Location: Sarasota , 34237
Do Not Show Listings
459 WINGFIELD DR, SARASOTA, FL 34237
$1,249,00045 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,780
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. This is the one * WELCOME TO YOUR BEAUTIFULLY DESIGNED SINGLE FAMILY HOME IN RARELY AVAILABLE PAYNE PARK VILLAGE, IN THE HEART OF DOWNTOWN SARASOTA * If you want PRIVACY this home is for you! * SPACIOUS BACKYARD with a Covered Lanai * Custom Landscaping with Coconut Palm and 3 sitting areas to relax in your slice of paradise * Outdoor Shower * Plenty of room to add an outdoor grill * Your backyard gate is just steps away to The Legacy Trail * This is a ONE OF A KIND SETTING and definitely a PREMIUM UPGRADED LOCATION * No neighbors on 3 sides * Dead end street with no through traffic * Built in 2021 with HURRICANE IMPACT GLASS WINDOWS & DOOR, this home has been THOUGHTFULLY REIMAGINED BY THE CURRENT OWNER with NEW Quartz Countertops, NEW Paint, NEW Custom Designs Throughout, NEW Restoration Hardware Lighting – the list goes on & on * Chef’s Kitchen showcases UPGRADED Thermador Stainless Steel Appliances, Built-in Oven, Separate Cook-top, and Wine Cooler * The Kitchen is open to the Great Room & Dining Room * You will enjoy an ABUNDANCE OF NATURAL LIGHT with additional windows since this is an END UNIT HOME * 3 Bedrooms & 3.5 Baths * Wood Floors * 3 Levels * A true Primary Retreat with Pecky Cypress Ceiling & a Spa-style Bath featuring a Free-standing Tub, Walk-in Shower, Dual Vanities & SPACIOUS Walk-in Closets * A very nice Laundry Room with additional counter-space * Private Setting * 2 Car Garage on a dead end street * You will NOT find another home like this at this price * LOW HOA FEE * NO CDD FEE * Living in Payne Park Village places you in one of Sarasota’s most vibrant & centrally located neighborhoods, where urban convenience meets expansive green space and is nearby the popular Legacy Trail. Residents enjoy exclusive access to a private community amenity center with a Heated Pool and Spa, while Payne Park itself offers tennis courts, pickleball, disc golf, skate park & a playground. With downtown Sarasota’s dining, arts, and cultural destinations moments from your door, this home offers a rare balance of city living, outdoor freedom, and low-maintenance luxury. * One look & you’ll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
930 LA COSTA CIR #2, SARASOTA, FL 34237
$165,00051 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
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. DISCOVER an exceptional value in Downtown Sarasota. Priced under $200,000, this second-floor 2-bedroom, 2-bath condominium in a quiet location of the community presents a rare opportunity to own a piece of Sarasota that offers both convenience and tranquility. Whether you are seeking a winter retreat to escape the colder months or an income-producing investment property, this residence offers outstanding potential. NESTLED within the gated community of Park View, this hidden gem is ideally located just minutes from Sarasota’s vibrant downtown. Residents enjoy easy access to Main Street’s restaurants and boutiques, nearby shopping at Sprouts and Whole Foods, and the world-renowned Gulf beaches just a short drive away. PARK VIEW offers a peaceful setting surrounded by mature trees and lush landscaping that provide beautiful green space and welcome shade throughout the year. Community amenities include a clubroom with a full kitchen, a state-of-the-art fitness center, and two swimming pools. Meandering outdoor paths throughout the park-like grounds are the perfect place to enjoy the scenery and Florida’s beautiful weather. DESPITE its close proximity to downtown Sarasota, the community enjoys a quiet and relaxed atmosphere, making it an ideal place to unwind and enjoy the Sarasota lifestyle. OPPORTUNITIES like this are becoming increasingly rare. Schedule your private showing today and discover the value and potential this Sarasota residence offers before it’s gone.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
1015 VILLAGIO CIR #202, SARASOTA, FL 34237
$189,00029 Days on yellowkey MLS ID: A4688276
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,414 (2025)Community: VillagioCondo
Taxes:$2,414
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to the desired Villagio Condominiums, close to downtown Sarasota. This bright and spacious 1/1 unit, located on the second floor, features modern vinyl flooring throughout the living spaces, giving the unit a fresh feel. You’ll like the high tray ceilings in the living and dining combo room. Glass sliding doors lead out to the covered lanai and bring in lots of natural light. The kitchen has plenty of storage and the breakfast bar adds to the open feel. The primary bedroom has a roomy walk-in closet and the bathroom with bathtub has entrances from the bedroom and the living space. A laundry room off the kitchen with washer and dryer and an office/storage nook in the center of the unit will help keeping everything organized. The unit is nestled within the gated Villagio condominium association, minutes away from downtown Sarasota, shopping and the beautiful beaches, with easy access to 301, I75 and public transportation. Community amenities include a heated resort-style pool, tennis court, playground and gym. The whole community had new roofs installed in 2021 and all the buildings painted in 2024. Perfect for full time or part time residents, as well as investors. There is currently a tenant in place until 4/30/2026, new photos of the vacant unit will follow shortly.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
2877 MICHIGAN ST, SARASOTA, FL 34237
$350,000116 Days on yellowkey MLS ID: A4676851
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1955 Tax: $2,949 (2025)Community: Patricia ManorSingle Family
Taxes:$2,949
Remarks: Unlock the potential of this Sarasota gem! Located close to downtown Sarasota, this home offers a fantastic canvas to bring your vision to life. With 3 bedrooms and 2bathrooms, the property provides ample space for your finishing touches. Conveniently located close to the Sarasota Legacy Trail for biking and walking enthusiasts and just minutes from vibrant downtown Sarasota, this home is perfectly positioned to enjoy everything the area has to offer, from world-class beaches to shopping and dining.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
2121 WOOD ST #201, SARASOTA, FL 34237
$229,00033 Days on yellowkey MLS ID: A4687914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 885 Built: 1974 Tax: $2,833 (2025)Community: CitywalkCondo
Taxes:$2,833
Remarks: Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
3319 OVERCUP OAK TER, SARASOTA, FL 34237
$219,00031 Days on yellowkey MLS ID: A4687924
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 2008Monthly Fee: $210 Tax: $1,305 (2025)Community: Oakwood ManorManufactured Home
Taxes:$1,305
Remarks: This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.
Listing is courtesy of: PALM REALTY SERVICES LLC (941-284-3144)
Listing Agent: Angela Bryson (941-284-3144)
3225 RAMBLEWOOD DR, SARASOTA, FL 34237
$160,000105 Days on yellowkey MLS ID: A4678479
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1974Monthly Fee: $702 Tax: $2,970 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,970
Remarks: Experience the epitome of maintenance-free living in the heart of Florida at Ramblewood Acres, a fantastic, gated community offering an array of luxurious amenities. Nestled in a vibrant, friendly neighborhood, this community features beautifully designed townhouses and villas surrounded by lush landscaping and mature trees. This meticulously renovated home boasts modern elegance throughout. As you step inside the charming kitchen, it invites you in to prepare your next meal. Featuring gleaming granite countertops, neutral cabinetry, and high-end stainless steel appliances it is truly a chef's delight. The attention to detail extends to the freshly painted interiors in the open-concept living and dining area where you can gather during the holidays. The spacious layout includes three full bedrooms upstairs, providing plenty of space for family and sleepover guests. The primary bedroom serves as a serene retreat after a long day, featuring direct access to a private wood deck through sliding glass doors—an ideal spot to unwind and watch the sunset. This tranquil space also includes an attached en-suite bathroom and double closets, providing ample storage for all your needs. Additional conveniences include an in-unit laundry area, a rare outside storage room that is unique to this complex, and parking is a breeze with two dedicated spaces! Residents of Ramblewood Acres enjoy access to three sparkling swimming pools, perfect for cooling off on warm Florida days. Stay active with the on-site tennis courts and playground, or gather with friends and neighbors at the expansive clubhouse, which includes a state-of-the-art fitness center, a billiards room, a fully equipped kitchen and dining area, a well-stocked library, and a large gathering room ideal for social events. Conveniently located in the heart of Sarasota, this community is just minutes away from world-renowned beaches, the Oriole Spring Training ballpark, and popular shopping and dining activities in the vibrant downtown area. Do not miss out on this opportunity, call today to schedule a private tour before it's gone!
Listing Agent: Joey Lamielle (941-350-0016)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,799,000357 Days on yellowkey MLS ID: A4646061
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2300 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Taxes:$3,700
Remarks: Pre-Construction. To be built. NEW DESIGN OPTION, NEW ADDRESS! Effortless ONE-LEVEL living in this beautifully designed 4 - bedroom, 3.1 bath home offering a perfect blend of modern style and inviting comfort. An expansive living and dining area creates an impressive central gathering space, enhanced by natural light and seamless flow to the outdoors. Step out onto the large deck overlooking the heated, saltwater pool ideal for year round relaxation and entertaining. Impact windows and doors, a durable metal roof, and a side -entry THREE (3) CAR GARAGE provide peace of mind, function and curb appeal. Inside the home, a thoughtful layout delivers privacy within each bedroom suite while maintaining an airy, open feel throughout. YODER HOMES is offering another option for the lot (see attachments) 3bed/2.1bath, 1814 sf. This 2nd design is PERMIT READY and building can start right away. This smaller option is available at $1.599 MIL. Location is just minutes from downtown restaurants, area beaches, and the Marina. Both designs present the perfect combination of convenience and coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3310 RAMBLEWOOD PL, SARASOTA, FL 34237
$194,99036 Days on yellowkey MLS ID: A4686887
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1293 Built: 1974 Tax: $2,220 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,220
Remarks: BEST BUY (under $200K) FOR A FULLY REMODELED 3-BED CONDO IN A GATED & CENTRALLY LOCATED SARASOTA COMMUNITY! Tucked away in desirable Ramblewood Acres, this beautifully updated 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style and serene Florida living. Surrounded by lush preserve and water views, you’ll enjoy peaceful mornings and relaxing evenings from multiple private balconies and patios - two on the water. The home has been thoughtfully refreshed with all-new cabinetry, luxury vinyl plank flooring, LED lighting and fresh interior paint - creating a bright, modern space that’s truly move-in ready. The open-concept layout downstairs is ideal for both everyday living and entertaining, featuring a spacious living and dining area that flows seamlessly into the kitchen, complete with a large quartz island perfect for gathering. The kitchen is equipped with all new stainless steel range, stainless sink system, dishwasher and microwave, along with a 2022 refrigerator, offering both style and peace of mind. Upstairs, all three bedrooms offer a fresh retreat from the main living space. The spacious primary suite features its own private balcony - an oasis with peaceful water views—the perfect spot for morning coffee or unwinding at sunset. Inside, you’ll find dual closets providing ample storage and an ensuite bath designed for comfort and convenience. The two additional bedrooms are generously sized and filled with natural light, offering flexibility for guests, family, or a home office. One of these bedrooms truly stands out with its oversized 14x13 private deck, creating a seamless indoor/outdoor living experience—ideal for lounging or entertaining. Whether you’re looking for a full-time residence, a seasonal retreat or a valuable investment - this home delivers low-maintenance living in a picturesque setting—ready for you to move in and start your next chapter. Major system updates—including a new roof (2026) hot water heater (2026) and 2022 HVAC—add even more value and reliability. All new fans, hardware, staircase railings, and patio flooring are icing on the cake! The gated community is an active one - with three pools, tennis, clubhouse, firness, dog park and playgrounds. Centrally located between University Parkway and Fruitville Rd. - it's a perfect choice for easy access to downtown, SRQ airport, I-75, Lakewood Ranch and the area's best beaches. Affordable Florida living is waiting!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$272,500164 Days on yellowkey MLS ID: A4672260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
Tax Year: 2024
Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Nicole Posada (941-302-7549)
3318 OVERCUP OAK TER, SARASOTA, FL 34237
$99,900219 Days on yellowkey MLS ID: S5134488
1 Days Off yellowkey (back on 3/25/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1973Community: Oakwood ManorMobile Home
Taxes:
Tax Year:
Remarks: Welcome to Oakwood Manor, a beautiful 55+ RESIDENT-OWNED community in stunning Sarasota, Florida! You can’t beat the low HOA fee of just $190 per month for a gated community with so many activities and amenities! This charming single-wide has a lovely floor plan, with a large carport, and a separate screened room for plenty of outdoor living space. When you enter the front door, you’ll step into the kitchen, with plenty of natural light and a lovely seating area. The washer and dryer can also be found here. Behind the kitchen is the living room, from which you can also access the screened in room. The second bedroom has a generously sized closet. The bathroom is a jack and jill style, with access from the hallway and from the master bedroom. The master bedroom is at the rear of the home, and has plenty of closet space, plus built-ins, perfect for a home office! This home is being sold FULLY FURNISHED and turnkey; schedule your showing today!
Listing is courtesy of: THREE MOUNTAINS REALTY (407-674-0220)
Listing Agent: Kathryn Valentine (407-674-0220)
610 N EAST AVE, SARASOTA, FL 34237
$679,77736 Days on yellowkey MLS ID: A4687442
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1737 Built: 1951Community: Pos Resub Of Lt 8 Blk LApartment
Remarks: Rare opportunity for a Quadplex in Sarasota City limits and 2 blocks from Downtown now available with potential to purchase 620 N East Ave (2bd/1ba single family) next door for a combined .35acres! This quadplex features 2 block buildings, 2 studio units in one building at 610/612 East Ave and 2, 1 bedroom units in the other building at 2115/2117 6th St. Studio units are occupied while the 1 bedroom units are currently vacant and rent ready. See photos for current condition of all units. Walkthrough Video of units available upon request. Realtors please check showing details. Vacant units can be shown at anytime. Short-Term Rental, Property enhancements, and/or development opportunities await the next owner!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
620 N EAST AVE, SARASOTA, FL 34237
$399,77736 Days on yellowkey MLS ID: A4687425
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 852 Built: 1945Community: Pos Resub Of Lt 8 Blk LSingle Family
Remarks: Investment opportunity to Acquire this single family home and the adjoining parcel (Quadplex) as a package for a total of .35acres at the corner of East Ave & 6th St. Please check listing for 610/612 East Ave. This home is a 2bedroom, 1bath, home located a few blocks from Downtown Sarasota. Property sits on a .13ac lot. Vinyl and Tile floors throughout with a generous size kitchen with granite counters, stainless steel appliances, and shaker cabinets. Open space/yard parking. City limits & public utilities. Please call for video walkthrough links and additional details on this opportunity. Currently rented with tenants vacating prior to sale.
2554 RUFFING CT, SARASOTA, FL 34237
$749,00041 Days on yellowkey MLS ID: A4686547
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2116 Built: 2022Community: Payne Park Village Phase 2Townhouse
Remarks: Thoughtfully upgraded and impeccably maintained, this three-level townhome offers a refined take on low-maintenance living in a central Sarasota location, blending modern design with high-end finishes and everyday functionality. Featuring three bedrooms—each with its own private bath—plus an additional powder room, the layout is designed to provide both privacy and flexibility. An in-home residential elevator, installed at construction, connects all levels, enhancing convenience and long-term livability. The open-concept main living level serves as the heart of the home, where kitchen, dining, and living spaces flow seamlessly together. The kitchen has been extensively upgraded with Level 5 Calacatta Alta quartz countertops, cabinetry extended to the ceiling, a designer-wrapped island with added storage, and a Café appliance package with Bosch induction cooktop. A full-height tile backsplash, Hansgrohe professional faucet, and custom pantry shelving further elevate both form and function, while Rev-A-Shelf storage systems maximize efficiency. Upstairs, the primary suite offers a comfortable and well-appointed retreat with a tray ceiling and a custom-designed closet system featuring integrated lighting. The en-suite bath showcases upgraded fixtures and finishes, while all bathrooms throughout the home reflect a cohesive level of quality, including quartz countertops and designer upgrades. Throughout the home, attention to detail is evident in the Mohawk waterproof luxury vinyl plank flooring, upgraded lighting with dimmers, premium Sherwin-Williams paint, and enhanced hardware selections. Additional highlights include plantation shutters, custom Graber window treatments, hurricane-rated windows, and a full ADT security system with exterior cameras. The garage is equally well-equipped, featuring a custom storage system, overhead racks, additional lighting, and a secondary refrigerator, offering practical solutions for organization and storage. Beyond the home, the community offers a heated resort-style pool, private dog park, and professionally maintained landscaping, with association-provided insurance contributing to a simplified ownership experience. Ideally positioned near Payne Park—with tennis courts, walking trails, and green space—and providing direct access to the Legacy Trail, the location also offers walkability to downtown Sarasota’s dining, shopping, and cultural amenities, along with a nearby trolley stop for convenient access to the beaches. A well-executed combination of thoughtful upgrades, modern convenience, and a prime Sarasota setting—this residence delivers both comfort and quality in a highly accessible location.
Listing Agent: Nikki Taylor (941-587-9060)
3317 OVERCUP OAK TER, SARASOTA, FL 34237
$154,90098 Days on yellowkey MLS ID: A4679455
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 901 Built: 1974Community: Oakwood ManorMobile Home
Remarks: Seller to contribute up to $3K towards Buyers closing cost. Discover the ease and comfort of Florida living in this thoughtfully maintained TURNKEY furnished home located in the ONLY gated 55+ Resident Owned Park in the City limits of Sarasota!! This 3 bedroom home has beautiful curb appeal with the landscaped pavers and palm trees. This home has been tastefully decorated and offers a peaceful, move-in-ready retreat— ideal for seasonal or full time residents seeking sunshine, simplicity, and comfort. Guest will appreciate the split plan feature with the 3rd bedroom conversion. Enter through the quaint French doors to a cottage style queen set, separate AC system, flat screen TV, and private wardrobe. There is plenty of space for up to 9 with a king bed, queen bed, double bed and both the sofa and loveseat convert into a queen-size sleeper with a new mattress and a single sleeper loveseat, making this ideal for visiting guests. The dining table stores extra leaves and there is seating for 6. The coffee table rises to accommodate additional table space. The kitchen has great natural lighting and includes stainless steel appliances installed in 2020. The dishwasher, rolling island, CD radio player and water filter system were installed after 2021. The pantry provides plenty of room for storage needs. Embrace the relaxed Florida lifestyle with a good book or visit with friends in the screened lanai. Whether you are arriving for the season or enjoying full-time living, immediately begin soaking in Florida’s warm weather, friendly community, and relaxed pace of life. Upgrades include: Vinyl siding, extra large storage room that can be used as a Florida room as well, separate shed room, washer/dryer and utility sink in the storage area, screen lanai added 2024, HVAC system installed 2020 maintained and enhanced by a whole-house duct enlargement for improved airflow throughout the home. Water heater 2025, vapor barrier replaced 2023, Interior upgrades include the stainless steel appliances, some drywall, updated entry door, and all flooring has been updated. Additionally, there are Hurricane shutters and rain gutters. The utility room adds exceptional value, featuring an additional refrigerator, a washer and dryer, offering convenience and extra storage, perfect for seasonal living or hosting guests. About Oakwood....This 55+ gated 90 acre community boasts a low maintenance fee of $210/month. Its 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, 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. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospital. Please note that Oakwood is a no pet, no motorcycle Park.
500 N JEFFERSON AVE #C3, SARASOTA, FL 34237
$149,900104 Days on yellowkey MLS ID: A4677561
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 595 Built: 1974Community: Jefferson ClubVilla
Remarks: Charming villa-style condo that beautifully blends privacy, natural light, and an unbeatable Sarasota location. Soaring cathedral ceilings create an open, airy feel, enhanced by windows at the apex of the roof that flood the home with abundant natural light throughout the day. The bright and welcoming interior features thoughtful updates and a highly functional layout. As a bonus, the condo has a new A/C! The primary suite offers a versatile bonus room—perfect for a home office, nursery, workout space, reading lounge, or creative studio—adding flexibility rarely found in similar properties. Step outside to your private, gated patio, ideal for morning coffee, outdoor dining, gardening, or unwinding with a good book. Tucked away in a quiet community yet just minutes from downtown Sarasota, you’re close to Main Street’s dining, shopping, and entertainment, with Lido Beach only a short drive away. Whether you’re seeking a primary residence, seasonal getaway, or income-producing investment, this home checks all the boxes. Low HOA, low taxes, and a prime location make this a must-see opportunity.
Listing Agent: Brett Keyser, Jr (941-957-8425)
2586 TAMI SOLA ST, SARASOTA, FL 34237
$445,00092 Days on yellowkey MLS ID: A4679191
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1314 Built: 1947Community: Avon Heights 2Single Family
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home ideally positioned on a spacious corner lot just blocks from Arlington Park featuring a RARE assumable VA mortgage at an incredibly low rate of 2.875%. Inside, you’ll find an inviting open floor plan with luxury vinyl plank flooring throughout and thoughtfully renovated kitchen and bathrooms designed for modern living. Major updates have already been completed for peace of mind, including a newer roof (2019), A/C (2022), and a brand-new 200-amp electrical panel (2025). Step outside to enjoy the spacious, fully fenced backyard—perfect for entertaining or relaxing—with a large wooden deck and paver patio complete with a cozy fire pit. Location truly sets this home apart. Perfectly situated to enjoy the best of Sarasota living, you’re just minutes from the vibrant energy of Downtown Sarasota, the shopping and dining of St. Armands Circle, and the beautiful shores of Lido Beach and Siesta Key. The charm of Pinecraft is also just a short drive away. Enjoy exceptional convenience with Sarasota Memorial Hospital less than half a mile away, easy interstate access within minutes, and public transportation nearby. You’ll also love being within close proximity to Arlington Park and the Sarasota YMCA. With established rental history, this home also presents an excellent opportunity for investors seeking a property in a highly desirable location. Whether you’re searching for a primary residence, seasonal retreat, or income-producing investment, this home offers the ideal combination of updates, location, and lifestyle. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$154,950328 Days on yellowkey MLS ID: S5127342
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Community: Sarasota PalmsCondo
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
2587 RINGLING BLVD, SARASOTA, FL 34237
$650,00043 Days on yellowkey MLS ID: A4686081
1 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1628 Built: 1955Community: Ringling Blvd SubSingle Family
Remarks: Under contract-accepting backup offers. Welcome to this beautifully fully remodeled Sarasota home, ideally located just moments from the heart of downtown. Situated on a spacious lot, this light and bright residence blends modern updates with classic Florida living, offering the perfect combination of comfort, style, and location. Step inside to an open, inviting layout filled with natural light and clean, contemporary finishes throughout. The home has been thoughtfully updated from top to bottom, including all new flooring, a completely renovated kitchen, and stunningly updated bathrooms. The kitchen features sleek cabinetry, modern countertops, and a functional layout ideal for both everyday living and entertaining. The attached one-car garage offers easy access and protection from the elements, perfect for those quick in-and-out rainy Florida days. Out back, enjoy your own private retreat with an oversized, deep, heated pool. The screened enclosure creates a relaxing outdoor living space, perfect for entertaining or unwinding in total privacy. Additional upgrades include new hurricane-impact windows, offering both peace of mind and energy efficiency. Location truly sets this property apart. Enjoy an incredibly walkable lifestyle to downtown Sarasota, where dining, shopping, entertainment, and cultural attractions are just minutes away. You’re also conveniently close to the Ringling Bridge, providing easy access to St. Armands Circle and the world-renowned Gulf beaches. Light, bright, and completely reimagined, this is Sarasota living at its best.
Listing Agent: Daria Fairchild (941-650-7207)
3218 OAKWOOD BLVD S, SARASOTA, FL 34237
$184,90038 Days on yellowkey MLS ID: A4687148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1973Community: Oakwood ManorMobile Home
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! RESORT-STYLE 55+ LIVING IN SARASOTA, FLORIDA Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. WHY RENT FOR THE SEASON WHEN YOU CAN OWN YOUR OWN SARASOTA RETREAT? This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), except master bedroom Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
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