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Browse All Townhomes Of San Simeon Condo Listings for Sale

$219,000
3 Beds ⋅ 2.5 Baths ⋅ 2026027737 MLS ⋅ Townhomes Of San Simeon BLDG.
**A GREAT VALUE IN SAN SIMEON!** Looking for an affordable, low-maintenance home in a gated Southwest Florida community? This beautifully maintained **3-bedroom, 2.5-bath townhome** in desirable **San Simeon** offers the space you need, the convenience you want, and an HOA that takes much of the exterior maintenance off your plate. With **1,313 square feet of thoughtfully designed living space**, this home features three generously sized bedrooms and two full bathrooms upstairs, plus a convenient half bath on the main level. The open and functional layout provides plenty of room for everyday living, guests, a home office, or whatever fits your lifestyle. An **attached garage** and abundant storage add even more everyday convenience. The kitchen offers **granite countertops, wood cabinetry, stainless steel appliances, and a pantry**, with the refrigerator and microwave replaced in **2025**. The nearby laundry area includes a **2025 washer and dryer**, along with a large utility closet for additional storage. Fresh paint on the second floor gives the home a clean, refreshed feel. One of the biggest advantages of San Simeon is the **low-maintenance lifestyle**. HOA dues include **internet service plus comprehensive exterior maintenance**, including lawn care, landscaping, tree trimming, exterior painting, and roof replacement. And with a **new roof installed in 2024**, one more major expense is already taken care of. The home is being offered **partially furnished**, making it easy to settle in and start enjoying the Southwest Florida lifestyle. The seller is also **open to offering a flooring allowance**, providing an opportunity for the new owner to personalize the home to their taste. San Simeon is a **gated, pet-friendly community** offering an excellent location close to **shopping, dining, Gulf Coast beaches, Florida Gulf Coast University, and Southwest Florida International Airport**. Whether you're looking for a full-time residence, a seasonal Florida getaway, or an investment opportunity, this home offers an appealing combination of location, convenience, and value. **Priced to sell and currently one of the best values in San Simeon—come see why this townhome deserves a spot at the top of your list!* Make sure to view the 3d virtual tour!

3818 Clearbrook LN, Fort Myers

Courtesy of Medway Realty.

$270,000
3 Beds ⋅ 2.5 Baths ⋅ 226019059 MLS ⋅ Townhomes Of San Simeon BLDG.
Gated, walkable and perfectly positioned in the heart of Fort Myers … welcome to San Simeon! This 3-bedroom, 2.5-bath townhouse offers 1,680 sq. ft. under air with a 1-car garage. The HOA covers cable, internet, landscaping, exterior pest control, irrigation and trash removal plus access to the community pool and spa, fitness center, clubhouse and playground.

3932 Cherrybrook LOOP, Fort Myers

Courtesy of Douglas Elliman Florida,LLC.

Selling Office: Coastal Intl Properties LLC.

$246,500
3 Beds ⋅ 2.5 Baths ⋅ 2026001839 MLS ⋅ Townhomes Of San Simeon BLDG.
Just REDUCED! This waterfront former model townhome is not located in a flood zone and is truly move-in ready. Featuring 3 bedrooms and 2 1/2 bathrooms, this well-maintained townhome is situated within a secure, gated, and pet-friendly community just minutes from I-75. The roof was replaced in 2025, and the a/c was replaced in 2022! The spacious floor plan offers a large eat-in kitchen, a screened lanai, and a generously sized primary suite highlighted by tray ceilings, an expansive walk-in closet, and a spa-like bathroom with a separate tub and shower. Schedule your private showing today! Residents enjoy resort-style amenities, including a fully equipped fitness center, a sparkling swimming pool, a children’s play area, and a clubhouse. Conveniently located near shopping, dining, and major highways, this home provides both comfort and an easy commute.

3813 Cherrybrook LOOP, Fort Myers

Courtesy of John R. Wood Properties.

Selling Office: Palm Paradise Realty Group.

$269,000
3 Beds ⋅ 2.5 Baths ⋅ 2026000582 MLS ⋅ Townhomes Of San Simeon BLDG.
This beautiful home, Has it all, 3 Bedroom 3 bath NEWER A/C NEW FLOORING, NEW PAINT,NEWER HOTWATER HEATER. NEW STOVE/OVEN THIS HOME HAS NOT HAD ANY DAMAGE FROM STROMS. AND IS IN A NO FLOOD ZONE. MAKE AN OFFER BEFORE THIS BEAUTY IS GONE. Double attached garage, Quiet screened back patio. Extra storage in the garage. This home comes partially furnished If you would like. Ready to move in. Great location near Lee healths newest hospital. Completion in early 2028. This home is like new. Very very well maintianed. Granite countertops. Plenty of cupboard space. Hurricane windows and doors. Beautiful community pool and spa. Work out room, and community clubhouse for that special occasion. Fenced playground next to the pool. This gated community is by far one of the cleanest and well maintained grounds as you can find. This home is on a very quiet street and very little traffic. Yet is close to everthing you need. 15 minutes to RSW. And 17 miles to Ft Myers beach. Shopping, dining and entertainment all just a short drive, with Plenty on big box stores. Partially furnished with like new furniture. New slate title roof on the complex. This is the one, you will not want to pass by. This can make a great rental as well. Home comes complete with all window coverings and blinds. WIFI included

4000 Cherrybrook LOOP, Fort Myers

Courtesy of Berkshire Hathaway Florida.

$249,900
3 Beds ⋅ 2.5 Baths ⋅ 225029968 MLS ⋅ Townhomes Of San Simeon BLDG.
REDUCED! REDUCED! $50K!! NEW ROOF... NOT IN A FLOOD ZONE... LOW HOA...Enjoy this end-unit San Simeon LAKEFRONT, TURNKEY townhome with a grand view OVERLOOKING THE COMMUNITY LAKE and its FOUNTAIN WATER FEATURE from the slider to its screened lanai under truss. This turnkey, sunlit end/corner unit features three upstairs bedrooms, two bathrooms upstairs, a half bathroom on the main floor, and a one-car garage. The efficient kitchen offers lots of wood cabinetry for storage, a great Pantry Closet, GRANITE COUNTERTOPS with breakfast bar, a WINDOW to its driveway with a stainless appliance package of Bosch Dishwasher, Whirlpool Range and Microwave and Maytag double dodoor with lower freezer bin/drawer. Its great room dining area with slider leads to the LANAI UNDER TRUSS for entertainment, lounging, and dining to its water view. It's upstairs master suite window views the lake, and it's a good-sized master bath with a shower that has a storage and linen closet. Enjoy a WHOLE-HOUSE CENTRAL VACUUM SYSTEM. Tray ceilings, newer wood tiled flooring, and a water view are HIGHLY SOUGHT-AFTER. The second guest bedroom and second bathroom, featuring a combination tub, are desirable for families. The third bedroom has two bunk beds, perfect for family or visitors. The laundry room is efficiently placed upstairs. Enjoy upgrades in this end-corner unit, which features no neighbors on its side and boasts one of the best views in the community. The unit is located outside a flood zone and has a new roof. The gated, exceptionally located Fort Myers community offers excellent amenities, including a resort-style pool and large hot tub, a remodeled community room with a kitchen for meetings and entertainment, a well-equipped fitness center, and a jungle gym playground. Enjoy short treks to the downtown River District activities, the many beaches, the Edison Mall, and easy access to I-75 and Rt41/Tamiami Trail.

3943 Cherrybrook LOOP, Fort Myers

Courtesy of RE/MAX Realty Team.

Selling Office: Gulf Pointe Properties.

$274,500
3 Beds ⋅ 2.5 Baths ⋅ 225024906 MLS ⋅ Townhomes Of San Simeon BLDG.
Welcome to this beautiful Casa Del Sol model townhome in the desirable Townhomes of San Simeon community. Boasting three bedrooms, two and a half bathrooms, and a spacious two-car garage, this home offers 1,649 square feet of thoughtfully designed living space. With an ideal central location close to major roads, shopping, dining, and Southwest Florida International Airport, this home provides both comfort and convenience in a vibrant gated community with resort-style amenities. Step inside to discover a bright and open floor plan, perfect for modern living. The kitchen is a chef’s dream, featuring sleek granite countertops, ample cabinetry, a breakfast nook, and a breakfast bar that seamlessly connects to the dining and living areas. Whether hosting guests or enjoying a quiet evening at home, this layout is designed for both functionality and style. Upstairs, the spacious master suite serves as a private retreat, complete with an elegant tray ceiling and a spa-like en-suite bathroom featuring dual sinks, a soaking tub, and separate shower. The additional two bedrooms are generously sized, offering flexibility for family, guests, or even a home office. A conveniently located second full bathroom serves these rooms, while a half-bath downstairs adds to the home’s practicality. One of the highlights of this townhome is the private screened lanai, overlooking a peaceful wooded area. Enjoy your morning coffee or unwind after a long day in this serene outdoor space, offering a perfect blend of privacy and nature. Living in San Simeon means access to top-tier amenities, including a resort-style pool, a large clubhouse with a fitness center, and a playground for residents of all ages to enjoy. The low-maintenance lifestyle of this community allows you to spend more time enjoying the Florida sunshine and less time worrying about upkeep.

3996 Cherrybrook LOOP, Fort Myers

Courtesy of Realty One Group MVP.

Selling Office: Achieve Realty LLC.

$315,000
3 Beds ⋅ 2.5 Baths ⋅ 223078989 MLS ⋅ Townhomes Of San Simeon BLDG.
Enjoy the Florida lifestyle in this well-maintained two-story townhome with three bedrooms, 2.5 baths and an attached garage. The light and bright unit is in move-in condition and offers an open floor plan with a kitchen, living room and powder room on the first floor, and three bedrooms with two full baths on the second floor. The home features a spacious kitchen with granite countertops and stainless steel appliances, tile floors on the first floor, laminate on the second and upgraded light fixtures. San Simeon is a gated community that offers a community pool with a spa, fitness center, children's playground and a community room. It has a low HOA fee and is only minutes from some of the best beaches, shopping centers, the airport, and many of the best dining and entertainment Southwest Florida can offer.

3881 Cherrybrook LOOP, Fort Myers

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Palm Paradise Real Estate.

$325,000
2 Beds ⋅ 2.5 Baths ⋅ 223076119 MLS ⋅ Townhomes Of San Simeon BLDG.
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.

4092 Cherrybrook LOOP, Fort Myers

Courtesy of ERA Right Choice Realty.

Selling Office: Miloff Aubuchon Realty Group.

$210,000
3 Beds ⋅ 2.5 Baths ⋅ 223057603 MLS ⋅ Townhomes Of San Simeon BLDG.
NEEDS 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.

4023 Cherrybrook LOOP, Fort Myers

Courtesy of Sellstate 5 Star Realty.

Selling Office: RBI Realty.

$295,000
2 Beds ⋅ 2.5 Baths ⋅ 223067287 MLS ⋅ Townhomes Of San Simeon BLDG.
Welcome to your dream townhome in the vibrant city of Fort Myers! This stunning property boasts 2 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, providing you with ample space for comfortable living. As you step inside, you'll be greeted by a modern and stylish interior, featuring carpet and tile flooring that exude elegance and durability. But that's not all - this townhome has just been upgraded with brand new carpet and appliances, ensuring a fresh and inviting atmosphere for you to enjoy. When it's time to unwind, you'll have access to a community pool and spa, perfect for relaxing and soaking up the Florida sunshine. For those looking to stay active, a fitness center is at your disposal, allowing you to maintain a healthy lifestyle without ever leaving the comfort of your own community. This townhome also features a brand new AC system, guaranteeing optimal comfort year-round. The garage boasts an epoxy floor, providing a sleek and durable surface. Located in the heart of Fort Myers, you'll have easy access to all the amenities this vibrant city has to offer. With its impeccable features and prime location, it's the perfect place to call home.

4066 Cherrybrook LOOP, Fort Myers

Courtesy of MVP Realty Associates LLC.

Selling Office: Coral Breeze Realty, LLC.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

Townhomes Of San Simeon Condos