Location: Sarasota , 34237
Do Not Show Listings
3421 OVERCUP OAK TER, SARASOTA, FL 34237
$125,90098 Days on yellowkey MLS ID: A4678866
REDUCED by $30,000 (19.2%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1972Monthly Fee: $210 Tax: $711 (2025)Community: Oakwood ManorMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$711
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! Why Rent When You Can Own Affordable Sarasota Living? Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the city limits. This 2-bedroom, 2-bath home offers 1,065 sq. ft. of living space and sits on a desirable corner lot, providing extra space and excellent potential to update and personalize. The home has great bones, with several major systems already updated for peace of mind: • A/C replaced in 2024 • Hot water heater (2020) • Electric meter (2024) • New carport (2025) • Kitchen subfloor replaced with new plywood (2025) A generously sized covered and screened Florida room runs along the side of the home—perfect for relaxing, entertaining, or enjoying the Florida lifestyle year-round. Oakwood Manor is a welcoming 90-acre community known for having some of the lowest maintenance fees in the area and a friendly, active atmosphere. Residents enjoy a vibrant clubhouse with fitness room, dance floor, library, and a full calendar of social activities. Outdoor amenities include a heated pool, hot tub, shaded seating areas, putt-putt golf, bocce ball, ping-pong, pool table, shuffleboard, and cornhole. There’s also a charming park with picnic tables and a community grill, perfect for gathering with friends and neighbors. Love pickleball? Courts are just a short bike ride away along the Legacy Trail, which runs adjacent to the community. Conveniently located just minutes from downtown Sarasota, beautiful Gulf beaches, shopping, dining, and major hospitals. Please note: Oakwood Manor does not allow pets or motorcycles. Come see for yourself why residents love calling Oakwood Manor home—schedule your private showing today!
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
3313 OVERCUP OAK TER, SARASOTA, FL 34237
$159,900122 Days on yellowkey MLS ID: A4675887
1 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 959 Built: 1973Monthly Fee: $210 Tax: $1,580 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,580
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY FLORIDA LIVING COME TOGETHER! Affordable • Move-In Ready • Prime Location Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community nestled within the Sarasota city limits. Set on 90 lush, beautifully maintained acres, this vibrant neighborhood offers resort-style living with an incredibly low monthly fee of just $210. Enjoy an active and social lifestyle with top-tier amenities including a spacious clubhouse with commercial kitchen and stage, fitness center, and library. Unwind in the heated pool and oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, and ping-pong. Pickleball lovers will appreciate the brand-new courts located along the nearby Legacy Trail, just a short bike ride away. Community guidelines: No pets, motorcycles, or RVs permitted. **MOVE-IN READY & FULLY UPDATED This beautifully updated 2-bedroom, 2-bath home offers 960 sq. ft. of bright, open living space and comes fully furnished—just bring your suitcase! Recent upgrades include: • Brand-new kitchen with center island — perfect for entertaining • Updated bathrooms with elegant tiled showers • New laminate flooring throughout (2025) • Subfloor replaced prior to installation • New A/C ductwork • New vapor barrier & floor insulation • Updated plumbing & electrical • Full-size washer & dryer • Refrigerator, range & dishwasher included **LOCATION, LOCATION, LOCATION Perfectly positioned just steps from the pool and community amenities, offering ultimate convenience—no car needed! Minutes to: • Downtown Sarasota • Siesta Key Beach • St. Armand's Circle • SRQ Airport • Shopping, dining & major hospitals This is Florida living at its best—affordable, active, and completely move-in ready. Don’t miss your chance to own in one of Sarasota’s most desirable 55+ communities!
2475 BAY ST, SARASOTA, FL 34237
$2,012,00080 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)
3225 SWEET GUM TER, SARASOTA, FL 34237
$154,90072 Days on yellowkey MLS ID: A4682739
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 Escape the cold, Settle into Easy Florida Living 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.
966 LA COSTA CIR #5, SARASOTA, FL 34237
$177,000227 Days on yellowkey MLS ID: A4665073
REDUCED by $17,000 (8.8%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $1,903 (2024)Community: Park ViewCondo
Taxes:$1,903
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to this cozy first-floor condo in the highly sought-after gated community of Parkview. Featuring 2 bedrooms, 1 bathroom, and a smartly designed layout, this home is move-in ready and filled with charm. Step inside to find tasteful paint colors paired with pristine tile and luxury vinyl flooring that flows seamlessly throughout the entire space. Just off the entry, the fully equipped kitchen offers plenty of storage in the wooden cabinetry, granite countertops, stainless steel appliances, and a tray ceiling. A breakfast bar window connects to the dining and living areas, creating the perfect setup for both everyday living and entertaining. The living room is bright and airy with large windows and newer ceiling fans that keep the space cool and comfortable. The oversized primary bedroom serves as a true retreat, complete with double closets for all your storage needs. Down the hall, you’ll find a generously sized second bedroom and a beautifully updated bathroom with modern fixtures and a tiled walk-in shower. The second bedroom offers flexibility as a guest suite, home office, or workout/hobby space. An indoor laundry closet near the foyer adds everyday convenience. Step outside to your own private tropical oasis, a screened-in lanai overlooking many shady palm trees and lush greenery. Enjoy your morning coffee, relax to the sounds of nature, or host barbecues with friends while taking in peaceful sunrises and sunsets. Parkview residents enjoy fantastic amenities, including 2 sparkling community pools where one is heated, a clubhouse with kitchen, outdoor grill area, fitness center, walking trails, and nature views around every corner. Best of all, you’ll be centrally located near top-rated schools, shopping, restaurants, grocery stores, and just 20 minutes from the sandy shores of Siesta Key. Don’t miss your chance to own this gem. Schedule your showing today before it’s gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$147,000146 Days on yellowkey MLS ID: A4673749
REDUCED by $11,000 (7.0%) on 03/31/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Remarks: One or more photo(s) has been virtually staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
209 BRIGGS CT, SARASOTA, FL 34237
$464,00098 Days on yellowkey MLS ID: A4676792
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956 Tax: $5,871 (2025)Community: Desoto Park For Petroutsa BrosSingle Family
Taxes:$5,871
Remarks: Welcome to 209 Briggs Court, a charming Florida home ideally located just minutes from Downtown Sarasota, tucked just off Fruitville Road with easy access to I-75, award-winning Gulf beaches, and everything Sarasota has to offer. This inviting residence blends timeless character with thoughtful updates, featuring original terrazzo floors, an open living space ideal for entertaining, and a spacious kitchen with ample storage—perfect for everyday living or hosting family and friends. All bedrooms offer generous closet space, adding to the home’s functionality and comfort. Updated in 2020, the home provides peace of mind while maintaining its classic Florida charm. The home also features a dedicated laundry room with a bonus room just off of it, offering flexible space ideal for a home office, playroom, storage, or hobby area—adding even more versatility to the floor plan. A bright Florida room lined with windows creates the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside to a large, fenced backyard with plenty of room to play, garden, or entertain, complemented by fruit trees and a beautiful mango tree in the front yard. Whether you’re searching for a primary residence, seasonal winter retreat, or income-producing rental, this property offers flexibility and opportunity to suit your needs—all in a central Sarasota location close to downtown dining, shopping, beaches, and major roadways. Character, location, and potential—Briggs Court delivers it all!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
305 OAKWOOD BLVD E, SARASOTA, FL 34237
$195,500175 Days on yellowkey MLS ID: A4671180
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1991Monthly Fee: $190 Tax: $1,091 (2024)Community: Oakwood ManorManufactured Home
Taxes:$1,091
Remarks: Under contract-accepting backup offers. Welcome to Sarasota's hidden gem! Oakwood Manor is a gated, 55+ vibrant and active community with a resort lifestyle - NO lot rent and a low maintenance fee! This Skyline Manufactured home has loads of updates and is situated on a private back lot on the East side of the 90 acre community. The home features 2 bedrooms, 2 baths, a large living space, remodeled kitchen, formal dining space with a contemporary vibe, private den/office off the primary bedroom that features sliders to the oversized screened lanai - a fantastic addition for outdoor living and entertaining. Upon entry, the main living spaces and bedroom floors have been updated with eye catching luxury vinyl plank flooring. The remodeled kitchen has beautiful Wellborn Aspire Bel-Air embossed melamine soft close cabinets, a large entertaining bar, a pantry, loads of counter and cabinet space. Enjoy a cup of morning tea in the breakfast nook. The washer and dryer are housed in the storage room along with a utility sink for outdoor convenience. Not all items pictured convey with sale. Updates include: Elastomeric Roof Over 2018 with warranty / HVAC 9/2025 with warranty / Re-piped plumbing 2022 / Double Pane Windows 2006 and corrugated hurricane shutters / Kitchen remodeled 2021 / Luxury Vinyl plank flooring through most of home 2019 / Water Heater 2022 added overflow alarm / 2016 replaced shower guest bath / Exterior painted 2015 / partial Carport replacement 2025 / Carport floor and steps epoxy coated 2021. Located in the ONLY Resident Owned Park in the City limits of Sarasota!! The vast amenities start 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 putt putt course, bocce ball, ping pong and corn hole, numerous social events and activities. 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. Please note that Oakwood is a 55+, no pet, no motorcycle Park.
Listing is courtesy of: PALM REALTY SERVICES LLC (941-284-3144)
Listing Agent: Angela Bryson (941-284-3144)
3335 SPANISH OAK TER, SARASOTA, FL 34237
$77,000429 Days on yellowkey MLS ID: A4641948
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 879 Built: 1973Monthly Fee: $210 Tax: $1,147 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,147
Remarks: Under contract-accepting backup offers. Bungalow style 2 bed 1.5 bath SPLIT PLAN furnished home located in the ONLY Resident Owned Park in the City limits of Sarasota!! Plenty of living space with the push out, open Florida room and screened lanai for outdoor living space. Updates/notes include: Metal Roof Over, HVAC 9/2020, Square D Panel 2018, Water Heater 2025, Main Bath updated vanity and stool, plumbing copper, Sewer line updated, GE Washer updated. Refrigerator not cooling. Few soft spots. Tented 7/2025 with renewable life time warranty. The gated 90 acre community boasts a low maintenance fee 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 putt putt course, bocce ball, ping pong, horseshoes and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. 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. Please note that Oakwood is a 55+, no pet, no motorcycle Park.
3321 SHINGLE OAK TER, SARASOTA, FL 34237
$200,000176 Days on yellowkey MLS ID: A4670917
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1974Monthly Fee: $210 Tax: $2,064 (2024)Community: Oakwood ManorMobile Home
Taxes:$2,064
Remarks: OAKWOOD MANOR WHERE FUN AND FRIENDSHIP HAPPEN UPDATED SARASOTA GEM MOVE IN READY MORE THAN A HOME ITS THE LIFESTYLE YOU HAVE EARNED!!! Discover resort-style living in this beautiful 55+ resident-owned community located within the Sarasota city limits. AFFORDABLE Spanning 90 lush acres, Oakwood Manor offers an incredible lifestyle for just $210/month. Enjoy the 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, putt-putt game, ping pong or a pool game if you love playing pickleball like many of our residents brand-new courts conveniently located along the nearby Legacy Trail is just a short bike ride away. Why rent for the season when you can own your own Sarasota retreat? This move-in-ready, turnkey home is fully furnished and beautifully decorated—just bring your toothbrush! Featuring 2 bedrooms and 2 bathrooms, this charming residence includes an enclosed Florida room with newer windows (2015), providing plenty of space to relax or entertain. The large, open kitchen, updated in early 2024, offers abundant cabinetry, a kitchen island, dishwasher, stove, microwave, and refrigerator. A full-size washer and dryer are conveniently located in the shed. Every detail has been thoughtfully crafted by the owner, including a custom ceiling accent in the kitchen, a built-in buffet in the dining room, and additional upgrades throughout. The primary bedroom features a spacious walk-in closet and an updated private bath, while the guest bath has also been refreshed. Major updates include: • AC (2023) • New shed roof • New gutters • New insulation and vapor barrier • Carport support beams brought up to code The dining area can easily serve as a formal dining space or a cozy breakfast area. Situated on a fantastic lot just steps from the pool and amenities, this home offers convenience and comfort. The rear yard backs to open space shaded by a majestic oak tree, creating a peaceful and private setting. All of this while being just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two hospitals. Whether you’re looking for a year-round residence or a seasonal getaway, this home is a must-see. Buy now and enjoy the upcoming season in your new Sarasota home!
3448 TALLYWOOD CIR #7050, SARASOTA, FL 34237
$247,000127 Days on yellowkey MLS ID: A4676119
REDUCED by $2,000 (0.8%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1983 Tax: $1,624 (2025)Community: Tallywood Ph 1 & 2Villa
Taxes:$1,624
Remarks: Beautifull tree lined streets is the setting for this spacious maintenance-free villa. In this 55 plus community of Tallywood. This two bedroom, two bathroom end unit villa offers a light-filled interior, large eat in kitchen with lots of cabinets. Large living/dining area with cathedral ceilings opens to a oversized lanai which allows natural light and a spacious ambiance. Which feels like your own private oasis with tropical landscaping and complete privacy. Many updates were done; popcorn ceiling was removed and professionally painted. All new Luxury Vinyl Plank floors and new baseboard throughout. NEW ROOF 2024. Newer stainless kitchen appliances. Furniture is available for purchase with the separate contract. Outside the unit, there is extra storage in the one-car carport. The Clubhouse has a fitness room, library, kitchen, and gathering room for social events. Amenities include a large screened-in community pool.. Tallywood is Pet-friendly community, centrally located close to sandy beaches and boating areas, downtown Sarasota with its varied cultural centers, Ed Smith Stadium, SRQ Airport, restaurants, shopping, and so much more.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Robert Hegedus (941-350-2652)
3208 OAKWOOD BLVD S, SARASOTA, FL 34237
$174,90022 Days on yellowkey MLS ID: A4688802
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1973Monthly Fee: $210 Tax: $2,213 (2025)Community: Oakwood ManorMobile Home
Taxes:$2,213
Remarks: 3208 OAKWOOD BLVD S invites you to effortlessly step into a bright, coastal-inspired retreat that feels like vacation the moment you arrive. This turnkey furnished home is ideally positioned on a larger lot with a semi-private backyard, offering a sense of space and privacy that’s becoming increasingly hard to find. With a charming nautical theme throughout, the home lets you instantly enjoy the Sarasota lifestyle without the hassle of projects. One of the features you’ll appreciate more and more over time is the rare privacy this homesite offers—backing directly to the Legacy Trail with no rear neighbors, creating a peaceful, open backdrop that enhances both relaxation and outdoor living. Inside, you’ll immediately notice the fresh new carpet in the living room, updated laminate flooring in both bathrooms and the beautifully refreshed primary en suite featuring a new shower door. The thoughtfully updated kitchen pantry and new dishwasher make everyday living feel easier and more organized. For your comfort and peace of mind, the home also offers a new A/C system with updated ductwork and the option to keep laundry in the shed or conveniently bring it inside using existing breakfast-room hookups, knowing even the sewer line has already been updated. You can easily relax and entertain with two patio areas—one in back overlooking the open space of the trail and one in front just outside the enclosed lanai—creating multiple spots to enjoy morning coffee, evening breezes, and friendly conversations. The carport stays noticeably cooler because it avoids direct sun, making arrivals and departures more comfortable year-round. Since everything is turn-key furnished, you can simply move in, add your personal touches and start living the lifestyle you’ve been imagining. Oakwood Manor is uniquely the only land-owned manufactured home community in Sarasota—a gated, 55+ (no-pet, no-motorcycle) park known for its lush landscaping, social atmosphere and resort-style amenities. The gated 90-acre community proudly offers low maintenance fees, with a current monthly fee of $210, which conveniently includes cable TV, common area taxes, community pool, escrow reserves fund, grounds maintenance, on-site manager, pool maintenance, private roads, and recreational facilities—so much of what you’d normally pay for separately is already bundled in. The community features a large clubhouse with full commercial kitchen, event stage, audio/visual system, dance floor, fitness room, activities hall and a library with books, movies, puzzles and a pool table. Stepping outside, you’ll naturally gravitate toward the beautifully designed recreation area featuring an extra-large heated pool with handicap ramp, spacious kidney-shaped hot tub, plenty of tables and loungers, and remodeled shower rooms. Mature oak trees shade a picturesque park area with gazebo, picnic tables, and a community grill, while additional fun awaits at the community putt-putt course, bocce ball, ping pong, horseshoes and corn hole—perfect for staying active and connected. Oakwood Manor is famously a highly social community, so you can quickly become part of a variety of groups, clubs and activities if you choose. Ideally located adjacent to the Legacy Trail and 12 new city-managed pickleball courts and close to downtown Sarasota, shopping and dining, this home makes it easy to enjoy everything you love about the area.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Toni Westerfield (941-809-7100)
500 N JEFFERSON AVE #J1, SARASOTA, FL 34237
$145,00013 Days on yellowkey MLS ID: A4690333
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $1,933 (2025)Community: Jefferson ClubCondo
Taxes:$1,933
Remarks: One or more photo(s) has been virtually staged. Beautifully updated TWO-bedroom, one-bath condo offering a rare blend of privacy, comfort, and effortless style. A private, gated courtyard entrance creates your own outdoor retreat—perfect for morning coffee, evening wine, or relaxing after a day at the beach. Inside, the open-concept layout feels bright and spacious, with vaulted ceilings, skylights, and sliding glass doors that flood the home with natural light. The property has been thoughtfully updated in 2024 with fresh interior paint, new doors, a new water heater, new refrigerator, new bedroom flooring, and a fully refreshed bathroom featuring a new vanity and toilet. In 2025, the patio fence was replaced, enhancing both privacy and the overall outdoor experience. Parking is conveniently located outside your courtyard gate for easy, everyday access. The Jefferson is a charming, intimate community known for its quiet setting, mature landscaping, and residents who take pride in ownership. Enjoy the community pool or stroll through the peaceful, park-like grounds. HOA fees include lawn care, pool maintenance, and community amenities—making for an easy, low-maintenance lifestyle. Ideally located just minutes from downtown Sarasota, SRQ Airport, local beaches, shopping, and dining, this condo offers both convenience and value. Whether you're looking for a primary residence, seasonal escape, or investment opportunity, this home delivers a welcoming atmosphere and true sense of community from the moment you arrive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Norma Mladineo (941-363-1588)
2632 HIDDEN LAKE DR N #E, SARASOTA, FL 34237
$82,90016 Days on yellowkey MLS ID: A4689851
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 528 Built: 1974 Tax: $1,204 (2025)Community: Hidden Lake VillageSpa: NoCondo
Taxes:$1,204
Remarks: Affordable Sarasota Living Near Downtown – Updated Efficiency Studio - Attn: Investors. This beautifully updated efficiency studio offers an incredible opportunity to enjoy affordable living just minutes from downtown Sarasota. Featuring new laminate flooring and fresh paint throughout, the space feels clean, bright, and move-in ready. The spacious kitchen is a standout, complete with a large walk-in pantry and breakfast bar—perfect for both everyday living and casual dining. An open floorplan maximizes the space, while the large walk-in closet provides excellent storage for clothing and more. Natural light pours in through oversized sliding glass doors, leading to a private balcony overlooking the community tennis courts—an ideal spot to relax or entertain with plenty of room for seating. Recent upgrades include a newer AC system, new water heater, updated flooring, and fresh interior paint. The buildings also feature new roofs installed last year, adding peace of mind. Residents enjoy access to a wide range of amenities, including: • Clubhouse • Multiple lakeside pools • Fitness center • Laundry facility • Billiard room • Bike racks • Picnic and BBQ/grilling areas • Income producing property Assigned and guest parking are available, and the HOA conveniently covers water, sewer, and trash. Located near public transportation and just minutes from local attractions like Ed Smith Stadium, this condo offers both convenience and lifestyle in one of Sarasota’s most desirable areas. One small pet is allowed with association approval.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
2121 WOOD ST #A103, SARASOTA, FL 34237
$199,00015 Days on yellowkey MLS ID: A4688384
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 875 Built: 1974 Tax: $2,854 (2025)Community: CitywalkCondo
Taxes:$2,854
Remarks: Prime location just minutes from downtown Sarasota, Marina Jack, the waterfront, and Sarasota Memorial Hospital. This immaculate ground-floor unit has been freshly painted and offers 2 bedrooms and 2 bathrooms. Conveniently situated just past Sarasota High School, the condo features newer carpeting, an in-unit washer and dryer, and a small screened lanai—perfect for enjoying the Florida lifestyle. Located within a gated community near Payne Park and downtown, residents enjoy access to amenities including a pool, spa, and fitness center. Property is being sold as-is.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
2611 PINE LAKE TER #A, SARASOTA, FL 34237
$100,00013 Days on yellowkey MLS ID: TB8499087
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974 Tax: $406 (2025)Community: Hidden Lake VillageCondo
Taxes:$406
Remarks: Discover this charming 1-bedroom, 1-bathroom condominium ideally situated just minutes from vibrant downtown Sarasota, at the convenient intersection of Tuttle Avenue and Fruitville Road. This appealing property presents an excellent opportunity for a new owner-occupant or savvy investor. It is currently tenant-occupied at $1,350 per month, with the lease renewal scheduled for March 5, 2027. Recently renovated to modern standards, the unit features stylish new tile flooring throughout, contemporary kitchen cabinetry, and a fully remodeled bathroom highlighted by a luxurious walk-in shower. Residents enjoy the benefits of a well-maintained community, where HOA fees cover essential utilities including water, as well as access to desirable amenities such as two swimming pools, a clubhouse, tennis courts, and professional upkeep of common areas.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
2344 BAY ST W, SARASOTA, FL 34237
$1,350,000175 Days on yellowkey MLS ID: A4671233
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1930 Built: 2026 Tax: $3,809 (2023)Community: Poms Park 3Spa: NoSingle Family
Taxes:$3,809
Tax Year: 2023
Remarks: Pre-Construction. To be built. Discover exceptional value in this brand-new, single-story 3-bedroom, 2.5-bath modern home located within Sarasota city limits, allowing for weekly rentals, perfect as a full-time residence, vacation retreat or income-producing property. Step inside to find imported Italian cabinetry, flooring and fixtures, hurricane impact windows and sleek contemporary finishes that define understated elegance and lasting quality. The open-concept layout offers seamless flow between living spaces, ideal for entertaining and everyday living. Your private outdoor oasis awaits with an in-ground pool, outdoor shower and spacious patio for relaxing or hosting guests under the Florida sun. Perfectly positioned just steps from The Legacy Trail and only minutes to downtown Sarasota, parks, shopping, dining and the area’s world-renowned beaches, this home offers the best of modern design and unbeatable convenience. Sarasota living at its finest, whether you’re investing, vacationing or settling in, this opportunity won’t last!
Listing Agent: Rinat Sikdar (941-993-9292)
1016 GREER DR, SARASOTA, FL 34237
$249,90024 Days on yellowkey MLS ID: A4688675
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1763 Built: 1955 Tax: $1,486 (2025)Community: Oak ShoresSingle Family
Taxes:$1,486
Remarks: *This is the One!*This home sustained flood damage and will require renovation, however it has great bones and lots of potential*Located within walking or biking distance to the World Famous Pinecraft, this property offers a unique chance to immerse yourself in a vibrant and culturally rich community*For outdoor enthusiasts, the new Legacy Trail is easily accessible, providing endless opportunities for walking, jogging, or cycling amidst stunning natural surroundings*In addition to its prime location, this home offers quick and convenient access to top-rated schools, a variety of restaurants, diverse shopping options, reputable medical centers, I-75, breathtaking beaches, and an abundance of entertainment choices*Embrace a lifestyle filled with convenience, leisure, and excitement*Don't miss out on this incredible opportunity*Schedule a showing today and seize the chance to own this exceptional property*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
1554 TALLYWOOD DR #7127, SARASOTA, FL 34237
$247,500300 Days on yellowkey MLS ID: N6139563
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,617 (2024)Community: TallywoodCondo
Taxes:$1,617
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath condominium in the highly sought-after 55+ community of Tallywood. This charming home offers peace of mind with key updates including NEW WATER HEATER (2026), AC replaced in 2017 refrigerator in 2020, washer and dryer in 2021, dishwasher in 2023, and range in 2024. THE INTERIOR HAS BEEN FRESHLY PAINTED (2026). The sellers are also offering an American Home Shield home warranty. The third bedroom is located upstairs and features a large walk-in closet, making it ideal for guests or extra storage. Furniture is negotiable. Perfectly situated in the heart of Sarasota, this condo puts you just 10 minutes from vibrant downtown Sarasota with its theaters, restaurants, and cultural attractions, 15 minutes from the Sarasota-Bradenton Airport for easy travel, 12 minutes to Sarasota Memorial Hospital, and 15 minutes to the UTC shopping district with endless dining and retail options. For beach lovers, it’s only a 20-minute drive to the world-famous Siesta Key Beach and Lido Beach, offering beautiful sand and turquoise waters. Residents enjoy an active and welcoming community with a pool, clubhouse, and year-round social activities, making this the perfect home base to enjoy everything Sarasota has to offer.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Charlotte Clark (941-928-6054)
2609 PINE LAKE TER #D, SARASOTA, FL 34237
$105,000104 Days on yellowkey MLS ID: A4678724
0 Days Off yellowkey (back on 4/15/2026)
REDUCED by $10,000 (8.7%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974 Tax: $1,517 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,517
Remarks: Under contract-accepting backup offers. Short term rentals allowed (Airbnb / Vrbo) Gorgeous condominium located just minutes from Downtown Sarasota and the world-famous Siesta Beach and Lido Beach. This cozy second-floor, one-bedroom, one-bath residence offers serene, lush treetop views and a bright, inviting atmosphere. The condo features ceramic tile flooring throughout and a beautifully remodeled kitchen with granite countertops. Monthly fees include water, sewer, trash, cable/internet, and pest control for truly low-maintenance living. The community offers an extensive list of amenities, including two swimming pools, tennis courts, a fitness center, billiards room, library, and on-site nighttime security. This maintenance-free condominium is perfect as a charming getaway, full-time residence, or an excellent investment property.
Listing is courtesy of: SRQ INTERNATIONAL REALTY LLC (941-366-0106)
Listing Agent: Lucas Thompson (941-447-5077)
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