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Townhomes Of San Simeon Townhouses Sold

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Entry-Level — Below $300 per SqFt
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Townhomes Of San Simeon, 3886 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$350,000
  • 3 Beds
  • 21/2 Baths
  • 1,651 SqFt
  • $212/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3886 Cherrybrook Loop, Fort Myers, FL 33966
Located within 2 miles of i-75, publix, walmart, lowes, the new topgolf and many more shops and restaurants. Drive 6 miles to the heart of downtown fort myers, or 15 miles to fort myers beach and sanibel island. You can’t beat the price and location of this 3bed/2.5bath townhome in the gated community of san simeon. This desirable end unit has no neighbors to the left or behind you. Enjoy the backyard patio with vegetation providing privacy. Inside the 2-story townhome, enjoy the ease of tile flooring throughout the kitchen and living area. Upstairs, 3 spacious bedrooms provide enough space for your family and visitors to spread out. Park one car in the garage with extra storage space for beach gear. Walk over to the community pool and spa, fitness center, clubhouse, and playground area - all included in low monthly hoa fees!
Townhomes Of San Simeon, 4070 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$285,000
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $196/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4070 Cherrybrook Loop, Fort Myers, FL 33966
Check.This.One.Out!! Beautifully maintained townhome in the gated townhomes of san simeon community, conveniently located a short drive to i-75 and us41, downtown ft myers and off of colonial blvd. This home has a spacious 2 car garage, impact resistant windows and a gorgeous pavered driveway, walkway and screened lanai. Nearby are shopping centers, restaurants and recently opened top golf for your convenience and enjoyment. There are all stainless steel appliances in the kitchen with gorgeous 42" wood cabinets. The air conditioner was replaced in 2020 and has been regularly maintained since. Both bedrooms are upstairs with laminate floors, ensuite baths & walk in closets. The washer and dryer are also on the second floor so there is no need to be lugging baskets of laundry up and down the stairs. This home is a short walk to the clubhouse, the pool, exercise room and playground. There are sidewalks throughout san simeon making it safer to take a walk with the dog or the little ones. A new garage door opener was installed in march, 2022 along with a keypad on the outside of the garage for convenience. New ring doorbell. Best thing is: free florida sunshine & no snow. Call now!
Townhomes Of San Simeon, 4076 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$295,000
  • 3 Beds
  • 21/2 Baths
  • 1,677 SqFt
  • $176/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4076 Cherrybrook Loop, Fort Myers, FL 33966
This is the most desirable unit in san simeon for so many reasons. 1. Most affordable active listing. 2. Lots of parking. 3. Huge yard. When you pull up to this property, it is like driving into a home, not a multifamily dwelling. Inside you have an updated unit with crown molding, recently painted, new flooring and so much more. This home is close to shopping, schools, restaurants and medical facilities. If you need access to i-75 you are less than 2 miles from the interstate. This professionally run association has modest monthly fees of $280.95 a month with lots of amenities. Huge lap pool, spa, exercise room, playground and more. These properties sell fast. The seller requests a preapproval or voa with all offers and 48 hours for time for acceptance. Appts required.
Townhomes Of San Simeon, 3975 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$310,000
  • 3 Beds
  • 21/2 Baths
  • 1,650 SqFt
  • $188/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3975 Cherrybrook Loop, Fort Myers, FL 33966
The only unit available right now, and it happens to be one of the nicest in the community. Click the link for more interior pictures, aerial pictures & video. This unit has a 2 car garage, lake view, with a large backyard area just outside of your screened in lanai. The townhouse has been beautifully updated, and meticulously maintained. Inspections will be no problem, and your satisfaction will be easy to please. The impact windows and doors are an expensive upgrade that you will enjoy from day one, giving you peace of mind for years to come. You have a beautiful view across the lake, looking towards the fountain and pool, yet far enough away that the sounds of the pool area are never a factor. San simeon is a secure, gated community in a quiet and centrally located area of fort myers with low hoa fees, a resort style pool with hot tub, great fitness center, kid's play area, and much more. Your new townhouse has upgraded vinyl wood flooring, walk-in closets, pantry, recently carpeted stairs, front-load washer and dryer, 3 bedroom and 3 bathrooms, and all of the appliances are newer. The hoa fees are some of the most affordable in the area, yet you get security, and so much more.
Townhomes Of San Simeon, 4004 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$306,500
  • 3 Beds
  • 21/2 Baths
  • 1,840 SqFt
  • $167/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4004 Cherrybrook Loop, Fort Myers, FL 33966
***please see remarks***close to commercial centers***upgraded interior***great location***townhomes of san simeon******great rental/investment opportunity***stable tenant in place***this beautiful 2 story, 3 bedroom 2.5 bath with 2 car attached garage townhome is conveniently located to main roads, shopping, and i-75. The interior features granite countertops, black appliances, cherrywood cabinets, tile floors on first-floor common areas, carpet upstairs, and in the master bedroom. The property has plenty of windows that let in the community has very low hoa fees but still offers resort-style amenities, gated security, community pool, fitness center & playground. Wonderful opportunity to live in the colonial corridor & be convenient to i75, shopping, dining, beaches, churches, schools, rsw airport & everything that beautiful ft. Myers has to offer.
Townhomes Of San Simeon, 3804 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$287,250
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $183/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3804 Cherrybrook Loop, Fort Myers, FL 33966
Incredibly well maintained and priced to sell! Call today to schedule your private showing of this 3 bedroom, 2.5 bath townhome, with attached 1 car garage and nearly 1600 sq ft under air! Kitchen is a cook's delight with hard wood cabinetry, granite countertops, expansive breakfast bar, pantry & stainless appliances. Living area, with all tile floors, opens to spacious pavered lanai equipped with electric hurricane shutter. Just outside lanai you'll love the extended outside pavered patio with gorgeous landsdcaping including three triple palms! Upstairs boasts 3 bedrooms & two full baths. Warm neutral carpet upstairs w/ tile in wet areas. Gorgeous master suite with walk-in closet and well-appointed bath w/ walk-in shower. Expansive driveway has also been equipped with in-ground lighting. Home has only been used seasonally by owners ~ and it shows! Steps to the clubhouse with pool, spa, fitness center & play area! Best of all, you are minutes to a myriad of shopping & dining options. Attention~highest and best offers due by 8:00 p.M. On 1/11/2022. Offers will be reviewed on 1/12/2022
Townhomes Of San Simeon, 4096 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$310,000
  • 3 Beds
  • 21/2 Baths
  • 1,677 SqFt
  • $185/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4096 Cherrybrook Loop, Fort Myers, FL 33966
Spacious corner unit townhome with 3 bedrooms, 2 1/2 baths, and a 2 car garage. Located in the san simeon gate community. The home has a large eat in kitchen and separate formal dining area. Impact glass throughout! Granite countertops. Maytag stacked washer and dryer on upper level. A/c replaced 3 yr ago. Jetted tub in master bath w/ dual sinks and separate shower. Large walk in closet. The home is wired for an alarm system. This townhome offers convenient location that's close to rsw international airport, i-75, shopping, beaches and the whole foods market. Amenities include a beautiful clubhouse, resort-style heated community pool and hot tub, playground w/ rubber surface, and a modern fitness center!
Townhomes Of San Simeon, 3822 Clearbrook Ln, Fort Myers, Florida 33966, image 1
$319,900
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $204/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3822 Clearbrook Ln, Fort Myers, FL 33966
Beautifully maintained 3 bedroom 2.5 bath town home with attached 1 car garage available for purchase. Professionally repainted october 2024, with recently renovated granite countertops, oversized cabinets, lvt floors, home automation, black-stainless kitchen appliances, and updated light fixtures; this home has it all. The gated community of san simeon is located near major shopping and just minutes from the airport and the beaches. Home is ready for immediate occupancy. Schedule your appointment to view this home today!
Townhomes Of San Simeon, 3963 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$320,000
  • 3 Beds
  • 21/2 Baths
  • 1,653 SqFt
  • $194/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3963 Cherrybrook Loop, Fort Myers, FL 33966
Wow! $10, 000 cash at closing paid by seller plus 1 year home warranty. Buyer can use funds towards closing cost or to buy down interest rate. New tile roof sept 2024. Roof assessment has been paid in full by seller. Beautiful 3 bedroom 3 bath townhome with hurricane impact windows in wonderful gated neighborhood. Water view with fountain. Home has hardwood floors throughout. Enclosed lanai with additional screened lanai provides plenty of room for relaxing. Eat in kitchen has granite counters, stainless steel appliances and ceramic tile floor. Laundry room is upstairs with newer stackable washer and dryer. Spacious master bedroom holds king size furniture and has a dream bathroom; garden tub and amazing walk-in shower with multiple water heads/jets. His and her vanities and separate closet for toilet. Two additional bedrooms with ceiling fans and full size bathroom complete upstairs layout. Attached 2 car garage with built in cabinets for storage. Remote control storm smart screen on garage door allows for overhead door to be open providing security and ventilation. Family/pet friendly community has sidewalks, fitness center, trash/recycle, community room and community pool. Seller has maintained home and will provide home warranty for new buyer. Covers all appliances, ac and hot water tank for 1 year from closing date.
Townhomes Of San Simeon, 4092 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$279,000
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $192/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4092 Cherrybrook Loop, Fort Myers, FL 33966
Charming townhome in san simeon – your perfect retreat awaits! Welcome to your new sanctuary in the highly sought-after san simeon community! This beautifully designed two-bedroom, two-and-a-half-bath townhome offers modern living with all the comforts you desire. Spacious layout: enjoy an open-concept design that maximizes space and natural light. A well-appointed kitchen seamlessly flows into the living and dining areas, creating an ideal setting for both everyday living and entertaining. Two generously sized bedrooms: the master suite features an en-suite bath and ample closet space, while the second bedroom is perfect for guests, family, or a home office. Each bedroom provides a peaceful retreat to unwind after a long day. Convenient bathrooms: with two full baths and an additional half bath, mornings are a breeze, ensuring enough privacy and accessibility for everyone in the household. Two-car garage: say goodbye to parking hassles with your private two-car garage, providing secure storage for your vehicles and additional space for your outdoor gear. Gated security: enjoy peace of mind in this secure gated community, ensuring safety and tranquility for you and your loved ones. Clubhouse & pool access: take advantage of the fantastic clubhouse facilities, complete with a sparkling pool where you can relax, socialize, and soak up the florida sunshine. The play area is perfect for families, the community play area offers kids a safe place to enjoy outdoor fun and activities. Prime location: san simeon is conveniently located close to everything fort myers has to offer. You'll find shopping, dining, entertainment, and recreational options just minutes away. Explore local parks or take a short drive to the beautiful beaches, making every day feel like a vacation! This lovely townhome in san simeon is the perfect blend of comfort, convenience, and community. Don’t miss out on the chance to make this your new home sweet home!
Townhomes Of San Simeon, 3940 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$251,900
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $161/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3940 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the desirable gated community of san simeon. The neighborhood has recently undergone major exterior updates, including brand new tile roofs in 2024 and fresh exterior paint, giving the entire community a crisp, refreshed appearance. Inside, the home offers a bright and functional layout with a spacious kitchen featuring stainless steel appliances, tile flooring, and plenty of cabinet space. The main living area is finished with durable laminate flooring, creating a clean and comfortable space for everyday living. Upstairs, the primary suite includes a walk-in closet and private bath, while two additional bedrooms and a full guest bathroom provide flexibility for family, guests, or a home office. Fresh mulch added in june 2025 enhances the front landscaping, and the backyard offers a private outdoor space to relax and enjoy the florida weather. San simeon residents enjoy a variety of community amenities, including a resort-style pool and spa, fitness center, clubhouse, playground, and a scenic pond with a fountain that lights up in the evening. The location is ideal, just minutes from i-75, colonial boulevard, rsw international airport, shopping, dining, and a new hospital currently being built nearby, making this home a great combination of comfort, convenience, and low-maintenance living in fort myers.
Townhomes Of San Simeon, 3822 Clearbrook Ln, Fort Myers, Florida 33966, image 1
$289,900
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $185/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3822 Clearbrook Ln, Fort Myers, FL 33966
Beautifully maintained 3 bedroom 2.5 bath town home with attached 1 car garage available for purchase. Professionally repainted october 2024, with recently renovated granite countertops, oversized cabinets, lvt floors, home automation, black-stainless kitchen appliances, brand new water heater (2025), and updated light fixtures; this home has it all. The gated community of san simeon is located near major shopping and just minutes from the airport and the beaches. Community has pool, clubhouse, and fitness center. Home is ready for immediate occupancy. Schedule your appointment to view this home today!
Townhomes Of San Simeon, 3806 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$375,000
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $239/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3806 Cherrybrook Loop, Fort Myers, FL 33966
Open concept designer home fully remodeled! Steps away from the club house and all the amenities. This 3 bedroom 2.5 bath boasts of high-end touches throughout. Luxurious bathrooms with half bath on the 1st floor. Designer kitchen has no shortage of storage space large pantry with pull out drawer's soft close solid wood cabinetry. Two tiffany style pendant lights over the huge center island with bar seating. All newer appliances and custom tile work. 2nd floor, the master bedroom has a walk-in closet and en suite bath with frameless shower and designer vessel sink. A custom laundry lg wash tower, more cabinetry, and countertop for folding. Upstairs space is a large loft area (great for office/fitness space) two additional bedrooms & and a second completely remodeled full bathroom with tub. Tropical scenery off the screened in brick paved lanai. This community offers a beautiful pool/spa, fitness room and community room. Minutes away from i-75, shopping, restaurants, beaches, & downtown ft. Myers waterfront. New tile roof!! New laminate floor on 1st level 2023, new water heater 2024
Townhomes Of San Simeon, 4093 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$299,900
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $206/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4093 Cherrybrook Loop, Fort Myers, FL 33966
Lake view! New roof! Move-in-ready! Two story townhome offers, two bedrooms, two and half baths, eat in kitchen, dining room / family room, breakfast bar, screened in extended lanai, impact windows, a two car garage with epoxy flooring and a roll down screen. Downstairs has the living room, kitchen with granite, newer (barely used) appliances, dining room, a half bath and a the beautiful extended screened in pavered lanai. Upstairs you will find a large primary bedroom with plenty of room for a king size bed and an en-suite bath with a separate garden tub and shower, two sinks and a walk-in-closet. Second bedroom also has its own bath with a shower tub combo and a walk-in-closet. Laundry is conveniently located upstairs near the bedrooms with a washer/dryer combo purchased in april 2024. This is a family and pet friendly community with sidewalks, fitness center, trash/recycle, community room, community pool/hot tub, a play area and affordable hoa fees all conveniently located in fort myers. Schedule your private showing today!
Townhomes Of San Simeon, 4017 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$299,900
  • 3 Beds
  • 21/2 Baths
  • 1,840 SqFt
  • $163/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4017 Cherrybrook Loop, Fort Myers, FL 33966
Lakefront townhouse with the best views in the community, overlooking the length of the lake and fountain! Easy to show – this private corner unit was once handpicked by the original president of the community for its view, size, and privacy. With 3 bedrooms, 3 bathrooms, and a 2 car garage, this lives like a home without the maintenance. Enjoy tile floors, vaulted ceilings, and crown molding. The kitchen offers wood cabinetry, lots of cabinets for storage and cooking, gorgeous granite counters, and a dining area overlooking the water. Relax in the large master with sliding glass doors that lead out to the private lanai. Step into an oversized master suite that feels like your private retreat. Tray ceilings, freshly cleaned carpets, and a water view that will leave you breathless. Imagine seeing the fountain lit up at night every evening before bed! The master bathroom has separate vanities, a soaking tub, and a walk-in shower. The guest bedrooms are well-appointed and great for families, visitors, or a home office. The laundry room is thoughtfully placed upstairs near the bedrooms. Enjoy lots of upgrades with this unit, corner unit so no neighbors on the side, the best views in the community, and one of the largest floor plans in san simeon. Units are located outside of the flood zone and have new roofs. The community offers fantastic amenities such as a resort-style pool and large hot tub, a fully remodeled community room with a kitchen for entertainment, a fitness center, and a jungle gym playground.
Townhomes Of San Simeon, 3908 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$314,900
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $201/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3908 Cherrybrook Loop, Fort Myers, FL 33966
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!
Townhomes Of San Simeon, 3908 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$279,900
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $179/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3908 Cherrybrook Loop, Fort Myers, FL 33966
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, 4068 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$319,900
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $220/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4068 Cherrybrook Loop, Fort Myers, FL 33966
Beautiful 2-bed, 2.5-bath townhome in gated fort myers community! Welcome to this stunning and partially furnished 2-bedroom, 2.5-bath townhome located in a desirable gated community in fort myers, fl. Perfectly situated close to premier shopping, golf courses, and top-rated restaurants, this home offers both convenience and comfort. Step inside to discover brand-new flooring on the lower level and an open, airy layout ideal for entertaining. Enjoy peace of mind with hurricane impact windows and a new tile roof. The kitchen is fully equipped with all-new stainless steel appliances and a new hot water tank, making it truly move-in ready. Upstairs, both spacious bedrooms are en suite, offering privacy and comfort. Additional highlights include a large storage closet on the first floor, remote-control curtains that open to a private patio, and a double garage with epoxy flooring. Community amenities include a sparkling pool, well-equipped gym, and beautifully maintained grounds. Don’t miss this opportunity to own a stylish, low-maintenance home in one of fort myers’ most sought-after locations!
Townhomes Of San Simeon, 4092 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$284,900
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $196/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4092 Cherrybrook Loop, Fort Myers, FL 33966
Location and security form the background for this lovely townhouse that is ready for immediate occupancy. With 2 bedrooms each with a private bath on the second floor, first floor half bathroom, beautiful wood like tile floors, new roof, 2 car garage, impact windows and manual shutters, this two bedroom townhouse should be on your short list. You can sit at the dining room table or on the screened lanai and watch spectacular sunsets. The hoa fees provide exterior insurance, access to the community pool, fitness center, clubhouse, and gated entrance.
Townhomes Of San Simeon, 4040 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$319,900
  • 3 Beds
  • 21/2 Baths
  • 1,675 SqFt
  • $191/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4040 Cherrybrook Loop, Fort Myers, FL 33966
Gorgeous 3 bedroom 2.5 bath townhome with attached two car garage available in the stunning san simeon community. Professionally repainted with brand new carpet in october 2024. New black stainless stove and microwave. Laundry on the second floor for convenience. Ceiling fans in all rooms including lanai and plantation shutters throughout covering impact windows. The gated community of san simeon is located near major shopping and just minutes from the airport and the beaches. Home is ready for immediate occupancy. Schedule your appointment to view this home today!
Townhomes Of San Simeon, 3815 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$364,999
  • 3 Beds
  • 21/2 Baths
  • 1,929 SqFt
  • $189/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3815 Cherrybrook Loop, Fort Myers, FL 33966
Lakefront; huge lot***former model home ~2, 000sqft ***new roof; not in a flood zone; low hoa; impact resistant windows & doors***welcome to this exceptional "casa grande" model, the largest model in the coveted san simeon community! This spacious, end-unit townhome boasts almost 1, 950 sq. Ft. Of living space and is situated on the largest lot in this desirable community. As the former “super model” this home boasts every upgrade offered by the builder. Inside, you’ll find designer touches throughout, including crown molding, upgraded granite countertops, and bamboo flooring. The gourmet kitchen features 42" cabinets, stainless steel appliances, a large breakfast bar, and a spacious pantry—ideal for both casual meals and culinary creations. The sunny eat-in kitchen has stunning water views, adding to that floridian atmosphere. The separate dining area and adjoining open living room space with a built-in entertainment center are complemented by sliding glass doors to a large screened lanai that leads to a paved patio overlooking the serene lake and it’s fountains. The private backyard is further enhanced by the wonderful additional of outdoor living space in the side yard. This peaceful private oasis is augmented by a seamless flow for easy indoor-outdoor living; perfect for entertaining guests or enjoying quiet nights in. A convenient half bathroom completes the first-floor layout. Upstairs, the primary suite provides spectacular water views and features a luxurious en-suite bathroom with a soaking tub, separate walk-in shower, separate w/c, dual sinks, and a walk-in closet. Two additional guest bedrooms, a full bath, and a laundry room round out the second floor. Further highlights include luxury high-end carpet upstairs new 2024, a newer ac unit and new roof in 2024. Plus a screened two-car garage that includes a door for added privacy with epoxy flooring leading to a paver driveway. San simeon offers resort-style amenities such as a heated pool, fitness center, clubhouse, and playground—all with low hoa fees. Conveniently located near shopping, dining, i-75, rsw airport, and gulf beaches, this home is a perfect blend of elegance, comfort, and convenience. Don’t miss out on this rare opportunity! What are you waiting for? ***same grid as nearby hospital so loss of power during hurricane season is extremely minimal ***
Townhomes Of San Simeon, 3935 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$259,900
  • 3 Beds
  • 21/2 Baths
  • 1,313 SqFt
  • $198/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3935 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to this beautifully updated 3-bedroom, 2.5 bath townhome in the gated community of san simeon! This move-in ready home features a 2024 tile roof, new a/c, new water heater, and fresh exterior paint. Inside, you’ll find tile on the first floor, freshly painted kitchen cabinets with stainless steel appliances, laminate flooring upstairs, a spacious owner’s suite with a walk-in closet, and a peaceful water view with a fountain. Relax in your backyard screened lanai overlooking the pond and clubhouse. Additional upgrades include ring door security, keypad entry, and built-in garage storage. Amenities include a resort style pool with hot tub, updated playground, fitness center, and clubhouse for gatherings. Conveniently located near i-75, rsw airport, shopping, dining, and the new hospital being built just across the street. Not in a flood zone! Don't delay, get your slice of paradise today!
Townhomes Of San Simeon, 3908 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$265,000
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $169/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3908 Cherrybrook Loop, Fort Myers, FL 33966
This well-appointed 3-bedroom, 2.5-bath townhome offers a 1-car garage and nearly 1, 600 sq. Ft. Of living space in a gated community, making it a wonderful option for a primary residence or a seasonal southwest florida getaway. Step inside to find a generous foyer that opens to a bright, open layout with tile flooring throughout the entire first floor, designed for both everyday living and entertaining. The kitchen is a dream, featuring granite countertops, espresso-colored wood cabinetry, custom backsplash, stainless steel appliances, above- and under-cabinet lighting, and a generous breakfast bar that flows seamlessly into the spacious great room. A custom tv accent wall anchors the living space, which opens to a screened lanai and continues out to an expanded pavered open patio—perfect for enjoying florida’s indoor-outdoor lifestyle. Upstairs, the split-bedroom floor plan offers privacy and functionality, with neutral carpet, neutral paint throughout, and a convenient second-floor laundry with washer and dryer located near all bedrooms. Additional highlights include a tile roof, pavered entry and driveway, and the added peace of mind of being located outside of a flood zone. The community delivers a true resort-style lifestyle, featuring gated entry, pool and spa, clubhouse, fitness center, and play area—ideal for relaxation, recreation, and social gatherings. Whether you’re unwinding poolside or staying active, the amenities support a low-maintenance, lock-and-leave lifestyle. Ideally situated with quick access to i-75, rsw international airport, the new lee memorial hospital, the shoppes at the forum, gulf coast town center, miromar outlets, dining, and entertainment, this home places shopping, travel, healthcare, and everyday conveniences within easy reach. Whether you’re seeking full-time living or a seasonal escape, this home offers a lifestyle centered on comfort, convenience, and effortless southwest florida living—leaving you more time to enjoy everything this vibrant area has to offer.
Townhomes Of San Simeon, 3815 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$525,000
  • 2 Beds
  • 21/2 Baths
  • 1,826 SqFt
  • $288/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
3815 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to one of the largest homes (and lot size) for sale in the upscale san simeon! This is over 1, 800 square feet, with a giant yard, 2 car garage, and huge lake view! When the smaller houses and smaller land won't do, treat yourself to this townhouse with all the extras and upgrades. The office/den could easily be used as a 3rd bedroom with all the space inside. The pictures speak for themselves as this house is nothing but luxury and relaxation. New bamboo flooring downstairs, and crown molding throughout. New carpeting on stairs and upstairs. New roof. New exterior painting. New air conditioning unit. New screen garage door behind regular garage door. New epoxy garage floor. All upgrades 2020 and newer. The lake and fountain view right outside your backdoor is the perfect getaway. This house is very close to the entrance of the community and only a two minute walk to the huge community pool and spa! There is also a large workout room with an additional kids play area right next door. Being so close to colonial boulevard and i-75, this place is a dream for upscale restaurants, shopping, movies, topgolf, and much more! Come and take a look at this piece of paradise for yourself!
Townhomes Of San Simeon, 4022 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$285,000
  • 3 Beds
  • 21/2 Baths
  • 1,826 SqFt
  • $156/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4022 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to this spacious 3-bedroom, 2.5-bath townhome in the sought-after san simeon gated community of fort myers, florida that is not in a flood zone. Conveniently located near i-75, restaurants, and shopping. This home features a brand-new tile roof (2024) and impact resistant windows and doors. Enjoy upgraded amenities including new stainless steel appliances, a 2017 ac unit, new toilets, and a brand-new lanai fan. This corner-unit levitt home is the largest floor plan in the community, with a walk-in closet in the master bedroom, dual vanity, separate tub and shower space, and even extra storage under the stairs. Enjoy the benefits of a corner unit with a private front entrance and an expansive yard, providing more outdoor space than neighboring homes. Relax with preserve nature views from your lanai while sipping on your favorite beverage. The property also includes a 2-car garage with pull down stairs to a garage attic. The community offers fantastic amenities such as a resort-style pool and large hot tub, a fully remodeled community room with a kitchen for entertaining, a fitness center, and a jungle gym playground. Don't miss this opportunity to own your slice of paradise—schedule your showing today!
Townhomes Of San Simeon, 4018 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$370,000
  • 3 Beds
  • 21/2 Baths
  • 1,929 SqFt
  • $192/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4018 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to 4018 cherrybrook loop! Immerse yourself in this spectacular property in one of the most desirable areas of fort myers. Just 20 minutes from the beach -a beautifully updated 3-bedroom, 3-bath home that’s ready to impress! This spacious property features an office, a dedicated laundry room, and a renovated kitchen with new appliances. Enjoy peace of mind with a brand-new roof (2024), impact windows, and fully updated bathrooms and living room. Located outside of the flood zone, this property offers both style and security. With a well-maintained hoa at $416/month, you’ll have access to additional amenities that add to the charm of this community. Come see it for yourself!
Townhomes Of San Simeon, 4093 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$314,900
  • 2 Beds
  • 21/2 Baths
  • 1,456 SqFt
  • $216/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4093 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to san simeon! Come and enjoy your new townhome in this gated and well maintained community. This move-in-ready townhome offers two stories, two bedrooms, two and half baths, eat in kitchen, dining room / family room, breakfast bar, screened in lanai with a lake view, impact windows, a two car garage with epoxy flooring and a roll down screen. Downstairs has the living room, kitchen with granite, new (barely used) appliances in nov 2021, dining room, a half bath and a screened pavered lanai with a beautiful view of the lake. Upstairs you will find a large primary bedroom with plenty of room for a king size bed and offering an en-suite bath with a separate garden tub and shower, two sinks and a walk-in-closet. Second bedroom also has its own bath with a shower tub combo and a walk-in-closet. Laundry is conveniently located upstairs near the bedrooms with a washer/dryer combo purchased in april 2024. This is a family and pet friendly community with sidewalks, fitness center, trash/recycle, community room, community pool/hot tub and a play area. New roof being installed now! Seller is to pay the roof assessment in full. Schedule your private showing today!
Townhomes Of San Simeon, 3940 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$267,900
  • 3 Beds
  • 21/2 Baths
  • 1,566 SqFt
  • $171/SqFt
Entry-Level
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, 4018 Cherrybrook Loop, Fort Myers, Florida 33966, image 1
$350,000
  • 3 Beds
  • 21/2 Baths
  • 1,929 SqFt
  • $181/SqFt
Entry-Level
Townhouse for sale in Townhomes Of San Simeon
4018 Cherrybrook Loop, Fort Myers, FL 33966
Welcome to 4018 cherrybrook loop in the gated community of san simeon! This beautifully updated mediterranean-style townhome offers over 1, 900 square feet of living space, 3 spacious bedrooms, 2.5 baths, and a 2-car garage—all surrounded by lush landscaping and preserve views for ultimate privacy. Step inside to find an inviting layout with high ceilings, fresh paint, new blinds, and stunning wood-accented walls. The fully renovated kitchen features solid wood cabinetry, a stylish tile backsplash that makes the space pop, new stainless-steel appliances, and a functional breakfast area. Bathrooms have been completely updated, and the home includes newer carpet throughout. The primary suite is generously sized with a large walk-in closet, dual sinks, a soaking tub, and a separate shower. One guest bedroom offers a built-in murphy bed and connects to a convenient jack-and-jill bath—perfect for guests or a home office setup. Enjoy peace of mind with a brand-new roof (2024), impact-resistant windows and doors (including the garage door), and replaced window springs for smooth operation. The spacious two-car garage has high ceilings with attic access, ideal for additional storage or overhead racks. Outside, relax on your screened lanai overlooking the preserve, where you’ll never have to worry about neighbors behind you. San simeon offers sidewalks on both sides of the street and an active, welcoming atmosphere. The low hoa fee of $441/month covers irrigation water, lawn and landscape maintenance, exterior pest control, trash removal, and access to resort-style amenities—including a clubhouse, community pool and spa, fitness center, playground, and community room—plus high-speed internet. Best of all, this home has no cdd fee and is not located in a flood zone, offering extra peace of mind and lower carrying costs. Located off winkler avenue, san simeon offers a prime fort myers location close to everything: the forum shopping center, colonial blvd, metro parkway, six mile cypress, and i-75 are all minutes away. You’re less than 10 minutes from rsw airport and downtown fort myers, and just 30–40 minutes to the white sands of fort myers beach. Whether you’re looking for comfort, convenience, or long-term value, this upgraded townhome checks every box. Come see why 4018 cherrybrook loop stands out as one of the most desirable homes in san simeon!
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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
23%below peers
13%below city avg
This Community
$0.27
Comparable Entry-Level Avg
$0.35
Fort Myers, FL Avg
$0.31
$0.00
$0.23
$0.45
Lower than peers, lower than the city average
Peer Set · 19 comparable communities
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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

Nearby Subdivisions

Entry-Level
0.50 miles
For Sale (7)
$158K - $214K
Entry-Level
0.60 miles
For Sale (2)
$388K - $499K
Entry-Level
0.66 miles
For Sale (8)
$155K - $235K
Entry-Level
0.87 miles
For Sale (4)
$270K - $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

Fort Myers
Entry-Level
Entry-Level Homes & Condos

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