Location: Sarasota
Do Not Show Listings
139 ADAIR AVE, SARASOTA, FL 34243
$500,000366 Days on yellowkey MLS ID: A4654370
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2038 Built: 1973 Tax: $6,722 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,722
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$444,90065 Days on yellowkey MLS ID: A4688025
REDUCED by $20,100 (4.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
3709 MIGUEL WAY #8602, SARASOTA, FL 34232
$304,990104 Days on yellowkey MLS ID: A4681971
REDUCED by $5,000 (1.6%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,656 (2025)Community: Village Plaza Sec 6Villa
Taxes:$1,656
Elementary School: None
High School: None
Middle School: None
Remarks: Big Price Improvement! Discover effortless Florida living in this 55+ Beautifully Updated Villa in a Prime Sarasota location! Perfectly positioned to enjoy the best of Sarasota, this move-in-ready home combines modern upgrades with low-maintenance convenience. Step inside to find brand-new flooring throughout the main living areas, creating a fresh and contemporary feel. The spacious kitchen shines with new stainless-steel appliances, while a new washer and dryer add everyday ease. Impact Windows throughout. Enjoy peace of mind with a new A/C system and ductwork, plus new interior paint that gives the entire home a bright, new flooring completes the clean look. Every detail has been thoughtfully updated so you can simply unpack and start living. Amenities Galore! Beautiful Heated Community Pool, Shuffleboard, Library, Community Room with Kitchen, Beyond your front door, the community amenities truly set this property apart. Your fees include Cable TV, Internet, Insurance, Exterior Maintenance, Grounds Maintenance, Pest Control, Pool Maintenance, Common Area Taxes, Escrow Reserves Fund, and Private Road access—making budgeting simple and stress-free. Residents also enjoy access to a community pool, recreational facilities, pickleball courts, a card room, library, and more, offering endless opportunities to relax and connect. Whether you're seeking a seasonal retreat or a full-time residence, this updated villa delivers comfort, convenience, and an unbeatable Sarasota lifestyle. Ideal location nearby to all the things that make Sarasota special!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Ron Marano (941-320-7367)
3316 JOLSON DR, SARASOTA, FL 34237
$240,00019 Days on yellowkey MLS ID: A4693787
2 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1010 Built: 1959 Tax: $3,042 (2025)Community: Melody HeightsSingle Family
Taxes:$3,042
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Location is everything for this home! Very close to downtown and easily accessible to all of central Sarasota. With a little work, the charm of this mid-century home will shine through. This is a great opportunity for an investment or a do-it-yourself project.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
361 BEARDED OAKS CIR, SARASOTA, FL 34232
$325,00019 Days on yellowkey MLS ID: A4693575
1 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1092 Built: 1986Monthly Fee: $190 Tax: $3,901 (2025)Community: Bearded OaksSingle Family
Taxes:$3,901
Remarks: Under contract-accepting backup offers. Welcome to effortless Florida living in this beautifully updated home, in a centrally located, maintenance-free community. You’ll notice thoughtful upgrades and modern design touches throughout—no outdated popcorn ceilings here! Instead, enjoy a fresh, contemporary feel with updated kitchen and bathrooms, wood effect ceramic tiles throughout, barn-style accent doors, crown molding, 5” baseboards and much more. Major updates provide peace of mind, including a new roof (2022) and A/C system (2023). Impact windows and clear panel hurricane shutters for the sliding glass doors ensure security during storm season. Three wall-mounted TVs are included, making for an easy move-in. Residents of Bearded Oaks benefit from low HOA fees that cover lawn care, and irrigation—freeing up your time to relax and enjoy the Florida lifestyle in your private backyard or at the community pool – just steps away across the street. Ideally located just off Fruitville Road, you’ll have quick access to I-75, downtown Sarasota, and the area’s renowned Gulf beaches. Shopping, dining, and recreation are all close at hand, with popular destinations like UTC Mall and Nathan Benderson Park just minutes away. Whether you’re searching for a primary residence, winter getaway, or a smart investment, this home offers comfort, convenience, and style and must be seen to fully appreciate its potential. Schedule a showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Carla Rayman Kidd, Pl (941-724-0519)
3862 WILSHIRE CIR W #107, SARASOTA, FL 34238
$349,00061 Days on yellowkey MLS ID: A4688140
REDUCED by $36,000 (9.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1606 Built: 1985 Tax: $4,286 (2025)Community: Lakeshore VillageCondo
Taxes:$4,286
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: From the moment you step inside, tranquil lake views framed by mature trees and visited daily by waterfowl and native birds set the tone for this beautifully updated 2-bedroom, 2-bath villa in the sought-after Lakeshore Village community — just 15 minutes to the world-famous white sands of Siesta Key. The open kitchen features quartz countertops, a designer backsplash, stainless appliances, updated lighting, and a new ceiling with fan. Both baths have been refreshed with granite countertops, new sinks and faucets — and the primary bath features a luxurious soaking tub. New flooring flows throughout — no carpet anywhere in the home. The expanded primary bedroom closet adds generous storage, and completely new AC ductwork was installed in the attic in 2024. Three oversized skylights and abundant windows bathe the interior in natural light, while three large sliding glass doors retract fully to connect the living space — and the owner's suite — to a 23-foot tiled lanai, expanding the total living area to over 1,800 sq. ft. The guest bath features a tub/shower combination. A 2-car garage with overhead storage completes the package. This villa is being offered unfurnished. Lakeshore Village delivers resort-style living with a heated saltwater pool, new pickleball courts, tennis courts, and a spacious clubhouse featuring a library, billiards room, and full kitchen. Monthly fees include basic cable TV, high-speed internet, pest control, roof maintenance, and grounds care. The community features winding private roads, no sidewalks, and convenient private access to Beneva Road. Rentals are permitted, and the location puts restaurants, shops, and medical offices within easy reach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
7547 SILVER FERN BLVD #54, SARASOTA, FL 34241
$299,000110 Days on yellowkey MLS ID: A4682314
REDUCED by $50,000 (14.3%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 1981Monthly Fee: $60 Tax: $2,904 (2025)Community: Hammocks IiCondo
Taxes:$2,904
Remarks: Seller will pay three months of HOA fees from closing date. Enjoy stunning garden views from this lovely villa beautifully updated in 2022 and 2023 with new floors, modern kitchen, renovated bathrooms, new AC, new hot water heater and new roof 2025. This lovely 2 bedroom, 2 bath home with office is steps away from the heated community pool and nature preserve. Inside, the spacious layout includes an area perfect for a home office or potential third bedroom. The enclosed Florida room adds even more living space, and the newly refreshed outdoor area is perfect for relaxing and enjoying the tranquil surroundings. The gated, maintenance free community offers lush, peaceful surroundings, surrounded by a nature preserve, and conveniently located near shopping, restaurants, Doctor's Hospital and I-75. The nearby Bent Tree Country Club provides optional membership for golf enthusiasts. Come enjoy the serene Florida villa you've been dreaming of!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alison Elizalde (941-951-6660)
7461 W COUNTRY CLUB DR N #203, SARASOTA, FL 34243
$250,00021 Days on yellowkey MLS ID: A4693369
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973 Tax: $3,228 (2025)Community: No 1 Palm-Aire Desoto Lakes Cc Apt CondoCondo
Taxes:$3,228
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Turnkey furnished and income-producing! This beautifully maintained 2-bedroom, 2-bathroom condo in the highly sought-after Palm-Aire DeSoto Lakes community offers the perfect blend of comfort and convenience. Featuring updated impact windows for peace of mind and energy efficiency, this light and bright residence is ideal for full-time living, seasonal enjoyment, or as an investment property. The open-concept living and dining area flows seamlessly to a private lanai, perfect for morning coffee or evening relaxation. The primary suite includes an en-suite bathroom and generous closet space. This condo also comes with a storage unit with ample space. Enjoy access to resort-style amenities, including pools, walking paths, and nearby golf courses. Conveniently located close to University Town Center, restaurants, shopping, and I-75. A rare opportunity to own a move-in-ready condo in a desirable location with strong rental potential.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
8958 OLDE HICKORY AVE, SARASOTA, FL 34238
$625,00098 Days on yellowkey MLS ID: A4683841
REDUCED by $25,000 (3.8%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1996Monthly Fee: $11 Tax: $6,756 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$6,756
Remarks: This beautifully maintained 3-bedroom, 3-bath pool home in Stoneybrook Golf & Country Club offers just under 2,100 sq. ft. of comfortable living space and is loaded with valuable upgrades. High-impact windows and doors provide peace of mind, the roof was replaced in October 2023, and the pool cage and screen were replaced in 2025. Inside, the home features tile flooring throughout and a desirable split-bedroom floor plan that offers privacy for both owners and guests. The spacious layout includes a living/dining room combination, a kitchen/family room, and a dedicated laundry room, creating an ideal setting for both everyday living and entertaining. Sliding glass doors from the kitchen and dining areas open to the expansive lanai, seamlessly blending indoor and outdoor living—perfect for enjoying the Florida lifestyle. The primary suite is generously sized and features private lanai access, two walk-in closets, and a luxurious ensuite bath with a soaking tub, large frameless glass shower, and double-sink vanity. Each guest bedroom is conveniently located near a full bathroom, providing comfort and privacy for visitors. The spacious screened lanai offers plenty of room for lounge chairs, sunbathing, or covered outdoor dining while enjoying peaceful pond views and spectacular sunsets. Surrounded by mature landscaping, palm trees, and a majestic live oak, the setting is both private and serene. The northwest rear exposure provides beautiful afternoon light. A screened front entry lanai offers additional outdoor seating space for a bench, chairs, or a small bistro set. Located within Stoneybrook Golf & Country Club in Palmer Ranch, residents enjoy access to exceptional amenities including a recently modernized 18-hole championship golf course, tennis courts, fitness center, pro shop, bocce ball, and a clubhouse with dining and bar service. Ideally situated near the Legacy Trail and just minutes from Nokomis Beach, Siesta Key Beach, shopping, dining, and entertainment. Bonus: The seller has paid the 2024 golf course modernization assessment in full, saving the buyer over $6,000. Don’t just buy a home—experience the Stoneybrook lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500211 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
1516 FOX CREEK DR, SARASOTA, FL 34240
$1,899,50084 Days on yellowkey MLS ID: A4683593
REDUCED by $100,000 (5.0%) on 05/02/2026
Bed: 6 Bath: 5.5 Gar: 8 Liv Area Sq Ft: 4277 Built: 1973 Tax: $14,746 (2025)Community: Fox Creek AcresSingle Family
Taxes:$14,746
Remarks: One or more photo(s) has been virtually staged. 3 HOMES for the Price of One! MULTI-HOUSING/INCOME PRODUCING OPPORTUNITY Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the homes enjoys its own private entrance, separate driveway and its own garage, allowing households to live side by side while maintaining independence. And that's not all....the Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. This is truly a Quintessential Multi-Generational Compound on five-plus acres in Sarasota county, located adjacent to Waterside at Lakewood Ranch! Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful pool and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as Airbnb. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. This five-plus acre homesite with NO HOA, NO CDD's, and NO DEED RESTRICTIONS gives you the freedom to tailor the property to your personality. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has a whole house generator, updated plumbing with no cast iron or copper piping. The cast iron sewer pipes have been replaced with PVC and the copper potable water pipes have been replaced with CPVC. The 4Point Inspection and Wind Mit has been completed. Homeowner's Insurance only $6700 per year! Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks, and year-round events at the vibrant waterfront district at Waterside Place in Lakewood Ranch and only a short drive to the stunning beaches and renowned dining and cultural attractions of dynamic Sarasota. The home is positioned in one of the areas most dynamic growth corridors, just minutes to the newest Lakewood Ranch developments along Fruitville Rd corridor ~ where premier shopping, exceptional dining and modern conveniences continue to flourish! Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. Welcome home to 1516 Fox Creek Drive! Tour it, Love it, Own it Today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Trish Chandler (941-306-9533)
2415 PELICAN DR, SARASOTA, FL 34237
$480,000295 Days on yellowkey MLS ID: A4659633
REDUCED by $39,000 (7.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Elementary School: Alta Vista Elementary
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
$480,000399 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
2461 RINGLING BLVD, SARASOTA, FL 34237
$499,000323 Days on yellowkey MLS ID: A4658766
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1955 Tax: $4,739 (2024)Community: Ringling Blvd SubSingle Family
Taxes:$4,739
Remarks: Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly evolving corridor. Featuring an open floor plan, carport, workshop area, and a sunlit Florida room, the existing structure provides flexibility for updates. Yet, the true opportunity lies in the land, positioned along the prominent Ringling Blvd. with redevelopment momentum.
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$269,90071 Days on yellowkey MLS ID: A4687187
REDUCED by $10,000 (3.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Elementary School: Ashton Elementary
Remarks: Price Improvement – Sellers Motivated to Sell. Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
Listing Agent: Blair Schrock (970-666-1240)
3415 SPANISH OAK TER, SARASOTA, FL 34237
$82,90040 Days on yellowkey MLS ID: A4690948
0 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 749 Built: 1973Monthly Fee: $210 Tax: $1,268 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,268
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. This property is priced with flexibility in mind: * Update and customize to your taste * Or remove and install a brand-new home Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced just a few years ago Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
1160 WAGON WHEEL DR, SARASOTA, FL 34240
$1,525,000180 Days on yellowkey MLS ID: A4673997
REDUCED by $75,000 (4.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2467 Built: 1976 Tax: $5,221 (2024)Community: Fox Creek AcresSingle Family
Taxes:$5,221
Remarks: Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,395,00070 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.6%) on 05/18/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing Agent: Samantha Callaway (630-865-3189)
3966 MEDITERRANEA CIR #421, SARASOTA, FL 34233
$205,00019 Days on yellowkey MLS ID: A4693807
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1212 Built: 2005 Tax: $2,585 (2025)Community: MediterraneaCondo
Taxes:$2,585
Remarks: This is cute upstairs property is tucked away from the hustle and bustle of noisy traffic but yet close to shopping, beaches and great dining spots. The three bedroom two bath upstairs property is situated in the gated enclave of Mediterranea Garden Homes. The foyer opens to a large great room perfect for living and dining with glass sliding doors at the rear of the room that give access to a screened lanai overlooking a quiet green space. The property features all new carpet throughout the living areas with tile in the kitchen and baths. The kitchen is nicely designed with generous counter space for easy meal preparation. Master bedroom has its own private bath with walk in shower; guest bath offers a tub/shower and is convenient to both guest bedrooms. Side by side washer and dryer are located in hall laundry closet. Perfect property for a year-round or "seasonal" home or an investment rental property. Association's rules and Regulations allow small pets with approval. The property is sold "As Is", please provide proof of funds or pre-approval letter. Room measurements are approximates should be verified by the buyer.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
6519 WATERFORD CIR, SARASOTA, FL 34238
$580,00072 Days on yellowkey MLS ID: A4687089
REDUCED by $15,000 (2.5%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 1981Monthly Fee: $25 Tax: $5,567 (2025)Community: Gulf Gate EastSingle Family
Taxes:$5,567
Remarks: Looking for a HUGE, PRIVATE, BACKYARD that feels like a PARK? This 3 BED / 2 BATH / 2 CAR GARAGE HOME on a RARE 223’ DEEP LOT in highly desirable GULF GATE EAST near SIESTA KEY and THE GULF GATE ENTERTAINMENT DISTRICT is unique and special. Imagine how good it would feel to relax in the 32' x 10' oversized screened and covered lanai and look out over your own peaceful park-like property. 2 SETS OF FULLY POCKETING SLIDING GLASS DOORS open to the lanai which makes the inside of the home truly connected to the backyard while providing SHOW-STOPPING VIEWS. Inside, the fully remodeled kitchen features Quartz counters, modern stainless-steel appliances, and 42" soft-close cabinetry and drawers. The kitchen has a large dining space that was built for entertaining. The GREAT ROOM offers VAULTED CEILINGS AND WOOD BEAMS, adding volume, warmth, and character to the space. You will appreciate the premium waterproof laminate flooring and tile floors in the remaining rooms of the home making cleaning a breeze. NEW AC 2025. All new PVC waste drain from house to street 2024. Interior re-pipe 2006. The garage door 2018 is impact rated and the ROOF 2018 HAS THE 3RD NAIL which lowers insurance costs. Water softener 2025. New interior paint 2025. Easy install premium Kevlar screens and hurricane shutters for every opening. The warm and friendly Gulf Gate East neighborhood has a super low HOA of just $299 PER YEAR and is well known for its large lots with nice space between homes, wide streets, sidewalks on both sides of the streets, and well-maintained appearance. Siesta Key is only 3 miles away and the Gulf Gate entertainment district featuring specialty shops and restaurants is only 2 miles away. This home is an ABSOLUTE MUST SEE!
Listing Agent: John Fevrier (941-284-2992)
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