Location: Sarasota , 34237
Do Not Show Listings
459 WINGFIELD DR, SARASOTA, FL 34237
$1,249,00017 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)
2988 NOVUS ST, SARASOTA, FL 34237
$370,00010 Days on yellowkey MLS ID: O6392635
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1803 Built: 1957 Tax: $1,444 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$1,444
Remarks: Excellent investment opportunity in beautiful Sarasota! NO HOA , NO CDD , Perfectly located close to restaurants, shops, and stunning Gulf beaches. This spacious home allows for short-term rentals (Airbnb), making it ideal for investors seeking income potential. The property may need cosmetic improvements, but its size, location, and the refreshing coastal breeze create an opportunity to design a truly desirable space.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Vicmary Juarbe Cardona (808-351-5526)
2655 BAY ST, SARASOTA, FL 34237
$1,099,90046 Days on yellowkey MLS ID: A4682696
REDUCED by $99,100 (8.3%) on 04/02/2026
Bed: 7 Bath: 0.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnApartment
Taxes:$6,898
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 2-unit multifamily with a 6-bedroom, 5-bathroom main residence—and a legal 1-bedroom, 1-bath attached apartment offering exceptional income or multigenerational living potential. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system, Brand-new roof, impact-rated windows, plumbing, water service, sewer, and electrical. Main house and the apartment have separate utilities. The oversized backyard presents endless possibilities—whether you envision a resort-style pool, outdoor lounge area, or garden retreat. The covered lanai is ready for a future outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway offers ample parking for multiple vehicles, making this home ideal for families, guests, or short-term rentals. Located just minutes from downtown Sarasota and a short drive to Siesta Key Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle, luxury, and long-term value.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
$1,099,90046 Days on yellowkey MLS ID: A4682692
Bed: 7 Bath: 6.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnSingle Family
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence—complete with a separate legal 1-bedroom, 1-bath attached apartment (ADU) offering exceptional income or multigenerational living potential. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system, Brand-new roof, impact-rated windows, plumbing, water service, sewer, and electrical. Main house and the apartment have separate utilities. The oversized backyard presents endless possibilities—whether you envision a resort-style pool, outdoor lounge area, or garden retreat. The covered lanai is ready for a future outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway offers ample parking for multiple vehicles, making this home ideal for families, guests, or short-term rentals. Located just minutes from downtown Sarasota and a short drive to Siesta Key Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle, luxury, and long-term value.
2475 BAY ST, SARASOTA, FL 34237
$2,012,00052 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
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)
930 LA COSTA CIR #2, SARASOTA, FL 34237
$165,00023 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)
642 N JEFFERSON AVE #13, SARASOTA, FL 34237
$199,900328 Days on yellowkey MLS ID: A4651611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1998 Tax: $1,832 (2024)Community: Bermuda ParkCondo
Taxes:$1,832
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Beautiful Bermuda Park Condo – This home is also available for an annual lease (MLS #A4652898). Vaulted Ceilings, Private Lanai & Prime Sarasota Location Welcome to 642 N Jefferson Ave, a bright and spacious 2-bedroom, 2-bathroom condo located in the desirable Bermuda Park community in Sarasota. Situated in one of the newer buildings in the complex, this home combines comfort, privacy, and an unbeatable location. Step inside to soaring vaulted ceilings and an open-concept layout filled with natural light, thanks to two new PGT hurricane impact windows. The kitchen boasts stainless steel appliances, ample cabinet space, and a breakfast bar perfect for entertaining or everyday living. Enjoy peaceful mornings on the private screened lanai overlooking lush greenspace—a perfect retreat with no rear neighbors. The unit also features in-unit laundry, two reserved parking spaces, and additional guest parking. Location is everything, and this condo delivers with easy access to Downtown Sarasota, St. Armands Circle, and Lido Beach—all just a short ride away on the Breeze Trolley. Whether you're heading to the beach, shopping, dining, or cultural events, you're perfectly positioned to enjoy the best of Sarasota. Bermuda Park offers a quiet, well-maintained environment with low HOA fees, making it ideal for year-round living or a seasonal getaway. Don’t miss this opportunity to own a stylish, centrally located condo in the heart of Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
2917 MICHIGAN ST, SARASOTA, FL 34237
$499,9001 Day on yellowkey MLS ID: TB8492451
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1957 Tax: $776 (2025)Community: Bonita ManorSingle Family
Taxes:$776
Remarks: Fully Renovated Move-In Ready Dream Home – NO HOA & Minutes to World-Class Beaches! Welcome to this beautifully updated 3-bedroom, 2-bathroom home where everything has been completely renovated—so you don’t have to lift a finger! This is the definition of turn-key living with modern upgrades, stylish finishes, and unbeatable location perks. NO HOA means more freedom, fewer restrictions, and no extra monthly fees! Enjoy peace of mind with major upgrades already completed, including a brand-new roof, all-new PVC plumbing, and energy-efficient windows equipped with hurricane protection screens. The stunning modern kitchen is designed to impress: Sleek LG stainless steel appliances Eye-catching two-tone cabinetry (blue lowers & white uppers) Elegant quartz countertops Both bathrooms have been fully remodeled with contemporary finishes, and the home features a convenient indoor stackable laundry area. Throughout the home, you’ll love: Durable and stylish vinyl flooring Upgraded 5-inch baseboards Fresh, modern interior and fresh landscaping that boosts curb appeal Step outside to your private backyard oasis, complete with a vinyl privacy fence and double gate—perfect for entertaining, pets, or storing boats and toys—with an added storage shed for convenience. The exterior is protected by a lifetime guaranteed elastomeric coating (not paint!), offering long-lasting durability with a transferable warranty. Location, Location, Location! Just minutes from some of the most beautiful beaches in the country, including Siesta Key Beach—ranked #1 beach in the U.S. and #4 in the world by the Tripadvisor Travelers’ Choice Awards 2025. Famous for its 99 perc. quartz sand that stays cool to the touch, crystal-clear waters, and expansive shoreline, this Gulf Coast gem is truly world-class. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks every box. Just move in and start enjoying the Florida lifestyle!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1015 VILLAGIO CIR #202, SARASOTA, FL 34237
$189,0001 Day on yellowkey MLS ID: A4688276
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,414 (2025)Community: VillagioCondo
Taxes:$2,414
Remarks: Welcome to the desired Villagio Condominiums, close to downtown Sarasota. This bright and spacious 1/1 unit, located on the second floor, features modern vinyl flooring throughout the living spaces, giving the unit a fresh feel. You’ll like the high tray ceilings in the living and dining combo room. Glass sliding doors lead out to the covered lanai and bring in lots of natural light. The kitchen has plenty of storage and the breakfast bar adds to the open feel. The primary bedroom has a roomy walk-in closet and the bathroom with bathtub has entrances from the bedroom and the living space. A laundry room off the kitchen with washer and dryer and an office/storage nook in the center of the unit will help keeping everything organized. The unit is nestled within the gated Villagio condominium association, minutes away from downtown Sarasota, shopping and the beautiful beaches, with easy access to 301, I75 and public transportation. Community amenities include a heated resort-style pool, tennis court, playground and gym. The whole community had new roofs installed in 2021 and all the buildings painted in 2024. Perfect for full time or part time residents, as well as investors. There is currently a tenant in place until 4/30/2026, new photos of the vacant unit will follow shortly.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000392 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
2432 ASPINWALL ST, SARASOTA, FL 34237
$432,000272 Days on yellowkey MLS ID: A4657397
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1959 Tax: $728 (2024)Community: Lords Add 01Single Family
Taxes:$728
Remarks: Updated 3-Bedroom Home on Spacious ¼ Acre Lot – Minutes from Downtown Sarasota Welcome to 2432 Aspinwall Street, a beautifully updated 3-bedroom, 2-bath home located in Sarasota’s desirable Park East neighborhood. Nestled on a generous ¼-acre lot, this property offers ample space to design your dream backyard oasis — with plenty of room to add a pool. Inside, you’ll find fresh updates throughout, including new flooring, updated paint, and more, creating a bright and modern living environment. The flexible layout is perfect for families, seasonal residents, or investors looking for a move-in ready home with potential for future expansion. Situated just minutes from downtown Sarasota, this location offers unbeatable convenience to shopping, dining, cultural attractions, and world-famous beaches like Siesta Key and Lido Key. Highlights: 3 bedrooms | 2 bathrooms Approx. ¼-acre lot with space for pool Recently updated flooring and interior paint Solid block construction No HOA or deed restrictions Easy access to downtown, I-75, and the beaches Whether you're looking to settle in Sarasota or add to your investment portfolio, 2432 Aspinwall St delivers value, location, and opportunity.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
3225 SWEET GUM TER, SARASOTA, FL 34237
$154,90044 Days on yellowkey MLS ID: A4682739
2 Days Off yellowkey (back on 4/1/2026)
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 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.
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
$159,90094 Days on yellowkey MLS ID: A4675887
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!
901 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$399,00072 Days on yellowkey MLS ID: A4678246
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1975 Tax: $5,814 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,814
Remarks: Under contract-accepting backup offers. Take a look at this 1600 sq ft 3 bedroom, 2 bath home. This home is currently set up as a 2/1 with an additional 1/1 mother in law suite, but can be turned back into a 3/2. Stay in one side and rent out the other, or use for a weekly Airbnb since it's in the city limits. Plenty of room for a pool, or large patio in the backyard! All major updates have been completed: new PGT vinyl impact windows, new roof, new AC, new electrical service, and new hot water heater. Both sides have access to the laundry room. Big backyard and within biking distance to Pinecraft, Locklear Park, and the Legacy Trail. Come check out this home before it's gone!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Caitlin Dennis (941-250-5804)
3224 ASPEN TER, SARASOTA, FL 34237
$219,900114 Days on yellowkey MLS ID: A4674518
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1973Monthly Fee: $210 Tax: $1,193 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,193
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY LIVING COME TOGETHER! Move-In Ready • Friendly Neighbors • Unbeatable Value Enjoy resort-style living in Oakwood Manor, a welcoming 55+ resident-owned community located within the Sarasota city limits. Set on 90 beautifully maintained acres, residents enjoy an active lifestyle with a low monthly fee of just $210. Community amenities include a spacious clubhouse with commercial kitchen and event stage, fitness center, and library. Relax by the large heated pool and expansive hot tub, or gather with neighbors for bocce ball, shuffleboard, ping-pong, and putt-putt. Pickleball enthusiasts will love the new courts along the nearby Legacy Trail, just a short bike ride away. This beautifully updated 2-bedroom, 2-bath home offers 1,176 sq. ft. of bright, open living space, filled with natural light from abundant windows that create a cheerful and welcoming atmosphere. Recent improvements include: • Stainless Steel Kitchen Appliances (2025) with cooktop on the kitchen island • New laminate flooring throughout the entire home • Fully remodeled kitchen and bathrooms • Kitchen island with room for bar stools • Stainless steel sink with soap dispenser and designer faucet • Recessed lighting in the main living area • New blinds throughout the home • Stylish tile backsplash in the kitchen • New doors and baseboards • Drywall ceilings and walls in the main living area Located just steps from the pool and community amenities, this home offers both convenience and a peaceful setting. You’ll also be minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Whether you're searching for a seasonal getaway or a full-time residence, this home delivers comfort, updates, and exceptional value in one of Sarasota’s most friendly 55+ communities. Move in and start enjoying the Florida lifestyle at Oakwood Manor.
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$147,000118 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)
2877 MICHIGAN ST, SARASOTA, FL 34237
$350,00088 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)
3421 OVERCUP OAK TER, SARASOTA, FL 34237
$125,90070 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
Taxes:$711
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!
2342 MARGARET ST, SARASOTA, FL 34237
$317,49862 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Remarks: Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This opportunity as a Short Term Rental or hideaway! Owner may consider owner financing.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
3375 8TH ST, SARASOTA, FL 34237
$595,000519 Days on yellowkey MLS ID: A4615169
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2388 Built: 1960 Tax: $4,490 (2023)Community: Carolina EstatesSingle Family
Taxes:$4,490
Middle School: Riverview Middle
Remarks: Income opportunity !! Lowest Priced 5/3 Remodeled 2 story home in Sarasota. Complete with separate 2 Main Bed 2 Bath in-law suite quarters Keep in laws with super Primary bedroom upstairs with own bath and private deck and another primary bedroom with own bath downstairs. You could rent it out as an attached ADU. These two separate nicely configured design has great possibilities for large family or even short term rental being close to downtown and beaches. Currently getting $1600 for 1 side and earning potential for the whole place is great! The front would also be perfect for someone to move in right away.
Listing is courtesy of: VICKI WEBB REALTY (941-928-1000)
Listing Agent: Vicki Webb (941-928-1000)
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