Mid Town Sarasota Homes under $250,000

Mid Town Sarasota Homes under $250,000

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Newest Mid Town Sarasota Homes under $250,000

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
727 N Jefferson Avenue Unit 727, Sarasota
$239,000
2 Beds ⋅ 2 Baths ⋅ Jefferson Pines SubDv. ⋅ 34237 Zip Code
Priced to Sell. Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!

727 N Jefferson Avenue Unit 727, Sarasota
3390 Ramblewood Court, Sarasota
$159,900
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
642 N Jefferson Avenue Unit 13, Sarasota
$199,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to 642 N Jefferson Ave, a 2-bedroom, 2-bath condo in Bermuda Park offering a spacious layout, vaulted ceilings, a private screened lanai, and no rear neighbors—all just minutes from Downtown Sarasota. Located in one of the newer buildings in the community, this condo features an open-concept living area with abundant natural light and two new PGT windows. The kitchen includes stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living area. In-unit laundry, two reserved parking spaces, and additional guest parking add everyday convenience. The screened lanai overlooks peaceful greenspace with no buildings directly behind the unit, providing added privacy in a central Sarasota location. Enjoy quick access to Downtown Sarasota, shopping, dining, St. Armands Circle, Lido Beach, and Sarasota’s arts and entertainment. The free Breeze Trolley provides another convenient way to explore the area.

642 N Jefferson Avenue Unit 13, Sarasota
1236 Tallywood Drive Unit 7029, Sarasota
$149,900
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
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
3189 Glen Elyn Boulevard Unit 3, Sarasota
$199,999
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
1554 Tallywood Drive Unit 7127, Sarasota
$229,900
3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Excellent VALUE with all the upgrades in this unit. UPDATED kitchen with Shaker, soft-close cabinets, quartz countertop, stainless appliances. Updated bathroom vanities and showers. High-impact windows. Screened-in Lanai. Private backyard. Carport with a storage area. Exterior and interior painting 2026. Roof and exterior maintained by the Association. If you have pets, 1 dog and 2 indoor cats allowed. Meet your neighbors at the Community Pool and Clubhouse. This 55+ Sarasota community embraces 46 acres with Spanish Moss-covered trees in a park-like setting. LOCATED a short distance to downtown Sarasota, University Town Center (UTC), great restaurants and shopping, sandy Lido Beach and Siesta Beach, various theatres, SRQ Airport and other Sarasota cultural and sports amenities. Schedule your showing today to buy now at a GREAT PRICE, and you, too, can experience a low-maintenance Florida LIFESTYLE! NOW is a great time to BUY, and this unit is a great buy!

1554 Tallywood Drive Unit 7127, Sarasota
3415 Spanish Oak Terrace, Sarasota
$149,900
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
2752 Hidden Lake Boulevard Unit C, Sarasota
$124,900
2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to this beautifully updated, move-in-ready 2-bedroom, 2-bath second-floor condo in the centrally located Hidden Lake Village community! This turnkey unit features updated flooring throughout, an updated kitchen, and a bright, comfortable living space. Enjoy your private balcony, perfect for relaxing and enjoying the Florida lifestyle. Hidden Lake Village offers great community amenities, including a swimming pool, clubhouse, fitness center, tennis courts, and beautifully maintained common areas. Conveniently located just minutes from Downtown Sarasota, shopping, dining, entertainment, parks, and Sarasota’s world-famous beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this updated condo offers comfort, convenience, and an excellent Sarasota location. Just bring your suitcase and start enjoying Florida living!

2752 Hidden Lake Boulevard Unit C, Sarasota
1010 Villagio Circle Unit 104, Sarasota
$224,900
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
638 N Jefferson Avenue Unit 15, Sarasota
$154,900
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
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