Sarasota Homes under $250,000

Sarasota Homes under $250,000

Welcome to Sarasota, Florida—a vibrant coastal gem known for its stunning beaches, rich cultural scene, and warm, inviting atmosphere. Nestled on the Gulf Coast, Sarasota boasts a unique blend of natural beauty and urban sophistication, making it an ideal destination for families, retirees, and everyone in between. With its picturesque waterfront parks, world-class dining options, and vibrant arts community, Sarasota offers a lifestyle that many dream of.

For those seeking affordable housing options, Sarasota presents an exciting opportunity. Homes under $250,000 can be found throughout the region, allowing you to embrace the Florida lifestyle without breaking the bank. From charming single-family homes to cozy condos, there is a diverse range of properties that cater to various tastes and needs. Imagine waking up in a quaint home just minutes away from the stunning Siesta Key Beach or enjoying the vibrant downtown area filled with shops, galleries, and restaurants.

The real estate market in Sarasota is thriving, and with the availability of homes at this price point, now is the perfect time to invest in your dream home. Whether you’re a first-time buyer or looking for a vacation retreat, the charm of Sarasota awaits you. With its warm climate, friendly community, and endless recreational opportunities, you’ll quickly find that Sarasota isn’t just a place to live—it’s a place to thrive. Explore your options today and discover how you can make this enchanting region your new home!

Newest Sarasota Homes under $250,000

500 N Jefferson Avenue Unit C3, Sarasota
$149,900
1 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Discover your slice of Sarasota paradise in this charming villa at Jefferson Club! Ideally located just minutes from vibrant downtown Sarasota, beautiful Lido Beach, shopping, dining, and entertainment. Enjoy peace of mind with a **NEW ROOF and NEW AC (2025)!** This inviting retreat features thoughtful updates, including butcher block countertops, stainless steel appliances, soft-close cabinetry, and a newer front-loading washer and dryer. Enjoy your morning coffee or evening cocktails on your spacious, private gated patio, perfect for relaxing or entertaining. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and Florida living. Don't miss your chance to make it yours!

500 N Jefferson Avenue Unit C3, 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
3412 Oakwood Boulevard S, Sarasota
$189,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME HOME... Just move in... Fully Furnished spacious 2 bedroom 2 bath doublewide home in Highly desirable Resident Owned OAKWOOD MANOR located in the Heart of Sarasota. Fully Remodeled Kitchen with abundant of cabinet space and Granite counter tops, Both bath have new solid wood vanities and and solid surface counter tops ($18,450), New central air system ($7700), and Roof just resealed($5,500), updated electric. This 1266 sqft offers both a generous Family room and living room and large dining area with cabinetry for storage. Oversized master suite with plenty of room for storage. Enclosed Florida room leads to inside Laundry and tool shed. Attached Carport, Oakwood Manor is an affordable getaway for winter snow birds or full time residents. Located within 90 acres with low HOA dues of $210 a month which covers cable tv, lawn maintenance and resort style amenities. Community activities include resort style heated pool, hot tub, bocce ball, shuffleboard courts, putt-putt golf, clubhouse, fitness center, open park area with Gazebo. Property backs up to legacy trail and New Pickle Ball courts. Conveniently located within the city limits of Sarasota with easy access to downtown, Siesta Key, St. Armands Circle, Shopping, Dining, access to I-75 and Sarasota-Bradenton Airport. Welcome to were the fun begins.

3412 Oakwood Boulevard S, Sarasota
3308 Over Cup Oak Terrace, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME TO YOUR FLORIDA LIFESTYLE AT OAKWOOD MANOR! AFFORDABLE SARASOTA PARADISE IN A RESIDENT-OWNED 55+ COMMUNITY Live where every day feels like a vacation! Welcome to Oakwood Manor, one of Sarasota’s sought-after resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, Oakwood Manor offers an appealing blend of affordability, comfort, and resort-style living for just $210/month HOA, with no CDD or master association fees. This well-maintained 2-bedroom, 2-bath home offers 1,152 square feet of inviting living space and is being sold turnkey, excluding personal items. Just bring your suitcase and start enjoying the Florida sunshine! Pride of ownership shines throughout this inviting home. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect spot for morning coffee, afternoon relaxation, or entertaining friends. The spacious kitchen offers abundant cabinetry, a pantry, and a convenient center island, along with a ceramic cooktop range, microwave, dishwasher, and refrigerator. The kitchen flows easily into the dining area, creating a comfortable setting for everyday living and entertaining. The secondary bedroom features direct access to the guest bathroom, offering added privacy and a layout that functions almost like a second primary suite. HOME FEATURES & IMPROVEMENTS 2 bedrooms, 2 bathrooms, and 1,152 square feet of living space Bright, enclosed sunroom filled with natural light Spacious kitchen with center island, pantry, and abundant cabinetry Ceramic cooktop range, microwave, dishwasher, and refrigerator A/C replaced in 2022 Carport roof replaced in 2025 to meet the latest building code, as reported PVC plumbing from the home to the street replaced in 2021 Roof replacement history includes 2017 and 2019 Large storage shed Washer and dryer included RESORT-STYLE AMENITIES & AN ACTIVE LIFESTYLE Enjoy a wonderful selection of community amenities, activities, and opportunities to connect with neighbors: Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center and library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? The Legacy Trail and its pickleball courts are just a short bike ride away! AN IDEAL SARASOTA LOCATION Conveniently located just minutes from downtown Sarasota, beautiful Siesta Key Beach, the shopping and dining of St. Armands Circle, Sarasota-Bradenton International Airport, and nearby hospitals and medical facilities. Even better, this home is just steps from the clubhouse, putting community activities and amenities within easy reach. Whether you're searching for a seasonal Florida retreat or a year-round residence, this inviting home offers an opportunity to enjoy the Sarasota lifestyle without the price tag of a traditional resort community. COME DISCOVER THE VALUE, THE LIFESTYLE, AND THE FRIENDLY COMMUNITY THAT MAKE OAKWOOD MANOR A SARASOTA HIDDEN GEM!

3308 Over Cup Oak Terrace, Sarasota
7880 Palm Aire Lane Unit 203, Sarasota
$250,000
3 Beds ⋅ 2 Baths ⋅ Palm Aire SubDv. ⋅ 34243 Zip Code
This lovely property sits in the Palm Aire Country Club golfing community. The screened in lanai overlooks part of the golf course as well as a creek. This three bedroom, two bath has a tenant in place for investors through July, 2027 or tenant is open to vacating early. The newly resurfaced parking lot has assigned parking as well as guest spots. This property is conveniently located near University Town Center and a quick drive to many of the Sarasota/Bradenton beaches.

7880 Palm Aire Lane Unit 203, Sarasota
5610 Sheffield Greene Circle Unit 6, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Sheffield Greene SubDv. ⋅ 34235 Zip Code
Welcome to Sheffield Greene in The Meadows, one of Sarasota’s most sought-after golf communities, where tree-lined streets, three golf courses, and miles of oak-shaded trails sit just minutes from everything the area has to offer. This second-floor end unit puts you right on the fairway, with two screened balconies overlooking the course and a private single-car garage, a rare find in a condo at this price. The hard work has already been done. The complex has a brand-new 2025 roof, and the unit was upgraded in 2020 with hurricane impact windows and sliders and a new HVAC system with UV light. Add a location outside the flood zone, and you have a home that offers real peace of mind from day one. Step inside to an open living and dining area with wood-look tile, abundant natural light from the corner position, and sliders that open to the golf course balcony, the perfect spot for morning coffee or an evening on the porch. The galley kitchen is bright and functional with white cabinetry, recessed lighting, and a new stainless steel range, plus a breakfast nook that opens to a second screened balcony. The primary suite wakes up to fairway views and offers its own balcony access, a walk-in closet, and an en suite bath with a separate vanity area and walk-in shower. Across the home, the guest bedroom and full bath give visitors privacy, or the room works perfectly as a home office. An inside laundry room, LED lighting throughout, and a fresh, neutral palette make it easy to move right in and make it yours. Life at Sheffield is easy. Dues cover lawn care, basic cable, trash, and the community pool, and a private resident gate leads straight into Benderson Park for walks, rowing regattas, and open green space. Optional Meadows Country Club membership adds 54 holes of golf, 15 Har-Tru tennis courts, pickleball, a fitness center, and dining. You are minutes from University Town Center shopping and dining, Sarasota Bradenton International Airport, and I-75, with downtown Sarasota and the Gulf beaches a short drive away. Whether you are looking for a full-time home, a winter escape, or a lock-and-leave retreat on the Gulf Coast, this one checks every box.

5610 Sheffield Greene Circle Unit 6, Sarasota
3309 Oakwood Boulevard S, Sarasota
$169,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor! Affordable Sarasota Living in a Resident-Owned 55+ Community Your slice of Sarasota paradise is waiting! Discover the perfect blend of affordability, comfort, and resort-style living at Oakwood Manor, one of Sarasota’s cherished resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, this welcoming community offers an active lifestyle and a wonderful place to call home. Enjoy all this for just $210 a month in HOA fees, with no CDD or master association fees! Move-In Ready and Full of Charm This well-maintained 1977 home features 2 bedrooms, 2 bathrooms, and 1,056 square feet of inviting living space. Offered turnkey, excluding personal items, this home is ready for you to move in, unpack, and start enjoying the Florida sunshine! From the moment you arrive, you’ll appreciate the care and pride of ownership throughout. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect place to sip your morning coffee, curl up with a good book, or entertain friends. Inside, the spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, creating a comfortable setting for everyday living and entertaining. Generous closet space throughout the home provides valuable storage, while the convenient indoor laundry area adds to the home’s functionality. Home Features & Recent Upgrades 2-bedroom, 2-bathroom floor plan Bright, window-filled enclosed sunroom Spacious kitchen with abundant cabinetry Cooktop, wall oven, dishwasher, and refrigerator included Roof replaced in 2023 A/C replaced in 2022 Laminate flooring throughout Updated outdoor electrical service in 2025 PVC plumbing from the home to the street replaced in 2023 Indoor laundry area with washer and dryer Carport roof reinforced to meet the latest code requirements Resort-Style Amenities and an Active Lifestyle At Oakwood Manor, there’s always something to enjoy! Whether you love staying active, socializing with neighbors, or simply relaxing in the Florida sunshine, this community offers something for everyone. Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center Community library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its new pickleball courts, making it easy to enjoy outdoor recreation and stay active. An Incredible Sarasota Location Enjoy the best of Sarasota living with beaches, shopping, dining, entertainment, and everyday conveniences just minutes away. Downtown Sarasota World-famous Siesta Key Beach St. Armands Circle’s shopping and dining Sarasota-Bradenton International Airport Nearby hospitals and medical facilities Even better, this home is ideally located just steps from the clubhouse, putting community activities, social events, and amenities conveniently close to home. Your Florida Dream Starts Here! Whether you’re searching for a seasonal retreat, a sunny retirement getaway, or a comfortable year-round residence, this home offers an inviting opportunity to enjoy the Sarasota lifestyle without the price tag of many resort-style communities. Please note: Community restrictions prohibit pets, motorcycles, and RVs.

3309 Oakwood Boulevard S, Sarasota
1125 Grantham Drive, Sarasota
$244,900
2 Beds ⋅ 3 Baths ⋅ Bradford Manor Townhomes SubDv. ⋅ 34234 Zip Code
Virtually Staged. LOCATION IS KEY! Welcome to Bradford Manor, a charming townhome community built by renowned builder Taylor Morrison, where convenience, comfort, and the best of Sarasota living come together! Ideally situated at 1125 Grantham Drive, this community offers easy access to everything that makes Sarasota such a desirable place to call home. Enjoy an abundance of nearby shopping, dining, and entertainment, including the popular University Town Center (UTC) Mall, featuring an impressive selection of retail stores, restaurants, and entertainment options. Spend your weekends exploring Sarasota's beautiful Gulf Coast beaches, enjoying live theater, concerts, art galleries, cultural attractions, and the vibrant atmosphere of downtown Sarasota. From outdoor recreation and waterfront dining to boutique shopping, farmers markets, and year-round festivals, there's always something to see and do. With convenient access to major roadways, everyday essentials, and some of the area's most sought-after destinations, Bradford Manor places you close to it all while offering the comfort of a welcoming residential community. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this location offers an exceptional opportunity to enjoy the Sarasota lifestyle. Location, lifestyle, and convenience — Bradford Manor has it all!

1125 Grantham Drive, Sarasota
2609 Golf Course Drive Unit 403, Sarasota
$149,900
2 Beds ⋅ 2 Baths ⋅ Rolling Green Glf Vil SubDv. ⋅ 34234 Zip Code
Enjoy the Florida lifestyle in this fully furnished, 2-bedroom, 2-bathroom end-unit villa in Rolling Green Golf Village, a pet-friendly 55+ community. This inviting home features a Florida room, foyer entry, screened entry door, ample storage closets, newer carpet, and a laundry closet with a full-size washer and dryer. Major updates include a new AC and hot water heater in 2020, an updated electrical panel in 2024, a newer shingle roof, and replacement of the cast-iron plumbing. A convenient one-car carport is located adjacent to the unit, with community amenities just one building away. Residents can enjoy a clubhouse with a library and kitchen, space for clubs and social gatherings, a heated swimming pool, and a shuffleboard court. The community fee includes cable TV, water, sewer, trash, and pest control. Conveniently located near shopping, restaurants, University Town Center, Mote Marine Aquarium, and Sarasota-Bradenton International Airport, this home offers comfortable, convenient Florida living.

2609 Golf Course Drive Unit 403, Sarasota
4435 Narraganset Trail Unit 66A, Sarasota
$173,500
2 Beds ⋅ 2 Baths ⋅ Lake Tippecanoe SubDv. ⋅ 34233 Zip Code
Sarasota living, without the Sarasota price tag! Let's say "Welcome Home Buyers" to this well-kept second-floor condo. Are you familiar with the established Lake Tippecanoe community? This location is where comfortable Florida living meets an easygoing, amenity-filled lifestyle. From the moment you arrive, there’s a lovely pond view directly in front of you. The entry sets the tone for the peaceful serene setting and vibe of this hidden Gem. Inside, this 2-bedroom/2-bath condo offers a spacious layout with well proportioned living spaces and good storage...not to mention a screened-in Florida room. This extra space gives another place to relax, enjoy your morning coffee, read a book or reflect on the day. There is also storage out there. Although this unit is Located on the second floor, don't let it distract you from taking a tour, The walk-up is worth it. That kitchen (larger than most) has a laundry space attached and all appliances. The Kitchen and bathrooms remain in their original, well-maintained condition, but offer a wonderful opportunity to personalize and update those areas over time. No need to inherit someone else’s expensive design choices—you can make this home your own, at the pace that works for you. Lake Tippecanoe is an established 55+ community with mature surroundings, a clubhouse, heated pool, shuffleboard and plenty of opportunities to meet neighbors and enjoy the social side of Florida living. Prime location puts you close to everyday conveniences, shopping, dining, medical services and major roadways, while Sarasota’s beaches, downtown, restaurants and cultural attractions are just a short drive away. All measurements and information deemed accurate. Buyers please verify through appropriate channels.

4435 Narraganset Trail Unit 66A, Sarasota
2319 Lakeside Mews Unit B3, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Meadowlake SubDv. ⋅ 34235 Zip Code
Enjoy an exceptional pool view with green space beyond and low-maintenance living in this updated, move-in-ready, single-story end-unit villa with no residence above. Just 50 feet from the lanai, the pool feels like your own backyard retreat—without the maintenance. Centrally located just minutes from UTC shopping and dining, with convenient access to I-75, Downtown Sarasota, restaurants, entertainment, cultural attractions and Gulf beaches. Inside, the bright living and dining area features abundant natural light and luxury vinyl plank flooring. The kitchen features granite countertops and stainless steel appliances. The split-bedroom floor plan provides privacy, while the primary suite includes an en-suite bath and direct access to a private courtyard. Upgraded fans and light fixtures add a fresh, modern touch. Recent improvements include a 2023 roof, 2025 AC, 2026 dishwasher, fresh interior paint and a completely refreshed modern exterior completed in September 2026. Meadowlake COA provides substantial value, including roof and exterior maintenance, lawn and landscaping care, pest control, two pools, 150+ cable channels and high-speed internet. The Meadows offers an active lifestyle with two golf courses, 15 Har-Tru tennis courts, eight new pickleball courts, Fitness Center, Junior Olympic-size pool, scenic walking and biking trails, dog park, playground, wellness programs and more. It’s easy to meet people and make new friends through a growing calendar of clubs, socials, holiday events, bingo, dancing, movie and comedy nights, educational programs, fitness and wellness activities. Offered turnkey for immediate enjoyment, with flexibility for buyers who prefer to purchase without furnishings. Quick close available. Property is not in a flood zone so no flood insurance is required. Ideal as a full-time home or seasonal retreat, this villa combines a beautiful setting, extensive amenities and easy Florida living.

2319 Lakeside Mews Unit B3, Sarasota
5313 Boca Raton Avenue, Sarasota
$169,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Beautifully decorated home with festive Floridian colors throughout! Located in popular Tri Par Estates! Several updates in recent years include; flooring & windows within last 4 years. Roof had repairs after 2024 hurricanes. Vinyl siding painted summer 2024. All furnishings in the home now stays with the home! Most of the home has drywalled walls! Indoor laundry room! 2 mini splits heat & cool the home. Located out of the flood (Zone X)zone & backs up to wooded view. Tri-Par Estates is a 55+ community in which you own your home and the land. A Tri Par Annual fee is $1,932.00 a year and is part of the property taxes paid once a year, it includes Frontier internet, cable also trash. There is a large pool, hot tub, tiki hut, mini golf, laundry facilities, putt-putt course, pickleball court, fitness room, clubhouse, sewing room, several social event and several other activities to enjoy. Just minutes to the airport and many other necessities nearby like hospitals, shopping, restaurants and more. Airplanes & jets do fly over Tri Par Estates - Navigation Easement. Tri Par is a state park & recreation development.

5313 Boca Raton Avenue, Sarasota
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