Location: Sarasota
Do Not Show Listings
4954 CANDLEBUSH CIR, SARASOTA, FL 34241
$599,00022 Days on yellowkey MLS ID: A4693252
REDUCED by $10,000 (1.6%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1983Monthly Fee: $60 Tax: $2,956 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,956
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This home is situated on a large private cul-de-sac lot in the highly desirable Bet Tree Village 2 Community. Updates include a recently rescreened mansard pool cage in 2025 and a the large in-ground pool was just remarcited this year. A new roof was installed in 2025 and both the interior and exterior of the house has just been painted. The kitchen has also been updated with wood cabinetry, a storage pantry and granite counter tops. The SS appliances are new. The kitchen also offers a built-in breakfast bar and sliding glass pass-through windows that open onto the lanai/pool area. The open floorplan is family friendly and features a "split bedroom" layout, with walk-n closets in all the bedrooms. The large common bathroom also opens to the pool area. The large family room has vaulted ceilings and a built-in entertainment cabinet. The living room is also spacious and is adjoins the dining area. All 4 of the sliding glass doors completely recess as to allow a wide open airy access to the big lanai/pool area. Bent Tree Village 2 offers a fantastic gated community with winding roads, a community park area and larger than average lots...
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00091 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
7300 COVE TER, SARASOTA, FL 34231
$2,350,000125 Days on yellowkey MLS ID: A4680113
REDUCED by $45,000 (1.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3686 Built: 2009Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$18,405
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Looking for waterfront living and a boating lifestyle? Look no further! This grand residence, located in Coral Cove, provides direct access to the Intracoastal waterway, yet safely tucked away and situated on an elevated lot well above flood risk. With proximity to one of the top-rated beaches in the US – Siesta Key, this refined home offers flexible and open living spaces – indoor and out. A double-door entry opens to a grand foyer and a spacious great room with a two-story volume ceiling, fireplace, and a wall of sliding glass doors showcasing the saltwater pool and tranquil water views beyond. Extensively renovated in 2009 per public records, this home features four bedrooms and four baths with marble, granite, and Egyptian limestone surfaces throughout. Two of these are full en suites with water views; either can serve as a primary suite – one on the first floor, the other above. The first-floor suite overlooks the pool, spa, and waterway and includes a marble bath accented with onyx lighting. The second floor suite showcases bamboo flooring and a custom en suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. Enjoy tranquil outdoor living and beautiful sunset views from the elevated covered lanai featuring a wood plank ceiling, a summer kitchen with granite countertops, a roll-in grill, and granite tiled decking that surrounds the pool and spa. Hop on your boat from the low-maintenance composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. As an owner of this waterfront residence you will have access to the private Coral Cove intracoastal waterfront park and boat launch with a voluntary HOA. Surrounded by tropical landscaping and exterior lighting, this beautiful residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities that make Sarasota special. Come see for yourself the extraordinary value this home offers a future owner with vision!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Arme (941-266-4003)
1740 WISCONSIN LN, SARASOTA, FL 34239
$449,000315 Days on yellowkey MLS ID: N6139734
1 Days Off yellowkey (back on 5/26/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 576 Built: 1949 Tax: $4,712 (2024)Community: BayviewSingle Family
Taxes:$4,712
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Under contract-accepting backup offers. OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living. No question here, this property is being offered for it's tremendous location and potential to remodel or to build new on this quaint treelined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime home/office and storage area. Twelve adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, contractor and imagine the possibilities.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Dan Heschmeyer (941-544-1222)
7549 PALMER GLEN CIR, SARASOTA, FL 34240
$659,00019 Days on yellowkey MLS ID: TB8506653
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2003Monthly Fee: $119 Tax: $5,043 (2025)Community: Palmer Glen, Ph 2Spa: YesSingle Family
Taxes:$5,043
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to peaceful, quiet Palmer Glen, a gated, upscale community that’s just a little bit country and a little bit city. Located just east of I-75, your new residence is a spacious, light, bright 4/3 pool home that features an open, split floor plan with plenty of room for the whole family. The soaring volume ceilings throughout add depth and drama, and the sliding doors in the family room and primary suite provide a gorgeous, tranquil water view. Sip a glass of wine on your screened and covered lanai while enjoying spectacular sunsets in the western sky. The spacious kitchen will be the center of your family’s new home and sports an extra-long breakfast bar and adjacent dinette area for communal gatherings. The Kitchen features stainless steel appliances, including double ovens. The living room, dining room and home office all feature inspiring tray ceilings that add to the upscale ambience of the entire home. Large 2 car garage, interior utility room with newer washer and dryer and HVAC 2020. The home also is fully wired for music with ceiling speakers throughout...just add your choice of playback system. Palmer Glen has no CDD fees and a low quarterly HOA fee. Close proximity to The Celery Fields and Rothenbach Park offers many opportunities for an active lifestyle full of biking, hiking and much more. Downtown, UTC shopping and SRQ Airport are all within convenient reach, and top rated schools increase the attractiveness of this wonderful property.. Make your appointment to see it today! All room measurements are estimates and should be verified by the buyer. There is no yard sign.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Howard Kleinfeld (727-418-4685)
538 MAGELLAN DR, SARASOTA, FL 34243
$799,000349 Days on yellowkey MLS ID: A4656417
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2410 Built: 1968 Tax: $7,968 (2024)Community: Whitfield Country Club Add RepSingle Family
Taxes:$7,968
Remarks: Welcome to "Serenity on 7" – Where Coastal Charm Meets Everyday Relaxation. Discover the perfect blend of casual elegance, coastal living, and lasting quality in this completely remodeled retreat, located on the 7th hole of the historic Sara Bay Golf & Country Club. Situated on one of the most sought-after streets in Whitfield Estates, “Serenity on 7” offers timeless style, unmatched location, and peace of mind. From the moment you arrive, the charm begins. A grand circular driveway welcomes you and your guests with ample parking. The entry courtyard and covered porch invite you into a home that instantly feels right—calm, welcoming, and filled with natural light and tranquil views. Inside, this spacious split-bedroom floor plan is designed for privacy and comfort. The newly renovated kitchen boasts quartz countertops, a cozy breakfast nook, and sweeping views of the pool and golf course. The primary suite offers serene views and a peaceful escape, while the opposite wing includes two well-appointed guest rooms. A major highlight of this home is the semi-attached Casita, complete with a private entrance, full bath, patio, and its own stunning golf course and pool views—perfect for guests, a home office, rental income, gym, or multigenerational living. Built to last, this home features a standing seam metal roof and hurricane-impact windows and doors throughout, offering durability, safety, and peace of mind. This home remained safe and dry through last year’s storms with no damage or flooding. Step outside and take in the view—your private pool oasis seamlessly blends into the lush greens of the golf course. Whether you're enjoying a swim, dining al fresco, or simply relaxing, the setting is unforgettable. Located between Downtown Sarasota and Downtown Bradenton, with Sarasota Bay just minutes away, you’re truly in the heart of it all. Even if you’re not a golfer, you’ll still enjoy a complimentary social membership to the club, offering access to fine dining and community events. Live the lifestyle you’ve always dreamed of—sunshine, golf, bay breezes, and effortless comfort. Homes like this rarely come available. Current owner has made huge capital improvements since purchasing in 2022: New metal roof $42k, New impact windows and doors $65k, New AC/ Duct work $16k, New patio pavers $6k, new sewer lines $26k, New kitchen $15k. Schedule your private showing today and experience "Serenity on 7" for yourself.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
5967 BENEVENTO DR, SARASOTA, FL 34238
$425,00032 Days on yellowkey MLS ID: A4691670
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2006Monthly Fee: $416 Tax: $3,214 (2025)Community: Isles Of SarasotaSpa: NoSingle Family
Taxes:$3,214
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Experience maintenance-free living in The Isles of Sarasota, with sweeping lake and preserve views. This DiVosta-built (poured-concrete) 2-bedroom, 2-bath pool home offers an open, airy floor plan. Upon entering through the leaded-glass front door, the neutral color palette and abundant natural light offer a warm welcome only enhanced by the flexible, timeless layout. The kitchen layout includes a breakfast bar, granite countertops, wood cabinetry and stainless-steel appliances. The primary suite features tranquil pool and lake views, plus an en-suite bath with dual sinks, a walk-in shower, and a spacious walk-in closet. A split-bedroom design provides privacy with a generous guest bedroom and full bath on the opposite side of the home. Stepping onto the covered porch and screened lanai leads to the private pool which overlooks the lake and nature preserve for a relaxing backdrop. Additional features include high ceilings, a large laundry room with granite counters, Whirlpool washer and dryer, utility sink, paver driveway and walkway, and a two-car garage. Residents of The Isles enjoy exceptional amenities including a clubhouse with card room, fitness center, catering kitchen, geothermal-heated pool, playground, bocce, basketball, pickleball, as well as lighted Har-Tru tennis courts. A full-time activities director coordinating a calendar of events adds a meaningful addition to community life. Ideally located in Palmer Ranch near Siesta Key Beach, the Legacy Trail, golf, and outstanding dining and shopping—this is your opportunity to live the quintessential Florida lifestyle.
Listing Agent: Stacy Hanan (941-266-0529)
2852 NASSAU ST, SARASOTA, FL 34231
$360,00052 Days on yellowkey MLS ID: A4689690
REDUCED by $29,900 (7.7%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1996 Tax: $4,033 (2025)Community: Virginia Heights SubSingle Family
Taxes:$4,033
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! This beautifully updated two-story home offers 3 bedrooms, 2 bathrooms, and a spacious open loft across 1,344 square feet of living space. The primary bedroom is conveniently located on the first floor. The renovated kitchen features shaker-style cabinets, stainless steel appliances, and sleek quartz countertops, while both bathrooms have been tastefully updated. Luxury vinyl plank flooring runs throughout the first floor of the home and carpet on the 2nd, adding both style and durability. Enjoy the convenience of a one-car garage and relax on the private deck overlooking a peaceful preserve and running brook. Nestled on a quiet dead-end street, this home is ideally located less than 4 miles from Siesta Key Beach and close to shopping, dining, schools, hospitals, and downtown amenities.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
6507 41ST CT E, SARASOTA, FL 34243
$550,00099 Days on yellowkey MLS ID: A4678591
REDUCED by $49,900 (8.3%) on 04/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2006Monthly Fee: $577 Tax: $4,320 (2024)Community: Cascades At Sarasota Ph IiiaSpa: YesSingle Family
Taxes:$4,320
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Located at 6507 41st Ct E in Sarasota, this property now presents an even stronger opportunity with a brand new roof being installed prior to closing and a recent price adjustment reflecting current market conditions. Situated in a desirable 55+ community, the home offers low-maintenance living with convenient access to everything the Sarasota and Bradenton area has to provide. The kitchen has already been remodeled with modern cabinetry, upgraded countertops, and improved finishes, providing a functional and updated space for everyday living. With a major capital improvement already addressed, buyers can move forward with added confidence while focusing on personalizing the interior to their preferences. The location provides easy access to shopping, dining, medical facilities, golf courses, parks, and major roadways including I-75 and US-41. Just a short drive away are downtown Sarasota, Lakewood Ranch, University Town Center (UTC), Sarasota-Bradenton International Airport, and the Gulf Coast beaches, including Siesta Key and Lido Key. This active 55+ community offers a well-positioned option for seasonal residents or those seeking a simplified Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
7336 GREAT EGRET BLVD, SARASOTA, FL 34241
$949,90032 Days on yellowkey MLS ID: A4691490
REDUCED by $10,100 (1.1%) on 05/26/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3097 Built: 2022Monthly Fee: $230 Tax: $8,207 (2025)Community: Heron Lndg 201 Ph 1Spa: YesSingle Family
Taxes:$8,207
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to Heron Landing, where refined living meets everyday comfort. Tucked within a quiet residential enclave of 95 homes, this exceptional two-story pool home offers over 3,000 square feet of beautifully curated space, designed for both effortless entertaining and meaningful everyday moments. From the moment you enter, you’re greeted by an atmosphere of warmth and light. Sunlight pours through expansive windows across the open-concept living spaces and drawing you toward the heart of the home—a gathering place where connection happens naturally and memories are made. The thoughtfully designed floor plan offers the flexibility today’s lifestyle demands. The first level features four spacious bedrooms, three full baths, and a versatile flex space perfect for a private office, cozy den, or creative studio. Upstairs, a separate retreat awaits—complete with a bonus room, electric fireplace, and private fifth bedroom—creating an ideal haven for guests, multi-generational living, or a peaceful work-from-home sanctuary. At the center of it all is a chef-inspired kitchen that blends beauty with function. Quartz countertops, a striking designer backsplash, induction range, and a suite of upgraded appliances—including a new refrigerator and combination oven with air fryer and convection capabilities—make both everyday meals and elegant entertaining a true pleasure. A generous island invites gathering, conversation, and connection. The primary suite is a serene escape, offering a sense of calm at the end of the day. With its spacious layout, walk-in closet, and spa-like ensuite featuring dual vanities and a glass-enclosed walk-in shower, it’s a space designed for relaxation and renewal. Step outside and the experience becomes something truly special. The expansive lanai opens to a heated saltwater pool and spa, where tranquil mornings and sunset evenings unfold in a setting that feels like your own private resort. A firepit area invites lingering conversations under the stars, while the outdoor shower and fully fenced yard enhance both convenience and privacy. Every detail has been considered, including energy-efficient features that provide comfort while keeping costs in check. The three-car garage offers ample space for vehicles, storage, or hobbies—adding yet another layer of functionality to this exceptional home. Perfectly positioned with convenient access to I-75, this residence places you just moments from the world-renowned shores of Siesta Key and the vibrant culture, dining, and arts scene of downtown Sarasota. With low HOA fees, no CDD, and access to A-rated schools, the lifestyle offered here is as practical as it is beautiful. This is more than a home—it’s a place to gather, to unwind, and to truly live well.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
2271 PINE VIEW CIR, SARASOTA, FL 34231
$474,900405 Days on yellowkey MLS ID: A4649803
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1980Monthly Fee: $7 Tax: $4,966 (2024)Community: Gulf Gate PinesSingle Family
Taxes:$4,966
Remarks: Under contract-accepting backup offers. Welcome to your perfect Sarasota retreat! Nestled in the beloved Gulf Gate Pines neighborhood, this lovingly maintained three-bedroom, two-bath home provides a rare combination of space, comfort, and unbeatable location. With 1,920 square feet of thoughtfully designed living space, this home is filled with natural light that brings a peaceful, happy energy to every room. Whether you are a city dweller or a beach lover, this is the ideal location in south Sarasota! Step inside and discover spacious living areas perfect for gatherings or quiet moments. Generous closets, a two-car garage, and a practical split-bedroom floor plan provides everyday convenience, while charming touches like a cozy wood-burning fireplace and a screened lanai invite you to slow down and savor the Florida lifestyle. Tucked away on a quiet street, yet minutes from the quartz sands of Siesta Key-recently voted #1 Beach in the United States for 2025 (again), vibrant shopping, delicious dining, parks, and all of life's necessities, this home makes everyday living feel like a getaway. It's easy to imagine morning coffee on the lanai, afternoon beach adventures, and evenings under the soft glow of the setting sun — all from a home filled with wonderful memories and ready for yours. Well-cared for and ready to welcome its next chapter, this is truly a home with great bones, great energy, and endless possibilities. Whether you're looking for a full-time residence, a winter retreat, or a smart investment, 2271 Pine View Circle is waiting to welcome you home. Very low HOA fees lend this home to many options and freedom of living. Designated for Flood Zone X (to be verified by buyer) is a relief for many concerned with owning a piece of Florida paradise! Seller is not interested in owner-financing so please stop asking.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Christine Williams (941-287-5112)
2121 33RD ST, SARASOTA, FL 34234
$199,90025 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (4.8%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
630 CORWOOD DR, SARASOTA, FL 34234
$824,50044 Days on yellowkey MLS ID: A4690643
REDUCED by $50,500 (5.8%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1897 Built: 1963 Tax: $7,711 (2025)Community: Corwood ParkSpa: NoSingle Family
Taxes:$7,711
Remarks: Discover the perfect blend of location, lifestyle, and future potential in this beautifully updated residence in the desirable Corwood Park neighborhood. Situated on an expansive ~0.22-acre lot, this property offers a rare opportunity to enjoy move-in-ready comfort today while preserving room for tomorrow’s vision. Thoughtfully renovated, the home showcases a modern kitchen with shaker cabinetry, new countertops, new High Efficiency washer and dryer and stainless-steel appliances, complemented by updated bathrooms, new tile flooring throughout, and impact patio doors. The outdoor space is equally impressive, featuring a refreshed pool area ideal for entertaining or relaxing under the Florida sun. What truly sets this property apart is the generous lot size, flexibility and expanded living spaces, demonstrating the strong upside potential for expansion or redevelopment. Surrounded by lush tropical vegetation and mature trees, the property offers privacy and a serene setting, with ample space to add square footage, a guest house, or enhanced outdoor living features—subject to local zoning. Ideally located west of the Trail, this home is just moments from Sarasota Bay, where you can enjoy evening sunsets, and only minutes to cultural landmarks like the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota, SRQ Airport, and world-class beaches. Whether you’re seeking a primary residence, seasonal retreat, or investment with upside potential, this property delivers location, land value, and lifestyle—all in one of Sarasota’s most promising growth corridors.
Listing is courtesy of: CCI REALTY (954-667-6692)
Listing Agent: Oscar Betancourt (954-854-3959)
3656 OAK GROVE DR, SARASOTA, FL 34243
$849,90037 Days on yellowkey MLS ID: A4691432
REDUCED by $25,000 (2.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4054 Built: 1981 Tax: $5,343 (2025)Community: Oak Grove ParkSpa: NoSingle Family
Taxes:$5,343
Remarks: Welcome to this non mandatory hoa neighborhood, beautiful 4 bedroom 3 full bath pool home featuring a 1 bedroom 1 bath mother in law suite with private access making it a total of 5 bedrooms 4 full baths. The mother in law suite has established itself as a successful vacation rental presenting an outstanding investment opportunity. Enjoy a Sarasota address while paying Manatee County taxes all while being conveniently located to everything this area has to offer. Situated on over an acre of land, this versatile property is perfect for those who need room to live, work and play... Bring your rv's, trailers, work vehicles or car collection... There is ample parking and no deed restrictions to limit your lifestyle. Even horses are welcome - with space to build a barn or custom collector garage. This home has a butler's pantry with stylish barn doors that add charm and functionality. Step outside to a private oasis - a large peanut shaped saltwater pool (8' deep) screened lanai (rescreened in 2025). The main house with generous room sizes has living area, kitchen, dining room and family room, master bedroom and 2nd bedroom on 1st level while upstairs there are 2 bedrooms with dual closets and a jack and jill bathroom to share. New metal roof (2019) 3 zone a/c system, 2 water heaters, 2 sets of stainless stell appliances, well irrigation system, hurricane shutters and VOLUNTARY HOA!! This is a unique opportunity to own a flexible, income producing property with space to expand in a prime Sarasota location.
Listing is courtesy of: AFFORDABLE REAL ESTATE (941-751-3000)
Listing Agent: Susan Harrison-Phipps (941-685-8349)
4233 BOSWELL PL, SARASOTA, FL 34241
$449,90015 Days on yellowkey MLS ID: A4693963
REDUCED by $10,000 (2.2%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1977Monthly Fee: $25 Tax: $3,226 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,226
Remarks: This is the One! Spacious and full of potential, this 3 bedroom / 2 bath home offers a 2-car garage and is tucked away on a quiet cul-de-sac in a welcoming neighborhood with a true community feel*Recent updates provide added peace of mind, including a new electrical panel installed in 2022 and a new water heater installed in 2025*The exterior was freshly painted in 2021, enhancing the home’s curb appeal and overall charm*privacy backyard — perfect for entertaining, pets, family gatherings, or simply relaxing in your own private outdoor setting. Mature fruit trees including orange, lemon, and grapefruit trees add to the Florida lifestyle feel and provide fresh fruit right from your backyard*With generous square footage, a desirable layout, and a peaceful cul-de-sac location, this property offers endless possibilities for comfortable living and entertaining. Conveniently located near shopping, dining, parks, and everyday amenities, this home checks the boxes for space, privacy, and location*Schedule your private showing today*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
1937 GOLD AVE, SARASOTA, FL 34235
$374,900106 Days on yellowkey MLS ID: N6142964
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1723 Built: 1958 Tax: $3,079 (2025)Community: Kensington ParkSingle Family
Taxes:$3,079
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. ****BACK on MARKET. Buyer financing fell through**** Welcome to this charming 3-bedroom, 2-bath single-family home nestled in the established Kensington Park neighborhood of Sarasota. Offering over 1,700 square feet of living space, this home features a flexible and inviting layout with spacious living areas and a versatile bonus room—perfect for a home office, family room, or playroom. Situated on a generous lot, the property provides ample outdoor space and additional parking, including room for a boat, RV, or work trailer. The open floor plan is ideal for entertaining, while the split-bedroom design offers privacy and comfort. Newer roof, vaulted ceilings, solid wood cabinets, new stainless-steel appliances, and hurricane shutters add peace of mind, making the home truly move-in ready while still allowing room to personalize. This spacious home features a large fenced-in backyard made for relaxing or entertaining and an enclosed lanai perfect for your morning coffee or evening unwind, rain or shine. Conveniently located near shopping, dining, golf, parks, and world-renowned beaches, this home offers easy access to everything Sarasota has to offer. A perfect match for anyone seeking comfortable, flexible Florida living. Schedule your tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vicky Imbriaco (941-586-7448)
3567 74TH AVENUE CIR E, SARASOTA, FL 34243
$480,000302 Days on yellowkey MLS ID: A4660983
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $19,000 (3.8%) on 05/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2021Monthly Fee: $120 Tax: $6,911 (2024)Community: Grady PointeSingle Family
Taxes:$6,911
Remarks: Under contract-accepting backup offers. Welcome to your dream home! Get ready to be captivated by the stunning 4-bedroom, 3-bathroom residence. Nestled in a convenient location with a short driving distance to IMG Academy, UTC Mall, grocery stores, Downtown Sarasota, and beautiful beaches, this property offers the perfect blend of serenity and accessibility. From the moment you approach this home, you'll be greeted by its charming curb appeal. The lush landscaping and well-maintained exterior set the stage for the remarkable experience that awaits inside. As you enter, prepare to be amazed by the spacious and inviting atmosphere that flows throughout the entire property. The heart of this home is undoubtedly the living area, where large windows perfectly frame the picturesque outdoor area. The abundance of natural light creates an airy and vibrant ambiance, making it an ideal space for both relaxation and entertainment. Whether you're hosting a lively gathering with friends or enjoying a cozy evening with loved ones, this living area will effortlessly accommodate your every need. The adjacent kitchen is a culinary enthusiast's paradise. Equipped with modern appliances, ample counter space, and a convenient breakfast bar, it's a haven for creating delicious meals and memories. The spacious bedrooms offer a peaceful retreat for everyone in the household. The master suite is a true oasis, a walk-in closet, and a luxurious en-suite bathroom. Three additional bedrooms provide flexibility and comfort, whether you envision them as guest rooms, a home office, or a personal gym. The outdoor space is equally impressive, as it invites you to soak in the beauty of nature. Picture yourself hosting barbecues on the patio, basking in the Florida sunshine, or simply unwinding with a good book while being serenaded by the sounds of nature. With its enviable location, this home allows you to take full advantage of the vibrant Sarasota lifestyle. Explore the renowned IMG Academy, indulge in retail therapy at the UTC Mall, or discover the culinary delights of downtown Sarasota. And when you're in the mood for sand between your toes and salty breezes, the pristine beaches are just a short drive away. Don't miss the opportunity to make this exceptional home your own. Contact us today to schedule a private tour and experience the magic for yourself. Your dream of living in a picturesque paradise awaits!
Listing Agent: Kenia Rivas (941-737-6801)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000130 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
4403 DIAMOND CIR N, SARASOTA, FL 34233
$529,90019 Days on yellowkey MLS ID: A4693112
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 1989Monthly Fee: $33 Tax: $722 (2025)Community: Emerald GardensSpa: NoSingle Family
Taxes:$722
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. POOL HOME IN BEAUTIFUL EMERALD GARDENS! SOME PHOTOS VITUALLY STAGED .Light and bright Great Room plan with fireplace and separate dining area. This split plan features 2 bedrooms on one side and the Primary on the other. In addition, there is a 4th bedroom, den or office! The large primary features a large vanity area with soaking tub. A separate, private shower and toilet area provides privacy. Lots of storage and direct access to the lanai and pool area! The beautiful kitchen features wood cabinetry, granite counters, updated appliances and a breakfast bar. A lovely breakfast nook is also attached, looking directly out to the pool area. This floor plan is perfect for families, large or small! Plenty of room for guests, and entertaining, but not too large for couples. The pool and lanai area is a lush, private environment with beautiful, mature landscaping painstakingly tended to by the owners. Trees include Mango, avocado and more! Nicely enclosed with privacy fencing as well. The large pool features a heater for year-round enjoyment and the pool has been resurfaced. And don't forget the hurricane shutters! Permanently mounted, these only take a short time to close and secure during storm season! This home features a newer roof (2025), a.c. (2020) and has been lovingly maintained. Fantastic HOA fees of only $34 a month! A beautiful, large lake is directly across the street that can be viewed from the dining area and Den. Shopping, dining and the legacy trail are within minutes of this community, as well as easy access to I75. Don't miss this opportunity to own in the heart of Sarasota at a great price!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000141 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing Agent: Moriah Taliaferro (941-504-9910)
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