Location: Sarasota
Do Not Show Listings
3332 TALLYWOOD CT #7086, SARASOTA, FL 34237
$150,00049 Days on yellowkey MLS ID: A4692649
1 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1109 Built: 1983 Tax: $975 (2025)Community: Tallywood Ph 1 & 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$975
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the desirable 55+ Tallywood community of Sarasota! This charming 2-bedroom, 2-bath condo offers a spacious and comfortable layout designed for relaxed living and entertaining. The home is clean, well maintained, and offers a great opportunity to personalize and update to your own taste and style. Enjoy a bright open living and dining area, a functional kitchen with ample cabinet space, and a private primary suite with en-suite bath and generous closet storage. The second bedroom and bath provide flexibility for guests, hobbies, or a home office. The second bedroom has a built in Murphy bed and built in desk, which both convey. Step outside to enjoy your private outdoor space and experience the lifestyle that makes Tallywood so special. This pet-friendly community offers wonderful amenities including a heated screened-in pool, shuffleboard courts, a dog park, and a welcoming community center where neighbors gather for social activities and events. Beautifully maintained grounds and a peaceful atmosphere create the perfect setting for active living. Conveniently located near shopping, dining, golf courses, medical facilities, and Sarasota’s world-famous Gulf Coast beaches, this villa is ideal as a seasonal retreat or full-time residence. Enjoy low-maintenance living in one of Sarasota’s most established and friendly 55+ communities.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Jenifer Funk (941-330-3373)
6549 SERENITY FALL LN, SARASOTA, FL 34240
$339,00035 Days on yellowkey MLS ID: A4694277
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1725 Built: 2020Monthly Fee: $171 Tax: $4,109 (2025)Community: Landing Ph 1Townhouse
Taxes:$4,109
Elementary School: None
High School: None
Middle School: None
Remarks: This spacious 3-bedroom, 2.5-bath townhome in the desirable Bay Landing community offers incredible potential with minimal TLC needed in the primary bedroom and ensuite. Featuring an open-concept layout with generous living spaces this home is the perfect opportunity for buyers looking to add their personal touch and create something truly special. The functional floor plan includes a spacious kitchen overlooking the living and dining areas, a convenient half bath downstairs, and three comfortable bedrooms upstairs, including a primary suite with en-suite bath and walk-in closet. Enjoy low-maintenance living in a well-located community close to shopping, dining, beaches, and everything Sarasota has to offer. Whether you’re a first-time buyer, investor, or someone looking for a great value in a growing area, this home has the bones and location to shine. With minimal work, this townhome can easily become a standout property in Bay Landing.
Listing is courtesy of: EDG REALTY LLC (941-499-3291)
Listing Agent: Elizabeth Groshar (305-748-8659)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000153 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
800 BENJAMIN FRANKLIN DR #110, SARASOTA, FL 34236
$695,000144 Days on yellowkey MLS ID: A4680696
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1125 Built: 1978 Tax: $6,728 (2025)Community: Lido AmbassadorCondo
Taxes:$6,728
Remarks: It is rare to find a beachfront unit at this price that offers both a "designer" feel and total peace of mind. This ground-floor home stayed bone-dry during the recent storms—not a single drop of water made its way inside—which is a huge testament to the unit's placement. The interior is fully updated and shows true pride of ownership; you really won't have to do a thing here besides pack your bags and move in. The lifestyle here is hard to beat. You are less than 100 feet from the sand and the brand-new pool deck, making the beach feel like an extension of your living room. Because the building is right next door to the Lido Beach Resort, you can wander over for a sunset dinner or a casual lunch and truly feel like you’re living the resort life every day. Note: Unit is being sold mostly furnished. See the attached exclusion list for specific items not included. For those who love being outside, you’re in the heart of it all. You can walk to the boutiques at St. Armands Circle, kayak the mangrove tunnels at South Lido Park, or take the three-mile run over the bridge into downtown Sarasota. Between the "heavenly" sunsets and the unbeatable location, this really is a dream spot for the next owner.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jessie Hayre (201-723-2847)
4403 DIAMOND CIR N, SARASOTA, FL 34233
$529,90042 Days on yellowkey MLS ID: A4693112
0 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 1989Monthly Fee: $33 Tax: $722 (2025)Community: Emerald GardensSpa: NoSingle Family
Taxes:$722
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. POOL HOME IN BEAUTIFUL EMERALD GARDENS! SOME PHOTOS VITUALLY STAGED .Light and bright Great Room plan with fireplace and separate dining area. This split plan features 2 bedrooms on one side and the Primary on the other. In addition, there is a 4th bedroom, den or office! The large primary features a large vanity area with soaking tub. A separate, private shower and toilet area provides privacy. Lots of storage and direct access to the lanai and pool area! The beautiful kitchen features wood cabinetry, granite counters, updated appliances and a breakfast bar. A lovely breakfast nook is also attached, looking directly out to the pool area. This floor plan is perfect for families, large or small! Plenty of room for guests, and entertaining, but not too large for couples. The pool and lanai area is a lush, private environment with beautiful, mature landscaping painstakingly tended to by the owners. Trees include Mango, avocado and more! Nicely enclosed with privacy fencing as well. The large pool features a heater for year-round enjoyment and the pool has been resurfaced. And don't forget the hurricane shutters! Permanently mounted, these only take a short time to close and secure during storm season! This home features a newer roof (2025), a.c. (2020) and has been lovingly maintained. Fantastic HOA fees of only $34 a month! A beautiful, large lake is directly across the street that can be viewed from the dining area and Den. Shopping, dining and the legacy trail are within minutes of this community, as well as easy access to I75. Don't miss this opportunity to own in the heart of Sarasota at a great price!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$174,950384 Days on yellowkey MLS ID: S5127342
INCREASED by $20,000 (12.9%) on 05/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Monthly Fee: $299 Tax: $1,696 (2024)Community: Sarasota PalmsCondo
Taxes:$1,696
Tax Year: 2024
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501168 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2022
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
3521 49TH ST, SARASOTA, FL 34235
$325,00093 Days on yellowkey MLS ID: A4687177
2 Days Off yellowkey (back on 5/25/2026)
REDUCED by $15,000 (4.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 945 Built: 1983 Tax: $1,501 (2025)Community: Not ApplicableSingle Family
Taxes:$1,501
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Welcome to this charming Florida retreat, where comfort, efficiency, and effortless outdoor living come together beautifully. This well-maintained home features a bright, open-concept layout filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious living area seamlessly connects to the kitchen, offering ample cabinetry and generous counter space perfect for both everyday living and entertaining. The home includes two comfortable bedrooms, highlighted by a private primary suite with an en-suite bath for added convenience and relaxation. Step outside to your own private oasis, complete with a screened-in lanai and sparkling pool ideal for unwinding or hosting guests year-round. The fenced backyard provides plenty of space for pets, play, or gardening, along with a convenient storage shed. Recent upgrades add even more value and peace of mind, including a new roof (2023) and impact-resistant storm windows (2018). Additional features include solar panels for enhanced energy efficiency, a one-car garage, and a quiet residential setting surrounded by mature trees while still being just minutes from shopping, dining, and Florida’s stunning Gulf Coast beaches.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$600,000224 Days on yellowkey MLS ID: A4671658
REDUCED by $20,000 (3.2%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90042 Days on yellowkey MLS ID: A4693286
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1980 Tax: $3,693 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$3,693
Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Breanne Frank (941-299-3092)
915 SEASIDE DR #312, Weeks 16-17, SARASOTA, FL 34242
$48,00053 Days on yellowkey MLS ID: A4692319
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
629 ALBRITTON AVE, SARASOTA, FL 34232
$389,90076 Days on yellowkey MLS ID: TB8495202
REDUCED by $10,000 (2.5%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1988 Tax: $4,034 (2025)Community: Green AcresSingle Family
Taxes:$4,034
Remarks: One or more photo(s) has been virtually staged. Virtually staged photos. This Jonas Yoder custom-built home is move-in ready and located in the rarely available Green Acres community. This 3-bedroom, 2-bathroom home features an open floor plan, split bedroom layout, plenty of natural light, and a spacious 1-car garage. The primary suite includes a walk-in closet and en suite bathroom, while the great room overlooks a lovely paved patio, perfect for enjoying your morning coffee. Enjoy peace of mind knowing the big-ticket items have already been taken care of. Recent upgrades include the roof (2024), water heater (2023), septic tank and drainfield (2022), water filtration system (2022), and A/C replaced in 2020. The interior and exterior have also been painted, making this home truly move-in ready. Situated on well water and septic, with no HOA or CDD fees, this property offers both comfort and flexibility in a mature neighborhood with beautiful landscaping, lush foliage, and ample space between neighbors. Conveniently located near Target, Publix, shopping, restaurants, Pinecraft Amish Community, and Celery Fields, this home is also about 10 miles from Siesta Key Beach, about 8 miles from St. Armands Circle, about 5 miles from Nathan Benderson Park, and offers quick access to I-75. Now offered at an improved price, this home presents a great opportunity for buyers looking for value, location, and recent upgrades. This property is suitable for short-term rental or Airbnb use, subject to buyer verification of local zoning, licensing, and rental regulations.
Listing Agent: Andy Arencibia (813-220-3453)
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000318 Days on yellowkey MLS ID: A4661401
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Elementary School: Southside Elementary
Remarks: Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof, and featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
111 S PINEAPPLE AVE #1204, SARASOTA, FL 34236
$2,950,000322 Days on yellowkey MLS ID: A4660919
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2845 Built: 2019 Tax: $26,938 (2024)Community: Mark SarasotaSpa: YesCondo
Taxes:$26,938
Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,00078 Days on yellowkey MLS ID: A4688996
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2927 Built: 2022Monthly Fee: $470 Tax: $3,914 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$3,914
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Experience elevated waterfront living in this impeccably designed 2022-built Kiawah model, nestled within the highly sought after, gated enclave of Windward at Lakewood Ranch. Set on a premium pondfront homesite, this exceptional residence captures breathtaking western sunset views, offering a daily backdrop of serene beauty and refined tranquility. Spanning nearly 3,000 square feet of living space, this 4 bedroom, 3 bathroom estate includes a bonus office, a 3-car garage and seamlessly blends modern elegance with effortless comfort. The thoughtfully curated open-concept design creates a natural flow between the grand living room, elegant dining area, and chef-inspired gourmet kitchen, perfectly suited for both intimate gatherings and upscale entertaining. At the heart of the home, the kitchen is a true showpiece, featuring an oversized island with enhanced storage, a walk-in pantry, and a rare coffee bar. Outfitted with premium stainless steel appliances, including a double oven and gas cooktop, this space is designed to impress even the most discerning culinary enthusiast. Throughout the home, designer finishes such as sleek luxury vinyl flooring, dimmable ambient lighting, and curated ceiling fixtures create a polished, contemporary aesthetic. The owner’s suite serves as a private sanctuary, highlighted by coffered ceilings, an expansive walk-in closet, and a spa-like bath retreat complete with dual vanities, a deep soaking tub, and an oversized walk-in shower. Three additional bedrooms, along with two beautifully appointed bathrooms and a dedicated office, offers versatile luxury living ideal for guests, remote work, or multigenerational needs. Step outside to your own private resort oasis, where a spectacular saltwater pool awaits, featuring a sun shelf, cascading waterfalls, and custom LED lighting. The expansive lanai, enclosed with a clearview screen, ensures uninterrupted water vistas while offering the ultimate indoor-outdoor lifestyle. Designed for entertaining, the space includes a pool bath and is pre-plumbed for a future outdoor kitchen, allowing for effortless al fresco dining year-round. Additional enhancements include hurricane impact windows and sliders, automated shutters, a three-zone HVAC system, whole-home water purification, and an extended garage with generous storage capacity, delivering both peace of mind and practical luxury. Residents of Windward enjoy a maintenance-free lifestyle complemented by an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, and more. Centrally located just moments from Waterside Place, top-rated schools, fine dining, upscale shopping, and the world-renowned Gulf Coast beaches, this home embodies the perfect fusion of luxury, convenience, and coastal sophistication. This is more than a home, it is a statement of lifestyle. Schedule your showing and discover the art of refined Florida living today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
6418 JACKIE LYNN CT, SARASOTA, FL 34241
$899,90056 Days on yellowkey MLS ID: A4690185
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3304 Built: 1997Monthly Fee: $170 Tax: $6,410 (2025)Community: SerenoaSingle Family
Taxes:$6,410
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. This exceptional 3-bedroom + den (optional 4th bedroom), 3.5-bath estate home stands out with its rare oversized half-acre lot, offering privacy and space that’s nearly impossible to find in today’s newer communities. Located in the desirable Serenoa Golf community, where golf membership is not mandatory, and the course is open to the public, residents also enjoy a welcoming clubhouse featuring a bar and restaurant—perfect for casual dining and socializing. Surrounded by majestic oak trees and lush landscaping, the property offers a peaceful, park-like setting with breathtaking golf course and lake views overlooking the 2nd hole, along with unobstructed sunset views that make every evening feel like a retreat. Positioned near the end of a quiet cul-de-sac, this home provides exceptional privacy and minimal traffic. Inside, you’ll find soaring ceilings, an open floor plan, and abundant natural light, creating a spacious, airy feel throughout. Lovingly maintained by its original owners, this home reflects true pride of ownership and offers a solid, move-in-ready foundation, while presenting a great opportunity for a new owner to update and personalize finishes to their own style. Major updates have already been completed, including a roof replaced in 2020, water heaters in 2025, and dual AC systems in 2016—providing peace of mind where it matters most. Step outside to your private oasis featuring a sparkling pool and expansive lanai, perfect for entertaining or relaxing while enjoying serene golf and water views. Additional features include hurricane shutters for added security and convenience. Ideally located near top-rated dining, shopping, parks, and just 7 miles to Siesta Key’s world-renowned beaches, this home offers the perfect blend of luxury, privacy, and location. Whether you're searching for a spacious Florida home, golf course property, large lot estate, or private pool home near Siesta Key, this residence offers exceptional value and endless potential. Furniture is available and negotiable.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Gina Kiger (941-313-5464)
7675 ULIVA WAY, SARASOTA, FL 34238
$575,000171 Days on yellowkey MLS ID: A4676670
REDUCED by $14,000 (2.4%) on 05/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $476 Tax: $4,249 (2025)Community: VillagewalkSingle Family
Taxes:$4,249
Remarks: Perfectly positioned on a prime waterfront lot, this exceptional Oakmont model is a true standout. Built by renowned DiVosta, this home showcases superior poured-concrete, steel-reinforced construction, offering lasting quality and peace of mind. A barrel tile roof and paver driveway add to its impressive curb appeal. Inside, you’ll find a thoughtfully designed layout featuring three bedrooms plus a den and three full baths. The spacious primary suite is a private retreat, highlighted by a generous walk-in closet with custom built-ins and a highly sought-after his-and-her bath complete with a garden tub and separate shower. Motorized storm shutters were installed on the lanai in 2021. Located within the gated, master-planned VillageWalk community, residents enjoy resort-style, maintenance-free living with a 24-hour guarded gate. Community amenities are unmatched and include a vibrant waterfront Town Center, state-of-the-art fitness center, lap pool and lagoon pool, six lighted Har-Tru tennis courts, pickleball, basketball, bocce ball, library, café, meeting hall, hair salon, and even an on-site gas station. A full calendar of social events and activities ensures there’s always something to enjoy. Set across more than 500 acres of lush, tropical landscaping with miles of scenic walking trails, VillageWalk offers both tranquility and connection. Conveniently located near A-rated schools, Siesta Key Beach, and the Legacy Trail, this home delivers the perfect blend of luxury, lifestyle, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
2247 BISPHAM RD #50, SARASOTA, FL 34231
$239,00052 Days on yellowkey MLS ID: A4692145
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1974Monthly Fee: $700 Tax: $2,170 (2025)Community: Woodside Village EastVilla
Taxes:$2,170
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Charming 2-bedroom, 2-bath villa in the highly desirable Gulf Gate area, just a few miles from the pristine sands of Siesta Key. This move-in ready, updated home features an open floor plan with cathedral ceilings and a bright, airy Florida room, creating a light and inviting living space. Enjoy the feel of a beach retreat without being in a flood zone. Furniture is available and included. The villa has been tastefully updated with quartz countertops in the kitchen, luxury vinyl flooring throughout, newer appliances, remodeled bathrooms, added can lighting, a new electrical panel, and HVAC replaced in 2022. Pavers have been added to create a charming front porch sitting area—perfect for relaxing outdoors. Additional highlights include covered parking and a shared circular drive that provides added guest parking convenience. Woodside Village East offers beautifully maintained grounds with mature landscaping and a community pool, all in a prime location close to beaches, shopping, dining, and entertainment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
988 BLVD OF THE ARTS #1816, SARASOTA, FL 34236
$999,900136 Days on yellowkey MLS ID: A4681842
REDUCED by $99,100 (9.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $8,929 (2025)Community: Condo On The BayCondo
Taxes:$8,929
Remarks: With Sarasota’s endless sunshine and breathtaking coastal vistas, the views from this residence truly go on forever. From the 18th floor, enjoy full, unobstructed panoramas of Sarasota Bay stretching all the way to the Gulf of Mexico on the horizon—views attainable only from the 18th and 19th floors, where residences are rarely available. This exceptional home has been completely remodeled to a refined, contemporary living space. The main living areas and kitchen feature select UA Grecian Series Natural Hickory wood flooring, adding warmth and sophistication throughout. The renovated kitchen and two bathrooms showcase soft-close European-hinge cabinetry and granite countertops. The kitchen is equipped with high-end KitchenAid appliances, including a refrigerator, convection oven, microwave, cooktop, vent hood, and dishwasher. A full-size stacked GE washer and dryer are conveniently and discreetly integrated into the kitchen design. Thoughtful upgrades enhance both comfort and wellness, including a REME HALO whole-home air purification system, Everpure commercial-grade water filter in the kitchen, and a Smith Proline commercial-grade water heater. Recently replaced Plaza HBP Low-E sliding glass doors (Miami-Dade rated) frame the spectacular views, while Llumar Vista security window film—with a lifetime guarantee—adds peace of mind in the primary bedroom. Additional custom touches include a floating bar in the living room and elegant Allure window shades, with motorized shades in the primary bedroom. The Condo on the Bay community offers a wide array of amenities exclusively for its residents and guests of both Towers I and II. These amenities include: • 2 Swimming Pools - North and South, • 4 Lighted Pickleball Courts, • Lighted Tennis Courts, • Exercise Facilities & Sauna Rooms, • Boat Docks, Kayak Racks, and Fishing Piers - North and South. This active community also participate in many social events such as Mahjongg & card games, discussion & screening, family/group gatherings and fellowship, and Happy Hour. There is something here for everyone! It is time to experience a luxurious urban life from the 18th floor of Tower II, in the pulsing heart of Downtown Sarasota!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Denise Conrad (941-350-4620)
3025 QUAIL HOLW #17, SARASOTA, FL 34235
$169,90061 Days on yellowkey MLS ID: A4691045
REDUCED by $20,000 (10.5%) on 05/24/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979 Tax: $2,150 (2025)Community: Quail HollowCondo
Taxes:$2,150
Remarks: This is priced to sell, Motivated seller, first floor unit over looking the golf course. will not last at this price, great location close to everything. HVAC Replaced in 2025
Listing is courtesy of: EDELEN COMPANY INC (941-400-0260)
Listing Agent: Gary Edelen (941-400-0260)
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