Location: Sarasota
Do Not Show Listings
1990 MAIN ST #4, SARASOTA, FL 34236
$585,00027 Days on yellowkey MLS ID: A4687688
REDUCED by $10,000 (1.7%) on 04/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2005 Tax: $6,766 (2025)Community: Cityscape At Courthouse CentreCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,766
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This rare 2-bedroom, 2-bath, two-story penthouse at Cityscape at Courthouse Centre features secure entry, an efficient multi-level floor plan, potential live-work flexibility, and an unbeatable walkable setting. Residents enjoy elevator service to the top floor and a position just above Main Street. A short stroll puts you near a fitness center, popular breakfast cafés, coffee spots, a variety of dining options, and a movie theater. Everyday conveniences are all within reach, offering an ideal downtown lifestyle. Offered at an attractive price, this residence presents a great opportunity to personalize and design the interior to match your taste. The A/C is just 3 years old, and both bedrooms are equipped with Hunter Douglas motorized wireless shades. Bayfront Park, Marina Jack, the Sarasota Opera House, and other downtown attractions are only minutes away, along with quick access to Lido Beach and St. Armands Circle. A smart choice for anyone looking for a centrally located, low-maintenance condo—ideal as a full-time home or a seasonal retreat where you can lock up and enjoy everything the area has to offer. Take a look, Make an Offer.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
4822 TRI PAR DR, SARASOTA, FL 34234
$235,000257 Days on yellowkey MLS ID: A4662179
REDUCED by $10,000 (4.1%) on 04/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 990 Built: 2023Monthly Fee: $135 Tax: $2,480 (2023)Community: Tri-Par EstatesManufactured Home
Taxes:$2,480
Tax Year: 2023
Remarks: Experience effortless living in this newly constructed 2023 modular home, where every detail has been thoughtfully designed for comfort and style. The expansive, sun-filled floor plan creates a welcoming atmosphere, leading you through two generously sized bedrooms and two contemporary baths. The heart of the home, the kitchen, is a chef's delight, boasting a full suite of sleek, stainless steel appliances and a farmhouse-style sink that adds a touch of rustic elegance. Below your feet, beautiful luxury vinyl plank flooring flows seamlessly throughout the entire residence, unifying the space. With modern recessed LED lighting already installed and tasteful blinds and curtains adorning every window, this home is completely ready for you to move in and begin your new chapter. This beautiful property is located in a one-of-a-kind community—a true hidden gem. It's a haven for enthusiasts, welcoming both golf carts and motorcycles, and providing the convenience of optional on-site storage for RVs and boats. Your new lifestyle includes resort-style amenities that cater to every interest: A sprawling, heated swimming pool and spa for year-round relaxation. A dedicated Tiki Hut for sunny afternoons with neighbors. A modern fitness center, along with courts for pickleball and shuffleboard, and a miniature golf course for friendly competition. Indoor recreation is plentiful, with a dedicated area for billiards and ping-pong. Nurture your creative side in the arts and crafts room, which hosts activities like sewing, painting, and card games. The community’s spacious clubhouse is the vibrant social hub, hosting a calendar full of lively dinners, dances, and other special events.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Tremblay (941-545-5346)
7236 LAS CASAS DR, SARASOTA, FL 34243
$435,00033 Days on yellowkey MLS ID: A4687900
REDUCED by $4,000 (0.9%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2065 Built: 1973Monthly Fee: $292 Tax: $4,541 (2025)Community: Las Casas CondoSpa: NoVilla
Taxes:$4,541
Remarks: Welcome to 7326 Las Casas Drive, a charming and lovingly maintained villa tucked away at the end of a cul-de-sac in a desirable 55+ community in Sarasota. Perfectly positioned close to the airport, downtown Sarasota, world-famous beaches, shopping, and dining, this home offers both convenience and tranquility. An inviting screened front porch sets the tone as you arrive, providing a relaxing space for morning coffee or evening unwinding. Inside, a spacious living room with double sliding doors and a dry bar creates a comfortable setting for everyday living and entertaining. The large formal dining room is ideal for hosting dinners and gatherings, while the well-designed kitchen offers ample cabinet space and counter space with a pantry to keep everything organized. A versatile bonus room with French doors and new hurricane-impact windows expands your living options, making it perfect as a family room, home office, hobby room, or guest lounge. The large en suite primary bedroom features a stylish barn door leading to the bathroom, which includes a double vanity for added comfort and convenience. Two additional roomy bedrooms provide plenty of space for guests or multi-purpose use; the middle bedroom includes a built-in desk that works well for crafts, computer work, or a quiet work area. Outside, a private backyard with a patio area and garden offers a peaceful retreat for enjoying Florida’s outdoor lifestyle. Lawn maintenance and landscaping are included, and the home is equipped with a sprinkler system, making upkeep easy. The freshly painted interior and exterior create a clean, move-in-ready feel. Located in a friendly 55+ community with a pool and clubhouse, this villa offers an active yet low-maintenance lifestyle in one of Sarasota’s most accessible and desirable locations.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Pamela Williams, Pllc (941-718-3669)
7487 MOONBEAM AVE, SARASOTA, FL 34241
$419,99955 Days on yellowkey MLS ID: A4685214
1 Days Off yellowkey (back on 4/26/2026)
INCREASED by $20,000 (5.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1515 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: What's Special: Pond View | Close to Amenities | Dedicated Study. New Construction - Ready Now! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Caicos at 7487 Moonbeam Avenue in Esplanade at Skye Ranch! This unique new twin villa home offers a thoughtful layout designed for comfort and ease. The elegant primary suite sits quietly at the back of the home with an en-suite bath and a spacious walk-in closet for a peaceful retreat. On the opposite side, a secondary bedroom with a nearby bathroom and a flex space provide added versatility. At the heart of the home, the great room flows into the designer kitchen and separate dining area, all enhanced by upgraded quartz countertops, an apron front kitchen sink, and vinyl plank flooring throughout the main living area. Sliding doors lead out to the outdoor covered lanai, offering a bright space to enjoy the outdoors. This welcoming central area is the first thing you see as you enter from the side entryway. The home also features whole house impact windows for added comfort and peace of mind. Additional Highlights Include: Study with pocket doors in place of flex, 8' interior doors, tray ceiling package, covered extended lanai, and impact windows. MLS#A4685214 - 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)
6888 MYAKKA VALLEY TRL, SARASOTA, FL 34241
$975,00044 Days on yellowkey MLS ID: A4685475
REDUCED by $24,000 (2.4%) on 04/26/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2962 Built: 1994Monthly Fee: $58 Tax: $7,956 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$7,956
Remarks: Looking for a Sarasota property where you can have horses, a guest cottage, a pool oasis, and 6 acres of privacy just 30 minutes from Siesta Key Beach? This private Sarasota acreage estate offers the perfect blend of country living, outdoor entertaining, and equestrian potential while still remaining convenient to Sarasota’s amenities and top-rated schools. Situated on 6 fully fenced acres, this unique property features a 4 bedroom, 2 bathroom custom home built in 1994 and a 1 Bedroom, 1 Bathroom guest cottage, surrounded by majestic oak trees, lush landscaping, and wide-open space to enjoy Florida’s natural beauty. Designed with solid wood construction and rustic country character, the home offers warmth, charm, and architectural details rarely found in newer homes, including high ceilings and a beautiful stained glass accent that add personality and craftsmanship throughout the interior. Inside, the layout offers flexibility with two bedrooms and two bathrooms downstairs, including the primary suite, and two additional bedrooms located upstairs. The primary bathroom has been recently updated with a mountain-lodge inspired shower featuring rock textures and marble-look walls, adding to the home's rustic character. Recent updates provide peace of mind for future owners, including all water plumbing lines replaced in 2023, a new hot water heater, new garbage disposal, new kitchen appliances, new ceiling fans, newly resurfaced pool (2026) and a recently serviced septic system. The outdoor living space is truly the highlight of this property. Step onto the back porch overlooking a tropical backyard oasis featuring a lagoon like pool and spa creating the perfect setting for relaxing or entertaining. The pool area is surrounded by extensive landscaping, large decorative rock accents, and even a poolside stage, making this home ideal for gatherings, celebrations, and outdoor entertaining. The property also features a private exterior guest cottage / mother-in-law suite with 1 bedroom, 1 bathroom, and a kitchenette, designed with a cozy country theme. This flexible space could serve as an Airbnb rental, guest house, private office, multigenerational living space, or retreat for visiting family and friends. For those seeking room for hobbies, vehicles, or animals, the property includes a large six-bay shed / barn structure that can be used for horse stalls, farm equipment, workshop space, car storage, or recreational vehicles. The land also features a pond and a separately fenced pasture, offering excellent potential for horses, hobby farming, or simply enjoying the peaceful country setting. Unlike many properties in the area, this home is located within the Voluntary Section of the HOA, allowing owners the freedom to bring boats, trailers, campers, work trucks, RVs, and recreational equipment onto the property. Residents of Myakka Valley Ranches enjoy private paved roads, two community nature parks, miles of riding and walking trails, and close proximity to Myakka River State Park, creating a unique outdoor lifestyle while remaining conveniently located approximately 30 minutes from Siesta Key Beach and about 45 minutes from downtown Sarasota. Properties like this are rare to find — a Myakka Valley Ranches horse property in Sarasota with acreage, guest cottage, pool, and barn, offering privacy and space while still being close to city amenities. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
389 GOWDY RD, SARASOTA, FL 34237
$999,000173 Days on yellowkey MLS ID: A4669745
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2020Monthly Fee: $654 Tax: $10,807 (2025)Community: Payne Park Village Ph ITownhouse
Taxes:$10,807
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience luxury, location, and lifestyle in this turnkey-FURNISHED townhome in Sarasota’s sought-after Payne Park Village. Overlooking the scenic 29-acre Payne Park, this three-story residence offers breathtaking views of the park and Downtown Sarasota’s skyline from every level and stunning sunsets to end each day. Thoughtfully designed for comfort and convenience, the home features a PRIVATE ELEVATOR, three spacious bedrooms each with ensuite baths, three and a half bathrooms, and a two-car garage. Inside, the open-concept living area is bright and welcoming, centered around a chef’s kitchen with a large quartz-topped island, 42" cabinetry, and plenty of room for entertaining. The luxurious primary suite is a true retreat, showcasing floor-to-ceiling windows with panoramic park views, a coffee bar, a generous walk-in closet, and a spa-inspired bathroom complete with soaking tub, oversized shower, and dual sinks. High-quality construction elements, including hurricane-impact windows, ensure both style and peace of mind. Step outside and enjoy an unmatched lifestyle. Payne Park’s lush greenbelt areas and paved, tree-lined paths are perfect for walking, jogging, or biking. Residents have access to the community’s private amenity center with a heated pool and spa, plus direct access to Sarasota’s Legacy Trail, which conveniently connects downtown all the way to Venice. Just outside your doorstep, Payne Park offers tennis courts, a disc golf course, a skate park, a serene pond, and the beloved Circus Park playground. Don’t miss this rare opportunity to live in a beautiful turnkey home surrounded by the best of downtown Sarasota’s vibrant, walkable lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
11109 SANDHILL PRESERVE DR, SARASOTA, FL 34238
$550,0008 Days on yellowkey MLS ID: N6143983
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 2016Monthly Fee: $478 Tax: $6,210 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,210
Middle School: SKY Academy Englewood
Remarks: Make this beautifully finished home your own in this popular, open and well laid out, split floorplan. Two bedrooms plus an additional bonus / flex room, Two bathrooms, and an extended two car garage. Enjoy outdoor living with a covered back porch and the upgraded "extended" lanai. Stainless Steel Appliances, drop down pendant lighting, breakfast bar, tile throughout. Primary bathroom features a Large walk-in shower with a bench, dual vanity sinks, large walk-in closet and linen closet. Some updates include New premium Whirlpool gas stove with air fry, a new range hood vent, New Whirlpool dishwasher, and a new Whirlpool gas dryer. All new brushed bronze hardware in the bathrooms and kitchen. All new bronze doorknobs, new keypad front door. HVAC serviced this year, including ducts professionally sanitized and cleaned. Interior all new paint. Sandhill Preserve on Palmer Ranch is a gated community in Sarasota, nestled within the acclaimed Palmer Ranch master plan. In this community you will enjoy resort style amenities including a Clubhouse with social rooms, a full-time on-site lifestyle director, state-of-the-art fitness center, resort style swimming pool, pickleball courts, Har-Tru tennis courts, a spa, outdoor barefoot bar and fire pit.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Tammy Kitt (941-284-7274)
5425 CICERONE ST #103, SARASOTA, FL 34238
$425,000158 Days on yellowkey MLS ID: A4672305
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1526 Built: 2019Monthly Fee: $384 Tax: $4,552 (2024)Community: Esplanade On Palmer RanchCondo
Taxes:$4,552
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: One or more photo(s) has been virtually staged. Become a resident of Esplanade on Palmer Ranch and experience a luxurious, resort lifestyle! This spacious condo is adjacent to a fabulous amenity campus, with zero entry pool, fitness center and Bahama bar with dining and cocktails. On the GROUND FLOOR, NO STAIRS with a private garden view, this light and bright condo has an open floor plan. Eat in kitchen and breakfast bar look out to the great room and den. The restful owner's suite has two walk in closets and the guest suite is situated at the opposite end of the unit for privacy. Esplanade on Palmer Ranch is a social and active community. If you choose, you can listen to live music on the weekends, play PICKLEBALL, tennis, or join in clubs and events. You will be happy to come back home after your active day at the beach, bike ride on the LEGACY TRAIL, kayak outing, or your evening at the theatre downtown. Each condo has a separate one car garage. This pet friendly community has several dog parks and and extensive walking trail. Live here, winter here, invest here. You will be thrilled you did
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
5071 BARRINGTON CIR #1602, SARASOTA, FL 34234
$164,9005 Days on yellowkey MLS ID: A4691290
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982 Tax: $497 (2025)Community: Barrington WoodsVilla
Taxes:$497
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Spectacular Sarasota end-unit villa offering 2 bedrooms and 2 bathrooms, perfectly positioned with a 1-car carport conveniently located near the unit entry. Enjoy serene pond views from the primary bedroom, living room, and glass-enclosed lanai, creating a peaceful and private retreat. Features include a screened front entry leading into a welcoming foyer, a spacious kitchen with eat-in area and breakfast bar, and an in-unit laundry closet with full-size washer & dryer. Additional highlights include a large exterior storage closet, security system, central vacuum, impact glass windows, and major updates with a new AC (October 2023) and hot water heater (February 2022). Offered as an estate sale and sold with all contents in the unit and storage closet. Residents also enjoy access to a community pool and a prime location just minutes from Gulf beaches, the Ringling Museum, Sarasota-Bradenton International Airport, and vibrant downtown Sarasota.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
5321 GARDENS DR, SARASOTA, FL 34243
$699,0006 Days on yellowkey MLS ID: TB8500945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1991Monthly Fee: $42 Tax: $3,271 (2025)Community: Palm WestSingle Family
Taxes:$3,271
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: This well maintained home in the West Palm community is truly one not to miss! Everything you've been looking for is here; offering many updates with luxury touches. The home offers a three bedroom split plan, with an open flow and ample space for entertaining, and enjoying family life. The primary bedroom and bath are an oasis for comfort and relaxation and the walk-in closet offers impressive space. One of the upgrades includes the gorgeous Pebble Tec finished pool and paved decking, which is sure to please those loving the out of doors. The home includes special touches such as; upgraded windows, vaulted ceilings, custom window coverings, plantation shutters, updated flooring, recent exterior paint and so much more! Buyers will be "wowed" by the features offered in the oversized garage; with it's finished flooring, generous cabinetry and an additional area for storage. The HOA fee is a reasonable $500 per year. Put this one on your list to see today!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Linda Mann (727-422-0069)
3416 MONTILLA CT #8405, SARASOTA, FL 34232
$269,00059 Days on yellowkey MLS ID: A4684174
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978 Tax: $1,496 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,496
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to 3416 Montilla Court, a beautifully maintained furnished villa tucked within the desirable 55+ community of Village Plaza Condominiums in Sarasota, Florida. Offering maintenance-free living and move-in-ready convenience, this residence allows you to settle in with ease and begin enjoying the Florida lifestyle right away. Step inside to a light-filled, thoughtfully designed floor plan that lives comfortably for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a welcoming atmosphere from the moment you enter. The kitchen is well positioned with ample cabinetry and workspace, making meal preparation both practical and efficient. The primary suite provides a peaceful retreat with generous closet space and an en-suite bath, while the additional bedroom offers flexibility for guests, a home office, or hobbies. A private outdoor space invites you to enjoy morning coffee or unwind in the evening while embracing Sarasota’s year-round sunshine. Residents enjoy a wide array of amenities including a clubhouse with kitchen and community meeting room, heated pool, fitness center, sauna and locker rooms with showers, billiards room, library, shuffleboard courts, community BBQ grilling area, and pickleball with a lined court and portable net. The community is conveniently located near shopping and the bus line, and is approximately one mile from the 18.5-mile Legacy Trail for walking and biking. Sarasota’s renowned beaches, dining, and cultural attractions are just a short drive away. Whether you are seeking a seasonal retreat or a full-time residence, this furnished villa offers comfort, convenience, and an active lifestyle in one of Sarasota’s well-established 55+ communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Gwenda Kelty (941-413-6486)
6507 41ST CT E, SARASOTA, FL 34243
$550,00066 Days on yellowkey MLS ID: A4678591
REDUCED by $49,900 (8.3%) on 04/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2006Monthly Fee: $577 Tax: $4,320 (2024)Community: Cascades At Sarasota Ph IiiaSpa: YesSingle Family
Taxes:$4,320
High School: Southeast High
Remarks: Located at 6507 41st Ct E in Sarasota, this property now presents an even stronger opportunity with a brand new roof being installed prior to closing and a recent price adjustment reflecting current market conditions. Situated in a desirable 55+ community, the home offers low-maintenance living with convenient access to everything the Sarasota and Bradenton area has to provide. The kitchen has already been remodeled with modern cabinetry, upgraded countertops, and improved finishes, providing a functional and updated space for everyday living. With a major capital improvement already addressed, buyers can move forward with added confidence while focusing on personalizing the interior to their preferences. The location provides easy access to shopping, dining, medical facilities, golf courses, parks, and major roadways including I-75 and US-41. Just a short drive away are downtown Sarasota, Lakewood Ranch, University Town Center (UTC), Sarasota-Bradenton International Airport, and the Gulf Coast beaches, including Siesta Key and Lido Key. This active 55+ community offers a well-positioned option for seasonal residents or those seeking a simplified Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
5176 ISLAND DATE ST, SARASOTA, FL 34232
$349,00011 Days on yellowkey MLS ID: A4690633
1 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1092 Built: 1982 Tax: $1,068 (2025)Community: Brentwood EstatesSingle Family
Taxes:$1,068
Remarks: Located in Brentwood Estates, this 3 Bedroom 2 Bath Home is ready for IMMEDIATE OCCUPANCY. This property boasts CONCRETE BLOCK construction with a ROOF just 3 YEARS NEW and all IMPACT RATED WINDOWS. The family room is oversized providing multiple opportunities of organizing furniture with an eat-in dining area overlooking the lanai. The patio located in the back of the home is extra-large and fully screened with 180 views of the fenced backyard. You will also appreciate the custom-built covered parking in the driveway and 1-car garage lending itself to additional storage if needed. There is no better value in this prime located of Sarasota *** Also, check out the neighbor property listed for sale *** Buy 2 homes together and enjoy multi-generational living or close to friends and family!! :) Call today for your private viewing!
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: Justin Shirley (941-448-4872)
3415 SPANISH OAK TER, SARASOTA, FL 34237
$82,9006 Days on yellowkey MLS ID: A4690948
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 749 Built: 1973Monthly Fee: $210 Tax: $1,268 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,268
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! Why Rent When You Can Own in Sarasota? Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. This property is priced with flexibility in mind: * Update and customize to your taste * Or remove and install a brand-new home Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced just a few years ago Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
1844 OAK VIEW DR, SARASOTA, FL 34232
$419,00023 Days on yellowkey MLS ID: A4688969
0 Days Off yellowkey (back on 4/25/2026)
REDUCED by $31,000 (6.9%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1651 Built: 1979Monthly Fee: $18 Tax: $3,894 (2025)Community: TamaronSingle Family
Taxes:$3,894
Remarks: Under contract-accepting backup offers. This 4-bedroom, 2.5-bath home offers a flexible split plan, ideal for a growing household, guests or work-from-home living in one of Sarasota's favorite neighborhoods. The kitchen and family room serve as the heart of the home, featuring a fireplace, breakfast bar, newer kitchen appliances and convenient interior laundry with a newer front-loading washer and dryer. Outside is a freeform pool with a covered lanai and generous overhang, perfect for entertaining, all within a fenced yard with room for pets or gardening. A private front courtyard offers a quiet spot for morning coffee. Thoughtful updates include a full interior re-pipe and A/C replacement completed in 2014, and a roof installed in July 2010 with a secondary water barrier and 30-year dimensional shingles with enhanced fastening, along with a resurfaced pool and newer pump. An oversized garage accommodates larger vehicles, and the location is hard to beat, approximately five minutes to Publix and shopping, 10 minutes to I-75, roughly 20 minutes to downtown Sarasota, and approximately 25 minutes to Siesta Key and area beaches, making this a well-cared-for home ready for its next owner’s personal touches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Nason (941-350-2243)
1221 N PALM AVE #303, SARASOTA, FL 34236
$425,00091 Days on yellowkey MLS ID: A4680336
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 675 Built: 1924 Tax: $4,376 (2025)Community: Frances CarltonSpa: NoCondo
Taxes:$4,376
Remarks: Under contract-accepting backup offers. Own a piece of downtown Sarasota history! Set along iconic Palm Avenue in the heart of downtown Sarasota, the historic Frances Carlton offers a rare opportunity to own a piece of the city’s architectural and cultural history. Built in 1924 and listed on the National Register of Historic Places, this Mediterranean Revival landmark is a defining presence in Sarasota’s downtown, placing theaters, galleries, dining, the marina, and daily conveniences just steps from your door, while maintaining a sense of permanence and quiet elegance that has endured for nearly a century. Behind its distinctive pink façade, the Frances Carlton is an intimate boutique condominium of just 20 residences, thoughtfully maintained and known for its enduring construction and careful stewardship. The community is well managed with FULLY FUNDED RESERVES and has completed its Structural Integrity Inspection, reflecting a long standing commitment to preservation, planning, and peace of mind. Amenities include a private pool, landscaped garden and meditation areas, and gated reserved parking. Inside, this beautifully REMODELED one bedroom residence feels more like a small European home than a traditional condominium. The layout offers multiple defined rooms, creating a natural flow, privacy, and character that open plans simply cannot replicate. Windows on three sides fill the home with natural light throughout the day, while original architectural details and thoughtful updates strike a seamless balance between historic charm and modern comfort. The sunroom is a standout feature, framed by graceful arched windows OVERLOOKING PALM AVENUE, with a subtle glimpse toward the water beyond. It is a space equally suited for morning coffee, reading, or quiet reflection, and a reminder of the building’s timeless relationship with its surroundings. The kitchen and living areas have been tastefully updated, preserving the integrity of the home while enhancing everyday functionality. This is a residence for those who appreciate architecture, walkable downtown living, and a sense of place that feels established and enduring. A truly special offering in one of Sarasota’s most admired historic buildings, ideal as a full time home or an elegant pied-à-terre in the cultural heart of the city.
Listing Agent: Justyna Michalowska (941-567-7300)
2155 WEBBER ST, SARASOTA, FL 34239
$315,0007 Days on yellowkey MLS ID: O6401903
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Elementary School: Southside Elementary
Remarks: Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
6823 HERON MEADOW DR, SARASOTA, FL 34241
$774,99010 Days on yellowkey MLS ID: TB8499636
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Tax Year: 2026
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. The welcoming view from the front door extends through the sunny family and dining spaces and out to the serene lanai. In this single story dream home you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & 3 car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
3221 BENEVA RD #102, SARASOTA, FL 34232
$159,9006 Days on yellowkey MLS ID: A4690828
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,093 (2025)Community: Village Brooke Sec 2Condo
Taxes:$2,093
Remarks: This well-maintained ground floor condo is located in the heart of Sarasota. Village Brooke is known for its lush landscaping, beautifully maintained grounds, and low condo dues. Association amenities include TWO heated pools, tennis/pickelball courts, shuffleboard, serene ponds with shaded gazebos, BBQ grills, picnic areas and laundry facilities. There is a well-equipped club house complete with a full kitchen, pool & ping pong tables, and spacious lounge area with large screen TV. Village Brooke is close to shops, dining, public transportation and is just 1 mile to the Legacy Trail, less than 2 miles to Pinecraft, Sarasota's unique Amish Village and less than 4 miles to Siesta Key, voted Number 1 beach in America in 2026!! The low monthly condo fee includes water, sewer, trash, basic CABLE TV, basic INTERNET, PEST CONTROL, grounds and pool maintenance, exterior insurance and more! Don't let this amazing opportunity get away!!
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
4596 TUSCANA DR, SARASOTA, FL 34241
$1,175,00017 Days on yellowkey MLS ID: A4689728
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3686 Built: 2005Monthly Fee: $169 Tax: $7,800 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$7,800
Remarks: Located in the heart of Sarasota, this beautifully crafted LEE WETHERINGTON–built residence is set within a friendly gated neighborhood of just 99 homes, complete with charming gas streetlights. Are you familiar with the fact that every detail matters in bringing a long-awaited vision to life, for 45 years on the Suncoast, Lee Wetherington Homes has designed experiences. Enjoy the convenience of being close to shopping, dining, golf courses, UTC Mall, and just a short drive to world-famous Siesta Key Beach. This versatile five-bedroom floor plan offers the primary suite and two additional bedrooms or office and exercise room on the main level, with two more bedrooms and a full updated bath upstairs. The gourmet kitchen showcases granite countertops, tall cabinets with crown molding, natural gas cooktop, updated stainless steel appliances, a large pantry, and under-cabinet LED lighting. Additional living spaces include a formal living and dining room with built-in buffet and wine rack, a comfortable family room with wet bar and wine refrigerator, and unique corner sliders that open fully to the lanai. Step outside to a paver deck with natural gas heated saltwater pool and spa, with the option of solar panels for efficiency, and serene water views. Enjoy the large covered seating area on the lanai for entertaining and TV watching. An oversized three-car garage with electric car plug, abundant closet space, and custom master closet with wood shelving enhance the home’s functionality. Recent updates include: whole-house water filtration with under-sink H2 unit, new natural gas hot water heater with stand and thermal jacket, new faucets, microwave/convection oven (2023), concrete flower bed edging, and a complete landscape refresh. This is a stunning home inside and out, offering exceptional craftsmanship, thoughtful upgrades, and an ideal Sarasota location.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
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