Location: Sarasota
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,228
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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)
2806 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$948,00050 Days on yellowkey MLS ID: A4692014
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3019 Built: 2022Monthly Fee: $358 Tax: $11,880 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$11,880
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Envision the Florida lifestyle in Lakewood Ranch at 2806 Butterfly Jasmine Trail, set on a private preserve lot within the gated community of Windward. This popular two-story Triumph model by Neal Homes features a first-floor primary suite, four bedrooms plus an office, and four full baths—each bedroom with its own ensuite—along with a convenient half bath for guests, offering a thoughtful and functional layout throughout. From the moment you enter, soaring ceilings and stunning sightlines lead straight to the saltwater pool and peaceful preserve beyond. The chef’s kitchen is the centerpiece, complete with stainless steel appliances, gas range, a large island with pendant lighting, soft-close solid wood cabinetry, under-cabinet lighting, a large pantry, and a walk-in pantry. The primary suite and two more bedrooms are located on the first floor, while upstairs offers a private guest retreat with a bedroom and full bath, along with a spacious bonus room ideal for a playroom or family room. Located just minutes from UTC, Waterside, downtown Sarasota, and the Gulf beaches including Siesta Key, Lido, and Anna Maria Island, the location is exceptional. The 9,600 sq. ft. clubhouse, two gyms, playground, tennis and pickleball courts, two dog parks, and two resort style pools making it the perfect place to reconnect with your family and neighbors. Don’t wait years to build when your dream home is awaiting you at 2806 Butterfly Jasmine Trail.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
2320 AQUABLUFF PL #V274, SARASOTA, FL 34231
$255,000108 Days on yellowkey MLS ID: TB8482598
REDUCED by $3,000 (1.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,443 (2025)Community: Strathmore Riverside IiiCondo
Taxes:$2,443
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to easy Florida living in this 2-bedroom, 2-bath 55+ villa in beautiful Sarasota just 15 minutes away from Siesta Key! Comfortable, bright, and thoughtfully designed and NEW Roof and HVAC (2024) for added peace of mind - Come enjoy the relaxed lifestyle Sarasota is known for. Step inside to discover tile flooring throughout the entire home — no carpet here, creating a low-maintenance living space that’s perfect for Florida living. The stylish kitchen features rich wood cabinetry, granite countertops, a beautiful backsplash, and stainless steel appliances, offering both charm and functionality for everyday cooking and entertaining. Just off the kitchen, the sunny dining area is filled with natural light thanks to two large sliding glass doors, making it a welcoming place to start your morning or gather with friends. The spacious great room provides plenty of room to relax or host guests, with an open feel that makes the home comfortable and inviting. Both bedrooms are nicely sized, including the primary suite with a walk-in closet and private bath, offering a peaceful retreat at the end of the day. A laundry room conveniently located just off the 2 car carport adds everyday ease and practicality. Life in Strathmore Riverside Villas is about more than just the home — it’s about the lifestyle. Residents enjoy a wide variety of amenities designed for both relaxation and connection. The clubhouse serves as the heart of the community, featuring a fitness room, library, billiards, ping-pong, and outdoor recreation areas. A large heated pool is perfect for lap swimming, exercising, or simply relaxing in the Florida sunshine. Even better, the monthly condo fees make living here simple and stress-free, covering exterior maintenance, grounds care, water, and cable. Owners only pay for electricity and internet, allowing you to spend more time enjoying the Sarasota lifestyle and less time worrying about upkeep. For those who love being near the water, the community offers day docks for launching kayaks and fishing, along with a marina where owners can rent boat slips on a first-come basis. The social calendar stays active year-round with dances, dinners, educational luncheons, game nights, and community gatherings. Residents can also participate in a variety of social clubs including golf, arts and crafts, cards, boating, dining groups, and more, making it easy to meet neighbors and stay involved. Living in Sarasota means enjoying one of Florida’s most beloved coastal destinations. Known for its beautiful Gulf Coast lifestyle, Sarasota offers an incredible mix of award-winning beaches, dining, and outdoor recreation. Just a short drive away is the famous Siesta Key Beach, celebrated for its powdery white quartz sand and stunning sunsets. Spend your days soaking up the sunshine or enjoying waterfront restaurants in Siesta Key Village. Sarasota is also known for its vibrant cultural scene, including theaters, museums, and waterfront parks, along with endless opportunities for boating, fishing, golf, and exploring the natural beauty of Florida’s Gulf Coast. Whether you’re enjoying a quiet morning coffee at home, joining neighbors for a social event, or heading out to the beach for the afternoon, life here offers the perfect balance of relaxation and activity. If you’ve been searching for a welcoming 55+ community, fantastic amenities, and the Sarasota lifestyle close to Siesta Key, this villa is ready to welcome you home.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
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
Elementary School: Alta Vista Elementary
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)
6211 TIMBER LAKE DR #B4, SARASOTA, FL 34243
$249,90021 Days on yellowkey MLS ID: O6412209
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1986Monthly Fee: $350 Tax: $1,198 (2025)Community: Woodland Green EstatCondo
Taxes:$1,198
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to 6211 Timberlake Dr. Unit B-4 (Woodland Green Estates). A charming 2-bedroom, 2-full bathroom condo located in the heart of Sarasota, Florida. This beautiful Palm Aire Condo is located on the 5th hole of the Lakes Golf Course at Palm Aire Golf & Country Club. It has low maintenance fees with assigned deeded parking. HVAC (2019), Water Heater (2020), Roof (2022). Inside this 2nd story Condo you will find bright and spacious open concept living area featuring high vaulted ceilings. Over sized dining and living space with extended enclosed Florida room overlooks your peaceful golf course view providing use all year long. Woodland Green has a low monthly maintenance fee and has a community pool, shuffleboard court and clubhouse available for private rental. Optional memberships are available at semi-private Palm Aire Country Club that include 36-hole golf, tennis, pickle ball, social activities, dining, swimming and more! Your future home is minutes to University Town Center (UTC) shopping/restaurants, Siesta Key Beach, St. Armand's Circle, Downtown Sarasota restaurants/shopping/marina and more!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
3739 CALEDONIA LN, SARASOTA, FL 34240
$2,999,000876 Days on yellowkey MLS ID: A4596324
REDUCED by $96,000 (3.1%) on 04/27/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $467 Tax: $5,150 (2023)Community: Founders ClubSpa: YesSingle Family
Taxes:$5,150
Tax Year: 2023
Remarks: Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.
Listing is courtesy of: THE FOUNDERS CLUB REALTY LLC (941-378-0900)
Listing Agent: Lisa Van Dien (941-378-0900)
1330 MAIN ST #PH 9 & 10, SARASOTA, FL 34236
$6,995,000201 Days on yellowkey MLS ID: A4672442
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 7188 Built: 1926 Tax: $33,573 (2024)Community: Orange Blossom TowerCondo
Taxes:$33,573
Remarks: SPECTACULAR PENTHOUSE WITH TIMELESS GRANDEUR & SWEEPING GULF/BAY/DOWNTOWN CITY VIEWS. The Orange Blossom Tower is one of Sarasota’s most treasured landmark buildings and this extraordinary two-story penthouse masterfully blends historic elegance with modern luxury. Encompassing an impressive 7,188 square feet and capturing panoramic views with its's 47 windows of the Gulf & Bay and the city’s vibrant cultural district, this residence offers an incomparable lifestyle in the heart of downtown. IMPECCABLE DESIGN & EXQUISITE CRAFTSMANSHIP A dramatic 26-foot atrium and gallery—anchored by a breathtaking wraparound staircase—creates an unforgettable entrance that sets the tone for the home’s refined sophistication. Gleaming marble floors, a soaring cathedral ceiling, and architecturally rich details showcase unwavering attention to quality. The expansive great room is tailor-made for elegant entertaining, complemented by a formal dining room distinguished by a medallioned tray ceiling, solid mahogany wainscoting, and other artisan finishes. The commercial-grade gourmet kitchen is designed to impress even the most discerning chef. For quiet moments and productivity, the mahogany-paneled office/library offers a serene retreat with direct access to a private elevator foyer. The luxurious primary suite promises restful indulgence with its spa-inspired bath featuring dual sinks, a hydromassage tub, sauna, and steam shower. Two additional bedrooms overlook the central atrium with charming Juliet balconies, adding to the home’s architectural romance. A private rooftop terrace crowns the residence, delivering 360-degree bay and city vistas—an unforgettable setting for sunset gatherings, open-air dining, or front-row seats to Sarasota’s Fourth of July fireworks. Additional highlights include keystone columns, custom mahogany millwork, eight-foot hand-carved mahogany doors, garage parking, and a generous bonus room with potential for an additional full bath conveniently located near the rooftop terrace. A PRESTIGIOUS ADDRESS IN THE HEART OF SARASOTA Originally built in 1926 as the American National Bank—and later an apartment hotel frequented by Hollywood stars—Orange Blossom Tower stands as a distinguished landmark listed on local, state, and national historic registries. This building has an exclusive collection of just seven luxury residences atop two floors of commercial space, the building seamlessly pairs heritage with contemporary sophistication. An incredible Amenity to the Orange Blossom Tower is it enjoys all of the amenities of the 1350 Building 50 yards away to include 3 deeded parking spaces in the private parking garage, pool, work out room, business center, billiard room, TV gathering area, outdoor grills. Important to know the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
4517 MONDRIAN CT, SARASOTA, FL 34240
$1,699,0003 Days on yellowkey MLS ID: A4696495
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3579 Built: 2024Monthly Fee: $438 Tax: $10,181 (2025)Community: Artistry Ph 3BSingle Family
Taxes:$10,181
Remarks: Virtually Staged. Virtually Staged Photos Included. Step into unparalleled luxury with this highly customized Monet II model, a masterfully upgraded estate situated on a premier lakefront lot within the gated, natural gas community of Artistry Sarasota. While originally designed for luxury and efficiency—featuring tinted impact glass, open-cell foam insulation, a 4-car garage with pristine painted floors, and a Vitex Smart Home system—this residence has been completely transformed with hundreds of thousands in custom, designer-level upgrades. From the moment you arrive, the striking new glass front door sets a elegant tone. Inside, a bright, open layout is elevated by extensive architectural details, including custom crown molding throughout the entire home and custom tray ceilings in the main living area and primary suite. The dedicated home office is a showstopper, featuring new entry doors, shiplap accent walls, custom self-closing plywood cabinetry, and elegant quartz countertops. The great room serves as the ultimate gathering space, anchored by a magnificent custom-built entertainment unit boasting acoustic paneling, integrated lighting, a sleek custom fireplace, and an 80-inch television. The culinary kitchen shines with premium quartz countertops, upgraded pendant lighting, and a state-of-the-art smart refrigerator with an integrated TV. Each bedroom serves as a private retreat, uniquely detailed with custom accent walls, individual ceiling fans, and recessed lighting. The bathrooms have been equally elevated with modern illuminated mirrors, while the custom laundry room features beautiful gold accents and durable quartz surfaces. Step outside into your private, resort-style oasis. The expansive rear lanai features a striking panoramic screen cage, offering completely unobstructed views of the lake and breathtaking Florida sunsets. The outdoor living space centers around a spectacular custom pool and spillover spa, complete with a sun deck, dual benches, large steps, vibrant LED color lighting, and twin fire bowls for an unforgettable evening ambiance, which is currently under construction. The entire outdoor deck is finished in premium marble flooring. Additionally, a custom-fit outdoor kitchen structure is stored safely in the garage and stands ready for seamless future installation (plumbing rough in, appliances not included).Residents of Artistry Sarasota enjoy world-class community amenities, including a clubhouse, fitness center, resort-style pool, sport courts, and peaceful nature trails—all while being minutes away from Lakewood Ranch shopping, dining, top-rated golf courses, and Sarasota’s world-famous beaches. Don't miss this one-of-a-kind, move-in-ready masterpiece. Schedule your tour today! ________________________________________
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Sheri Wofford (941-809-8366)
6223 DONNINGTON CT, SARASOTA, FL 34238
$675,00028 Days on yellowkey MLS ID: A4694589
REDUCED by $10,000 (1.5%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2081 Built: 1999Monthly Fee: $120 Tax: $4,210 (2025)Community: The HamptonsSingle Family
Taxes:$4,210
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Experience Open, Modern Living in The Hamptons! Enjoy high ceilings and an airy layout with a completely remodeled kitchen and pool area. Enjoy the stunning pool views from the updated dining and living rooms. The spacious master suite features direct pool access, a luxurious en suite bath with dual sinks, and a large walk-in closet. Two additional bedrooms and one completely remodeled guest bath—while the den is perfect as a nursery, office, or gym. Cook in style in the newly remodeled eat-in kitchen with white Shaker cabinets, matte-black hardware, a trendy backsplash, and sleek white and black granite counters. The separate laundry room includes a newer washer, dryer, and wood-slab countertop. An oversized garage provides ample space for two cars, bikes, and storage. Relax or entertain in the enclosed lanai with covered outdoor dining and an inviting in-ground pool, and a paver patio deck. Located just 2 minutes from the Legacy Bike Trail, 10 minutes to Siesta Key, and close to top schools, shopping, and downtown Sarasota, this home offers unbeatable quality of life and investment value. If you're in Palmer Ranch or anywhere in 34238, you've probably noticed the big changes at US-41 and Beneva. The new vision for Sarasota Square includes curated retail, chef-driven dining, wellness and fitness concepts, modern residences, landscaped gathering areas, and a walkable, pedestrian-friendly layout. Early renderings suggest an experience-driven destination, similar to Waterside Place or Downtown Wellen-designed around how people want to live, shop, dine, and connect. For Palmer Ranch, it could become the closest thing to a true town center, bringing new energy and lifestyle appeal right to the community. Don’t miss your chance—schedule a private showing today! You will not be disappointed.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ed Martinez (941-504-2995)
4211 CASCADE FALLS DR, SARASOTA, FL 34243
$425,0002 Days on yellowkey MLS ID: A4697262
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1576 Built: 2003Monthly Fee: $371 Tax: $4,594 (2025)Community: Lakeridge Falls Ph 1CVilla
Taxes:$4,594
Elementary School: Kinnan Elementary
High School: Southeast High
Remarks: Welcome to a beautifully maintained end-unit villa tucked behind the gates of Lakeridge Falls, a 55+ community where barrel tile roofs, mature palms, and meandering lakeside paths set a relaxed Sarasota tone. Built as part of an intimate four-villa building, this coveted end position wraps the home in extra windows, drawing natural light deep into the living spaces and giving it an airy, sunlit feel. Set on a premium waterfront lot with no rear neighbors, this two-bedroom, two-bath home with a separate den lives larger than its footprint, framing wide, tranquil water views from nearly every main room. Step inside through a private covered entry and the home opens to a bright, flowing layout finished in soft, soothing tones. The great room stretches toward a wall of sliding glass that frames the lake and opens to the covered, screened lanai, the kind of spot made for morning coffee and watching egrets wade along the shoreline. The kitchen sits at the heart of it all, dressed in crisp white shaker cabinetry, quartz counters, a gas range, and a breakfast bar that keeps the cook part of every conversation. A casual dining area and an adjacent den offer flexible room to work, gather, or unwind. Plantation shutters lend a polished, custom feel, while newer luxury vinyl plank flooring warms the bedrooms. The private primary suite faces the water, with its own slider to the lanai, a custom-built walk-in closet system, and a serene bath featuring a double quartz vanity and a roomy walk-in tiled shower. A comfortable guest bedroom and second full bath sit on the opposite side for privacy, and a dedicated interior laundry room with full-size washer and dryer adds everyday ease. With a two-car garage and a true move-in ready feel, this is a home you can simply settle into. Beyond your door, Lakeridge Falls delivers a resort-style lifestyle behind a manned gate. Residents enjoy a grand clubhouse, an expansive heated pool and spa, bocce courts, a sandy lakeside beach with a fire-pit and picnic area, and scenic walking trails that trace the community's lakes. Lawn care and exterior upkeep are handled for you, leaving more time to enjoy it all. The location is just as easy to love, minutes from University Town Center shopping and dining, with downtown Sarasota, St. Armands Circle, and the powdery sand of Lido and Siesta Key beaches a short drive away. Come experience the easy elegance of waterfront living on Florida's Gulf Coast. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$749,00074 Days on yellowkey MLS ID: A4689137
REDUCED by $20,000 (2.6%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$8,605
Remarks: The best one-story value in Windward under $1M - on a coveted corner lot with room to add a pool— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
4605 STONE RIDGE TRL, SARASOTA, FL 34232
$1,249,000222 Days on yellowkey MLS ID: A4668956
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3488 Built: 1980Monthly Fee: $58 Tax: $6,675 (2024)Community: Hidden Oaks EstatesSingle Family
Taxes:$6,675
Remarks: Virtually Staged. Welcome to Hidden Oaks Estates—nestled in one of Sarasota’s most sought-after communities on just under an acre of beautifully maintained property. This exceptional home offers a bright, open-concept design centered around a fully renovated custom kitchen, complete with a striking floating island and a spacious butler’s pantry—perfect for both everyday living and entertaining. The combined living and dining area is warm and inviting, featuring a natural stone wood-burning fireplace and expansive windows that frame serene views of the pool deck. An oversized media or library room with custom built-ins provides the ideal setting for quiet reading or cozy family movie nights. Upstairs, a wood staircase leads to a versatile loft space—perfect as a home office, additional media room, or even an open-concept bedroom, with ample storage. The main-level primary suite has been thoughtfully renovated, offering two walk-in closets and a spa-inspired ensuite with dual vanities, a walk-in rainfall shower, and private access to the pool deck. A separate wing, tucked behind a pocket door for added privacy, includes two generously sized bedrooms and a beautifully remodeled bathroom with dual vanities and a walk-in rainfall shower. Adding to the home’s flexibility is a semi-attached private 400 sq. ft. studio space—ideal for a guest suite, home office, or multigenerational living. This space features its own private entrance, full bathroom, walk-in closet, and direct access to the pool area. The property is equally impressive outside, with a circular concrete driveway leading to a two-car garage finished with new epoxy flooring and modern lighting. A side driveway offers extended parking and access to a 12' x 18' wired workshop shed with garage-door entry, as well as an additional 7' x 11' storage shed. A full well-water irrigation system ensures efficient and cost-effective landscape maintenance. Set on an expansive lot with room for additional parking, storage, or outdoor living enhancements, this beautifully updated residence delivers the perfect blend of comfort, functionality, and style—with plenty of space to grow.
Listing is courtesy of: COPPOLA REALTY GROUP (941-918-4785)
Listing Agent: Heather Kangropool (941-993-6174)
3662 PARKRIDGE CIR #28-102, SARASOTA, FL 34243
$260,0005 Days on yellowkey MLS ID: A4695971
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006 Tax: $3,284 (2025)Community: ParkridgeTownhouse
Taxes:$3,284
Elementary School: Emma E. Booker Elementary
Remarks: Short Sale. Desirable PARKRIDGE community amenities include secure gated entry and a beautiful Resort-style community pool the well maintained neighborhood has easy access to I-75 to University Park, UTC MALL SHOPPING, dining. Benderson Park has many international sports competitions for spectators and enthusiasts. My favorite is Siesta and Lido Key Beaches travel West from your home a few short miles to world class beaches! Parkridge is a maintenance-free lifestyle. Everyone is welcome snowbirds, fulltime, young professional, 1st time home buyer or investor, or finally enjoying the empty nestor lifestyle you will love this tree house style home.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
4925 REMINGTON DR, SARASOTA, FL 34234
$599,00074 Days on yellowkey MLS ID: A4685614
REDUCED by $30,000 (4.8%) on 06/19/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsApartment
Taxes:$5,532
Remarks: AGGRESSIVELY PRICED BELOW THE APPRAISAL VALUE!! Excellent investment opportunity or perfect personal retreat in beautiful Sarasota! This single family home well-maintained property at 4925 Remington Dr is currently operating as a successful short-term rental/Airbnb, offering immediate income potential for investors or flexibility for part-time use. The home features a bright and comfortable layout with inviting living spaces, making it ideal for both guests and full-time residents. The property offers a relaxed Florida lifestyle with outdoor areas perfect for entertaining or enjoying the warm Sarasota weather. Conveniently located near world-class beaches, shopping, dining, and entertainment, this property attracts vacationers year-round. Its desirable location and established rental use make it a rare opportunity for buyers seeking income-producing real estate in Sarasota. Whether you’re looking for a turnkey investment, seasonal getaway, or full-time residence, this property offers versatility, location, and excellent potential.
Listing Agent: Mariele Hoffman (941-225-0800)
10192 MILKY WAY CIR, SARASOTA, FL 34241
$1,279,99845 Days on yellowkey MLS ID: A4692094
REDUCED by $20,001 (1.5%) on 06/17/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3847 Built: 2023Monthly Fee: $220 Tax: $13,654 (2025)Community: Skye Ranch - CassiaSpa: YesSingle Family
Taxes:$13,654
Remarks: PRICE REDUCED! Enjoy the Florida life under glowing sunset skies and serene lake views in this luxury 5 bedroom plus office, 4.5 bath, 3-car garage, HEATED SALTWATER POOL home with 3,847 square feet of interior living space and a stunning outdoor pool area that your friends and family will envy. * High-end touches include wood-look luxury laminate flooring, picture-frame and crown molding, designer lighting, and a spacious great room with a coffered ceiling. The gourmet kitchen features a large island with quartz counters, 5 burner gas cooktop with a pot filler and vented hood, French door refrigerator, double ovens (including one with an easy-open French door), a scullery/butler's pantry with wine fridge, and a walk-in pantry. The main-floor primary suite offers a custom dream closet that brilliantly connects to the laundry room and a spa-like bathroom with enormous walk-in shower and dual vanities. There is a beautiful powder room for guests, and the floorplan is both open while still having zones for privacy, including an office with French doors, a formal dining room/library, and a breakfast nook. * Upstairs, you'll enjoy a LARGE LOFT that makes for a perfect playroom, workout space, gaming lounge, or man cave. It's surrounded by four additional bedrooms (including two en suites) to create flexible space for guests and family, work, and play, with no carpet in common areas and brand-new carpet in upstairs bedrooms for comfort. * Outside, the heated saltwater pool and pavered patio are straight out of a magazine, with a dramatic 360-degree cascading spa, sunshelf, a water feature, bubblers, and umbrella holder. The shaded area features a full outdoor kitchen with a Napoleon grill, vented hood, and gorgeous backsplash, and it is enhanced by pocketing sliders for seamless indoor-outdoor living. * THIS HOME FEATURES A THREE CAR GARAGE, AND A LARGE DRIVEWAY TO ACCOMMODATE YOUR FRIENDS AND FAMILY! ** The Skye Ranch community is gated and has one of the nicest amenity centers (The HUB) in the area, featuring a resort style pool, a lap pool, fitness center, climbing wall, numerous social spaces (including a kids' lounge), an air-conditioned gymnasium, and a coffee bar. This home and neighborhood are just a quick bike or golf cart ride to the brand new districted K-8 school, Skye Ranch School; and Sarasota Suncoast Academy, The Classical Academy, and Out of Door Academy Lower Campus are also just minutes away. This community is wonderful for all ages and the house is completely move-in ready, so schedule your showing before this one gets away!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Alison Stottlemyer (941-504-7260)
$599,000129 Days on yellowkey MLS ID: A4682036
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsSingle Family
Remarks: AGGRESSIVELY PRICED BELOW APPRAISAL VALUE!!!!! Welcome to 9425 Remington Drive — where privacy, freedom, and prime Sarasota living converge in one exceptional offering. Within walking distance of a stunning Sapphire Shore Park, where you can relish in breathtaking sunsets. Located in one of Sarasota’s most desirable West of Trail enclaves, just moments from the water, this property represents a rare opportunity in a location where land value and long-term appreciation consistently outperform broader market trends. In this coveted pocket, lifestyle, proximity, and scarcity drive demand — making opportunities like this increasingly limited for those seeking to secure a premier address in a timeless coastal setting.This refined 3-bedroom, 3.5-bath residence spans 1,605 square feet of thoughtfully designed space, delivering both sophistication and comfort — all without HOA fees or deed restrictions, a rarity that elevates both lifestyle and investment value. Each bedroom serves as a private retreat, complete with its own en-suite bath, creating an ideal layout for guests, multigenerational living, or a seamless work-from-home setup. A beautifully positioned powder room enhances convenience for entertaining. The open-concept design flows effortlessly, filled with natural light and understated elegance. The living spaces are designed for connection yet maintain a sense of calm and separation, offering both intimacy and versatility. Outdoors, the true luxury reveals itself — absolute freedom. Park your boat or RV, design your outdoor sanctuary, or tailor the property to your vision without restriction or approval. Located just minutes from downtown Sarasota, SRQ Airport, St. Armands Circle, and the Gulf Coast’s renowned beaches, this address delivers the ultimate balance of accessibility and coastal sophistication. This is more than a home — it’s an opportunity to live unrestricted in one of Sarasota’s most desirable and convenient locations.
5830 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$549,0004 Days on yellowkey MLS ID: A4697244
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: Fantastic opportunity to own your own slice of paradise. This 1 bed, 1 bath villa located at Jamaica Royale is ready for immediate occupancy. This beachfront complex is the perfect place to relax and unwind. Featuring 3 pools, beachfront lounge chairs, grills, shuffleboard, and other recreactional activites, there is something for everyone. Enjoy the pool views from your ground level unit with no stairs to navigate! With a weekly rental restriction, this unit could generate excellent rental income, especialy with current bookings already in the pipeline. Don't miss this great villa at this exceptional price. Schedule your showing today.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Steve Cavanaugh (941-587-1669)
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
Elementary School: Wilkinson Elementary
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)
604 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,250,000215 Days on yellowkey MLS ID: A4671973
1 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2173 Built: 1951 Tax: $12,202 (2023)Community: Siesta BeachApartment
Taxes:$12,202
Remarks: Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few blocks from Siesta Village and an easy stroll to the beach, this is a great location to enjoy what Siesta Key has to offer! Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF
Listing Agent: Dan Desoto, Jr (941-567-8006)
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