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Westchester Condos Sold55+ Active Adult

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Results 29 of 41
Sold - Jun 24, 2026
Westchester, 2244 Winkler Ave #213, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #213, Fort Myers, Florida 33901, image 2
Westchester, 2244 Winkler Ave #213, Fort Myers, Florida 33901, image 3
$133,000 $10K
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $112/SqFt
Entry-Level
Condo sold in Westchester
2244 Winkler Ave #213, Fort Myers, FL 33901
Priced below appraised value for lovely 2/2 on quiet poolside rear wing of westchester, a friendly active 55+ community. Comes with carport, features pool & courtyard views. Move in ready, furnished, great midtown location. Note - hoa of $432/mo pays insurance (drywall out), water, sewer, trash + amenities (big heated pool, clubhouse, gym, fire pit, sauna+ irrigation, green space w tropical plants) + healthy reserves. Owner financing or lease purchase considered for well qualified buyer. Updates: brand new cabinetry, granite countertops & backsplash, mirrors & lighting in both baths! Other recent upgrades include impact windows, ac (14 seer), stainless steel kitchen appliances (samsung), washer/dryer (lg), glass shower in primary en suite carpet, tile, & hwh. Spacious 1187 sq ft under air. (please see 2 virtual tour links.) split bedrooms & great room design perfect for year round residents or snowbirds. Kitchen shines w quality appliances, ample storage & pantry. Dining room flows to roomy living area w bump out by far wall of impact windows - currently has computer desk & reading nook. Primary bedroom at rear (roomy enough for king bed, 2 tables, armoire & dresser) & glass shower in primary en suite bathroom & walk in closet. Spiffy full size washer & dryer is tucked in the hall leading to guest bedroom & bath. Elevator 25 steps away as is secure storage for bikes/beach toys. Adjacent to edison mall, close to dining/shops/river district, historic thomas edison/henry ford estates, lush fm country club's public golf course. Investors, no waiting period for rentals. Prior buyer's financing failed; inspected, repairs done, appraised well. 14 mi to beach. Few staging items excluded.
Westchester, 2244 Winkler Ave #210, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #210, Fort Myers, Florida 33901, image 2
$94,000
  • 2 Beds
  • 2 Baths
  • 1,052 SqFt
  • $89/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #210, Fort Myers, FL 33901
This 2nd-floor, 2-bedroom, 2-bathroom condo is located in a vibrant 55+ community and offers great potential for personalization with some updating. The unit is ideally situated within walking distance to the edison mall and just minutes from downtown fort myers, providing convenient access to shopping, dining, and entertainment. The community boasts an array of amenities, including a heated swimming pool, spacious clubhouse, fitness center, shuffleboard, and more, making it an excellent choice for an active lifestyle in a prime location. Furniture is negotiable.
Westchester, 2264 Winkler Ave #311, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #311, Fort Myers, Florida 33901, image 2
$139,000
  • 1 Beds
  • 1 Baths
  • 793 SqFt
  • $175/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #311, Fort Myers, FL 33901
This 1/1 condo is a jewel box & features improvements from the drywall out in friendly, active 55 up community. Tons of upgrades. Structural improvements include impact windows, all plumbing & electrical meet code, pot/recessed/high impact lighting, fresh paint, upgraded doors & luxury vinyl flooring. Interior features; whole new kitchen w glittering quartzite on counters/island & arched breakfast bar. Abundant wood cabinets (all soft close, glass door display upper cabinet, deep pot drawers, lazy susan + additional storage in 2 custom cabinets & mechanicals closet). All ge energy star stainless appliances (low decibel dishwasher w steam option, brand new french door fridge - ice/water - multi-function range, microwave) undermount sink w sensor faucet, backsplash, custom lit tray ceiling. Dining & living is perfect to entertain. Bedroom is oversize (15'4" x 14'), has 2 closets (the walk in closet has lg full size w/d) w clever storage in double closet opposite the king bed. Bath has new vanity, toilet, lighting, reglazed tub. New screen door, keyless entry, hwh 2022. Carport included. Enjoy heated big pool, gym, fire-pit, clubhouse, sauna & more. Milestone survey done, no assessment due. Buyers and their agents welcome, owners here for winter but easy to w reasonable notice. Hoa drops to $420/mo 1/1/25 & pays insurance from drywall out, water, sewer, trash, amenities, reserves. Located in upcoming midtown near edison mall & shopping, dining, river district, 15 mi to beach.
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Westchester, 2264 Winkler Ave #304, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #304, Fort Myers, Florida 33901, image 2
$150,000 $6K
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $131/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #304, Fort Myers, FL 33901
A beautifully maintained, furnished 2 bed 2 bath condo that is part of the 55+ community that is westchester condos, offering a comfortable and convenient lifestyle for active adults. This third floor unit features an open concept layout, stainless steel appliances, and granite countertops. Enjoy a relaxed and low maintenance living environment complete with a clubhouse, swimming pool, fitness center, laundry facilities on every floor, extra secure storage and more. With easy access to the vibrant amenities of fort myers, it is ideal for both retirees and working professionals. Enjoy a short drive to downtown entertainment and shopping, edison mall, nearby hospitals, medical centers and public transportation options. This lovely condo in the westchester condos community on winkler avenue offers a blend of comfort, convenience, and community, making it a perfect choice for anyone looking to enjoy the best of fort myers living. For more information or to schedule a viewing, please contact the listing agent.
Westchester, 2244 Winkler Ave #205, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #205, Fort Myers, Florida 33901, image 2
$107,000 $8K
  • 1 Beds
  • 1 Baths
  • 834 SqFt
  • $128/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #205, Fort Myers, FL 33901
Discover the perfect blend of comfort and convenience in this newly updated condo ideally situated near shopping, dining, golf courses, and the vibrant riverfront district. Step into a refreshed interior featuring new appliances, freshly painted walls, and stunning new flooring throughout. Located within a well-managed 55+ community, this residence offers a wealth of amenities tailored for a relaxed lifestyle. Spend leisurely days at the pool, socialize in the community spaces, or simply unwind in the tranquil surroundings. Don't miss the opportunity to make this meticulously maintained condo your new home, where modern updates and an array of nearby attractions combine to offer an exceptional living experience. Schedule your showing today and envision the lifestyle awaiting you in this desirable neighborhood.
Westchester, 2264 Winkler Ave #210, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #210, Fort Myers, Florida 33901, image 2
$124,999
  • 2 Beds
  • 2 Baths
  • 1,071 SqFt
  • $117/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #210, Fort Myers, FL 33901
Nicely maintained 2 bedroom, 2 bathroom condo, not far from downtown ft myers, shopping and restaurants * newer roof * newer laminate wood flooring * freshly painted * some newer fixtures * new kitchen counter tops and resurfaced bathtub * new vanities * brand new ac * brand new h2o heater * large main suite with walk-in closet * very well kept community, with elevators, gym and pool * a must see!
Westchester, 2264 Winkler Ave #105, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #105, Fort Myers, Florida 33901, image 2
$95,000 $5K
  • 1 Beds
  • 1 Baths
  • 812 SqFt
  • $117/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #105, Fort Myers, FL 33901
Welcome to your stylish and convenient oasis in westchester! This beautifully updated first-floor unit offers the perfect blend of modern comfort and convenience. Step into the updated kitchen featuring renovated flooring, soft-close cabinets, and stainless steel appliances, making meal preparation a breeze. A convenient pantry provides ample storage space for all your culinary essentials. The spacious living room is perfect for entertaining or relaxing after a long day, adorned with plantation shutters that add a touch of elegance to the space. An additional storage closet off the living area offers plenty of shelving to keep your belongings organized and tidy. The updated bathroom boasts a modern vanity, shower tile, and flooring, ensuring both style and functionality. Retreat to the primary bedroom, where plantation shutters and a beautiful view of the courtyard create a serene atmosphere for rest and relaxation. Assigned parking and an additional storage closet located outside of the unit provide added convenience for your belongings. Westchester is undergoing a fresh exterior paint job, enhancing the curb appeal of this charming community. Outside, beautifully landscaped grounds with ample green space invite you to enjoy the serene courtyards. Residents of westchester enjoy access to a clubhouse with a full kitchen, gym, sauna, shuffleboard, and a sparkling community pool, offering endless opportunities for relaxation and recreation. Water is included in the hoa fees, providing added value and convenience for residents. Plus, with shopping and dining options just steps away at edison mall, and vibrant downtown fort myers and world-famous beaches only a short drive away, you'll have everything you need right at your fingertips. Don't miss out on the opportunity to make this your new home sweet home in fort myers! Schedule a showing today and experience the best of florida living at westchester.
Westchester, 2264 Winkler Ave #114, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #114, Fort Myers, Florida 33901, image 2
$110,000 $10K
  • 1 Beds
  • 1 Baths
  • 804 SqFt
  • $137/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #114, Fort Myers, FL 33901
This first floor condo in 55+ community lies in the heart of fort myers. Conveniently located to shopping and dining at the edison mall, you're also 10 minutes from downtown fort myers, with easy access to the midpoint bridge to cape coral. The condo does have hurricane windows and new plumbing. In the light and bright kitchen, you'll enjoy plenty of counter space to prepare meals and walk-in pantry. The condo has easy to maintain tile and carpet in the living area and bedroom. The spacious owner's suite boasts a large window and walk-in closet, and ensuite bathroom that has a shower/tub combo, vanity and toilet. There is no washer/dryer in this unit but building does have laundry facilities. This community of westchester has amenities such as a swimming pool, large clubhouse with catering kitchen, shuffleboard and fitness center. This is the perfect florida condo for those seeking a relaxing and sun-filled get-a-way with easy access to the best that fort myers has to offer.
Westchester, 2244 Winkler Ave #205, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #205, Fort Myers, Florida 33901, image 2
$109,000
  • 1 Beds
  • 1 Baths
  • 834 SqFt
  • $131/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #205, Fort Myers, FL 33901
Bring your creative ideas to update this 834 sq ft under air 1/1 condo. Huge potential in this hidden gem in a stable/well managed 55+ community. See virtually staged photos side by side with current hd photos +virtual tour/drone/floorplan. All systems work, perfect price, location & neighbors for year round or snowbird. Kitchen has plenty of cabinets plus a closet as a pantry. Dining table by sunny front windows protected by hurricane shutter. Open to living room. Bedroom at rear & note the bump out by rear windows is great for computer space.(see virtual staged photos). En suite w shower only & walk in closet. Ac/hot water heater by bath w shelf for extra storage. Hoa is $400/mo but pays water, sewer, trash and building insurance (covers from drywall out, you pay only for ho6/drywall in coverage)+ plus amenities (big heated pool, clubhouse, gym, sauna)+ irrigation, tropical plantings + healthy reserves. Elevator is nearby w convenient secure laundry/storage closet around a corner. Adj to edison mall, close to dining/shops/riverfront district & 1 mile to fort myers country club (100 acre public golf course after its $5.8m reno). Note 1 car, cats birds ok but no dogs per hoa rules.
Westchester, 2244 Winkler Ave #103, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #103, Fort Myers, Florida 33901, image 2
$198,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $167/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #103, Fort Myers, FL 33901
Beautifully & completely updated 2/2 under $200k! Fine details in this ground floor home featuring rare private patio - perfect to enjoy morning coffee, sunrises or grill out. (see 2 virtual tours w zoom out dollhouse, hd photos & drone.) improvements thru out entire unit include impact glass, ceramic wood plank tile, fresh paint, crown molding, plantation shutters, doors. Modern great room floor plan. Enter to stunning kitchen w gleaming granite counters, tons of prep space, island & broad breakfast bar. Kitchen flows to spacious dr/lr that ends at wall of windows overlooking lush landscape. Impact slider leads to 9 x 13 patio, a serene oasis surrounded by tropical plants. Primary at rear by en suite w walk in closet (clever storage) big vanity, glass enclosed shower, modern tile. Guest bdrm at front w roomy closet. Guest bath w updated vanity/lighting. W/d by new storage cabinets, 1 holds 2 golf bags. Note; seeing eye/certified active service dogs only allowed, cat/bird ok. Hoa $400/mo pays bldg insurance/water/sewer/trash/pool/clubhouse/gym/secure storage closet on same floor by elevator. Quiet, friendly 55+ community in heart of town. Adj to mall, close to golf/shopping/dining.
Westchester, 2244 Winkler Ave #302, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #302, Fort Myers, Florida 33901, image 2
$160,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $135/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #302, Fort Myers, FL 33901
Move in ready! Inspection done & the few repairs needed already completed. Furnished 1187 sq ft updated 2 bed/2 bath in friendly 55 up community. Click link to hd photos & virtual tour. Sellers invested in long term improvements like new ac ($9k done 7/22 w 2 yr service contract, 10 yr warranty) & hot water heater ($1400 in 3/23 w transferable warranty). Any serious cook will be thrilled by wood cabinets that wrap around the kitchen, stack of spice drawers by microwave, soft close drawers, buffet w wine rack, granite counter prep space, 2021 stainless appliances (french door fridge - dispenses ice/water). Cozy breakfast bar also a pass thru to combined dining/living rm. Reading nook w lazyboy recliners by far windows overlook a peaceful view. Primary suite has king bed, tables, dresser, tv, walk in closet. 2021 oversize granite vanity/backsplash. Ample storage. W/d by guest bath. Guest bdrm has queen adjustable bed w remote, triple door closet, tv. Hurricane shutters & no ian damage to unit. Big heated pool, clubhouse w gym, parking right in front. Hoa of $400/mo pays bldg insurance, water/sewer/trash. Adjacent to edison mall, close to downtown/shopping/dining. Storage by elevator.
Westchester, 2244 Winkler Ave #211, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #211, Fort Myers, Florida 33901, image 2
$195,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $164/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #211, Fort Myers, FL 33901
Newly updated & luxurious 2/2 tucked in heart of town. Must see hd photos, drone, virtual tour to appreciate. Fully furnished w quality & comfort. Move in ready. Updates: ceramic wood plank flooring, lighting, fresh paint, plantation shutters throughout; wide open kitchen w 60+ sq ft of granite, gleaming prep & entertainment space; stainless (oven, french door ice/water fridge); white wood soft close cabinets (many pot drawers storage, lazy susan), broad island w seating, undermount sink, tray ceiling, under cabinet lights, pantry + crisp backsplash. Impact windows = safety & no noise at all! Office/reading nook views huge graceful tree & greenspace. Also new - granite top vanities both baths, handsome tile & listello border, glass enclosed mba shower, toilets. Split bedrooms; guest in front w roomy triple door closet. Room to add stack w/d in hall off bath. Master bdrm at rear w king bed/2 side tables/chairs/dresser. M bath has oversize vanity, walk in closet w storage. Carport outside front door @ elevator. Just 20 steps to elevator, storage closet & laundry. Hoa $400/mo pays bldg insurance & amenities (pool, clubhouse, gym). A mile from riverfront district, shopping/dining, .
Westchester, 2244 Winkler Ave #311, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #311, Fort Myers, Florida 33901, image 2
$185,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $156/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #311, Fort Myers, FL 33901
New, new, new - over $40k value in updates. Please see hd photos, virtual tour of move in ready beautifully updated 2/2 in friendly 55 up community in heart of fort myers. New open kitchen, lg appliances (see convection/air fryer oven, french door fridge w bottom freezer/icemaker) crisp white cabinets (pot drawer storage in spacious island), gleaming granite tops counters & matching island w lip seating at island/breakfast bar, undermount sink/faucet, pantry + bright backsplash. Open great room w new crown molding & baseboards. View is a graceful tree/landscaped area from 3rd floor. Steps to elevator. Rear windows have electric hurricane shutters, front windows manual. New lv flooring in main living areas, new carpet in bedrooms. New granite top vanities both baths, new toilets. New lighting. Entire unit freshly painted. Unit is set back in well maintained green space, no street noise. Split bedrooms; guest in front w roomy triple door closet, w/d hookup in hall off bath, master bdrm at rear has room for king bed + 2 side tables. M bath big new vanity, walk in closet. Storage by elevator. $325/mo hoa pays bldg insurance & amenities (pool, clubhouse, gym). Close to shopping/dining.
Westchester, 2244 Winkler Ave #105, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #105, Fort Myers, Florida 33901, image 2
$130,000
  • 1 Beds
  • 1 Baths
  • 834 SqFt
  • $156/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #105, Fort Myers, FL 33901
If you are looking for a retreat from the cold and snow of the north but don’t want the maintenance hassles that go along with a second home, then this charming 1 bed, 1 bath condo is perfect for you. Located along popular winkler avenue you will be close to everything that downtown fort myers has to offer, including the edison and ford winter estates. You’ll love the convenience of this first floor home with large open rooms and plantation shutters throughout. The kitchen space will delight you with lots of cabinets and counter space, including a large peninsula where you will enjoy your morning beverage of choice. A king sized bed will easily fit into the bedroom while still leaving plenty of space for other furniture including a little nook perfect for a sitting area. With a large walk-in and laundry room, storage will not be a problem.
Westchester, 2264 Winkler Ave #204, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #204, Fort Myers, Florida 33901, image 2
$179,900
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $157/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #204, Fort Myers, FL 33901
You’ll love the modern updates in this spacious 2 bed, 2 bath 1143 square foot furnished condo located along popular winkler avenue where you will be close to everything that downtown fort myers has to offer, including the edison and ford winter estates. The large great room is light and airy with windows on three sides, decked out in plantation shutters, which are carried throughout the home. There is plenty of space for living and dining with a perfect little niche for a home office or crafting area right under the back windows. The open kitchen is connected by a granite topped breakfast bar and features white shaker cabinets wearing granite countertops and backsplash. The large island is a bonus and stands out in rich dark colors with extra seating, perfect for entertaining a crowd or just a few friends. The bedrooms and bathrooms are spacious and accompanied by a convenient in-unit laundry. Whether you are looking for a full time home or just an escape from the cold and snow of the north, this is the perfect condo for you.
Westchester, 2264 Winkler Ave #309, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #309, Fort Myers, Florida 33901, image 2
$185,000
  • 2 Beds
  • 2 Baths
  • 1,346 SqFt
  • $137/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #309, Fort Myers, FL 33901
Please see virtual tour & hd photos to appreciate this largest floorplan, 2/2 sunny end unit w over $35k in upgrades in a friendly 55 up community. Back on market due to buyer's loan failing. See completely updated kitchen - over 65 sq ft of granite counters & matching island for food prep, stainless appliances, soft close wood cabinets & pantry. Kitchen is open to the spacious living/dining room w breakfast bar seating & dining area for gatherings. This end unit features an extra 200 sq ft perfect as an office nook overlooking the grounds. Note the custom stained crown molding & baseboards & tile plank flooring in every room, updated granite vanities in baths, impact windows, barn door to master bath, walk in closet in master w shelving, high end lighting. Assigned carport steps from entry. Hoa of $325/mo covers amenities (pool, clubhouse, gym, sauna) insurance/water/ sewer/trash. Separate storage on same floor for bikes/beach toys. Adjacent to edison mall, a quiet, well run complex - recent roof w no assessment. Close to dining/shops/riverfront district/1 mile to fort myers country club, a 100 acre public golf course that underwent a $5.8m reno. Note 1 car, no dogs per hoa rules.
Westchester, 2264 Winkler Ave #211, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #211, Fort Myers, Florida 33901, image 2
$128,900
  • 1 Beds
  • 1 Baths
  • 793 SqFt
  • $163/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #211, Fort Myers, FL 33901
Seller to credit buyer $2, 000 at closing toward a ventless stackable washer/dryer community laundry also available. Remodeled! Westchester 55+ condo community. Low hoa fee $325 month. Great neighbors and a well maintained and extremely financially well off community in the heart of fort myers within walking distance to anything you need. The hoa fees cover lawn maintenance, water, sewer, irrigation, pest control, insurance and rec. Facilities with a heated pool, exercise and community room! The lowest hoa fee you will find for this kind of value! Remodeled and move in ready this spacious 800 sq ft 1 bed/1 bath unit features luxury vinyl plank flooring with sound & vapor proof underlayment, modern square baseboards throughout, hurricane impact windows, freshly textured and painted walls throughout with a great open floor plan concept with a huge master bedroom and walk in closet with great manicured lawn views. This unit is on the 2nd floor with close elevator access. Use the common laundry facilities just 2 doors down or there is room to add laundry facilities inside the unit. Also comes with an additional storage unit on the unit floor. A definite must see!
Westchester, 2264 Winkler Ave #302, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #302, Fort Myers, Florida 33901, image 2
$145,000
  • 2 Beds
  • 2 Baths
  • 1,160 SqFt
  • $125/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #302, Fort Myers, FL 33901
A very nicely located condo close to everything in a very peaceful 55+ community. Partially renovated with nice hurricane shutters and plantation shutters. Has a covered carport space included. Walking distance to the mall, the movie theatre and lots of dining choices. Fully furnished and can be leased out.
Westchester, 2244 Winkler Ave #208, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #208, Fort Myers, Florida 33901, image 2
$150,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $126/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #208, Fort Myers, FL 33901
Fantastic and affordable 2 br 2 ba condo close to downtown fort myers, lee memorial hospital, shopping and dining! Excellent investment property with a built-in tenant who would love to stay! Renovated just a few years ago with an open floor plan, plantation shutters, newer tile & carpet! Maintained beautifully! This condo community has great residents who care for each other! Beautiful sparkling pool!
Westchester, 2244 Winkler Ave #207, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #207, Fort Myers, Florida 33901, image 2
$115,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $97/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #207, Fort Myers, FL 33901
2 bedroom, 2 bathroom condo now available in the lovely westchester condo community! This 55+ community is within walking distance of many restaurants and shopping. The community pool is just outside your window! Every window in the condo has mannual storm shutters. This condo comes with an extra storage space located on the same floor as well as community laundry room. With a little tlc, this condo will shine! Elevator and stairs are available.
Westchester, 2264 Winkler Ave ##203, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave ##203, Fort Myers, Florida 33901, image 2
$142,000
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $124/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave ##203, Fort Myers, FL 33901
Spacious 2 bedroom, 2 bath condo turkey! Open floor plan turnkey being equipped with all you need. This unit will make you feel at home with the huge kitchen with an abundance of cabinets for storage, including two pantry cabinets, corian counters with a breakfast bar and island. There is a large storage closet in the kitchen for stocked items. Plantation shutters throughout, also impact resistant windows. Laminate wood-look flooring, a tv the main bedroom has the wood look laminate, a king-sized bed, nightstands and bureau, you’ll enter the main bath through the pocket door, for added privacy this is a split floor plan, so go back upfront to find the second bedroom offering ceramic tiled floors, twin beds, a bureau and an oversized closet located just steps away from the hall bath. Hall closet which some have converted to a laundry area. There is also a separate storage area near the elevators for those extras i.E. Bike, beach chairs etc. Yes, this community offers an elevator to assist us with bringing groceries up to the 2nd floor. Westchester ii is a friendly, active 55+ community, hoa includes heated pool, community center, gym, plus water, sewer and trash.
Westchester, 2264 Winkler Ave #304, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #304, Fort Myers, Florida 33901, image 2
$145,000
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $127/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #304, Fort Myers, FL 33901
Beautiful open floor plan in this over 55 community. Very close to the mall and great shopping and restaurants. Maple cabinets and granite tops in the kitchen & bathrooms. This unit shows like a model home! Stainless appliances, new doors, trim and baseboards. All upgrades are beautifully done and the unit is move in ready. Water heater new in 2021, ac new in 2017. Come see this beautiful condo in this lovely community because it will not last long! One car only per unit and cash only.
Westchester, 2264 Winkler Ave #104, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #104, Fort Myers, Florida 33901, image 2
$139,900
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $122/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #104, Fort Myers, FL 33901
No open house as pending. Updated ground floor 2/2 in 55 up community located in the heart of fort myers. See virtual tours/floorplans/3d. Kitchen features granite w breakfast bar & island, newer appliances, tray ceiling w fan open to living/dining area. Note the cabinetry in hall by new ventless combo washer/dryer, tile throughout the home except for new carpet in split bedrooms. Crown molding, neutral paint, plantation shutters, impact resistant windows, recent hvac, spacious master bedroom w frameless glass surround in master bath, walk in closet w wire shelving. Lovely garden views. Covered parking steps from your door, elevator close by to go visit friends in the building or head over to the community pool w sauna or clubhouse w gym. Hoa covers amenities, water, sewer & trash:condo docs + budget attached supplement. Separate storage by elevator for bikes or beach toys. Adjacent to edison mall, a quiet complex just 3 miles from the activities, dining, shops & events of downtown riverfront district/1 mile from fort myers county club, a 100 acre public golf course that underwent $5.8m renovation. Cash buyers preferred as sellers want certainty. Note 1 car, no dogs per hoa rules.
Westchester, 2264 Winkler Ave #207, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #207, Fort Myers, Florida 33901, image 2
$112,000
  • 2 Beds
  • 2 Baths
  • 1,160 SqFt
  • $97/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #207, Fort Myers, FL 33901
Fantastic 55 plus condo now available at westchester ii! Large 2nd floor unit close to the common elevator with easy access to the common laundry room. This unit also comes with one covered detached carport, and an exterior storage unit. 2 bedrooms 2 baths. Main bedroom with large closet and en suite full bath with shower. Guest bedroom with adjacent full bath with tub shower combination. Bright eat in kitchen with pass thru to the main living area. Huge open dining and living room combination! The unit also includes a large interior storage closet, pantry, various closets and large main bedroom closet offering great storage space. There is also guest parking. Some pets are also allowed per rules. Lovely community upkept, manicured and a very short distance to the mall and other shopping, dining, bus, and stores see photos. There is a gate near the pool that goes directly to the edison mall! Hoa fee is going down to $325 p/month jan 22. Nice community amenities including pool etc. Rarely is there any inventory available here in this fine community! Schedule a showing to see why! Located just minutes to the beaches of sw florida and to historic downtown fort myers. A must see!
Westchester, 2244 Winkler Ave #108, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #108, Fort Myers, Florida 33901, image 2
$139,500
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $118/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #108, Fort Myers, FL 33901
Discover the carefree lifestyle you've dreamed of in this charming, first-floor 2 bedroom, 2 bathroom condo, nestled within an active and sociable 55+ community in the vibrant heart of fort myers. Just a stone's throw from the edison mall's shopping and dining experiences, this home positions you only 10 minutes from the lively downtown fort myers and a swift drive to the midpoint bridge, leading to the picturesque cape coral. Step into the light-filled kitchen, where meal preparation is a breeze with brand new stainless steel oven & dishwasher, and a high-quality stainless steel refrigerator. Meticulously maintained tile and sophisticated hardwood floors run throughout the home, offering an elegant yet easy-to-maintain living environment. Retreat to the spacious owner's suite, complete with brand new flooring, a generously sized ensuite bathroom featuring a walk-in shower, and a large walk-in closet for your convenience. Attention to detail is evident with thoughtful upgrades such as plantation shutters adorning the windows in the living room and owner's suite, complemented by exterior storm shutters fortifying the serene space. The guest bedroom and bath provide a private sanctuary for your visitors. Unique to this unit is the inclusion of a stackable washer and dryer, ensuring laundry day is as simple as can be, despite the community's shared facilities. Enjoy peace of mind knowing the hvac system is only 2 years old, and the hot water heater has been recently replaced just 3 years ago. Indulge in the community's numerous amenities, including a sparkling swimming pool, a spacious clubhouse complete with catering kitchen, and a well-equipped fitness center. The bonus of a secure storage room adds convenience - the perfect spot to stash those beach chairs and pool floats. Embrace the quintessential florida lifestyle in a condo that promises a leisurely, sun-soaked haven, with all the best of fort myers within your grasp.
Westchester, 2244 Winkler Ave #114, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #114, Fort Myers, Florida 33901, image 2
$207,900
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $175/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #114, Fort Myers, FL 33901
Amazing price on sunny, private, end unit cleverly updated by senior project manager and it is in the best location in this friendly 55 up community. Note; this ground floor 2/2 allows buyer to add private patio w slider. Comes w pull thru carport outside. Too many upgrades inside to list but key all new features include plumbing/electrical, impact windows, 18 inch diagonal tile in all but bdrms., coastal paint colors, crown molding. Plantation shutters, handsome wood cabinetry in kitchen wrapping around quality ss appliances (huge flex drawer fridge, quiet dishwasher, multi-feature range), broad island w microwave bay, solid surface counter offers ~50 sq ft of prep space w breakfast bar. Wide open floor plan from entry to far wall of windows. Sizeable primary bdrm at rear, bathrm has oversize vanity, glass enclosed shower is roomy + walk in closet. Guest bdrm at front w expansive closet, guest bath redone. W/d. Smart storage features (shelving, bins, pot drawers) thru out. Peaceful views of lush, green, mature tropical landscaping from this prime location. Amenities include big heated pool/clubhouse/gym/sauna/fire-pit/grills/storage bay. Hoa pays ins/w/s/t, etc. Ext. Hurricane shutters cover impact windows = additional protection. Minor landscape damage only from 3 hurricanes to lovely retreat in heart of town. Close to shopping/dining/river district 3 mi/15 mi to beach. Milestone inspection done and no assessment. Buyers and their agents welcome; easy to show, owner occupied but cooperative.
Westchester, 2244 Winkler Ave #213, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #213, Fort Myers, Florida 33901, image 2
$180,499 $1K
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $152/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #213, Fort Myers, FL 33901
Owner financing considered. Quality at great price in this updated 2/2 pool view condo in friendly, active 55+ community. Move in ready & furnished 1187 sq ft home with all new impact windows, ac, stainless kitchen appliances (samsung), washer/dryer (lg), flooring, hwh & more. Located in sunny swfl, 15 mi to beach. (see 360 degree matterport virtual tour, photos, et.) well run & welcoming community of 47 units w healthy reserves. Investors - ok to rent 1st year owned. Kitchen has ample prep & storage, dining open to living room w bump out by wall of windows for perfect work space. Primary bdrm at rear (room for king bed, 2 tables & dresser) frameless glass shower & walk in closet. New washer/dryer is tucked in front hall leading to guest bdrm & bath. $460/mo hoa pays insurance (from drywall out), water, sewer, trash + amenities (heated pool, clubhouse, gym, fire-pit, sauna.) carport included. Elevator is steps away as is secure storage closet. Not in flood zone. Adjacent to edison mall, close to dining/shops/riverfront district/1 mi to ft myers country club (100 acre public golf). Cat/bird ok, no dogs. Prior buyer's financing failed; inspected, repairs done, appraised well. .
Westchester, 2264 Winkler Ave #204, Fort Myers, Florida 33901, image 1
Westchester, 2264 Winkler Ave #204, Fort Myers, Florida 33901, image 2
Westchester, 2264 Winkler Ave #204, Fort Myers, Florida 33901, image 3
$180,000
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $157/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #204, Fort Myers, FL 33901
Great in-town location and a very well-maintained community close to us 41 and edison mall. No worries with bringing groceries in to your second floor home with the conveniently close elevator. This comfortable size 2 bedroom, 2 bath home includes a full size stacked washer and dryer, brand new carpeting in the bedrooms and living room plus beautiful 20” tile flooring in all the rest of the home. Kitchen boasts beautifully updated ceiling lighting and a high quality fan. You will love the new microwave, new dishwasher, and newer range and refrigerator too. Great office space is tucked conveniently at the double windows which makes a super bright space to work in! Ac recently underwent coil cleaning, in-depth service and is in optimal running condition! Open kitchen plan features a wealth of custom cabinets, super island/bar and gorgeous stone countertops. Enjoy elegant plantation shutters over your impact resistant windows! Well managed community and very low fees. Offered furnished. Easy to show. Over 55 community but 20% can be under 55. Contact property manager for details.
Westchester, 2244 Winkler Ave #207, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #207, Fort Myers, Florida 33901, image 2
$212,000 $4K
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $179/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #207, Fort Myers, FL 33901
Make sure you make an appointment to see this freshly renovated second floor unit in the highly desirable westchester community. This 2 bedroom/ 2 bathroom condominium is in prime location! Walking distance to edison mall. Less than a 10-minute drive to 1-75, the forum, colonial square, and outdoor nature parks. The beautifully updated kitchen has a great connection with the spacious living room and dining area. With an open concept layout and immense natural lighting, this condo is perfect for entertaining and intimate gatherings. Stainless steel samsung appliances in the renovated kitchen convey. Newly installed tile and carpet, with additional high-end features throughout the property. Indulge in the florida sun while relaxing in the large community pool. This unit is actively looking for its new owners to enjoy it and make plenty of long-lasting memories! Fantastic investment property. This condominium did amazing during hurricane ian.
1 - 29 of 41 Results

Subdivision Amenities

Clubhouse
Common Laundry
Community Room
Fitness Center
Internet Access
Library
Pool
Private Beach Pavilion
Sauna
See Remarks
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Storage
Streetlight
Underground Utility
Barbecue
Clubhouse
Common Laundry
Pool

HOA Cost Benchmark

$0.44 / Sq.Ft.

Monthly ownership cost
8%below peers
38%above city avg
This Community
$0.44
Comparable Entry-Level Avg
$0.48
Fort Myers, FL Avg
$0.32
$0.00
$0.30
$0.60
Lower than peers, higher than the city average
Peer Set · 147 comparable communities
See Cost Context

Frequently Asked Questions

Market Peers

Matched by price tier, HOA, and lifestyle
Results 3 of 9
Allerton House, 2079 Barkeley Ln #19, Fort Myers, Florida 33907, image 1
Allerton House, 2079 Barkeley Ln #19, Fort Myers, Florida 33907, image 2
Allerton House, 2079 Barkeley Ln #19, Fort Myers, Florida 33907, image 3
$115,000
  • 1 Beds
  • 1 Baths
  • 887 SqFt
  • $130/SqFt
Condo for sale in Allerton House
2079 Barkeley Ln #19, Fort Myers, FL 33907
Experience this 1 bed, 1 bath condo in the heart of ft myers. All the mechanics are solid with ac replaced in 2024, hot water tank in 2022, new carpet in may, 2026, new fridge in may 2026, fresh paint in may 2026! Corian countertops and ss appliances. Impact windows in kitchen and bedroom. Screened-in balcony has matching tile flooring and roll-down shutters. Great spot to have your morning coffee or an evening glass of wine! No need to worry about moving furniture or bringing up groceries, there is an elevator! Comes with 1 covered parking spot and a separate storage unit.
The Towers, 2366 Mall Dr #119, Fort Myers, Florida 33901, image 1
The Towers, 2366 Mall Dr #119, Fort Myers, Florida 33901, image 2
$83,000
  • 1 Beds
  • 1 Baths
  • 840 SqFt
  • $99/SqFt
Condo for sale in The Towers
2366 Mall Dr #119, Fort Myers, FL 33901
Discover this well maintained 1- bedroom, 1 bathroom condo located at the towers condominium. End unit located on the first floor with direct access to the parking lot. Offering a great living space in the heart of fort myers. This condo combines convenience and comfort lifestyle - all just a steps away from edison mall, offering a variety of shops, restaurants, and entertainment. Must see!
The Towers, 2366 Mall Dr #304, Fort Myers, Florida 33901, image 1
The Towers, 2366 Mall Dr #304, Fort Myers, Florida 33901, image 2
$107,700 $8K
  • 2 Beds
  • 2 Baths
  • 1,092 SqFt
  • $99/SqFt
Condo for sale in The Towers
2366 Mall Dr #304, Fort Myers, FL 33901
Huge reduced price for quick sale! Location, location! 2 bedrooms, 2 bathrooms unit with screened balcony with view of pool as well as both bedrooms. Master bedroom has a huge walking closet with cabinets and drawers. The towers is a well maintened community with a beautiful landscaped courtyard with a heated pool, outdoor shower, club house, barbecue grill in pool area. Centralized fort myers location near edison mall, resturants, downtown fort myers and access to i-75. Don't miss this opportunity! Agents please read the remarks!
1 - 3 of 9 Results

Preconstruction in Fort MyersShow All

Ekos On Evans
Ekos On Evans
Ekos On Evans
Condos in Fort Myers, FL 33901
  • Units
    144
  • Stories
    3

Experience the perfect combination of style, comfort, and convenience at our new pet-friendly affordable housing community in Fort Myers, FL. Offering modern one, two, and three-bedroom apartment homes with sleek finishes and exceptional amenities—including a pool, covered porch, grill area, playground, and dog park—our community is designed to fit your lifestyle in the heart of where you want to be. EKOS on Evans is an affordable housing community subject to income limitations.

 

Details
Monarch Luxury Apartments
Monarch Luxury Apartments
Monarch Luxury Apartments
Condos in Fort Myers, FL 33916
  • Units
    472
  • Stories
    3

Welcome to Monarch Luxury Apartments, a new community in Fort Myers, Florida, designed for those who value style, comfort, and elevated everyday living. With thoughtfully designed residences and high-end amenities, Monarch offers a refined apartment lifestyle in a private, gated setting.

Our luxury apartments in Fort Myers feature open-concept floor plans with 9-foot ceilings, large windows, and modern finishes throughout. Chef-inspired kitchens include quartz countertops, custom cabinetry, tiled backsplashes, center islands, and premium stainless steel appliances. Full-size washers and dryers, smart thermostats, luxury vinyl plank flooring, and designer lighting bring convenience and sophistication home.

Beyond your front door, Monarch delivers resort-style amenities designed to fit your lifestyle. Stay active in the expansive fitness center, unwind at the zero-entry saltwater pool with cabanas, or enjoy social spaces including coworking lounges, a golf and multi-sport simulator, and a resident clubhouse. A dog park, pet spa, EV charging stations, private garages, and elevator access add ease to daily living.

Discover Monarch Luxury Apartments—where modern design, upscale amenities, and luxury apartments in Fort Myers come together.

Details
ONE Fort Myers
ONE Fort Myers
ONE Fort Myers
Condos in Fort Myers, FL 33901
  • Starts at
    $1.3M
  • Units
    34
  • Stories
    21

Throughout Fort Myers, our waterfront condominiums redefine what is possible for everyday life. With upscale amenities comparable to some of the world’s top resorts, ONE raises the bar as the only true boutique high‐rise in Fort Myers.

Community Amenities

With everything you need all in our brilliantly designed Fort Myers high‐rise, the only difficulty about life at ONE is leaving. All the while, the exclusivity of ONE means that sharing amenities is exceedingly rare. Here are the resort‐caliber amenities you can expect:

  • Concierge services
  • Heated infinity edge pool with a cascading waterfall
  • Rejuvenating Whirlpool spa
  • Riverside Beach area with Cabanas
  • Expansive pool deck with shaded lounge chairs and cabanas
  • Cozy and inviting fire pits
  • Chef‐inspired cabana BBQ
  • State‐of‐the‐art fitness center and virtual on‐demand classes
  • Riverfront wellness center
  • High‐speed Wi‐Fi in all common areas
  • Convenient mail room and parcel receiving station
  • Private riverfront kayak launch area and secure kayak storage
  • Oversized, air‐conditioned storage space on the same floor
  • Professional pet grooming center and pet spa
  • Spacious private owners lounge and Owner’s Club Room
  • Newly built to the latest codes and safety standards
  • All within the renowned Downtown River District

Interior Features

Each luxury condo at ONE is designed with a modern yet inviting aura that instills calmness into each day. Coupled with the riverfront views, these exquisite interiors provide a ONE‐in‐a‐million lifestyle unlike traditional Southwest Florida luxury condominiums.

  • Only 34 exclusive condominiums available
  • Private entrance elevator to the unit foyer
  • Premium Viking appliance package with gas cooktop in a chef‐inspired kitchen
  • High ceilings with expansive windows facing the riverfront for breathtaking views
  • Designer finishes and lighting
  • Quartz solid surface backsplash
  • European‐style cabinetry and under‐cabinet lighting
  • Quartz waterfall kitchen island
  • Smart technology integration
  • Glass walk‐in showers with free‐standing designer tubs in primary bathrooms
  • His and her vanities per floor plan/ layout in primary suites
  • Expansive private balconies with glass railing for uninterrupted vistas
  • Large format tile floors and wet walls
  • Central hot water boiler for a nearly instant continuous hot water supply
  • 2 assigned garage parking spots with 24‐hour controlled access
  • Individual Electric Vehicle Charging capability at your assigned parking spots
  • And beyond
Details
The Riley Apartments
The Riley Apartments
The Riley Apartments
Condos in Fort Myers, FL 33908
  • Units
    275
  • Stories
    4

Live the good life at The Riley

The Riley is more than just a residence, it’s a destination. Located near Estero, we embrace a serene way of thinking which makes each day feel special. Welcome in relaxation while you dip your toes in our resort-style pool. Appreciate the local gems around you with convenient access to renowned beaches, a variety of shops, one-of-a-kind restaurants, and entertainment. Invite tranquility to your home in our 1, 2, 3 bedroom apartments and let easy living be a way of life. Make yourself at home when you live at The Riley.

Life at The Riley is tailored with you in mind. Our emphasis on a carefree and luxurious lifestyle leaves you feeling at ease. We go beyond the expected standard by focusing on details woven throughout our space to elevate your sanctuary. We keep quality top of mind so you can enjoy making the most of the place you call home. From our contemporary finishes to our elegant kitchens and unmatched amenities, see why life at The Riley means an open door to laid back living.

Details

Comparable & Nearby Subdivisions

ComparableNearby
Entry-Level
Fort Myers, FL 33901
For Sale (8)
$83K - $157K
Entry-Level
Fort Myers, FL 33907
For Sale (1)
$115K - $115K

Schools

Scores

Walk Score®
Very Walkable. Most errands can be accomplished on foot
80

100
Bike Score®
Very Bikeable. Biking is convenient for most trips
77

100
Sound Score®
Bearable noise
77

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
31

100
Local Score
Limited local amenities nearby
4

100

Community Residences

Stack/LineFloorExposureView
0112/21,187
Landscaped Area
Pool/club
0211/1834
Landscaped Area
031‑/‑1,386
0412/21,052
Landscaped Area
Stack/Line: 01
Floor: 1
Bed/Bath: 2/2
Size SqFt: 1,187
Exposure:
View:
Landscaped Area
Pool/club
Stack/Line: 02
Floor: 1
Bed/Bath: 1/1
Size SqFt: 834
Exposure:
View:
Landscaped Area
Stack/Line: 03
Floor: 1
Bed/Bath: ‑/‑
Size SqFt: 1,386
Exposure:
View:
Stack/Line: 04
Floor: 1
Bed/Bath: 2/2
Size SqFt: 1,052
Exposure:
View:
Landscaped Area

Fort Myers
Entry-Level
Entry-Level Homes & Condos

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