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Townhomes Of San Simeon Townhouses For Sale

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 10 of 10
Townhomes Of San Simeon, 3846 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$250,000
  • 3 Beds
  • 21/2 Baths
  • 1,826 SqFt
  • $137/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3846 Cherrybrook Loop, Fort Myers, FL 33966
Refreshed three-bedroom townhome featuring a spacious family/living room and a flexible area ideal for formal dining or a home office. The eat-in kitchen offers a breakfast bar and a complete stainless steel appliance package. The home includes 2.5 bathrooms, with a convenient half bath on the main level. Upstairs, the laundry area provides additional storage. Other highlights include an attached two-car garage and a screened patio. Conveniently located near the new hospital, the community offers numerous amenities, including a swimming pool and community room.
Townhomes Of San Simeon, 3908 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$215,000$30K
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $137/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3908 Cherrybrook Loop, Fort Myers, FL 33966
Big price improvement !!!!!!!! Live the florida lifestyle at san simeon! This inviting 3-bedroom, 2.5-bath townhome offers 1, 566 square feet of living space, a 1-car attached garage, and a versatile loft area. Recent improvements include a new roof in 2024 and exterior paint in 2023. Note: some pictures have been ai generated with furniture. The open-concept living and dining areas provide a comfortable space for everyday living and entertaining, while the kitchen features stainless steel appliances, pantry storage, and a breakfast bar. Upstairs, the spacious primary suite and additional bedrooms offer comfortable living space, along with the convenience of an upstairs laundry area. Step outside to the oversized private lanai and landscaped area, creating an ideal spot for morning coffee, relaxing in the florida sunshine, or enjoying an evening outdoors. San simeon offers a community pool, clubhouse, and fitness center, providing residents with opportunities to stay active and enjoy the outdoors close to home. Conveniently located in fort myers with easy access to shopping, dining, i-75, and major roadways. Southwest florida beaches, parks, nature preserves, and recreational destinations are also within a convenient drive. Whether you are looking for a full-time residence, seasonal getaway, or low-maintenance florida home, 3908 cherrybrook loop offers the opportunity to enjoy the sunshine, outdoor living, and relaxed lifestyle that make southwest florida so appealing.
Townhomes Of San Simeon, 3800 Clearbrook Ln, Fort Myers, Florida 33966, image 1
$245,000
  • 3 Beds
  • 21/2 Baths
  • 1,651 SqFt
  • $148/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3800 Clearbrook Ln, Fort Myers, FL 33966
Sunny southwest florida is calling for you! This 3 bed 2 1/2 bath townhome is perfect for those who what a spacious living space, oversized corner lot and the security of a gated community located in the heart of town. Location is key with this community as it is less than 5 mins to i75 highway, 15 mins to thriving downtown river district entertainment, 25 mins to multiple beaches, and 3 mins to restaurants, grocery, large retailers shopping and hardware stores. Some nearby retailers include super walmart, publix, lowes, top golf, whole foods and much much more. The first floor includes the main living room area, eat in kitchen, 1/2 bath, attached garage and large screen lanai. The second floor includes 3 bedrooms with a master bath including shower only, large vanity top and linen closet master bedroom, guest bath, 2 additional guest bedooms, computer homework station loft area, laundry space huge walk in closet and hvac equipment. The key interior features include granite counter tops, large 46" cabinets, ample pantry space, tile floors on the first floor, large windows double sliding glass doors, large screened lanai and attached single car garage. The bedrooms are larger than the standard and all have larger closets. This is a smaller community and very friendly safe and inexpensive compared to many other. The community offers a clubhouse with a large heated pool, hot tub, playground, fitness room and community room all along a large central lake with beautiful fountain. See attached floorplan from builder dr horton along with features and construction data provided by builder. Schedule your private showing today!
Townhomes Of San Simeon, 4000 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$245,000$10K
  • 3 Beds
  • 21/2 Baths
  • 1,650 SqFt
  • $148/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4000 Cherrybrook Loop, Fort Myers, FL 33966
Location, location, location! Position yourself near one of the area’s most exciting developments! Welcome to 4000 cherrybrook loop, ideally located just a short distance from the new lee health hospital campus, slated for completion in early 2028! With a major healthcare campus coming nearby, this townhome offers an exciting opportunity for investors, healthcare professionals, seasonal residents, or full-time buyers looking for convenience, amenities, and low-maintenance southwest florida living. Located within the beautifully maintained gated community of san simeon, this partially furnished 3-bedroom, 3-bath townhome has so much to offer. Recent improvements include a newer a/c, newer flooring, fresh interior paint, newer water heater, and newer stove/oven. The spacious kitchen features granite countertops and ample cabinetry, providing plenty of room for everyday living and entertaining. Another major bonus—hurricane-impact windows and doors offer added protection and peace of mind. Step outside to your cozy screened patio, perfect for enjoying your morning coffee or relaxing after a day in the florida sunshine. Additional features include a generator hookup and a garage offering extra storage space. Enjoy resort-style community amenities including a clubhouse, inviting pool and spa, fitness center, and playground, all surrounded by the lush landscaping and beautifully maintained grounds of san simeon. Internet/wifi is included! And when it comes to convenience, this location is hard to beat! Enjoy easy access to rsw international airport, fort myers-area beaches, shopping, dining, entertainment, and the new lee health hospital campus. Whether you're looking for a primary residence, florida getaway, or investment property, this townhome delivers a terrific combination of location, value, amenities, and future potential. Don't miss your opportunity to own in this ideally situated southwest florida community! Some photos virtually staged.
Townhomes Of San Simeon, 3806 Clearbrook Ln, Fort Myers, Florida 33966, image 1
$235,000$15K
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $150/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3806 Clearbrook Ln, Fort Myers, FL 33966
One or more photo(s) has been virtually staged, ai generated or rendered. One or more photo(s) has been virtually staged, ai generated or rendered. Sensational san simeon!! Move-in-ready, 3 bedroom + media loft, 2 1/2 bath, 1-car garage, spacious 2013 built townhome in the newest section of the community with lower fees and highly desirable floor plan!! Features include new roof in 2024, newer ac, open floor plan, lots of natural light, large kitchen with granite countertops and stainless steel appliances and tile floors throughout the ground level along with a convenient 1/2 bath. Upstairs you will find a large primary bedroom with en-suite and walk-in-closet, large guest bedrooms, bonus media loft with space for a desk and laundry. In need of some fresh air? Enjoy a large covered and screened lanai with brick paver decking and swing-door access to the backyard, tropical landscape, large driveway and so much more!! As for the neighborhood, it is wonderfully kept, beautiful and inviting with a great feel! Resort style amenities are just a short distance from the front door featuring a lakefront huge sparkling pool with tons of deck seating and lounges, large spa, fully equipped fitness center, tot lot playground and clubhouse! This gated community is set in a prime location close to the area's best parks, shopping, dining, entertainment and just a short drive to white sand, turquoise water beaches!! Call for your private showing today!
Townhomes Of San Simeon, 4092 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$220,900
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $152/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4092 Cherrybrook Loop, Fort Myers, FL 33966
Fantastic two bedroom, two and a half bath townhouse with a two-car garage, located in the townhomes of san simeon gated community. Beautiful kitchen with a pantry, tall white cabinetry, tile countertops, recessed lighting, pass-through opening to the main living area, and eat-in kitchen breakfast nook or informal dining area. Bright, open main living and dining area with access out to the screened lanai. There is a half bath on the first living level with tile flooring, a pedestal sink and a toilet. There are spacious bedrooms and two full bathrooms upstairs, as well as an upstairs laundry closet. The main bedroom offers a coffered ceiling, a large closet and an en suite main bath with dual sinks, a corner garden tub, and a separate large shower. The guest bathroom offers a tub-shower combination. The screened-in lanai offers a lovely landscaped view. Other features include: fresh interior paint, brick paver driveway, roof, screened lanai and impact windows and doors. Nice two car attached garage with finished garage floor. Move-in ready! This lovely community features a resort-style swimming pool, hot tub, a clubhouse with a fitness center, community room, and a recreation area. This townhouse is centrally located close to i 75, colonial, us 41, sr 82, shopping, dining, and entertainment.
Townhomes Of San Simeon, 3916 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$244,900$5K
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $156/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3916 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to the the gated townhomes of san simeon community. Brand **new* carpeting installed. This well-kept 3-bedroom, 3-bath townhome offers a practical two-story layout with a 1-car garage, granite countertops, stainless steel appliances, and comfortable living space designed for everyday convenience. Major updates include an a/c replaced in 2021 and accordion shutters for added storm protection and peace of mind. San simeon offers a great fort myers location with resort-style amenities including a community pool, spa, clubhouse, fitness room, community room, and play area. Enjoy low-maintenance living close to shopping, dining, entertainment, parks, and southwest florida beaches. A clean, move-in-ready opportunity in a gated community with strong amenities and excellent convenience.
Townhomes Of San Simeon, 3818 Clearbrook Ln, Fort Myers, Florida 33966, image 1
$219,000$16K
  • 3 Beds
  • 21/2 Baths
  • 1,313 SqFt
  • $167/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3818 Clearbrook Ln, Fort Myers, FL 33966
If value, location, and low-maintenance living are at the top of your list, this beautifully maintained 3-bedroom, 2.5-bath townhome deserves a closer look. Located in the gated san simeon community, this home offers 1, 313 square feet of living space, an attached garage, three spacious bedrooms, and an hoa that takes care of many of the exterior expenses—all in a convenient southwest florida location. The main level features a comfortable, functional layout with plenty of space for everyday living and entertaining, along with a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including a spacious primary suite. Fresh paint on the second floor gives the home a clean, refreshed feel. The kitchen features granite countertops, wood cabinetry, stainless steel appliances, and a pantry. The refrigerator and microwave were replaced in 2025, and the laundry area includes a 2025 washer and dryer plus a large utility closet for additional storage. A major benefit of this home is the low-maintenance lifestyle. Hoa dues include internet service and extensive exterior maintenance, including lawn care, landscaping, tree trimming, exterior painting, and roof replacement. Even better, the roof was replaced in 2024, providing valuable peace of mind for years to come. The home is offered partially furnished, making it easy to move in and start enjoying the florida lifestyle. The seller is also open to providing a flooring allowance, giving the new owner an opportunity to make the space their own. San simeon is a gated, pet-friendly community conveniently located near gulf coast beaches, shopping, dining, florida gulf coast university, and southwest florida international airport. Whether you're looking for a full-time home, seasonal retreat, or investment property, this is an opportunity to own in a desirable location while keeping maintenance and ownership expenses in check. With its competitive price, recent major improvements, included exterior maintenance, and convenient fort myers location, this is one of the standout values currently available in san simeon. Be sure to view the 3d virtual tour! Property is also listed for rent @ $1950 annual lease .
Townhomes Of San Simeon, 3935 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$252,000$3K
  • 3 Beds
  • 21/2 Baths
  • 1,313 SqFt
  • $192/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3935 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to this beautifully refreshed 3-bedroom, 2.5-bath townhome in the gated community of san simeon! This move-in ready residence showcases major 2024 updates including a new tile roof, new a/c system, new water heater, and fresh exterior paint—offering peace of mind from day one. Inside, enjoy tile flooring throughout the main level, freshly painted kitchen cabinetry paired with stainless steel appliances, and durable laminate flooring upstairs. The spacious owner’s suite features a walk-in closet and tranquil water views. Unwind on your screened lanai overlooking the pond, fountain, and clubhouse—your own private retreat. Additional highlights include ring door security, keypad entry, and built-in garage storage. Residents enjoy internet service and resort-style amenities including a pool and hot tub, updated playground, fitness center, and clubhouse. Ideally located near i-75, southwest florida international airport (rsw), shopping, dining, and the new lee health fort myers hospital under construction just across the street. Located in a non-flood zone for added confidence. Schedule your showing today and experience the best of florida living!
Townhomes Of San Simeon, 3951 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$295,000
  • 2 Beds
  • 21/2 Baths
  • 1,508 SqFt
  • $196/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3951 Cherrybrook Loop, Fort Myers, FL 33966
It is time to take advantage of this recent price improvement! Welcome to the beautiful townhomes of san simeon! This excellent ground-floor entry, two-story property is ready for you to move right in! This home features 2 beds and 2.5 baths, with a fantastic view of the community lake and clubhouse. Enjoy your afternoon cocktail or morning coffee while taking in breathtaking views and sunsets from the west-facing, extended screened lanai. Interior features of this excellent property include a kitchen with smart-looking white cabinetry updated in 2020, 42-inch upper cabinets, an eat-in kitchen, stainless steel appliances, light tile floors, crown molding, and modern granite counters and backsplash. Additional features include tile floor throughout the first floor, lvt flooring throughout the second floor, plantation shutters on all windows, and the rear sliding door. Recent structural/mechanical updates include new community roofs (2024), a newer hvac system (2021), and an updated water heater (2022). This home also features impact-resistant windows and a sliding rear door, a second-floor laundry, and an attached two-car garage. Townhomes of san simeon amenities include a beautiful clubhouse, community pool and spa, and fitness center. This charming gated community is a short drive from area beaches, grocery stores, fabulous dining, and a multitude of amenities and shopping options. Located within 5 minutes of the new lee health campus (presently under construction), as well as a 10-minute drive to the lee health sports complex, jetblue park, and lovely downtown ft myers. Welcome to the beautiful townhomes of san simeon!

Subdivision Amenities

Clubhouse
Community Room
Fitness Center
Internet Access
Park
Play Area
Pool
Sidewalk
Spa/Hot Tub
Streetlight
Underground Utility
Bike And Jog Path
Clubhouse
Pool

HOA Cost Benchmark

$0.27 / Sq.Ft.

Monthly ownership cost
↓18%below peers
↓10%below city avg
This Community
$0.27
Comparable Entry-Level Avg
$0.33
Fort Myers, FL Avg
$0.30
$0.00
$0.20
$0.40
Lower than peers, lower than the city average
Peer Set · 17 comparable communities
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Preconstruction in Fort Myers

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Ekos On Evans
Ekos On Evans
Ekos On Evans
Condos
  • 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
  • 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
  • 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
  • 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

Nearby Subdivisions

Entry-Level
0.50 miles
For Sale (6)
$148K - $199K
Entry-Level
0.60 miles
For Sale (2)
$498K - $499K
Entry-Level
0.66 miles
For Sale (7)
$155K - $235K
Entry-Level
0.87 miles
For Sale (9)
$250K - $330K
For Rent (6)
$2K - $2K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
23

100
Bike Score®
Bikeable. Some bike infrastructure
50

100
Sound Score®
Bearable noise
78

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
29

100
Local Score
Limited local amenities nearby
0

100

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