Mid Town Sarasota Homes with Pool Amenities

Mid Town Sarasota Homes with Pool Amenities

Welcome to Midtown Sarasota, a vibrant gem nestled in the heart of Florida's picturesque Sarasota County. Known for its charming neighborhoods and lush landscapes, Midtown Sarasota offers a unique blend of urban convenience and serene suburban living. With its prime location, residents enjoy easy access to the stunning Gulf Coast beaches, world-class dining, and a rich tapestry of cultural attractions, including art galleries, theaters, and the renowned Ringling Museum.

One of the standout features of homes in Midtown Sarasota is the abundance of properties boasting pool amenities. Imagine stepping into your own private oasis, where you can unwind after a long day or host lively gatherings with friends and family. These homes with pool amenities are designed for both relaxation and entertainment, providing the perfect backdrop for enjoying the balmy Florida weather. Picture yourself lounging poolside, sipping a refreshing drink, or enjoying a weekend barbecue in your backyard paradise.

Midtown Sarasota is more than just a place to live; it’s a community that embraces a laid-back lifestyle while offering a myriad of activities for all ages. Whether you're strolling through the local parks, exploring the farmers' market, or indulging in the eclectic dining scene, there’s always something new to discover.

If you’re looking for a home that combines comfort, style, and the luxury of a private pool, Midtown Sarasota is the perfect destination. Embrace the Florida lifestyle and make your dream home a reality in this enchanting city!

Newest Mid Town Sarasota Homes with Pool Amenities

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

Virtually Staged. END-UNIT TOWNHOME WITH PRIVATE OUTDOOR SPACE IN GATED RAMBLEWOOD ACRES! Welcome to 3390 Ramblewood Court, offering 1,343 square feet of comfortable living space in a convenient Sarasota location. The main level features a spacious living and dining area, kitchen, convenient half bath, and a screened lanai for additional outdoor living. Upstairs, the bedrooms offer privacy and generous space, complemented by private outdoor areas including a spacious deck—perfect for relaxing and enjoying the Florida weather. Covered parking is another welcome benefit. Ramblewood Acres offers an impressive collection of amenities, including three swimming pools, tennis courts, a playground, and a spacious clubhouse with a fitness center, billiards room, library, and gathering spaces for social events. The gated community is conveniently located just minutes from Downtown Sarasota, shopping and dining, the Baltimore Orioles spring training stadium, Sarasota-Bradenton International Airport, UTC, and Sarasota’s world-renowned Gulf beaches. A wonderful opportunity to enjoy the Sarasota lifestyle with plenty of space, outdoor living, and community amenities close to everything.

3390 Ramblewood Court, Sarasota

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

2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code

LOCATION, LOCATION, LOCATION! Welcome to this adorable, low-maintenance condo ideally situated just minutes from Downtown Sarasota and some of the top beaches in the country, including Lido Key and Siesta Key. Featuring updated vinyl flooring throughout, this condo is move-in ready and perfectly suited for enjoying the laid-back Sarasota lifestyle. The community offers plenty of amenities to enjoy, including two swimming pools, tennis and pickleball courts, and a clubhouse/club room. With so much to do right within the community and Sarasota's dining, shopping, entertainment, and world-famous beaches just minutes away, this is truly easy Florida living at its best. Whether you're looking for a vacation getaway, an investment property, or a place to call home, this condo offers the perfect combination of location, lifestyle, and investment potential. There's nothing left to do but pack your beach bag, grab your flip-flops, and head to the pool or beach!

2617 Pine Lake Terrace Unit B, Sarasota

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 ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code

Exceptional value just minutes from Downtown Sarasota! Welcome to CityWalk, a gated condo community ideally positioned adjacent to Payne Park with private access to the Legacy Trail and convenient access to everything that makes Sarasota such a desirable place to call home. This inviting and rarely available 2 bedroom, 2 bath, ground-floor residence is an outstanding opportunity for a full-time residence, seasonal Sarasota getaway or investment property. Freshly painted and move-in ready, the residence features an easy-flowing living and dining area, newer carpeting, an in-unit washer and dryer, and a screened lanai perfect for enjoying Sarasota's year-round outdoor lifestyle. The ground-floor location provides the added convenience of easy access with no stairs to navigate. CityWalk is a gated community of just 70 residences offering a heated community pool and spa, fitness center, mature tropical landscaping and an outstanding in-town location. Enjoy private community access to the Legacy Trail and neighboring 29-acre Payne Park, offering walking and biking paths, recreational facilities and expansive green space right outside your door. Downtown Sarasota's acclaimed restaurants, shopping, arts and entertainment are just minutes away, along with Marina Jack, Sarasota's beautiful bayfront, Marie Selby Botanical Gardens and Sarasota Memorial Hospital. And when it's time for the beach, the world-famous white sands of Siesta Key and Lido Key are within easy reach. Location. Location. Location!

2121 Wood Street Unit A103, Sarasota

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, BRAND NEW HVAC-SEPT 2026! and a recently replaced ELECTRICAL PANEL. Glen Elyns' $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

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

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! FRESH, UPDATED, AND READY TO ENJOY! NEW KITCHEN**NEW BATHS** NEW FLOORING** NEW LOOK! ** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota 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. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. 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

3415 Spanish Oak Terrace, Sarasota

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

Completely updated one-bedroom, one-bathroom condo in the much sought after community of Park Lane. This home offers stylish, move-in-ready living in one of Sarasota's most convenient locations. Every detail has been thoughtfully updated, creating a home that blends modern finishes with effortless, low-maintenance living. The beautifully remodeled kitchen features quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting, with tile flooring throughout. The updated bathroom showcases a custom frameless glass shower enclosure, and additional improvements include new doors, new windows, and updated appliances, providing peace of mind for years to come. Conveniently located just across from Publix and minutes from Downtown Sarasota, you'll enjoy easy access to award-winning dining, shopping, theaters, Payne Park, Marina Jack, St. Armands Circle, Lido Key Beach, and the world-famous beaches of Siesta Key. The community maintains a peaceful residential atmosphere with no pets and no smoking permitted. Leasing is allowed with a minimum three-month lease, limited to two leases per year. Subleasing and commercial use are prohibited. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Sarasota getaway, this beautifully updated condominium offers exceptional value, outstanding convenience, and true move-in-ready condition. Schedule your private showing today.

2155 Wood Street Unit A22, 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

2 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code

This beautiful new paired home in Payne Park Village blends vibrant lifestyle spaces with top-quality craftsmanship. Achieve your interior design ambitions in the glamorous and spacious open-concept floor plan with beautiful laminate flooring and huge, energy-efficient windows that fill the home with cool natural light. The epicurean kitchen includes a breakfast island with quartz countertops and white 42"cabinets and a step-in pantry. Your elegant Owner's Retreat features luxury bathroom amenities and an enhanced walk-in closet. The downstairs bedroom provides a private bathroom and a brilliant place for growth and personalization. With Downtown Sarasota in your backyard, and direct access to legacy trail, you are sure to live your best life here in Payne Park Village.

2317 Lindstrom Street, Sarasota

2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code

Back on market and vacant! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!

500 N Jefferson Avenue Unit B-5, Sarasota

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

The best-priced unit in gated ParkView — with income in place through March 2027! Beautifully updated and in move-in-ready condition, this 1 BR/1 BA second-floor corner unit occupies the desirable northwest corner of the building, offering added privacy, extra natural light, and serene park views from an elevated vantage point. The west-facing front welcomes gorgeous afternoon light and sunset skies, while the interior shows like new. Inside you'll find stainless steel appliances, granite countertops, a new dishwasher ('24), an in-unit washer/dryer, and ceramic tile throughout the main living area and bath. Freshly painted with brand-new, high-quality carpet installed in March 2026 (bedroom, hallway, and walk-in closet), the unit is clean, bright, and truly turnkey. Priced to be the most affordable home in all of ParkView, this is a rare chance to own in one of Sarasota's most convenient gated communities at a price point you won't find anywhere else in the complex. A responsible annual tenant is in place through March 31, 2027, providing income while you plan your move. ParkView is a gated community centrally located less than 5 minutes from downtown Sarasota. Residents enjoy two swimming pools, outdoor grilling and entertainment areas, a fitness room, and a recently renovated clubhouse. You're just minutes from St. Armands Circle, Lido Beach, Longboat Key, Siesta Key, the Ringling, the Van Wezel, downtown theatres, dining, shopping, and Sarasota's celebrated arts and cultural scene — with quick access to US-41, I-75, and the airport. Whether you're looking for a primary residence, a seasonal getaway, or a first step into ParkView at the community's best price, this condo delivers unmatched value in a prime location. Schedule your showing today! Seller pays for Owner's Title Policy and selects Cloud Title

972 La Costa Circle Unit 8, Sarasota

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