Location: Sarasota , 34233
Do Not Show Listings
4576 BLISS RD, SARASOTA, FL 34233
$395,00077 Days on yellowkey MLS ID: A4685762
REDUCED by $15,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,533
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to 4576 Bliss Road a beautifully updated home blending classic Sarasota charm with modern comforts. This inviting 3-bedroom, 2-bathroom residence features a smart split floor plan that offers both privacy and an open flow. Step inside to discover brand new plumbing and stunning luxury vinyl plank flooring throughout, providing durability and style. The bathrooms have been thoughtfully remodeled, combining elegance and functionality to create a spa-like retreat. Outside, enjoy the privacy and security of a fully fenced yard, perfect for outdoor living, entertaining, or play. This home is a wonderful opportunity to experience the timeless character of old Sarasota with contemporary updates that meet today's lifestyle needs. Don't miss out on making 4576 Bliss Road your new sanctuary!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
5368 KELLY DR #17, SARASOTA, FL 34233
$324,900Listed 06/01/2026 7:28PM 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
Elementary School: None
High School: None
Middle School: None
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 is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
5309 CHARLIE BROWN LN, SARASOTA, FL 34233
$749,00024 Days on yellowkey MLS ID: A4691590
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2768 Built: 2016Monthly Fee: $261 Tax: $6,961 (2025)Community: Luna BaySpa: NoSingle Family
Taxes:$6,961
High School: Riverview High
Remarks: Opportunities like this are rare in Luna Bay, an intimate Sarasota neighborhood of just 21 homes—offering a true sense of privacy and community that’s hard to find. This beautifully appointed 4-bedroom, 3.5-bath residence is offered fully furnished, making it completely turnkey for immediate enjoyment or investment. The open floor plan features a desirable downstairs primary suite, a den/office and an upstairs loft ideal for a playroom, study area, or TV room. From the moment you arrive, the barrel tile roof, paver driveway, and covered front porch create impressive curb appeal. Inside, the home is bright and inviting with wood cabinetry, granite countertops, generous closet space, and numerous upgrades throughout. Step outside to a south-facing covered lanai overlooking the screened, heated pool with a paver deck, all set within a fenced backyard that offers complete privacy—perfect for relaxing, entertaining, or pets. Enjoy a low-maintenance lifestyle with HOA-covered yard maintenance. Ideally located within the highly sought-after Ashton Elementary school district and just minutes from top-rated Sarasota schools, this home also offers exceptional proximity to Siesta Key Beach, I-75, and a wide array of shopping and dining options. This is a rare opportunity to own a fully furnished home in a boutique community in one of Sarasota’s most desirable locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$267,50076 Days on yellowkey MLS ID: A4686344
REDUCED by $7,500 (2.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Remarks: RARELY AVAILABLE END-UNIT VILLA WITH PRESERVE VIEWS, OVERSIZED COURTYARD, AND TRUE 2-CAR GARAGE IN HIGHLY DESIRABLE CASA DEL SOL! Positioned in one of the MOST PRIVATE AND SOUGHT-AFTER locations within Casa Del Sol, this exceptional end-unit villa immediately stands apart with tranquil PRESERVE VIEWS, additional green space, and a setting that offers both privacy and serenity. Unlike many homes in the community that overlook neighboring properties, this residence enjoys a peaceful natural backdrop that creates a far more desirable living experience. Inside, the bright and open floor plan offers multiple living spaces designed for both comfort and flexibility. An additional sitting room with WOOD FLOORING and a SKYLIGHT fills the home with natural light and opens directly to the patio, seamlessly blending indoor and outdoor living. The layout features an open living and dining area, kitchen with breakfast bar, and a MAIN-LEVEL PRIMARY SUITE complete with walk-in closet and en-suite bath. This villa also benefits from EXTRA OUTDOOR SPACE rarely found in neighboring units, enhancing both privacy and functionality. The OVERSIZED PRIVATE COURTYARD is ideal for entertaining, relaxing, or enjoying the Florida lifestyle—with no A/C equipment taking up valuable outdoor space. Additional highlights include a TRUE 2-CAR GARAGE, minimal traffic due to its location at the far end of the community, only ONE SHARED WALL, and the added natural light and openness that come with end-unit living. From a long-term ownership perspective, this property delivers exceptional value. Casa Del Sol has actually LOWERED HOA DUES for certain sections in 2026, including this one—an uncommon advantage that reflects strong financial and community management. The A/C is a Rheem and under warranty until 11/15/2028 and the ROOFS were proactively replaced by the HOA approximately 10 years ago for added peace of mind .Hot water heater: Rheem, installed 5/2023>Dishwasher: Frigidaire installed 2023>Hurricane shutters: Mostly metal, some plastic to allow for light into the home. All Screws have been drilled in exterior walls. Upgraded whole-house plumbing system to flow guard gold pipe and fittings. Sunroom was remodeled 2005 with Wood flooring. Residents enjoy access to a community featuring a CLUBHOUSE, FITNESS CENTER, POOL, and TENNIS COURTS, all within a beautifully maintained setting. LOCATION IS EVERYTHING—and this home places you minutes from Sarasota’s most desirable destinations. Conveniently located off Cattlemen Road between US-41 and I-75, you are close to Downtown Sarasota, Siesta Key Beach, Lido Beach, Legacy Trail, Payne Park, Sarasota Art Museum, Colonial Oaks Park, YMCA, Yoder’s Fresh Market, Big Olaf Ice Cream, and more. OPPORTUNITIES LIKE THIS RARELY COME AVAILABLE IN CASA DEL SOL. Plus a 1 year home warranty offered by Seller! Schedule your private showing today and experience the privacy, views and lifestyle this exceptional villa has to offer before it’s gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
4463 DIAMOND CIR S, SARASOTA, FL 34233
$625,0005 Days on yellowkey MLS ID: A4695018
2 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2340 Built: 1991Monthly Fee: $33 Tax: $4,559 (2025)Community: Emerald GardensSpa: NoSingle Family
Taxes:$4,559
Remarks: Tucked within a desirable Central Sarasota location, this meticulously maintained residence offers the perfect combination of privacy, functionality, and relaxed Florida living. Thoughtfully designed with a split-bedroom floorplan, open-concept living areas, and seamless indoor-outdoor flow, the home is centered around a private screened saltwater pool and peaceful views of the beautifully landscaped fenced yard. Plenty of space for a large family, entertaining, or both. The primary suite offers pool view and private access, sitting area plus the beautifully renovated bathroom all create a true retreat with spa-inspired feel. Mature landscaping enhanced with irrigation and landscape lighting adds warmth and curb appeal, while practical features including an interior laundry room and attached 2-car garage complete the package. Ideally positioned near shopping, dining, top-rated schools, world famous Siesta Key Beach, and downtown Sarasota’s thriving arts and cultural scene.
Listing Agent: Deborah Nelson (941-266-5900)
5345 PAMELA WOOD WAY, SARASOTA, FL 34233
$219,000491 Days on yellowkey MLS ID: A4637875
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $20,000 (8.4%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1379 Built: 1989Monthly Fee: $580 Tax: $2,839 (2024)Community: 7774-Crestwood VillasVilla
Taxes:$2,839
Tax Year: 2024
Remarks: This 1,379 sq ft Villa (duplex ) is move-in ready, offers 2 bedrooms, 2 full bathrooms, a 1 car garage and driveway for additional parking. Crestwood Villas community is situated in Center Gate area of Sarasota, making it a prime location with substantial potential as a primary residence, vacation/seasonal resort or as an addition to your investment/rental portfolio. Create your next dream project here. Upon entering you are drawn to the expansive open concept floor plan, high vaulted ceilings, and flowing floor plan, you'll see the potential the property offers. The living/dining combo attaches to the family room and then goes to the back of the property with sliders that continue out to the covered patio and screened lanai. The kitchen is considered a "galley" design with plenty of cabinets, counter space and storage on both sides. The washer/dryer, utility closet, pantry and access to the garage are convenient to the kitchen entryway. The primary bedroom easily accommodates a king-sized bed. Notable location & convenience here. The community pool is perfect to entertain groups, enjoy gatherings with family, friends and enjoy community events. Crestwood Villas is located within close proximity to Sarasota & Manatee County's most desirable cultural events, flourishing economic growth/development and the booming vacation destination of travelers, yet tucked away from the crowds. Convenient to major transportation (I75, University Pkwy, Rt 41), nationally rated golf courses, fishing, boating, UTC Mall, Tesla, IMG Academy, Downtown Sarasota, SRQ/TPA, Medical Centers for Specialized and Senior Care, top rated schools, parks and recreation. Brand new HVAC system and carpet installed in 2025!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
5521 ROSEHILL RD #203, SARASOTA, FL 34233
$320,000189 Days on yellowkey MLS ID: A4673202
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1321 Built: 2002 Tax: $3,116 (2024)Community: Admirals WalkCondo
Taxes:$3,116
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2nd-floor condo in the highly sought-after gated community of Admirals Walk nestled in the heart of Sarasota. This fully renovated, bright, and airy residence offers a perfect blend of comfort, style, and convenience. Positioned as an upstairs, preserve-facing unit with no unit above, it provides an added sense of serenity and privacy. This meticulously enhanced home is sure to impress even the most discerning buyer. Step inside and be welcomed by the open-concept main living area with vaulted ceilings, creating an expansive, inviting environment. The home has been recently painted and updated with faux wood laminate flooring and newer baseboards, providing a modern and low-maintenance foundation throughout. The kitchen has been transformed with quartz countertops and newer 2022 appliances, adding both functionality and a touch of sophistication to the heart of the home. Every detail has been thoughtfully selected, from contemporary ceiling fans to custom closets designed for optimal organization and style. An added bonus: the current owner rents a 1-car garage, and this arrangement can be transferred to the next owner—a rare and valuable convenience within this community. Admirals Walk offers an elevated lifestyle with its large community clubhouse, resort-style pool, fitness center, and beautifully maintained grounds. This residence isn't just a place to live—it's a sanctuary where thoughtful upgrades and serene surroundings come together to elevate your everyday experience. Located just off Clark Road, this home provides easy access to Sarasota’s vibrant cultural scene, Siesta Key—ranked the #1 beach in the country, A+ rated schools, top-tier dining, shopping, and direct access to I-75 for effortless commuting. Everything you need to live the Endless Summer lifestyle!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Cole Campbell (571-882-0992)
4140 OAKHURST CIR W #3166, SARASOTA, FL 34233
$254,00083 Days on yellowkey MLS ID: A4685181
REDUCED by $4,000 (1.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1374 Built: 1981 Tax: $1,534 (2025)Community: Oakhurst Ph IiVilla
Taxes:$1,534
Remarks: Under contract-accepting backup offers. TURN-KEY VILLA IN DESIRABLE OAKHURST! Welcome to easy Florida living in a friendly 55+ community. This 2 BDRM, 2 BTHRM paired villa with a 2 CAR-GARAGE is filled with natural light and designed for comfortable, open-concept living. The eat-in kitchen opens directly to the Florida room, creating a bright and inviting space. Sliding doors bring in more sunshine and provide a seamless indoor-outdoor feel. The kitchen has been replumbed, offering added peace of mind. The primary bedroom features a remodelled ensuite bathroom. IMPACT WINDOWS throughout the home provide storm protection and energy efficiency. Additional updates include a brand-new roof installed in December 2025, and beautiful flooring. This home is being sold turn-key furnished, making it easy to move right in. Residents of Oakhurst enjoy wonderful amenities including a heated community pool and an active clubhouse. Whether this is your new full-time residence or your winter getaway in the sun, you are sure to enjoy all that Oakhurst offers. Cable TV, INTERNET, the roof, pest control, exterior maintenance, and landscaping are ALL INCLUDED in the monthly condo fee ($662). Don't miss this one!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Susan Honsberger (941-549-9749)
4001 BENEVA RD #401, SARASOTA, FL 34233
$195,000Listed 06/01/2026 9:11AM MLS ID: A4695440
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1630 Built: 1975 Tax: $2,584 (2025)Community: Beneva RidgeTownhouse
Taxes:$2,584
Elementary School: Wilkinson Elementary
Remarks: 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)
5608 EASTWIND DR, SARASOTA, FL 34233
$810,000245 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
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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: B.J. Ratigan (941-932-6040)
4449 GOLDEN LAKE DR, SARASOTA, FL 34233
$644,50075 Days on yellowkey MLS ID: A4686882
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $15,400 (2.3%) on 04/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2520 Built: 1998Monthly Fee: $54 Tax: $6,453 (2025)Community: Mcintosh LakeSpa: NoSingle Family
Taxes:$6,453
Remarks: Under contract-accepting backup offers. Welcome to the retreat on Golden Lake Drive! Walk to the Legacy Trail and only 8.5 miles to Siesta Key This exceptional four-bedroom, three full bath, lakefront residence in the Mcintosh Lake Community offers the ideal open concept layout for entertaining and multi-generational living with in-law suite potential. A thoughtful design with split floor plan for owners privacy. The primary suite offers direct pool access, a spa-like en-suite bath complete with dual vanities, a walk-in shower, a soaking tub and 2 walk-in closets. This inviting home offers an open layout with plenty of room to relax or entertain. The living space is open, bright and inviting with tall ceilings providing a grand formal dining room with tray ceiling and large formal living/great room with a built-in electric fireplace and wood mantle. For the home office needs there is a den/study with french doors great for the flex needs of any owner. The split floorplan offers privacy between the primary suite and guest rooms, creating a comfortable flow for everyone. The 3 additional bedrooms and 2 full baths are on the south side of the home with a pocket door that is easily closed for privacy. One of the bedrooms here has an ensuite bath and private exterior entrance from the pool area for those in need of an inlaw suite. The heart of the home is the updated kitchen with a walk in pantry equipped with a large breakfast bar perfect serving and entertaining along with a dedicated dining nook with sliders to the pool and patio. Slow down and enjoy everyday living where outdoor living is at its finest. Sit and relax by the beautiful inground pool or watch the game on the big screen under the covered patio. Get cooking with the outdoor covered BBQ area with sink, perfect for al fresco dinner parties. This home is move-in ready. It has a new roof, updated electric panel with EV Charging station in the 2 car garage. Additional features include a workshop and storage in the garage. Come see us today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Mark Massaro (860-268-2790)
4527 PIKE AVE, SARASOTA, FL 34233
$324,900120 Days on yellowkey MLS ID: A4680146
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: 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)
4817 POST POINTE DR, SARASOTA, FL 34233
$589,00011 Days on yellowkey MLS ID: A4694170
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1811 Built: 1999Monthly Fee: $46 Tax: $5,897 (2025)Community: Grove PointeSpa: NoSingle Family
Taxes:$5,897
Remarks: Welcome to 4817 Post Pointe Drive, a beautifully updated pool home tucked within the desirable Grove Pointe community in Sarasota, located within an amazing A-rated school district. Offering 3 bedrooms, 2 bathrooms, and a thoughtfully designed split-bedroom floor plan, this home effortlessly blends comfort, functionality, and Florida living. From the moment you arrive, you’ll notice the pride of ownership and recent improvements throughout the property. Inside, the home features laminate flooring throughout, vaulted ceilings, and bright living spaces that create an open and inviting feel. The primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for guests, family, or a home office setup. Impact windows have been installed in the 2nd and 3rd bedrooms, along with impact sliders in the primary bedroom and nursery room, providing added peace of mind and efficiency. Step outside and enjoy your own private backyard oasis, complete with a screened-in pool, spacious lanai, and fully fenced yard — perfect for relaxing, entertaining, or enjoying Sarasota’s year-round sunshine. Additional updates include a newer roof, a widened driveway for additional parking, and refreshed exterior landscaping that enhances the home’s curb appeal. Conveniently located just minutes from shopping, dining, Siesta Key Beach, I-75, and everyday conveniences, this home offers the perfect balance of privacy, accessibility, and lifestyle. Whether you’re searching for a primary residence or seasonal retreat, 4817 Post Pointe Drive is ready to welcome you home.
Listing Agent: Andrew Haddad (941-313-1218)
3757 COUNTRYSIDE RD, SARASOTA, FL 34233
$715,00029 Days on yellowkey MLS ID: A4692427
REDUCED by $34,000 (4.5%) on 05/22/2026
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)
3951 COUNTRY VIEW DR, SARASOTA, FL 34233
$844,99055 Days on yellowkey MLS ID: A4689321
REDUCED by $15,000 (1.7%) on 05/21/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3507 Built: 1981Monthly Fee: $50 Tax: $5,162 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$5,162
Remarks: Welcome to Country Place, one of Sarasota’s most desirable neighborhoods. This 6 bedroom, 3 bathroom home offers over 3,500 sq ft of comfortable living including 2 separate loft bedrooms, perfect for multigenerational families, home offices or additional living areas. The well-designed split plan offers plenty of flexible space for everyone and everything. The main living room area lets in plenty of natural light and features vaulted ceilings and a wood-burning fireplace. Generous living and dining spaces offer functionality and comfort, with upgraded bay windows and genuine wood floors. The kitchen was remodeled in 2021 with granite countertops, stainless steel appliances and a large island. The home has plenty of storage options with a spacious laundry room and plenty of oversized closets. Set on a beautifully landscaped lot, the property showcases mature gardens and lush tropical surroundings, creating a private, oasis-like setting. The large screened-in lanai boasts a 40 foot pool with waterfall and plenty of space for relaxing and enjoying outdoor living. ***New roof 2024, New Irrigation Well 2026, New AC 2018, New Garage Door 2018, Pool Resurfaced 2015*** Conveniently located in Sarasota near Siesta Key beaches, top rated schools, shopping, dining, hospitals, Red Bug Slough Preserve and the UTC area, this gem of a home offers both privacy, space, and a highly desirable location. Don't wait on this one, chedule your tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Paul Hockenbury (941-524-5507)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$685,00015 Days on yellowkey MLS ID: A4694025
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
5560 ROSEHILL RD #201, SARASOTA, FL 34233
$229,90053 Days on yellowkey MLS ID: A4689325
REDUCED by $20,000 (8.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,965 (2025)Community: Admirals WalkCondo
Taxes:$2,965
Remarks: Bright and spacious loft-style condo in the gated community of Admirals Walk. This two-story layout features cathedral ceilings, an open living area, and a flexible loft space suitable for an office, guest area, or media room. The kitchen includes a breakfast bar and pantry, and the split-bedroom design provides privacy for both bedrooms. Each bedroom offers a walk-in closet, and the interior laundry room provides additional storage. Community amenities include a resort-style pool, spa, fitness center, clubhouse, and on-site management. HOA fees include cable, internet, water, sewer, and trash. Conveniently located near I-75, shopping, dining, UTC, downtown Sarasota, and area beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Greg Dudley (240-461-7460)
4096 CENTER POINTE PL #20B, SARASOTA, FL 34233
$299,000140 Days on yellowkey MLS ID: A4676704
REDUCED by $26,000 (8.0%) on 05/27/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1430 Built: 1983 Tax: $3,281 (2025)Community: Courtyard VillasCondo
Taxes:$3,281
Middle School: McIntosh Middle
Remarks: Beautifully updated 2 bedroom, 2.5 bathroom corner-unit condominium offering 1,430 sq. ft. of living space and a one-car garage in the much sought after community of Courtyard Villas. This updated residence features a new kitchen, renovated bathrooms, new flooring, a new A/C system, and additional upgrades throughout. The first floor includes a spacious great room, dining area, kitchen, and half bath, creating an ideal layout for everyday living and entertaining. Upstairs, the primary bedroom with walk-in closet features a private bathroom, while the second bedroom is complemented by a second full bath. Enjoy the Florida lifestyle with exceptional outdoor living space, including a 30’ x 10’ screened entertaining area plus an additional 14’ x 11’ covered screened lanai, perfect for relaxing year-round. The monthly association fee includes basic cable and provides maintenance-free living, covering exterior maintenance, roof, and lawn care. The community has no age restrictions, allows two pets, and permits rentals with a minimum two-month lease up to three times per year. Ideally located just 0.20 miles from Publix, and within close proximity to restaurants, pharmacies, and medical offices, all accessible via community sidewalks for exceptional walkability and everyday convenience.
4857 SILVER TOPAZ ST, SARASOTA, FL 34233
$682,0006 Days on yellowkey MLS ID: A4693542
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 2019Monthly Fee: $122 Tax: $3,796 (2025)Community: Ashton MeadowsSpa: NoSingle Family
Taxes:$3,796
Remarks: Welcome to a residence that redefines the art of Florida living — a masterfully upgraded 5 bedroom, 3.5 bathroom showpiece nestled in one of Sarasota's most coveted corridors. Spanning an impressive 2,475 square feet of meticulously curated living space, this home is nothing short of extraordinary. Enter inside and immediately notice the seamless luxury plank vinyl flooring that flows throughout the main level and loft, delivering a cohesive aesthetic. The kitchen has been completely reimagined with brand-new cabinetry and stunning quartz countertops that catch the light like the gemstone this street was named for. Adjacent, a newly constructed butler's pantry elevates your entertaining capabilities to a level that would make even the most seasoned host envious. The family room offers a fireplace that serves as both a stunning focal point and a cozy retreat for those rare cooler Florida evenings. Tucked beneath the staircase, a cleverly designed bar area transforms an often-overlooked space into a conversation starter — because every great home deserves a secret weapon for impromptu gatherings. Every bathroom throughout the home has been thoughtfully refreshed with new vanities and Luxury Plank Vinyl Flooring, while plush new carpet in the bedrooms creates a sumptuous retreat for rest and rejuvenation. The generous primary bedroom offers the kind of sanctuary you deserve after navigating the demands of daily life. Now, prepare yourself for the backyard — because this is where the magic truly unfolds. A sparkling inground pool, complete with a screened enclosure and surrounding deck, creates an outdoor oasis that feels distinctly resort-inspired. The thoughtful addition of an outdoor shower allows you to rinse off before and after your swim, maintaining that effortless flow between indoor and outdoor living. A designated barbecue area stands ready for weekend cookouts, while professionally installed turf behind the pool cage ensures a lush, maintenance-free landscape that stays perpetually green without any effort. Speaking of effortless living, solar panels grace the rooftop, dramatically reducing energy costs while simultaneously reducing your environmental footprint. The surrounding neighborhood places you within comfortable reach of Urfer Family Park for morning outings, Legacy Trail and the bustling Clark Road corridor where shopping, dining, and entertainment options. Located minutes to Siesta Key. Beautifully landscaped and brimming with upgrades that most homeowners only dream about, this Sarasota gem represents an extraordinary opportunity to own a home where every detail has been considered, every upgrade executed with precision, and every moment promises to feel like a permanent vacation. Schedule your private showing before someone else claims paradise.
Listing Agent: Denise Gutmann (631-902-4616)
5601 ROSEHILL RD #203, SARASOTA, FL 34233
$185,000187 Days on yellowkey MLS ID: A4673504
REDUCED by $10,000 (5.1%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,761 (2024)Community: Admirals WalkCondo
Taxes:$2,761
Remarks: -- HUGE PRICE REDUCTION SELLER WANTS IT SOLD**** SELLER WILL RENT ANNUALLY*** Great open floor unit with Two Bedroom unit with a loft that can be used for an office or an additional guest bedroom, Admiral Walk community features a New England Style feel, Resort Like community area with a heated pool with spa a fitness center Close to Shopping Centers, Direct Drive TO Siesta Key Beach via Clark Rd, easy drive to I-75 to travel to UTC Mall, Lakewood Ranch and more. Excellent quality A/C unit INSTALLED in 2020, BOSCH DISHWASHER AROUND 2021. Needs a bit of TLC, Great Location, and affordable price.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
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