Mid Town Sarasota Homes with Deed Restrictions Community Features

Mid Town Sarasota Homes with Deed Restrictions Community Features

Welcome to Midtown Sarasota, a hidden gem nestled in the heart of Florida's picturesque Sarasota County. This vibrant community is a delightful blend of urban convenience and suburban tranquility, making it an ideal destination for families, retirees, and anyone looking to embrace the sunny Florida lifestyle.

Midtown Sarasota is renowned for its charming neighborhoods, where homes with deed restrictions ensure a cohesive aesthetic and enhance property values. These deed-restricted communities often feature beautifully landscaped lawns, well-maintained common areas, and a sense of pride among residents. Here, you’ll find a variety of architectural styles, from modern masterpieces to classic Florida ranch homes, each reflecting the unique character of the area.

Residents of Midtown Sarasota enjoy a wealth of amenities right at their fingertips. With proximity to top-rated schools, shopping centers, and local eateries, everything you need is just a short drive away. The community is also close to stunning beaches, lush parks, and cultural attractions, including art galleries and theaters, ensuring there’s always something to explore.

Moreover, Midtown Sarasota boasts a friendly atmosphere, where neighbors become friends and community events foster a strong sense of belonging. Whether you’re taking a leisurely stroll through the neighborhood or participating in local festivities, you’ll quickly discover the warmth and camaraderie that define this charming community.

In Midtown Sarasota, you’re not just purchasing a home; you’re investing in a lifestyle that celebrates both comfort and community. Come and experience the allure of this enchanting area, where your dream home awaits!

Newest Mid Town Sarasota Homes with Deed Restrictions Community Features

$149,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION ** 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
$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
$179,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
End Unit! Welcome to the single story condo that lives as a villa. This property features 2 bedrooms, 2 bathrooms, and an open-concept layout with tile plank flooring. The kitchen has been fully updated and features quartz countertops, tile backsplash, and is equipped with matching stainless steel appliances, and wood cabinetry. Both bathrooms have been updated, featuring a bathtub in one and a walk-in shower in the other. Additional interior features include an in-unit laundry closet and an enclosed patio accessible from the living room and the master suite. Situated within a pet-friendly community, the property offers a private backyard view and access to local neighborhood grounds. Association fees cover water, cable, exterior maintenance, grounds maintenance, and much more. This property is eligible under the Freddie Mac First Look Initiative through 09/02/26. During the First Look Initiative, only owner-occupant buyers, approved nonprofit organizations, and public entities will be considered. Investor offers will be considered after the First Look period expires.

638 N Jefferson Avenue Unit 15, Sarasota
$159,000
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
$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
$620,000
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
$759,000
3 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Modern elegance meets urban convenience in this stunning four-year-old townhouse. This is a wonderful floor plan: Three stories seamlessly blend functionality and style, offering three bedrooms with ensuite baths. The airy living space captivates with vaulted ceilings and a spacious kitchen, punctuated by an illuminated custom wine rack and a large custom walk-in primary closet. A private courtyard offers a quiet outdoor escape, balanced by access to a refreshing community lap pool and spa. Nestled in a vibrant neighborhood, you are just a short walk from downtown's best restaurants and shops, with the Legacy Trail, Payne Park, and a dozen soft tennis courts steps away.

2501 Boone Court, Sarasota
$155,000
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
$155,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Charming, cozy, and move-in ready in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned park within Sarasota city limits—meaning NO LOT RENT! This delightful FULLY FURNISHED 2-bedroom, 2-bath bungalow-style home is proof that great things come in the perfect-sized package. Thoughtfully updated with quality improvements throughout, this home offers a desirable split-bedroom floor plan, abundant natural light, exceptional storage, and an inviting open-concept design. The added space of the living room push-out creates the perfect area for additional living or dining space, enhancing both comfort and functionality. The beautifully updated kitchen is designed for both functionality and style, featuring a built-in cooktop, built-in oven, overhead microwave, new refrigerator, garbage disposal, and ample cabinetry—making the most of every inch of space. The spacious front guest bedroom is highlighted by a large bay window that fills the room with natural light and is complimented by an en-suite bathroom and indoor laundry with stackable washer and dryer. A fully enclosed Florida room with newer windows and sliding glass doors provides approximately 120 square feet of additional living or entertaining space and features a convenient pass-through entrance to the front bedroom and guest bath, creating flexibility for guests, hobbies, or a relaxing sitting area. Major improvements provide peace of mind for years to come. Previous updates include vinyl siding, replacement windows, and the main sewer line (2018). Recent renovations include new leveling and support piers (10/2025), all new subflooring throughout the home, including the Florida room (10/2025), fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and all new carpet in both bedrooms (11/2025), a complete new TPO roofover and new carport with additional tie-downs rated up to 150 mph (2/2026), new HVAC system, electrical panel, and meter base (3/2026), a new rear concrete patio (4/2026), and a newly constructed framed, vinyl-sided storage shed (6/2026). Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles.

3402 Shingle Oak Terrace, Sarasota
$120,000
1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
Charming one bedroom condominium in downtown Sarasota. Unbeatable location and price! Discover the convenience and comfort in this affordable one-bedroom, one-bath condominium near downtown Sarasota. With 639 square feet of living space, this inviting retreat offers a garden-view balcony overlooking a beautifully maintained courtyard, filling your home with natural light. Freshly painted, nice tile, new blinds and refinished cabinets with granite countertops. In an ideal location, this community provides easy access to Payne Park, downtown Sarasota and Legacy Trail, making it ideal for active lifestyles. Enjoy the amenities of Payne Park, featuring the Payne Park Tennis Center with 12 Har-Tru tennis courts, eight pickleball courts, disc golf, a skate park, picnic areas, a circus-inspired playground with a small splash area, rock climbing and other activities, an amphitheater and the popular Circus Park Café. For biking enthusiasts, the nearby Sarasota Legacy Trail offers over 23 miles of scenic, non-motorized trails connecting Venice to Sarasota. Publix is also conveniently nearby. Inside, the unit features a spacious living and dining area, a galley kitchen with a Samsung stainless refrigerator and range new in 2023 and a balcony offering serene courtyard views. This is a fantastic opportunity to add your personal touch at the lowest price for a one-bedroom unit in the community. Community features include a refreshing pool, a clubhouse with a library, one assigned parking space, onsite laundry and storage lockers. With a new roof (2023) and no flooding in recent storms, according to the owner, this property offers security and stability. Don’t miss this rare opportunity to own an affordable home in Sarasota’s prime location.

2155 Wood Street Unit A14, Sarasota
$145,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY SARASOTA RETREAT IN ONE OF THE AREA’S BEST-VALUE 55+ COMMUNITIES Don’t miss this beautifully maintained 2-bedroom, 2-bath turnkey home offering 1,056 sq. ft. of comfortable living space in Oakwood Manor, a highly desirable resident-owned 55+ community located in the heart of Sarasota. Whether you’re searching for the perfect winter getaway or a full-time Florida residence, this move-in-ready home offers comfort, convenience, and exceptional value—all with an affordable $210/month HOA fee. Set within 90 beautifully maintained acres, Oakwood Manor is known for its friendly atmosphere, active lifestyle, and resort-style amenities. Residents enjoy a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Pickleball lovers will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. (Please note: no pets, motorcycles, or RVs permitted.) Inside the home, pride of ownership is evident throughout. The bright and cheerful living room is filled with natural light from surrounding windows, creating a warm and inviting space to relax and unwind. The spacious kitchen offers abundant cabinetry and opens nicely to the dining area, making it ideal for both everyday living and entertaining. The home is being sold turnkey, so you can simply bring your suitcase and start enjoying the Florida lifestyle from day one. Both bathrooms have been tastefully updated, and the interior color palette perfectly complements the relaxed coastal feel of the home. This property has been lovingly maintained and truly needs nothing—just move right in and enjoy. Recent updates include: New flooring (2016) Fresh interior paint Roof coating (2025) New carport (2025) New blinds throughout New front awnings One of the standout features of this home is the private backyard with no neighbors behind, offering a peaceful setting to enjoy the outdoors. You’ll also love being just steps from the clubhouse, making it easy to take advantage of all the social events and community activities Oakwood Manor offers. Location is everything, and Oakwood Manor delivers. Conveniently located close to downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, dining, Sarasota-Bradenton International Airport, and local hospitals, this community combines an unbeatable Sarasota location with low-maintenance living and outstanding value. Homes in Oakwood Manor that are this clean, turnkey, and well-located don’t come along often—schedule your showing today and come see why so many love calling this community home.

3383 Oakwood Boulevard N, Sarasota
$289,000
3 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS TURNKEY LIVING • FRIENDLY NEIGHBORS • UNBEATABLE VALUE Own your piece of paradise in Oakwood Manor, Sarasota's highly desirable resident-owned 55+ community located within the city limits. Spanning 90 beautifully landscaped acres, this vibrant community offers an exceptional resort-style lifestyle with remarkably low HOA fees of just $210 a month and no CDD or master association fees. Residents enjoy an impressive array of amenities including a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, oversized hot tub, bocce ball, shuffleboard, putt-putt golf, cornhole, and ping pong. Pickleball enthusiasts will appreciate the brand-new courts located just a short bike ride away along the Legacy Trail. With an active social calendar filled with events and activities, Oakwood Manor truly lives up to its reputation—where fun and friendship happen. A Rare Find — Impeccably Maintained & Truly Move-In Ready If you've been waiting for that special home, your search ends here. Built in 2005, this beautifully maintained 3-bedroom, 2-bath residence offers 1,545 square feet of thoughtfully designed living space and is being sold turnkey. Situated within easy walking distance of the community pool and amenities, this home is genuinely move-in ready—just bring your clothes and toothbrush. From the moment you step inside, you'll appreciate the spacious open floor plan, soaring ceilings, and abundant natural light streaming through numerous windows. The gourmet kitchen is designed to impress, featuring beautiful cabinetry, generous counter space, and an inviting layout that's perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and an en-suite bath with a double vanity and walk-in shower. A standout feature rarely found in modular homes is the drywall construction throughout the walls and ceilings in most rooms, providing the look and feel of a traditional site-built home. Recent Updates Include: • New Roof (2025) • A/C replaced (2023) • All kitchen appliances replaced (2023) • Nice Large she for plenty of storage • Inside Laundry room with Utility laundry tub • Covered Carport with plenty of space for 2 cars • Tile flooring throughout all wet areas and the laundry room • Beautiful Bahama shutters on most windows Location, Location, Location Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Whether you're searching for a year-round residence or the perfect seasonal retreat, this exceptional home is an opportunity you won't want to miss.

3324 Overcup Oak Terrace, Sarasota
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