Location: Sarasota , 34237
Do Not Show Listings
500 N JEFFERSON AVE #5J, SARASOTA, FL 34237
$149,00072 Days on yellowkey MLS ID: A4679555
REDUCED by $11,000 (6.9%) on 04/04/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $2,045 (2025)Community: Jefferson ClubCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,045
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to a rare opportunity to own an updated villa-style 2-bedroom condo just over a mile from downtown Sarasota at a price point that’s becoming increasingly hard to find. This property can be rented immediately, making it an investor friendly option. This light and bright, newly renovated home features vaulted ceilings, fresh paint throughout, brand-new flooring, in unit washer/dryer and an updated kitchen with new cabinetry, new range, refrigerator and a 2025 roof! The open, airy feel is enhanced by natural light and thoughtful updates that make the space feel clean, modern, and move-in ready. What truly sets this home apart are the two private, fully fenced outdoor spaces—a front courtyard and a rear porch, both with new decking. This indoor-outdoor layout offers rare privacy for a condo and is perfect for entertaining or creating a personal outdoor retreat. Condo fee of $450 includes trash, water, sewer, community pool, lawn and exterior maintenance. Located just minutes from downtown Sarasota’s dining, arts, and waterfront, this home delivers walkable proximity and unbeatable convenience without the downtown price tag. Whether you’re looking for a low-maintenance Florida getaway or a full-time residence close to the action, this property offers exceptional value and lifestyle appeal.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catie Seip (813-967-0158)
2475 BAY ST, SARASOTA, FL 34237
$2,012,00055 Days on yellowkey MLS ID: A4676732
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2874 Built: 2024 Tax: $14,004 (2025)Community: Hudson ParkSingle Family
Taxes:$14,004
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Experience refined modern living at 2475 Bay Street, a brand-new contemporary residence offering 2,874 square feet of thoughtfully designed space. Clean architectural lines and a striking façade set the tone, while inside, sun-filled interiors reveal soaring ceilings, expansive open-concept living areas, and walls of glass that create a seamless indoor-outdoor connection. The home is designed to feel both elevated and livable, with spaces that flow naturally for entertaining, relaxing, and everyday life. The home features four bedrooms and four bathrooms, including a main-level primary suite that offers split-plan privacy and direct access to the pool area. The primary bath includes a double vanity, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. The chef’s kitchen is outfitted with Café appliances accented in gold, premium cabinetry, Calcutta quartz countertops throughout the home, and a dramatic waterfall island seating eight. An upstairs living area overlooks the main level and opens to a second-story balcony, while additional bedrooms feature en-suite baths for comfort and privacy. Additional highlights include a custom resort-style pool, fully fenced yard, covered lanai with a fully equipped outdoor kitchen, two-car garage, energy-efficient construction, paver driveway accommodating up to four vehicles, and a mudroom with direct access to the pantry. Ideally located in central Sarasota, this home offers a peaceful residential setting with quick access to downtown and the area’s top attractions. Enjoy nearby Main Street dining, boutique shopping, and cultural venues such as the Sarasota Opera House, Florida Studio Theatre, and McCurdy’s Comedy Theatre. Outdoor and lifestyle destinations include Bayfront Park and Marina, Marie Selby Botanical Gardens, Payne Park, St. Armands Circle, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art, and Mote Marine Aquarium. World-renowned beaches including Siesta Key, Lido Key, and Longboat Key are just minutes away, along with convenient access to Publix, Sarasota Memorial Hospital, top schools, and Sarasota-Bradenton International Airport. Schedule your private tour and experience the design, flow, and lifestyle of this unique Sarasota property before it slips away.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000395 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Middle School: Booker Middle
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
2917 MICHIGAN ST, SARASOTA, FL 34237
$499,9004 Days on yellowkey MLS ID: TB8492451
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1957 Tax: $776 (2025)Community: Bonita ManorSingle Family
Taxes:$776
Remarks: Fully Renovated Move-In Ready Dream Home – NO HOA & Minutes to World-Class Beaches! Welcome to this beautifully updated 3-bedroom, 2-bathroom home where everything has been completely renovated—so you don’t have to lift a finger! This is the definition of turn-key living with modern upgrades, stylish finishes, and unbeatable location perks. NO HOA means more freedom, fewer restrictions, and no extra monthly fees! Enjoy peace of mind with major upgrades already completed, including a brand-new roof, all-new PVC plumbing, and energy-efficient windows equipped with hurricane protection screens. The stunning modern kitchen is designed to impress: Sleek LG stainless steel appliances Eye-catching two-tone cabinetry (blue lowers & white uppers) Elegant quartz countertops Both bathrooms have been fully remodeled with contemporary finishes, and the home features a convenient indoor stackable laundry area. Throughout the home, you’ll love: Durable and stylish vinyl flooring Upgraded 5-inch baseboards Fresh, modern interior and fresh landscaping that boosts curb appeal Step outside to your private backyard oasis, complete with a vinyl privacy fence and double gate—perfect for entertaining, pets, or storing boats and toys—with an added storage shed for convenience. The exterior is protected by a lifetime guaranteed elastomeric coating (not paint!), offering long-lasting durability with a transferable warranty. Location, Location, Location! Just minutes from some of the most beautiful beaches in the country, including Siesta Key Beach—ranked #1 beach in the U.S. and #4 in the world by the Tripadvisor Travelers’ Choice Awards 2025. Famous for its 99 perc. quartz sand that stays cool to the touch, crystal-clear waters, and expansive shoreline, this Gulf Coast gem is truly world-class. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks every box. Just move in and start enjoying the Florida lifestyle!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
608 N JEFFERSON AVE #30, SARASOTA, FL 34237
$218,90048 Days on yellowkey MLS ID: A4682678
3 Days Off yellowkey (back on 4/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1981 Tax: $2,271 (2025)Community: Bermuda ParkCondo
Taxes:$2,271
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Move-in ready and completely renovated, this stunning 2-bedroom, 2-bathroom Sarasota condo is located just minutes from the vibrant Downtown Sarasota business district, shopping, dining, and cultural attractions and about 5 miles from Lido Key, St. Armands, and Siesta Key. No detail has been overlooked in this full renovation. The home features a brand-new A/C system with a 10-year warranty, freshly cleaned and sanitized ductwork, new vents, and a new water heater. Electrical updates include new outlets, switches, and modern light fixtures throughout, including updated outdoor lighting. The beautifully redesigned kitchen offers new cabinetry, butcher block countertops, a large pantry, and brand-new stainless steel appliances, including a refrigerator and dishwasher. A brand-new washer and dryer are also included for added convenience. Both bathrooms have been completely remodeled with new showers featuring glass doors, new vanities, and new toilets, creating a clean, modern feel. Additional upgrades include removal of popcorn ceilings (retextured for a fresh finish), new baseboards, fresh neutral interior paint throughout, and painted back patio concrete. The freshly painted front door is equipped with a smart fingerprint lock system, offering modern security and convenience. Flooring features ceramic tile and bamboo flooring throughout. This fully updated condo combines contemporary upgrades with an unbeatable Sarasota location — perfect for a primary residence, seasonal retreat, or investment opportunity.
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Shannon Dodge (941-720-3355)
994 S BRINK AVE, SARASOTA, FL 34237
$549,0001 Day on yellowkey MLS ID: TB8489685
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1969 Tax: $6,097 (2025)Community: Robin Hood WoodsSingle Family
Taxes:$6,097
Remarks: Located in the heart of Sarasota just minutes from downtown and the area's world-famous beaches, this beautifully updated 3-bedroom, 2-bath home sits on a giant oversized lot and a fenced backyard – with enough space for an addition or pool which is a rare find in this central location. The home was fully remodeled to 2007 building code standards and features hurricane-rated impact windows and a high-efficiency air conditioner, offering comfort, safety, and energy efficiency. Inside, you’ll find an open and spacious floor plan designed for easy living and entertaining. The kitchen features stainless steel appliances and flows seamlessly into the main living space. The primary suite offers a relaxing retreat with a Jacuzzi-style soaking tub and a large walk-in closet. Step outside to enjoy the paver patio and large canopy, creating the perfect shaded outdoor space for gatherings or relaxing evenings. One of the most unique features of this property is the large concrete parking pad along the side of the home, allowing convenient RV, Trailer or boat parking—something rarely available within city limits. Complete with a 2-car garage and located close to downtown Sarasota, Siesta Key, shopping, restaurants, and entertainment, this property offers flexibility, space, and location all in one. Homes with this much land and parking flexibility in central Sarasota do not come available often. Schedule your showing today!
3133 LAKE RIDGE DR, SARASOTA, FL 34237
$389,90049 Days on yellowkey MLS ID: A4682465
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1963 Tax: $2,834 (2025)Community: Lake RidgeSingle Family
Taxes:$2,834
Remarks: Make this charming home your own or take advantage of its excellent short-term rental potential! Located within city limits with no HOA and no deed restrictions, this property offers flexibility and freedom for homeowners and investors alike. Inside, you’ll find brand-new Whirlpool appliances, quartz countertops with a subway tile backsplash and soft close cabinets for a sleek and modern look. There is also vinyl plank flooring throughout, and fresh interior and exterior paint—making this home truly move-in ready. The fully fenced backyard provides privacy. New Roof, AC changeout and Fence - all completed in 2024. Enjoy peaceful mornings with coffee or unwind in the evenings on the screened-in porch—your perfect outdoor retreat. Situated in a well-established neighborhood, this home is conveniently close to shopping, dining, downtown, restaurants and beautiful beaches. Don’t miss this opportunity to own this stylish, updated home with short-term rental flexibility!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Renee Miller (941-724-0688)
901 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$399,00075 Days on yellowkey MLS ID: A4678246
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1975 Tax: $5,814 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,814
Remarks: Under contract-accepting backup offers. Take a look at this 1600 sq ft 3 bedroom, 2 bath home. This home is currently set up as a 2/1 with an additional 1/1 mother in law suite, but can be turned back into a 3/2. Stay in one side and rent out the other, or use for a weekly Airbnb since it's in the city limits. Plenty of room for a pool, or large patio in the backyard! All major updates have been completed: new PGT vinyl impact windows, new roof, new AC, new electrical service, and new hot water heater. Both sides have access to the laundry room. Big backyard and within biking distance to Pinecraft, Locklear Park, and the Legacy Trail. Come check out this home before it's gone!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Caitlin Dennis (941-250-5804)
3060 COURTLAND ST, SARASOTA, FL 34237
$775,000311 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
Taxes:$10,805
Tax Year: 2024
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)
2467 MANGUM CT, SARASOTA, FL 34237
$749,000158 Days on yellowkey MLS ID: A4669179
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 2022Monthly Fee: $297 Tax: $8,051 (2024)Community: Payne Park Village Ph IiSingle Family
Taxes:$8,051
Remarks: SELLER OFFERING 12 MONTHS OF HOA FEES. Take a look at this exceptional 3-bedroom, 3.5-bathroom standalone unit with 2,062 sq. ft. of living space in Payne Park Village. The stand-alone design with hurricane impact-resistant doors and windows with no common shared walls provides an added sense of privacy, lower insurance rates, and sets this residence apart as one of the few in the community to feature its own fenced side yard, a rare and valuable perk for outdoor enjoyment, gardening, or pets. Built by a reputable builder, David Weekley Homes, this residence hosts impeccable craftsmanship, thoughtful builder upgrades, and modern design, while offering a lifestyle defined by walkability, outdoor recreation, and the cultural energy of Downtown Sarasota. From the moment you step inside, you’ll notice how the layout hosts natural light throughout. The open-concept main living area is perfect for both entertaining and everyday comfort, featuring a spacious living and dining area, gourmet kitchen, and access to a private balcony. Upgraded window blackout shades ensure comfort and privacy, while carpet runners on the stairs add both elegance and functionality. The primary suite is a true retreat, with a large spa-inspired bathroom and an expansive walk-in closet. Two additional bedrooms, each with its own bathroom, provide plenty of space for family or guests. A laundry room on the third level ensures convenient living, while the two-car garage with epoxy flooring provides parking, extra storage, and an electric car hookup. Beyond your front door, Payne Park Village offers a true low-maintenance lifestyle with resort-style amenities, including a heated pool and spa for relaxation, a shaded cabana and BBQ area for gatherings, a dedicated dog park, and a turf play area designed for outdoor fun. Its location places you directly across from one of Sarasota’s most beloved green spaces, Payne Park, which is a public park with tree-lined walking and biking paths, a tranquil pond with a fountain, tennis courts, a skate park, a café, and the Circus Park playground. The park is also pet-friendly, making it perfect for dog owners. Outdoor enthusiasts will also love having the Legacy Trail just steps away, offering a scenic trail system stretching all the way to Venice for biking, running, and walking. Beyond the community, this residence places you in the heart of Downtown Sarasota, where everything is within walking or biking distance. Indulge in world-class dining, explore boutique shopping, and enjoy cultural experiences at the Sarasota Opera House, theaters, art galleries, and museums. Spend weekends at Marina Jack and Bayfront Park, both offering stunning waterfront views and outdoor activities. The newly developed Quay Sarasota Bayfront Park further enhances your lifestyle, with modern amenities and direct bayfront access just minutes from home. Sarasota Memorial Hospital is just a few minutes away, offering peace of mind for health and wellness. The white sands of Lido Key Beach and the upscale shopping and dining of St. Armands Circle are also a short drive, ensuring you’re never far from Sarasota’s famous Gulf Coast lifestyle. What makes this home truly special is the combination of modern construction, prime location, and competitive pricing. Don’t miss your chance to call this stunning residence home and schedule your private showing today!
Listing Agent: Janette Schafer (954-298-7791)
1551 N CONRAD AVE, SARASOTA, FL 34237
$354,90048 Days on yellowkey MLS ID: A4682799
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1095 Built: 1983 Tax: $3,668 (2025)Community: Poinsettia Park RevSingle Family
Taxes:$3,668
Remarks: One or more photo(s) has been virtually staged. Price Reduction of $5,000! Welcome to this beautifully updated Sarasota home located in a convenient and rapidly growing area just minutes from downtown. The home underwent a comprehensive renovation in 2016, including a new roof, updated HVAC system, and a fully remodeled interior. The current owner has maintained the property with great care since the renovation. Inside, the home offers a bright and open layout with modern finishes, updated kitchen cabinetry, stainless steel appliances, and durable flooring throughout. Large windows allow for abundant natural light, creating a comfortable and inviting living space that is truly move-in ready. Step outside to enjoy the fully fenced backyard, providing privacy and space for pets, outdoor entertaining, or simply relaxing in your own outdoor retreat. One of the standout advantages of this property is the flexibility it offers. With NO HOA restrictions, homeowners enjoy greater freedom and fewer ongoing costs. According to City of Sarasota zoning guidelines (buyer to verify), this area is also one of the few where 7-day rentals may be permitted, creating potential opportunities for short-term rental income or vacation home flexibility. The home is located in Flood Zone X, meaning lenders typically do not require flood insurance. Conveniently located near many of Sarasota’s most popular destinations: • Minutes from Ed Smith Stadium • 10 minutes to Downtown Sarasota & Bayfront Park • 10–15 minutes to St. Armands Circle for shopping and dining • 15 minutes to University Town Center (UTC) • 20 minutes to Lido Key Beach • 25 minutes to Siesta Key Beach Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home offers versatility and value in one of Sarasota’s most desirable locations. One or more photo(s) was virtually staged.
Listing Agent: Julie Giancola (859-240-0728)
2473 RINGLING BLVD, SARASOTA, FL 34237
$1,190,00019 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
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)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$145,000156 Days on yellowkey MLS ID: A4670262
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsCondo
Taxes:$1,641
Elementary School: Southside Elementary
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
1015 RHODES AVE, SARASOTA, FL 34237
$359,00027 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
$1,099,90049 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
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)
$1,099,90049 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
$239,50044 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
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
$1,249,00020 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)
2988 NOVUS ST, SARASOTA, FL 34237
$370,00013 Days on yellowkey MLS ID: O6392635
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1803 Built: 1957 Tax: $1,444 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$1,444
Remarks: Excellent investment opportunity in beautiful Sarasota! NO HOA , NO CDD , Perfectly located close to restaurants, shops, and stunning Gulf beaches. This spacious home allows for short-term rentals (Airbnb), making it ideal for investors seeking income potential. The property may need cosmetic improvements, but its size, location, and the refreshing coastal breeze create an opportunity to design a truly desirable space.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Vicmary Juarbe Cardona (808-351-5526)
930 LA COSTA CIR #2, SARASOTA, FL 34237
$165,00026 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)
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