Location: Sarasota
Do Not Show Listings
3952 ASHWOOD LN #37, SARASOTA, FL 34232
$179,900242 Days on yellowkey MLS ID: A4663160
REDUCED by $20,000 (10.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,584 (2024)Community: Glen Oaks Ridge Villas 1Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,584
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to easy Florida living in the heart of Sarasota. Tucked inside an active 55+ community, this beautifully updated 2-bedroom, 2-bath villa offers the perfect combination of comfort, style, and convenience for both seasonal escapes and full-time living. Partially furnished and truly move-in ready, this inviting home is designed for enjoying the relaxed Sarasota lifestyle from day one. Inside, you’ll immediately notice the light-filled open feel and thoughtful upgrades throughout. Luxury vinyl flooring with Air Guard underlayment flows seamlessly throughout the home, while Soft-Lite impact windows provide added peace of mind and energy efficiency. Recent improvements include a new A/C compressor (2025), upgraded laundry room with fresh drywall, painted flooring, utility sink, and tile backsplash, along with refreshed bathrooms featuring updated vanities and toilets. The screened front entry creates a welcoming and private outdoor space, complemented by added gutters and attractive paver details. The spacious primary suite features a walk-in closet and private en-suite bath with a wheelchair-accessible shower for added comfort and accessibility. A generous guest bedroom offers flexibility for visitors, hobbies, or a home office setup. Enjoy peaceful mornings and relaxing evenings in the enclosed lanai, or take advantage of the community’s outstanding amenities, including a heated pool, shuffleboard courts, fitness room, clubhouse, game room, and a full calendar of social events. From bingo nights to potluck dinners, this is a neighborhood where neighbors quickly become friends. Ideally located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, medical facilities, and the area’s renowned arts and cultural attractions, this charming villa delivers the best of low-maintenance Florida living in one exceptional location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brooks Cundiff (941-374-6848)
10844 ECLIPSE ST, SARASOTA, FL 34241
$564,65145 Days on yellowkey MLS ID: A4690301
1 Days Off yellowkey (back on 5/27/2026)
INCREASED by $25,000 (4.6%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1790 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$0
High School: Riverview High
Tax Year: 2025
Remarks: Under Construction. What's Special: Pond View | No Rear Neighbors | Convenient 1st Floor Living. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Saint Vincent at 10844 Eclipse Street in Cassia at Skye Ranch! This thoughtfully designed new home embraces easy Florida living with a welcoming foyer that includes a convenient powder room and leads you straight into the heart of the home. The kitchen overlooks the dining area and great room and features quartz countertops, an apron front kitchen sink, soft close cabinets, and a layout that flows perfectly for everyday living. Sliding doors open to the covered lanai, creating a bright and comfortable connection between indoor and outdoor spaces. Tucked at the back of the home, the primary suite offers a relaxing retreat with an en-suite bath and a spacious walk-in closet, while two secondary bedrooms share a full bathroom and a dedicated study adds flexible space. Whole house impact windows provide added peace of mind, and the laundry room offers direct access to the two-car garage. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Study in place of flex, 8' interior doors, tray ceiling pkg, impact windows, pre-plumb for future laundry tub, and upgraded cabinets and flooring. Photos are for representative purposes only. MLS#A4690301
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
2153 PUEBLO CIR #V14, SARASOTA, FL 34231
$199,000124 Days on yellowkey MLS ID: A4679111
REDUCED by $33,000 (14.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,363 (2025)Community: Woodside Village WestSpa: NoCondo
Taxes:$2,363
Remarks: Located in the heart of Sarasota, this ground floor 2/2 villa is very comfortable, manageable and private. Tucked away in a private courtyard, this villa has been lovingly maintained and upgraded by its owner. The windows and sliding glass door were replaced in 2016 with PGT vinyl frame impact double hung windows and impact sliding glass in the sliding door. The HVAC unit was replaced in 2022. The interior of the entire villa was freshly painted in 2022. The kitchen has cabinets galore and plenty of counter space. The laundry closet has a washer and dryer and storage space. The side door in the kitchen and the slider in the dining area lead to the private patio in the back of the villa. With permission from the Association, this patio can be screened in. There is a large walk in the closet off of the primary bedroom plus an ensuite bath with a large vanity and a step-in shower. Grab bars have already been installed in the shower. There is a full guest bath with tub/shower. More closet space and storage in the second bedroom plus in the large hallway closet. This active 55+ community has a swimming pool. Each unit has its own parking space plus guest spots. There are a total of 48 units in this private enclave. Conveniently located close to shopping, restaurants, medical offices and houses of worship plus only a few miles away from America's #1 Beach at Siesta Key. Being sold turnkey furnished, this villa is move in ready.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000284 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
4217 OAKHURST CIR E #3023, SARASOTA, FL 34233
$245,000192 Days on yellowkey MLS ID: A4672853
2 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1765 Built: 1981 Tax: $2,147 (2024)Community: Oakhurst Ph IVilla
Taxes:$2,147
Remarks: Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bath villa located in the highly desirable Oakhurst 55+ community. Step inside to a welcoming formal living and dining area, perfect for entertaining, along with a comfortable informal living/family room for everyday relaxation. The well-appointed kitchen offers plenty of workspace, and the generous interior laundry room adds everyday convenience. The updated primary bathroom provides a fresh, modern touch, while the light and bright Florida room is a true highlight—featuring sliding glass doors that frame the beautiful landscaping and peaceful preserve views. of Oakhurst enjoy an active lifestyle with a beautiful clubhouse, heated pool, and a full calendar of community activities. This villa offers comfort, convenience, and a wonderful Florida lifestyle.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Viola Cashmore (941-356-0727)
3953 PRAIRIE DUNES DR, SARASOTA, FL 34238
$960,00054 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
Taxes:$6,809
Elementary School: Gulf Gate Elementary
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
$625,00019 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
$949,000101 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
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
$640,00022 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 Agent: Harriet Stopher (404-316-8944)
7689 COVE TER, SARASOTA, FL 34231
$3,499,00033 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
$4,250,00045 Days on yellowkey MLS ID: A4690123
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
$985,00041 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
$525,00074 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
$2,290,00079 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
$550,00013 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
$255,00022 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 Agent: Carolyn Francis (941-400-0083)
4270 CASTLEBRIDGE LN #1723, SARASOTA, FL 34238
$325,00027 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
$450,00080 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
$479,000107 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
$295,000198 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
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 Agent: Debbie Nevadomski (941-894-2515)
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