opportunity to enjoy the best of the Sarasota lifestyle in a prime location*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
2655 BAY ST, SARASOTA, FL 34237
$1,099,90068 Days on yellowkey MLS ID: A4682696
REDUCED by $99,100 (8.3%) on 04/02/2026
Bed: 7 Bath: 0.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnApartment
Taxes:$6,898
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 2-unit multifamily with a 6-bedroom, 5-bathroom main residence—and a legal 1-bedroom, 1-bath attached apartment offering exceptional income or multigenerational living potential. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system, Brand-new roof, impact-rated windows, plumbing, water service, sewer, and electrical. Main house and the apartment have separate utilities. The oversized backyard presents endless possibilities—whether you envision a resort-style pool, outdoor lounge area, or garden retreat. The covered lanai is ready for a future outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway offers ample parking for multiple vehicles, making this home ideal for families, guests, or short-term rentals. Located just minutes from downtown Sarasota and a short drive to Siesta Key Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle, luxury, and long-term value. Property was recently appraised for $1.530M
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
$1,099,90068 Days on yellowkey MLS ID: A4682692
Bed: 7 Bath: 6.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnSingle Family
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence—complete with a separate legal 1-bedroom, 1-bath attached apartment (ADU) offering exceptional income or multigenerational living potential. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system, Brand-new roof, impact-rated windows, plumbing, water service, sewer, and electrical. Main house and the apartment have separate utilities. The oversized backyard presents endless possibilities—whether you envision a resort-style pool, outdoor lounge area, or garden retreat. The covered lanai is ready for a future outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway offers ample parking for multiple vehicles, making this home ideal for families, guests, or short-term rentals. Located just minutes from downtown Sarasota and a short drive to Siesta Key Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle, luxury, and long-term value. Property was recently appraised for $1.530M.
2950 VISCAYA PL #108, SARASOTA, FL 34237
$239,50063 Days on yellowkey MLS ID: A4682772
0 Days Off yellowkey (back on 3/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $2,905 (2025)Community: VillagioCondo
Taxes:$2,905
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to this charming and meticulously maintained 2-bedroom, 2-bathroom condo with breathtaking water views. This home has been thoughtfully updated with modern finishes and is centrally located within the highly desirable, gated Villagio Condominiums, close to downtown Sarasota. Beautiful pond views greet you as you enter this corner unit, that is conveniently located on the first floor. Inside, you will find modern laminate flooring, paired with a neutral paint palette in every room, creating a clean and inviting atmosphere. Updated fans and light fixtures give the unit a modern touch. The spacious living area is enhanced with crown molding and large windows that allow plenty of natural light to flood the unit. Glass sliding doors lead out to your covered patio, where you can sip a cup of coffee while the serene pond views and Florida's wildlife mesmerize you. Enjoy hosting and cooking in your open concept kitchen with wood cabinetry, stainless steel appliances, gleaming granite countertops and a breakfast bar counter, perfect for casual dining or entertaining guests. Your primary bedroom is completed with a spacious walk-in closet that will hold all your possessions and then some. The ensuite bathroom is fully updated with a nicely tiled garden tub, plenty of storage space and beautiful granite countertops. The guest bedroom is located on the opposite side of the unit, giving you some privacy. There is plenty of storage with dual closets and two windows keep the room nice and bright. The guest bathroom has a tub shower combo and plenty of countertop space. Just off the entrance is an office nook, which will help you keep all your office gear organized. A custom glass door allows you to keep it private, without feeling too enclosed. You will also appreciate the practical laundry closet with high end front load washer and dryer, adding to the home's overall convenience and functionality. The gated community boasts an array of amenities, including a clubhouse with a fitness center, a heated resort-style pool, a tennis / pickleball court and a fenced in dog park. The community had all the buildings painted in 2024 and all the roofs replaced in 2021. Despite recent hurricanes the community has stood strong without any damage to any of the buildings or any flooding ever reported on their grounds. Discover the convenience of living close to downtown Sarasota, marinas, and the Baltimore Orioles' spring training home at Ed Smith Stadium. Lido Key's & Siesta Key's pristine beaches are just a short distance away, while the Sarasota/Bradenton International Airport ensures easy travel. You'll also find a variety of delicious restaurants close by. Whether you are looking for a full-time home, a winter escape or an investment property - Call today to schedule your showing or virtual tour.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
459 WINGFIELD DR, SARASOTA, FL 34237
$1,249,00039 Days on yellowkey MLS ID: A4685397
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2108 Built: 2021Monthly Fee: $297 Tax: $10,780 (2025)Community: Payne Park VillageSingle Family
Taxes:$10,780
Remarks: Under contract-accepting backup offers. This is the one * WELCOME TO YOUR BEAUTIFULLY DESIGNED SINGLE FAMILY HOME IN RARELY AVAILABLE PAYNE PARK VILLAGE, IN THE HEART OF DOWNTOWN SARASOTA * If you want PRIVACY this home is for you! * SPACIOUS BACKYARD with a Covered Lanai * Custom Landscaping with Coconut Palm and 3 sitting areas to relax in your slice of paradise * Outdoor Shower * Plenty of room to add an outdoor grill * Your backyard gate is just steps away to The Legacy Trail * This is a ONE OF A KIND SETTING and definitely a PREMIUM UPGRADED LOCATION * No neighbors on 3 sides * Dead end street with no through traffic * Built in 2021 with HURRICANE IMPACT GLASS WINDOWS & DOOR, this home has been THOUGHTFULLY REIMAGINED BY THE CURRENT OWNER with NEW Quartz Countertops, NEW Paint, NEW Custom Designs Throughout, NEW Restoration Hardware Lighting – the list goes on & on * Chef’s Kitchen showcases UPGRADED Thermador Stainless Steel Appliances, Built-in Oven, Separate Cook-top, and Wine Cooler * The Kitchen is open to the Great Room & Dining Room * You will enjoy an ABUNDANCE OF NATURAL LIGHT with additional windows since this is an END UNIT HOME * 3 Bedrooms & 3.5 Baths * Wood Floors * 3 Levels * A true Primary Retreat with Pecky Cypress Ceiling & a Spa-style Bath featuring a Free-standing Tub, Walk-in Shower, Dual Vanities & SPACIOUS Walk-in Closets * A very nice Laundry Room with additional counter-space * Private Setting * 2 Car Garage on a dead end street * You will NOT find another home like this at this price * LOW HOA FEE * NO CDD FEE * Living in Payne Park Village places you in one of Sarasota’s most vibrant & centrally located neighborhoods, where urban convenience meets expansive green space and is nearby the popular Legacy Trail. Residents enjoy exclusive access to a private community amenity center with a Heated Pool and Spa, while Payne Park itself offers tennis courts, pickleball, disc golf, skate park & a playground. With downtown Sarasota’s dining, arts, and cultural destinations moments from your door, this home offers a rare balance of city living, outdoor freedom, and low-maintenance luxury. * One look & you’ll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
930 LA COSTA CIR #2, SARASOTA, FL 34237
$165,00045 Days on yellowkey MLS ID: A4684933
REDUCED by $34,000 (17.1%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 920 Built: 1972 Tax: $2,550 (2025)Community: Park ViewCondo
Taxes:$2,550
Remarks: One or more photo(s) has been virtually staged. DISCOVER an exceptional value in Downtown Sarasota. Priced under $200,000, this second-floor 2-bedroom, 2-bath condominium in a quiet location of the community presents a rare opportunity to own a piece of Sarasota that offers both convenience and tranquility. Whether you are seeking a winter retreat to escape the colder months or an income-producing investment property, this residence offers outstanding potential. NESTLED within the gated community of Park View, this hidden gem is ideally located just minutes from Sarasota’s vibrant downtown. Residents enjoy easy access to Main Street’s restaurants and boutiques, nearby shopping at Sprouts and Whole Foods, and the world-renowned Gulf beaches just a short drive away. PARK VIEW offers a peaceful setting surrounded by mature trees and lush landscaping that provide beautiful green space and welcome shade throughout the year. Community amenities include a clubroom with a full kitchen, a state-of-the-art fitness center, and two swimming pools. Meandering outdoor paths throughout the park-like grounds are the perfect place to enjoy the scenery and Florida’s beautiful weather. DESPITE its close proximity to downtown Sarasota, the community enjoys a quiet and relaxed atmosphere, making it an ideal place to unwind and enjoy the Sarasota lifestyle. OPPORTUNITIES like this are becoming increasingly rare. Schedule your private showing today and discover the value and potential this Sarasota residence offers before it’s gone.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
1015 VILLAGIO CIR #202, SARASOTA, FL 34237
$189,00023 Days on yellowkey MLS ID: A4688276
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,414 (2025)Community: VillagioCondo
Taxes:$2,414
Remarks: Welcome to the desired Villagio Condominiums, close to downtown Sarasota. This bright and spacious 1/1 unit, located on the second floor, features modern vinyl flooring throughout the living spaces, giving the unit a fresh feel. You’ll like the high tray ceilings in the living and dining combo room. Glass sliding doors lead out to the covered lanai and bring in lots of natural light. The kitchen has plenty of storage and the breakfast bar adds to the open feel. The primary bedroom has a roomy walk-in closet and the bathroom with bathtub has entrances from the bedroom and the living space. A laundry room off the kitchen with washer and dryer and an office/storage nook in the center of the unit will help keeping everything organized. The unit is nestled within the gated Villagio condominium association, minutes away from downtown Sarasota, shopping and the beautiful beaches, with easy access to 301, I75 and public transportation. Community amenities include a heated resort-style pool, tennis court, playground and gym. The whole community had new roofs installed in 2021 and all the buildings painted in 2024. Perfect for full time or part time residents, as well as investors. There is currently a tenant in place until 4/30/2026, new photos of the vacant unit will follow shortly.
2877 MICHIGAN ST, SARASOTA, FL 34237
$350,000110 Days on yellowkey MLS ID: A4676851
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1955 Tax: $2,949 (2025)Community: Patricia ManorSingle Family
Taxes:$2,949
Remarks: Unlock the potential of this Sarasota gem! Located close to downtown Sarasota, this home offers a fantastic canvas to bring your vision to life. With 3 bedrooms and 2bathrooms, the property provides ample space for your finishing touches. Conveniently located close to the Sarasota Legacy Trail for biking and walking enthusiasts and just minutes from vibrant downtown Sarasota, this home is perfectly positioned to enjoy everything the area has to offer, from world-class beaches to shopping and dining.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
2121 WOOD ST #201, SARASOTA, FL 34237
$229,00027 Days on yellowkey MLS ID: A4687914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 885 Built: 1974 Tax: $2,833 (2025)Community: CitywalkCondo
Taxes:$2,833
Remarks: Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
3319 OVERCUP OAK TER, SARASOTA, FL 34237
$219,00025 Days on yellowkey MLS ID: A4687924
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 2008Monthly Fee: $210 Tax: $1,305 (2025)Community: Oakwood ManorManufactured Home
Taxes:$1,305
Remarks: This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.
Listing is courtesy of: PALM REALTY SERVICES LLC (941-284-3144)
Listing Agent: Angela Bryson (941-284-3144)
3225 RAMBLEWOOD DR, SARASOTA, FL 34237
$160,00099 Days on yellowkey MLS ID: A4678479
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1974Monthly Fee: $702 Tax: $2,970 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,970
Remarks: Experience the epitome of maintenance-free living in the heart of Florida at Ramblewood Acres, a fantastic, gated community offering an array of luxurious amenities. Nestled in a vibrant, friendly neighborhood, this community features beautifully designed townhouses and villas surrounded by lush landscaping and mature trees. This meticulously renovated home boasts modern elegance throughout. As you step inside the charming kitchen, it invites you in to prepare your next meal. Featuring gleaming granite countertops, neutral cabinetry, and high-end stainless steel appliances it is truly a chef's delight. The attention to detail extends to the freshly painted interiors in the open-concept living and dining area where you can gather during the holidays. The spacious layout includes three full bedrooms upstairs, providing plenty of space for family and sleepover guests. The primary bedroom serves as a serene retreat after a long day, featuring direct access to a private wood deck through sliding glass doors—an ideal spot to unwind and watch the sunset. This tranquil space also includes an attached en-suite bathroom and double closets, providing ample storage for all your needs. Additional conveniences include an in-unit laundry area, a rare outside storage room that is unique to this complex, and parking is a breeze with two dedicated spaces! Residents of Ramblewood Acres enjoy access to three sparkling swimming pools, perfect for cooling off on warm Florida days. Stay active with the on-site tennis courts and playground, or gather with friends and neighbors at the expansive clubhouse, which includes a state-of-the-art fitness center, a billiards room, a fully equipped kitchen and dining area, a well-stocked library, and a large gathering room ideal for social events. Conveniently located in the heart of Sarasota, this community is just minutes away from world-renowned beaches, the Oriole Spring Training ballpark, and popular shopping and dining activities in the vibrant downtown area. Do not miss out on this opportunity, call today to schedule a private tour before it's gone!
Listing Agent: Joey Lamielle (941-350-0016)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,799,000351 Days on yellowkey MLS ID: A4646061
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2300 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Taxes:$3,700
Remarks: Pre-Construction. To be built. NEW DESIGN OPTION, NEW ADDRESS! Effortless ONE-LEVEL living in this beautifully designed 4 - bedroom, 3.1 bath home offering a perfect blend of modern style and inviting comfort. An expansive living and dining area creates an impressive central gathering space, enhanced by natural light and seamless flow to the outdoors. Step out onto the large deck overlooking the heated, saltwater pool ideal for year round relaxation and entertaining. Impact windows and doors, a durable metal roof, and a side -entry THREE (3) CAR GARAGE provide peace of mind, function and curb appeal. Inside the home, a thoughtful layout delivers privacy within each bedroom suite while maintaining an airy, open feel throughout. YODER HOMES is offering another option for the lot (see attachments) 3bed/2.1bath, 1814 sf. This 2nd design is PERMIT READY and building can start right away. This smaller option is available at $1.599 MIL. Location is just minutes from downtown restaurants, area beaches, and the Marina. Both designs present the perfect combination of convenience and coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3310 RAMBLEWOOD PL, SARASOTA, FL 34237
$194,99030 Days on yellowkey MLS ID: A4686887
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1293 Built: 1974 Tax: $2,220 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,220
Remarks: BEST BUY (under $200K) FOR A FULLY REMODELED 3-BED CONDO IN A GATED & CENTRALLY LOCATED SARASOTA COMMUNITY! Tucked away in desirable Ramblewood Acres, this beautifully updated 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style and serene Florida living. Surrounded by lush preserve and water views, you’ll enjoy peaceful mornings and relaxing evenings from multiple private balconies and patios - two on the water. The home has been thoughtfully refreshed with all-new cabinetry, luxury vinyl plank flooring, LED lighting and fresh interior paint - creating a bright, modern space that’s truly move-in ready. The open-concept layout downstairs is ideal for both everyday living and entertaining, featuring a spacious living and dining area that flows seamlessly into the kitchen, complete with a large quartz island perfect for gathering. The kitchen is equipped with all new stainless steel range, stainless sink system, dishwasher and microwave, along with a 2022 refrigerator, offering both style and peace of mind. Upstairs, all three bedrooms offer a fresh retreat from the main living space. The spacious primary suite features its own private balcony - an oasis with peaceful water views—the perfect spot for morning coffee or unwinding at sunset. Inside, you’ll find dual closets providing ample storage and an ensuite bath designed for comfort and convenience. The two additional bedrooms are generously sized and filled with natural light, offering flexibility for guests, family, or a home office. One of these bedrooms truly stands out with its oversized 14x13 private deck, creating a seamless indoor/outdoor living experience—ideal for lounging or entertaining. Whether you’re looking for a full-time residence, a seasonal retreat or a valuable investment - this home delivers low-maintenance living in a picturesque setting—ready for you to move in and start your next chapter. Major system updates—including a new roof (2026) hot water heater (2026) and 2022 HVAC—add even more value and reliability. All new fans, hardware, staircase railings, and patio flooring are icing on the cake! The gated community is an active one - with three pools, tennis, clubhouse, firness, dog park and playgrounds. Centrally located between University Parkway and Fruitville Rd. - it's a perfect choice for easy access to downtown, SRQ airport, I-75, Lakewood Ranch and the area's best beaches. Affordable Florida living is waiting!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$272,500158 Days on yellowkey MLS ID: A4672260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
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, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW 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)
3318 OVERCUP OAK TER, SARASOTA, FL 34237
$99,900213 Days on yellowkey MLS ID: S5134488
1 Days Off yellowkey (back on 3/25/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1973Community: Oakwood ManorMobile Home
Taxes:
Tax Year:
Remarks: Welcome to Oakwood Manor, a beautiful 55+ RESIDENT-OWNED community in stunning Sarasota, Florida! You can’t beat the low HOA fee of just $190 per month for a gated community with so many activities and amenities! This charming single-wide has a lovely floor plan, with a large carport, and a separate screened room for plenty of outdoor living space. When you enter the front door, you’ll step into the kitchen, with plenty of natural light and a lovely seating area. The washer and dryer can also be found here. Behind the kitchen is the living room, from which you can also access the screened in room. The second bedroom has a generously sized closet. The bathroom is a jack and jill style, with access from the hallway and from the master bedroom. The master bedroom is at the rear of the home, and has plenty of closet space, plus built-ins, perfect for a home office! This home is being sold FULLY FURNISHED and turnkey; schedule your showing today!
Listing is courtesy of: THREE MOUNTAINS REALTY (407-674-0220)
Listing Agent: Kathryn Valentine (407-674-0220)
610 N EAST AVE, SARASOTA, FL 34237
$679,77730 Days on yellowkey MLS ID: A4687442
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1737 Built: 1951Community: Pos Resub Of Lt 8 Blk LApartment
Remarks: Rare opportunity for a Quadplex in Sarasota City limits and 2 blocks from Downtown now available with potential to purchase 620 N East Ave (2bd/1ba single family) next door for a combined .35acres! This quadplex features 2 block buildings, 2 studio units in one building at 610/612 East Ave and 2, 1 bedroom units in the other building at 2115/2117 6th St. Studio units are occupied while the 1 bedroom units are currently vacant and rent ready. See photos for current condition of all units. Walkthrough Video of units available upon request. Realtors please check showing details. Vacant units can be shown at anytime. Short-Term Rental, Property enhancements, and/or development opportunities await the next owner!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
620 N EAST AVE, SARASOTA, FL 34237
$399,77730 Days on yellowkey MLS ID: A4687425
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 852 Built: 1945Community: Pos Resub Of Lt 8 Blk LSingle Family
Remarks: Investment opportunity to Acquire this single family home and the adjoining parcel (Quadplex) as a package for a total of .35acres at the corner of East Ave & 6th St. Please check listing for 610/612 East Ave. This home is a 2bedroom, 1bath, home located a few blocks from Downtown Sarasota. Property sits on a .13ac lot. Vinyl and Tile floors throughout with a generous size kitchen with granite counters, stainless steel appliances, and shaker cabinets. Open space/yard parking. City limits & public utilities. Please call for video walkthrough links and additional details on this opportunity. Currently rented with tenants vacating prior to sale.
302 OAKWOOD BLVD W, SARASOTA, FL 34237
$169,90088 Days on yellowkey MLS ID: A4679804
1 Days Off yellowkey (back on 3/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1973Community: Oakwood ManorMobile Home
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP BEGIN! BIGGER LOT. MORE STORAGE. SARASOTA LIVING AT ITS BEST Experience resort-style living in this beautiful 55+ resident-owned community located within the Sarasota city limits. Set on 90 lush acres, Oakwood Manor offers an exceptional and affordable lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a well-appointed clubhouse with a commercial kitchen, event stage, fitness center, and library. Relax in the heated pool and spacious hot tub, or join friends for bocce ball, shuffleboard, ping pong, putt-putt, and pickleball—with brand-new courts conveniently located along the nearby Legacy Trail, just a short bike ride away. This beautifully maintained 2-bedroom, 2-bath home offers 1,344 sq. ft. of living space and sits on a larger-than-average lot with a private backyard and no rear neighbors. The home is being sold move-in ready, with furniture included. The air conditioning system was replaced in 2019, offering added peace of mind for the new owner. The fully equipped kitchen features a refrigerator, range, dishwasher, microwave, plus a washer and dryer. The generous layout includes a formal dining room, great room, morning room, and an additional enclosed space that can easily be used as a third bedroom, den, office, or hobby room. A covered, screened lanai completes the home—perfect for enjoying morning coffee or evening cocktails. If storage is high on your list, this home truly stands out. There is abundant storage throughout, plus a spacious shed equipped with plumbing and electrical hookups, making it ideal for a workshop, studio, or ultimate mancave. An added bonus is the fully enclosed outdoor shower, offering both convenience and privacy. This is truly a one-of-a-kind home, offering exceptional space, rare lot privacy, and endless versatility—perfect for enjoying the Oakwood Manor lifestyle for years to come. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Simply put, there is no better place to call home than Sarasota.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
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