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Westchester Condos Sold55+ Active Adult

Entry-Level
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Results 13 of 42
Westchester, 2244 Winkler Ave #207, Fort Myers, Florida 33901, image 1
$196,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $165/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #207, Fort Myers, FL 33901
Desirable community! Low hoa! Units in this community rarely come on the market, making this a unique opportunity. Don't miss the chance to see this beautifully renovated second-floor unit in the highly sought-after westchester community! This 2-bedroom, 2-bathroom condominium is in a prime location, just a short walk from edison mall and less than a 10-minute drive to i-75, the forum, colonial square, and outdoor nature parks. The kitchen has been beautifully updated with granite countertops, a spacious island, a high-impact dimensional backsplash, a huge farm sink, and brand-new stainless steel samsung appliances, including a french door fridge, a super-quiet dishwasher, and a multi-feature stove. The open-concept layout seamlessly connects the kitchen with the spacious living and dining areas, perfect for entertaining and intimate gatherings. The unit features newly installed tile and carpet throughout, along with high-end contemporary updates throughout. Natural light fills the condo, enhancing the open and airy feel. Ample storage solutions include a lazy susan, deep pot drawers, extra cabinet and pantry space, and a breakfast bar overlooking the large great room. The primary bedroom comfortably holds a king-sized suite and features a walk-in closet and an en suite bath with a luxurious tiled shower. The guest bedroom includes a triple-door closet and access to a guest bath with a tub/shower combo. Hurricane shutters included! Community amenities include a large heated pool, gym, and clubhouse, all set in a tropical landscape. This condominium is move-in ready with all new vanities, toilets, fixtures, and updates to plumbing and electrical systems up to code. It's ideal for both personal use and as a fantastic investment property. Come see this immaculate unit and imagine yourself living in this vibrant, friendly 55+ community. Schedule your appointment today to make this gorgeous condo your new home! Priced to sell! This property does not require flood insurance!!! Flood zone x!
Westchester, 2244 Winkler Ave #207, Fort Myers, Florida 33901, image 1
$209,499
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $176/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #207, Fort Myers, FL 33901
Over $50k in value (labor/materials/inspiration) in contemporary update to this move in ready 2/2. Sleek modern look & drywall out improvements to 1187 sq ft condo located in friendly 55 up community. Situated in mid-town w shopping & dining/river district 3 mi/15 mi to beach. (see photos, click matterport virtual tour) enter to gleaming kitchen w granite counters, tons of prep space, roomy island, high impact dimensional backsplash, huge farm sink, brand new ss samsung appliance suite (french door fridge/bottom freezer w water & ice, super-quiet dishwasher, multi feature stove) well lit by pot lights. Crisp cabinetry, all soft close. In 1187 sq ft, storage solutions are key; note lazy susan, deep pot drawers, extra cabinet & pantry. Over broad breakfast bar is large great rm. Virtually staged photos show scale. Spacious primary bdrm holds king bdrm suite & en suite bath has large & luxe tiled shower. Walk in closet in primary, triple door closet in guest bdrm. Guest bath w tub/shower. New means new;vanities, toilets, fixtures. Plumbing & electrical to code. Only 87 units share big heated pool/gym/clubhouse in tropical landscape. Style & sense of community in established small development.
Westchester, 2264 Winkler Ave #311, Fort Myers, Florida 33901, image 1
$139,200
  • 1 Beds
  • 1 Baths
  • 793 SqFt
  • $176/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 note that w approval of the hoa, persons under 55 may buy. 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 & breakfast bar (bar has roman arch edge). 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, 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.
Westchester, 2244 Winkler Ave #301, Fort Myers, Florida 33901, image 1
$137,900$2K
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $116/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #301, Fort Myers, FL 33901
Corner unit, always the way to go! You get more light flooding your beautiful top floor condo. (don't worry, there's an elevator) beautiful new flooring, new paint and baseboards. Electrical updates, new appliances, 2025 hw heater. You also have the option for in unit laundry, new hook ups are in place in master bedroom closet. Comes turn key. Great flow, kitchen, dining room, into living room, into bonus room that can be used in a multitude of ways. You have so many storage closets as well as a storage locker in the laundry room. Kitchen is spacious and has plenty of cabinets. Property is beautiful, plenty of space with large majestic trees, a large heated pool, clubhouse with a kitchen and a fitness room. Need to go to the mall? There are 2 private gates gaining access to shopping. Come see how comfortable your new home can be.
Westchester, 2244 Winkler Ave #110, Fort Myers, Florida 33901, image 1
$119,000$6K
  • 2 Beds
  • 2 Baths
  • 1,052 SqFt
  • $113/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #110, Fort Myers, FL 33901
Cozy 2 bedroom / 2 bath first floor furnished condo in active 55+ lifestyle community for active adults. Amenities: heated community pool, sauna, fire-pit, clubhouse, fitness center & shuffleboard walking distance to edison mall. Close shopping, dining, river district, one mile to ft myers country club (public golf course) and many nearby attractions. Great management and substantial reserves. Great for a winter get away, year round home or great investment opportunity for short term / long term rental… move in condition and very well maintained! Spacious master suite with private tile shower & walkin closet. Nice size sunny kitchen with pass thru to dining room. Plantation shutters add a nice touch. Furnished as shown. No hurricane flooding damage during last 3 storms. Hurricane shutters included. Investors: no waiting / holding period to rent. Cash or conventional financing.
Westchester, 2244 Winkler Ave #105, Fort Myers, Florida 33901, image 1
$139,900
  • 1 Beds
  • 1 Baths
  • 834 SqFt
  • $168/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #105, Fort Myers, FL 33901
Charming 1-bed, 1-bath apartment in 55+ community – prime location! Discover this beautifully maintained first floor home with large open rooms and plantation shutters throughout 1-bedroom, 1-bathroom apartment in a sought-after 55+ community with a large walk-in closet and laundry room. Nestled in an excellent location, this home offers convenience, comfort, and a vibrant lifestyle. The unit is in pristine condition, featuring a very spacious master bedroom including a little nook perfect for a siting/office area. Enjoy access to community amenities, social activities, and a peaceful atmosphere. Close to downtown fort myers, shopping, dining, and healthcare facilities. Don’t miss this opportunity! **unit is currently leased**
Westchester, 2244 Winkler Ave #305, Fort Myers, Florida 33901, image 1
$127,900
  • 1 Beds
  • 1 Baths
  • 834 SqFt
  • $153/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #305, Fort Myers, FL 33901
Buy this beautiful updated condo in friendly 55 up active community for less than average rent 3 recent hurricanes yet no damage here. Not in flood zone. Conventional, cash or owner financing considered if good credit + significant down/30 yr amortization/5 yr balloon. Enjoy all new flooring/paint/crown molding/stainless steel appliances/granite/fixtures & more. Milestone structural integrity survey done and no assessment. See new kitchen features new cabinetry w mocha swirl granite counters & breakfast bar, never used energy efficient ss appliances w super quiet dishwasher, french door fridge (not in photos), microwave w undermount sink, sleek subway tile backsplash, recessed lighting in tray ceiling. Adjacent pantry. Great room has dining area by big front window, expansive living area. All new wood look lv flooring. Bedroom has brand new carpet w plush underlayment, sized for king bed furnishings plus perfect bump out for office. Huge walk in closet (8'10 x 5'11). Bath has new vanity, toilet, lights, roomy shower. W/d hookups in laundry/ac closet. Carport incl. (see virtually staged photos of this move in ready spacious 1/1 + office nook.) this 834 sq ft condo lives large! Located mid-town/by edison mall. Close to shopping/dining/river district & 14.2 mi to beach. (see photos - 3 virtually staged - & click link to view 2 virtual tours & zoom out dollhouse floor plan + 360 vertical/horizontal tour, map, etc.) amenities; big heated pool, sauna, fire-pit, clubhouse, gym, etc. Water/sewer/trash/drywall out bldg ins included in hoa. Dogs not allowed; cat/bird ok. 1 car per unit. Buyers and theirs agents welcome, easy to show.
Westchester, 2244 Winkler Ave #209, Fort Myers, Florida 33901, image 1
$130,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $110/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #209, Fort Myers, FL 33901
2nd floor 2 bedroom, 2 bathroom condo, in 55+ community in the 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 downtown fort myers and a swift drive to the midpoint bridge, leading to the picturesque cape coral. 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.Priced to sell a must see!!
Westchester, 2264 Winkler Ave #208, Fort Myers, Florida 33901, image 1
$152,500
  • 2 Beds
  • 2 Baths
  • 1,136 SqFt
  • $134/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #208, Fort Myers, FL 33901
55+ community condo. Central located in fort myers near the edison mall. 2/2 with tile floors and hardwood floors in the bedrooms.
Westchester, 2244 Winkler Ave #213, Fort Myers, Florida 33901, image 1
$169,999
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $143/SqFt
Entry-Level
Condo for sale in Westchester
2244 Winkler Ave #213, Fort Myers, FL 33901
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/lg), washer/dryer (lg), flooring, hwh & more. Located in sunny swfl, 15 mi to beach. (see 360 degree matterport virtual tour, photos, etc.) 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. $504/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. Milestone inspection done w no assessment. Not in flood zone. Conventional financing, owner financing considered. 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. Buyers & their agents welcome, easy to show.
Westchester, 2264 Winkler Ave #313, Fort Myers, Florida 33901, image 1
$129,900
  • 1 Beds
  • 1 Baths
  • 793 SqFt
  • $164/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #313, Fort Myers, FL 33901
Centrally located!! Cozy one bedroom with bright lights and ample living area. Elevator access laundry facility, pool area and gym. Walking distance to shopping, us 41, edison mall minutes from downtown district and much. This is a 55+ community association approval required.
Westchester, 2264 Winkler Ave #208, Fort Myers, Florida 33901, image 1
$152,500
  • 2 Beds
  • 2 Baths
  • 1,136 SqFt
  • $134/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #208, Fort Myers, FL 33901
55+ community condo. Cental located in fort myers near the edison mall. 2/2 with tile floor and hardwood floors.
Westchester, 2244 Winkler Ave #114, Fort Myers, Florida 33901, image 1
$210,000
  • 2 Beds
  • 2 Baths
  • 1,187 SqFt
  • $177/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 sr project manager who chose well for ground floor 2/2 & buyer may add private patio w slider. Comes w carport, located in active/friendly 55 up community. (click link matterport virtual tour) too many upgrades to list but include all new; plumbing/electrical, impact windows, 18 inch diagonal tile in all but bdrms, carpet in 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. Amenities include big heated pool/clubhouse/gym/sauna/fire-pit/grills/storage bay. Ext. Shutters, too. In heart of town, close to shopping/dining/river district 3 mi/15 mi to beach. Hoa pays ins/w/s/t.
1 - 13 of 42 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
12%below peers
42%above city avg
This Community
$0.44
Comparable Entry-Level Avg
$0.50
Fort Myers, FL Avg
$0.31
$0.00
$0.30
$0.60
Lower than peers, higher than the city average
Peer Set · 130 comparable communities
See Cost Context

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Market Peers

Matched by price tier, HOA, and lifestyle
Results 3 of 8
The Towers, 2366 Mall Dr #119, Fort Myers, Florida 33901, image 1
$83,000
Condo for sale in The Towers
2366 Mall Dr #119, Fort Myers, FL 33901
The Towers, 2366 Mall Dr #304, Fort Myers, Florida 33901, image 1
$107,700$8K
Condo for sale in The Towers
2366 Mall Dr #304, Fort Myers, FL 33901
The Towers, 2366 Mall Dr #418, Fort Myers, Florida 33901, image 1
$132,500
Condo for sale in The Towers
2366 Mall Dr #418, Fort Myers, FL 33901
1 - 3 of 8 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

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/LineFloor
Bed/Bath
Size SqFt
ExposureView
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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