Location: Sarasota
Keyword(s): Riverview High
Keyword(s) High School: Riverview High
Do Not Show Listings
1428 PINE BAY DR, SARASOTA, FL 34231
$1,915,00013 Days on yellowkey MLS ID: A4695249
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2820 Built: 1978 Tax: $13,390 (2025)Community: Pine BaySpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,390
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
9698 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$888,99943 Days on yellowkey MLS ID: R4911214
REDUCED by $55,926 (5.9%) on 06/16/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2942 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Middle School: Sarasota Middle
Remarks: Pre-Construction. To be built. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Calusa. Boasting over 2,900 square-feet, this stunning five-bedroom, four-bathroom home, has a second-story bonus room and two-car garage. Located in the beautiful Grand Park neighborhood in Sarasota, this property offers a spacious and modern living experience. Step inside this two-story home and prepare to be impressed by the high-quality craftsmanship and attention to detail. There is plenty of room for you to spread out and enjoy. Entering from the foyer, you will find two bedrooms and full bath off to one side, with an additional bedroom and en-suite bath down an adjacent hallway. Further into the home is the main living space. The kitchen in this home features ample counter space and a sleek design that will make meal preparation a breeze. Whether you're hosting a dinner party or simply enjoying a cozy breakfast, this kitchen will be a hub of culinary delight. The owner's suite is located off the great room for a private oasis complete with dual sink vanity, water closet and walk-in shower. Upstairs, you will find the bonus room, bedroom and full bath. In addition, this property has a two-car garage, providing ample space for parking and storage. You'll have peace of mind knowing your vehicles are protected and secure. This property combines quality, comfort, and convenience in one remarkable package.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
4747 WATKINS AVE, SARASOTA, FL 34233
$288,00027 Days on yellowkey MLS ID: TB8511264
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $1,900 (0.7%) on 06/13/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1124 Built: 1979 Tax: $2,272 (2025)Community: SunsetSingle Family
Taxes:$2,272
Elementary School: Wilkinson Elementary
Remarks: This charming remodeled 2-3 bedroom masonry home is located on quiet tree lined street. The Open Floor Plan has spacious living and dining areas. The entire home has easy care wood grain tile floors in a neutral color. The kitchen updates include a three seat snack bar, over-sized stainless single basin sink, dishwasher, range, built-in microwave and a brand new cabinet depth refrigerator (ice maker included). An oversized large laundry room features a utility sink and high end washer & dryer for added convenience. The two main bedrooms accommodate king sized beds and there is a bonus room perfect for a home office or third bedroom for guests. Freshly painted interior and exterior this home is move in ready. The Roof, A.C. and Water heater were replaced in 2020. Also there is No HOA Fees, No CDD, Plus (No Flood Insurance Required). Enjoy walking/biking the Tamiami Trail just mins away or spend the day at World Class Beaches, Beautiful Parks, Fine dining and Shopping with easy access to Interstate 75 makes this a house you will call HOME.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Elizabeth Allstaedt (727-501-5951)
5301 SADDLE OAK TRL, SARASOTA, FL 34241
$1,999,000124 Days on yellowkey MLS ID: A4680226
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3978 Built: 2003Monthly Fee: $114 Tax: $10,477 (2025)Community: Saddle Oak EstatesSingle Family
Taxes:$10,477
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Toma Milbank Pllc (941-720-5174)
2551 WILKINSON RD, SARASOTA, FL 34231
$399,9006 Days on yellowkey MLS ID: A4696791
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsApartment
Taxes:$3,559
Remarks: Virtually Staged. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
5546 MODENA PL, SARASOTA, FL 34238
$429,000153 Days on yellowkey MLS ID: A4677319
REDUCED by $10,000 (2.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1693 Built: 2003Monthly Fee: $490 Tax: $4,920 (2025)Community: Villagewalk Unit 2AVilla
Taxes:$4,920
Elementary School: Ashton Elementary
Remarks: MAJOR PRICE REDUCTION! Recent price improvement positions this tastefully updated home competitively with less-updated recent sales in the community. The seller has authorized a substantial price adjustment and is considering alternative plans for the property should it not sell. Live the Florida lifestyle in this tastefully RENOVATED two-bedroom, two-bath villa in Sarasota’s sought-after Village Walk community. This home has the OPTIONAL EXTENDED LIVING ROOM with a larger open living area. Much more desirable in contrast to the smaller standard size offered in this model according to long time residents. the vaulted ceilings and an open layout highlight the RENOVATED KITCHEN APPLIANCES and CERAMIC PLANK-STYLE FLOORING throughout the main living areas. Major systems recently replaced, including a NEWER AC SYSTEM and WATER HEATER. Both bedrooms feature en-suite baths and WALK-IN CLOSETS. The BATHROOMS HAVE BEEN UPDATED, The primary bathroom has ALL-NEW CERAMIC TILE, COUNTERTOPS, CABINETRY, SINKS, SHOWER AND FIXTURES, while NEWER PLUSH CARPETING adds comfort to both bedrooms. Enjoy peaceful lake views from the EXPANDED AND RENOVATED LANAI, featuring PAVER FLOORING, A LARGE SCREENED ENCLOSURE, AND A REMOTE-CONTROL POWER CANOPY FOR ADDED SHADE—perfect for year-round outdoor living. Additional highlights include an interior utility room and a TWO-CAR GARAGE WITH A DURABLE, STAIN-RESISTANT FLOOR FINISH. Village Walk has a very active gated community with an event planning staff and offers high-end, resort-style amenities including extra large pools, modern complete fitness center, multiple tennis and pickleball courts, scenic walking paths, and on-site conveniences, stores, restaurants, a tiki hut bar and gas station. Ideally located in Palmer Ranch, just minutes from shopping, dining, the Legacy Trail, and Siesta Key beaches.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Dan Lussier (941-900-7122)
3695 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$719,00026 Days on yellowkey MLS ID: A4694382
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1982Monthly Fee: $50 Tax: $7,982 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$7,982
Remarks: Virtually Staged. Back on the market due to financing--Beautifully updated home, situated on an oversized half-acre fenced lot in the desirable Country Place subdivision-- Offering both modern luxury and a prime central location! With four bedrooms, three baths, AND a pool, it’s split plan layout is ideal for entertaining or family living. Originally transformed inside and out in 2015, the home features top-tier finishes—from a magnificent chef’s kitchen with a Wolf range, Thermador fridge and walk in pantry, to impact windows, hvac, electric, and plumbing. Roof was replaced in 2010. Large Primary bedroom with large dual walk-in closets and an oversized custom walk in shower. The jumbo two car garage has plenty of space for 2 cars plus tons of storage for your toys or hobbies. Nestled in a pedestrian-friendly neighborhood, it’s just minutes from Siesta Key Beach, top-rated schools, and convenient shopping.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
4476 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,000124 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
Elementary School: Gulf Gate Elementary
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.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4352 KINGSTON LOOP, SARASOTA, FL 34238
$675,0002 Days on yellowkey MLS ID: A4693260
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1982Monthly Fee: $25 Tax: $2,862 (2025)Community: Gulf Gate EastSpa: NoSingle Family
Taxes:$2,862
Middle School: None
Remarks: Positioned on an oversized cul-de-sac corner lot overlooking a lakefront backdrop, this updated 3-bedroom, 2-bathroom Sarasota residence offers a combination of water views, functional living spaces, and meaningful improvements throughout. Mature landscaping, expansive green space, and a waterfront setting create an inviting backdrop, while the home's thoughtful updates provide move-in-ready convenience. Inside, vaulted ceilings and an open layout create a bright and welcoming atmosphere. The kitchen has been updated with solid wood soft-close cabinetry and drawers, granite countertops, stainless steel appliances, a decorative tile backsplash, and a large center island that provides additional workspace, storage, and seating. A brand-new refrigerator and newly painted interior further enhance the home's updated appeal. The split-bedroom floor plan provides separation between the primary suite and guest bedrooms. The primary bathroom features updated cabinetry, granite countertops, and a walk-in tiled shower, while the guest bathroom has also been updated. Multiple living and gathering spaces, including a spacious family room and separate living room, offer flexibility for a variety of uses. Designed to maximize the lakefront setting, the enclosed Florida room provides panoramic water views and serves as an extension of the living space. Outdoors, a custom pergola, paver patio, fire pit area, and lakeside seating spaces create multiple opportunities to enjoy the backyard and waterfront surroundings. Mature trees frame the lake views and contribute to the property's distinctive outdoor setting. Additional improvements include a brand-new roof, custom front entry door, attic fan, updated interior finishes, and an attached two-car garage. Conveniently located 10 minutes from the beach & near shopping, dining, recreational amenities, and major transportation routes, this property combines a desirable lakefront location with significant updates and versatile living spaces.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
558 VENICE LN, SARASOTA, FL 34242
$4,485,00068 Days on yellowkey MLS ID: A4689132
REDUCED by $164,900 (3.5%) on 06/16/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4132 Built: 2025Monthly Fee: $33 Tax: $4,509 (2025)Community: Siestas Bayside Waterside EastSpa: YesSingle Family
Taxes:$4,509
Remarks: Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.
Listing Agent: Andrew Haddad (941-313-1218)
2079 SUN HOME ST #A-30, SARASOTA, FL 34231
$139,9006 Days on yellowkey MLS ID: A4696537
1 Days Off yellowkey (back on 6/16/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 607 Built: 2008Monthly Fee: $215 Tax: $1,339 (2025)Community: Mobile EstatesSpa: NoManufactured Home
Taxes:$1,339
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. One or more photo(s) has been virtually staged. Tucked within the enclave of the 55+ Mobile Estates—this resident-owned cooperative residence invites you to claim your own slice of Florida paradise. This newer-construction, one-bedroom, one-bath retreat offers an open floor plan, dining area, and kitchen beneath brand-new laminate flooring throughout. Additional features include a brand-new refrigerator, a newer stove, and in-unit washer and dryer. The generously sized primary bedroom has been freshly painted. A large attached sunroom soaring with high ceilings—sunny, open, and wrapped in ultraviolet-blocking windows that temper the Florida glow. Recent enhancements abound: a brand-new porch and stairs, a generously proportioned carport, a high-capacity 2022 air-conditioning unit, a 2024 roof engineered to hush even the heartiest rainstorm, and a water softener system for everyday indulgence. Backing directly onto charming Gulf Gate Village, you are just steps from local restaurants, eclectic boutiques, and lively pubs. World famous Siesta Key Beach, known for its powdery white sand shores, is only 10 minutes away.
Listing Agent: Mark Quire (941-993-5706)
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,699,000112 Days on yellowkey MLS ID: A4683982
REDUCED by $50,000 (2.9%) on 05/30/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5073 Built: 1988Monthly Fee: $73 Tax: $14,847 (2025)Community: PrestanciaSingle Family
Taxes:$14,847
Remarks: Nestled behind the gates of Prestancia, one of Sarasota’s most established and sought-after golf communities, this exceptional estate offers the perfect blend of timeless elegance, privacy, and opportunity. Situated on an oversized and beautifully landscaped homesite of nearly 0.8 acres, the residence spans approximately 5,073 square feet and is thoughtfully designed for both grand-scale entertaining and comfortable everyday living. A dramatic arrival sets the tone, with soaring ceilings, expansive living spaces, and walls of glass that fill the home with natural light while showcasing tranquil views of the lush surroundings. Offering four spacious bedrooms, multiple living and gathering areas, and four-plus baths, the flexible floor plan easily accommodates guests, multigenerational living, a dedicated home office, fitness space, or creative studio. The home's generous proportions create an effortless flow between formal and casual living areas, while the outdoor spaces invite year-round enjoyment of Sarasota’s coveted indoor-outdoor lifestyle. Mature landscaping and exceptional lot size provide a level of privacy rarely found in today's market. Additional highlights include a three-car garage, generously sized en-suite bedrooms, abundant storage, and the quality craftsmanship associated with Prestancia’s premier estate residences. Located within Palmer Ranch, residents enjoy convenient access to world-famous Siesta Key Beach, championship golf, the Legacy Trail, fine dining, upscale shopping, downtown Sarasota, and the area's vibrant arts and cultural scene. With its impressive scale, premier location, and endless potential to personalize and elevate, this is a rare opportunity to secure a signature estate within one of Sarasota's most prestigious gated communities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
6100 HOLLYWOOD BLVD, SARASOTA, FL 34231
$649,00040 Days on yellowkey MLS ID: A4692788
REDUCED by $50,000 (7.2%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2325 Built: 1956 Tax: $3,185 (2025)Community: Aqualane Estates 2NdSpa: NoSingle Family
Taxes:$3,185
Remarks: Located in the highly desirable Aqualane Estates, just about a mile from the world-famous Siesta Key Beach and Crescent Beach, and close to local favorite Captain Curt’s Crab & Oyster Bar, this unique property offers an incredible opportunity to own in one of Sarasota’s most sought-after waterfront neighborhoods. Surrounded by million-dollar homes and picturesque canal-lined streets, the setting alone makes this home truly special. Set on an expansive 0.40-acre lot, the property is anchored by a stunning, majestic banyan tree that creates unmatched curb appeal and Old Florida charm. While the home does not offer full canal access, it does feature a small sliver of water frontage, adding to its character. With no HOA, you’ll enjoy added flexibility and freedom rarely found in such a prime location. Additionally, the home is in Flood Zone X and X500 and has never flooded. This oversized lot also presents exceptional potential for redevelopment, with ample space to build a new custom home in line with the luxury properties throughout the neighborhood—making it ideal for investors, builders, or buyers looking to create their dream home. Built in 1956, this classic Florida-style home offers 3 bedrooms, 2 bathrooms, and 2,325 square feet of living space. Inside, you’ll find timeless character throughout, including beautiful terracotta tile flooring accented with unique hand-painted tiles, along with artistic touches carried into the primary bedroom and shower. The outdoor space is designed for enjoying the Florida lifestyle, featuring a large, private pool ideal for laps, all enclosed within a fenced backyard and patio area for added privacy. A two-car garage with an attached workshop provides plenty of room for storage, hobbies, or projects. Recent updates include a 2025 shingle roof and an upgraded lift station for the septic system, offering peace of mind for the next owner. Whether you’re looking to enjoy it as-is, renovate, or build new, this property offers a rare combination of location, lot size, flexibility, and future potential just minutes from the beach, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
5405 ELISEO ST, SARASOTA, FL 34238
$425,00014 Days on yellowkey MLS ID: A4695216
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2004Monthly Fee: $471 Tax: $4,734 (2025)Community: VillagewalkSpa: NoTownhouse
Taxes:$4,734
Remarks: Virtually Staged. Live the Florida lifestyle you've been dreaming of in this beautifully maintained Cayman model located in the award-winning, resort-style community of VillageWalk. This desirable corner townhome offers 3 bedrooms, 3 full baths, a 2-car garage, private courtyard, balcony, and over 1,800 square feet of thoughtfully designed living space. Enjoy engineered hardwood flooring, soaring ceilings, abundant natural light, and an open floor plan perfect for entertaining. VillageWalk is situated on more than 500 acres of lush tropical landscaping with miles of walking and biking trails, scenic lakes, and abundant wildlife. Residents enjoy a waterfront Town Center featuring a state-of-the-art fitness center, lap and lagoon pools, Har-Tru tennis courts, pickleball, basketball, bocce, café with full bar, tiki bar, hair salon, gift shop, and a full calendar of social activities. Ideally located near Siesta Key Beach, the Legacy Trail, top-rated schools, dining, shopping, and all that Sarasota has to give.
Listing Agent: Amy Disalvo (941-780-8080)
6420 CARRINGTON CIR #35, SARASOTA, FL 34238
$287,00025 Days on yellowkey MLS ID: A4694080
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1388 Built: 1985 Tax: $3,468 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,468
Remarks: Welcome to Westwoods at Sunrise, a pet-friendly, well-maintained 55+ community offering a maintenance-free lifestyle with low HOA dues and no CDD fees. This 2-bedroom, 2-bathroom villa stands out with excellent storage, including large walk-in closets in both bedrooms, a linen closet, a kitchen pantry, and a spacious 2-car garage with durable epoxy floors. A screened breezeway connects the garage to the main living area, leading inside to an open floor plan complete with brand-new kitchen appliances and plantation shutters on several windows. The screened-in lanai features windows for added versatility throughout the year. For peace of mind, the association is responsible for roof replacement and exterior maintenance. Residents enjoy access to fantastic community amenities, including two heated pools, a clubhouse, tennis, and pickleball courts. Conveniently located near I-75, local dining, and the beautiful beaches of Siesta Key, this home is perfect for full-time living or a seasonal retreat.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jill Thomas (941-544-1160)
5309 CHARLIE BROWN LN, SARASOTA, FL 34233
$749,00039 Days on yellowkey MLS ID: A4691590
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2768 Built: 2016Monthly Fee: $261 Tax: $6,961 (2025)Community: Luna BaySpa: NoSingle Family
Taxes:$6,961
Remarks: Opportunities like this are rare in Luna Bay, an intimate Sarasota neighborhood of just 21 homes—offering a true sense of privacy and community that’s hard to find. This beautifully appointed 4-bedroom, 3.5-bath residence is offered fully furnished, making it completely turnkey for immediate enjoyment or investment. The open floor plan features a desirable downstairs primary suite, a den/office and an upstairs loft ideal for a playroom, study area, or TV room. From the moment you arrive, the barrel tile roof, paver driveway, and covered front porch create impressive curb appeal. Inside, the home is bright and inviting with wood cabinetry, granite countertops, generous closet space, and numerous upgrades throughout. Step outside to a south-facing covered lanai overlooking the screened, heated pool with a paver deck, all set within a fenced backyard that offers complete privacy—perfect for relaxing, entertaining, or pets. Enjoy a low-maintenance lifestyle with HOA-covered yard maintenance. Ideally located within the highly sought-after Ashton Elementary school district and just minutes from top-rated Sarasota schools, this home also offers exceptional proximity to Siesta Key Beach, I-75, and a wide array of shopping and dining options. This is a rare opportunity to own a fully furnished home in a boutique community in one of Sarasota’s most desirable locations.
8458 SNOWFALL ST, SARASOTA, FL 34241
$1,889,000103 Days on yellowkey MLS ID: A4685211
REDUCED by $106,000 (5.3%) on 05/01/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4562 Built: 2024Monthly Fee: $251 Tax: $16,228 (2025)Community: Skye Ranch Nbrhd ThreeSpa: YesSingle Family
Taxes:$16,228
Remarks: Under contract-accepting backup offers. Welcome to 8458 Snowfall Street, an exceptional residence completed in 2024 and located in the highly sought-after Skye Ranch community of Sarasota, where luxury living meets a vibrant, family-oriented neighborhood and outstanding resort-style amenities. This impressive home offers 4 bedrooms, 4 full bathrooms, and 2 half baths across a spacious, thoughtfully designed floor plan that balances comfort, style, and functionality. The residence includes the primary bedroom on the first floor, a private office and a dedicated media room and in-law-suite on the second floor providing flexible spaces for work, entertainment, and everyday living. Expansive open living areas are filled with natural light and designed for effortless entertaining, seamlessly connecting the interior living spaces with the outdoor retreat. Outdoor living is truly resort-inspired. The expansive 1400 square ft. lanai features an oversized pool and spa, along with a fully equipped outdoor kitchen, fire pit and golf putting green creating the perfect setting for hosting gatherings or enjoying relaxing evenings in your private backyard oasis. Beyond the home itself, residents of Skye Ranch enjoy one of Sarasota's most dynamic master-planned communities. At the heart of the neighborhood is The HUB Amenity Center, where families gather to enjoy a resort-style pool and splash pad, fitness center, basketball court, climbing wall, clubhouse and café, sports courts, playgrounds, dog park, and over 23 miles of scenic walking and biking trails woven throughout beautiful natural preserves. The HUB also hosts a lively calendar of community events, family activities, movie nights, and seasonal celebrations, creating a warm and welcoming environment where neighbors quickly become friends. Ideally located near the new Skye Ranch K-8 School and just minutes from I-75, shopping, dining, and Sarasota's world-renowned Gulf Coast beaches, this remarkable home offers the perfect balance of luxury, recreation, and community connection.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
7151 WAINSCOTT CT, SARASOTA, FL 34238
$959,90015 Days on yellowkey MLS ID: A4695421
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3054 Built: 2001Monthly Fee: $181 Tax: $6,320 (2025)Community: The HamptonsSpa: YesSingle Family
Taxes:$6,320
Middle School: K-8 At Clark And Lorriane
Remarks: Welcome to West Hampton, a quiet gated enclave of just 57 high quality residences in popular Palmer Ranch. This beautifully updated 4 bedroom plus den/office, 3 bath home is located on one of the most desirable waterfront cul-de-sac lots in the community, with a panoramic view of nature from the pool and lanai, as well as from the interior living space.The features and upgrades in this home will allow you to check off nearly everything on your “must have” list. The new flat tile roof (12/2024) is just one of many items that make this home “better than new.” As you enter, you will immediately recognize the classic split floor plan, with the den to your left and the living and dining rooms ahead and to your right. Take note of the beautiful ceramic plank floors which run throughout the home, then look ahead to the view of the pool and spa, and the pond beyond. The owners have creatively reimagined this space, providing a formal dining area that takes full advantage of the view. The primary suite is to your left, where you will find an updated en suite bathroom with separate sinks, a dressing table, tub and walk-in shower. The bedroom features a walk in closet and a second large closet, and of course, a view of the pool and pond and access to the lanai. Pass through the center of the home to the combined kitchen/family room, where you will still enjoy the full view of the pool and lanai. The kitchen will satisfy the needs and desires of those who love to cook, with plenty of cabinet space, a new double wall oven (with convection), oversized LG refrigerator, and Wolf gas cook top. A built-in desk and china cabinet are located in the adjoining dinette. Beyond the family room to the rear of the home you will find a 14'x19' guest suite which provides an en suite bathroom, access to the pool, and a picture window overlooking the pond. Two additional bedrooms, a bathroom, the laundry and pantry complete this side of the home. Returning to your “must have” list, you can check off the 3 car garage, two newer HVAC units, natural gas for heating and cooking, brick driveway and lanai, ideal location near beaches, shopping, dining, the city of Sarasota, and more. If good schools are on your list, excellent private and public schools are nearby. Please note that all furniture is available for purchase at buyer's option under separate agreement.
Listing Agent: Charlie Offer (941-321-9664)
2644 MOSS OAK DR #47, SARASOTA, FL 34231
$425,00020 Days on yellowkey MLS ID: A4694071
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $2,669 (2025)Community: Woodbridge EstatesCondo
Taxes:$2,669
Remarks: Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This spacious 3-bedroom, 2 full and 1 half bath condo offers an open floor plan designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
7418 MONTE VERDE, SARASOTA, FL 34238
$650,00079 Days on yellowkey MLS ID: A4686455
REDUCED by $74,900 (10.3%) on 05/07/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2406 Built: 2002Monthly Fee: $499 Tax: $7,287 (2025)Community: Prestancia/Monte VerdeSingle Family
Taxes:$7,287
Remarks: Welcome to the sought-after Monte Verde enclave within the prestigious TPC Prestancia community. Residents enjoy access to 36 holes of championship golf, lush natural landscapes and the privacy of a gated enclave within an Audubon Cooperative Sanctuary. This beautifully maintained four-bedroom, three-bath residence offering 2,406 square feet is perfectly positioned in a 24-hour guarded-gated, maintenance-free community with Flood Zone X for peace of mind. Designed with comfort and functionality in mind, this home features a desirable split floor plan with formal living and dining rooms, complemented by a spacious, light-filled family room that opens effortlessly to the screened lanai through sliding glass doors. The well-appointed kitchen boasts wood cabinetry, Corian countertops and an island for additional prep space, making it ideal for both everyday living and entertaining. Architectural details such as crown molding, double tray ceilings and bay windows enhance the home’s elegance while allowing for abundant natural light throughout. The private owner’s suite and generously sized guest bedrooms provide flexibility for family, guests or a home office. Go outside to enjoy the tranquil Florida lifestyle on your screened lanai or take advantage of the community pool located just across the street, perfect for relaxing without the maintenance. Additional highlights include air conditioning (2022), water heater (2021), tile roof (2002), freshly painted garage floor, quarterly HOA: master $750, Monte Verde $1,235, and aptional TPC golf membership. Just minutes from Siesta Key Beach, dining, and downtown Sarasota, this home offers the perfect blend of luxury, convenience and resort-style living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.