Homes for Sale Near West Orange High in Ocoee - 9 homes

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)

Remarks: This 3-bedroom, 2-bathroom single-story home features an attached 2-car garage and an open-concept layout that seamlessly connects the kitchen and family room. The interior is completely carpet-free, finished with a mix of ceramic tile and laminate flooring throughout for easy maintenance. All kitchen appliances are accounted for, providing a functional start for the next owner. While the property needs some TLC, its popular one-level design and durable surfaces make it an ideal candidate for a refresh, offering a great opportunity to build equity through repairs and personalization.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

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)

Remarks: Welcome to your new sanctuary in the heart of the gated community of Wesmere! This stunning 4-bedroom, 2-bathroom residence nestled in the coveted Brookhaven Oaks subdivision is a true gem, exuding elegance and comfort. This home is ideal for both entertaining and everyday living, with an inviting family room, formal dining area, and well-appointed kitchen. The master suite features direct access to the covered lanai—a perfect spot for morning coffee or evening relaxation. The ensuite bathroom is a spa-like oasis, boasting a lavish garden tub, a spacious shower, and dual sinks, ensuring your comfort and privacy. Enjoy brand new carpet in three of the bedrooms, while the family room showcases beautiful hardwood floors that add an element of sophistication. A separate formal room offers versatile space for a home office or playroom, catering to your lifestyle needs. The covered lanai is an expansive space perfect for gatherings, barbecues, or quiet evenings under the stars, all while overlooking the beautifully landscaped yard. Wesmere residents enjoy access to an impressive array of amenities, including a huge swimming pool, tennis courts, multiple playground areas, and scenic walking paths that wind throughout the community. Convenient shopping options are just minutes away, including a Publix-anchored shopping center. This prime location also boasts proximity to top-rated schools and easy access to major highways, making commutes a breeze. Don’t miss the opportunity to call this exquisite property your home. Schedule a private showing today and envision the possibilities of living in this enchanting space!

Listing is courtesy of: RICHARD L. FULLERTON INC (407-293-0589)

Listing Agent: Sean Fullerton (407-293-0589)

Remarks: One or more photo(s) has been virtually staged. Welcome to Cross Creek in Ocoee—where comfort, space, and Florida living come together in this fantastic 3-bedroom, 2-bath pool home. Situated on a generous .22-acre lot, this property offers the perfect blend of indoor functionality and outdoor enjoyment. From the moment you enter, you’ll notice the soaring high ceilings and abundant natural light that create an open, airy feel throughout the home. The formal living and dining areas are thoughtfully positioned with seamless access to both the kitchen and family room—ideal for entertaining or everyday living. The spacious kitchen features all appliances, ample cabinet storage, and a convenient layout that includes a cozy dinette area. A dedicated laundry closet with a washer and dryer adds to the home’s functionality without sacrificing space. The family room serves as the heart of the home, offering direct access to the covered, screened patio and private pool area—creating a true indoor-outdoor lifestyle that Florida buyers love. Whether you’re hosting gatherings or enjoying a quiet evening, this space is designed for year-round enjoyment. The primary suite is generously sized and features high ceilings, a large walk-in closet, and an ensuite bath with double sinks, a soaking tub, a separate shower, and a private water closet. Two additional bedrooms and a full bath provide flexibility for guests, family, or a home office. Recent updates include newer exterior paint, a brand-new water heater (2026), and an updated HVAC system (2017), giving buyers peace of mind. Located in the desirable Cross Creek community, residents enjoy access to amenities including tennis courts and a large playground. Conveniently located near major roadways, shopping, dining, and popular schools, this home checks all the boxes. If you’ve been searching for a pool home in Ocoee with a smart layout and great community amenities—this is the one to see.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: David Dorman (407-948-8295)

Remarks: Under contract-accepting backup offers. Discover elevated living in this beautifully upgraded home set within highly desirable Brookstone community zoned for top-rated schools. Every detail has been thoughtfully curated, from the stylish wood flooring throughout to the refined finishes that define each space. The gourmet kitchen impresses with elegant quartzite countertops, custom soft-close cabinetry, premium hardware, and brand-new stainless-steel appliances. All three full baths feature quartzite or marble surfaces and custom cabinetry, creating a cohesive, luxurious aesthetic. A three-car garage offers exceptional storage and includes an electric car charger adding modern convenience for today's lifestyle. The home is enhanced with new LED lighting, plus a brand-new premium AC system with Wi-Fi technology and a transferable warranty for long-term comfort. Fresh landscaping and an upgraded irrigation system elevate the exterior, while the location provides unmatched accessibility to Winter Garden Village, Windermere, and major highways including the 408,429, and the Turnpike ensuring a smooth and efficient commute. This residence blends luxury, convenience, and timeless design-an exceptional opportunity in one of Ocoee's most sought-after communities.

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Linnae Williams (407-758-2478)

Remarks: Welcome to this lovely 4 bedroom, 2 bath home in the gated Cross Creek community of Ocoee. Featuring an open floor plan with spacious living and dining areas, a bright kitchen, and a cozy family room. Enjoy a 2 car garage, a large lot with plenty of outdoor space, and a peaceful location near shopping, dining, major highways, and top-rated schools.

Listing is courtesy of: RE/MAX REX (561-220-1520)

Listing Agent: Ana Armua (954-225-2979)

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)

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)