Location: Sarasota
Do Not Show Listings
7770 WANING MOON WAY, SARASOTA, FL 34241
$449,77443 Days on yellowkey MLS ID: TB8505985
1 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7770 Waning Moon Way in Esplanade at Skye Ranch! This new twin villa offers a thoughtfully designed open layout that blends comfort and style for easy everyday living. The kitchen overlooks the dining area and great room and is beautifully appointed with quartz countertops and an apron front kitchen sink, creating a functional yet inviting gathering space. Luxury plank flooring flows throughout the main living area, enhancing the home’s cohesive design. The private primary suite provides a relaxing retreat, while a secondary bedroom and study offer flexibility for guests or a home office. Sliding doors lead to the covered lanai with a screened in patio, extending the living space outdoors, and whole house impact windows add peace of mind and durability throughout the home. Additional Highlights Include: tray ceiling pkg, pocket doors at study, 8' interior doors, pre-plumb for future laundry sink, garden fence, and extended LVP flooring to primary suite and closet. Photos are for representative purposes only. MLS#TB8505985 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)
7751 WANING MOON WAY, SARASOTA, FL 34241
$399,678119 Days on yellowkey MLS ID: A4683274
REDUCED by $50,000 (11.1%) on 05/28/2026
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7751 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout with open living spaces that feel welcoming from the moment you step inside. The gathering room flows easily into the designer kitchen, creating a comfortable place for cooking, relaxing, and spending time with others. A private study sits nearby and provides a quiet spot for work or cozy moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and offer comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumb for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, vinyl plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. MLS#A4683274 - 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!
3374 W CHELMSFORD CT #9, SARASOTA, FL 34235
$349,00016 Days on yellowkey MLS ID: A4695215
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,824 (2025)Community: Chelmsford Close - The MeadowsVilla
Taxes:$2,824
Elementary School: None
High School: None
Middle School: None
Remarks: Spectacular golf and lake views, plus hurricane glass for peace of mind, in a phenomenal location! Filled with natural light, this two-bedroom plus den end unit villa features high ceilings with crown molding and walls of glass that beautifully bring the outdoors in. The spacious primary suite offers a walk-in closet, dual vanities and a walk-in shower. Relax on the screened lanai and take in the gorgeous sunrise views over the lake and golf course, perfect for morning coffee, reading or entertaining friends. All just a short distance to the heated community pool and a quick ride to everything The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits! 2022 A/C system, 2021 water heater, 2014 tile roof (condo's responsibility), above flood plain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00045 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
6005 MIDNIGHT PASS RD #S6, SARASOTA, FL 34242
$889,00063 Days on yellowkey MLS ID: A4690166
REDUCED by $31,000 (3.4%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1672 Built: 1966 Tax: $8,727 (2025)Community: Provincial GardensVilla
Taxes:$8,727
Remarks: Make this beautifully decorated and extensively updated, maintenance-free, open floor plan, free-standing villa your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer and dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Can be sold with most of the furniture if desired. No need to compromise between bay or beach access, with deeded access steps away from your Siesta Key retreat. Added peace of mind comes from no flooding or storm damage sustained from past storms, with the community located on one of the higher elevation points on the Key. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with wider doorways and all new appliances within the past two years. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and guest suites are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft closing cabinets, granite countertops, a large pantry, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite also includes its own personal outdoor space. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise and wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees, or enjoy boating, jet skiing, or fishing for dinner. The community’s bay front park also includes a day dock for residents’ use. Ready to break a sweat or make new friends? Head to the public pickleball courts just a ten minute walk away. Prefer to take things a little slower? Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street Chairs provided at the beach and pool. Catch the free trolley to enjoy a casual lunch, happy hour, or a fine dining dinner. End your days watching the sunset over the Gulf with your drink of choice. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one small pet.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: James Tassell, Pllc (941-726-0723)
3191 LAKE PARK LN #2, SARASOTA, FL 34231
$374,000149 Days on yellowkey MLS ID: A4678896
REDUCED by $15,000 (3.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987 Tax: $1,047 (2025)Community: Park Place VillasSpa: NoVilla
Taxes:$1,047
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! You will discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. As you enter the home, you are welcomed by a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Nancy Moore (941-313-5159)
3636 VILLAGE GREEN DR #304, SARASOTA, FL 34239
$199,90015 Days on yellowkey MLS ID: A4691853
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1589 Built: 1967 Tax: $1,198 (2025)Community: Village GreenVilla
Taxes:$1,198
High School: Sarasota High
Remarks: South Gate Village Green 2-Bedroom, 2-Bath + Carport~ Great DEAL AS_IS South Gate Village Green! Here is the opportunity you have been waiting for in this attractive 55+ community. This 2BR/2BA Villa would make a perfect Winter Retreat or also could be as a full time residence !! An A/C Florida room provide an additional sq. ft.! Also mewer Hurricane Windows !! This villa is located in a quiet Area and overlooks the Community Pool and Green area! Very well Maintained Home. The Clean kitchen which offers a closet pantry and lots of cabinets for storage . Good Size Carport and Large Driveway with The laundry room is a plus and additional storage. Village Green is ideally situated and only minutes from all of your shopping needs, fine restaurants and nearby golf courses. The Par 3 Village Green Golf course is minutes away and great practice for your short game at a very reasonable price! Only a short drive to the downtown area and the #1 beach Siesta Key!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
8788 RAIN SONG RD #384, SARASOTA, FL 34238
$489,00046 Days on yellowkey MLS ID: A4692276
REDUCED by $5,000 (1.0%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 2022Monthly Fee: $522 Tax: $3,196 (2025)Community: Sunrise Preserve At Palmer RanchVilla
Taxes:$3,196
Elementary School: Ashton Elementary
Remarks: Welcome to effortless Florida living in this beautifully designed Seascape floor plan offering 2 bedrooms, 2 baths, plus a versatile study. The open-concept layout features stylish 7x22 tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort. The spacious kitchen is a standout with stone-colored cabinetry, elegant Minuet Viatera quartz countertops, stainless steel appliances, and an oversized island—perfect for meal prep, casual dining, or entertaining. The dining area sits conveniently nearby, creating a seamless flow for gatherings. The bright and airy Great Room opens to the extended lanai through glass sliders, inviting in natural light and blending indoor and outdoor living—ideal for enjoying Florida’s breezy evenings. The owner’s suite is a relaxing retreat with abundant light, a large walk-in closet, dual sink vanity, and a walk-in shower with built-in seating. A private secondary bedroom and full bath at the front of the home offer comfort for guests. Additional features include 8-foot interior doors, an Ecobee smart thermostat, and thoughtful upgrades throughout. Located in the vibrant Sunrise community, residents enjoy resort-style amenities including tennis, pickleball, bocce ball, a state-of-the-art clubhouse with fitness center, gathering spaces, and a stunning pool area. A perfect blend of comfort, style, and lifestyle—don’t miss this opportunity.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
5126 BLUE ASH AVE, SARASOTA, FL 34241
$375,00077 Days on yellowkey MLS ID: A4687578
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1998Monthly Fee: $436 Tax: $4,045 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,045
Remarks: This maintenance free club home offers two bedrooms, two baths, and a flexible den with pocket doors, along with a tranquil lake view that is not commonly found in many of the villas. A skylight fills the den with natural light, adding to the home’s bright and airy feel. The attached two car garage provides convenience and additional storage. Inside, the kitchen and baths have been updated with granite countertops, and plantation shutters add timeless appeal throughout. The home shows clean, bright, and move-in ready. Furniture may be included if desired. Another especially desirable feature is the lovely green space across the street, creating a more open and attractive setting, as many villas in the community face other residences. The screened lanai with tile flooring and hurricane shutters provides a comfortable outdoor retreat to relax and enjoy Florida’s year round sunshine while taking in the tranquil lake view. Additional updates include replumbing, a hot water heater installed in 2018, an approximately eight year old air conditioning system, and kitchen appliances replaced within the last six or so years. Ownership includes bundled golf membership, giving residents access to the beautifully maintained course, tennis, fitness, swimming, dining, and an active social calendar. Roof and exterior maintenance are included, making it even easier to enjoy a relaxed, low-maintenance lifestyle. Located in Flood Zone X, this property offers added peace of mind. Perfectly positioned in Sarasota, this home offers convenient access to everyday essentials, dining, and shopping, with nearby destinations such as Publix, Waterside at Lakewood Ranch, and the UTC shopping district. You are also just a short drive from downtown Sarasota, renowned cultural venues, and the area’s world-famous Gulf beaches. Whether you are seeking a full time residence or seasonal getaway, this is an exceptional opportunity to enjoy the Heritage Oaks lifestyle in one of Sarasota’s most desirable guard gated communities. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
5612 PALM AIRE DR, SARASOTA, FL 34243
$325,000115 Days on yellowkey MLS ID: A4683581
REDUCED by $10,000 (3.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1369 Built: 1977Monthly Fee: $600 Tax: $3,566 (2025)Community: Palm-Aire At Sarasota 7-BVilla
Taxes:$3,566
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Step into relaxed Florida living in this beautifully maintained 2-bedroom, 2-bath villa offering 1,369 square feet of bright, inviting space in a highly sought-after Sarasota community. Thoughtfully designed with an open-concept kitchen, granite countertops, and seamless flow, the layout is perfect for both everyday comfort and easy entertaining. A versatile bonus room offers flexible space for a home office, reading nook, or morning coffee retreat. Soft neutral tones and an airy design create a calm, welcoming atmosphere ideal for year-round living or a seasonal escape. Enjoy true maintenance-free living. HOA covers roof repair and replacement, exterior paint, exterior insurance, landscaping, pest control, and irrigation—eliminating surprise repair costs, yard work, and ongoing upkeep so you can focus on enjoying the Florida lifestyle. This home has been thoroughly upgraded, all windows are now hurricane impact windows, providing added peace of mind, energy efficiency, and storm protection. Located in the desirable Palm Aire neighborhood, this community is especially appealing for those seeking a low-maintenance, lock-and-leave lifestyle. The community pool is just steps away, and Palm Aire Country Club is nearby with optional access to golf, pickleball, dining, and social activities—perfect for an active and social lifestyle. Conveniently located near University Town Center, shopping, dining, parks, Sarasota-Bradenton International Airport, I-75, and the Gulf Coast’s world-renowned beaches. Exceptional comfort, convenience, and carefree living await.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
5111 PEPPERMILL CT, SARASOTA, FL 34241
$425,000253 Days on yellowkey MLS ID: TB8432110
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 2002Monthly Fee: $275 Tax: $2,358 (2024)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$2,358
Tax Year: 2024
Remarks: Positioned within the lush, guard-gated fairways of Heritage Oaks Golf & Country Club, this beautifully appointed end-unit CLUBHOME style villa offers a rare blend of refined golf course living and exceptional privacy. Perfectly situated with no neighboring building on one side and tranquil water and preserve views beyond, this residence feels more like a private retreat than a typical villa residence. Offered furnished, this elegant two-bedroom, two-bath residence with a dedicated office/den and spacious two-car garage is designed for effortless Florida living. Sunlight pours through the open, airy floor plan, highlighting serene natural vistas and creating a warm, inviting ambiance throughout. The beautifully updated kitchen features granite countertops, stainless steel appliances, and a charming breakfast nook, seamlessly opening to the dining and living spaces designed for both everyday comfort and relaxed entertaining. The screened lanai becomes an extension of the home itself offring a peaceful outdoor sanctuary where mornings begin with tranquil preserve views and evenings unwind in complete serenity, far removed from the congestion often found in golf communities. Luxury vinyl flooring enhances the main living areas, while the spacious primary suite offers a walk-in closet, soaking tub, and glass-enclosed shower, creating a true retreat-like experience. Residents of Heritage Oaks enjoy an elevated country club lifestyle with championship golf, five heated pools, tennis courts, fitness center, clubhouse dining, and an active social calendar — all within one of the area’s most picturesque gated communities. Replumbed and re-piped, with a 2022 ROOF and 2017 A/C, this exceptional pet friendly CLUB home villa presents a rare opportunity to experience sophisticated golf course living without compromising privacy, tranquility, or comfort.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Andrea Valdes (813-716-4843)
1218 MOONMIST CIR #S2, SARASOTA, FL 34242
$739,00051 Days on yellowkey MLS ID: A4691272
REDUCED by $35,900 (4.6%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1968Monthly Fee: $1,057 Tax: $4,193 (2025)Community: Polynesian GardensVilla
Taxes:$4,193
Remarks: Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community. This, home offers a refined take on island living, featuring a new roof, new AC, and impact-rated windows and doors for style, comfort, and peace of mind. Designed with a light, coastal aesthetic, the open-concept layout is both inviting and functional. At the heart of the home, the designer kitchen showcases custom white cabinetry, brand-new stainless appliances, and a tile backsplash, complemented by a dining area seamlessly positioned adjacent to the kitchen and perfect for effortless entertaining or relaxed everyday living. The home features a spacious primary suite with a beautifully appointed ensuite bath, along with a guest bedroom and full guest bathroom, offering privacy and comfort for family and visitors. The living space extends into an enclosed, expanded lanai, creating a versatile indoor-outdoor retreat to enjoy year-round. A rare highlight is the oversized private garden, offering a lush, tropical setting with exceptional privacy, an uncommon feature that truly sets this villa apart and enhances the feeling of a private coastal escape. Residents of Polynesian Gardens enjoy a resort-style lifestyle with amenities including a community pier on the intercoastal, a heated pool, and clubhouse. Beyond the community, enjoy effortless access to the vibrant energy of Siesta Key Village, known for its beachside restaurants, bars, live music, and boutique shopping, as well as the relaxed charm of Crescent Beach village. This property also offers a proven rental history with strong year-round bookings, making it an exceptional opportunity for both personal enjoyment and income potential. Whether you’re spending the day boating along the Intracoastal, enjoying the white quartz sands of Siesta Key Beach, or unwinding in your own private garden retreat, this exceptional villa captures the essence of luxury coastal living. Perfectly positioned near Siesta Key Village and the Gulf beaches, this turnkey remodeled property presents an incredible opportunity as a primary residence, vacation getaway, or income-producing investment
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jayne Appleyard (941-681-5042)
6581 APPROACH RD #63, SARASOTA, FL 34238
$399,00034 Days on yellowkey MLS ID: A4693540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1841 Built: 1985 Tax: $2,483 (2025)Community: Westwoods At SunriseVilla
Taxes:$2,483
Remarks: Perfectly positioned directly across from the community amenities, this beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living. NEW AC 2025! One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), a year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play. Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views. The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living. Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties. Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.
Listing Agent: Rachel Tritschler (941-993-5892)
239 HOURGLASS WAY #V7, SARASOTA, FL 34242
$640,00039 Days on yellowkey MLS ID: A4691064
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1327 Built: 1968Monthly Fee: $1,793 Tax: $5,346 (2025)Community: Whispering SandsVilla
Taxes:$5,346
Remarks: Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
6154 MIDNIGHT PASS RD #A-05, SARASOTA, FL 34242
$625,00080 Days on yellowkey MLS ID: A4687809
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,422 (2025)Community: Casa Blanca VillasVilla
Taxes:$4,422
Remarks: Welcome home to Casa Blanca on Siesta Key, a beloved Gulf-side community known for its charming villas and laid-back beach lifestyle. With a mix of cozy residences and a three-story beachfront building, Casa Blanca offers a more convenient way to enjoy one of the most sought-after stretches of sand on Florida’s Gulf Coast. This villa features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. A rare and highly desirable stacked washer and dryer adds everyday ease—perfect after long days at the beach. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends and family. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from the powdery white sands of Crescent Beach. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south vilage, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.
Listing Agent: Rudy Dudon (941-234-3991)
104 WHISPERING SANDS DR #V27, SARASOTA, FL 34242
$759,00014 Days on yellowkey MLS ID: A4695483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1562 Built: 1968Monthly Fee: $1,739 Tax: $3,421 (2025)Community: Whispering Sands Sec 1Villa
Taxes:$3,421
Remarks: NEWLY REMODELED 3-bedroom, 2-bath freestanding villa with attached 2-car garage in Whispering Sands, one of Siesta Key's premier Gulf-front communities. Offering 1,562 SF of beautifully updated living space, this move-in-ready residence is just a short two-minute walk to your PRIVATE beach access on Siesta Key's world-famous quartz sand beach, consistently ranked among the nation's best.***** Thoughtfully renovated throughout, the villa features a NEW 2025 roof, NEW luxury vinyl plank flooring, fresh interior paint, NEW doors and trim, NEW remote-controlled ceiling fans, recessed lighting, and tubular skylights. The bright kitchen showcases soft-close white cabinetry, granite countertops, designer backsplash, and GE and Bosch stainless steel appliances. French doors open to a private gated brick-paver courtyard, perfect for relaxing or entertaining. The spacious primary suite includes a custom second walk-in closet, while both bathrooms have been updated with granite-topped vanities and modern fixtures. The flexible third bedroom is ideal as a guest room, home office, or den.***** The oversized 2-car garage offers extensive built-in cabinetry, a NEW full-size washer and dryer, epoxy flooring, and utility sink. Additional features include plantation shutters, custom window treatments, a tankless water heater, and water softener.***** Enjoy the best of Siesta Key living with private beach access, beautifully maintained grounds, resort-style amenities, and a prime location near Siesta Key Village's shopping, dining, and entertainment. A rare opportunity to own a fully remodeled villa in one of Siesta Key's most sought-after beachfront communities.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
3618 MEDFORD LN #1538, SARASOTA, FL 34232
$255,00014 Days on yellowkey MLS ID: A4694975
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1651 Built: 1975 Tax: $2,660 (2025)Community: Village Green Sec 15Spa: NoVilla
Taxes:$2,660
Remarks: Experience easy, low-maintenance living in this beautifully updated 2-bedroom, 2-bath residence located in the desirable 55+ Village Green community. Offering 1,651 square feet of comfortable living space, recent improvements include impact windows (2022), a new HVAC system (2022), roof replacement (2024), updated flooring, and a recently replaced dishwasher. Designed for both everyday comfort and entertaining, the spacious living and dining areas flow seamlessly into a bright Florida Room overlooking tranquil park-like green space just beyond your back door. Enjoy peaceful mornings, relaxing afternoons, and scenic views from this inviting retreat. Village Green residents enjoy access to a heated community pool, walking paths, mature oak trees, and beautifully maintained landscaping. Conveniently located near award-winning beaches, shopping, dining, medical facilities, and public transportation, this home combines comfort, convenience, and an active Florida lifestyle in one exceptional package.
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000216 Days on yellowkey MLS ID: A4671983
25 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Large windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
5368 KELLY DR #17, SARASOTA, FL 34233
$324,90017 Days on yellowkey MLS ID: A4695569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1993 Tax: $2,864 (2025)Community: Crestwood Village Of Sara 2Villa
Taxes:$2,864
Remarks: Discover the perfect blend of comfort, convenience, and Sarasota lifestyle at 5368 Kelly Drive. This well-maintained home features a brand-new roof with a fully paid assessment and a freshly painted interior, providing peace of mind and a bright, move-in-ready atmosphere. The community clubhouse, swimming pool, and tennis/pickleball court add great entertainment opportunities. Enjoy being just minutes from the world-famous Siesta Key Beach, renowned for its powdery sand, crystal-clear Gulf waters, and spectacular sunsets. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, the location places you close to shopping, dining, entertainment, and outdoor recreation. Inside, the freshly painted interior creates a clean and inviting setting ready for your personal touches. Outside, the new roof adds significant value and long-term durability, making this home an outstanding opportunity in today's market. The 3 bedrooms allows for flexibility for a work from home situation or hosting family and friends. Experience the best of Sarasota living with easy access to downtown Sarasota, parks, restaurants, and everyday conveniences.
Listing Agent: Sean Hickey (941-587-4244)
4735 OAK HILL DR #8, SARASOTA, FL 34232
$260,000156 Days on yellowkey MLS ID: A4678024
REDUCED by $10,000 (3.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $1,442 (2025)Community: Village Oaks Sec CVilla
Taxes:$1,442
Remarks: Lovingly well-maintained end unit! Updates include added laminate flooring, an enclosed 21 x 9 Florida Room, and inside laundry! This floorplan features walk-in closets in both bedrooms, a pass-through to dining and the "must have" 2 car garage. The dishwasher, water heater, washer/dryer and garage door have all been replaced in the last 3-4 years. The air conditioning system is around 4 years old! 4735 Oak Hill Dr is situated near the rear community near the clubhouse and pool facilities. Fantastic lake views across the street as well.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.