Location: Sarasota
Do Not Show Listings
3953 PRAIRIE DUNES DR, SARASOTA, FL 34238
$960,00055 Days on yellowkey MLS ID: A4689054
REDUCED by $15,000 (1.5%) on 04/19/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 1985Monthly Fee: $125 Tax: $6,809 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,809
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to 3953 Prairie Dune Drive, located in the gated Country Club of Sarasota with a fully staffed security gate providing twenty-four-hour access control. Positioned along the second fairway, this five-bedroom, four-bathroom home offers golf course views and updates, including a new roof and replumbing. Low HOA fees add to long-term value, while the layout and setting provide an opportunity for updates or personalization over time. The interior features high ceilings, natural light, and a functional floor plan with two separate living areas. The formal dining room with a bay window sits adjacent to the family room with a wet bar. The kitchen includes a breakfast area, large pantry closet, wood cabinetry, bar seating, center cooking island, and pass through window to the lanai and pool area. The upstairs primary suite includes three closets, dual vanities with a separate makeup station, soaking tub, walk-in shower, and a loft overlooking the main living area and fairway. With five bedrooms, four bathrooms, and two flexible bonus spaces, the home can accommodate multigenerational living, private offices, fitness or hobby rooms, and guest quarters. Outdoor features include a covered lanai, pool, spa, and golf course views. The property is located near multiple highly rated golf courses, including TPC Prestancia, the Legacy Trail, parks, marinas, shopping, dining, and everyday conveniences, including Costco, Sprouts, Publix, and Target, with Whole Foods and additional retail coming soon. Siesta Key Beach, voted the number one beach in America, is located less than five miles away. Optional membership to TPC Prestancia Golf & Sports Club provides access to golf, tennis, pickleball, fitness facilities, a lap pool, dining, and social events. Club amenities are currently undergoing renovation and are expected to reopen soon, with discounted membership opportunities available before reopening. 3953 Prairie Dune Drive offers a large golf course home in an established gated community with flexibility and the opportunity to personalize in a location close to golf, the Legacy Trail, and Siesta Key.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julianna Burns (941-800-7653)
530 MAGELLAN DR, SARASOTA, FL 34243
$625,00020 Days on yellowkey MLS ID: A4692098
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1972 Tax: $6,126 (2025)Community: Whitfield Country Club Add RepSpa: YesSingle Family
Taxes:$6,126
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the pinnacle of Florida’s mid-century charm in this impeccably maintained 3-bedroom, 2-bathroom residence with a side entry garage, perfectly situated on a premier golf course lot. Lowest price on the 7th tee! This home has a private, resort-style oasis feel featuring a newly remodeled heated pool and spa, complete with modern Wi-Fi automation, outside security cameras & lighting, and a freshly re-screened cage—all framed by the lush, manicured fairways of the historic Sara Bay Country Club. Inside, the home shines with 2022 upgrades, including Luxury Vinyl Plank flooring and a comprehensive Trane HVAC system with new ductwork. Whether you are enjoying a morning coffee with panoramic golf course views or hosting an alfresco dinner under the mature palms, this property offers a rare move-in-ready lifestyle. For the golf enthusiast, an optional private membership to Sara Bay Country Club may provide access to the legendary Donald Ross-designed course and exclusive social amenities, allowing you to tailor your country club experience to your own pace. There is no mandatory HOA, but there are some special rules that apply to the neighborhood in the Manatee County Development Code that apply specifically to Whitfield. There is a voluntary Neighborhood Association for an annual fee of $30. The Sara Bay Country Club currently grants neighborhood association members a free culinary membership to the club, which grants limited dining privileges at the clubhouse. Schedule your showing today!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000102 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$8,303
Elementary School: None
High School: None
Middle School: None
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$640,00023 Days on yellowkey MLS ID: A4690141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FULLY FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
7689 COVE TER, SARASOTA, FL 34231
$3,499,00034 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00046 Days on yellowkey MLS ID: A4690123
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Remarks: Under contract-accepting backup offers. Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
4956 BRIDGEHAMPTON BLVD, SARASOTA, FL 34238
$985,00042 Days on yellowkey MLS ID: A4690574
REDUCED by $40,000 (3.9%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2960 Built: 1999Monthly Fee: $181 Tax: $5,805 (2025)Community: The HamptonsSpa: NoSingle Family
Taxes:$5,805
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Peaceful panoramic long lake and park views over your blue water pool, come discover gated West Hampton on exclusive Palmer Ranch. Move in ready, new flat tile roof 2025, one owner, meticulously maintained 2960 sqft under air. Double French door entry to combined living and dining room with lanai, pool, lake, and views of the 83-acre Culverhouse Nature Park. Split plan 4-bedroom, large front den, 3-bath, and 2-car garage. The island kitchen offers stainless steel appliances (2024), Corian countertops, and natural gas hook-up. Raised panel 42” cabinets, pull outs, and closet kitchen pantry. Your kitchen café has a captivating aquarium glass window view of the lanai, pool, lake, and park. Large kitchen correspondence desk. Enjoy a south-facing, natural gas-heated pool with private sunbathing on a new cool deck surface (2025) and two spacious covered lanais. Crown molding in foyer, dining, and living room. Spacious primary suite with double entry doors, large walk-in closet and hanging closet. Primary bath with frameless glass walk-in shower, separate tub, and twin vanities. Tile and laminate flooring throughout, no carpeting. Palmer Ranch is an expertly engineered 10,000 acre planned unit development, minutes to Siesta Key beach, unhurried parkways, excellent schools, new public library, shopping, restaurants, state of the art fitness centers, parks, and quick access to the Legacy bike trail. 2- Carrier a/c 2019 & 2022, re-plumbed home 10/2015, & natural gas pool heater 4/2020. Furniture package available.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Leonard Giarrano (941-724-0690)
3052 WEBBER ST, SARASOTA, FL 34239
$525,00075 Days on yellowkey MLS ID: A4685956
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (1.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00080 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath WATERFRONT residence offers an exceptional blend of comfort, style, and boating convenience in one of the island’s most desirable locations. A spacious screened lanai overlooking the water creates the perfect setting for morning coffee, evening cocktails, and enjoying serene coastal breezes year-round. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. Each spacious bedroom includes its own en-suite bath, providing privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms (2022–2023), kitchen enhancements completed in 2023, updated lighting throughout, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional upgrades include a new water softener and water pressure pump installed in 2025 for enhanced functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1763 SPREADER LN, SARASOTA, FL 34240
$550,00014 Days on yellowkey MLS ID: A4693780
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2524 Built: 2023Monthly Fee: $247 Tax: $4,951 (2025)Community: Nautique/WatersideTownhouse
Taxes:$4,951
Remarks: Under contract-accepting backup offers. Discover on of Nautique at Waterside's largest and most beautifully appointed end-unit townhomes. Ideally located within walking distance to the amenities of Nautique and Waterside at Lakewood Ranch. Waterside Place is a lakefront entertainment destination of shops, dining, and events located in Lakewood Ranch, the #1 rated and fastest growing planned community in the nation for eight consecutive years. Natural light pours through four expansive windows, enhancing the bright, open feel that distinguishes this end unit. The screened lanai and thoughtfully designed landscaping create a peaceful outdoor retreat - perfect for morning coffee or relaxed evening gatherings. Designed for both comfort and convenience, the home features a first floor primary suite and direct interior access from the two car garage. One of only two townhomes in the community offering over 2,500 square feet of living space. The home also offers and additional 300+ square feet of roughed in room behind a wall in the second bedroom. This could be perfect for a multipurpose room or additional bedrooms. Impact windows and doors provide additional peace of mind. The shiplap front hall reflects a coastal living sensibility. Residents of Natique enjoy a community pool overlooking Kingfisher Lake, pickle ball courts, a playground, and dog park connected by walking trails just minutes from the house. The location is terrific - minutes from University Town Center, Main Street, Lakewood Ranch, downtown Sarasota, St. Armands Circle and world-famous beaches of Siesta Key and Lido. Easy access to I75 makes travel to Tampa, St. Pete, and Fort Myers a breeze. This unique home is a rare oppportunity in one of Sarasota's most desirable communities.
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Wayne Diller (941-313-7520)
8370 WINGATE DR #716, SARASOTA, FL 34238
$255,00023 Days on yellowkey MLS ID: A4693098
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1996 Tax: $3,341 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,341
Remarks: Have you been waiting to find that perfect lakeview condo? This great 2 bed/2 bath condo at Pinestone is the perfect home for nature lovers! From the screened lanai, you can enjoy birdwatching and an occasional alligator sighting! Grilling is allowed on your personal patio. Add some colorful flowers and plants to make it your own outdoor oasis. Enjoy water views from your open plan kitchen, dining, and living areas and your master bedroom as well. This unit is being sold turnkey furnished with fun Florida Style furniture and decor. It is carpeted though out except for the ceramic tile in the kitchen and bathrooms. The current formica cabinets are older but in good condition and several appliances are newer. There are several large closets and a large storage room adjacent to the entry which is great for your beach gear, bikes, and other items. This condo is being sold AS-IS. Pinestone at Palmer Ranch is known for its amenities and social calendar. Enjoy swimming in the Olympic style heated pool, or get active on the tennis and pickleball courts. There is a 32- seat movie theater for private showings of movies and sports. The nearby Legacy Bike Trail is popular with bikers and walkers. Siesta Key and Venice are just 15 minutes- drive time. This location is ideal for quick access to Costco, Kohls, Target, Publix , Lowes and many great restaurants. If you are ready to live the Florida resort lifestyle this community and this condo could be perfect for you. Call for a private showing.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4270 CASTLEBRIDGE LN #1723, SARASOTA, FL 34238
$325,00028 Days on yellowkey MLS ID: A4692087
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1998 Tax: $3,654 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,654
Remarks: One or more photo(s) has been virtually staged. Welcome to beautiful Pinestone at Palmer Ranch; an active resort style community, complete with all of the amenities that make living there extraordinary! 4270 Castlebridge Ln 1723 is a large 2 story, second floor unit with a one-of-a-kind pool and grounds view. The "Chateau" is an open floor plain in the living areas. There are 2 spacious bedrooms on the main floor and a large primary suite and loft on the second floor. From the second floor you can see the living areas below. The vaulted /cathedral ceilings create an expansive feeling. There are 2 walk-in closets . The new vinyl wood plank flooring throughout is stunning! New lighting fixtures, and a newer refrigerator are a nice addition. Enjoy seasonal or full time living at Pinestone. The beautiful clubhouse is the site of many community parties and other events. There is an expansive heated pool, BBQ grills, a billiard room, spa, basketball, pickleball, and tennis courts, and an onsite 32 seat movie theater. The fitness room, water aerobics program, and chair yoga, line dancing, and other opportunities are popular for staying fit. The Pinestone Patter, a monthly calendar and newsletter, keeps all informed as to all of the events to have fun and meet the neighbors. Pinestone has an on-site manager. Rentals are allowed at a 3-month minimum /4 times a year-see the rental restriction docs. Pinestone is close to the Legacy Bike Trail, YMCA, Costco, Kohls, Target, Publix, and many restaurants. The new commercial complex on 41-Beneva will have many other great offerings. Call today for a private showing. Note: Some photos are virtually staged.
6742 BOWLINE DR, SARASOTA, FL 34231
$450,00081 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
4476 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,000108 Days on yellowkey MLS ID: A4682511
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1994Monthly Fee: $285 Tax: $4,716 (2025)Community: Villas At Deer CreekSingle Family
Taxes:$4,716
Remarks: Beautifully updated home in Villas at Deer Creek. This home is located in one of Palmer Ranch's most beautiful mature neighborhoods. The home has many nice features. All rooms are spacious with a great open plan kitchen, dining and living areas. Adjacent to the kitchen is a beautiful built-in executive desk. Cabinets are solid wood. There are two very large bedrooms and an ofiice/den that also has a murphy bed for guests Wrap-around windows and recessed lighting keep all of the living areas light and bright. From the screened lanai you can enjoy long views of the green belt and the lake. There is an inside utility room and a large 2 car garage. The AC was replaced in 2020, This home has a touch of elegance which is seldom found in modern homes. Deer Creek is a maintenance -free community. There is a private neighborhood pool. This location allows for easy access to Lowes, Costco, Target, Publix, banks and numerous restaurants. The Legacy Bike Trail is nearby. Siesta Key is a quick 15 minute drive.
9300 CLUBSIDE CIR #1208, SARASOTA, FL 34238
$295,000199 Days on yellowkey MLS ID: A4672094
REDUCED by $10,000 (3.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1994Monthly Fee: $605 Tax: $3,487 (2024)Community: Stoneybrook Golf & Country ClubCondo
Taxes:$3,487
Tax Year: 2024
Remarks: BEAUTIFUL views offered with this 2-bedroom, 2-bath, corner unit condo in the highly sought-after Stoneybrook Golf & Country Club Situated on the second floor, with natural light filtering through, this updated unit offers 1,230 square feet of airy living space and blends comfort with a coastal feel. Delight in your morning coffee and unwind each evening on your climate-controlled glass-screened lanai, overlooking the lake and lush greens. Enjoy luxury tile flooring with a sound mat beneath, upgraded countertops, and the enhanced glass-enclosed lanai that extends your living space year-round. The unit includes a new HVAC system (2022), newer hurricane-rated windows, and a full-house water filtration system. For your convenience, right outside your front door you’ll find a grilling and gathering area, community pool, and pickleball/tennis court – perfect for relaxing or connecting with neighbors. The condo also includes a covered carport, additional parking for guests, and a private owner's storage closet. Recently painted with a newer tile roof, this condo offers peace of mind and easy living. A short stroll brings you to the Stoneybrook Amenities and Clubhouse, featuring a world-class and newly renovated golf course, tennis courts, biking trails, fitness center, dining, and more. Centrally located, Stoneybrook places you just moments from Downtown Sarasota, world-famous Siesta Key, and charming Venice. When you call this place home, you’re not just buying a condo—you’re buying a lifestyle in Florida paradise. Could be sold TURNKEY if desired
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Debbie Nevadomski (941-894-2515)
4533 CINNAMON DR #2707, SARASOTA, FL 34238
$365,90095 Days on yellowkey MLS ID: A4683875
REDUCED by $14,000 (3.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2004 Tax: $2,681 (2025)Community: Arielle On Palmer Ranch Sec 1Spa: YesCondo
Taxes:$2,681
Remarks: Welcome to beautiful Palmer Ranch and the highly sought-after Arielle community! This spacious 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and resort-style living — all on one floor with no stairs. The bright, open-concept floor plan features tile flooring throughout the main living areas and carpeted bedrooms and den, abundant natural light, and a well-appointed kitchen with a brand-new dishwasher (2025). Recent upgrades include a brand-new A/C system installed in March 2025, providing peace of mind and energy efficiency. Both kitchen and dining room have tray ceilings. Step out onto your private screened lanai overlooking the community center and heated pool, offering a premium location just steps from the pool, spa, and grilling areas — perfect for relaxing mornings and peaceful evenings. Enjoy lush tropical landscaping, scenic walking trails, views of the pond, and resort-style amenities. Ideally located near the Legacy Trail, UTC, Costco, YMCA, Siesta Key beaches, shopping, dining, and I-75. No CDD and not in a flood zone. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeffrey Reali (207-671-4091)
6014 BORDER LN, SARASOTA, FL 34231
$525,00028 Days on yellowkey MLS ID: A4692425
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 1954 Tax: $5,909 (2025)Community: Pine Shores Estate 4Th SecSingle Family
Taxes:$5,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!
Listing Agent: Joe Cleary (941-650-8485)
5867 HELICON PL, SARASOTA, FL 34238
$404,00050 Days on yellowkey MLS ID: A4689669
REDUCED by $17,000 (4.0%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2002Monthly Fee: $476 Tax: $3,252 (2025)Community: VillagewalkVilla
Taxes:$3,252
Elementary School: Ashton Elementary
Remarks: MAKE AN OFFER! This beautiful water view home with two bedrooms and two baths has been lovingly cared for and is loaded with updates. Beautiful 20" ceramic tile in every room, updated kitchen with pot sink, granite counters with rounded edges for counter seating, updated cabinets with pull out shelving and new doors, newer appliances and glass entry door. Faux Fireplace in Living area to warm your heart. The home has had a recent 4 pt inspection, dryer vents have been cleaned, A/C serviced recently, garage springs replaced by Precision Garage Doors, new shower door in master bath and so much more. Clear hurricane shutters allow light to brighten the home with secure protection. Dome solar light in 2nd bedroom for added natural light. Freshly painted throughout. Brinks Safe in Laundry Room. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, the Florida Building Codes are considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have little chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone D, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore. Seldom losing power. Amenities include 24 hour guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Fantastic Place to Call HOME!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00042 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Outstanding unit in the Meadows. Enjoy the view every day! Wonderful view of Golf Course and pond, just outside your window. The Meadows offers loads of activities and this unit has a Wonderful Water View/Golf Course View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining.
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999224 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing Agent: Karen Nasello (727-421-0308)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.