Location: Sarasota
Do Not Show Listings
7464 CASS CIR, SARASOTA, FL 34231
$450,00046 Days on yellowkey MLS ID: A4692133
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $30,000 (6.3%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1969 Tax: $4,220 (2025)Community: Siesta Heights ManorSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,220
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated 3 bedroom, 2 bath pool home with a one car garage, perfectly located just about 10 minute drive to Siesta Key, world renowned for its powdery white quartz sand, turquoise waters, and vibrant beach lifestyle. This move in ready home showcases extensive upgrades throughout, including new luxury porcelain tile flooring and baseboards, fresh interior paint, and updated lighting and ceiling fans. The kitchen offers a clean feel with new ceiling lights, a stylish subway tile backsplash, and improved plumbing, while both bathrooms have been fully remodeled with new tile, fixtures, shower systems, glass doors, vanities, mirrors, and lighting for a spa like experience. Major system improvements include full repiping of hot and cold water lines, updated electrical, and a newer hot water heater for peace of mind. Step outside to your private backyard retreat featuring a resurfaced pool with new tile, updated pump and filter, a refreshed and painted pool deck, and a rescreened enclosure, perfect for entertaining or relaxing after a day at the beach. Additional upgrades include a newer roof, enhanced attic insulation, a solar attic fan, and reflective roof coating to improve energy efficiency and keep the home cool year round. This property offers the ideal blend of location, lifestyle, and major upgrades, making it a standout opportunity near one of Florida’s most sought after coastal destinations.
Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)
Listing Agent: Ana Machado (941-587-7488)
7170 WOOD CREEK DR #40, SARASOTA, FL 34231
$259,900294 Days on yellowkey MLS ID: A4661603
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1340 Built: 1984 Tax: $3,179 (2024)Community: Woodside Terrace Ph 2Condo
Taxes:$3,179
Tax Year: 2024
Remarks: $15K PRICE REDUCTION!! Needs Updating. Watch the sun go down from your west facing, glassed in Florida room; in Woodside Terrace. This quiet community is located on the South Side of Gulf Gate, just minutes from all the Restaurants and Stores in Gulf Gate. Discover the perfect blend of comfort, and convenience in this 2-bedroom, 2-bath condo with an attached 2-car garage, located in the highly sought-after 55+ maintenance-free community of Woodside Terrace in Gulf Gate. This Condo has an Open Floor Plan, with a screened in front porch to your front entrance, and an enclosed Florida Room off the Living room. A spacious two car garage with an attic for plenty of room for all your possessions. Both bedrooms have Plantation Shutters, and Walk in Closets with spacious baths for your comfort. This is a quiet neighborhood with a lovely pool area to enjoy a refreshing swim. All this is just a few minutes to Siesta Beach, Publix, shopping and restaurants. Convenient to everything. The washing Machine is a brand new GE with glass top loader that makes very little noise, in the enclosed Laundry room, off the Kitchen. Contact me today, to schedule a viewing, and make this residence your own!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: John Mcsweeney (248-917-7329)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000284 Days on yellowkey MLS ID: TB8409835
0 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3352 Built: 2021Monthly Fee: $258 Tax: $21,698 (2024)Community: Forest At The Hi Hat RanchSpa: NoSingle Family
Taxes:$21,698
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
3231 BENEVA RD #103, SARASOTA, FL 34232
$175,000144 Days on yellowkey MLS ID: A4678445
REDUCED by $14,900 (7.8%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,164 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,164
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Welcome Home to this beautifully updated 2-bedroom, 2-bath first floor condo located in the highly desirable Village Brooke community. This move-in-ready residence has been thoughtfully renovated with brand new bathrooms, a stunning updated kitchen, and new appliances, offering a fresh, modern feel throughout. Enjoy the convenience of ground-floor living and unwind on your private screened-in back patio, perfect for relaxing or entertainment. Village Brooke is a well maintained, pride-of-ownership community featuring two community pools, tennis courts, and shuffleboard, all set among lush, beautifully cared-for grounds. Ideally situated, this condo offers central Sarasota living with easy access to shopping, dining, and everyday conveniences. I-75 is just minutes away, making commuting a breeze, and you’re perfectly positioned between Downtown Sarasota and UTC Mall, giving you the best of both worlds. Whether you’re looking for a primary residence or a seasonal retreat, this beautifully updated condo checks all the boxes! Don’t miss your chance to own a slice of comfort and convenience in Village Brooke!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000195 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is one of the best values in Whispering Sands. The seller is willing to offer a $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach! The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing Agent: Harriet Stopher (404-316-8944)
1305 4TH ST #301G, SARASOTA, FL 34236
$995,000361 Days on yellowkey MLS ID: A4656537
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1182 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$9,950
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. The Garden Terrace Collection at The Gallery Sarasota offers a rare opportunity for new-construction two-bedroom living with architectural volume, natural light, private outdoor space, and exceptional downtown value. Designed for buyers seeking a residence that feels elevated, spacious, and connected to the outdoors, these homes range from approximately 1,200 to 1,300 total square feet. A private garden terrace extends the living and dining areas, creating a natural connection between indoor comfort and open-air living. Select residences also include an additional covered terrace, offering shade from the summer sun and shelter from the elements for year-round outdoor enjoyment. Inside, soaring 13'8" ceilings and full-height windows bring impressive scale and light, while a spacious private elevator entry enhances the sense of arrival. Refined Italian finishes, a contemporary kitchen island, and a well-appointed primary suite with built-in designer cabinetry add to the residence’s polished, modern feel. The result is a bright, expansive, and thoughtfully designed home that offers the ease of new construction with the privacy and livability of a boutique downtown address. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1305 4TH ST #202P, SARASOTA, FL 34236
$1,995,000468 Days on yellowkey MLS ID: A4642427
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1873 Built: 2026 Tax: $18,590 (2024)Community: The Gallery SarasotaCondo
Taxes:$18,590
Remarks: Under Construction. Residence 202P at TheGallerySarasota is the last remaining 3-bedroom plus office in the Elevated Living West Collection, offering 1,873 square feet of dramatic, light-filled design in one of downtown Sarasota’s most distinctive new luxury addresses. Defined by soaring 26-foot ceilings, full-height windows, and a private in-suite floor-to-floor elevator, this residence delivers architectural volume, natural light, and a true sense of arrival. The main living level features an open great room, dedicated office, dining area, and modern kitchen with high-end Italian finishes and a large gathering island designed for effortless entertaining. A private terrace with glass panel railing extends the living space outdoors, while the upper level offers a luxurious primary suite with walk-in closet, plus two additional bedrooms for guests or family. TheGallerySarasota is an iconic boutique mid-rise located just three blocks from the bay and above the floodplain. Residents enjoy a rooftop terrace with resort-style pool and social lounge, a two-room fitness center and yoga studio, private parking, storage, and a walkable downtown location near Whole Foods, Main Street, The Bay Park, and the Rosemary District. Under construction and thoughtfully limited in design, The Gallery offers a rare opportunity for new construction luxury in downtown Sarasota.
1305 4TH ST #403B, SARASOTA, FL 34236
$1,459,000507 Days on yellowkey MLS ID: A4637429
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1556 Built: 2026 Tax: $14,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$14,590
Remarks: Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,556 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living. Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A sweeping signature open staircase adds sculptural impact, while a private in-suite floor-to-floor elevator provides effortless access between levels. Glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace. Inside, the modern kitchen is anchored by a 13-foot gathering island, creating a natural centerpiece for entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, adding a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
1305 4TH ST #401B, SARASOTA, FL 34236
$1,659,000508 Days on yellowkey MLS ID: A4637420
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1734 Built: 2026 Tax: $15,250 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,250
Remarks: Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,734 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living. Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A private in-suite floor-to-floor elevator provides effortless access between levels, while glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace. Inside, the modern kitchen is anchored by a spacious gathering island, creating a natural centerpiece for entertaining. A beverage bar with Italian cabinetry and quartz countertop adds function and polish, while the primary suite offers built-in cabinetry and a freestanding soaking tub for a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
7213 LAS CASAS DR, SARASOTA, FL 34243
$389,000515 Days on yellowkey MLS ID: A4636494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2156 Built: 1973Monthly Fee: $292 Tax: $4,210 (2024)Community: Las Casas CondoVilla
Taxes:$4,210
Remarks: Welcome to Las Casas, a pet-friendly boutique 55+ community of just 22 detached villas, located 8 miles from downtown Sarasota and the Gulf Coast beaches. Nestled on a private cul-de-sac backing onto McArthur Park, this villa offers excellent curb appeal and a peaceful setting. Recently updated, the home features new luxury vinyl plank flooring and has been freshly painted inside and out. The open floor plan includes well-defined living spaces of living room, dining room and a versatile bonus room which leads to a newly paved back patio, where you can relax amid mature landscaping. The primary suite is generously sized, with a walk-in closet and an ensuite bathroom. The split floor plan places the second and third bedrooms on the opposite side of the home, providing privacy for guests or family members. Bedroom three includes built-ins and a Murphy bed, adding functionality to the space. Homes in this desirable community live like single-family residences but are maintained under a condominium model with modest monthly HOA fees. These fees include all lawn care and access to a community pool and clubhouse, conveniently located next door. The clubhouse offers a large social area and a kitchen, ideal for hosting gatherings and events. This quiet, well-maintained neighborhood is close to SRQ Airport, University Parkway, the Asolo Theatre, and the Ringling Museum, making it a prime location for enjoying Sarasota's cultural attractions. Don’t miss your chance to see this villa. (Some images have been virtually staged for ease of viewing.)
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
4606 TIPPECANOE TRL #119, SARASOTA, FL 34233
$160,000221 Days on yellowkey MLS ID: A4671371
1 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1973Monthly Fee: $437 Tax: $882 (2024)Community: Lake TippecanoeCondo
Taxes:$882
Elementary School: Ashton Elementary
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Brand New Price!! Welcome to Lake Tippecanoe — Sarasota’s Premier 55+ Community! This beautifully maintained 2-bedroom, 2-bath ground-floor condo offers 1,258 sq. ft. of comfortable, maintenance-free living in the heart of Sarasota. Step inside to an inviting open floor plan where the kitchen seamlessly flows into the great room—perfect for entertaining or relaxing. Natural light fills the spacious Florida room/dining area, overlooking a peaceful backyard setting. MOTIVATED SELLER Enjoy the convenience of indoor laundry and the ease of community living, with the association taking care of lawn maintenance, exterior upkeep (including the roof), pest control, cable, water, and trash pickup—so you can focus on enjoying the Florida lifestyle. Lake Tippecanoe is a well-established and friendly 55+ community featuring a clubhouse, social activities, and a serene lakefront setting. Ideally located near Sarasota’s world-famous beaches, top-rated golf courses, shopping, and dining, this condo offers the perfect blend of comfort, convenience, and community. Come experience the relaxed Sarasota lifestyle you’ve been dreaming of at Lake Tippecanoe!
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Josh Mott (941-780-3063)
5520 ROSEHILL RD #203, SARASOTA, FL 34233
$199,900154 Days on yellowkey MLS ID: A4677482
REDUCED by $20,000 (9.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1141 Built: 2002 Tax: $2,812 (2025)Community: Admirals WalkCondo
Taxes:$2,812
Remarks: $20,000 PRICE IMPROVEMENT! Live in a TREE HOUSE and park your car in a GARAGE. Lowest priced 2-bedroom in Admiral’s Walk with a garage! This second-floor corner condo has everything you are looking for: impact glass hurricane windows, newer roof & hardiboard siding, newer A/C system and newer washer/dryer! Plus, a 1-car oversized garage (12’ X 26’ long) for extra storage. The light and bright interior space has a great room floor plan featuring a vaulted ceiling with clerestory window and windows on two walls with water views. The open kitchen has a breakfast bar overlooking the dining area and a pantry. The two bedrooms have ensuite bathrooms with large walk-in closets. Admiral’s Walk is a New England style community with ponds, fountains and mature trees. There are plenty of amenities to suit everyone’s taste. Relax by the pool or soak in the spa, work out at the fitness center, visit the clubhouse and play pool, or cook dinner on the community grill. Your pets will be happy here too. Two pets up to 65 pounds each are allowed. Siesta Key beaches are a short drive away and there are plenty of shopping, dining and cultural destinations nearby. You’ll find easy access to I-75 for a quick drive to UTC Mall and Benderson Park. Come live the Florida lifestyle!
Listing Agent: Barb Standish (941-504-9458)
101 WHISPERING SANDS DR #301, SARASOTA, FL 34242
$449,00020 Days on yellowkey MLS ID: A4688898
REDUCED by $50,000 (10.0%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,483 Tax: $3,312 (2025)Community: Whispering SandsCondo
Taxes:$3,312
Remarks: Opportunity awaits in one of Siesta Key's most desirable GULF FRONT communities! Perfectly positioned on the 3rd floor of the popular Tropic View building just steps from the sugar white sands and turquoise waters of the Gulf, this 2 bedroom/2 bath Whispering Sands residence offers exceptional potential for the buyer with vision. The sellers are willing to offer a $30,000 SELLER CREDIT with an acceptable contract, to offset any future improvements or assessments. Ready for renovation and priced accordingly, this property serves as a blank canvas for updates and customization to suit your style. The spacious floor plan is complemented by a 34' screened and glass enclosed lanai that spans the entire length of the unit, providing additional valuable living space and a comfortable setting in which to relax or entertain year round. The primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Furnishings are negotiable. This unit also comes with an assigned storage locker on the same floor for all of your beach essentials. As one of Siesta Key's most sought after 55+ communities, Whispering Sands is known for its prime beachfront location, offering 800' of PRIVATE beach access, 2 heated pools, new beachside Tiki Hut, charcoal and gas grills, shuffleboard, beachside canoe/kayak storage, onsite management, and an active social atmosphere. Beach loungers are placed on the beach daily for the exclusive use of owners and their guests. The clubhouse is currently undergoing complete remodeling and will include brand new fitness equipment, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Whispering Sands residents also enjoy a short stroll to Siesta Key Village's charming boutiques, restaurants, and entertainment while still enjoying the tranquility of Gulf front living. Whether you're seeking a seasonal escape, year round residence, or an opportunity to create a personalized coastal retreat, this property offers the prefect foundation in an exceptional location. Bring your imagination and discover the possibilities that await just moments from the Gulf!
4242 DRYDEN CIR, SARASOTA, FL 34241
$535,0009 Days on yellowkey MLS ID: A4696289
REDUCED by $14,000 (2.6%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Remarks: Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath and an oversized walk-in closet designed to accommodate even the most extensive wardrobe. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai, complete with durable epoxy flooring, offers the perfect space to relax or entertain year-round. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
1306 GRANTHAM DR, SARASOTA, FL 34234
$330,00057 Days on yellowkey MLS ID: N6143979
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $268 Tax: $2,949 (2025)Community: Bradford Manor TwnhmsTownhouse
Taxes:$2,949
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: FREE home warranty included. Located in the gated community of Bradford Manor, this home offers a LOW HOA fee of $268 per month with NO CDD FEES, covering exterior maintenance, community pool, basic cable, high-speed fiber internet, and trash removal for easy, low maintenance living. Recent enhancements thoughtfully elevate the home, bringing added comfort, efficiency, and peace of mind, including a DuroMax Dual Fuel XP4850EH hook up generator that will be included with the purchase, a water softener system installed in the garage, a UV (UVC) air purification system for the HVAC, a Level 2 EV charging (240V) outlet in the garage, and beautifully upgraded quartz countertops in all bathrooms. Step inside to discover a bright, open concept layout enhanced by high ceilings throughout. The main living areas feature tile flooring and a seamless flow ideal for both everyday living and entertaining. The kitchen is equipped with granite countertops, wood cabinetry, and an oversized breakfast bar that opens to the living and dining spaces. A first floor half bath and two entryway storage closets add convenience, while the screened lanai and paved patio offer a private outdoor retreat with no rear neighbors. The second level offers a well-designed layout with all three bedrooms and a conveniently placed laundry area enhancing everyday functionality. The spacious primary suite features a generous walk in closet and an ensuite bath with dual sinks and a walk in shower. The guest bathroom is designed with functionality in mind, offering a split layout with a dual sink vanity separate from the shower and toilet area, allowing for simultaneous use and enhanced privacy. Additional highlights include a spacious one car garage that not only accommodates a vehicle but also provides valuable extra storage space for tools, beach gear, and seasonal items, hurricane shutters for added protection and peace of mind during storm season, and ample guest parking conveniently located throughout the community, making it easy to host family and friends. Perfectly positioned in a prime Sarasota location, this home is just minutes from downtown, University Parkway, UTC shopping and dining, Sarasota Airport, top rated schools, and the area’s renowned beaches, offering the ideal combination of convenience and lifestyle. This home is perfect for a first time homeowner or as a vacation property, offering low maintenance living, strong lock and leave convenience, and proximity to key amenities, making it easy to enjoy full time living or seasonal escapes with ease. Schedule your private showing today and experience all this home has to offer.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,00053 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
Elementary School: Southside Elementary
High School: Pine View School
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
7759 WANING MOON WAY, SARASOTA, FL 34241
$399,378133 Days on yellowkey MLS ID: A4681155
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $50,000 (11.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Remarks: Under Construction. What's Special: Pond View | Single Level Living | Dedicated Study | Close to Amenities | Close to Trails | Gourmet Kitchen. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7759 Waning Moon Way in Esplanade at Skye Ranch! Explore this charming new home designed with comfort and thoughtful details throughout. As you enter, you’re welcomed into an open-concept gathering room filled with natural light from whole-house impact windows and connected to a screened-in lanai for relaxed indoor-outdoor living. The designer kitchen overlooks the space and features an apron-front sink, quartz countertops, and a spacious center layout that flows easily into the formal dining area. The primary suite serves as a peaceful retreat with a spacious walk-in closet and an en-suite bath with a dual vanity. On the opposite side of the home, you’ll find a secondary bedroom, full bathroom, dedicated study, laundry room, and garage entry, giving you the flexibility and convenience you need for everyday living. Additional Highlights Include: Study in place of flex, pocket doors at study, extended lanai with screened in patio, tray ceiling at primary suite, great room, dining and study, 8' interior doors, whole house impact windows, 42" kitchen cabinets, GE refrigerator, washer and dryer. Photos are for representative purposes only. MLS#A4681155 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7701 BLUE MOON RUN, SARASOTA, FL 34241
$787,29421 Days on yellowkey MLS ID: A4694841
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Corner Lot | Pond View | Close to Amenities | Dedicated Study. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Lazio II at 7701 Blue Moon Run in Esplanade at Skye Ranch! This warm and inviting home opens to a welcoming foyer that flows into a bright great room, dining area, and gourmet kitchen with a spacious island and casual dining nook that is perfect for gathering. The private primary suite offers a peaceful retreat with a spa inspired bath, walk in closet, and convenient access to the laundry room. Two additional bedroom suites and a dedicated study provide flexible space for guests, work, or hobbies. Enjoy relaxed indoor and outdoor living with a generous lanai just off the main living areas. A two-car garage and smart storage throughout add comfort and ease to everyday living. Additional Highlights Include: 10' ceilings, outdoor kitchen rough-in, 8' interior doors, impact windows, and prewire for pool and spa. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! MLS#A4694841
1305 4TH ST #101A, SARASOTA, FL 34236
$1,495,000508 Days on yellowkey MLS ID: A4637380
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1586 Built: 2026 Tax: $15,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,590
Remarks: Under Construction. The Private Courtyard Collection at The Gallery Sarasota offers a distinctive approach to downtown living for buyers who value generous outdoor space, privacy, and the ability to host comfortably. This 2-bedroom, 2.5-bath residence offers 1,586 square feet of interior living space and is centered around 620 square feet of luxurious private outdoor living space—an expansive courtyard designed to extend everyday life outdoors. Designed for single-level living, the layout intentionally separates the primary suite and main living areas from the guest suite, creating privacy for both owners and visitors. The separate guest suite with private entry makes the residence especially well suited for frequent guests, extended stays, or shared ownership. Multiple entrances add convenience and flexibility, while 13-foot ceilings and full-height windows bring natural light, volume, and a sense of openness throughout. Inside, the spacious kitchen features a large contemporary island for everyday living and entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, creating a quiet retreat within the home. The result is a private, expansive residence that feels more like an everyday getaway right in your own backyard. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
4819 SEA ISLAND AVE, SARASOTA, FL 34234
$139,00057 Days on yellowkey MLS ID: A4689720
INCREASED by $20,000 (16.8%) on 06/12/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 915 Built: 1968Monthly Fee: $137 Tax: $2,773 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,773
Remarks: Investor Opportunity in a Sought-After 55+ Community – CAP Rate Over 11% with Yearly Lease Already in Place This is the kind of deal investors look for—immediate income, strong upside, and a property in a desirable over-55 community. This 2-bedroom, 1.5-bath home offers approximately 915 square feet of living space, plus a flexible bonus room that can easily function as a third bedroom, office, or den, increasing both appeal and potential value. Recent improvements, including a new carport and screened-in porch, add value while reducing near-term upgrade needs. The home also features an in-unit washer and dryer and an outdoor shower, adding convenience and livability for occupants. For investors seeking reliable cash flow with room to add value, this property checks all the boxes—leased, income-producing, and positioned for even greater returns. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing Agent: Angelo Sammarco (941-284-5673)
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