Homes for Sale Near West Orange High in Ocoee - 14 homes

Remarks: Welcome home. This beautiful 4-bedroom, 2-bath home in the gated community of Wesmere was originally built as the neighborhood model home. This well-maintained residence features formal living and dining rooms, a double-sided wood-burning fireplace shared between the living and family rooms, and a spacious open layout ideal for everyday living and entertaining. The kitchen offers abundant cabinetry and counter space, a full-sized pantry, double ovens, and a newer dishwasher. The split-bedroom floor plan provides privacy, with an oversized primary suite featuring a walk-in closet, direct pool access, and an ensuite bath with dual vanities, soaking tub, separate shower, private water closet, and a linen closet. Three additional bedrooms and a full bathroom are located on the opposite side of the home, including a bathroom with pool entry and a bedroom with a built-in desk ideal for a home office, a homeschool room or study. Enjoy Florida living from the covered lanai overlooking the screened pool and fenced backyard. The pool has cooling and heating features making it ideal for year round fun! Additional features include an interior laundry room, whole house intercom system, ample storage, and a 2-car garage with built-in storage. Residents enjoy basketball, tennis and pickleball courts, a community pool, playground, walking paths, lakes, and cable/internet included in the HOA fee. Zoned for A-rated schools and conveniently located near shopping, dining, SR 408, SR 429, and the Florida Turnpike. RECENT UPDATES include a COMPLETELY RE PLUMBED (2026), NEW ROOF (2024), WATER HEATER (2026), freshly painted bathrooms and baseboards throughout the house (2026), New toilet guts (2026), new smoke and carbon monoxide detectors (2026) and freshly power washed (2026). If that wasn’t enough, the house comes with a transferable home warranty with Choice Home Warranty through March 2027. Do not miss out. Schedule your private tour today!!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Cami Coupland (321-456-7367)

Remarks: Welcome Home to The Village of Wesmere 457 Mickleton Loop, Ocoee, FL 34761 4 Bedrooms | 2 Bathrooms | Screened Pool | Gated Community. Experience the perfect blend of modern life and resort-style living in the highly sought-after Cheshire Woods subdivision of Wesmere. This meticulously maintained residence offers a peaceful lifestyle within a premier gated community, designed for those who value comfort, connectivity, and convenience. Step inside to discover a bright, airy floor plan characterized by soaring vaulted ceilings and premium finishes. The heart of the home features porcelain tile flowing through the kitchen, dining, and family rooms. The kitchen opens seamlessly to the living areas—ideal for entertaining. Recent Refresh: Enjoy peace of mind with interior and exterior paint (2017), new carpeting in secondary bedrooms, and a new driveway and sidewalk (2019). Outdoor Oasis: Your private retreat awaits in the massive backyard. The screened-in pool is solar-heated for year-round enjoyment and features an extended roofline within the enclosure, providing a shaded sanctuary from the Florida sun. Elegant pavers wrap around the front and side of the home. Get to know the The Village of Wesmere Lifestyle. It is a master-planned community that redefines "amenity-rich." Your HOA dues offer incredible value, including: Ultra-High-Speed Connectivity: 1 Gbps high-speed internet, equipment, and a robust cable package (155+ channels) including Disney+ and Hulu. Active Recreation: Gated access to lighted basketball courts, tennis and pickleball courts, playgrounds, and scenic walking paths. Community Hub: A resort-style pool with a pavilion available for private events, all overseen by on-site property management. Prime Central Florida Location: Location is everything, and this home puts you at the center of it all: Shopping & Dining: Minutes from The Grove in Winter Garden, Walmart, Publix, and the charming Windermere Friday Farmers Market. Community & Culture: Close to Ocoee’s stunning City Hall, known for hosting regular community events and festivities. Easy Commute: Quick access to the 429 Expressway makes trips to Orlando, Disney, and major employment hubs a breeze. Schools: Zoned for Westbrooke Elementary, Sunridge Middle, and West Orange High School. This is more than a home; it’s a community. Schedule your private showing today!

Listing is courtesy of: RUSSU REALTY & ASSOCIATES PA (407-515-0723)

Listing Agent: Anna Russu (407-515-0723)

Remarks: Welcome to 2125 Velvet Leaf Drive, a rare ONE-STORY TOWNHOME located in the highly sought-after Villages of Wesmere community and built by Taylor Morrison Homes! Perfectly positioned just outside of Windermere and minutes from Winter Garden, this home offers the ideal combination of comfort, convenience, and low-maintenance living. Step inside to discover an open and airy floor plan featuring HIGH CEILINGS and a desirable three-way split bedroom layout, providing privacy and flexibility for family members, guests, or a home office. The spacious kitchen is sure to impress with beautiful 42-inch cabinetry, granite countertops, ample storage, and plenty of space for entertaining. The primary suite is a relaxing retreat featuring luxury vinyl flooring and generous space to unwind after a long day. Enjoy Florida living year-round from the screened lanai, perfect for morning coffee or evening relaxation. A TWO-CAR GARAGE provides added convenience and storage. One of the home's standout features is the absence of stairs—a rare find that makes everyday living easy and accessible. Residents will appreciate the exceptional location near major highways, shopping, dining, and top-rated A+ schools. Enjoy being just minutes from the charm of Downtown Windermere, Historic Downtown Winter Garden, Beautiful Downtown Ocoee, the West Orange Trail, and countless local amenities. If you're looking for a MOVE-IN-READY home that offers comfort, convenience, and easy living in one of West Orange County's most desirable areas, this is the one you've been waiting for! If exact square footage is desired buyer should have home measured independently. Information in the MLS is intended to be accurate but cannot be guaranteed.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Tameka Conley (407-312-7431)

Remarks: One or more photo(s) has been virtually staged. Take advantage of a prime opportunity to live in an updated home in the highly amenitized Wesmere Community! Step inside to a spacious family room with plenty of natural light. The kitchen has been upgraded with granite counters and also boasts a breakfast bar and modern appliances that all convey. The primary bedroom features recent, sleek vinyl flooring and direct access to your screened-in patio. No carpet anywhere in the home is perfect for the Florida lifestyle. primary bath includes an updated shower and dual sinks, while the second bath has been upgraded as well. This home is truly move-in ready with window treatments throughout. Enjoy the 2-car garage and spacious, fenced-in yard. Step outside the home and enjoy the community pool, tennis, and basketball courts or hop in the car and be anywhere Orlando has to offer and at highly rated schools in minutes.

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Joshua Nogowski (754-234-9626)

Remarks: One or more photo(s) has been virtually staged. Welcome to your private retreat in the highly sought-after gated community of Wesmere! Nestled on a quiet cul-de-sac with no rear neighbors, this 3-bedroom, 2 bath pool home offers privacy, comfort, and space to entertain. Inside, the spacious great room welcomes you with soaring comfort and a cozy wood-burning fireplace, creating the ideal setting for relaxing or hosting guests. The beautifully designed kitchen features stone countertops, an island with plenty of seating perfect for entertaining, all new appliances, and abundant cabinet space to meet all your storage needs. The split floor plan provides privacy and functionality, with a generously sized primary suite featuring a custom walk-in closet and an en-suite bath complete with a large shower and double vanity. Step outside to your own backyard oasis featuring a screened-in pool and hot tub, an oversized fully fenced yard, and a private sports court—perfect for recreation and gatherings. Residents of Wesmere enjoy picturesque tree-lined streets, scenic ponds, and resort-style amenities including a pool, tennis courts, pickleball, basketball courts, and playgrounds—creating an exceptional lifestyle in one of Ocoee’s most desirable communities. Conveniently located near major roadways including the 408, 429, and Florida Turnpike, making access to downtown Orlando, shopping, dining, and attractions like Disney very convenient. Additional updates include a NEW A/C unit and roof (2022).

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Elisabeth Rusnak (845-729-5042)

Remarks: Welcome to this beautifully upgraded 3-bedroom, 2.5-bath townhouse offering nearly 2,000 square feet of living space in the gated community of Villages of Wesmere. Built in 2009, this well-maintained home combines modern updates with a functional and spacious layout. Step inside to find upgraded porcelain tile flooring throughout the entire home and enhanced LED lighting that creates a bright, contemporary feel. The kitchen and living areas flow seamlessly, perfect for everyday living and entertaining. A standout feature is the modern staircase leading to the second floor, where you’ll find a versatile loft space and a convenient upstairs laundry room. The first-floor primary suite offers a private retreat with tray ceilings, a custom built-in closet with soft-close drawers, dual sinks, a garden tub, and a separate walk-in shower. Enjoy outdoor living on the private patio. Additional features include a smart home thermostat, a Puronics water softener system for the entire house, and a spacious 2-car garage with an additional washer/dryer hookup. The HOA covers exterior maintenance, lawn care, and provides access to resort-style amenities including a clubhouse, community pool, fitness center, and playground. The exterior has also been recently repainted, adding to the home’s curb appeal. Ideally located near major highways 429 and 408, with easy access to shopping, dining, gyms, and everyday conveniences including Publix. Zoned for highly rated A schools. This move-in ready home offers comfort, convenience, and low-maintenance living in one of Ocoee’s most desirable gated communities.

Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE (407-380-2800)

Listing Agent: Naresh Budhu (407-616-9565)

Remarks: One or more photo(s) has been virtually staged. --Brand New HVAC May 29, 2026-- Welcome to this 3-bedroom, 2-bath pool home in the Cross Creek community of Ocoee—offering a spacious layout, high ceilings, and the indoor-outdoor lifestyle Central Florida buyers are looking for. Situated on a .22-acre lot, this home combines functional living space with a private outdoor setting designed for year-round enjoyment. From the moment you enter, soaring ceilings and abundant natural light create an open, airy feel throughout the main living areas. The layout features formal living and dining spaces that flow seamlessly into the kitchen and family room—ideal for both entertaining and everyday living. The kitchen offers ample cabinet storage, all appliances, and a cozy dinette area, making it both practical and inviting. A dedicated laundry closet with washer and dryer adds convenience without sacrificing space. At the center of the home, the family room opens directly to the covered, screened patio and private pool, creating a true Florida lifestyle setup. Whether you’re hosting friends or enjoying a quiet evening, this indoor-outdoor connection is a standout feature. The primary suite offers generous space with high ceilings, a large walk-in closet, and an ensuite bath featuring double sinks, a soaking tub, separate shower, and private water closet. Two additional bedrooms and a full bath provide flexibility for guests, family, or a home office. Recent updates include: Brand-new water heater (2026) Updated HVAC system (2026) New roof (2017) Newer exterior paint Located in the desirable Cross Creek community, residents enjoy access to tennis courts and a large playground, all while being conveniently close to major roadways, shopping, dining, and area schools. If you’ve been searching for a pool home in Ocoee with high ceilings, a smart layout, and strong indoor-outdoor living—this one is worth a closer look.

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

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

Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 2-bath home in the gated Wesmere community of Ocoee welcomes you with soaring cathedral ceilings, an open floor plan, and natural light pouring through every room. A brand-new high-efficiency HVAC system — backed by a 10-year warranty will keep you comfortable without worry, while HOA-included gigabit internet and expanded cable make working from home, streaming, and gaming effortless. The cheerful kitchen and airy great room flow seamlessly out to a spacious covered lanai with an insulated roof — the perfect spot for Florida mornings overlooking a large, fully fenced backyard. Rich hardwood floors, brand-new carpet in 3 bedrooms, and a versatile formal room ideal for a home office or playroom round out a single-story layout built for everyday living and easy entertaining, while a generous primary suite offers private lanai access and an ensuite with garden tub, separate shower, and dual sinks. With Wesmere's community clubhouse, onsite gym, pool, tennis courts, basketball courts, playgrounds, and scenic walking paths just outside your door — plus top-rated schools, Publix-anchored shopping, and quick highway access nearby — this is light, comfortable Central Florida living at its best.

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 Brookestone, one of Ocoee’s premier gated communities, where comfort, space, and community amenities come together in this spacious single-story 4-bedroom, 3-bath home. Designed with a growing household in mind, the open floor plan offers the flexibility today’s buyers are looking for, with generously sized formal living and dining rooms, a spacious family room, and room for large-scale furnishings throughout. Warm wood flooring enhances the foyer, formal living room, dining room, dedicated office, and all bedrooms, while tile flooring flows through the kitchen, dinette, and family room for easy everyday living. The kitchen offers solid-surface countertops, stainless-steel appliances, ample cabinet storage, and a newer refrigerator (2019), all opening seamlessly to the dinette and family room—ideal for both everyday living and entertaining. Natural light fills the home, with sliding glass doors from the formal living room, family room, and primary suite leading to the oversized extended patio, enhanced with tinted sliding casement windows for added comfort and versatility, creating an effortless indoor-outdoor living experience. The fenced backyard offers privacy and plenty of room for pets, play, or future outdoor enjoyment. The spacious primary suite easily accommodates large furnishings and features a private ensuite bath with double vanities, a soaking tub, a walk-in shower, and direct access to a dedicated office, nursery, or flexible bonus space. A secondary bedroom enjoys near-private bath access, creating an ideal setup for guests or multigenerational living, while the additional bedrooms each include ceiling fans for comfort. Major updates include roof replacement (2019), HVAC (2014), and water heater (2025) for added peace of mind. Quick closing available, making this an excellent opportunity to be settled before the 2026–2027 school year. Beyond the home, Brookestone offers an exceptional lifestyle with three gated entrances, a community recreation area featuring a covered gathering pavilion, basketball courts, tennis courts, pickleball, and a large playground. The community also features a solar-powered system that supports the main front gate and common-area lighting, reflecting thoughtful community planning.

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

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

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. --A Rare Brookestone Opportunity — Spacious Corner-Lot 3-Car Garage Home with a Corner Water View-- If you've been waiting for a home in Brookestone that genuinely feels like the right fit, this 4-bedroom, 3-bath estate-sale property might be the one. Set on a premium corner lot with privacy hedging, a peaceful water view, and a hard-to-find side-entry 3-car garage, this home has been lovingly maintained—and it shows. Major updates like a new roof, new HVAC, and newer wood flooring mean you can move in with confidence. Inside, this one-story home immediately feels open and welcoming. The tall ceilings, bright natural light, and spacious foyer create a sense of comfort the moment you walk in. The living and dining rooms offer ample space for gatherings, while extensive windows frame views of the screened patio and backyard, seamlessly blending indoor and outdoor living. At the center of it all is the kitchen—truly the heart of the home. With stone countertops, extended cabinetry, a center island, and a corner pantry, it's designed for everyday cooking and the kind of moments people love to gather for. The adjoining family room easily accommodates oversized furniture and creates a warm, relaxed setting for movie nights or weekend lounging. The primary suite feels like a private retreat. The extended bedroom includes a cozy sitting area and direct access to the patio, perfect for morning coffee or quiet evenings. You'll also find two closets and a spacious bath with dual sinks, stone countertops, a soaking tub, a walk-in shower, a linen closet, and a private water closet. Just steps away is another bedroom that works beautifully as a nursery, home office, or flex space. On the opposite side of the home are two additional bedrooms and two full baths—an ideal layout for family, guests, or multigenerational living. Outside, the screened patio overlooks a tranquil, hedge-lined backyard with room to add a pool if you wish. The setting feels peaceful and private, with mature landscaping and a calming corner water view. Living in Brookestone means access to pickleball, tennis, and basketball courts, plus convenient proximity to shopping, dining, hospitals, and major highways. And with instant access to Walt Disney World via the 429, it's hard to beat this location for both everyday convenience and weekend fun. A unique bonus: Brookestone's private solar farm helps power the community's main entrance and lighting along Maguire, helping reduce monthly HOA expenses. If you're looking for a beautifully maintained home with space, comfort, and a story to grow into, this one is worth seeing in person.

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

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

Remarks: Welcome to 248 Longhirst Loop — a beautifully updated 3-bedroom, 2.5-bath two-story home nestled within the highly sought-after gated community of Wesmere in Ocoee. Thoughtfully designed for both comfort and functionality, this home offers inviting living spaces, modern updates, and access to exceptional community amenities. Step inside to discover a bright and airy floor plan with soaring ceilings and brand-new laminate wood flooring throughout the main living areas. The updated kitchen features fresh tile flooring and flows seamlessly into the living and dining spaces, creating the perfect setting for family gatherings, entertaining friends, or simply enjoying everyday life at home. Conveniently located on the first floor, the spacious primary suite offers privacy and comfort with a large walk-in closet and en-suite bath. Upstairs, you’ll find two additional bedrooms along with a versatile loft space that can easily serve as a playroom, home office, media room, or second living area to fit your lifestyle. Outside, the home continues to impress with a large fenced backyard offering plenty of space to relax, play, or entertain. Major updates including a new roof and fresh exterior paint provide peace of mind for years to come, while the oversized 3-car garage offers exceptional storage and flexibility. Living in Wesmere means enjoying a true sense of community with amenities including a resort-style pool, tennis courts, basketball courts, playgrounds, and beautifully maintained gated entrances. Ideally located just minutes from Windermere, shopping, dining, and major roadways, the home is also zoned for highly regarded schools including Westbrooke Elementary and SunRidge Middle.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matthew Mckee (407-948-0658)

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)

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: Under contract-accepting backup offers. ***TURN-KEY Home in the Sought-After Gated Community of CROSS CREEK!*** Welcome to this beautifully renovated 3-bedroom, 2-bathroom home, situated on a quiet cul-de-sac inside the exclusive Cross Creek gated community. This move-in ready home features a spacious OPEN FLOOR PLAN, volume ceilings, and luxury wood plank vinyl flooring throughout the main living areas and bedrooms. The newly REMODELED KITCHEN 2023 is the heart of the home. Kitchen features include a large center island with countertop seating, undermount cabinetry, a ceramic tile backsplash, stainless steel farmhouse sink, pendant lights and custom built-in storage that adds both style and function. You are sure to appreciate the seamless connection between the kitchen, living and dining areas, creating a perfect flow for everyday living and entertaining. Sliding glass doors just off the dining room lead out onto the spacious Florida Room, providing a bright and versatile space that extends your living area and expensive views of the backyard. Whether you're hosting guests or enjoying a quiet morning coffee, this indoor/outdoor living setup is a true highlight. Private master retreat offers volume ceilings, custom walk-in closet, dual undermount sinks, garden tub, freestanding shower, and private access to the spacious Florida Room. Down the hallway off the main living area, you'll find two additional generously sized bedrooms, a full guest bathroom, and a separate laundry room with convenient access to the garage. WATER HEATER 2025, DOUBLE PANE WINDOWS. Living in Cross Creek means more than just a beautiful home — it's a LIFESTYLE. The community offers a range of amenities just minutes from your front door, including basketball, tennis, pickleball, and volleyball courts, a sparkling community pool, and a playground perfect for family fun. Outside the gates, you'll enjoy the convenience of restaurants, shopping, entertainment, and more — all within minutes. With a central location providing easy access to major highways, you're just a short drive from theme parks, beaches, and all that Central Florida has to offer. This home truly has it all — location, upgrades, space, and community. Don’t miss your opportunity to make it yours!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Kimberly Beach Byerly (407-516-7780)