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Westchester Condos For Sale55+ Active Adult

Entry-Level
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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Market Action
Loading
Shows who has more leverage in the market
0–30 favors buyers
30–100 favors sellers
Selling Speed
4
Slow
Shows how quickly homes are being absorbed by buyers
20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
25
High
Shows how many months it would take to sell current inventory
0–3 Low
3–6 Balanced
6+ High
Sales Activity
Updating
Awaiting sufficient data
Shows how often homes are selling in this community
2+/mo Active
0.75–1.99/mo Steady
Below 0.75/mo Quiet
Results 2 of 2
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
$125,000 $15K
  • 2 Beds
  • 2 Baths
  • 1,143 SqFt
  • $109/SqFt
Entry-Level
Condo for sale in Westchester
2264 Winkler Ave #204, Fort Myers, FL 33901
New ac just installed!. New carpeting that abuts your beautiful 20" tile flooring in the entry, kitchen and baths. You will love the new microwave, new dishwasher and newer range and refrigerator too. New roof and the fees are still low! Elevator conveniently close by so you can bring groceries home with ease to your very low maintenance, updated home. This comfortable 2 bedroom, 2 bath home includes a full-size 3 year new stacked washer and dryer, the kitchen was totally refreshed just a few years ago and features a multitude of custom cabinets and gorgeous stone countertops. Enjoy elegant plantation shutters over your impact resistant windows! Extra private storage room included just for you. Well managed 55+ community and very low fees. Great in-town location and a very well-maintained community close to us 41 and edison mall. Nothing left to update or spend your hard earned money on, just enjoy your home! Now offered partly furnished.
Westchester, 2244 Winkler Ave #301, Fort Myers, Florida 33901, image 1
Westchester, 2244 Winkler Ave #301, Fort Myers, Florida 33901, image 2
Westchester, 2244 Winkler Ave #301, Fort Myers, Florida 33901, image 3
$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.
Seller Advisory

Start with the right price

Complimentary market intelligence and agent-verified comps for Westchester homeowners
Market Review
Verified Comps
Pricing Guidance

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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