Location: Sarasota , 34237
Do Not Show Listings
3425 TALLYWOOD LN #7135, SARASOTA, FL 34237
$143,000208 Days on yellowkey MLS ID: A4676132
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1109 Built: 1983 Tax: $2,199 (2025)Community: Tallywood Ph 1 & 2Spa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,199
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Short Sale. Welcome to Tallywood Condos! Come enjoy great value in a 55+ maintenance free community. This charming 2 bed, 2 bath unit is within close proximity to SRQ airport, UTC town center, Ringling Museum, downtown Sarasota, St Armands Circle and the area’s finest beaches. Beautiful mature oak trees are abundant within this 46-acre cozy community. Activities and amenities await centered around the clubhouse complete with a library, community pool, shuffleboard, and dog park. Call for a showing today and start your journey to a wonderful Sarasota lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Robert T Anderson (941-350-8671)
3312 RAMBLEWOOD PL, SARASOTA, FL 34237
$99,90024 Days on yellowkey MLS ID: O6419357
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1293 Built: 1974 Tax: $2,826 (2025)Community: Ramblewood AcresSpa: NoTownhouse
Taxes:$2,826
Elementary School: Garden Elementary
Remarks: Short Sale. Located in a desirable Sarasota location, this 2-bedroom, 2.5-bath townhome offers a functional two-story floor plan with covered parking and comfortable living spaces designed for everyday convenience. The layout provides well-separated bedrooms, each with access to bathroom facilities, making it an excellent option for a variety of living arrangements. The first floor features newly installed flooring, creating a refreshed living space ready for the next owner's personal touches. Based on available information, the property appears to be in generally good condition; however, buyers are encouraged to conduct their own inspections to verify the condition and functionality of all systems, components, and improvements. Conveniently located near shopping, dining, parks, medical facilities, downtown Sarasota, and the area's renowned Gulf Coast beaches, this property offers an excellent opportunity to enjoy everything Sarasota has to offer. Buyers and agents should review all MLS supplements and private remarks for important information regarding the purchase process. Buyers should verify all information. Agents: Please review all private remarks and MLS supplements prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
2415 PELICAN DR, SARASOTA, FL 34237
$480,000349 Days on yellowkey MLS ID: A4659633
REDUCED by $39,000 (7.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
2344 TEMPLE ST, SARASOTA, FL 34237
$550,00045 Days on yellowkey MLS ID: A4696470
REDUCED by $25,000 (4.3%) on 07/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1954 Tax: $3,291 (2025)Community: Loma Linda ParkSingle Family
Taxes:$3,291
Middle School: Brookside Middle
Remarks: Beautifully maintained 3-bedroom, 2-bath Sarasota home in a highly desirable location just minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Midtown Plaza, Arlington Park, and the Legacy Trail. In addition to the square footage reflected in the public tax record, the home also offers an enclosed Florida room, creating a more spacious and flexible layout. Inside, you’ll find a cozy living room fireplace, a recently updated bathroom, and a versatile casita-style/mother-in-law-style suite ideal for guests, extended stays, a private office, studio, or additional everyday use. The roof was replaced in 2024, and the home features impact doors and windows offering added peace of mind. Step outside to a beautifully landscaped backyard designed for relaxing and entertaining. The covered patio features recessed lighting, creating a warm and inviting outdoor living area, while the side yard includes a storage shed for added convenience. Location is a major highlight — approximately 5.5 miles to Lido Key Beach and approximately 6 miles to Siesta Key Beach, placing you close to two of Sarasota’s most beloved coastal destinations. Arlington Park & Aquatic Center is also nearby, offering pickleball and tennis courts, basketball courts, playgrounds, walking paths, dog-friendly areas, swimming pools, and community events. An exceptional opportunity to enjoy the Sarasota lifestyle with flexible indoor space, beautiful outdoor areas, and easy access to beaches, downtown, shopping, dining, and recreation.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
2425 ASPINWALL ST #2425, SARASOTA, FL 34237
$145,000188 Days on yellowkey MLS ID: A4679117
0 Days Off yellowkey (back on 7/19/2026)
REDUCED by $4,900 (3.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1971Monthly Fee: $692 Tax: $2,293 (2025)Community: The Village Sec 2Spa: NoVilla
Taxes:$2,293
Remarks: Under contract-accepting backup offers. Motivated seller! Welcome to The Village. A quaint enclave of just 18 villas surrounded by mature landscaping, yet just minutes from downtown Sarasota. This 2-bedroom, 2-bath villa offers an excellent opportunity for an investor, first-time homebuyer, or winter retreat. The open great room design features tile flooring throughout, creating a bright and inviting living space. Both bedrooms include walk-in closets and en-suite bathrooms, providing comfort and privacy. New vanities in both bathrooms. The updated kitchen boasts quartz countertops and a separate island for additional workspace—perfect for cooking and entertaining. Step outside to the covered patio, where you can enjoy garden views with a partial pond backdrop. Additional highlights include a new roof in 2025 and one assigned parking space. Ideally located just minutes from Downtown Sarasota/Main Street, St. Armand's Circle, and Lido Key, you’ll have easy access to world-class dining, shopping, cultural attractions, and beautiful beaches. Whether you’re looking for a full-time residence, vacation getaway, or rental property, this delightful home offers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
1015 RHODES AVE, SARASOTA, FL 34237
$349,000140 Days on yellowkey MLS ID: A4684797
REDUCED by $10,000 (2.8%) on 07/07/2026
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
Elementary School: None
High School: None
Middle School: None
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)
407 N POMPANO AVE, SARASOTA, FL 34237
$339,00051 Days on yellowkey MLS ID: A4695772
REDUCED by $10,000 (2.9%) on 07/21/2026
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1651 Built: 1955 Tax: $3,010 (2025)Community: Avion OfSingle Family
Taxes:$3,010
Remarks: *This is the One!*Well maintained 3bed home located on a double lot*Fenced in backyard features an open inground pool*1 car garage*Central location to access schools, restaurants, shopping, medical centers, I-75, beaches and entertainment options galore*
3324 OVERCUP OAK TER, SARASOTA, FL 34237
$289,00027 Days on yellowkey MLS ID: A4698245
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 2005Monthly Fee: $210 Tax: $2,689 (2025)Community: Oakwood ManorManufactured Home
Taxes:$2,689
Remarks: OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS TURNKEY LIVING • FRIENDLY NEIGHBORS • UNBEATABLE VALUE Own your piece of paradise in Oakwood Manor, Sarasota's highly desirable resident-owned 55+ community located within the city limits. Spanning 90 beautifully landscaped acres, this vibrant community offers an exceptional resort-style lifestyle with remarkably low HOA fees of just $210 a month and no CDD or master association fees. Residents enjoy an impressive array of amenities including a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, oversized hot tub, bocce ball, shuffleboard, putt-putt golf, cornhole, and ping pong. Pickleball enthusiasts will appreciate the brand-new courts located just a short bike ride away along the Legacy Trail. With an active social calendar filled with events and activities, Oakwood Manor truly lives up to its reputation—where fun and friendship happen. A Rare Find — Impeccably Maintained & Truly Move-In Ready If you've been waiting for that special home, your search ends here. Built in 2005, this beautifully maintained 3-bedroom, 2-bath residence offers 1,545 square feet of thoughtfully designed living space and is being sold turnkey. Situated within easy walking distance of the community pool and amenities, this home is genuinely move-in ready—just bring your clothes and toothbrush. From the moment you step inside, you'll appreciate the spacious open floor plan, soaring ceilings, and abundant natural light streaming through numerous windows. The gourmet kitchen is designed to impress, featuring beautiful cabinetry, generous counter space, and an inviting layout that's perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and an en-suite bath with a double vanity and walk-in shower. A standout feature rarely found in modular homes is the drywall construction throughout the walls and ceilings in most rooms, providing the look and feel of a traditional site-built home. Recent Updates Include: • New Roof (2025) • A/C replaced (2023) • All kitchen appliances replaced (2023) • Nice Large she for plenty of storage • Inside Laundry room with Utility laundry tub • Covered Carport with plenty of space for 2 cars • Tile flooring throughout all wet areas and the laundry room • Beautiful Bahama shutters on most windows Location, Location, Location Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Whether you're searching for a year-round residence or the perfect seasonal retreat, this exceptional home is an opportunity you won't want to miss.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
1185 S SHADE AVE, SARASOTA, FL 34237
$849,000127 Days on yellowkey MLS ID: N6143460
REDUCED by $25,900 (3.0%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Remarks: Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.
Listing is courtesy of: EVOLVE REAL ESTATE (941-441-5253)
Listing Agent: Erik Dunigan (941-441-5253)
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
Taxes:$2,550
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)
537 MELODY CIR, SARASOTA, FL 34237
$439,90019 Days on yellowkey MLS ID: A4699486
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2112 Built: 1974 Tax: $3,762 (2025)Community: San Souci SouthSingle Family
Taxes:$3,762
Remarks: ------MOTIVATED SELLER********HOME HAS GREAT POTENTIAL. ORIGINAL 4 BEDROOMS, 2 BATHS, A MUST-SEE, GARAGE CLOSED WITH A SEPARATE ENTRANCE USED AS A GAME ROOM, CERAMIC TILE AND PORCELAIN TILE THROUGHOUT THE WHOLE HOUSE, ROOF 1 YEAR OLD, NEWER AC, CLOSE TO SHOPPING CENTERS, SCHOOLS, BUS LINE, CLINICS, SHORT DRIVE TO DOWNTOWN SARASOTA, SIESTA KEY, RINGLING MUSEUM, UTC MALL, MARINA JACKS, LIDO BEACH, SAINT ARMANDS. BUYER OR BUYER'S AGENT TO VERIFY ALL MEASUREMENTS; WE TRY TO PROVIDE THE BEST INFORMATION AVAILABLE TO OUR OFFICE.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
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
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.
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
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.
3412 TALLYWOOD CIR #7018, SARASOTA, FL 34237
$284,50038 Days on yellowkey MLS ID: A4697416
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,351 (2025)Community: Tallywood Ph 1 & 2Spa: NoVilla
Taxes:$1,351
Remarks: Welcome to Tallywood, one of Sarasota's desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes from downtown Sarasota, UTC, Lido Key, St. Armand's Circle, the Baltimore Orioles Spring Training stadium, the renovated Bobby Jones Golf Club, and the expansive 96-acre Sarasota County park featuring walking trails, recreational amenities, and ongoing enhancements. This spacious villa features the largest floor plan in Tallywood, offering nearly 1,700 square feet of living space plus a dedicated carport and private storage room. The thoughtfully designed layout includes a first-floor primary suite, a guest bedroom and full guest bath, soaring cathedral ceilings in the living and dining areas, a generously sized kitchen, and an upstairs loft that can serve as a third bedroom, home office, hobby room, or additional guest space. Abundant storage is found throughout the home. Recent improvements include hurricane-impact-rated windows and sliding glass doors throughout, a water heater approximately three years old, and most kitchen appliances replaced within the last three to six years. For additional peace of mind, a transferable home warranty is included and extends through the end of 2026. Relax in the private screened lanai, enjoy the convenience of your covered carport and storage room, and take advantage of ample guest parking nearby. Residents of Tallywood enjoy an outstanding selection of amenities, including an Olympic-size swimming pool, clubhouse, fitness center, library, community kitchen, shuffleboard courts, and an active social calendar. Offering exceptional value at $284,500, this beautifully maintained villa combines generous living space, quality updates, and an outstanding Sarasota location. Schedule your private showing today!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
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
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)
217 S SHADE AVE, SARASOTA, FL 34237
$1,749,000508 Days on yellowkey MLS ID: A4628117
REDUCED by $50,000 (2.8%) on 07/09/2026
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
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 size is 12 x 26 , leaving plenty of green space for pets in the backyard! Back yard fence will fully enclose the back yard with gates on both sides of the home. 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"!
2647 SYDELLE ST, SARASOTA, FL 34237
$699,00059 Days on yellowkey MLS ID: A4695270
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1954 Tax: $1,295 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$1,295
Remarks: Welcome to Paver Park Estates, one of Sarasota's fastest-growing and most sought-after neighborhoods, where modern renovations meet an unbeatable location. Just minutes from Downtown Sarasota, Sarasota Bay, Payne Park, and the Legacy Trail, this beautifully renovated 4-bedroom, 2-bath residence offers approximately 1,850 square feet of thoughtfully designed living space in the heart of the city. Completely transformed with extensive updates throughout, the home features a bright, open-concept floor plan highlighted by luxury vinyl plank flooring, recessed lighting, impact-rated windows, and a stunning shaker-style kitchen designed for both everyday living and entertaining. The kitchen boasts quartz countertops, a large center island, custom tile backsplash, and a full suite of Frigidaire appliances. The spacious primary and guest bathrooms have been tastefully updated with custom tile work, quartz countertops, and premium rain shower fixtures, creating a spa-like atmosphere. Additional improvements include shaker-style interior doors, updated lighting and ceiling fans, a new HVAC system with all-new ductwork, upgraded electrical service with underground power, and numerous modern finishes throughout. Step outside to your private backyard retreat featuring a newly constructed saltwater pool and spa, providing the perfect setting for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. Located less than a mile from Downtown Sarasota, residents can easily bike or walk to the city's vibrant dining, shopping, arts, and cultural attractions, including the Sarasota Opera, Marina Jack, Bayfront Park, and countless restaurants and boutiques. The world-renowned beaches of Siesta Key and Lido Key are only a short drive away. Surrounded by new construction homes and luxury redevelopment, Paver Park continues to emerge as one of Sarasota's most exciting neighborhoods, making this property an exceptional opportunity for full-time residents, seasonal owners, or investors seeking a prime location with strong long-term upside.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
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