Location: Sarasota
Do Not Show Listings
7885 MAINSAIL LN, SARASOTA, FL 34240
$1,795,00062 Days on yellowkey MLS ID: A4682351
4 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2487 Built: 2022Monthly Fee: $500 Tax: $17,017 (2024)Community: Shoreview At Lakewood Ranch WatersideSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,017
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. This beautifully appointed three-bedroom, three-bath plus den custom Pulte Pinnacle model showcases refined design, thoughtful upgrades, designer touches, and serene waterfront living in the highly desirable Shoreview community of Waterside. From the moment you arrive, the striking stone front façade, manicured landscaping and elegant glass entry door create a sophisticated first impression. Inside, tile flooring flows seamlessly throughout the home, complemented by modern designer lighting, stylish ceiling fans, tray ceilings, crown molding and curated architectural accents that elevate every space. The open-concept floor plan is designed for effortless entertaining and comfortable everyday living. The spacious great room features tray ceilings and pocketing sliding glass doors that fully open to the oversized lanai, blending indoor and outdoor living while framing stunning lake views. The adjacent dining area is positioned to enjoy natural light and water vistas, while the chef’s kitchen serves as the heart of the home with KitchenAid and Whirlpool appliances, sleek cabinetry, and a large eat-at bar ideal for gatherings and casual dining. Go outside to your private Florida retreat where an expansive screened lanai overlooks tranquil water views. The heated saltwater pool and spa are set against a panoramic screen enclosure, creating a breathtaking backdrop of shimmering lake views. An outdoor kitchen enhances the space, making it ideal for alfresco dining and entertaining year-round. The primary suite is a peaceful sanctuary featuring a tray ceiling, large picture window overlooking the pool and lake, and a beautifully appointed spa-inspired bath with a spacious walk-in shower and refined finishes. One guest bedroom with stunning window-filled bump-out offers its en-suite bath, while the second guest bedroom is serviced by a dedicated full bath, providing privacy and comfort for family or visitors. The private den, accessed through double doors, features a tray ceiling and built-in designer cabinetry, ideal for a home office, library or creative space. Additional highlights include hurricane-rated windows for peace of mind, a spacious three-car garage with ample storage and meticulous landscaping that enhances the home’s curb appeal. In Shoreview at Waterside, residents enjoy a resort-inspired lifestyle with access to a stunning clubhouse, state-of-the-art fitness center, resort-style pool and spa, tennis and pickleball courts, dog parks, playground and scenic walking trails along Kingfisher Lake. Waterside offers charming waterfront dining, boutique shopping, vibrant community events and picturesque views throughout the area, creating a dynamic yet peaceful setting. This exceptional residence offers a blend of luxury, comfort and community in one of Lakewood Ranch’s sought-after neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Laura Stavola Pllc (941-447-4875)
2917 MICHIGAN ST, SARASOTA, FL 34237
$474,90015 Days on yellowkey MLS ID: TB8492451
REDUCED by $5,000 (1.0%) on 04/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1957 Tax: $776 (2025)Community: Bonita ManorSpa: NoSingle Family
Taxes:$776
Tax Year: 2025
Remarks: “Seller offering closing cost assistance” NEW PRICE - MOTIVATED SELLER BEST PRICED FULLY RENOVATED HOME IN THE AREA Price Improvement – Even More Value in an Incredible Location! This beautifully renovated 3-bedroom, 2-bathroom home just became an even better opportunity! With a recent price adjustment, this move-in ready property offers unbeatable value—perfect for buyers looking for style, comfort, and location without middle course. Fully Renovated Move-In Ready Dream Home – NO HOA & Minutes to World-Class Beaches! Welcome to this beautifully updated 3-bedroom, 2-bathroom home where everything has been completely renovated—so you don’t have to lift a finger! This is the definition of turn-key living with modern upgrades, stylish finishes, and unbeatable location perks. NO HOA means more freedom, fewer restrictions, and no extra monthly fees! Enjoy peace of mind with major upgrades already completed, including a brand-new roof, all-new PVC plumbing, and energy-efficient windows equipped with hurricane protection screens. The stunning modern kitchen is designed to impress: Sleek LG stainless steel appliances Eye-catching two-tone cabinetry (blue lowers & white uppers) Elegant quartz countertops Both bathrooms have been fully remodeled with contemporary finishes, and the home features a convenient indoor stackable laundry area. Throughout the home, you’ll love: Durable and stylish vinyl flooring Upgraded 5-inch baseboards Fresh, modern interior and fresh landscaping that boosts curb appeal Step outside to your private backyard oasis, complete with a vinyl privacy fence and double gate—perfect for entertaining, pets, or storing boats and toys—with an added storage shed for convenience. The exterior is protected by a lifetime guaranteed elastomeric coating (not paint!), offering long-lasting durability with a transferable warranty. Location, Location, Location! Just minutes from some of the most beautiful beaches in the country, including Siesta Key Beach—ranked #1 beach in the U.S. and #4 in the world by the Tripadvisor Travelers’ Choice Awards 2025. Famous for its 99 perc. quartz sand that stays cool to the touch, crystal-clear waters, and expansive shoreline, this Gulf Coast gem is truly world-class. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks every box. Just move in and start enjoying the Florida lifestyle!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
6415 MIDNIGHT PASS RD #705, SARASOTA, FL 34242
$584,50057 Days on yellowkey MLS ID: A4683086
REDUCED by $15,300 (2.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1975 Tax: $3,669 (2025)Community: AnchorageSpa: NoCondo
Taxes:$3,669
Remarks: Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
3635 QUIET DR, SARASOTA, FL 34240
$699,00081 Days on yellowkey MLS ID: A4678838
REDUCED by $30,000 (4.1%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3158 Built: 2021Monthly Fee: $150 Tax: $7,532 (2025)Community: Hidden Crk Ph 2Single Family
Taxes:$7,532
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: NEW PRICE!! LUXURY, LOCATION, AND LIFESTYLE - Sarasota living at its finest. Located in Hidden Creek, residents enjoy NO CDD fees, lower HOA dues, and a prime location with easy access to UTC, restaurants, shopping, airports and Sarasota’s renowned Gulf Coast beaches. Just moments from the vibrant energy of Waterside Place and Lakewood Ranch Main Street, this impeccably designed residence delivers a refined blend of comfort, functionality, and elevated style. Thoughtfully upgraded and beautifully maintained, the home is perfectly suited for both relaxed everyday living and effortless entertaining. At the heart of the home, the open-concept gourmet kitchen features a spacious center island, quartz countertops, stainless steel appliances, and upgraded cabinetry, seamlessly flowing into the great room, dining area, and outdoor living space. Step outside to your private backyard retreat, where a heated resort-style pool, fully equipped outdoor kitchen, mature landscaping, and fencing create an inviting oasis - ENHANCED BY SOLAR ENERGY EFFICIENCY for forward-thinking living. The flexible floor plan offers 4 bedrooms, 3.5 bathrooms, a private office on the main level, and an upstairs loft. The first-floor primary suite provides a peaceful escape with a spa-inspired bath, dual vanities, glass-enclosed shower, and custom walk-in closet. Three upstairs bedrooms and a spacious upstairs loft room/area are ideal for guests or multi-generational living. Enjoy tranquil water views from the upstairs balcony overlooking the pond, with no rear neighbors for added privacy. Additional highlights include abundant storage throughout, built-in upper laundry cabinetry, designer closets in select bedrooms, and a newly replaced dishwasher (2025). This custom residence showcases timeless finishes, thoughtful craftsmanship, and a layout designed for modern lifestyles. Easy install Kevlar hurricane shutters! Residents enjoy a sports lot with a soccer field, picnic tables, playground, covered pavilion with restrooms and endless walking/bike trails. Schedule your private showing today and experience the perfect balance of luxury, convenience, and Florida living!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Tracy Seider (941-356-2057)
8067 WATERBEND TRL, SARASOTA, FL 34240
$1,900,00084 Days on yellowkey MLS ID: A4678689
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3509 Built: 2022Monthly Fee: $382 Tax: $17,545 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$17,545
Remarks: Welcome to your dream home in the highly sought-after Lakehouse Cove at Lakewood Ranch. This exceptional Tideland floor plan by Homes by Towne offers the perfect blend of luxury, comfort, and true waterfront living, highlighted by expansive panoramic lake views. This thoughtfully designed 3-bedroom, 4-bathroom residence features a spacious open-concept layout accented by high-end finishes and quality upgrades throughout. The main level includes a dedicated office, ideal for working from home or creating a private retreat, as well as a generous primary suite with a spa-inspired bathroom and large walk-in closet. Step outside to the oversized screened lanai and take in tranquil mornings and breathtaking sunset views over the lake—an ideal setting for relaxation and entertaining. The upper level offers a versatile bonus living area, perfect for a media room, guest suite, or additional gathering space. Each bedroom is designed for privacy and comfort, with its own en-suite bathroom, making this home well-suited for family and guests alike. Situated within the amenity-rich Lakehouse Cove community, residents enjoy access to a resort-style clubhouse, fitness center, pool, kayak launch, and miles of scenic walking trails. Conveniently located near shopping, dining, and all that Lakewood Ranch has to offer, this lakefront home presents a rare opportunity to enjoy refined Florida living at its best.
Listing is courtesy of: RANCH REALTY (941-228-1229)
Listing Agent: Kevin Bryceland (941-228-1229)
2280 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$475,00017 Days on yellowkey MLS ID: N6143658
REDUCED by $10,000 (2.1%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2019Monthly Fee: $124 Tax: $3,509 (2025)Community: Bay LandingSingle Family
Taxes:$3,509
Remarks: Welcome to 2280 Midnight Pearl Dr, a beautifully designed and maintained one-story home offering comfort, functionality and modern style. Built with durable all-concrete block construction, this residence features a truly open-concept layout perfect for both everyday living and entertaining. At the heart of the home, a spacious kitchen with a large island overlooks the dining area, great room and cozy breakfast nook, creating a seamless flow of living space. From here, step out onto the covered lanai and enjoy the screened back porch—ideal for relaxing or hosting guests year-round. A sun tunnel skylight fills the home with natural light, helping reduce the need for artificial lighting during the day and contributing to lower power bills. The owner’s suite is thoughtfully positioned at the rear of the home, providing optimal privacy along with an ensuite bath. Two additional bedrooms are located at the front and share a full bathroom, making this layout ideal for families or guests. Convenience meets practicality with a laundry room just off the garage, functioning perfectly as a mudroom entry into the kitchen. The home also comes equipped with stainless steel appliances, including a dishwasher, range, refrigerator and microwave. Residents enjoy a low HOA fee of just $124 per month, which includes access to a beautiful heated community pool and fitness room. Additional updates include a newly replaced roof in September 2025, offering peace of mind for years to come. Ideally located with easy access to I-75, this home is just a short drive from Sarasota’s world-famous beaches, shopping, dining and top-rated schools. This well-maintained home combines modern features with a smart layout in a spectacular and convenient location—ready for you to move in and enjoy.
Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)
Listing Agent: Anna Bridinger, Pa (941-544-8195)
3421 OVERCUP OAK TER, SARASOTA, FL 34237
$125,90084 Days on yellowkey MLS ID: A4678866
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $30,000 (19.2%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1972Monthly Fee: $210 Tax: $711 (2025)Community: Oakwood ManorMobile Home
Taxes:$711
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! Why Rent When You Can Own Affordable Sarasota Living? Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the city limits. This 2-bedroom, 2-bath home offers 1,065 sq. ft. of living space and sits on a desirable corner lot, providing extra space and excellent potential to update and personalize. The home has great bones, with several major systems already updated for peace of mind: • A/C replaced in 2024 • Hot water heater (2020) • Electric meter (2024) • New carport (2025) • Kitchen subfloor replaced with new plywood (2025) A generously sized covered and screened Florida room runs along the side of the home—perfect for relaxing, entertaining, or enjoying the Florida lifestyle year-round. Oakwood Manor is a welcoming 90-acre community known for having some of the lowest maintenance fees in the area and a friendly, active atmosphere. Residents enjoy a vibrant clubhouse with fitness room, dance floor, library, and a full calendar of social activities. Outdoor amenities include a heated pool, hot tub, shaded seating areas, putt-putt golf, bocce ball, ping-pong, pool table, shuffleboard, and cornhole. There’s also a charming park with picnic tables and a community grill, perfect for gathering with friends and neighbors. Love pickleball? Courts are just a short bike ride away along the Legacy Trail, which runs adjacent to the community. Conveniently located just minutes from downtown Sarasota, beautiful Gulf beaches, shopping, dining, and major hospitals. Please note: Oakwood Manor does not allow pets or motorcycles. Come see for yourself why residents love calling Oakwood Manor home—schedule your private showing today!
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$344,900160 Days on yellowkey MLS ID: A4671326
REDUCED by $10,000 (2.8%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,508 (2024)Community: Mentone CourtSpa: NoCondo
Taxes:$2,508
Remarks: One or more photo(s) has been virtually staged. Unit #208 is one of just five 2BR/2BA homes for sale under $500,000 in the entire SRQ downtown region – it’s the only one under $399,000 and it’s the closest to the downtown center. Located In the charming Mentone Court complex with just 16 residences in the heart of the Rosemary District, the entire complex is above the flood plain and #208 has assigned covered parking. Its HOA fees and taxes may be the lowest in city and the HOA pays for insurance on the building, a huge benefit. With a walkability score of 92 it’s a "Walker's Paradise” and four restaurants with outdoor dining are less than a block away in gorgeous Citrus Square which has its own Veo Public Scooter stand. Walk five-minutes to the Main Street dining scene, or a few blocks to Whole Foods. It’s all about affordable convenient city living. This bright, well laid-out 2nd floor corner unit feels spacious with high ceilings, an open floor plan and large-format porcelain tile, and five closets. Recessed ceiling lighting shows off a fresh tropical paint color palette, the plantation blinds on all windows and the 12’ slider’s vertical blinds are included. The kitchen’s refinished solid wood cabinetry complements granite countertops while under-cabinet lighting illuminates a striking pearlescent subway tile backsplash. The induction range, dishwasher and refrigerator are new (never used). Also new is the efficient HVAC system and four Hunter remote-control ceiling fans. Two updated baths feature a pristine cast iron tub in one and an oversized shower with classic white subway tile in the other. A stacked washer/dryer is included. The large primary bedroom can fit a king bed and has a California-style walk-in closet. The 12’ glass slider opens to an oversize screened-in lanai protected by a motorized 12’ roll-down Kevlar storm/sunshade rated for a Cat. 5 hurricane. This top-quality screen has a battery backup and its MagnaTrack keeps it taut – no sagging, ever. A remote control lets it double as a sunscreen to use the patio throughout the Summer. Master insurance on the structure, water, sewer, trash, reserve funding, landscaping and exterior maintenance are all included in the low $522 monthly HOA fee. The HOA is professionally managed and fully funded; no special assessments are planned. Minimum one-week rentals and small pets are allowed. Mentone Court is not in a flood zone has never had storm damage – block construction with a newer tile roof means it’s inexpensive to insure appliances and contents as the building is insured by the HOA for peace of mind. Under three stories it’s exempt from Milestone inspections, rules and high mandated reserves. The Legacy Trail starts in Payne Park, a one mile bike ride away. Longboat Key is a short drive or just grab the nearby free Bay Runner trolley that runs daily every twenty minutes 7am–11pm to St. Armands Circle, then to Lido Beach Park with its huge pool and amenities then on to unspoiled South Lido Beach with its nature walks, see the photos. It’s the same pristine white sand as Siesta Key 1000 feet to the south, but without the crowds, traffic and parking hassles. Unit #208 checks off every box for worry-free affordable downtown living with easy beach access. With its own covered parking spot and only 12-minutes by Uber to the airport, Unit #208 could be your seasonal 2nd home, investment property that pays for itself, or live full-time downtown and walk everywhere.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
631 N ORANGE AVE #107, SARASOTA, FL 34236
$389,900268 Days on yellowkey MLS ID: A4659021
REDUCED by $10,000 (2.5%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,713 (2024)Community: Mentone CourtCondo
Taxes:$2,713
Remarks: This beautifully renovated first-floor unit is one of just five 2BR/2BA homes for sale under $500,000 in the SRQ downtown region – and it’s the closest to the downtown center with a five-minute walk to the Main Street dining scene and shops, or a few blocks to Whole Foods. Located in the charming Mentone Court complex with just 16 residences in the heart of the Rosemary District, the entire complex is above the flood plain and #107 has assigned covered parking just 50 feet away. Its HOA fees and taxes may be the lowest in city and the HOA pays for insurance on the building. With a walkability score of 92 it’s a "Walker's Paradise” and four restaurants with outdoor dining are less than a block away in gorgeous Citrus Square which has its own Veo Public Scooter stand. The oversize lanai leads directly to private green space, then to a locking gate in the garden wall and on to four restaurants in Citrus Square just 400 feet away. Main Street’s cafes & shops are a five-minute walk, while Whole Foods is a few blocks away. #107 comes furnished with a 75" Frame TV, all the artwork and most of the furniture pictured. Gut-renovated and unoccupied since (new plumbing, paint, AC/heat, ceiling fans). The unit feels spacious with high ceilings, porcelain tile flooring, 5" baseboards, plantation blinds and four closets. The guest shower is oversized, and the primary bath has a 3/8” frameless glass shower door; both have high-end Kohler Awaken fixtures, Choreograph shower barres and gorgeous designer tile. The new LG heat pump washer/dryer is ready for your beach towels. The kitchen features new Samsung smart Wi-Fi appliances with an induction range and quiet dishwasher. Quartz countertops complement solid hickory dovetailed cabinets that will never delaminate. The backsplash and island are clad with chic hand-made Moroccan Zellige tile by Cle. The oversized 5'x13' lanai (with storage closet) is protected by a 12' motorized roll-down Kevlar storm/sunshade rated for a Cat. 5 hurricane; its MagnaTrack system keeps the screen taut – no sagging, ever. It doubles as a sunscreen so you can use the patio year-round. Master insurance on the structure, water, sewer, trash, reserve funding, landscaping and exterior maintenance are all included in the low $522 monthly HOA fee. All you pay is cable and electricity. The HOA is professionally managed and fully funded; no special assessments are planned. Minimum one-week rentals and small pets are allowed. Community is not in a flood zone has never had storm damage – block construction with a newer tile roof means it’s inexpensive to insure the contents. Under three stories it’s exempt from Milestone inspections, rules and high mandated reserves. The Legacy Trail starts in Payne Park, a one mile bike ride away. Longboat Key is a short drive or just grab the nearby free Bay Runner trolley that runs daily every twenty minutes 7am–11pm to St. Armands Circle, then to Lido Beach Park with its huge pool and amenities then on to unspoiled South Lido Beach with its nature walks, see the photos. Unit #107 checks off every box for worry-free elegant, but affordable, downtown living with easy beach access. With its own covered parking and only 12-minutes by Uber to the airport Unit #107 could be your elegant city pied-a-terre, investment property, or live full-time downtown and walk everywhere.
4662 BEACON DR, SARASOTA, FL 34232
$390,00022 Days on yellowkey MLS ID: A4686944
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1609 Built: 1977 Tax: $1,991 (2025)Community: Sarasota SpgsSingle Family
Taxes:$1,991
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Check out this 3-bedroom, 2-bath home with a 2-car garage in a centrally located neighborhood. This home features a split floor plan with a spacious formal living room, a separate family room at the rear of the home, and a formal dining room with built-in buffet-style cabinets. The galley kitchen is conveniently located in the center of the home, and there is an abundance of closet space throughout. This property does need some TLC, but the major updates include a roof replaced in 2019, A/C in 2013, and water heater in 2016. The partially fenced backyard offers a large 16x30 wood deck built around a beautiful oak tree, plus a spacious 14x11 shed with two loft areas, ideal for extra storage, a workshop, a man cave, or a she shed, with a paver brick patio off it. Located within walking distance to the elementary school and a neighborhood park with grills and picnic tables, and just a short drive to shopping, restaurants, and the beautiful beaches. Don’t miss this great opportunity to make this home your own
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
3842 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$499,9007 Days on yellowkey MLS ID: A4689406
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $471 Tax: $4,160 (2025)Community: Glen Oaks ManorSpa: NoVilla
Taxes:$4,160
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Welcome to Sarasota's esteemed Glen Oaks Manor community, one of the area's most charming, tree-lined neighborhoods and this enviable, beautifully renovated end-unit villa offering serene views of majestic oak trees. This home presents a rare opportunity to enjoy a true indoor-outdoor lifestyle in a peaceful, park-like setting. The residence features an open-plan layout with contemporary tile flooring throughout, complemented by an updated kitchen with sleek granite countertops, stainless steel appliances, and a sun-drenched garden atrium that fills the space with natural light. Glass sliders invite you to a private courtyard pool with amazing open views with space for outdoor seating and dining, perfect for relaxing or entertaining. The home offers two bedrooms with a thoughtfully designed split-plan layout, ensuring privacy for both residents and guests. The spacious owner's suite includes a walk-in closet and en-suite bathroom, while the guest bedroom enjoys tranquil views of the front oak trees and lush lawn. Bathrooms feature updated tile and vanity consoles. Upgraded features include recessed lighting, wood molding and accents, multiple inviting living areas, with the comfort of a new A/C system. The front entrance courtyard showcases travertine tile, enhanced landscaping, and ambient night lighting. An oversized two-car garage provides additional storage and attic access, with an extended driveway to host guests with ease of parking. Glen Oaks Manor is a dog-friendly community offering walking trails, a gazebo, ponds, and mature landscaping beneath canopied oak trees that elevate the neighborhood's allure. Conveniently located just minutes from downtown Sarasota, and close to beaches, restaurants, and shopping. This home offers the perfect blend of comfort, nature, and location. Whether you're lounging by your private pool or exploring the culture and lifestyle for which Sarasota is known, don't miss the opportunity to call this exceptional property "Home".
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Blair Schrock (970-666-1240)
4737 CHANDLERS FORDE #14, SARASOTA, FL 34235
$450,00026 Days on yellowkey MLS ID: A4686909
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2050 Built: 1981 Tax: $5,094 (2025)Community: The MeadowsSpa: NoVilla
Taxes:$5,094
Elementary School: Gocio Elementary
Remarks: Welcome to Chandlers Forde in The Meadows—a neighborhood surrounded by mature trees and the peaceful feel of an enchanted forest. This beautifully renovated villa-style condo with 2 car garage offers ultimate privacy with a wooded view and a glimpse of the golf course beyond. This 2-bedroom, 2.5-bath home with a den (which can easily be converted into a third bedroom) has been tastefully updated from top to bottom. The home has a cozy yet elegant feel, with soaring ceilings and a grand double-sided stone fireplace that serves as the centerpiece of both the living and dining rooms. The living room is extra spacious, with tranquil views of the trees—an ideal space for hosting or simply relaxing by the fire. The kitchen was completely UPDATED in 2023–2024, featuring leathered granite countertops, custom cabinetry, premium appliances including Bosch, and an oversized chef’s prep sink. A custom coffee counter and the addition of a dry bar with wine fridge between the dining room and living room make the space perfect for entertaining. Just off the living room and primary suite is a Florida room—perfect for al fresco dining, morning coffee, or relaxing after a long day. With electric already in place, it’s ready for your new hot tub. The main-floor primary bedroom is expansive and elegant, featuring a walk-in closet crafted by CLOSETS BY DESIGN for maximum organization. The ensuite bath feels like a private spa, offering quartz countertops, a walk-in shower with custom glass door, and serene finishes throughout. The main floor also includes a RENOVATED half bath (2024) and a laundry area with washer and dryer hookups for convenience. Upstairs is illuminated by an elegant mid-century modern chandelier and large hurricane-impact windows that invite in an abundance of natural light. The open den/office space w/ built-in closet can easily serve as a third bedroom. A guest bedroom with vaulted ceilings overlooks the trees, an updated guest bath with quartz countertops, a tub-shower combination, and extra closet space rounds out the second floor. Beyond the beauty, this home offers peace of mind. All windows and exterior sliders are HURRICANE-IMPACT RATED The cast iron waste pipes have been replaced with PVC, electrical hookups have been added for the included generator, AND EV CHARGER. Additional upgrades include, reverse osmosis system at the kitchen sink and refrigerator, whole-house water softener, two new AC units (2018) with duct cleaning in 2024, and GE front-loader washer and dryer (2023) and the ROOF was replaced in 2022. In Chandlers Forde, residents enjoy two private pools, while The Meadows offers a lifestyle unlike any other in Sarasota with 14 miles of walking and biking trails winding through over 1,650 acres of mature landscaping, ponds, and natural preserves. For a small fee there is access to a state-of-the-art fitness center, JR Olympic pool, golf, tennis, and 10 pickleball courts. The community also includes a dog park and an active social calendar hosted by the community center. Ideally located between downtown Sarasota and University Town Center, The Meadows places you 5 minutes from UTC, Benderson Park, the new Mote Marine campus, fine dining, and shopping, 15 Minutes to Sarasota’s downtown cultural offerings—including the symphony, opera, ballet, and locally owned restaurants and 20 minutes to St Armands circle and award winning beaches. This stunning home combines luxury, comfort, and nature—truly a place to call home.
Listing Agent: Lee Brewer (941-724-3448)
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$279,90023 Days on yellowkey MLS ID: A4687187
REDUCED by $15,100 (5.1%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00044 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing Agent: Angela Adams (941-809-9760)
825 SEASCAPE PL, SARASOTA, FL 34240
$1,195,00065 Days on yellowkey MLS ID: A4681774
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2486 Built: 2020Monthly Fee: $167 Tax: $11,174 (2025)Community: Shoreview/Lakewood Ranch WaterSingle Family
Taxes:$11,174
Remarks: Why wait for a new build when the craftsmanship, elegance, and over $180,000 in premium upgrades have already been meticulously completed? Located in Shoreview community of Waterside at Lakewood Ranch, this residence offers a sophisticated blend of three bedrooms, three bathrooms, a private office, and a spacious three-car garage. Architectural Excellence & Unrivaled Security. From the moment you arrive, the home captivates with striking curb appeal. The custom glass front entry and enhanced garage doors set a new standard for luxury and safety. These are no ordinary doors—featuring 0.5-inch thick hurricane-rated glass, they are four times thicker than standard builder-grade doors, providing peace of mind without compromising on style. Grand Interiors Step inside to an atmosphere of light and volume, defined by soaring 12-foot ceilings and a seamless open-concept design. The Heart of the Home: Designed for effortless entertaining, the living spaces flow intuitively from one room to the next. Work & Rest: A quiet, beautifully appointed office offers a retreat for creativity, while the spacious bedrooms and spa-inspired bathrooms provide ultimate serenity for family and guests. An Outdoor Oasis The lifestyle extends outdoors into a backyard designed for recreation and relaxation: Gourmet Outdoor Kitchen: Perfect for al fresco dining. Personal Putting Green: Hone your game in the privacy of your own backyard. Pet Paradise: A dedicated dog run is ready for your pups. Plus, with the community dog park directly across the street, daily social time with neighborhood friends is effortless. Every detail of this home has been thoughtfully curated, allowing you to move right in and begin living the lifestyle you’ve been imagining. In a community that truly has it all, there is nowhere else you’ll want to be.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tina Hannaford (941-465-1765)
3409 SPANISH OAK TER, SARASOTA, FL 34237
$155,000163 Days on yellowkey MLS ID: A4670478
1 Days Off yellowkey (back on 4/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 749 Built: 1973Monthly Fee: $210 Tax: $1,728 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,728
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY LIVING COME TOGETHER!!! Smart Buyers Know-Value lives at Oakwood Manor Updated Gem in Oakwood Manor! Enjoy resort-style living in this highly desirable 55+ resident-owned community located within Sarasota city limits. Spanning 90 beautifully maintained acres, Oakwood Manor offers an exceptional lifestyle with a low monthly fee of just $210. Community amenities include a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, spacious hot tub, bocce ball and shuffleboard courts. Pickleball enthusiasts will appreciate the brand-new courts along the Legacy Trail, just a short bike ride away. (Please note: no pets, motorcycles, or RVs permitted.) Pride of ownership is evident throughout this meticulously maintained and tastefully decorated 2-bedroom, 2-bath home. The enclosed Florida room adds valuable living space and features a light, beachy ambiance, while a second front Florida room—surrounded by newer windows—is the perfect place to enjoy your morning coffee. Inside, the inviting living room is ideal for relaxing or entertaining. The kitchen offers a charming breakfast area, built-in desk, ample cabinetry, and includes a smooth-top stove, microwave, and refrigerator. Both bathrooms have been beautifully updated, and the coastal color palette throughout perfectly complements the Florida lifestyle. Notable upgrades include: AC replaced in 2020 • Bathrooms updated in 2020 • New tile bath floor (2020) • New flooring throughout (2021) • New windows • PVC plumbing • New front awning (2024) • New washer & dryer (2024) This move-in-ready home needs absolutely nothing—just bring your suitcase and start enjoying life in paradise. Ideal as a winter retreat or full-time residence. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and two major hospitals—this home offers the perfect blend of comfort, convenience, and community. Schedule your private showing today—this is a must-see home and you won’t be disappointed!
7742 EAGLE CREEK DR #7524, SARASOTA, FL 34243
$228,50070 Days on yellowkey MLS ID: TB8471897
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 983 Built: 1987 Tax: $3,004 (2024)Community: Eagle Creek IvSpa: NoCondo
Taxes:$3,004
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to Eagle Creek in the highly sought-after Palm Aire Golf Course Community! This charming first-floor condo has been recently updated with brand-new flooring and is truly move-in ready. Ideally located directly across from the community pool, this unit also offers beautiful golf course views from both the spacious screened-in lanai and the primary bedroom. Enjoy the Florida breeze from your lanai or step right outside and take a refreshing dip in the pool just steps from your front door. Convenience is key, with the UTC Mall, restaurants, and I-75 only five minutes away and downtown Sarasota a short drive beyond. Recent updates include a kitchen renovation in 2023, new bedroom carpeting in 2023, and an HVAC system replaced in 2020. The roof was replaced in 2021 and the buildings were painted in 2022, both fully funded by the HOA with no special assessments. The well-funded HOA includes water, sewer, garbage, exterior pest control, lawn maintenance, and basic cable for up to three TVs. With its prime location, golf course views, and extensive updates, this condo is a fantastic opportunity and won’t last long.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: John Nowicki (727-793-5150)
121 OAK HILL DR #1, SARASOTA, FL 34232
$180,000146 Days on yellowkey MLS ID: A4672922
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1080 Built: 1985Monthly Fee: $520 Tax: $1,493 (2024)Community: Village Oaks Sec ACondo
Taxes:$1,493
Remarks: Welcome home to this beautifully maintained 2-bedroom, 2-bath villa, ideally located in the heart of Sarasota. This light-filled residence features an open-concept layout with a spacious living area, sliding doors leading to the enclosed sunroom, and an effortless flow perfect for both seasonal and full-time living. The kitchen offers ample cabinetry and counter space, and all kitchen appliances, along with the washer and dryer, stay with the unit for added convenience. Water Heater-12/28/2018, A/C-2018, Roof-2023 Both bedrooms are generously sized, with the primary suite also offering slider access to the sunroom, an en-suite bath-Remodeled in July 2024, and great closet space. An attached garage (new garage door in 2023) provides additional storage and everyday practicality. Located in a well-kept community with a heated pool, tennis courts w/pickleball overlay, and beautifully landscaped grounds, this villa offers peaceful living just minutes from Siesta Key Beach, shopping, dining, Legacy Trail, and top medical facilities. Whether you’re seeking a full-time residence, winter getaway, or investment opportunity, this villa delivers comfort, convenience, and an unbeatable Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kendall Rodesiler (419-344-6711)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000168 Days on yellowkey MLS ID: A4670359
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000198 Days on yellowkey MLS ID: A4666624
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
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