Mid Town Sarasota Homes with Maintenance Free Community Extras

Mid Town Sarasota Homes with Maintenance Free Community Extras

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of Sarasota County, Florida. Known for its eclectic blend of culture, nature, and community, Midtown Sarasota is the perfect place for those seeking both relaxation and excitement. The area boasts a rich tapestry of amenities, from delightful local eateries and boutique shops to lush parks and recreational facilities, making it an ideal locale for families, retirees, and young professionals alike.

One of the standout features of Midtown Sarasota is its array of homes within maintenance-free communities. These thoughtfully designed residences offer the perfect balance of comfort and convenience, allowing you to enjoy a carefree lifestyle. Imagine waking up to the gentle sounds of nature, knowing that your landscaping, pool maintenance, and exterior upkeep are all expertly managed. This means more time for you to explore the nearby attractions, such as the stunning beaches of Siesta Key or the cultural offerings of downtown Sarasota, including art galleries, theaters, and the world-renowned Ringling Museum.

The homes in these maintenance-free communities are not only aesthetically pleasing but also built with modern conveniences in mind. Spacious layouts, high-end finishes, and energy-efficient designs are just a few of the features you can expect. Whether you’re looking for a cozy villa or a luxurious townhouse, Midtown Sarasota has something to suit every taste and lifestyle.

Discover the charm of Midtown Sarasota today, where maintenance-free living meets the vibrant Florida lifestyle!

Newest Mid Town Sarasota Homes with Maintenance Free Community Extras

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET PERFECT FLORIDA RETREAT!! Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota

1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code

Enjoy the upcoming summer in this updated, well-maintained, first-floor condo in the gated community of ParkView, ideally situated close to the heart of downtown Sarasota. This special, furnished 1 BD/1 BA unit features a kitchen with granite countertops, stainless steel appliances (NEW RANGE '23; NEW DISHWASHER69 ’22), accented by solid wood cabinetry. Beautiful 18” diagonally laid ceramic tile floors throughout. Indoor laundry with stacked washer/dryer. NEW A/C SYSTEM ’24. ALL DUCTWORK CLEANED, ’24. Enjoy indoor-outdoor living with a screened lanai (NEW 2024) and brick paver patio just off the living area and facing the incredible parklike setting that Park View is noted for. Outside on the beautiful grounds, the condo is just steps away from two, inviting community pools (one being heated), fitness center, and community gas grill. The clubhouse is great for indoor parties and events with full kitchen amenities, plus dining table, chairs, tv sitting area. It also has a spacious, covered outdoor patio where you can entertain or relax. Park View’s central location allows quick access to many top Sarasota attractions: Lido Beach and St. Armands Circle; our #1 Siesta Key Beach; downtown theatres, restaurants, and shoppes; The Sarasota Outdoor Market, the Sarasota Opera, the Bazaar at Apricot and Lime, Ed Smith Stadium with Orioles spring training games, concerts, and events; the Ringling, The Bay Park with trails, more concerts and events, etc., etc. and beautiful sunsets!!! Park View is just a short drive to the airport, US 41, and I-75 to take you to interesting places north, south, and beyond!! Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime Sarasota location. You must see it today!

972 La Costa Circle Unit 3, Sarasota

1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code

Affordable Sarasota Living Near Downtown – Updated Efficiency Studio - Attn: Investors. This beautifully updated efficiency studio offers an incredible opportunity to enjoy affordable living just minutes from downtown Sarasota. Featuring new laminate flooring and fresh paint throughout, the space feels clean, bright, and move-in ready. The spacious kitchen is a standout, complete with a large walk-in pantry and breakfast bar—perfect for both everyday living and casual dining. An open floorplan maximizes the space, while the large walk-in closet provides excellent storage for clothing and more. Natural light pours in through oversized sliding glass doors, leading to a private balcony overlooking the community tennis courts—an ideal spot to relax or entertain with plenty of room for seating. Recent upgrades include a newer AC system, new water heater, updated flooring, and fresh interior paint. The buildings also feature new roofs installed last year, adding peace of mind. Residents enjoy access to a wide range of amenities, including: • Clubhouse • Multiple lakeside pools • Fitness center • Laundry facility • Billiard room • Bike racks • Picnic and BBQ/grilling areas • Income producing property Assigned and guest parking are available, and the HOA conveniently covers water, sewer, and trash. Located near public transportation and just minutes from local attractions like Ed Smith Stadium, this condo offers both convenience and lifestyle in one of Sarasota’s most desirable areas. One small pet is allowed with association approval.

2632 Hidden Lake Drive N Unit E, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.

3319 Overcup Oak Terrace, Sarasota

2 Beds ⋅ 1 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

A Great Deal!! Discover the ease and comfort of Florida living in this thoughtfully maintained TURNKEY furnished home located in the ONLY gated 55+ Resident Owned Park in the City limits of Sarasota!! This 2 bedroom home has beautiful curb appeal with the landscaped pavers and palm trees. This home has been tastefully decorated and offers a peaceful, move-in-ready retreat— ideal for seasonal or full time residents seeking simplicity, and comfort. Guest will appreciate the split plan feature with the 3rd bedroom which can also be used as a Den/Office. Enter through the quaint French doors to a cottage style queen set, separate AC system, flat screen TV, and private wardrobe. There is plenty of space for up to 9 with a king bed, queen bed, double bed and both the sofa and loveseat convert into a queen-size sleeper with a new mattress and a single sleeper loveseat, making this ideal for visiting guests. The dining table stores extra leaves and there is seating for 6. The coffee table rises to accommodate additional table space. The kitchen has great natural lighting and includes stainless steel appliances installed in 2020. The dishwasher, rolling island, CD radio player and water filter system were installed after 2021. The pantry provides plenty of room for storage needs. Embrace a relaxed Florida lifestyle with a good book or visit with friends in the screened lanai. Whether you are arriving for the season or enjoying full-time living, immediately begin soaking in Florida’s warm weather, friendly community, and relaxed pace of life. Upgrades include: Vinyl siding, extra large storage room that can be used as a Florida room as well, separate shed room, washer/dryer and utility sink in the storage area, screen lanai added 2024, HVAC system installed 2020 maintained and enhanced by a whole-house duct enlargement for improved airflow throughout the home. Water heater 2025, vapor barrier replaced 2023, Interior upgrades include the stainless steel appliances, some drywall, updated entry door, and all flooring has been updated. Additionally, there is a hurricane shutter and rain gutters. The utility room adds exceptional value, featuring an additional refrigerator, a washer and dryer, offering convenience and extra storage, perfect for seasonal living or hosting guests. Note: a few pictured items do not convey with sale. About Oakwood....This 55+ gated 90 acre community boasts a low maintenance fee of $210/month. Its vast amenities start with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables, lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospital. Please note that Oakwood is a no pet, no motorcycle Park.

3317 Overcup Oak Terrace, Sarasota

2 Beds ⋅ 1 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Looking for a space to INSTALL A NEW HOME in a RESORT STYLE COMMUNITY? Well look no further!! This lot is priced to sell and located in a beautiful centrally located gated community close to downtown Sarasota. LOT SIZE 50 x 80.5 / BUILDABLE SPACE 40 X 60.5 / no impeding trees. Home is being sold at lot value - home is a tear down - no interior access - showings are for lot and location only. Seller reserves the right to remove all appliances, furniture, fixtures, cabinets, personal items, etc prior to closing Buyer's developer to clear the lot and prep for Buyer's new home install. Located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals. Please note that Oakwood is a 55+, no pet, no motorcycle Park.

3332 Spanish Oak Terrace, Sarasota

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

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Welcome to this beautifully maintained two bedroom, two bath sanctuary—perfect for your second home or retirement dreams. Begin your mornings on the spacious enclosed front lanai, savoring your coffee and the serene surroundings. This charming home features an open floor plan with a bright and airy living room, ideal for entertaining guests or unwinding after a day of activities. The modern kitchen boasts ample counter space and a cozy breakfast nook, making meal prep a delight. The master bedroom offers a peaceful retreat with an en-suite bathroom and a walk-in closet, while the second bedroom is perfect for guests or a home office. You’ll appreciate the convenience of plenty of parking under the carport and a full-size laundry in the shed at the back of the carport. Nestled in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home is a treasure trove of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $210, enjoy a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a handicap ramp, relax in the spacious hot tub, or partake in outdoor activities like bocce ball, ping pong, and picnicking under beautiful oak trees. This age-restricted social haven is conveniently located next to the scenic Legacy Trail and city pickleball courts. Just a short trip from downtown Sarasota, stylish St. Armands Circle, and the world-renowned Siesta Key Beach, this community offers the ultimate in Florida living. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed. Come embrace the fun, active lifestyle you’ve always dreamed of!

3410 Spanish Oak Terrace, Sarasota

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