Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7505 WEEPING WILLOW BLVD, SARASOTA, FL 34241
$860,000269 Days on yellowkey MLS ID: O6346384
REDUCED by $15,000 (1.7%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3141 Built: 1987Monthly Fee: $119 Tax: $8,342 (2024)Community: Bent Tree VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,342
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Virtually Staged. Luxurious Lakefront Living in The Woodlands of Bent Tree! This beautiful home offers a private setting on over half an acre, backing onto a spring-fed lake in the gated Woodlands of Bent Tree. Nestled in an A-rated school district and surrounded by lush landscaping, this property combines elegance, comfort, and convenience in one perfect package. Featuring 4 bedrooms, 3 baths, a 2-car side-entry garage, and a brand new roof, the split plan design showcases both functionality and style. Enjoy formal living and dining rooms, a spacious family room with soaring ceilings, a fireplace, and a stylish wet bar. The chef’s eat-in kitchen is a showstopper with quartz countertops, stainless steel appliances, and direct access to the family room—ideal for gatherings and entertaining. Your expansive primary suite includes a spa-inspired bath with dual sinks, a jetted garden tub, large walk-in shower, and generous walk-in closet. Secondary bedrooms are equally spacious, offering flexibility for guests, family, or office space. Step outside to your private oasis: a screened pool and spa overlooking breathtaking lake views, with plenty of room to relax or entertain. The expansive backyard provides additional space to enjoy the outdoors. Just a short golf cart ride to Bent Tree Country Club or Laurel Oak Country Club, and minutes from Siesta Key Beach, UTC Mall, downtown Sarasota, shopping, and dining—this home has it all. Don’t miss this rare opportunity to own in The Woodlands of Bent Tree—schedule your private showing today and fall in love with the perfect blend of luxury, privacy, and natural beauty!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
4060 WEBBER ST, SARASOTA, FL 34232
$329,50059 Days on yellowkey MLS ID: A4691042
REDUCED by $19,500 (5.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Elementary School: Brentwood Elementary
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
2927 WEBBER ST, SARASOTA, FL 34239
$575,000158 Days on yellowkey MLS ID: A4678196
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1961Monthly Fee: $17 Tax: $6,193 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,193
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Wonderful mid-century ranch in Southgate offering 3 spacious bedrooms, 2 bathrooms, a 2-car garage, and a heated saltwater pool. The dining room and living room both feature walls of pocket sliding doors that open to a large covered patio and screened pool area—perfect for enjoying the indoor-outdoor Florida lifestyle. Inside, restored terrazzo floors keep the home cool and timeless. The updated kitchen features stainless steel appliances, granite countertops, and a farmhouse sink. The primary suite includes a walk-in closet, and both bathrooms have been updated with marble tile and granite countertops. A convenient pool bath opens directly to the outdoor area. The heated saltwater pool was converted and upgraded in 2021 with a new pump, heater (2025), LED lighting, fountain feature, and solar cover. A fully fenced backyard and fire pit create a private outdoor setting ideal for entertaining or relaxing. Hurricane-impact windows were installed in 2021, along with extensive upgrades inside and out. The home features a newer roof (2022), A/C (2018), and new ductwork installed in 2022. There is ample space in the front of the property to add a circular driveway if desired. Optional membership is available to the South Gate Community Association, offering access to a community pool, park, and recreation facilities. Ideally located close to world-renowned beaches, downtown Sarasota, cultural attractions, outdoor trails, and highly rated schools.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
2374 ARLINGTON ST, SARASOTA, FL 34239
$579,000144 Days on yellowkey MLS ID: A4680088
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1126 Built: 1961 Tax: $6,734 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$6,734
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Located in Sarasota’s highly sought-after Arlington Park neighborhood, this thoughtfully updated residence delivers a compelling combination of comfort, functionality, and proximity to the city’s most popular destinations. With a renovated three-bedroom layout, the home is move-in ready and ideally positioned just minutes from downtown Sarasota and the area’s renowned Gulf beaches. The interior features an open-concept design that connects the living, dining, and kitchen areas, creating an easy flow for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the main living spaces, while freshly painted walls in a neutral color palette enhance the light-filled atmosphere. Two updated bathrooms provide modern convenience and a cohesive finish. The kitchen serves as the heart of the home, offering granite countertops, a full-height tile backsplash, ample cabinetry, and a central island that adds workspace and casual seating. Sliding doors open to a spacious, fully fenced backyard—an inviting outdoor setting with room to relax, garden, or create a customized outdoor retreat. Additional exterior storage adds everyday practicality. Residents enjoy immediate access to Arlington Park, known for its playground, fountains, walking paths, picnic areas, basketball courts, and tennis facilities—just moments from the front door. The nearby Southside Village offers popular dining spots, local boutiques, and everyday conveniences, while downtown Sarasota’s arts, dining, and waterfront attractions are only a short drive away. World-famous beaches including Siesta Key Beach and Lido Key are easily accessible, providing endless opportunities for coastal recreation. This Arlington Park home offers an ideal balance of neighborhood charm, city convenience, and access to Sarasota’s best lifestyle amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,99980 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Elementary School: Phillippi Shores Elementary
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
6829 CHLOE CT, SARASOTA, FL 34241
$699,99096 Days on yellowkey MLS ID: TB8487039
REDUCED by $30,000 (4.1%) on 04/09/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Tax Year: 2026
Remarks: Under Construction. Imagine your future with the timeless comforts and top-quality construction you’ll experience in The Messner floor plan by David Weekley Homes brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. There’s a room for everyone in this 5 bedroom, 3.5 bath, 2 car garage luxury home. Expertly placed energy-efficient windows help the family and dining spaces shine with natural light. The streamlined designer kitchen creates an easy culinary layout for the resident chef while granting an open view of the adjacent living spaces. Head up stairs to find the Owner’s retreat, an en suite Owner’s Bath and sizable walk-in closet to contribute to the everyday getaway. You’ll also find a multipurpose loft for a family movie theater or game night HQ as well as 3 additional bedrooms, 1 full bath and your indoor laundry room conveniently located on the second floor. Finishing out the first floor is your guest bedroom with en-suite bath so your visitors have their own getaway, as well as a study and powder room. The generous back yard boasts plenty of room to build your outdoor, pool inspired oasis. How do you imagine your #LivingWeekley experience with this new home in Lakeview Crossing? You are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles) in the fully gated community of Lakeview Crossing.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2314 PROSPECT ST, SARASOTA, FL 34239
$2,275,000107 Days on yellowkey MLS ID: A4684572
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3651 Built: 2024 Tax: $18,837 (2025)Community: Loma Linda ParkSpa: YesSingle Family
Taxes:$18,837
Remarks: A statement of modern elegance in the heart of Sarasota, this exceptional Arlington Park residence delivers refined luxury, architectural presence, and elevated design at every turn. Offering 5 bedrooms, 5.5 bathrooms, and 3,651 square feet under air, this custom-built home was thoughtfully designed for those who appreciate both sophisticated entertaining and comfortable everyday living. From the moment you enter, soaring 12-foot ceilings and a dramatic staircase create an unforgettable first impression. The main living spaces are open, expansive, and filled with natural light. A designer kitchen anchors the home, showcasing solid wood cabinetry, quartz countertops, an oversized waterfall island, and premium Thermador appliances which are perfectly suited for culinary enthusiasts and elegant gatherings alike. A custom built-in feature wall enhances the living area with both style and function. Sliders seamlessly connect indoor and outdoor spaces, creating effortless Florida living. A private first-floor office offers a quiet retreat for work or study. Upstairs, 10-foot ceilings and rich hardwood flooring continue the home’s elevated aesthetic. The owner’s suite is a true sanctuary, complete with a private balcony overlooking the backyard, custom vanity, a soaking tub, and an oversized walk-in shower finished with striking designer tile. Each additional bedroom features its own en-suite bath and walk-in closet, ensuring comfort and privacy for family and guests. A spacious second-floor den provides flexible space for a media room, lounge, or game area. The outdoor setting rivals a private resort. The saltwater pool with waterfall and sun shelf is complemented by a spa, outdoor shower, and dedicated pool bath. A modern aluminum pergola adds architectural interest and shaded relaxation, while the lanai invites seamless entertaining year-round. No detail was overlooked: impact-rated windows and doors, epoxy-finished 2.5-car garage, irrigation system, integrated indoor/outdoor speakers, pre-wiring for security cameras, and dual A/C systems for optimal efficiency. Located in highly desirable Arlington Park, this home places you minutes from downtown Sarasota, Sarasota Memorial Hospital, and the area’s renowned dining and cultural destinations. World-class beaches including Siesta Key and Lido Key are just a short distance away. This is more than a home...it is a lifestyle defined by quality, design, and distinction. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Kroshus (941-303-3429)
2660 DICK WILSON DR, SARASOTA, FL 34240
$1,299,00064 Days on yellowkey MLS ID: A4690365
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $50,000 (3.7%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3166 Built: 1997Monthly Fee: $369 Tax: $6,823 (2025)Community: Laurel Oak Estates Sec 10Single Family
Taxes:$6,823
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Laurel Oak Estates, beautifully on a private .91-acre lot with mature landscaping, this spacious four-bedroom home with office/den offers 3,166 square feet of comfortable living. Thoughtfully designed with custom window treatments, crown molding, and a deluxe lighting system throughout, the home blends elegance with everyday functionality. Kitchen features a large island, Corian countertops, white cabinetry and opens to the main living areas. Sliding glass doors lead to an expansive outdoor space with a large pool and spa, creating an indoor-outdoor lifestyle. Additional highlights include impact windows, a newer tile roof, and a three-car garage providing ample storage. In the guard-gated community, this private property offers security and serenity in a beautiful setting. Membership in Laurel Oak Country Club is optional. Two championship golf courses, 12 Tru-Har tennis courts, pickleball and an active social calendar. Come live the lifestyle!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000214 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Nancy Mackenzie (941-330-4814)
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$819,99064 Days on yellowkey MLS ID: TB8498668
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This homes sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90050 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$550,000293 Days on yellowkey MLS ID: A4663718
REDUCED by $15,656 (2.8%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Elementary School: Wilkinson Elementary
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,650,000212 Days on yellowkey MLS ID: A4672742
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$18,228
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program and is already completely booked for the current season, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
2340 LINDSTROM ST, SARASOTA, FL 34237
$699,000181 Days on yellowkey MLS ID: A4675836
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1804 Built: 2021Monthly Fee: $654 Tax: $8,569 (2025)Community: Payne Park VillageTownhouse
Taxes:$8,569
Middle School: Booker Middle
Remarks: Virtually Staged. Improved Price! UPGRADE your 2026!!! DOWNTOWN SARASOTA MODERN LIVING! You could be the proud owner of this Newer built (2022) Luxury Townhome. With 3 bedrooms + 3 full baths + ½ Bath + Bonus Loft + Rear entry 2 Car Garage there is room for everyone. This freshly painted, beautiful, and modern Townhome boasts over 1800 sq ft and 3 levels of living space. There is a bedroom and bathroom on each floor making this is an ideal opportunity to be together, but also have some privacy. The upscale design will lure you into all the comforts of home! The open style kitchen has it all with stainless steel appliances, quartz countertops, 42” wood cabinets, designer pendant lights, and an island with room for multiple counter height stools. There is even a separate pantry closet that is HUGE with custom wood shelving. The Kitchen opens up to the Living Space with Soaring Ceilings and views of the pool and amenities. Sunshine fills all the rooms with so many windows we lost count and all with custom blinds. The Primary Bedroom is so roomy with an En-suite bathroom including glass showers doors, separate water closet, large vanity with double sinks, classy quartz countertops, and modern lighting. The laundry is located next to the primary Bedroom on the 2nd level and includes a stackable washer and dryer. This Townhome has its very own brick paver fenced front courtyard that leads to the front door. This one of a kind neighborhood includes sidewalks, beautiful tropical landscaping, resort style heated pool and spa, tons of resort style pool lounge chairs, umbrellas, doggie park, grills, and picnic tables, and even corn hole. This Sarasota, FL location is one of the best as The Legacy Trail (18 Miles of entertainment and/or exercise) is easily accessible from the private entrance. Just across the street from the community is Sarasota's very own Payne Park including acres and acres of green space including tennis courts, circus playground, skate park, disc golf course, café, and so much more. Downtown Sarasota is known for its crazy amount of wide range delicious restaurants, entertainment, parades, arts, events, and weekly farmers market. LIVE/WORK/PLAY all in one place! Start Living your Dreams Today!
Listing is courtesy of: SALTY DREAMS REALTY INC (941-809-0454)
Listing Agent: Angela Florian (941-809-0454)
3317 BOUGAINVILLEA ST, SARASOTA, FL 34239
$445,00031 Days on yellowkey MLS ID: A4694271
REDUCED by $5,000 (1.1%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1514 Built: 1962 Tax: $4,960 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$4,960
Remarks: Virtually Staged. Southgate Charm + Space to Dream in One of Sarasota’s Most Established Neighborhoods. Situated on an oversized lot in the sought-after South Gate community, this 3-bedroom, 2-bath home offers the kind of outdoor potential that is increasingly hard to find in Sarasota. With beautiful curb appeal and a welcoming layout featuring a sunroom, spacious living areas, and dedicated dining space, this property is ready for everyday living now with room to create something extraordinary later. The expansive backyard provides ample space for a future resort-style pool, outdoor entertaining area, or private tropical retreat. Inside, the floor plan balances functionality and flexibility with multiple gathering spaces, generous bedroom sizes, pantry storage, and a sun-filled bonus room perfect for morning coffee, hobbies, or additional living space. The oversized lot offers privacy and possibilities whether you envision lush landscaping, an outdoor kitchen, or a custom backyard oasis. Residents love the central Sarasota location with convenient access to Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, and everyday conveniences. This is an opportunity to own in a neighborhood known for mature trees, character, and proximity to the best of Sarasota living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000303 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing Agent: Halie Monde (941-735-4707)
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$849,990120 Days on yellowkey MLS ID: TB8478629
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Remarks: Under Construction. Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting peacefully on a pond, where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL. **This property offers a limited-time interest rate incentive.
3612 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$689,0008 Days on yellowkey MLS ID: A4696876
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2895 Built: 1962Monthly Fee: $17 Tax: $3,014 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,014
Remarks: Beautiful 4BR/3Bath Pool Home in the highly desirable Southgate neighborhood close to everything great that Sarasota has to offer. Sitting on a perfect rectangular 10,500 Sq’ lot the home boast 2895 Sq’ of indoor livingspace, offering plenty of room for multi-generational living or converting the primary suite (with 2 doors to the exterior) into a Mother-In-Law apartment or ADU (AuxiliaryDwelling Unit) as a possible income generator. The stand-up attic offers excelent additional storage or oportunity to dormer and make into additional living space. When you enter the home, you are greeted by a massive living room and tastefully updated ceramic tile on the diagonal that carries throughout the home. The open plan main living areas are complemented with spacious split bedrooms for privacy. The light and bright kitchen has 2 windows and recessed LED lighting and ample stone counters that a cook or baker will appreciate, plus upscale Samsung black stainless steel appliances, and a breakfast bar to the bonus room that has 2 large pantry closets and a built in desk with shelves. French doors lead out to the paver brick; lanai, patio and sunny pool area, on a spacious fully fenced backyard. The home is on county water and sewer and has 9.5 year old roof, 2 zones of HVAC; one is 2021 14 SEER Trane 2 ton for the primary BR side of the home, and the other is a 13 year old 15 SEER 3.5 ton Comfortmaker that is serviced regularly for the rest of the home. Large overhanging roof provides shade for passive cooling and coverage for outdoor storage. Book your private showing and scoopup this great opportunity NOW!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
6823 HERON MEADOW DR, SARASOTA, FL 34241
$789,99061 Days on yellowkey MLS ID: TB8499636
INCREASED by $15,000 (1.9%) on 05/15/2026
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. The welcoming view from the front door extends through the sunny family and dining spaces and out to the serene lanai. In this single story dream home you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & 3 car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000229 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
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