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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
3402 Shingle Oak Terrace, Sarasota
$143,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
You WILL LOVE Where You Live! PRICE ADJUSTMENT! 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! 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 (WITH A 20 YEAR TRANSFERABLE WARRANTY) AND NEW CARPORT with ADDITIONAL TIE-DOWNS RATED UP TO 150 MPH (2/2026), NEW HVAC system, ELECTRICAL PANEL NEW and METER BASE (3/2026), a NEW REAR CONCRETE PATIO (4/2026), and a NEWLY CONSTRUCTED FRAMED VINYL-SIDED SHED (6/2026).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. 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
3226 Sweet Gum Terrace, Sarasota
$142,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY, UPDATED AND STEP FROM THE CLUBHOUSE Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New Vinyl Wood flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

3226 Sweet Gum Terrace, Sarasota
1236 Tallywood Drive Unit 7029, Sarasota
$139,900
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
TALLYWOOD 55+ COMMUNITY – VILLA-STYLE HOME! Welcome to this 2-bedroom, 2-bath villa-style home located in the Tallywood community in beautiful Sarasota, Florida. Offering a comfortable layout and the opportunity to make it your own, this property is ready for its next owner to bring their vision and personal touches. Enjoy the convenience of villa-style living in an established 55+ community, with a location close to shopping, restaurants, and everyday conveniences. Whether you’re looking for a seasonal retreat, full-time residence, or renovation opportunity, this property offers plenty of possibilities. Property is being sold as-is. Buyer to conduct their own due diligence regarding the property’s condition, community amenities, fees, and any applicable restrictions.

1236 Tallywood Drive Unit 7029, Sarasota
638 N Jefferson Avenue Unit 15, Sarasota
$139,900
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.

638 N Jefferson Avenue Unit 15, Sarasota
2744 Hidden Lake Boulevard Unit C, Sarasota
$135,000
2 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to an exceptional Sarasota opportunity at 2744 Hidden Lake Blvd #C! Beautifully remodeled and thoughtfully updated, this impeccably maintained residence blends modern style, comfort, and effortless Florida living. From the moment you step inside, you’ll appreciate the care and attention to detail that went into creating a home that feels fresh, inviting, and truly move-in ready. Ideally situated in one of Sarasota’s desirable areas, this home places you just minutes from the excitement of downtown Sarasota, with its renowned restaurants, boutique shopping, arts, culture, and vibrant entertainment. And when it’s time to unwind, the world famous sands of Siesta Key and Sarasota’s beautiful Gulf Coast beaches are only a short drive away. Meticulously cared for and tastefully designed, this residence offers the perfect combination of location, lifestyle, and value. Whether you’re searching for a primary residence, a Florida getaway, or an investment opportunity, this is your chance to enjoy everything Sarasota has to offer at an incredible price. Opportunities like this don’t come along every day. Come experience the charm, updates, and unbeatable location for yourself, this one is sure to impress!

2744 Hidden Lake Boulevard Unit C, Sarasota
2636 Hidden Lake Drive N Unit H, Sarasota
$134,000
1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
New price and refreshed presentation on this clean, move-in-ready studio in Hidden Lake Village. This light, efficient floor plan offers low-maintenance living in a central Sarasota location just minutes to downtown, beaches, and shopping. The open layout, screened lanai, and peaceful courtyard setting make this an easy property to enjoy or add to your rental portfolio. Investors will appreciate the steady rental demand, low carrying costs, and community amenities including two pools, tennis courts, fitness center, clubhouse, and on-site laundry. With updated flooring, solid surface counters, and assigned parking, this is one of the most affordable opportunities in Sarasota with long-term upside. A great option for a first home, seasonal retreat, or income property.

2636 Hidden Lake Drive N Unit H, Sarasota
500 N Jefferson Avenue Unit B-5, Sarasota
$125,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Back on market! 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
2304 Ringling Boulevard Unit 207, Sarasota
$119,900
1 Beds ⋅ 1 Baths ⋅ Garden Apts SubDv. ⋅ 34237 Zip Code
Your Pied a' terre in Downtown Sarasota this lovely 1BR Condo located at the corner of Ringling Blvd. and Shade Ave. These were designed Ruth Richmond and showcase her excellent use of space and feel much larger than their footprint. Plus her touch of charm with the arches over the sliders and walk-in closets. This affordable 1BR/1BA 2nd floor condo is updated and ready for you with recently updated Luxury Vinyl plank flooring in the living room and bedroom, hurricane windows, and a top to bottom fresh paint job. The original sliders to narrow patio let loads of light into these north-facing buildings and you can let your cat or small dog (2 pets allowed) enjoy a little fresh air or have some potted plants. Being on the second floor you'll have a nice view of trees from your couch and not cars or the street, as well as not having anyone above you. This prime location is just 0.1 of a mile to Payne Park, Legacy Trail, Disc Golf, Cafe', Tennis, etc. and nearby restaurants, Shamrock Pub, plus all that downtown Sarasota and the bay offers right within a 1 mile. You'll hardly ever need your car again.

2304 Ringling Boulevard Unit 207, Sarasota
2724 Hidden Lake Boulevard Unit A, Sarasota
$118,000
2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Virtually Staged. One or more of these photos has been virtually staged* Huge Price Reduction!!! Unexpected events encountered by the seller have led to this price reduction! Amazing opportunity! Sellers are motivated and eager to get this beautiful, spacious and neatly kept condo sold. This “Move in” ready home is easy to show and ready for offers. JUST MINUTES AWAY FROM THE WORLD FAMOUS BEACHES OF SIESTA KEY, LONGBOAT KEY, AND ANNA MARIA ISLAND!!! Hidden Lake Village is centrally located in popular Sarasota Florida close to all amenities including the Mall at University Town Center. The condo community offers 2 amazing pools, a tennis court, park areas, and a clubhouse. Recent updates include a new Hot Water Heater. 2022 A/C and new LVP flooring in the primary suite. This condo can be a perfect home or a fabulous rental income property. Don't miss your chance to live in Florida Paradise!

2724 Hidden Lake Boulevard Unit A, Sarasota
2613 Pine Lake Ter Unit B, Sarasota
$97,000
1 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Location! Location! Location! Close to all the amenities in beautiful Sarasota. Great investment plan or place to call home!

2613 Pine Lake Ter Unit B, Sarasota
2632 Hidden Lake Dr N Unit B, Sarasota
$97,000
1 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Location location location! Close to all the amenities of beautiful Sarasota. A great place to bask in the Florida sunshine! The South side of the unit faces the lake.

2632 Hidden Lake Dr N Unit B, 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
3332 Spanish Oak Terrace, Sarasota
$57,500
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

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