Location: Sarasota
Do Not Show Listings
3317 PINE VALLEY DR, SARASOTA, FL 34239
$550,000297 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,160
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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)
8008 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,750,000216 Days on yellowkey MLS ID: A4672889
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4190 Built: 2015 Tax: $25,117 (2024)Community: Mira Mar SubSpa: YesSingle Family
Taxes:$25,117
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
2806 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$948,00054 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)
2340 LINDSTROM ST, SARASOTA, FL 34237
$699,000185 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)
1330 MAIN ST #PH 9 & 10, SARASOTA, FL 34236
$6,995,000205 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)
6223 DONNINGTON CT, SARASOTA, FL 34238
$675,00032 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
$425,0006 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
Middle School: Braden River Middle
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
$749,00078 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.
10192 MILKY WAY CIR, SARASOTA, FL 34241
$1,279,99849 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)
604 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,250,000219 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
Tax Year: 2023
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)
6479 POSITANO CT, SARASOTA, FL 34243
$425,00016 Days on yellowkey MLS ID: A4696150
2 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 2016Monthly Fee: $359 Tax: $3,398 (2025)Community: Villa AmalfiVilla
Taxes:$3,398
Remarks: Under contract-accepting backup offers. Welcome to effortless Florida living in the highly sought-after gated community of Villa Amalfi. This beautifully appointed 2-bedroom, 2-bathroom villa offers the perfect blend of elegance, comfort, and maintenance-free living. Built by Neal Communities and completed in 2016, this popular Tidewater model has been thoughtfully enhanced with numerous upgrades throughout. From the moment you enter, you'll appreciate the plantation shutters, crown molding in the foyer and den, elegant chandeliers, tray ceilings, designer fixtures, and rich hardwood flooring that create a warm and sophisticated atmosphere. The stunning kitchen is the heart of the home, featuring brand-new stainless steel appliances, beautiful shaker-style cabinetry, quartz countertops, an attractive tile backsplash, and a large center island perfect for entertaining or casual dining. Quartz countertops have also been added to the guest bathroom, providing a cohesive and updated look. The spacious primary suite and guest bedroom offer comfort and privacy, both featuring plush carpeting, while ceiling fans in the guest bedroom and screened lanai enhance year-round comfort. The washer and dryer are also included, and the home is being offered fully furnished, allowing for a truly turnkey, move-in-ready experience from day one. One of the most desirable features of this villa is its unique positioning within the community. Thoughtfully offset from neighboring homes, it provides an added level of privacy rarely found in villa living. Relax on the screened lanai while enjoying peaceful views of the lush green space, or take advantage of the community pool and spa just moments away. Ideally located near UTC, world-class shopping, exceptional dining, theaters, golf, and some of Florida's most beautiful Gulf Coast beaches, this home offers the perfect combination of convenience and resort-style living. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance lifestyle, this exceptional Villa Amalfi home is ready to impress. Simply bring your suitcase and start enjoying the Florida lifestyle.
Listing Agent: Charles Buky (941-228-6086)
5201 STEVENS DR, SARASOTA, FL 34234
$615,000138 Days on yellowkey MLS ID: A4681358
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2016 Built: 1958 Tax: $2,494 (2025)Community: Indian Beach EstatesSpa: NoSingle Family
Taxes:$2,494
Elementary School: Emma E. Booker Elementary
Remarks: ENJOY THE BEST OF FLORIDA LIVING in this beautifully maintained mid-century modern home. Featuring 4 bedrooms, 2 1/2 bathrooms, an extended 1 car garage and over 2000 square feet of thoughtfully designed living space. This open floor plan offers a desirable split floor plan with two en-suite bedrooms, an updated kitchen, and large family room perfect for everyday living or entertaining. For additional peace of mind there is a NEW ROOF and IMPACT WINDOWS. Step outside on your lanai where you can create your outdoor oasis or enjoy the views of the oversized backyard. Located in Sapphire Shores, this home is minutes to University Town Center, SRQ airport, Ringling Museum, Downtown Sarasota, St. Armand’s Circle, Lido Beach and offers two bay front parks providing access for water activities and views. A perfect blend of comfort, space and location – this home truly delivers a lifestyle like no other.
Listing Agent: Angela Adams (941-809-9760)
2911 PAFKO DR, SARASOTA, FL 34232
$347,77772 Days on yellowkey MLS ID: A4688619
REDUCED by $30,000 (7.9%) on 05/19/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1526 Built: 1961 Tax: $3,560 (2025)Community: Sarasota SpringSingle Family
Taxes:$3,560
Remarks: POSIBLE OWNER FINANCING ON THIS 3 BEDROOM 2 BATH HOME WITH OFFICE THAT WAS RECENTLY UPDATED WITH UPGRADES FOR EASY MAINTENANCE FREE LIVING. A LARGE FENCED IN BACKYARD FOR PRIVACY & BARBECUES. PERFECT LOCATION IN CENTRAL SARASOTA CLOSE TO DOWNTOWN AND BEACHES. CHECK IT OUT YOU WILL BE GLAD YOU DID! NEW ROOF 2021 NEW ELECTRIC 2021 NEW AC 2025.
Listing Agent: Mark Flannagan (941-320-6616)
2227 CIRCLEWOOD DR #52, SARASOTA, FL 34231
$289,90020 Days on yellowkey MLS ID: A4696035
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1974 Tax: $1,597 (2025)Community: Woodside VillageSpa: YesVilla
Taxes:$1,597
Remarks: Recently extensively remodeled villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ stainless steel appliances, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
208 SOUTHWINDS DR, SARASOTA, FL 34231
$64,90064 Days on yellowkey MLS ID: A4690882
4 Days Off yellowkey (back on 6/19/2026)
REDUCED by $10,000 (13.4%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 459 Built: 1966Monthly Fee: $195 Tax: $1,160 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,160
Remarks: Under contract-accepting backup offers. Welcome to an incredible opportunity in the highly desirable Southwind's 55+ co-op community, ideally located in the heart of Sarasota just minutes from the world-renowned Siesta Key Beach. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers exceptional value in an unbeatable location. This one-bedroom, one-bath residence features a spacious and functional layout with abundant natural light throughout. The living area flows nicely, creating a comfortable and inviting space to relax or entertain. One of the standout features is the oversized lanai; perfect for enjoying the Florida lifestyle year-round and easily serving as additional living space. The home also offers a private driveway, a dedicated laundry area located in the shed, and ample storage space. While the unit could benefit from some updating, it is priced accordingly, presenting a fantastic opportunity to customize and make it your own. With a little vision, this property has the potential to truly shine; making it especially appealing for investors or buyers looking to add value. Located in an X flood zone, this property has had no flood or water damage from recent storms, offering added peace of mind. Southwind is a vibrant and friendly community known for its active lifestyle and impressive amenities, including a heated pool, shuffleboard courts, horseshoe pits, library, and recreation hall. The community also offers guest parking along with designated areas for RV and boat storage. With low monthly fees of just $195, which include water, sewer, cable, and lawn care, it’s one of the best values in Sarasota. Conveniently located just 10 minutes to Siesta Key, 20 minutes to downtown Sarasota and UTC Mall, and close to shopping, dining, and everything South Sarasota has to offer. Affordable opportunities like this in such a prime location are rare. Priced to sell and offered as-is with the right to inspect; don’t miss your chance to make this your own slice of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
3690 PINECREST ST #114, SARASOTA, FL 34232
$160,00085 Days on yellowkey MLS ID: A4687983
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 857 Built: 1972 Tax: $1,610 (2026)Community: Village Plaza Sec 1Condo
Taxes:$1,610
Tax Year: 2026
Remarks: Adorable Sarasota winter home or investment property. This updated, first floor and pet friendly condo with maintenance free living allows you to enjoy all that Sarasota has to offer. Major updates include kitchen and bathroom, AC, thermostat, air scrubber, appliances, water heater, storm door, lighting, tub fixtures and interior paint. Beautiful kitchen with granite counters and stainless steel appliances, ceramic tile throughout, extra large bedroom with walk-in closet, living room with adjoining office area and a garden view, designated covered carport, storage and laundry room only a few steps from the front door. Exciting 55 plus community with a full calendar of events and activities. This community offers a heated pool, fitness center, sauna, pickleball court, shuffleboard, library, billiards room, yoga, bbq grilling area, bingo, cards, socials and more! Just around the corner from Publix, Walgreens, Walmart Market, Home Goods and dining. Short distance to Siesta Key Beach and The Legacy Trail. Condo fee includes cable, internet, pest control, grounds maintenance. No waiting period to rent. No flooding or damage from hurricanes. Flood Zone X.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
7926 CYPRESS LAKE DR, SARASOTA, FL 34243
$485,00096 Days on yellowkey MLS ID: A4684756
REDUCED by $14,000 (2.8%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1561 Built: 1981Monthly Fee: $9 Tax: $3,276 (2024)Community: Desoto Lakes Country Club Colony 5Single Family
Taxes:$3,276
Remarks: Experience luxury living in this fully updated home in the highly desirable Palm Aire community of Conservatory Estates. This beautifully designed Sarasota home offers a flexible split-bedroom floor plan with 2 bedrooms, 2 en-suite baths, and a spacious den/study that can easily convert to a third bedroom. The private primary suite features an oversized walk-in closet, while expansive light-filled living and dining spaces maximize comfort and functionality with exceptional space efficiency. The chef’s kitchen showcases custom cabinetry, granite countertops, and new 2025 upgraded appliances, including a Bosch dishwasher, LG French-door refrigerator, ZLINE 600-CFM range hood, and GE induction cooktop with convection oven. Premium upgrades continue throughout the home with a state-of-the-art energy-efficient HVAC system, custom ductwork, hurricane-rated garage and entry doors, Bahama shutters, hurricane screens, and a new 2023 metal roof with updated fascia, soffits, gutters, and downspouts. Step outside to a designer-landscaped backyard oasis featuring custom irrigation, lush green space, and a fully fenced private garden retreat visible from nearly every room. Located just minutes from UTC shopping and dining, Conservatory Park, golf courses, and Sarasota’s world-famous Gulf Coast beaches, this Palm Aire home combines elegant design, modern upgrades, energy efficiency, storm protection, and an unbeatable Sarasota location.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Gregory Koss (941-383-5577)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000233 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
Elementary School: Southside Elementary
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)
6416 SAMOA DR, SARASOTA, FL 34241
$465,00081 Days on yellowkey MLS ID: A4688850
REDUCED by $10,000 (2.1%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1978 Tax: $4,288 (2025)Community: Lake SarasotaSingle Family
Taxes:$4,288
Elementary School: Lakeview Elementary
Remarks: BACK ON MARKET - Buyer did not qualify! Now is your chance! Welcome to this beautifully updated Lake Sarasota home that truly lives large! This thoughtfully upgraded 3-bedroom, 2-bath + den (easily a 4th bedroom) residence offers an expansive SPLIT FLOOR PLAN designed for both comfort and privacy. Step inside to find no popcorn ceilings, NEW FANS throughout, and abundant natural light. The spacious living and dining areas flow seamlessly to the oversized screened lanai, creating the perfect indoor-outdoor lifestyle. The REMODELED KITCHEN is a standout feature, boasting wood cabinetry with soft-close drawers, sleek quartz countertops, and a new dishwasher—ideal for both everyday living and entertaining. The generous primary suite offers a private retreat with sliding glass doors to the lanai and pool area, while guest bedrooms are thoughtfully positioned for privacy. A versatile den provides the perfect space for a home office, gym, or additional bedroom. Enjoy year-round relaxation in your PRIVATE, SOLAR HEATED, SALTWATER POOL, complete with a brand-new salt cell. The fully fenced backyard features NEW VINYL FENCING, offering both privacy and peace of mind. Major upgrades provide added value and confidence, including: 2022 A/C system, NEW HURRICANE GRADE WINDOWS AND SLIDERS, RELINED CAST IRON PLUMBING, NEW SALT CELL and 2022 pool pump. Located in the desirable Lake Sarasota community with NO HOA or CDD fees, this home offers quick access to I-75, making commuting a breeze and putting you just minutes from downtown Sarasota, beaches, dining, and Lakewood Ranch. This move-in ready home checks every box—style, function, and major system upgrades—all in one incredible package.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Miranda Oswald (941-232-9982)
3229 BENEVA RD #203, SARASOTA, FL 34232
$190,00031 Days on yellowkey MLS ID: A4694705
REDUCED by $5,000 (2.6%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,064 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,064
Remarks: Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kathy Vandorne (941-275-3934)
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