Mid Town Sarasota Homes with Maintenance Amenities

Mid Town Sarasota Homes with Maintenance Amenities

Welcome to Midtown Sarasota, a hidden gem nestled in the heart of Florida’s picturesque Sarasota County. This vibrant community seamlessly blends the charm of small-town living with the conveniences of a bustling city. Midtown Sarasota is renowned for its lush landscapes, friendly neighborhoods, and a rich cultural scene that attracts residents and visitors alike.

As you explore this delightful area, you’ll discover an array of homes that offer maintenance amenities, ensuring that your living experience is both comfortable and carefree. These homes are designed with your lifestyle in mind, featuring beautifully landscaped yards, community pools, and recreational facilities that encourage an active and social lifestyle. With maintenance services included, you can spend less time worrying about upkeep and more time enjoying the exceptional amenities that Midtown Sarasota has to offer.

The community is conveniently located near a variety of shopping, dining, and entertainment options, making it easy to indulge in everything from local eateries to boutique shops. For those who appreciate the outdoors, the nearby beaches, parks, and nature trails provide the perfect backdrop for weekend adventures or peaceful strolls.

Midtown Sarasota is not just a place to live; it’s a lifestyle choice that prioritizes comfort, community, and convenience. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, the homes with maintenance amenities in this charming area are sure to meet your needs and exceed your expectations. Come discover the allure of Midtown Sarasota—where your dream home awaits!

Newest Mid Town Sarasota Homes with Maintenance Amenities

3218 Sumac Terrace, Sarasota
$164,800
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Located in the ONLY Resident Owned Resort Style Park in the City limits of Sarasota!! This is a lovely 2 bed 2 bath turnkey furnished home offers 1,180sf of living space with the enclosed Florida room - all under the main AC. The updated floors ( and sub floors) have eye pleasing laminate and tile. 2024 windows (excluding baths) throughout and several structural updates show this home has been loved and cared for by a multi generational family for many years. THE SPACE: The KITCHEN provides ample cooking and storage cabinets, including a pantry. Appliances include a flat stove, range hood, dishwasher, fridge and microwave. The split plantation shutters in the LIVING room and dining room really dress up the space. Relax and watch your favorite shows on the large flat screen TV. The DINING room has a family size table with comfortable seating and the built in server/buffet hosting loads of invaluable storage and a long counter top that can serve as a food buffet style space when hosting friends and family. The PRIMARY BEDROOM is spacious with 3 closets and built in drawers! The en suite shower bath gives privacy from the main guest bath. The GUEST BEDROOM has 2 twin beds ( so plenty of room for a larger bed if desired ) a built in dresser and 2 closets. The outdoor storage (SHED) houses a washer dryer, the water heater, storage space and an overhead shelf. The FLORIDA ROOM can be enjoyed year round - refurbished in 2024 and faces North (no afternoon sun beating in the windows). With AC from the main home - this is a great multi use area where one can enjoy reading, a card/game area, office or den - in 2024 the Roof, windows, walls, flooring, entry door and sliding door were all updated. UPDATES/AGES: Main ROOF Over TPO 2019 with warranty, 2024 FLORIDA ROOM was rebuilt with new TPO Roof Over with warranty / Windows / Walls / Flooring / Exterior Door / Sliding glass door to living room. 2024 CARPORT was partially replaced and structurally updated to most recent hurricane codes, WINDOWS replaced 2024 (excluding baths), HVAC was replaced 2022 with warranty and serviced 10/2026, SKIRTING replaced 2024, 40 gal Rheem WATER HEATER was relocated to the shed. SEWER line replaced to the pea trap. Home was tented in 2018. **Please check with each vendor regarding their transfer requirements and continued warranty programs for buyer.** COMMUNITY FEATURES: 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.

3218 Sumac Terrace, Sarasota

3329 Overcup Oak Terrace, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Enjoy the Sarasota lifestyle in this completely updated, fully furnished home in Oakwood Manor, a gated 55+ community with a low HOA fee of just $210 per month! Move-in ready, this inviting home features an open floor plan, newer windows and sliding glass door, and plenty of storage. Whether you’re seeking a seasonal getaway or a full-time Florida residence, you’ll feel right at home. Oakwood Manor offers an impressive array of amenities, starting with a spacious clubhouse featuring a full commercial kitchen, event stage, audio/visual equipment, dance floor, fitness room, activities hall, and a library stocked with books, movies, and puzzles, plus a pool table. Outside, enjoy the extra-large heated pool with an accessible ramp, a spacious kidney-shaped hot tub, umbrella tables, lounge chairs, and updated shower rooms. Beautiful oak trees shade the park and picnic area, complete with tables and a community grill. Stay active with miniature golf, bocce ball, ping-pong, and cornhole—or take advantage of the adjacent Legacy Trail and 12 newer pickleball courts. Conveniently located just a short drive from Sarasota’s white-sand beaches, downtown, the marina, fishing pier, local golf courses, shopping, restaurants, museums, SRQ Airport, Sarasota Memorial Hospital, and Doctors Hospital. Unpack, settle in, and start enjoying your Florida lifestyle! Please note: Oakwood is a 55+ community. Pets and motorcycles are not permitted.

3329 Overcup Oak Terrace, Sarasota

936 La Costa Circle Unit 10, Sarasota
$217,900
1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
Step inside this luxuriously updated, move-in-ready condo in Park View, one of Sarasota’s best-kept secrets! Tucked away in a gated community just minutes from vibrant downtown Sarasota and the beautiful Gulf Coast beaches, Park View offers a peaceful retreat in an unbeatable location. This hidden gem is centered around a beautifully maintained park, creating a serene setting with lush green space right outside your door. Residents enjoy two community pools, a clubhouse, and a fitness center, while monthly fees conveniently include water, sewer, trash, and cable. From the moment you enter this stunning residence, you'll feel a sense of warmth, comfort, and sophistication. Thoughtfully redesigned with earthy modern finishes, stylish architectural details and luxurious upgrades, this exceptional home seamlessly blends timeless style with contemporary comfort, creating a space that feels as inviting as it is impressive. Enjoy added peace of mind with updated hurricane-impact windows. Best of all, this spectacular condo is being offered fully furnished, making your transition effortless. Simply bring your suitcase and start enjoying the Sarasota lifestyle! Whether you're searching for a full-time residence, a seasonal escape, or your own slice of Florida paradise, this extraordinary condo checks every box. A rare opportunity to own a retreat in one of Sarasota's most charming hidden communities. Come experience it for yourself—you won't want to leave!

936 La Costa Circle Unit 10, Sarasota

2121 Wood Street Unit 113, Sarasota
$244,900
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code
Completely renovated and truly move-in ready, this ground-floor 2-bedroom, 2-bath condo in gated Citywalk puts you steps from Publix, Payne Park, the Legacy trail and everything downtown Sarasota has to offer. The work here is done. The kitchen was completely renovated less than three years ago with quartz countertops, new cabinetry, new appliances, and a reverse-osmosis drinking water system. Every appliance is under three years old, including a stackable washer and dryer added within the past year. The HVAC and ROOF are both about two years old, the electrical and plumbing have been updated, and the interior was freshly painted just four months ago. There is NO CARPET anywhere in this unit. This condo also has new hurricane impact windows and sliders for peace of mind. A light-filled living area opens through sliding glass doors to a private screened lanai with a garden view. The generous ensuite bedroom features a sliding barn door and a private bath, with a second bedroom and full bath for guests. Single-story living with no stairs, assigned parking, and solid block construction. The monthly fee covers water, exterior maintenance, grounds, fitness center and the community pool. No flood insurance required. The location is the rest of the story: walk to Payne Park for tennis, trails, and the playground, hop on the Legacy Trail, and reach Main Street's restaurants and theatre district in minutes. Downtown Sarasota and the world-renowned Gulf beaches are just a short drive away.

2121 Wood Street Unit 113, Sarasota

3191 Glen Elyn Boulevard Unit 4, Sarasota
$289,000
2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code
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 can be sold Furnished. 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. 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 inviting living area features recessed lighting and sliding glass doors that open to the 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. 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. 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

1025 Villagio Circle Unit 101, 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

3329 Oakwood Boulevard S, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! VALUE, LOCATION AND PRICED TO PERSONALIZE AND MAKE IT YOUR OWN!! 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 Built in 1976 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

972 La Costa Circle Unit 3, Sarasota
$159,900
1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
Enjoy the fall and holiday season in this move-in-ready, first-floor condo in the gated community of ParkView, ideally situated close to the heart of downtown Sarasota. You may own or rent here--your choice! 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 park-like 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), a fitness center, and a community gas grill. The clubhouse is great for indoor parties and events with full kitchen amenities, plus a 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

2632 Hidden Lake Drive N Unit E, Sarasota
$82,900
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

3319 Overcup Oak Terrace, Sarasota
$199,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Big Price Adjustment made to allow for upgrades. 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

3317 Overcup Oak Terrace, Sarasota
$144,900
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

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