Location: Sarasota
Do Not Show Listings
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000359 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,582
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
4004 PENSHURST PARK, SARASOTA, FL 34235
$749,00021 Days on yellowkey MLS ID: A4695985
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2606 Built: 1989Monthly Fee: $932 Tax: $4,822 (2025)Community: Penshurst Park - The Highlands - The MeadowsVilla
Taxes:$4,822
Elementary School: None
High School: None
Middle School: None
Remarks: Warm contemporary design, impact-window peace of mind, tranquil golf course views and a phenomenal location come together in Penshurst Park, The Meadows’ premier maintenance-free enclave. A canopied street, paver driveway and charming courtyard welcome you home. Inside, this beautifully updated residence feels light and open, with high ceilings, abundant natural light, specialty LED lighting, tall windows and walls of sliders that frame deep golf course views and a daily parade of birds. The chef’s kitchen impresses with Greystone Cambria quartz countertops, KitchenAid and Bosch appliances, including a multi-mode wall oven and induction cooktop and soft-close cabinetry. Relax in the serene and spacious primary retreat, offering a custom-fitted walk-in closet and a spa-like bath with dual sinks, a soaking tub and a generous Roman shower. All just 300 feet from the heated community pool, near nature trails and all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features 2021 PGT hurricane windows and doors, a 2015 16 SEER air conditioner with an air purifier, a 2005 tile roof, which is the HOA’s responsibility, a whole-house surge protector and is 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)
4638 WILLOW WOOD CIR #34, SARASOTA, FL 34241
$300,00060 Days on yellowkey MLS ID: A4691512
0 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2124 Built: 1982Monthly Fee: $56 Tax: $2,688 (2025)Community: Hammocks IiiVilla
Taxes:$2,688
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely do homes become available on Willow Wood Circle - and even more rare is finding one with a water view. Offered for the first time, this one-owner residence has been cherished since it was built and now presents a solid foundation with the opportunity to make it your own. Located within the gated community of Bent Tree, Hammocks III is a well-established subdivision offering maintenance-free living with no age restrictions. This 3 bedroom, 2.5 bath home offers 2,124 square feet of living space with an inviting layout, including a first-floor primary suite, high vaulted ceilings, and a Florida room that fills the home with natural light. A private front courtyard creates a setting for outdoor dining or a quiet morning coffee, while the home’s location offers a peaceful, wooded sense of privacy throughout. Water views become the backdrop to everyday living, with frequent visits from birds and deer adding to the natural charm. Situated on a quiet dead-end street with no thru-traffic, homesites like this are among the most desirable in Hammocks III. Additional highlights include a two-car garage, mature landscaping, and beautifully tree-lined streets that define the character of the community. Notably, the property is not located in a flood zone and has not experienced hurricane damage, offering an added layer of confidence for future owners. Ideally located just minutes from shopping and daily conveniences - including Publix, Walmart, Home Depot, and UTC Mall - with easy access to I-75 and a short drive to Sarasota’s renowned beaches, dining, and entertainment. Opportunities to secure a homesite like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
7770 WANING MOON WAY, SARASOTA, FL 34241
$449,77451 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
Taxes:$0
Elementary School: Lakeview Elementary
High School: Riverview High
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)
3374 W CHELMSFORD CT #9, SARASOTA, FL 34235
$349,00024 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
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.
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00053 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
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)
3191 LAKE PARK LN #2, SARASOTA, FL 34231
$374,000157 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)
8788 RAIN SONG RD #384, SARASOTA, FL 34238
$489,00054 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
$375,00085 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
$325,000123 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
$425,000261 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
$739,00059 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
$399,00042 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)
6154 MIDNIGHT PASS RD #A-05, SARASOTA, FL 34242
$625,00088 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
$759,00022 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)
5368 KELLY DR #17, SARASOTA, FL 34233
$324,90025 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
$260,000164 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)
2974 CAPTIVA GARDENS DR #17, SARASOTA, FL 34231
$269,90082 Days on yellowkey MLS ID: A4688730
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975 Tax: $1,511 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$1,511
Remarks: It's time for you to start enjoy living in Captiva Gardens, a small community located on 7 plus acres in the popular Gulf Gate area of Sarasota. This 2b/2b villa is a great unit and no noise from street traffic currently available in the community. The 1206 SF under air provides spacious living space with the fully applianced kitchen has ample storage with a pass through to the screened lanai and views of the private rear garden area. From the kitchen, you enter a "Extra" room. Visualize a formal dining room, a room for crafts or watching TV or maybe a home office. It's up to you! The living room allows for various furniture arrangements. You will be comfortable in the large ensuite master bedroom which has both a walk-in and double-door closet. Guests will enjoy the light and bright second bedroom and its easy access to the guest bath. The one car attached garage provides quick access to your home and conveniently includes the laundry with separate washer and dryer. This is a wonderful opportunity! Don't miss out. Call today for a personal tour of your new home.
Listing is courtesy of: SHORE TO SHORE R.E. (941-357-7076)
Listing Agent: Jim Claydon (941-504-3398)
3244 RINGWOOD MDW #77, SARASOTA, FL 34235
$309,000284 Days on yellowkey MLS ID: A4663917
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981Monthly Fee: $564 Tax: $3,971 (2024)Community: Villas Of PapillonVilla
Taxes:$3,971
Remarks: Price Reduced! Lovely location on a cul-de-sac of swaying palms, Papillon consists of private enclaves of maintenance-free villas in The Meadows. You will be greeted by a paver sidewalk leading to the front entry with sidelight. Upon entry, wood flooring from the living room and dining room flow to form a cohesive foundation. The kitchen has a breakfast nook or space for cozy family dining. The living room with high ceilings leads to a wall of sliders opening onto a spacious glassed-in lanai offering you gorgeous water views framed by mossy Live Oak trees. The lanai floor was raised to allow flow from the living room and expands the living space and peaceful views. A fireplace with convenient electric insert provides ambiance on those cooler evenings. The spacious primary bedroom features an ensuite bathroom featuring split dual sinks, shower/tub combo, and ample walk-in closet. The guest bedroom is large and just steps away from the guest bathroom with shower/tub combo. A laundry closet houses the full-size washer and dryer and extra storage. Two car garage with extra depth for storage or workbench space and water heater 2017. Peace of mind with block construction and new tile roof 2012, exterior painted, new downspouts and window shutters, HVAC 2017. Above flood plain in zone x. Enjoy the most delightful resort-style heated community pool just steps away on its own private island for a quick dip or meet neighbors for an outdoor happy hour. Walk to The Meadows Shopping Village for restaurants, new neighborhood bar and restaurants , hair salon, massage therapist, and other convenient services. Papillon HOA has fully-funded reserves and takes pride in a well-managed neighborhood. Live in a friendly and very active community with 24 hour safety patrol and enjoy the carefree Florida lifestyle! The Meadows offers pay-to-play golf, a highly regarded tennis complex with 15 lighted Har-Tru courts, Jr. Olympic swimming pool with spa, private dog park, basketball, new fitness center, and 10 new pickleball courts. All located within 1,650 acres of tropical mature landscaping with miles of trails, wildlife preserves and over 80 lakes and ponds, while convenient to all that Sarasota offers! Minutes to luxury shopping and dining at UTC Mall, Mote SEA, Nathan Benderson Park for water sports and miles of recreational opportunities, downtown Sarasota for art and cultural activities and world class Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Terry Hayes (941-302-3100)
3603 PINE POINT CT #120, SARASOTA, FL 34238
$225,00022 Days on yellowkey MLS ID: A4695869
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1353 Built: 1984 Tax: $3,571 (2025)Community: Village Des Pins IVilla
Taxes:$3,571
Remarks: Welcome to Village Des Pins! This unit is priced to sell. Weekly rentals allowed in this Beautiful Resort Community that is only 6 miles from Siesta Key Beach. This Maintenance-Free 2-bedroom 2-bathroom villa has soaring ceilings and a great floor plan. Kitchen has been updated. Refrigerator, microwave, dishwasher in 2021, Brand new AC system. Situated on a very quiet cul-de-sac with a large screened in lanai for privacy. This home was used as a private residence and well cared for. Come relax on one of the abundant loungers by the heated pool or spa, Play pool at the clubhouse, shuffleboard, tennis, pickleball and practice your golf putts at the utting green. BBQ by the duck pond. Village Des Pins is a well-maintained, pet-friendly community with shady walking paths. Fantastic South Sarasota Location! Short drive to multiple beaches. Easy access to downtown Sarasota, Sarasota Barrier Islands and shopping. Perfect opportunity for a fulltime home in sunny paradise or use as an investment property.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Laurine Gauthier (941-586-3929)
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