Townhomes Of San Simeon Townhouses For Sale

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Townhomes Of San Simeon, 4023 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$245,000 $20K
  • 3 Beds
  • 2 1/2 Baths
  • 1,648 SqFt
  • $149/SqFt
Townhouse for sale in Townhomes Of San Simeon
4023 Cherrybrook Loop, Fort Myers, FL 33966
Needs a little TLC. Investor special! Gorgeous sunsets await you as you overlook the peaceful lake and fountain from your private lanai! Welcome to San Simeon - Highly desirable gated community centrally located in Fort Myers, off of Colonial & Six Mile Cyprus! This 2-story, 3 bed, 2.5 bath, and 2-car garage townhouse has a large kitchen with 42" cabinets, crown molding, and granite countertops. The dining area and great room are perfect for entertaining family and friends. Once upstairs, you are greeted by 3 bedrooms. The Master Suite features large windows overlooking the lake, trey ceilings, and a huge walk-in closet. The Master-bath has dual vanities, a large garden tub & separate shower. There is also a 2nd floor laundry area. Impact windows for peace of mind! AC, water heater, dishwasher, washer/dryer within the last 3 years! Brand new roof (June 2024)!!. The HOA fees are minimal considering all the amenities: Gated security, state-of-the-art fitness center, children's playground, and a resort-style community pool & spa to enjoy all year long. Perfect for year-around resident, snowbird, or as an investment property.
Townhomes Of San Simeon, 4102 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$275,900 $8K
  • 3 Beds
  • 2 1/2 Baths
  • 1,794 SqFt
  • $154/SqFt
Townhouse for sale in Townhomes Of San Simeon
4102 Cherrybrook Loop, Fort Myers, FL 33966
Lease to Own available! Updated 3 bedrooms, 2.5 bathrooms, 2 car garage single family townhouse. Not in a flood zone! New carpets, paint, and other details. Gated community with great amenities: resort style pool and spa, fitness center, children's playground. Located close to shopping, major roads, airport, and beaches! Stainless steel appliances and washer/dryer included. New roof in 2024. Come see it today!
Townhomes Of San Simeon, 3844 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$268,000 $10K
  • 3 Beds
  • 2 1/2 Baths
  • 1,650 SqFt
  • $162/SqFt
Townhouse for sale in Townhomes Of San Simeon
3844 Cherrybrook Loop, Fort Myers, FL 33966
Move-In Ready 3 Bedroom Townhome Home in Gated Community – Pet Friendly with No Flood Insurance Required! Welcome to this beautifully maintained 3 bedroom, 2.5 bath townhome with over 1,650 square feet of living space and a two-car garage, located in a secure gated community just minutes from I-75. Enjoy peace of mind with impact-resistant windows and doors, newer A/C, newer appliances, and a freshly repainted interior. The spacious layout includes a large eat-in kitchen, a screened lanai and a generously sized master suite with tray ceilings, a huge walk-in closet, soaking tub, separate shower, and private water closet. This pet-friendly community has no weight limits, making it ideal for all furry companions. Residents enjoy resort-style amenities including a sparkling pool, fully equipped fitness center, kids play area, and clubhouse. Best of all — this home is not in a flood zone, saving you thousands annually in insurance. Conveniently located near shopping, dining, and I-75 for an easy commute.
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Townhomes Of San Simeon, 3896 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$259,000 $10K
  • 3 Beds
  • 2 1/2 Baths
  • 1,566 SqFt
  • $165/SqFt
Townhouse for sale in Townhomes Of San Simeon
3896 Cherrybrook Loop, Fort Myers, FL 33966
This 3-bedroom, 2.5-bathroom townhome with a versatile bonus area and an attached one-car garage is ready for your creative vision. With a solid layout and great bones, it offers endless potential for modern updates and personal touches to make it truly shine. The kitchen features stainless steel appliances, a pantry, wooden cabinetry, and granite countertops, flowing seamlessly into the dining area and leading to the screened lanai and backyard space—perfect for designing your ideal outdoor retreat. All bedrooms are located upstairs, including the Master Suite, which boasts a walk-in closet and an en-suite bathroom with a separate shower. Furniture can be included at no additional value, and the home is attractively priced as-is, with or without furnishings. The building features a brand-new tile roof (2024), ensuring durability and a modern aesthetic. This property offers the perfect blend of comfort and convenience, with excellent connectivity to a wide range of shopping, dining, and entertainment options.
Townhomes Of San Simeon, 3940 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$269,900
  • 3 Beds
  • 2 1/2 Baths
  • 1,566 SqFt
  • $172/SqFt
Townhouse for sale in Townhomes Of San Simeon
3940 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to this charming 3 bedroom, 2.5 bath townhome in the gated community of San Simeon! All the townhomes just received brand new tile roofs (2024) and fresh exterior paint, giving the entire community a clean, updated look. Inside, this well-maintained home features a bright kitchen with stainless steel appliances and tile flooring, plus durable laminate floors in the main living area. Upstairs, the primary suite offers a walk-in closet and private bath, along with two additional bedrooms and a full guest bath. A spacious backyard and fresh mulch in the front yard, added in June 2025, complete the package. San Simeon offers great amenities, including a resort-style community pool with hot tub, a brand new playground, fitness room with weights, and a clubhouse available for gatherings. You’ll also enjoy the peaceful pond with its beautiful fountain that lights up at night. Conveniently located near I-75, Colonial Blvd, RSW Airport, shopping, dining, and a new hospital being built just across the street. Don’t delay and get your slice of paradise today!
Townhomes Of San Simeon, 3963 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$285,000
  • 3 Beds
  • 2 1/2 Baths
  • 1,653 SqFt
  • $172/SqFt
Townhouse for sale in Townhomes Of San Simeon
3963 Cherrybrook Loop, Fort Myers, FL 33966
Location, Location! Seller providing One year Home Warranty. New Roof Sept 2024, Roof investment paid in full. Beautiful Townhome located in wonderful gated community. 3 Bedrooms 2 full one half bath. Eat in kitchen, Stainless Steel Appliances. Upstairs laundry. Large Master Bedroom with spacious master bathroom. Beautiful Hardwood floors throughout. Enclosed lanai with extended lanai overlooking water with fountain. 2 car attached garage with Storm Smart screen. Ceiling fans in bedrooms, kitchen, lanai and two in garage! Townhomes of San Simeon is a wonderful neighborhood with nice amenities. Minutes to Shopping, Restaurants, Airport, Hospital, Shows and Beaches.
Townhomes Of San Simeon, 3908 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$279,900
  • 3 Beds
  • 2 1/2 Baths
  • 1,566 SqFt
  • $179/SqFt
Townhouse for sale in Townhomes Of San Simeon
3908 Cherrybrook Loop, Fort Myers, FL 33966
Light, bright & coastal vibes found here! What a fantastic find in the upscale gated community of San Simeon! This 3 bedroom, 2.5 bath with loft/flex space and one car garage should be at the top of your list. Well appointed upgrades that include gourmet kitchen, stainless appliances, pantry, custom tile work and lighting. Large bedrooms, upstairs laundry, lots of storage and plenty of natural light. Oversized private lanai and spacious landscaped area right off of your back patio. Beautiful clubhouse with heated resort style pool, fitness room and children's play area. San Simeon offers an exceptional location with low HOA fees + new roof is completed!
Townhomes Of San Simeon, 3821 Clearbrook Ln, Fort Myers, Florida 33966, image 1
$289,900
  • 3 Beds
  • 2 1/2 Baths
  • 1,566 SqFt
  • $185/SqFt
Townhouse for sale in Townhomes Of San Simeon
3821 Clearbrook Ln, Fort Myers, FL 33966
Step into this beautifully maintained and thoughtfully upgraded townhome, perfectly move-in ready for its next owners. From the moment you enter, you’ll be impressed by the spacious, open-concept floorplan that offers both comfort and functionality. The interior features a neutral color palette, a mix of tile and carpeting, and an upgraded kitchen with stainless steel appliances and elegant finishes. A generous breakfast bar seamlessly connects the kitchen to the living area, making it ideal for entertaining or casual meals. Just off the kitchen, a custom dining nook with built-in storage creates the perfect space for daily dining and special gatherings alike. Enjoy Florida living at its finest on the expansive, pavered lanai, which offers tranquil views of lush tropical landscaping, a serene waterfront, and a soothing fountain. Upstairs, the large master suite includes a beautifully renovated bath with an upgraded walk-in shower. Two additional guest bedrooms, a full guest bath, and a versatile loft provide ample space for family or visitors. The loft area also houses a convenient laundry room and a custom granite-topped desk—ideal for a home office or study space. Located in the desirable gated community of San Simeon, residents enjoy access to premium amenities, low HOA fees, and a prime location close to Southwest Florida’s best shopping, dining, and entertainment. Don't miss the opportunity to make this exceptional home your own—schedule your private showing today!
Townhomes Of San Simeon, 3964 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$349,000 $19K
  • 3 Beds
  • 2 1/2 Baths
  • 1,840 SqFt
  • $190/SqFt
Townhouse for sale in Townhomes Of San Simeon
3964 Cherrybrook Loop, Fort Myers, FL 33966
Prime location JUST OFF of Six Mile Cypress Parkway! Carefree and peaceful easy living in this 3 bed, 3 bath townhome w/ attached 2 car garage! Townhomes of San Simeon is a Gated, desirable, beautifully maintained and well established community! With nothing to do NEW ROOF (COMING), NEW AC, NEW SMART THEROMOSTAT, NEW HOT WATER TANK, REAL HARDWOOD FLOORS, FRESHLY PAINTED, HURRICANE IMPACT WINDOWS AND DOORS along with adorable updates! Lounge on the peaceful back lanai or walk to the clubhouse for some R&R in the resort style pool and hot tub! The community clubhouse also has a generously sized exercise room with ease of access! Close to the Daniels corridor w/ plenty of shopping, baseball fields, whole foods, RSW, I-75 and 41 at your finger tips!
Townhomes Of San Simeon, 3937 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$299,900 $4K
  • 3 Beds
  • 2 1/2 Baths
  • 1,566 SqFt
  • $192/SqFt
Townhouse for sale in Townhomes Of San Simeon
3937 Cherrybrook Loop, Fort Myers, FL 33966
***Just Reduced $19,000 for a quick sale.** Now is your time to make a great deal on this Stunning Lakefront Townhome in San Simeon – Move-In Ready with Premium Upgrades! Experience the perfect blend of comfort, convenience, and breathtaking western sunset views in this beautifully upgraded 3-bedroom, 2.5-bathroom townhome, located in the highly sought-after San Simeon community in Fort Myers. Designed for modern living, the Templeton floor plan by DR Horton features a spacious and thoughtfully crafted layout, perfect for homeowners and investors alike. This TURNKEY home is packed with upgrades, including a newer roof (less than a year old), a brand-new refrigerator, washer, and dryer, fresh updates, and a recently replaced A/C unit for optimal energy efficiency. Additional enhancements such as new Hunter ceiling fans, custom plantation shutters, and elegant crown molding add a touch of sophistication throughout. Bright & Open Living Spaces: Step inside to discover tile flooring throughout the main level and wet areas, offering durability and easy maintenance. The chef’s kitchen is equipped with granite countertops, ample cabinetry, and a brand-new refrigerator, flowing seamlessly into the living and dining areas. Sliding doors lead to the private screened lanai, where you can relax and enjoy tranquil lake views. Upstairs, plush carpeting adds warmth to the bedrooms, while the loft area offers flexible space for a home office, reading nook, or playroom. The primary suite is a private retreat, featuring stunning lake views, a large walk-in closet, and an ensuite bath with a sink and a walk-in shower. Two additional bedrooms provide ample closet space and share a well-appointed guest bathroom. Outdoor Living & Resort-Style Amenities: Enjoy serene lake views and spectacular sunsets from your private screened lanai and additional outdoor patio—ideal for entertaining, grilling, or simply unwinding. The single-car garage includes a painted floor and a retractable screen door for added ventilation. San Simeon is a gated community with first-class amenities, including a clubhouse, resort-style pool and spa, fitness center, children’s playground, and a social gathering room. The HOA covers exterior insurance, roof maintenance, and exterior painting, making for a low-maintenance lifestyle. Prime Location & Future Growth: Centrally located just minutes from I-75, this home offers quick access to RSW International Airport (only 20 minutes away), shopping, dining, entertainment, and top-rated schools. Plus, it's directly across the street from the upcoming Lee Health Hospital, making it an exceptional opportunity with a strong potential for future appreciation.
Townhomes Of San Simeon, 3928 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$299,999
  • 3 Beds
  • 2 1/2 Baths
  • 1,566 SqFt
  • $192/SqFt
Townhouse for sale in Townhomes Of San Simeon
3928 Cherrybrook Loop, Fort Myers, FL 33966
Explore your dream home in the exclusive, gated enclave of San Simeon, where elegance meets comfort. This stunning 3 bedroom, 2.5 bath home features a flexible loft space, an attached single car garage, and refined upgrades, epitomizing contemporary living. Step into sophistication with a gourmet kitchen that boasts stainless steel appliances, a spacious pantry, and custom glass tile backsplash, all under inviting, designer lighting. Spacious bedrooms offer peaceful retreats, complemented by convenient upstairs laundry, ample storage, and plentiful natural light. Your private oasis outside features an expansive lanai, set against a beautifully landscaped backdrop, perfect for relaxation or entertaining. San Simeon's exceptional clubhouse stands out with a heated pool, modern fitness center, entertainment space and a delightful children's play area, catering to all lifestyles. Located ideally with low HOA fees, San Simeon offers a blend of luxury, comfort, and convenience. Embrace this unique lifestyle and make the exquisite residence at 3928 Cherrybrook Loop your new home.
Townhomes Of San Simeon, 3926 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$339,999
  • 3 Beds
  • 2 1/2 Baths
  • 1,680 SqFt
  • $202/SqFt
Townhouse for sale in Townhomes Of San Simeon
3926 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to your dream townhome in the heart of Fort Myers! This stunning property in San Simeon boasts 3 spacious bedrooms with large closets, 2.5 bathrooms, and a 1 car garage with an extra wide driveway for 2 additional cars and all the upgrades you could ever want. The gated community is centrally located close to all your shopping needs, great restaurants, RSW Airport & Fort Myers beach which are just a short drive away. The kitchen features beautiful Corian counters and stainless-steel appliances and an eat-in kitchen area, perfect for whipping up gourmet meals or sipping your morning coffee. Step outside to the oversized lanai facing a large backyard, perfect for entertaining or simply enjoying the Florida weather. The interior has been freshly painted in 2022, with new LVP flooring throughout the second floor and tile on the first floor – no carpet for easy upkeep! The second-floor windows are equipped with accordion shutters for added peace of mind during storm season. The garage has an epoxy floor and extra hanging shelving for all your storage needs and the upgrades don't stop there - a brand new roof is scheduled for 2024, with a new hot water tank in 2022, garbage disposal in 2023, and garage door opener in 2020. Don't miss out on this incredible opportunity to own a piece of paradise in Fort Myers!
Townhomes Of San Simeon, 4089 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$325,000 $14K
  • 2 Beds
  • 2 1/2 Baths
  • 1,456 SqFt
  • $223/SqFt
Townhouse for sale in Townhomes Of San Simeon
4089 Cherrybrook Loop, Fort Myers, FL 33966
1 YEAR HOME WARRANTY OFFERED! BRAND NEW ROOFIN PROCESS! This kid-friendly, pet-friendly, neighbor-friendly, 2 bed/2.5 bath townhome has been very well cared for. A half bath is located on the first floor for convenience. The kitchen boasts granite countertops, newer kitchen cabinets with 42" uppers, stovetop, newer double wall ovens and newer Samsung French door refrigerator. Stacked front load washer & dryer located on the second floor provides the ultimate convenience. Lanai has been rescreened with picture-widow screening with no support beams impeding your view. A generously sized two-car garage provides ample space for your vehicles and storage needs. Impact windows provide peace of mind during hurricane season and offering an added layer of security for the homeowner. This prime Ft.Myers location offers easy access to a plethora of shopping, dining options, recreational activities, medical facilities and schools. This beautifully upgraded condo offers both style and functionality, providing a comfortable and convenient lifestyle for its future owner. Additionally, enjoy the convenience of the property's location in the front of the community, ensuring effortless entry and exit. NEW ROOF 2024
Townhomes Of San Simeon, 4092 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$330,000 $12K
  • 2 Beds
  • 2 1/2 Baths
  • 1,456 SqFt
  • $227/SqFt
Townhouse for sale in Townhomes Of San Simeon
4092 Cherrybrook Loop, Fort Myers, FL 33966
Discover this charming, Turnkey Fort Myers townhome with a cozy Coastal cottage feel. Beautiful tile flooring and high ceilings welcome you inside. The updated kitchen features a full ensemble of appliances and a breakfast nook, with a nearby pantry for convenience. Your two-car garage is just steps from the kitchen, making grocery days a breeze. A bright living room opens to a dining area with impact-resistant sliders leading to a private lanai. Upstairs, find spacious bedrooms, including a sunny main bedroom with a luxurious en-suite bathroom. Guests will enjoy their private suite with a bathroom and walk-in closet. The stackable washer and dryer are conveniently tucked away upstairs. With fresh exterior paint, a 2022 AC handler, impact windows and doors, and most furniture included, this home is a coastal gem with an affordable HOA.

Subdivision Amenities

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

Frequently Asked Questions

The current monthly maintenance fee at Townhomes Of San Simeon is ~0.21 per unit SqFt.

The townhouse dues at Townhomes Of San Simeon cover: Insurance, Lawn/Land Maintenance, Trash Removal, Irrigation Water, Street Lights, Street Maintenance, Irrigation Water, Manager, Master Assn. Fee Included, Pest Control Exterior, Rec Facilities, Repairs, Reserve, Security, Legal/Accounting, Lawn/Land Maintenance, Sewer, .

Townhomes Of San Simeon Interior features include: Foyer, Pantry, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s), Exclusions, Foyer, Window Coverings, Volume Ceiling, Pantry, Vaulted Ceiling(s), Built-In Cabinets, Bar, Built-In Cabinets, Smoke Detectors, Volume Ceiling, Walk-In Closet(s)

Townhomes Of San Simeon unit views: Landscaped Area, Partial Buildings, Lake, , Landscaped Area, Water Feature, Water, Privacy Wall

Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

22

100

Transit Score®

No data.

N/A

Bike Score®

Bikeable. Some bike infrastructure.

50

100

Sound Score®

Bearable noise.

75

100

Fort Myers
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