Location: Wesmere, Ocoee
Do Not Show Listings
248 LONGHIRST LOOP, OCOEE, FL 34761
$580,0003 Days on yellowkey MLS ID: O6399559
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2078 Built: 1998Monthly Fee: $251 Tax: $7,885 (2025)Community: WesmereSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,885
Elementary School: Westbrooke Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Welcome to 248 Longhirst Loop — a beautifully updated 3-bedroom, 2.5-bath two-story home tucked inside the highly sought-after gated community of Wesmere in Ocoee. With income-producing tenants already in place, this is a turnkey investment opportunity you don't want to miss. Step inside to discover a bright, open layout featuring soaring high ceilings and brand-new laminate wood flooring throughout the entire first floor. The updated kitchen showcases new tile and connects seamlessly to the living and dining areas — perfect for everyday living and entertaining alike. The first-floor master suite offers convenience and privacy with a spacious walk-in closet and en-suite bath. Head upstairs to find two additional bedrooms and a versatile loft — ideal as a home office, playroom, or second living area. Outside, major-ticket items have already been handled. A new roof and fresh exterior paint give this home instant curb appeal and long-term peace of mind for any buyer. The large fenced backyard provides plenty of room to enjoy, and the oversized 3-car garage is a rare find at this price point. Living in Wesmere means resort-style amenities at your doorstep — community pool, tennis courts, basketball courts, and playground — all within a secure, gated setting just off Maguire Road and minutes from the charm of Windermere. Top-rated schools including Westbrooke Elementary and SunRidge Middle are nearby. Currently tenant-occupied — please do not disturb tenants. All showings by appointment only.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
2081 LEATHER FERN DR, OCOEE, FL 34761
$389,00032 Days on yellowkey MLS ID: O6391182
REDUCED by $10,900 (2.7%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2012Monthly Fee: $444 Tax: $6,030 (2025)Community: Villages/Wesmere NSpa: NoTownhouse
Taxes:$6,030
Remarks: PRICE IMPROVEMENT—exceptional value for a well-positioned, end-unit townhome in the gated Villages of Wesmere. This 3-bed, 2.5-bath residence offers 1,906 SF of thoughtfully designed living space that balances openness, flexibility & everyday functionality. From the moment of arrival, the charming curb appeal includes a tile roof, paver drive, mature oak tree & professional landscaping, complemented by carriage-style garage doors w/ decorative hardware and a covered entry. Once inside, a welcoming foyer greets guests & creates a soft transition into the home, where tall ceilings, neutral finishes & expansive windows allow for natural light while maintaining a clean, versatile backdrop for any interior style. The open-concept plan allows for easy flow between the living, dining & kitchen spaces while still offering the ability to create defined areas for everyday living. The spacious living room is highlighted by large-format windows, neutral tile flooring & a full wall ideal for media, artwork, or custom built-ins. A portion of the main living space is currently used for a piano & offers an ideal opportunity for a music area, a reading nook, home office or more. The kitchen is centrally positioned & features granite countertops, stainless steel appliances, abundant cabinetry, generous countertop space, a neutral tile backsplash & a pantry for added storage, along w/ bar seating along a long peninsula. The dining area is well placed between the kitchen & outdoor living, with wide views of the private backyard through large sliding glass doors. Storage throughout the home is a notable feature, w/ multiple closets & functional storage spaces on the main level. Upstairs, the primary suite offers generous proportions & natural light, along w/ a large walk-in closet & a spacious bath featuring an extended vanity w/ two sinks, a soaking garden tub positioned beneath a window & a separate walk-in shower. Two additional bedrooms offer comfortable accommodations w/ built-in closets, soft carpeted flooring, updated lighting & window treatments. They share a hall-access full bathroom w/ a vanity, neutral finishes & a tub-shower combination. The upstairs laundry room is equipped with a washer, dryer & hanging space above, conveniently located near the bedrooms. Outdoor living is equally functional & features a private, fully fenced paver patio w/ a gate providing direct access to the green space behind the home—an uncommon and valuable extension of the property. Villages of Wesmere is a gated, well-maintained community known for its mature landscaping, tree-lined streets & Mediterranean-inspired architecture, offering a peaceful residential setting w/ convenient access to everything Central Florida has to offer. Residents enjoy a clubhouse, resort-style pool, playground, community garden & multiple green spaces w/ ponds, along w/ an extensive sidewalk system that supports a pedestrian-friendly lifestyle. Ideally situated in south Ocoee just off Maguire Road, the community provides easy access to Winter Garden Village for shopping & dining, as well as a convenient commute to Walt Disney World, Universal Studios & downtown Orlando. Zoned for highly rated Orange County public schools, including Westbrooke Elementary just a short walk away. Offering a compelling alternative to higher-priced nearby Windermere communities, this home combines location, livability & value in one of the area’s most established gated neighborhoods.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Padgett Mccormick (407-645-4321)
469 MICKLETON LOOP, OCOEE, FL 34761
$464,00060 Days on yellowkey MLS ID: O6383846
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2077 Built: 1997Monthly Fee: $252 Tax: $2,947 (2024)Community: WesmereSingle Family
Taxes:$2,947
Tax Year: 2024
Remarks: Nestled in the highly desirable Wesmere/Cheshire Woods community! This beautifully maintained 4-bedroom, 2-bath home offers comfort, space, and timeless appeal. Lovingly cared for by its original owner, it reflects true pride of ownership throughout. As you step inside, you’re welcomed by a formal living and dining room area that creates an elegant and inviting first impression. The layout then opens into a spacious kitchen and family room combination, ideal for both everyday living and entertaining. The kitchen features a bright bay window in the nook area, filling the space with natural light. All premium stainless steel kitchen appliances are included, an excellent added value for the new owners. Sliding glass doors from the family room lead to an expansive Florida Room, offering a versatile extension of the home perfect for a second living area or just a relaxing retreat. Residents of Wesmere/Cheshire Woods can enjoy two gated entrances, tennis, pickleball and basketball courts, as well as a community pool and a clubhouse. With convenient access to major highways and just minutes from shopping, dining and A-rated schools, this home is ideally located, making it a perfect opportunity for buyers seeking comfort, location and long-term value. The community sits along the border of Ocoee, Winter Garden and Windermere, offering the perfect blend of convenience location and lifestyle in one of Central Florida’s most sought-after areas. Come see it today!
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Fernando Orsini (407-383-5575)
2022 BENT GRASS AVE, OCOEE, FL 34761
$575,000223 Days on yellowkey MLS ID: O6340173
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2419 Built: 2013Monthly Fee: $176 Tax: $7,371 (2024)Community: Villages/Wesmere Ph 3Single Family
Taxes:$7,371
Remarks: Discover this beautiful Mediterranean-style two-story home in the gated community of Wesmere, off Maguire Road in Ocoee, Florida. Featuring 4 bedrooms and 2.5 bathrooms, this home offers an open, light-filled layout with tile flooring throughout the first floor. The spacious living area includes a versatile dining space, a bar area outside the kitchen perfect for entertaining, and a half bath with a modern vanity and LED-lit mirror. The kitchen has large cabinets, sleek countertops, energy-efficient stainless steel appliances, and a cozy breakfast nook overlooking the fenced backyard ideal for pets and gatherings. Notably, there’s no carpet throughout the home for easy maintenance. Upstairs, enjoy a luxurious master retreat with an en suite bath featuring a soaking tub, glass shower, and double vanities. Three additional bedrooms share a second full bathroom with a double vanity and sliding shower. The home is energy-efficient and includes an upstairs laundry room for added convenience. New AC November 2025. Community amenities include a large pool, playground, and clubhouse. Conveniently located near Westbrook Elementary, Publix, shops, restaurants, major highways, Disney Parks, Winter Garden Village, and Downtown Windermere. Exterior features include stone facades, a rear facing garage, tile roofs, and paver driveways. Don’t miss this opportunity, schedule a showing today!
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Teresa Valdes (407-925-1567)
1996 LEATHER FERN DR, OCOEE, FL 34761
$575,00042 Days on yellowkey MLS ID: O6388974
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2549 Built: 2014Community: Villages/Wesmere Ph 3Single Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Stunning 4-bedroom, 2.5-bath, 2-story single-family home in the highly desirable Village of Wesmere, Ocoee! Boasting 2,549 sq ft of heated living space, this home features beautiful wood floors throughout, elegant finishes, and custom wood-panel closet doors. A cozy reading nook under the stairs, huge backyard with fire pit, and a private Cinema Room (projector, speakers, and receiver included) make this home perfect for relaxing and entertaining. Additional highlights include MyQ smart garage door system, spacious layout with abundant natural light, and exceptional indoor/outdoor living spaces. Village of Wesmere offers tree-lined streets, walking paths, playgrounds, and a community pool within a gated, secure environment close to shopping, dining, and major highways. A true blend of sophistication, modern living, and lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Dayse Grillo (407-683-2050)
2080 BENT GRASS AVE, OCOEE, FL 34761
$449,90044 Days on yellowkey MLS ID: O6385310
1 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2216 Built: 2009Community: Villages/Wesmere NTownhouse
Remarks: Under contract-accepting backup offers. Welcome to 2080 Bent Grass Ave, Ocoee, FL near Winter Garden – A Rare 4-bedroom, 3-bath corner and end-unit townhome in the gated community of Villages of Wesmere, just steps from the clubhouse, pool, and playground. The HOA provides comprehensive coverage, taking care of exterior walls, roof, lawn care, and pool maintenance, ensuring truly hassle-free ownership. The main level features a formal dining room, open-concept living area, dinette, and a well-appointed kitchen with granite countertops, stainless steel appliances, tile backsplash, and breakfast bar. Newly replaced oven and dish washer. New air conditioner! Sliding glass doors lead to a screened lanai and peaceful backyard. A first-floor bedroom with wood floors and access to a full bath is perfect for guests or a home office. Seller will also include any furniture that a buyer may want as well! Additional highlights include an indoor laundry room with built-in cabinetry, under-stair storage, and a mudroom cubby. Upstairs offers a loft, beautiful and durable vinyl flooring, and a spacious primary suite with tray ceilings, dual closets, window seat, and en-suite bath with dual vanities, garden tub, glass-enclosed shower, and private water closet. Tile roof, stone-accented façade, paver driveway, and 2-car garage. HOA includes lawn care and resort-style amenities. Convenient guest parking and a private sidewalk to the elementary school next door. Minutes from shopping, dining, and major highways in Ocoee, Windermere and beautiful downtown Winter Garden!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Kim Griffin (407-314-5033)
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