Location: Sarasota
Do Not Show Listings
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$950,000242 Days on yellowkey MLS ID: A4669063
REDUCED by $50,000 (5.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,434
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
332 COCOANUT AVE #302, SARASOTA, FL 34236
$1,050,00028 Days on yellowkey MLS ID: A4694715
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1117 Built: 2021Monthly Fee: $631 Tax: $9,524 (2025)Community: 332 Cocoanut CondominiumCondo
Taxes:$9,524
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Condominium 332 Cocoanut delivers the ideal blend of modern downtown living and effortless convenience in Sarasota’s vibrant Rosemary District. Offered turnkey furnished, Residence 302 is a beautifully appointed two-bedroom, two-bath condominium designed for those seeking a stylish, low-maintenance lifestyle in the heart of the city. On the third floor, this residence enjoys one of the convenient locations in the building, near the rooftop pool deck and only moments from the elevator and assigned parking space, creating an ease of living rarely found in downtown condominium living. Built in 2021, 332 Cocoanut is known for its contemporary design, intimate feel and relatively low HOA fees. Inside, the residence features thoughtful finishes, modern lighting and an open-concept layout. The spacious primary suite offers a walk-in closet and a private bath, while the guest suite provides comfort and flexibility for visitors or a home office. Residents enjoy a rooftop pool and entertaining area with sweeping city views, all just outside the residence’s front door. In Sarasota’s rapidly evolving Rosemary District, you are surrounded by acclaimed restaurants, cafés, galleries, fitness studios and nightlife, while remaining just moments from Main Street, Sarasota Bayfront, The Bay Park, St. Armands Circle and Lido Beach. Whether you are seeking a full-time residence, seasonal retreat or downtown pied-à-terre, Residence 302 offers a rare opportunity to enjoy accessible luxury with exceptional everyday convenience.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Gregg Center (941-266-1868)
4717 WINSLOW BEACON #7, SARASOTA, FL 34235
$189,00058 Days on yellowkey MLS ID: A4687794
REDUCED by $3,000 (1.6%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1984Monthly Fee: $358 Tax: $2,151 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,151
Remarks: Tucked inside the lush, park-like setting of The Meadows, this beautifully updated 1-bedroom condo in Winslow Beacon offers a rare blend of peaceful waterfront living and prime Sarasota convenience. Recent upgrades include: 5" baseboard trim, fresh interior paint, updated vaulted ceilings and doors, and a BRAND NEW A/C system--providing peace of mind for years to come. Step inside to a light and inviting layout that opens to your private screened lanai, where tranquil pond and fountain views create the perfect backdrop for morning coffee or unwinding at sunset. Surrounded by mature landscaping and natural beauty, this is Florida living at its most serene. Residents of Winslow Beacon enjoy access to a private community pool, while also benefiting from the extensive amenities of The Meadows—including miles of scenic walking and biking trails, golf, and a vibrant community atmosphere. Just a short stroll away, you’ll find the community’s newly updated dining, bar, and shopping options, making everyday living both easy and enjoyable. Ideally located just minutes from the highly desirable Mall at University Town Center corridor, this condo offers convenient access to upscale retail, dining, and one of Sarasota’s fastest-growing areas—adding long-term appeal for both homeowners and investors alike. Whether you’re seeking a low-maintenance primary residence, seasonal retreat, or income-producing property, this is an exceptional opportunity to own in one of Sarasota’s most established and naturally beautiful communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
620 RAWLS AVE, SARASOTA, FL 34236
$1,440,00092 Days on yellowkey MLS ID: A4686636
REDUCED by $55,000 (3.7%) on 05/26/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2300 Built: 2017 Tax: $11,066 (2025)Community: Townhomes/Orange ClubSpa: NoTownhouse
Taxes:$11,066
Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
2121 33RD ST, SARASOTA, FL 34234
$199,90043 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (4.8%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
915 SEASIDE DR #402, Weeks 10-13, SARASOTA, FL 34242
$100,00026 Days on yellowkey MLS ID: A4694774
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $428 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$428
Elementary School: Phillippi Shores Elementary
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
3332 TALLYWOOD CT #7086, SARASOTA, FL 34237
$150,00044 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
Taxes:$975
Elementary School: Tuttle Elementary
High School: Booker High
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
$339,00030 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
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
$425,000148 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
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
$695,000139 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
$529,90037 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
$174,950379 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
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
$149,9501163 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
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)
8363 VELDA TRL, SARASOTA, FL 34241
$712,50027 Days on yellowkey MLS ID: A4694698
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2021Monthly Fee: $251 Tax: $9,249 (2025)Community: Lt Ranch Nbrhd 1Single Family
Taxes:$9,249
Remarks: Welcome to this beautifully upgraded Anastasia model in highly sought-after Skye Ranch, perfectly situated on a premium oversized lakefront lot with exceptional privacy and stunning water views. Offering nearly 3,000 square feet of thoughtfully designed living space, this 4-bedroom plus office, 3.5-bath home combines luxury upgrades, functionality, and modern design throughout. The open-concept floorplan features soaring ceilings, beautiful railing details, expansive living spaces, and abundant natural light showcasing serene lake views from the main living areas. This home has been extensively upgraded beyond builder standards, including luxury vinyl plank flooring throughout the entire home with no carpet, upgraded oak staircase, 8-foot solid wood interior doors, matte black upgraded hardware throughout, custom lighting fixtures, ceiling fans throughout the home, and custom shades throughout including motorized shades over the expansive triple pocket sliding glass doors. The gourmet gas kitchen is beautifully appointed with upgraded Café Series appliances, generous entertaining space, and seamless flow into the dining and living areas overlooking the private backyard and lake. The dedicated front office/flex room was upgraded to provide an ideal work-from-home space with privacy and functionality. Upstairs, an additional open loft/den seating area provides flexible living space perfect for a secondary living room, media space, playroom, or relaxation area. One of the standout features of this property is the oversized premium homesite, approximately 20% larger than many Anastasia lots within the subdivision, offering a rare sense of openness and privacy. The backyard features aluminum privacy fencing, lush mature privacy landscaping, tranquil lake views, and ample room to add a custom pool while still maintaining generous green space. Designed for indoor-outdoor Florida living and entertaining, the covered lanai features a fully equipped outdoor kitchen complete with vent hood for grilling and backyard entertaining, creating the perfect space to enjoy lakefront sunsets and gatherings year-round. Additional upgrades include whole-home Ethernet wiring in every room, whole-house water filtration system, reverse osmosis system at the kitchen sink, freshly painted exterior, and gutters installed around both the first and second stories for added functionality and protection. Located within the highly desirable Skye Ranch community, residents enjoy resort-style amenities including pools, parks, trails, fitness amenities, playgrounds, and top-rated Sarasota schools, all conveniently located near shopping, dining, Siesta Key Beach, and I-75. This is a rare opportunity to own a premium upgraded lakefront home with privacy, technology upgrades, designer finishes, outdoor entertaining space, and one of the most desirable lots in Skye Ranch. Seller willing to contribute toward closing costs or interest rate buydown with acceptable offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Hali Tallman (941-299-4017)
3521 49TH ST, SARASOTA, FL 34235
$325,00088 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)
6558 41ST CT E, SARASOTA, FL 34243
$529,000114 Days on yellowkey MLS ID: A4684051
REDUCED by $20,000 (3.6%) on 05/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2005Monthly Fee: $577 Tax: $6,073 (2025)Community: Cascades At Sarasota Ph IiiaSpa: YesSingle Family
Taxes:$6,073
Remarks: Under contract-accepting backup offers. Welcome to Cascades at Sarasota, a premier gated 55+ community offering true maintenance-free, resort-style living in the heart of Sarasota. The HOA delivers exceptional value, covering private roads, a stunning 25,000-square-foot clubhouse, internet, cable, lawn and landscape maintenance, irrigation, pest control, alarm monitoring, and more—allowing you to enjoy a carefree, vacation-inspired lifestyle every single day. This beautifully maintained waterfront pool home offers the serenity and views you’ve been searching for. From the moment you arrive, the curb appeal impresses with manicured landscaping, a NEW tile roof (2025), paver driveway and walkway, open paver porch, and elegant stained-glass entry door. Inside, soaring ceilings and architectural details create a light, bright, and welcoming atmosphere. The foyer is filled with natural light from the decorative stained-glass door and transom, complemented by tile flooring that flows throughout the main living areas. The kitchen opens seamlessly to the living and dining spaces and features granite countertops and backsplash, stainless steel appliances, and generous prep space—perfect for entertaining family and friends. The expansive screened lanai extends your living space outdoors, showcasing a private pool and spa with tranquil water views. Whether enjoying a morning swim or unwinding in the hot tub at sunset, this home offers the ultimate Florida lifestyle. The primary suite is a private sanctuary with walk-in closets and a spa-like ensuite bath featuring dual vanities, a frameless walk-in shower with tile detail, and a soaking tub. Guest suites are thoughtfully positioned to provide privacy and comfort for visitors. You’ll also appreciate no carpet throughout—tile in the main living areas and laminate flooring in the bedrooms for a clean, modern look. Take a dip in your private pool or relax in the hot tub after a long day while taking in the great water views or just sit out on your expansive covered and screened lanai for all of your outdoor activities. Recent Updates Include: Tile Roof (2025) Pool Pump Motor (2025) HVAC (2024) Garage Door Opener (2024) Garage Door Springs, Rollers & Bearings (2024) Microwave & Dishwasher (2024) Laminate Flooring in Primary & Bedroom 2 (2023) Life in Cascades is vibrant and engaging, with a dedicated lifestyle director and a full calendar of social events and activities. Amenities include a grand clubhouse, indoor and outdoor resort-style pools with spa, state-of-the-art fitness center, yoga and aerobics studio, six Har-Tru tennis courts, pickleball courts, bocce ball, arts and crafts rooms, billiards, and a library. Ideally located near The Mall at University Town Center, dining, shopping, and entertainment, and just a short drive to Downtown Sarasota, St. Armands Circle, Lido Key Beach, and the area’s renowned Gulf beaches, this home offers the perfect blend of luxury, location, and lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$600,000219 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
$359,90037 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)
819 PARADISE WAY, SARASOTA, FL 34242
$2,295,00036 Days on yellowkey MLS ID: A4693282
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2505 Built: 1996Monthly Fee: $17 Tax: $18,581 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$18,581
Remarks: Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.
Listing Agent: Judie Berger (941-928-3424)
915 SEASIDE DR #312, Weeks 16-17, SARASOTA, FL 34242
$48,00048 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
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.
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