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500 N Jefferson Avenue Unit H1, Sarasota
$140,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
**PRICE IMPROVEMENT** CASH OFFERS ONLY....One of more photos was virtually staged. Welcome to this light-filled end-unit 2-bedroom, 1-bath villa-style condo located ONE MILE FROM DOWNTOWN SARASOTA. Offering rare privacy, abundant natural light, and valuable recent updates, this home is an excellent opportunity for a primary residence, seasonal retreat, or investment property. Recent improvements include a NEW ROOF, NEW A/C, BRAND-NEW STAINLESS APPLIANCES including a DISHWASHER, and a refreshed bathroom. The home also features tile flooring in the main living areas and bedrooms, an open and airy floor plan, vaulted ceilings. and four sliding glass doors that create an easy indoor-outdoor flow. Outdoor living is a standout feature, with a private front courtyard and one of the LARGEST BACK PATIOS in the community—perfect for morning coffee, outdoor dining, entertaining, or simply relaxing in your own peaceful retreat. As an end unit, the home offers added privacy and a comfortable layout that is hard to find in a condo setting. Conveniently located near downtown Sarasota, SRQ Airport, shopping, dining, beaches, and everyday amenities, this low-maintenance home offers both lifestyle and value in a sought-after location.

500 N Jefferson Avenue Unit H1, Sarasota
442 N Jefferson Avenue, Sarasota
$135,000
2 Beds ⋅ 2 Baths ⋅ Aspen Woods West SubDv. ⋅ 34237 Zip Code
Experience villa living at its best in a prime Sarasota location! This home offers two bedrooms, two bathrooms, newer a/c and an inviting open floor plan designed for comfortable everyday living. A low HOA covers pool, trash, and sewer—adding value and peace of mind. Relax year-round in the bright, open sunroom—perfect for enjoying the outdoors without the hassle of pests. Just steps from your door, the community pool offers a refreshing retreat on sunny afternoons. Located only minutes from downtown dining, shopping, and the iconic Ringling Bridge, spontaneous nights out are always within easy reach. This villa is a true gem in an unbeatable location—don’t miss your opportunity. Schedule your showing today!

442 N Jefferson Avenue, Sarasota
500 N Jefferson Avenue Unit 5J, Sarasota
$135,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
SELLER FINANCING AVAILABLE! Welcome to a rare opportunity to own an updated villa-style 2-bedroom condo just over a mile from downtown Sarasota at a price point that’s becoming increasingly hard to find. This property can be rented immediately, making it an investor friendly option. This light and bright, newly renovated home features vaulted ceilings, fresh paint throughout, brand-new flooring, in unit washer/dryer and an updated kitchen with new cabinetry, new range, refrigerator and a 2025 roof! The open, airy feel is enhanced by natural light and thoughtful updates that make the space feel clean, modern, and move-in ready. What truly sets this home apart are the two private, fully fenced outdoor spaces—a front courtyard and a rear porch, both with new decking. This indoor-outdoor layout offers rare privacy for a condo and is perfect for entertaining or creating a personal outdoor retreat. Condo fee of $450 includes trash, water, sewer, community pool, lawn and exterior maintenance. Located just minutes from downtown Sarasota’s dining, arts, and waterfront, this home delivers walkable proximity and unbeatable convenience without the downtown price tag. Whether you’re looking for a low-maintenance Florida getaway or a full-time residence close to the action, this property offers exceptional value and lifestyle appeal.

500 N Jefferson Avenue Unit 5J, Sarasota
2425 Aspinwall Street Unit 2425, Sarasota
$135,000
2 Beds ⋅ 2 Baths ⋅ Village The SubDv. ⋅ 34237 Zip Code
Motivated seller! Welcome to The Village. A quaint enclave of just 18 villas surrounded by mature landscaping, yet just minutes from downtown Sarasota. This 2-bedroom, 2-bath villa offers an excellent opportunity for an investor, first-time homebuyer, or winter retreat. The open great room design features tile flooring throughout, creating a bright and inviting living space. Both bedrooms include walk-in closets and en-suite bathrooms, providing comfort and privacy. New vanities in both bathrooms. The updated kitchen boasts quartz countertops and a separate island for additional workspace—perfect for cooking and entertaining. Step outside to the covered patio, where you can enjoy garden views with a partial pond backdrop. Additional highlights include a new roof in 2025 and one assigned parking space. Ideally located just minutes from Downtown Sarasota/Main Street, St. Armand's Circle, and Lido Key, you’ll have easy access to world-class dining, shopping, cultural attractions, and beautiful beaches. Whether you’re looking for a full-time residence, vacation getaway, or rental property, this delightful home offers the perfect blend of location, lifestyle, and value.

2425 Aspinwall Street Unit 2425, Sarasota
918 La Costa Circle Unit 3, Sarasota
$130,000
2 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
Priced to sell, this beautifully furnished 2-bedroom, 1-bath condo is conveniently located just half a mile from Downtown Sarasota’s Main Street and only 4 miles to Lido Beach and St. Armands Circle. Perfect for a second home to escape those cold winters, or make it an investment property ready to rent and produce income, if you have 1031 exchange the sellers are ready to accomodate a quick closing, or make it your primary residence, you can't find a better priced condo this close to all downtown Sarasota has to offer as well as it's close proximity to the world famous white sandy beaches of Siesta Key and Lido. Situated in a secure gated community with a serene, park-like setting, residents enjoy access to two community pools (one heated), a community room with full kitchen, and a well appointed exercise room. The condo is being sold **fully furnished**, offering an easy move-in experience in one of Sarasota’s most convenient locations. The kitchen and bathroom have granite counter tops. The water heater was replaced within the past year. Don’t miss this opportunity! HOA includes water/sewer/trash and exterior maintenance.

918 La Costa Circle Unit 3, Sarasota
2304 Ringling Boulevard Unit 101, Sarasota
$126,000
1 Beds ⋅ 1 Baths ⋅ Garden Apts SubDv. ⋅ 34237 Zip Code
H U G E P R I C E R E D U C T I O N!! **!! SELLER SAYS……SELL !!** Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Fresh paint, a full bathroom and a BIG WALK-IN CLOSET!! Newer kitchen appliances, counter tops and cabinets. This condo is light, spacious and accessible. This home also has its own reserved parking space and there is guest parking on site. The association has just updated the laundry facility with brand new washers and dryers. It is perfect as a weekend get-a-way, or as your primary residence. It is also in a rental friendly community and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy! Don’t let this deal get away from you.

2304 Ringling Boulevard Unit 101, Sarasota
2717 Hidden Lake Boulevard Unit B, Sarasota
$124,000
2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Motivated seller has beautifully updated this 2-bedroom, 2-bath condo which offers a fully renovated interior with modern finishes and true move-in-ready appeal. The unit features new flooring throughout, fresh interior paint, new kitchen cabinets with quartz countertops, updated bathroom vanities in both bathrooms, and new ceiling fans—all completed in 2025. Enjoy additional living space with a screened-in lanai, perfect for relaxing and taking in the Florida lifestyle. Additional upgrades include a newer A/C system and appliances installed in 2024, along with a new roof completed by the condo association in 2024, providing added peace of mind. Located in the Hidden Lake community, residents enjoy access to a pool, fitness center, and tennis court, creating a comfortable and active environment. Ideally situated in the heart of Sarasota, this property offers convenient access to downtown Sarasota, UTC shopping and dining, SRQ Airport, and the Gulf beaches. Whether you are searching for a primary residence, seasonal retreat, or investment opportunity, this condo delivers on both location and quality updates.

2717 Hidden Lake Boulevard Unit B, Sarasota
2617 Pine Lake Terrace Unit B, Sarasota
$120,000
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
2155 Wood Street Unit A26, Sarasota
$110,000
2 Beds ⋅ 2 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!

2155 Wood Street Unit A26, Sarasota
3421 Overcup Oak Terrace, Sarasota
$110,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! Why Rent When You Can Own Affordable Sarasota Living? Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the city limits. This 2-bedroom, 2-bath home offers 1,065 sq. ft. of living space and sits on a desirable corner lot, providing extra space and excellent potential to update and personalize. The home has great bones, with several major systems already updated for peace of mind: • A/C replaced in 2024 • Hot water heater (2020) • Electric meter (2024) • New carport (2025) • Kitchen subfloor replaced with new plywood (2025) A generously sized covered and screened Florida room runs along the side of the home—perfect for relaxing, entertaining, or enjoying the Florida lifestyle year-round. Oakwood Manor is a welcoming 90-acre community known for having some of the lowest maintenance fees in the area and a friendly, active atmosphere. Residents enjoy a vibrant clubhouse with fitness room, dance floor, library, and a full calendar of social activities. Outdoor amenities include a heated pool, hot tub, shaded seating areas, putt-putt golf, bocce ball, ping-pong, pool table, shuffleboard, and cornhole. There’s also a charming park with picnic tables and a community grill, perfect for gathering with friends and neighbors. Love pickleball? Courts are just a short bike ride away along the Legacy Trail, which runs adjacent to the community. Conveniently located just minutes from downtown Sarasota, beautiful Gulf beaches, shopping, dining, and major hospitals. Please note: Oakwood Manor does not allow pets or motorcycles. Come see for yourself why residents love calling Oakwood Manor home—schedule your private showing today!

3421 Overcup Oak Terrace, Sarasota
2155 Wood Street Unit A14, Sarasota
$105,000
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
2613 Pine Lake Terrace Unit D, Sarasota
$105,000
1 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
End-unit condo with screened balcony • Treed views • Near downtown Sarasota, Lido Beach, St. Armands Circle Tucked inside Hidden Lake Village, this second-floor 1-bedroom, 1-bath end-unit condominium offers a balance of privacy, natural light, and updated interiors in a central Sarasota location. The end-unit positioning allows for additional windows and a bright, open feel throughout the living and dining areas. Inside, the home features luxury vinyl plank flooring (2020) and fresh interior paint (2026), creating a clean, updated look. The galley kitchen includes ample cabinet space, natural light, and newer appliances (2024). The bathroom has been fully remodeled with an updated shower (2024). Recent upgrades provide added value and efficiency, including hurricane-impact windows (2023), water heater (2024), and community-wide roof replacement (2025). A/C replaced in 2013. One of the standout features is the private screened balcony overlooking mature trees, offering a quiet outdoor space with a natural view. Hidden Lake Village amenities include two community pools, tennis courts, walking paths, picnic areas, on-site laundry facilities, assigned parking, and guest parking. Located with convenient access to downtown Sarasota, St. Armands Circle, Lido Beach, Ed Smith Stadium, and nearby shopping and dining. Leasing allowed with 8–12 month minimum, offering flexibility for investment or seasonal use.

2613 Pine Lake Terrace Unit D, Sarasota
2304 Ringling Boulevard Unit 104, Sarasota
$95,000
1 Beds ⋅ 1 Baths ⋅ Garden Apts SubDv. ⋅ 34237 Zip Code
Opportunity awaits in this charming 1-bedroom, 1-bath first-floor residence with deeded parking in a highly desirable Sarasota location. Just steps from vibrant downtown Sarasota. This home places you close to theaters, fine and casual dining, entertainment, shopping, and the area’s renowned beaches. With convenient no-stair access and excellent fixer-upper potential, it is ideal as a primary residence, seasonal retreat, or income-producing investment. The unit is ready for updates and has been priced accordingly, offering exceptional value in a sought-after setting.

2304 Ringling Boulevard Unit 104, Sarasota
2621 Pine Lake Terrace Unit A, Sarasota
$90,000
2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Partially remodeled. Ready for your finishing touches! Both baths and flooring have been updated along with plumbing in both bathrooms. Needs kitchen finished. Bottom floor unit for easy access. Centrally located close to downtown and beaches. Community pool, tennis courts, clubhouse and more!

2621 Pine Lake Terrace Unit A, Sarasota
2609 Pine Lake Terrace Unit D, Sarasota
$90,000
1 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Short term rentals allowed (Airbnb / Vrbo) Gorgeous condominium located just minutes from Downtown Sarasota and the world-famous Siesta Beach and Lido Beach. This cozy second-floor, one-bedroom, one-bath residence offers serene, lush treetop views and a bright, inviting atmosphere. The condo features ceramic tile flooring throughout and a beautifully remodeled kitchen with granite countertops. Monthly fees include water, sewer, trash, cable/internet, and pest control for truly low-maintenance living. The community offers an extensive list of amenities, including two swimming pools, tennis courts, a fitness center, billiards room, library, and on-site nighttime security. This maintenance-free condominium is perfect as a charming getaway, full-time residence, or an excellent investment property.

2609 Pine Lake Terrace Unit D, Sarasota
3318 Overcup Oak Terrace, Sarasota
$80,000
2 Beds ⋅ 1 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Oakwood Manor, a beautiful 55+ RESIDENT-OWNED community in stunning Sarasota, Florida! You can’t beat the low HOA fee of just $190 per month for a gated community with so many activities and amenities! This charming single-wide has a lovely floor plan, with a large carport, and a separate screened room for plenty of outdoor living space. When you enter the front door, you’ll step into the kitchen, with plenty of natural light and a lovely seating area. The washer and dryer can also be found here. Behind the kitchen is the living room, from which you can also access the screened in room. The second bedroom has a generously sized closet. The bathroom is a jack and jill style, with access from the hallway and from the master bedroom. The master bedroom is at the rear of the home, and has plenty of closet space, plus built-ins, perfect for a home office! This home is being sold FULLY FURNISHED and turnkey; schedule your showing today!

3318 Overcup Oak Terrace, Sarasota
3335 Spanish Oak Terrace, Sarasota
$73,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Bungalow style 2 bed 1.5 bath SPLIT PLAN furnished home located in the ONLY Resident Owned Park in the City limits of Sarasota!! Plenty of living space with the push out, open Florida room and screened lanai for outdoor living space. Updates/notes include: Metal Roof Over, HVAC 9/2020, Square D Panel 2018, Water Heater 2025, Main Bath updated vanity and stool, plumbing copper, Sewer line updated, GE Washer updated. Refrigerator not cooling. Few soft spots. Tented 7/2025 with renewable life time warranty. 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, horseshoes and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. 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.

3335 Spanish Oak Terrace, Sarasota
3415 Spanish Oak Terrace, Sarasota
$70,000
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 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. This property is priced with flexibility in mind: * Update and customize to your taste * Or remove and install a brand-new home Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced just a few years ago 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
103 Oakwood Boulevard, Sarasota
$69,500
1 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
PRICE REDUCED - on a DESIRABLE LOT with extra large private drive located in a charming gated community. This 1 bed 1.5 bath home is a great deal as the land value alone is close to the list price. The living room has new sheet rock ceiling and wicker furnishings. The kitchen, baths, and living room floors & subfloors have been updated and the inside breaker box is updated as well. The HVAC system installed in 2019. The 180sf Florida room gives additional living space making this a this fantastic choice for someone looking for a potential property to make their own. Located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boast low maintenance fee with its vast amenities starting with the large Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, 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 tables and lounge chairs and remodeled 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, horse shoes and corn hole. Oakwood Manor is a highly social community with many groups and activities to be a part of. We are located adjacent to Legacy Trail and 12 new pickle ball courts managed by the City. Close to downtown, shopping and dining. Please note that Oakwood is a NO pet and NO motorcycle Park.

103 Oakwood Boulevard, Sarasota

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