Location: Sarasota
Do Not Show Listings
7217 CLOISTER DR #203, SARASOTA, FL 34231
$174,999120 Days on yellowkey MLS ID: A4675102
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 701 Built: 1984 Tax: $745 (2025)Community: Gulf Gate GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$745
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Pine View School
Remarks: This thoughtfully updated end-unit condo in Gulf Gate Gardens is ready for you to make it home! This 1 bedroom, 1 bathroom residence offers a welcoming blend of modern comfort and everyday convenience, with the added benefit of an extra window that fills the space with abundant natural light. The interior has been tastefully refreshed with a brand-new AC unit, tankless water heater, luxury vinyl plank flooring throughout, new stainless-steel appliances, and sleek, beautiful kitchen countertops; creating a clean, contemporary feel from top to bottom. The enclosed rear porch provides a bright and relaxing additional living area where you can enjoy the outdoors year-round, all while appreciating the privacy of no rear neighbors. Convenient parking is located just steps from your door, and the community pool is nearby for easy access. You’ll also appreciate the private downstairs storage space, perfect for beach chairs and other coastal essentials. Located just miles from the white sands of Siesta Key Beach and minutes from downtown Sarasota, I-75, and the UTC Mall area, this condo places you close to everything while remaining tucked into a peaceful community. Move-in ready, light-filled, and perfectly located; this is Sarasota living made easy!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
5343 NATHANIEL PL, SARASOTA, FL 34233
$825,000135 Days on yellowkey MLS ID: A4674920
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2486 Built: 2006Monthly Fee: $208 Tax: $5,068 (2025)Community: Nathaniel PlaceSpa: YesSingle Family
Taxes:$5,068
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Discover exceptional Sarasota living in this exclusive gated enclave of just 11 homes, where privacy, elegance, and convenience come together seamlessly. Ideally situated near Clark and Proctor roads, NOT IN A FLOOD ZONE, and just 3 miles to World Famous Siesta Key, this impeccably designed residence by Vision Homes offers 3 bedrooms plus a dedicated office, 3 full baths, and a thoughtful floor plan perfect for both everyday comfort and sophisticated entertaining. Inside, generous living spaces include a formal dining room with tray ceiling, a spacious living room with impressive custom crown molding, and an inviting family room—all highlighted by refined architectural details such as double and single step crown molding, tray ceilings, and pristine tile flooring with newer plush carpeting in the bedrooms. A private front-of-home office features an elegant double door entry. At the heart of the home, the remodeled chef’s kitchen shines with NEWER high-end stainless steel appliances, sleek granite countertops, custom wood cabinets, marble backsplash, and a large island with Fine Alabaster pendant lights overlooking the family room. A sunlit breakfast nook with an aquarium window frames peaceful views of the outdoor oasis. The primary suite is a true retreat, complete with dual walk-in closets, a tray ceiling, and a spa-inspired en-suite bath featuring dual sinks, a soaking tub, and a luxurious walk-in shower. Additional bedrooms and bathrooms are equally well-appointed, offering comfort and privacy for family and guests. Step outside to an expansive travertine lanai, where a sparkling pool/spa create the perfect setting for year-round relaxation and outdoor living and features 2 covered seating areas accented by warm wood ceilings. The rear extended lanai is perfect for outdoor dining and features outdoor cabinets with a natural stone countertop. An oversized side-load two-car garage with attic access provides added convenience and ample storage. Peace of mind knowing the A/C was replaced 11/2021, the main rooms were recently painted, and there's a well for irrigation! This neighborhood was high and dry for all storms - and does not require Flood Insurance. Nathaniel Place is directly across from beautiful Red Bug Slough, and close to top-rated schools, shopping, dining, and Sarasota’s famed Gulf beaches. Homes in this intimate, upscale community rarely become available—don’t miss your opportunity. Call today for more details and to schedule your private showing before this exceptional property is gone.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
6518 MIDNIGHT PASS RD #310, SARASOTA, FL 34242
$899,000136 Days on yellowkey MLS ID: A4675259
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1975 Tax: $7,724 (2025)Community: House SunCondo
Taxes:$7,724
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand beach. House of the Sun offers 100 feet of direct beachfront and an exceptional location just 500 feet south of the Stickney Point Bridge, providing quick and easy access to and from the mainland. The property is also within walking distance of a wide variety of restaurants, clubs, and everyday conveniences including gourmet food and fish markets, coffee and ice cream shops, liquor store, clothing and gift shops, salons, postal and shipping services, and beach, sport, and boat rentals. Popular local favorites such as Captain Curt’s and Daiquiri Deck are just steps away. This unit has seen significant recent updates (2023–2025) including new hurricane-impact sliding glass doors and bedroom windows, a new rooftop A/C system, fresh interior paint in common areas, and new LVT flooring throughout the living areas and bedrooms. The kitchen has been upgraded with new stainless steel appliances, and additional improvements include a new master bedroom mattress, window shades, rugs, and bedding. Additional features include an in-unit washer and dryer, owner’s closet, and under-building parking. House of the Sun has also undergone extensive common-area improvements (2024–2025), including new elevators, a new hurricane-impact roof, updated pool and tennis court, enhanced pool-area common room with new exercise equipment, new gas grill stations, refreshed outdoor seating areas, landscaping, hallway paint, carpet, lighting, and upgraded Wi-Fi throughout the building. The complex is pet-friendly for owners and is known for having one of the best-run on-site rental programs on Siesta Key, offering a three-night minimum rental policy. This unit performed well in its first year in the rental pool and offers an excellent balance of personal enjoyment and rental income potential. Sale subject to future bookings.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
3224 ASPEN TER, SARASOTA, FL 34237
$219,900142 Days on yellowkey MLS ID: A4674518
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1973Monthly Fee: $210 Tax: $1,193 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,193
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY LIVING COME TOGETHER! Move-In Ready • Friendly Neighbors • Unbeatable Value Enjoy resort-style living in Oakwood Manor, a welcoming 55+ resident-owned community located within the Sarasota city limits. Set on 90 beautifully maintained acres, residents enjoy an active lifestyle with a low monthly fee of just $210. Community amenities include a spacious clubhouse with commercial kitchen and event stage, fitness center, and library. Relax by the heated pool and hot tub, or enjoy bocce ball, shuffleboard, ping-pong, and putt-putt. Pickleball enthusiasts will love the nearby courts along the Legacy Trail—just a short bike ride away. This beautifully updated 2-bedroom, 2-bath home offers 1,176 sq. ft. of bright, open living space filled with natural light. Recent updates include: ** Stainless steel kitchen appliances (2025) ** Fully remodeled kitchen & bathrooms ** New laminate flooring throughout ** Kitchen island with seating ** Recessed lighting ** New blinds, doors & baseboards ** Stylish tile backsplash in Kitchen ** Drywall ceilings & walls in main living area Located just steps from the pool and amenities, this home offers both convenience and a peaceful setting. You’re minutes from: ** Siesta Key Beach ** St. Armand's Circle ** Sarasota-Bradenton International Airport ** Downtown Sarasota, shopping, dining & hospitals Whether you're looking for a seasonal escape or full-time living, this home offers comfort, style, and exceptional value.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,799,000143 Days on yellowkey MLS ID: A4674289
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
7150 N TAMIAMI TRL #S515, SARASOTA, FL 34243
$97,000149 Days on yellowkey MLS ID: B4902118
1 Days Off yellowkey (back on 4/28/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 348 Built: 1959 Tax: $2,005 (2024)Community: Sarasota Cay ClubCondo
Taxes:$2,005
Remarks: Under contract-accepting backup offers. Stylish studio at Sarasota Cay Club inside the Ramada by Wyndham on Tamiami Trail! This turnkey first-floor unit is fully furnished with a king bed, desk, and storage closet—perfect as a dorm room or short term stays for the business travelers. HOA fees include all utilities (electric, cable, internet, water, sewer, phone, pest control, exterior maintenance), making ownership hassle-free. Great investment property as well given that short-term rentals are allowed and can be listed on Airbnb or VRBO for income potential. Enjoy resort-style amenities: a large pool, tiki bar, on-site restaurants, and lovely water views throughout the property. Just 10 miles from Sarasota Airport, this is a rare opportunity to own a flexible retreat in a prime location.
Listing is courtesy of: JULIE CLARK REAL ESTATE (863-944-2772)
Listing Agent: Janet Harrison (863-712-0606)
1214 MOONMIST CIR #S-01S, SARASOTA, FL 34242
$429,000158 Days on yellowkey MLS ID: A4672760
REDUCED by $10,000 (2.3%) on 03/31/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1968 Tax: $3,480 (2024)Community: Polynesian GardensCondo
Taxes:$3,480
Remarks: Totally renovated and updated villa with one bedroom and one full bath plus a bonus room and a large glassed-in lanai. This property is located in beautiful Polynesian Gardens close to the community pool and clubhouse. Extra-large great room and primary bedroom. Bonus room large enough for a queen size bed. Extra-large glassed-in lanai. New appliances, new kitchen cabinets, new tile floors throughout. Impact glass in entry door, PGT impact windows and plantation shutters. Too many improvements to list. List of improvements available. The free Siesta Breeze trolley stops in front of the main entrance providing quick access to the #1 Beach at Siesta Key plus Siesta Village, South Siesta Village and Turtle Beach. Fishing pier also available on Intracoastal.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
4160 MACKAY FALLS TER, SARASOTA, FL 34243
$469,000155 Days on yellowkey MLS ID: A4672916
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 2002Monthly Fee: $406 Tax: $3,800 (2024)Community: Lakeridge Falls Ph 1BSingle Family
Taxes:$3,800
Remarks: One or more photo(s) has been virtually staged. The primary suite has been thoughtfully updated with fresh paint and soft new carpeting, while a significant price improvement pairs beautifully with a refreshed interior and new paint throughout the heart of the home. Welcome to this beautifully maintained 3-bedroom, 2-bath residence with a den, ideally situated on an oversized cul-de-sac lot in the vibrant 55+ gated community of Lakeridge Falls. Offering 2,186 square feet, this inviting home features peaceful lake views, 24-hour guard-gated security, and true maintenance-free living. At the center of the home, the upgraded contemporary kitchen makes a striking impression with sleek, high-gloss Euro-style cabinetry, delivering a clean, modern aesthetic with exceptional storage. Every cabinet and drawer is soft-close, and the pantry is enhanced with custom pull-outs and deep storage drawers for effortless organization. Under-cabinet lighting highlights expansive quartz countertops, creating an ideal space for both everyday living and entertaining. A spacious peninsula with additional storage and seating anchors the layout, while newer appliances and a deep modern basin sink complete this true showpiece. The spacious living area is both warm and refined, featuring a custom modern accent wall, electric fireplace, and integrated surround-sound system. The primary suite offers a private retreat, complete with a second electric fireplace and a beautifully remodeled bath featuring an oversized walk-in shower, Kohler Smart Shower system, frameless glass, dual shower heads, body sprays, navy quartz surfaces, and designer lighting. Enjoy the best of Florida living from the enclosed, screened lanai, where sweeping water views create a serene daily backdrop. Additional highlights include a newer AC (2023), a one-year home warranty, and a pre-listing inspection with completed repairs and receipts available for added peace of mind. Residents of Lakeridge Falls enjoy resort-style amenities, including a heated pool and spa, fitness center, card room, bocce courts, a charming sand beach, and a newly renovated clubhouse—all just minutes from University Parkway shopping and dining, SRQ Airport, downtown Sarasota, and world-renowned beaches. Warm, inviting, and move-in ready—this is a home to truly fall in love with.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Merryl Koven (941-526-5913)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$949,000162 Days on yellowkey MLS ID: A4672673
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Elementary School: Lakeview Elementary
Remarks: Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
415 OAKWOOD BLVD W, SARASOTA, FL 34237
$239,900166 Days on yellowkey MLS ID: A4671652
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1973Monthly Fee: $210 Tax: $2,540 (2024)Community: Oakwood ManorMobile Home
Taxes:$2,540
Remarks: UPDATED 2BR/2BA ON ONE OF OAKWOOD MANORS BEST LOT!!! Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Spanning 90 beautifully landscaped acres, this active and friendly community offers resort-style living for an affordable $210 a month. Residents enjoy outstanding amenities including a clubhouse with a commercial kitchen, event stage, fitness center, and library. Relax in the heated pool and large hot tub, or stay active with bocce ball, shuffleboard, mini-golf, and cornhole. For pickleball enthusiasts, new courts are available nearby along the Legacy Trail, just a short bike ride away. With a full calendar of activities, there is always something happening at Oakwood Manor. This beautifully updated 2-bedroom, 2-bath home is located on one of the most desirable canal lots in the community, rarely available due to high demand. Offering approximately 1,150 square feet of bright, open living space, the home features an open floor plan filled with natural light—perfect for relaxing or entertaining. A unique highlight is the custom Tiki bar with service counter, creating a fun and inviting space for gatherings. The home has been thoughtfully updated for comfortable, low-maintenance living, including: New vapor barrier (2026) Roof-over (2018) AC system (2015) New plywood subfloors Double-pane windows Water heater (2015) Replaced sewer line to the street PVC water lines with shut-off valves The spacious open kitchen features a large island, two sinks, and a reverse osmosis filtration system. Appliances include a refrigerator, range, microwave, smart dishwasher, and a full-size washer and dryer. Additional features include decorative plantation shutters in the bedrooms, Bahama awnings for shade, privacy, and storm protection, and an oversized carport for added convenience. The home is beautifully decorated and mostly turnkey, with only a few personal items excluded. Located just steps from the community pool and amenities, this home offers both convenience and tranquility—many activities are within easy walking distance. Enjoy being only minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, SRQ Airport, shopping, dining, and two major hospitals. Whether you’re looking for a seasonal getaway or full-time residence, this home offers an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota’s most welcoming communities. Don’t miss your chance to own one of the rare canal homes in Oakwood Manor—schedule your showing today.
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000169 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
7570 LINKS CT, SARASOTA, FL 34243
$899,000169 Days on yellowkey MLS ID: A4671578
REDUCED by $50,000 (5.3%) on 04/28/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2595 Built: 1991Monthly Fee: $83 Tax: $5,407 (2024)Community: Links At Palm-AireSingle Family
Taxes:$5,407
Remarks: The soft orange glow of sunset is an iconic image of the Gulf Coast, and at 7570 Links Ct it is an everyday reality. From the spacious, westerly-facing pool deck you will find one of the very best lake views in all of Palm Aire and a perfect setting from which to enjoy the gorgeous pastels of a Florida evening sky. Equipped with a BRAND-NEW tile roof, the home itself is an absolutely meticulously maintained FULL 3/3 that is light, bright, and feels even larger than its 2600 square feet. Stepping through the front door one is immediately greeted by a large sitting area and a row of sliding glass doors giving a full view of the pool and lake. A large kitchen (a chef will find themselves at home here) outfitted with granite countertops and new appliances is situated at the heart of the home. It overlooks yet another living space, making it a great spot for entertaining guests. A split-floor plan accommodates maximum privacy and comfort and makes the home well-suited for hosting out-of-town guests. The fully-screened pool area has plenty of space for grilling and outdoor dining, and is partially covered by a roof extension, so relax in the shade on those warmer summer days. Here you will also find one of the full bathrooms, meaning you can hop right from the pool into a shower without having to go inside. This home also features a full three-car garage. Links Court is situated in a delightful, desirable, quiet neighborhood within touching distance of Sarasota’s ever popular UTC area, as well as the dining/shopping options of Lakewood Ranch and Downtown Sarasota, and provides easy access to I-75 and SRQ Airport. Links at Palm Aire has NO CDD and a minimal HOA fee. The nearby Palm Aire Country Club is available to join, with optional membership with four different equity options available, including golf and social. A wonderful move-in ready pool home with one of the very best lake views one can find at this price point and convenient to so much of what Sarasota has to offer, this property is fitting for any buyer, whether it be a set of snowbirds, a young family, or anyone who is seeking to enjoy the good Florida-life.
Listing Agent: Adam Kwiat (941-228-5484)
988 BLVD OF THE ARTS #1011, SARASOTA, FL 34236
$937,000176 Days on yellowkey MLS ID: A4669131
REDUCED by $22,000 (2.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982Monthly Fee: $878 Tax: $12,775 (2024)Community: Condo On The Bay Tower IiSpa: NoCondo
Taxes:$12,775
Remarks: New price! New look! Indulge in premier bayfront living in this 10th-floor residence offering direct, unobstructed water and sunset views that will never be blocked. Situated on a private, gated peninsula with 24-hour security, Condo on the Bay delivers an exclusive waterfront lifestyle walkable to downtown Sarasota and the Bay Park next door. From the extra-wide screened balcony, enjoy sweeping views of the bridge, boats, and coastal wildlife. Boat and kayak slips, a fishing pier, and immediate water access place the bay at your doorstep. Inside, the residence features a refined KitchenAid kitchen with granite countertops, a wine bar with cooler, full-size washer and dryer, and modern mechanical upgrades. The primary ensuite boasts endless water views and many custom closets. The spacious guest room, with a queen size murphy bed, also doubles as office space. The HOA fee covers all utilities except for electricity. Resort-style amenities include two heated pools, two new state-of-the-art fitness centers, tennis and pickleball courts, concierge service from 8–6 daily, and a full calendar of organized social activities. Next door is the Bay Park, a 52 acre paradise with walking trails, a beach, Performing Arts Center, a marina, concerts, kayak launch, snack bar, yoga, zumba and more. Downtown is down the street where you can choose from many restaurants, art galleries and events. Condo on the Bay offers a rare combination of unobstructed bay views, luxury amenities, walkable downtown access, and timeless waterfront elegance, this is an exceptional opportunity no buyer should pass up.
Listing Agent: Deborah Huffman (570-419-1116)
1684 PINTAIL WAY, SARASOTA, FL 34231
$599,900176 Days on yellowkey MLS ID: A4670640
REDUCED by $19,100 (3.1%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Monthly Fee: $1,000 Tax: $4,258 (2024)Community: Landings South Ii, The LandingsVilla
Taxes:$4,258
Remarks: Discover an exceptional opportunity to own a beautifully renovated residence in the highly sought-after Portside Villas, located within the lush, gated enclave of The Landings. This 1,705-square-foot home combines modern elegance with timeless comfort, offering a seamless blend of style and functionality—perfect for both relaxed living and entertaining. Step inside to an open, light-filled layout featuring volume ceilings, neutral ceramic tile flooring, and a western wall of windows framing serene lake views and breathtaking sunsets. The expansive living room flows effortlessly into the dining areas, providing a perfect setting for gatherings both large and intimate. The chef-inspired kitchen is sure to impress, boasting 42-inch soft-close cabinetry, Quartz countertops, and brand-new Thermador stainless steel appliances. A formal dining room, cozy breakfast nook, and elegant dry bar with glass cabinetry offer versatile dining and entertaining options. The primary suite provides a private retreat with tranquil water views, generous closet space, and a luxurious en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Every detail has been thoughtfully curated—from fresh paint and new fixtures to hurricane-rated impact glass windows and doors and brand-new HVAC, ensuring peace of mind and lasting quality. Additional highlights include a spacious two-car garage and full hurricane protection for enhanced safety and convenience. Residents of The Landings enjoy exclusive membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms, and a well-stocked library. The community also provides 24-hour gated security and access to the natural beauty of Sarasota Bay.
Listing Agent: Stephanie Church (941-724-5448)
3652 OAK GROVE DR, SARASOTA, FL 34243
$739,000177 Days on yellowkey MLS ID: O6357781
REDUCED by $6,000 (0.8%) on 04/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2354 Built: 1981 Tax: $3,561 (2024)Community: Oak Grove ParkSingle Family
Taxes:$3,561
Remarks: Prime location • Expansive lot • No HOA This spacious 5-bedroom, 3-bath deep-pool home has exceptional value in a highly desirable location. Situated on over an acre of land on a peaceful, dead-end street, this property combines privacy, space, and convenience – located midway between SRQ and UTC. Flood zone X Boasting 2354 sq ft under air and 3645 under roof, with concrete block construction and recent (2021) hurricane impact-rated windows and sliders throughout, this home is built for comfort. Custom plaster ceilings were added in 2025 refreshing the home and making it move-in ready. The roof has a 30-year transferable warranty and in 2025 the flat roof was updated. A 4-point insurance inspection is available. The split floor plan provides for a large family, multigenerational living, or income-producing opportunities. The updated kitchen features quartz countertops, a Bosch dishwasher, modern lighting, and a pass-through to the pool area. The spacious primary suite has a stained concrete floor, sliders to the pool, a walk-in shower, and a large Liberty safe. A second large bedroom has sliders to the pool, a walk in closet, and direct access to a bathroom. A third bedroom has a walk-in closet with built-in shelves and the fourth and fifth bedrooms share a Jack and Jill bathroom. The bright open layout includes a large stone fireplace in the family room and several tube skylights throughout the home, providing sunlight without the heat. Enjoy saving electricity and having natural lighting in many rooms, including bathrooms and the kitchen. Live the Florida lifestyle, entertaining in the pool and lanai with new smartlights , ceiling fans and a 2025 pool pump. The swimming deck has upgraded turf for comfort and drainage while low maintenance aggregate remains under roof. There is an adjacent patio for grilling and sunbathing and a large storage shed for lawn toys and equipment. The expansive yard, dotted with seven mature live oaks, is zoned for horses and even allows an additional dwelling unit (ADU) up to 750 ft.². Monitor and control thermostats and a front entry lock through integrated technology. This home’s incomparable location, land, and layout is ready for its next chapter!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
7758 WANING MOON WAY, SARASOTA, FL 34241
$399,999177 Days on yellowkey MLS ID: A4670840
INCREASED by $105 (0.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $398Community: Esplanade At Skye RanchVilla
Taxes:$0
Remarks: What's Special: Pond View | Close to Amenities | Dedicated Study. New Construction – Ready Now! Built by America’s Most Trusted Home Builder. Welcome to The Ibis at 7758 Waning Moon Way in Esplanade at Skye Ranch! Step inside to a warm open concept layout where the kitchen, dining room, and great room come together to create an inviting place to relax and gather. The great room flows effortlessly to a covered screened lanai, extending your living space outdoors. Tucked away at the back of the home, the primary bedroom offers added privacy and includes an attached bathroom with a dual sink vanity, walk-in shower, and a generous closet. Toward the front of the home, you will find a comfortable secondary bedroom with access to a full bathroom, along with a private study and a convenient laundry room. Additional Highlights Include: screened patio and study. Photos are for Representative Purposes Only. MLS#A4670840 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
2544 ORSOVA WAY, SARASOTA, FL 34231
$499,000194 Days on yellowkey MLS ID: A4668849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,430 (2023)Community: Phillippi Gardens 14Single Family
Taxes:$4,430
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. SELLER LOOKING FOR OFFERS!!! PRICE IMPROVEMENT TO $499,000. This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Phillippi Creek. This unique location provides serenity and privacy yet close to endless dining options and shops. Located just 1 mile from Siesta Key’s world-renowned beaches! It’s a place where luxury meets practicality, creating a perfect balance for modern living. This cozy home is equipped with modern WALL TO WALL TILE ceramic , an upgraded SECOND BATH with no expense spared, a large heated pool (RECENTLY resurfaced), newly RESCREENED pool cage, a BRAND NEW ROOF ( FALL 2025) with 15 year warranty, new hurricane windows (FALL 2025), and lastly an over-sized two-car garage. NEW PAINT and landscaping complete this wonderful home making it ready to call your own. It’s an ideal setting for hosting gatherings and creating unforgettable memories with friends and family. No HOA, no deed restrictions and no CDD. Some photos are virtually staged. Seller has updated MASTER BATH with new tile and cabinets.
Listing is courtesy of: D'AGOSTINO REAL ESTATE CONSULTING LLC (941-320-0044)
Listing Agent: Kenneth Dagostino (941-320-0044)
3419 74TH AVENUE CIR E, SARASOTA, FL 34243
$537,000209 Days on yellowkey MLS ID: A4666713
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 2022Monthly Fee: $120 Tax: $5,070 (2024)Community: Grady PointeSingle Family
Taxes:$5,070
Remarks: Built in 2022, this stunning 4-bedroom, 3-bathroom home offers the perfect blend of modern design and Florida lifestyle living. The open-concept floor plan features soaring ceilings, large-format tile flooring, and an abundance of natural light throughout. The gourmet kitchen is a standout — boasting quartz countertops, premium cabinetry, and an oversized island ideal for entertaining. Expansive sliding glass doors seamlessly connect the main living area to a covered lanai and beautifully landscaped backyard, creating an effortless indoor-outdoor living experience. The split-bedroom layout provides privacy and functionality. The spacious primary suite features a spa-inspired en-suite bath and large walk-in closet. Three additional bedrooms and two full bathrooms offer ample space for family, guests, or a home office. The 2-car garage and energy-efficient construction add everyday practicality and long-term value. Located in a well-maintained community just 2 blocks from a park featuring a dog park, pickleball courts, children's playground, and walking trails. Minutes to UTC Mall, top-rated schools, premier medical facilities, downtown Sarasota and Bradenton, and the Gulf's world-famous beaches. Quick access to US-301 and I-75 makes commuting to Tampa a breeze. Move-in ready — nothing to do but unpack.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
4033 WILSHIRE CIR E #139, SARASOTA, FL 34238
$399,999217 Days on yellowkey MLS ID: A4665665
REDUCED by $19,501 (4.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2024 Built: 1987 Tax: $2,882 (2024)Community: Lakeshore VillageCondo
Taxes:$2,882
Remarks: Welcome to this beautifully updated and thoughtfully designed villa in the highly desirable 55+ maintenance free community of Lakeshore Village in Sarasota. Just minutes from world-famous Siesta Key Beach and the vibrant downtown area, this 2-bedroom, 2-bath plus family room/den offers 2024sf of comfortable, stylish living with serene lake views. The open concept living space is highlighted by light-colored Karastan luxury vinyl flooring that runs seamlessly throughout the main areas, creating a fresh, airy atmosphere that’s both tasteful and practical. The living area features vaulted ceilings and skylights, enhancing the sense of openness and natural light. This space flows into the Four-Season Florida room, where walls of glass provide tranquil views of Heron Lake. The updated kitchen features Cambria quartz countertops, a glass tile backsplash, and brush gold hardware. A GE stainless steel 5-burner range and matching hood add style and function, while a tray ceiling with whimsical crystal ball accents adds a touch of personality. The breakfast nook includes built-in cabinets, quartz counters, and a large picture window overlooking the lake. The smart split-bedroom floor plan offers privacy for both owners and guests. The primary suite is a true retreat, complete with brand-new carpet, a large window with lake views, and sliders leading to the Florida room. You’ll love the two spacious walk-in closets, and renovated bath, accessed via a modern barn door, featuring dual above-counter sinks, Cambria quartz counters, walk-in shower, and a skylight that fills the space with natural light. The spacious guest suite, tucked away behind a pocket door, includes a private bath for added privacy. Off the foyer, double pocketing doors open into a charming family room designed in a coastal style with vaulted ceilings, skylight, offering even more living space or extra sleeping space for guests. The community offers resort-style amenities including clubhouse, tennis and pickle ball courts, heated salt water pool, group activities, all in a pet free environment.
Listing Agent: Stacy Liljeberg (941-544-6103)
6157 MIDNIGHT PASS RD #E63, SARASOTA, FL 34242
$420,000252 Days on yellowkey MLS ID: A4662792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1974 Tax: $5,101 (2024)Community: Bay OaksCondo
Taxes:$5,101
Remarks: BAY OAKS - JUST MINUTES FROM WORLD FAMOUS SIESTA KEY BEACH. Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With weekly rentals allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.
Listing Agent: Greg Hudson (941-302-1485)
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