Location: Sarasota , 34233
Do Not Show Listings
3761 COUNTRYSIDE RD, SARASOTA, FL 34233
$749,00092 Days on yellowkey MLS ID: A4685476
REDUCED by $10,000 (1.3%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2399 Built: 1981Monthly Fee: $50 Tax: $3,438 (2025)Community: Country PlaceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,438
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Virtually Staged. NEW PRICE...Home is where our story begins...come see this beautifully remodeled 3 bedroom, 2/1 bath home in the rarely available and desirable COUNTRY PLACE neighborhood. From the moment you step through the front door into the welcoming foyer, you’ll fall in love. This move-in ready home features an open living room that looks out to the lanai and sparkling pool, creating the perfect space for relaxing or entertaining. The beautifully updated kitchen showcases granite countertops with a peninsula breakfast bar, wood cabinetry, all stainless steel appliances, and a bright breakfast nook overlooking a serene screened outdoor sanctuary. The spacious primary suite offers a generous walk-in closet, while the primary bathroom features an extra-large shower and convenient access to the pool area. The two guest bedrooms are bright and welcoming; each enhanced with large windows and built-in closets. Additional highlights include polished Porcelain Tile and Modern Plank Ceramic Tile flooring throughout and fully updated bathrooms. Major updates include, Roof (June 2024), Garage Door (2023), Exterior Paint (2024), Interior Paint (2026), all Stainless Steel Appliances (2026), Granite Counter Tops (2026), Tankless/Instant Hot Water Heater (2026), 10 ft privacy fence in backyard and a Deep well. You’ll also enjoy an oversized deep garage (26’x22’). For families relocating to Sarasota, this home is located in an “A” rated school district, an important factor for many buyers. Country Place is a centrally located deed-restricted community of approximately 170 homes with no CDD fees, known for its large lots, lush landscaping, and private in-ground pools. This prime location is walking distance to Red Bug Slough Preserve, a 72-acre nature preserve offering miles of hiking trails, a playground, picnic shelters, and a fishing dock—perfect for wildlife and bird watching. Just minutes away you’ll find Siesta Key Beach, local restaurants, Westfield Siesta Key Mall, Detwiler’s Farm Market, Publix, and much more. Enjoy nearby activities including boating, fishing, parasailing, kayaking, swimming, and snorkeling. Be sure to view the 3D Interactive Panoramic Tour to fully appreciate the elegance and charm of this exceptional home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
4242 MADEIRA CT #3315, SARASOTA, FL 34233
$279,00074 Days on yellowkey MLS ID: A4685842
REDUCED by $10,000 (3.5%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $1,180 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$1,180
Elementary School: Ashton Elementary
High School: Sarasota High
Remarks: Move-in ready and thoughtfully updated, this beautiful 2-bedroom, 2-bathroom end-unit home offers the perfect combination of comfort, style, and scenic surroundings. The inviting interior features an open and airy layout, enhanced by hurricane-impact windows and a hurricane-rated sliding glass door for both safety and peace of mind. Elegant plantation shutters add a refined touch, while a built-in TV with an electric fireplace creates a warm and cozy living area. The eat-in kitchen is ideal for casual dining offering ample space and functionality. The primary suite serves as a private retreat, complete with a walk in closet and a beautifully updated ensuite bath featuring high-end finishes, including a custom-made vanity sourced from North Carolina. The primary bathroom has been tastefully renovated within the last two years. Additional major upgrades include a full plumbing repipe, along with a water heater, washer, and dryer all replaced just two years ago—ensuring modern efficiency and reliability. One of the standout features of this home is the converted, air-conditioned back patio, perfect for use as a sunroom, home office, or additional living space to enjoy year-round comfort while taking in the tranquil lake views. Located in the desirable Casa Del Sol community, residents enjoy a vibrant lifestyle with amenities including tennis and pickleball courts, shuffleboard, bocce ball, a heated pool for cooler months, and a clubhouse with a pool, poker tables, a gym, books and endless ongoing activities. Conveniently situated near I-75, this home is just a short drive to Siesta Beach, University Town Center, Waterside, and downtown Sarasota—offering easy access to shopping, dining, and the world-renowned Gulf Coast beaches. This exceptional home truly offers the best of Florida living—schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carey Hibbs (941-915-9235)
346 ANDROS DR, SARASOTA, FL 34233
$170,00058 Days on yellowkey MLS ID: A4691142
REDUCED by $29,000 (14.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 2003Monthly Fee: $178 Tax: $2,425 (2025)Community: Windward IslesManufactured Home
Taxes:$2,425
Remarks: WELCOME TO WINDWARD ISLES – ONE OF SARASOTA’S MOST DESIRABLE RESIDENT-OWNED 55+ COMMUNITIES! This WELL-MAINTAINED 2 BEDROOM, 2 BATH DOUBLE-WIDE HOME offers the perfect blend of comfort, convenience, and FLORIDA LIFESTYLE LIVING. Built in 2003 and featuring APPROXIMATELY 930 SQ FT OF HEATED SPACE, this home sits on a nicely sized lot with COVERED PARKING, A PRIVATE DRIVEWAY, AND ADDITIONAL STORAGE SHED. Step inside to find a LIGHT AND BRIGHT FLOOR PLAN with LAMINATE FLOORING THROUGHOUT MAIN LIVING AREAS, a SPACIOUS LIVING ROOM, and a FUNCTIONAL KITCHEN equipped with CONVECTION OVEN, REFRIGERATOR, MICROWAVE, and more. The PRIMARY SUITE includes a WALK-IN CLOSET and EN-SUITE BATH, while the SPLIT BEDROOM DESIGN offers privacy for guests. Enjoy your morning coffee or evening relaxation from MULTIPLE OUTDOOR SPACES INCLUDING A SCREENED PORCH, FRONT PORCH, AND REAR PATIO—perfect for taking in Sarasota’s year-round sunshine. WINDWARD ISLES IS A LAND-OWNED CO-OP COMMUNITY offering residents access to a HEATED COMMUNITY POOL, RECREATIONAL FACILITIES, AND A FULL CALENDAR OF SOCIAL ACTIVITIES. The LOW HOA FEE (APPROX. $178/MONTH) INCLUDES WATER, TRASH, LAWN MAINTENANCE, AND COMMUNITY AMENITIES, making this an EXCEPTIONAL VALUE. Ideally located just minutes from SHOPPING, DINING, MEDICAL FACILITIES, AND WORLD-FAMOUS GULF BEACHES, this property offers both PEACEFUL COMMUNITY LIVING and EASY ACCESS TO EVERYTHING SARASOTA HAS TO OFFER. Whether you're looking for a SEASONAL RETREAT or a FULL-TIME RESIDENCE, this home is a fantastic opportunity to own in a HIGHLY SOUGHT-AFTER COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jeff Simpson (941-504-5552)
4306 MADEIRA CT #3335, SARASOTA, FL 34233
$269,00044 Days on yellowkey MLS ID: TB8506253
REDUCED by $20,999 (7.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1998Monthly Fee: $418 Tax: $2,555 (2025)Community: Casa Del Sol SarasotaSpa: NoCondo
Taxes:$2,555
Elementary School: Brentwood Elementary
High School: None
Middle School: Oak Park School South
Remarks: AMAZING AND RARE OPPORTUNITY TO OWN A FIRST FLOOR END UNIT WITH NO STAIRS!!! THIS APARTMENT AT 4306 MADEIRA CT UNIT 3335 SARASOTA FL 34233, FEATURES 2 BEDROOMS 2 BATHROOMS AND 1083 SQFT, FULLY RENOVATED WITH MARBLE COUNTERTOPS, CALACATTA FLOORS, SPACIOUS CLOSETS. LAUNDRY WITH BRAND NEW APPLIANCES. JUST 10 MINUTES AWAY FORM FLORIDA FINEST BEACHES AND NATIONWIDE FAMOUS SIESTA KEY BEACH, CLOSE TO SHOPPING, RESTAURANTS, GOLF COURSES, THE HOSPITAL, DOWNTOWN, SARASOTA AIRPORT, AND 5 MINUTES AWAY FROM UTC MALL. ONLY ONE MILE AWAY FROM EXIT 207 OF I 75, THE ASSOCIATION IS A PET FRIENDLY COMMUNITY, ADMIRAL WALK IS FULLY GATED COMMUNITY, WITH SECURITY ENTRANCE. HOA HAS RESONABLE FEES THAT ALSO INCLUDES WATER & SEWER UTILITY. THERE IS A LOVELY CLUB HOUSE WITH LAKE VIEW, POOL AND SPA, FITNESS ROOM, BATHROOMS, GAME ROOMS AND TENNIS COURT. CALL TODAY FOR A SHOW, YOUR IDEAL HOME AWAITS!!
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Karelys Diaz (813-997-6775)
4323 PINE MEADOW TER, SARASOTA, FL 34233
$515,00040 Days on yellowkey MLS ID: A4692509
0 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 1978Monthly Fee: $25 Tax: $5,227 (2025)Community: Pine MeadowSpa: NoSingle Family
Taxes:$5,227
Remarks: Under contract-accepting backup offers. You found it! A newly renovated pool home directly bordering the Legacy Trail and just a short drive to Siesta Key Beach! This home is in the highly sought-after community of Pine Meadow. Positioned on an oversized, private corner lot with an extended driveway, this property also offers direct and private access to the Legacy Trail through a custom door built into the fully fenced backyard. Extensive and thoughtful interior updates include a renovated kitchen with granite countertops, matching stainless steel appliances, and luxury tile flooring that flows seamlessly throughout the home. The split-bedroom floor plan complements the master bedroom, which offers an abundance of natural light and quaint charm. Accented by a modern farmhouse sliding door, this room features a large walk-in closet and an updated en-suite bathroom with a walk-in shower and floor-to-ceiling tile. Both additional bedrooms also feature large walk-in closets. The home was FULLY RENOVATED in 2019, receiving a new roof, fully updated electrical system, new hot water heater, custom 10x16 storage shed, new garage epoxy flooring, and a new garage door. The pool was also resurfaced and upgraded with a new pool cage and pump equipment. Embrace the private, tranquil backyard setting complemented by a variety of mature trees and lush landscaping. Enjoy the pool and lanai from the shaded, covered section, or soak up the warm Florida sun while relaxing poolside. This home is in a highly desirable Sarasota location, just 5.5 miles from Siesta Key Beach. It is assigned to all A-rated schools, offers direct access to the Legacy Trail, and provides quick access to I-75 and Sarasota Memorial Hospital.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
4867 HUNTLEIGH DR, SARASOTA, FL 34233
$499,000106 Days on yellowkey MLS ID: A4685110
REDUCED by $26,000 (5.0%) on 06/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1937 Built: 1980Monthly Fee: $29 Tax: $3,040 (2025)Community: Beneva PinesSpa: NoSingle Family
Taxes:$3,040
Remarks: Under contract-accepting backup offers. In the desired community of Beneva Pines in the heart of Sarasota, just five miles to the south bridge to the quartz sugar sand beaches of Siesta Key and Capt Curt's Restaurant and Tiki Bar! This smartly designed split plan home features an open plan, vaulted ceilings, and beautiful screened pool and lanai. The kitchen is the heart of this home and is surrounded by multiple gathering and dining areas. Impact sliders open off the Florida room to the pool. Most windows have been updated to impact rated as well. All four bedrooms are generous size and feature walk-in closets. The primary bedroom features an en-suite bath and two walk-in closets. Freshly painted inside, this home is ready for you to make it your own. Roof in 2022.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
4243 MIRIANA WAY, SARASOTA, FL 34233
$529,900105 Days on yellowkey MLS ID: A4685208
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (1.9%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2149 Built: 2003Monthly Fee: $312 Tax: $4,049 (2025)Community: Villa RosaSingle Family
Taxes:$4,049
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom plus den home, located in the gated community of Villa Rosa — a hidden gem of maintenance-free single-family homes in the heart of Sarasota. Sitting high and dry in the desirable Flood Zone X (no flood insurance required), this residence is perfectly positioned on a serene lake with views of a lovely magnolia tree and fountain. The oversized screened patio—featuring all new screens and stainless steel screws (2025)—is ideal for relaxing, dining al fresco, or soaking up the sun with a great book. Enjoy complete peace of mind with a NEW tile roof (2022), NEW air conditioning system (December 2024), hurricane shutters throughout, and a hurricane-impact garage door. Additional upgrades include whole-house gutters with new gutter guards (2025), a brick paver driveway and walkway in classic herringbone design, landscape curbing, plantation shutters, custom Hunter Douglas blinds, and professionally installed surround sound for your AV equipment and entertainment needs. Step inside this one-owner, meticulously cared-for home with an open and thoughtfully designed floor plan—offering the open living concept you desire while maintaining the privacy everyone appreciates. A versatile den at the front of the home features French doors with custom blinds, wood flooring, and a charming bay window, making it an ideal home office, reading room, or bonus space. The two guest bedrooms and guest bath featuring a TOTO comfort height toilet are tucked away in their own private hallway and provide comfort for family or visitors. The primary suite is situated in its own wing, showcasing peaceful pond views, one walk-in closet plus a second spacious closet, and an ensuite bath with dual sink vanities, a large soaking tub, shower with grab bars, a private water closet, and an upgraded TOTO comfort-height toilet. At the heart of the home, the great room, with trey ceiling, kitchen with island and bar seating, and the eat-in dining area all open to the screened lanai overlooking the water—offering tranquil views from every angle. The kitchen boasts Silestone countertops, an abundance of cabinetry, a generous pantry, and a pocket door separating the kitchen and formal dining room. High ceilings, crown molding, extra closets, and abundant natural light flow throughout. The laundry room with pocket door and extra large closet includes a newer LG washer and dryer (2022) and the two-car garage is upgraded with high ceilings, built-in cabinetry, and an epoxy-surfaced floor. Living is easy within the gates of Villa Rosa, where lawn maintenance and cable TV are included and residents enjoy access to a heated community pool, spa, fitness and club room. You’ll love connecting with neighbors through the many community events. From your front door, take a leisurely stroll to Urfer Family Park’s scenic walking trails. This peaceful yet central location puts you close to shopping, hospitals, doctors’ offices, and only 8 miles from world-renowned Siesta Key Beach. Indulge in Sarasota’s vibrant arts and dining scene with the nearby ballet, opera, restaurants, and Saint Armands just minutes away. Perfect as a year-round residence or a seasonal retreat, this Villa Rosa home offers the best of Sarasota living—comfort, convenience, and community. Furnishings available on a separate contract
Listing Agent: Laura Way (941-321-6449)
3757 COUNTRYSIDE RD, SARASOTA, FL 34233
$685,00047 Days on yellowkey MLS ID: A4692427
REDUCED by $30,000 (4.2%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2694 Built: 1981Monthly Fee: $50 Tax: $5,257 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$5,257
Remarks: Beautiful home in a prime location, this three-bedroom, three-bath residence offers the perfect blend of comfort, space, and effortless Florida living. Designed with an open layout, the home features a bright and inviting kitchen that flows seamlessly into the main living areas, creating an ideal setting for everyday living and entertaining. Step outside to a spacious lanai overlooking a private pool and an expansive backyard, offering plenty of room to relax, host, play, garden, or simply enjoy the outdoors in complete privacy. With generous yard space, ample interior living areas, and a highly desirable location, this home delivers the lifestyle buyers are looking for: open, easy, and beautifully connected to the outdoors. Extensively updated and meticulously maintained home featuring a new roof (2018), impact glass windows, slider and front door, updated AC systems with new ductwork, and numerous interior and exterior improvements throughout. Recent upgrades include new vinyl flooring, plumbing updates, bathroom vanities, fresh interior paint, updated landscaping, irrigation pump repair, pool heater repair, and professionally cleaned ductwork. Additional enhancements include a screened and enlarged paver entry, resurfaced outdoor living areas, updated lighting and electrical, KitchenAid gas cooktop and refrigerator, newer Maytag washer/dryer, tile backsplash, rescreened pool enclosure, and exterior siding repairs with fresh paint. Property also offers central vacuum, NEST thermostat, irrigation system, wood-burning fireplace, pull-down attic ladder in garage, wood/tile/vinyl flooring, covered patio with ceiling fan, Ring doorbell, and beautifully maintained tropical landscaping. Receipts, maintenance records, and termite inspection reports available.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
4470 NARRAGANSET TRL #90A, SARASOTA, FL 34233
$199,00014 Days on yellowkey MLS ID: A4696073
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1976 Tax: $867 (2025)Community: Lake TippecanoeCondo
Taxes:$867
Elementary School: None
Middle School: None
Remarks: Enjoy the best view in Tippecanoe from this beautifully maintained 2-bedroom, 2-bath condo overlooking the lake. Features include granite countertops, an open-concept layout, and a screened-in patio ideal for enjoying the scenery year-round. A perfect blend of comfort, style, and waterfront living.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Curtis Andrews (941-914-3253)
4471 MCINTOSH LAKE AVE, SARASOTA, FL 34233
$678,00023 Days on yellowkey MLS ID: A4695012
0 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2375 Built: 1995Monthly Fee: $54 Tax: $4,874 (2025)Community: Mcintosh LakeSpa: YesSingle Family
Taxes:$4,874
Remarks: Under contract-accepting backup offers. Luxury Pool Home in Prime Sarasota Location Designed for unforgettable family gatherings and effortless entertaining, this exceptional pool home offers the perfect blend of luxury, comfort, and Florida lifestyle in one of Sarasota's highly desirable school districts. Conveniently located just 6 miles from world-famous Siesta Key Beach and a short walk to the Legacy Trail, this home combines an outstanding location with impressive amenities. Filled with natural light, the open-concept floor plan features spacious living areas designed for both everyday living and entertaining. The home offers 3 bedrooms and a luxurious primary suite complete with an extra large newly renovated walk-in shower, relaxing garden tub, and spa-like atmosphere. Two oversized gathering spaces provide exceptional flexibility, including a dedicated media/movie room and a large banquet-style dining and entertainment area ideal for hosting family and friends. A separate home office with beautiful bay windows overlooks the front garden, creating an inviting work-from-home environment. Additional interior features include elegant porcelain wood-look tile flooring, impact windows, impressive 8-foot double front entry doors, and an oversized 25-foot-deep 2-car garage with abundant storage space and a separate exterior access door. Step outside to your private backyard retreat featuring an oversized screened pool deck, relaxing jacuzzi hot tub, and fully fenced yard, providing the ideal setting for outdoor entertaining, recreation, and year-round enjoyment. Additional highlights include private well irrigation, low HOA fees of only $55 per month, and attractive community mailboxes. Built with quality craftsmanship and timeless architectural details, this remarkable residence offers exceptional value and an outstanding Sarasota lifestyle.
Listing Agent: Rigo Rivera (941-587-3767)
3980 MEDITERRANEA CIR #522, SARASOTA, FL 34233
$198,900151 Days on yellowkey MLS ID: A4679065
REDUCED by $11,100 (5.3%) on 04/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1167 Built: 2005 Tax: $2,445 (2025)Community: MediterraneaCondo
Taxes:$2,445
Remarks: Welcome to this beautifully maintained 2/2 condo in a secure gated community, offering comfort, convenience, and modern living. This spacious top floor unit features an open-concept layout with abundant natural light, a well-appointed kitchen with ample cabinetry, and a comfortable living area perfect for relaxing or entertaining. The bedrooms are generously sized with excellent closet space. Enjoy added conveniences such as in-unit laundry, dedicated parking, and access to community amenities including a sparkling pool and secure entry. All units just had new roofs put on this month. Located in a desirable area close to shopping, dining, public transportation, and major highways, this condo is ideal for first-time buyers, downsizers, or investors. Just 5.5 miles to Siesta Beach and village. Move-in ready and thoughtfully designed, this condo offers low-maintenance living without sacrificing style or comfort. Don’t miss your opportunity to own a fantastic condo in a sought-after location.
Listing is courtesy of: OVERSEAS REALTY, INC (941-366-3661)
Listing Agent: Susie Nard, Pa (941-586-3735)
4001 BENEVA RD #401, SARASOTA, FL 34233
$195,00019 Days on yellowkey MLS ID: A4695440
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1630 Built: 1975 Tax: $2,584 (2025)Community: Beneva RidgeTownhouse
Taxes:$2,584
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2.5-bath townhome offering the perfect blend of space, comfort, and convenience. With thoughtful upgrades throughout in a desirable location. The updated kitchen features stainless steel appliances, granite counter tops, and plenty of workspace for everyday living and entertaining. Brand new vinyl flooring flows throughout the home, providing a clean, modern look with easy maintenance. The spacious living and dining area opens to a private, fenced courtyard—an ideal outdoor retreat for morning coffee, weekend gatherings, or dining al fresco. Additional highlights are a separate utility room with washer and dryer hookups, spacious first-floor powder room with additional storage. Primary suite has 2 closets and an en-suite bath with convenient hallway access. Located in a pet-friendly community, residents enjoy a variety of amenities, including a community swimming pool, tennis courts, basketball court, assigned parking and plenty of guest parking. Conveniently situated just south of Bee Ridge Road, this home is close to shopping, dining, parks, and top-rated schools, making it an excellent choice for families, seasonal residents, or investors. Don't miss this opportunity to own a spacious, updated 4-bedroom townhome in a fantastic Sarasota location. Schedule your private showing today!
Listing Agent: Diane Barrington (941-350-7572)
5368 KELLY DR #17, SARASOTA, FL 34233
$324,90019 Days on yellowkey MLS ID: A4695569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1993 Tax: $2,864 (2025)Community: Crestwood Village Of Sara 2Villa
Taxes:$2,864
Remarks: Discover the perfect blend of comfort, convenience, and Sarasota lifestyle at 5368 Kelly Drive. This well-maintained home features a brand-new roof with a fully paid assessment and a freshly painted interior, providing peace of mind and a bright, move-in-ready atmosphere. The community clubhouse, swimming pool, and tennis/pickleball court add great entertainment opportunities. Enjoy being just minutes from the world-famous Siesta Key Beach, renowned for its powdery sand, crystal-clear Gulf waters, and spectacular sunsets. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, the location places you close to shopping, dining, entertainment, and outdoor recreation. Inside, the freshly painted interior creates a clean and inviting setting ready for your personal touches. Outside, the new roof adds significant value and long-term durability, making this home an outstanding opportunity in today's market. The 3 bedrooms allows for flexibility for a work from home situation or hosting family and friends. Experience the best of Sarasota living with easy access to downtown Sarasota, parks, restaurants, and everyday conveniences.
Listing Agent: Sean Hickey (941-587-4244)
4300 EASTERN PKWY, SARASOTA, FL 34233
$549,00043 Days on yellowkey MLS ID: N6144098
Bed: 2 Bath: 1.0 Gar: 3 Liv Area Sq Ft: 1284 Built: 1956 Tax: $3,231 (2025)Community: Shady OaksSingle Family
Taxes:$3,231
Remarks: Rare opportunity to own a private retreat with space, flexibility, and an unbeatable location—all set on nearly an acre (.80 acres) in Sarasota. Properties like this are incredibly hard to find, offering no HOA, no CDD fees, and no deed restrictions. This well-maintained 2-bedroom, 1-bath home has been thoughtfully updated and offers excellent potential for expansion. Recent improvements include a new HVAC system, water heater, washer and dryer (2021), new kitchen appliances (2024), and a new shingle roof on the home along with a metal roof on the detached garage (2023). Set back from the road for added privacy, the property features a spacious open floor plan with flexible living options to suit a variety of lifestyles. The large lanai just off the kitchen and living area creates a perfect indoor-outdoor flow for relaxing or entertaining. One of the standout features is the impressive 30’ x 30’ detached garage, complete with two garage doors, an attached shed for additional storage, and its own electrical panel with a 220-amp receptacle—ideal for a workshop, business use, or hobbyist needs. With ample space for storage, recreation, or future customization, this property offers endless possibilities. Enjoy the privacy of a large homesite while being just minutes (approximately 5 minutes) from schools, shopping, dining, and Sarasota’s beautiful beaches. Move-in ready and full of potential—this is a truly unique opportunity you don’t want to miss.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Allison Bollero (941-451-7411)
5478 KELLY DR #7, SARASOTA, FL 34233
$279,500116 Days on yellowkey MLS ID: A4683736
1 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1803 Built: 1990 Tax: $3,117 (2025)Community: Crestwood Village Of Sara 3Villa
Taxes:$3,117
Remarks: This home is special. Take a peek at this spacious home in Crestwood Villas. It has outstanding features at a reasonable price. This squeaky-clean villa has 3 large bedrooms, 2 full baths, 2 car garage, and 1803 sf of living space. Your screened lanai has a water view right out the back door. Crestwood villas in within 2 miles of several restaurants, shops, Doctor's Hospital, Publix locations, parks, and golf courses. Crestwood also includes a clubhouse, large pool, and tennis court. Exterior and grounds maintenance are included, along with cable, deed restrictions, and full-time management. What is one of the very hot topics in real estate these days? It is your roof. The owner of this outstanding property has already paid for your new roof, and it is expected to be installed in the next 30 to 60 days. When you call for your showing appointment we can also show you this exact, same roof on many of the neighbor's homes right down the street. The clubhouse is large and hosts many functions. It has a kitchen, restrooms, library, and it is large enough to host several card or board game table simultaneously. Sarasota's area attractions include the ambiance and recreational shopping in downtown Sarasota, the beautiful beaches of Siesta Key, and the sparkling water of the Gulf. Within a 15–20-minute drive is the UTC Mall, and many more local attractions and outstanding golf courses. Sarasota offers something for everyone in the family who loves sports, education, fine arts, or history. Your pro-active family and friends will love this villa with both a formal dining room and an eat in kitchen. The home also provides a clear view from the kitchen through the great room and the lanai to the water beyond. The primary bedroom has dual walk-in closets and dual vanities in the en-suite bathroom. There is also an American Home Shield home warranty. Come and see this great home today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: B.J. Ratigan (941-932-6040)
4037 MAVERICK AVE, SARASOTA, FL 34233
$335,00071 Days on yellowkey MLS ID: O6397987
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $10,000 (2.9%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1111 Built: 1979 Tax: $3,303 (2025)Community: SouthridgeSingle Family
Taxes:$3,303
Remarks: Dive into the ultimate Florida lifestyle with this beautiful 3-bedroom, 2-bath pool home designed for both comfort and entertaining! Step inside to a bright and inviting layout featuring a well-appointed kitchen with stainless steel appliances, durable tile countertops, and a stylish backsplash—perfect for everyday living and hosting guests. Seamlessly transition to outdoor living through the screened-in patio, where you can relax in comfort before stepping out to your very own sparkling inground pool—an ideal setting for weekend gatherings, summer fun, or peaceful evenings under the stars. Additional highlights include a one-car garage, functional floor plan, and plenty of space to make this home your own. With its private pool, inviting layout, and move-in ready appeal, this home is a standout opportunity. Don’t miss your chance—schedule your private showing today before this pool home is gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
4356 MARCOTT CIR, SARASOTA, FL 34233
$510,000164 Days on yellowkey MLS ID: C7519661
REDUCED by $10,000 (1.9%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 1993Monthly Fee: $205 Tax: $2,730 (2025)Community: Seville At Center GateSpa: NoSingle Family
Taxes:$2,730
Remarks: Welcome home! 4356 Marcott Cir is ready for its new owners! Located in the heart of sunny Sarasota, FL, this SOUTH FACING, POOL home truly has it all! Offering 2,011 SQFT, this 3 bed, 2 bath, 2 car garage residence is the perfect FL getaway. This OPEN CONCEPT floor plan makes entertaining a breeze. The chef of the family will appreciate the SPACIOUS KITCHEN with STAINLESS STEEL APPLIANCES. Bright, open living and dining areas connect seamlessly to the screened pool and lanai—perfect for enjoying Florida living and avoiding those frigid Northern winters! The welcoming front entry features DOUBLE FRONT DOORS with a SCREENED-IN FRONT ENTRY. The primary suite is over sized, making it the perfect oasis, with direct access to the lanai and pool from both the bedroom and bathroom for added convenience. The second guest bedroom is welcoming and comfortable for visitors, while the third bedroom can easily be used as a den, thanks to the glass French doors. The spacious lanai and POOL have recently been redone for peace of mind. Additionally, the TILE ROOF was replaced in 2017. Pride of homeownership is evident throughout this well-maintained home, highlighted by homeowner-added CUSTOM, HAND MADE STAINED GLASS in the living room that enhances natural light while adding a unique architectural touch. As an added feature, the home has the option to be sold FURNISHED under a separate bill of sale. Seville at Center Gate is a quaint community with LOW HOA dues, which INCLUDE LAWN CARE ASSISTANCE, and NO CDD fees. The location is truly exceptional—just minutes from I75, University Town Center (UTC), multiple GOLF COURSES, SIESTA KEY BEACH, downtown Sarasota, and fantastic HEALTHCARE options, including the main campus of Sarasota Memorial Hospital. A wonderful opportunity to enjoy comfort, flexibility, and a central Sarasota lifestyle. Please check out the 3D tour uploaded! Call today to see your new home!
Listing is courtesy of: DOWNING FRYE REALTY, INC. (239-261-2244)
Listing Agent: Mackenzie Davis-Mahan (941-993-3272)
4129 VIA PIEDRA CIR #9-103, SARASOTA, FL 34233
$289,99974 Days on yellowkey MLS ID: TB8495039
REDUCED by $10,001 (3.3%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2005Monthly Fee: $394 Tax: $4,794 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Townhouse
Taxes:$4,794
Remarks: Beautifully maintained NO FLOOD ZONE 2-story townhome located in a quiet, centrally located Sarasota enclave just minutes from Downtown Sarasota and Siesta Key Beach. Enjoy peaceful lake views from the screened-in lanai—perfect for morning coffee or relaxing evenings. This spacious home offers 1,776 sq ft with an open floor plan, high ceilings, decorative trim, and brand-new laminate flooring on the main level. The kitchen features solid wood cabinetry, hard-surface countertops, stainless steel appliances (stove and microwave recently replaced), eat-in space, and a functional layout ideal for everyday living and entertaining. Upstairs offers comfortable bedrooms with walk-in closets and well-appointed bathrooms, including both a walk-in shower and bathtub. Washer and dryer included. Additional highlights include a private 1-car garage, separate parking space, and neutral décor throughout. Low monthly fees cover lawn maintenance, insurance, cable, gated access, and professional management. Pet-friendly community allowing up to two large pets. Conveniently located next to Urfer Park with walking trails and just minutes to I-75, Doctors Hospital, shopping, dining, and beaches. Meticulously maintained and move-in ready. Schedule your private showing today.
Listing is courtesy of: 10 STARS PROPERTY MANAGEMENT LLC (813-810-7099)
Listing Agent: Chant Karajian (813-810-7099)
5608 EASTWIND DR, SARASOTA, FL 34233
$810,000263 Days on yellowkey MLS ID: A4666767
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2637 Built: 2001Monthly Fee: $46 Tax: $4,230 (2024)Community: Three OaksSingle Family
Taxes:$4,230
Tax Year: 2024
Remarks: This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.
4527 PIKE AVE, SARASOTA, FL 34233
$324,900138 Days on yellowkey MLS ID: A4680146
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $8,100 (2.4%) on 05/14/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1334 Built: 1979 Tax: $1,047 (2025)Community: Sarasota Highlands 2Single Family
Taxes:$1,047
Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready three-bedroom home, ideally located just 10 minutes from the world-class beaches of Siesta Key, yet set on higher ground for peace of mind and freedom from tidal concerns. Tucked into a quiet, established neighborhood, this home offers comfort, privacy, and thoughtful updates throughout. The home features a total footprint of 1,560 square feet, with 1,344 square feet under air, and has been meticulously maintained. Major systems are already upgraded in place, including a new architectural shingle roof (February 2025), a new 150-AMP Electrical Service Panel, a new AC system (2021), and a water heater (2021). Submersible well pumps (2013 & 2019) are relatively recent, and the septic system has been consistently cleaned and maintained every 2–3 years since 2005. The stucco-finished concrete block exterior has been freshly painted in a soft Ivory, complemented by Danube Blue hinged shutters on every window for protection and timeless curb appeal. Inside, the home has been recently refreshed with Light Pewter Gray walls, while all trim, baseboards, and crown molding—featured in every room—are finished in crisp, bright high-gloss, adding cohesion throughout. The bathroom walls are tiled from bottom to top. The shower has a river pebble shower base for good footing. The main living areas have recessed ceiling LED downlights, and bathroom lighting is wall-mounted LED. The super-quiet Ceiling Vent-fan is also a bright LED light, with two shades of Night-light and a Bluetooth Speaker to jam your tunes. Situated on quiet Pike Avenue, a non-through street with no turnaround, the home enjoys minimal traffic and a peaceful setting. The 5,356-square-foot lot includes a gated, fully fenced backyard that feels like a private botanical retreat. Designed with Florida-friendly landscaping, the yard features an Aqua garden Pond, Papaya, palms, pineapple plants, Banana trees, and Bamboo trees, abundant birdlife, and a hammock-ready atmosphere—with no grass to mow and virtually no yard maintenance required, except for occasional hand watering. This is a rare opportunity to enjoy a serene, well-maintained home close to beaches, dining, and culture—without the usual coastal worries. Schedule a private showing and see for yourself what a great location this place is in. There is no HOA, and there is no HOA Fee. The buyer's agent/ Realtor and Buyer must verify all of the room measurements and square feet of living space. Seller will accept only AS-IS offers for Offers to Purchase Agreements. The Listing Agent is the Owner.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Steve Ivan (941-726-0386)
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