Homes For Sale Near Oak Park School, Sarasota FL

6 Beds ⋅ 6 Baths ⋅ 0000 - Not Part Of A Subdivision SubDv. ⋅ 34237 Zip Code

Rare Find Sarasota duplex opportunity with a private swimming pool and exceptional flexibility for investors, multigenerational living, or an owner-occupant looking to generate rental income! Tucked away on a quiet cul-de-sac, 1213/1215 Benedict Ct offers two spacious units with a total of 6 bedrooms and 6 full bathrooms. Each unit features 3 bedrooms and 3 full baths, with every bedroom having access to its own full bathroom—an ideal layout for privacy, guests, extended family, or rental use. The property also offers mother-in-law suite functionality with a kitchenette for additional flexibility. One unit has been beautifully renovated, including an extensively renovated kitchen in approximately 2020, and is being offered fully furnished for a potential turnkey rental opportunity. Seller represents roof was replaced in approximately 2020; buyer to verify permitting, age, and condition. Enjoy the Florida lifestyle with a private swimming pool and patio area perfect for relaxing and entertaining. Additional highlights include two separate addresses and a versatile duplex configuration. Conveniently located near Downtown Sarasota with easy access to shopping, dining, entertainment, and Sarasota's world-famous Gulf Coast beaches. The property offers excellent potential for traditional, furnished, or short-term vacation rental use, subject to applicable City of Sarasota requirements. Live in one side and rent the other, accommodate extended family, or add a versatile Sarasota income property to your portfolio. Buyer and buyer's agent to verify room configuration, permitting, rental requirements, measurements, and all information deemed important to buyer.

1213 Benedict Court, Sarasota

$299,900

2 Beds ⋅ 1 Baths ⋅ Poinsettia Park SubDv. ⋅ 34237 Zip Code

Charming Sarasota Bungalow with Endless Potential! This adorable 2-bedroom, 1-bath home offers 864 square feet of comfortable living space and includes the convenience of an attached garage. A new roof provides added value and peace of mind, while the original hardwood floors are ready to be refinished, offering the perfect opportunity to restore their timeless beauty and add your personal touch. NEW ROOF 2024, NEW A/C 2025, NEW LANAI 2020, NEW GARAGE MECHANISM 2026, NEW FENCING 2024 Ideally located just minutes from the Ed Smith Stadium, home of the Baltimore Orioles spring training, you’ll also enjoy easy access to vibrant Downtown Sarasota, where exceptional dining, shopping, arts, and entertainment await. Plus, you’re just a short drive from the area’s world-famous Florida Gulf Coast beaches. Whether you’re looking for a first home, seasonal retreat, or investment property, this charming home offers endless possibilities in one of Sarasota’s most convenient locations. Don’t miss this opportunity to make it your own!

1219 Mackeral Avenue, Sarasota

$299,000

2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code

Don't miss this incredible opportunity to own a beautiful, fully furnished 2 bedroom villa in the well maintained Glen Elyn community, just minutes from downtown Sarasota and world-class beaches. This home offers a 2-car garage, with washable ceiling, and painted floors. New Hurricane Windows as well as a Hurricane-rated garage door were installed in 2017 and a Brand-new Roof in 2024. Inside you will find an open floor plan, with tile throughout the entire home. A spacious living room, welcomes you inside. The primary bathroom has been tastefully updated recently, with a custom double sink vanity, and newly tiled shower, and bathroom floor. In the kitchen you'll appreciate that the cabinet fronts have been updated, and a breakfast nook sits just off the kitchen. Enjoy a cup of coffee on the peaceful back lanai, overlooking Lake Ridge! Water heater is new in 2024 as well. Community amenities include a pool, conveniently located just steps off the rear of the home, overlooking the lake, and a clubhouse with a small library. Enjoy Maintenance-free living here in Glen Elyn, where the monthly fees include water, sewer, trash, basic cable, roof, exterior maintenance, and includes irrigation. Glen Elyn community is conveniently located, near downtown, and only minutes to several world-class beaches that Sarasota offers! This is a resident community, where no rentals are allowed. Schedule your showing today and see why this one won't last!

3135 Glen Elyn Boulevard Unit 13, Sarasota

$289,000

2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code

FURNISHED & PRICED TO SELL! This spacious 2-bedroom, 2-bath villa with an ATTACHED TWO-CAR GARAGE on corner lot, offers an exceptional opportunity for easy, maintenance-free Sarasota living. Located in Glen Elyn, an intimate and well-maintained community of just 24 attached villas, this move-in-ready home is being sold FURNISHED, making your Florida lifestyle even easier. The remodeled Kitchen features granite countertops, a beautiful marble backsplash, under-cabinet lighting, pull-out cabinet shelving, pantry closet and reverse-osmosis/water filtration system. The dishwasher was replaced in 2021. Both bathrooms have been remodeled with granite countertops, marble flooring and pull-out cabinet shelving. Both bathrooms are equipped with washlet/bidet toilets featuring HEATED SEATS. The spacious primary bedroom is complemented by a stylish Barn Door. The inviting living area features recessed lighting and sliding glass doors that open to the spacious lanai, creating a wonderful extension of the living space for morning coffee, entertaining friends or simply relaxing and enjoying the Florida lifestyle. Additional upgrades include a 2022 A/C system, WiFi-enabled thermostat with remote control and automatic cell phone alerts, Hurricane Shutters, abundant storage and a utility sink conveniently located in the two-car garage near the washer and dryer. Glen Elyn offers the carefree lifestyle Florida buyers are looking for. Relax at the COMMUNITY POOL overlooking the peaceful waterway and enjoy the breeze without the maintenance of a private pool. Even better, the monthly fee covers nearly everything except electricity and phone, adding to the ease and convenience of ownership. LOCATION, LOCATION, LOCATION! Approximately ONE MILE FROM ED SMITH STADIUM, spring training home of the Baltimore Orioles, and convenient to Downtown Sarasota, UTC, shopping, dining, entertainment, cultural attractions and Sarasota's renowned Gulf Coast beaches. FURNISHED, UPDATED AND PRICED TO SELL, this villa offers a hard-to-find combination of space, a two-car garage, extensive upgrades, full hurricane protection and a maintenance-free Sarasota lifestyle. With only 24 villas in Glen Elyn, opportunities like this don't come along often. Great year round or Seasonal home and no leasing here – 100% owners. Schedule your showing and make it yours!

3191 Glen Elyn Boulevard Unit 4, Sarasota

$270,000

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

You can move in immediately or rent right away for everything you could need is included - furniture, decor, window treatments, kitchen service items, sheets, towels, porch furniture and pillows, all appliances. This is truly turnkey! Three bedroom units are coveted and particularly when they include a deeded carport for parking. The has been beautifully remodeled with granite countertops, luxury linoleum throughout, and all furniture and decor to match the Florida coastal lifestyle. The buildings are only two stories high and this condo is on the second floor eliminating any issues of pedestrian or car traffic directly in front of your windows or any potential rising water. Villagio has remained a community in high demand due to its proximity to downtown Sarasota, the spring training stadium for the Baltimore Orioles, sporting parks, independent restaurants and stores, grocery, schools, and public transportation. Villagio is a gated community with a pool, fitness room, clubhouse, pool, tennis and pickleball courts, a small putting green, designated dog area, and green space with picnic tables. It remains a wonderful place to live full-time, seasonally, or as a rental investment (one month minimum, maximum 3 times per year). Pet and all age-friendly.

1010 Villagio Circle Unit 201, Sarasota

$269,900

3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

Welcome to Tallywood, one of Sarasota's most desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes from downtown Sarasota, UTC, Lido Key, St. Armand's Circle, the Baltimore Orioles Spring Training stadium, the renovated Bobby Jones Golf Club, and the expansive 96-acre Sarasota County park featuring walking trails, recreational amenities, and ongoing enhancements. This spacious villa features the largest floor plan in Tallywood, offering nearly 1,700 square feet of living space plus a dedicated carport and private storage room. The thoughtfully designed layout includes a first-floor primary suite, a guest bedroom and full guest bath, soaring cathedral ceilings in the living and dining areas, a generously sized kitchen, and an upstairs loft that can serve as a third bedroom, home office, hobby room, or additional guest space. Abundant storage is found throughout the home. Recent improvements include hurricane-impact-rated windows and sliding glass doors throughout, a water heater approximately three years old, and most kitchen appliances replaced within the last three to six years. For additional peace of mind, a transferable home warranty is included and extends through the end of 2026. Relax in the private screened lanai, enjoy the convenience of your covered carport and storage room, and take advantage of ample guest parking nearby. Residents of Tallywood enjoy an outstanding selection of amenities, including an Olympic-size swimming pool, clubhouse, fitness center, library, community kitchen, shuffleboard courts, and an active social calendar. Offering exceptional value at $269,900, this beautifully maintained villa combines generous living space, quality updates, and an outstanding Sarasota location. Schedule your private showing today!

3412 Tallywood Circle Unit 7018, Sarasota

$260,000

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Welcome to maintenance-free, resort-style living in the heart of Sarasota! Move-In Ready completely furnished 3 bedroom/2BA Condo located on the first floor in the beautiful Villagio community. From the moment you step inside, you’ll appreciate the bright, open-concept living and dining area, with stylish tile flooring throughout the home. This home features an outdoor covered lanai with sliding doors from both the primary bedroom and dining area that brings in lots of natural light where you will capture the fresh Florida breeze with your morning coffee or evening cocktail. The open living, dining and kitchen areas are perfect for everyday comfort or entertaining. The well designed kitchen offers wood cabinetry, every appliance you will need and a tall pantry next to the refrigerator. Retreat to the spacious primary suite, your own private haven featuring an ensuite bathroom with shower and tub combo, a generous walk-in closet, and a versatile office or additional storage nook. Two additional bedrooms provide ample closet space, and the guest bathroom has a bathtub and shower combo. An in-unit laundry room with washer and dryer adds everyday convenience. This unit has a covered parking included. The community is gated, and all the buildings painted in 2024 and all the roofs replaced in 2021. Residents enjoy outstanding amenities, including a clubhouse with fitness center, heated resort-style pool, tennis and pickleball court, putting green, picnic area and a fenced dog park. Ideally situated near downtown Sarasota, marinas, and the Baltimore Orioles’ spring training facility at Ed Smith Stadium. You’ll also be just a short drive away from the stunning beaches of Lido Key and Siesta Key. Travel is effortless with close proximity to Sarasota/Bradenton International Airport and I75 and US301 close by. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity this exceptional condo offers it all.

1025 Villagio Circle Unit 101, Sarasota

$249,900

2 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.

1010 Villagio Circle Unit 106, Sarasota

$245,000

2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today

3405 Tallywood Lane Unit 7130, Sarasota

$239,900

3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

NOW is the time to BUY! Excellent VALUE with all the upgrades in this unit. Call for an appointment to see it today. UPDATED kitchen with Shaker, soft-close cabinets, quartz countertop, stainless appliances. Updated bathroom vanities and showers. High-impact windows. Screened-in Lanai. Private backyard. Carport with a storage area. Exterior and interior painting 2026. Roof and exterior maintained by the Association. If you have pets, 1 dog and 2 indoor cats allowed. Meet your neighbors at the Community Pool and Clubhouse. This 55+ Sarasota community embraces 46 acres with Spanish Moss-covered trees in a park-like setting. LOCATED a short distance to downtown Sarasota, University Town Center (UTC), great restaurants and shopping, sandy Lido Beach and Siesta Beach, various theatres, SRQ Airport and other Sarasota cultural and sports amenities. Schedule your showing today to buy now at a GREAT PRICE, and you, too, can experience a low-maintenance Florida LIFESTYLE!

1554 Tallywood Drive Unit 7127, Sarasota

$239,900

2 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Experience the best of Sarasota living in this beautifully maintained first-floor residence in the sought-after gated Villagio community. This spacious split-bedroom floor plan offers the perfect blend of comfort, privacy, and convenience, featuring an open living area, generous primary suite with walk-in closet, and a private covered lanai ideal for enjoying Florida’s year-round sunshine. Villagio offers resort-style amenities including a heated pool, fitness center, clubhouse, tennis and pickleball courts, putting green, and beautifully maintained grounds. Ideally located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, Siesta Key, SRQ Airport, and Ed Smith Stadium—the spring training home of the Baltimore Orioles—this home places the very best of Sarasota right at your doorstep. Perfect as a primary residence, seasonal retreat, or investment opportunity.

1010 Villagio Circle Unit 104, Sarasota

$239,900

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Virtually Staged. Move-In Ready 3BR/2BA Condo in Villagio – Welcome to maintenance-free, resort-style living in the heart of Sarasota! This beautifully updated 3-bedroom, 2-bath condo in the sought-after gated community of Villagio offers comfort, style, and an unbeatable location just 10 minutes from vibrant downtown Sarasota. Step inside to find luxury vinyl plank flooring throughout, an open-concept living and dining area, and abundant natural light. The kitchen features updated stainless steel appliances and generous cabinet space, flowing seamlessly into the main living areas — perfect for entertaining. The spacious primary suite is a true retreat, complete with a walk-in closet and a private nook ideal for a home office, with sliders opening directly to your own patio. Both bathrooms have been tastefully updated with modern finishes. A large indoor laundry room adds everyday convenience, and two covered parking spaces are included. Major-system peace of mind comes standard: new water heater (2026), AC (2022) with a 10-year warranty, new roof (2021), and fresh exterior paint (2024). Living in Villagio means enjoying a wealth of resort-style amenities, including a heated community pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground — all maintained for you. The location simply can't be beat. You're directly across from Ed Smith Stadium (spring training home of the Baltimore Orioles), enjoy a private community entrance to Tuttle Elementary, and are minutes from downtown Sarasota's dining, shopping, arts, and world-famous Gulf Coast beaches. Don't miss this rare opportunity to own a turnkey condo in one of Sarasota's most convenient and amenity-rich communities. Schedule your private showing today!

1195 Villagio Circle Unit 101, Sarasota

$210,000

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

INVESTOR ALERT- UNIT NEEDS WORK AND ITS NOT MOVE IN READY- SOLD AS ISEnjoy resort-style living in this spacious 3-bedroom, 2-bathroom second-floor corner unit located in the gated community of Villagio. Boasting 1,310 sq. ft. of bright, open living space, this condo features a desirable open-floor plan, tray ceiling, and a dedicated laundry room. The primary bedroom offers a large walk-in closet and a private 'mini-office' nook perfect for remote work. Enjoy peaceful mornings or sunset views from your private screened lanai, accessible from both the living area and the primary bedroom. The kitchen is well-appointed with solid wood cabinetry and a built-in desk area. Villagio offers premium amenities including a heated resort-style pool, fitness center, tennis and pickleball courts, playground, and dog park. Conveniently located just minutes from Downtown Sarasota, Ed Smith Stadium, and the pristine beaches of Lido Key.

1130 Villagio Circle Unit 201, Sarasota

$199,999

2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code

Virtually Staged. Welcome to Glen Elyn, a unique and intimate community of just 24 villas, conveniently located less than 3 miles from vibrant Downtown Sarasota! This charming 2-bedroom, 2-bath villa with an attached 1-car garage offers 1,030 square feet of thoughtfully designed living space—comfortable, efficient and easy to maintain whether you’re looking for a full-time residence or the perfect Florida winter retreat. A welcoming foyer leads into the dining area and spacious living room, creating an easy, natural flow for everyday living and entertaining. Sliding glass doors open to the enclosed lanai, extending your living space and providing a comfortable spot for morning coffee, reading or relaxing. The kitchen offers ample cabinet storage along with a recessed ceiling featuring excellent lighting and additional under-cabinet lighting to brighten your workspace. The spacious owner’s suite features a large walk-in closet, separate makeup/vanity area and private bath with a commode and tub/shower combination with glass doors. The generously sized front guest bedroom is conveniently located near the second full bath, featuring a shower with sliding glass doors and multiple shower heads. Enjoy additional peace of mind with roofs replaced in May 2024 and a recently replaced electrical panel. Glen Elyn’s $584 monthly association fee includes basic cable, water, sewer and trash, along with maintenance of the private road and roofs. Residents also enjoy a community swimming pool and a modest community gathering room used for association meetings, complete with a small resident sharing library—a simple and welcoming touch that reflects the close-knit nature of this community. Blacktopped drives, ample guest parking and simple yet pristine landscaping add to the appeal of this tucked-away community. Glen Elyn is also 100% owner occupied with NO RENTALS permitted, helping maintain the residential character and pride of ownership found throughout the neighborhood. And the location is hard to beat! You’re less than 3 miles from Downtown Sarasota, with its restaurants, shopping, arts and entertainment, while still enjoying the quiet setting of a small residential community. Whether you’re looking for a full-time Sarasota home, an easy lock-and-leave winter retreat, or a mainland getaway from one of the barrier islands, Glen Elyn offers comfortable Florida living in a special community of only 24 residences.

3189 Glen Elyn Boulevard Unit 3, Sarasota

$189,000

1 Beds ⋅ 1 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!

3005 Chianti Court Unit 103, Sarasota

$143,000

2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

Short Sale. Welcome to Tallywood Condos! Come enjoy great value in a 55+ maintenance free community. This charming 2 bed, 2 bath unit is within close proximity to SRQ airport, UTC town center, Ringling Museum, downtown Sarasota, St Armands Circle and the area’s finest beaches. Beautiful mature oak trees are abundant within this 46-acre cozy community. Activities and amenities await centered around the clubhouse complete with a library, community pool, shuffleboard, and dog park. Call for a showing today and start your journey to a wonderful Sarasota lifestyle!

3425 Tallywood Lane Unit 7135, Sarasota

$130,000

2 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code

Virtually Staged. Select photos have been vitually staged. MAJOR PRICE REDUCTION—NOW OFFERED AT $130,000! Discover affordable Florida living in the gated community of Ramblewood Acres, ideally located near downtown Sarasota, area beaches, shopping, dining, recreation, and SRQ Airport. This well-maintained, move-in-ready townhome-style condo offers 2 bedrooms, 2.5 bathrooms, and a smart, functional floor plan. The kitchen features granite countertops, stainless steel appliances, and a convenient pass-through to the dining area—perfect for everyday living and easy entertaining. The spacious living area includes a main-level half bath for guests. Upstairs, both generously sized bedrooms feature private en-suite bathrooms and oversized wall-to-wall closets. One bedroom opens to a peaceful balcony, while the other features a spacious private sundeck—giving each room its own outdoor retreat. Recent improvements include a new roof, fresh interior paint, and new tile flooring on the front patio. Ramblewood Acres offers an impressive collection of amenities, including three swimming pools—one heated—a clubhouse, fitness center, dog park, basketball and tennis courts, playground, and shuffleboard. Association fees include basic cable, pest control, on-site management, and more, helping provide a convenient, low-maintenance lifestyle. Well-funded association reserves help support the community’s long-term maintenance and capital-improvement needs. Enjoy quick access to downtown Sarasota, St. Armands Circle, Siesta Key and Lido Beach, UTC, Ed Smith Stadium, and the newly renovated Bobby Jones Golf Club. The Meadows Golf Club, now open to the public, is also just a short drive away. At $130,000, this is an exceptional opportunity to enjoy the Sarasota lifestyle at an approachable price. Schedule your private showing and discover life on the Suncoast!

3365 Ramblewood Drive N Unit 35C8, Sarasota

Homes For Sale Near Oak Park School, Sarasota FL

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Homes for sale Near Oak Park School, Sarasota FL

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