Orlando Homes with Winter Park High High school

Orlando Homes with Winter Park High High school

Welcome to Orlando, Florida, a vibrant city known for its enchanting theme parks, diverse culture, and sunny disposition! Nestled in Orange County, Orlando is not just a playground for tourists; it’s a thriving community that offers a perfect blend of urban excitement and suburban charm. With its warm climate, beautiful lakes, and lush green parks, it’s no wonder that families and professionals alike are drawn to this dynamic city.

One of the standout features of Orlando is its exceptional educational institutions, particularly Winter Park High School. Located in the esteemed Winter Park area, this school is renowned for its commitment to academic excellence and a comprehensive extracurricular program. Families seeking homes in this region will find themselves in a vibrant community that values education and provides ample opportunities for students to thrive.

When it comes to real estate, the neighborhoods surrounding Winter Park High School offer a delightful mix of historic charm and modern amenities. From cozy bungalows to spacious family homes, there’s something for everyone. Residents enjoy the convenience of nearby shopping, dining, and recreational activities, making it easy to embrace the quintessential Florida lifestyle.

In addition to its beautiful homes, the Winter Park area boasts picturesque tree-lined streets, scenic parks, and a strong sense of community. Whether you’re strolling through the charming downtown area or enjoying a sunny afternoon by the lake, you’ll quickly fall in love with the warmth and hospitality that this part of Orlando has to offer.

Discover your dream home in Orlando today, and experience the perfect blend of comfort, community, and convenience!

Newest Orlando Homes with Winter Park High High school

4 Beds ⋅ 2 Baths ⋅ Watermill Sec 01 SubDv. ⋅ 32817 Zip Code

Tucked away on a fenced and oversized,0.42-acre, cul-de-sac lot in the desirable Watermill community, this beautifully maintained 4-bedroom, 2-bath home offers 1,857 square feet of comfortable single-story living in the heart of East Orlando! Step inside to a spacious, open layout featuring a cozy fireplace, generous living and dining areas, and a functional kitchen with ample cabinet and counter space. The split-bedroom floor plan provides privacy for the primary suite while offering flexibility for family, guests, or a home office. The expansive backyard offers endless possibilities with plenty of room for entertaining, gardening, play, or even a future pool. An attached two-car garage provides additional storage and everyday convenience.

9216 Amity Court, Orlando

6 Beds ⋅ 3 Baths ⋅ Second Add SubDv. ⋅ 32803 Zip Code

Investor opportunity in a high-demand infill location between Baldwin Park and Downtown Orlando! This fully occupied triplex offers three separately rented 2-bedroom, 1-bath units—6 bedrooms and 3 bathrooms in total—providing immediate rental income from day one. The single-story block property offers approximately 2,472 square feet of living area on a corner lot of approximately 0.27 acre. Each residence features durable tile flooring and its own separate laundry room, creating a practical layout for tenants and easier ongoing maintenance for ownership. Important capital improvements include repiping and electrical updates to all three units in 2021, one septic system replaced in 2022, the second septic system serviced/pumped in 2025, and a new A/C system in Unit 5214.Rood 2015 Location is a major advantage. The property is positioned near Baldwin Park’s restaurants, shopping, parks and recreation, while Downtown Orlando is only minutes away. Convenient access to Colonial Drive and SR 408 connects residents to employment centers, healthcare, shopping and entertainment throughout Central Florida. With all three units occupied, separate living spaces and major systems already improved, this property is well positioned for an investor seeking current income, simplified maintenance and lasting rental appeal in the heart of Orlando. This is a beautiful community surruonded for homes, waliking and byke trails. Please do not disturb tenants. Showings by appointment only. Buyer to independently verify leases, rents, deposits, expenses, measurements, permits, zoning and all information material to the purchase.

5214 Josephine Street, Orlando

3 Beds ⋅ 3 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code

Virtually Staged. Live closer to the city and enjoy the best of Orlando’s vibrant neighborhoods in this beautiful townhome located in Baldwin Park. Offering 1,680 square feet, this three-bedroom, two-and-a-half-bath home is ideally located on a quiet street with mature landscaping just two blocks from a community pool and resident-only fitness facility. A short 10 minute walk to Baldwin Park Village Center’s restaurants, shops, and entertainment, including Michelin-rated dining. The interior features fresh paint throughout, wood and tile flooring, an updated kitchen with quartz countertops and stainless steel appliances, and abundant natural light thanks to its desirable southwest exposure. A private brick-paver courtyard with privacy fencing extends the living space outdoors, creating an inviting setting for morning coffee, entertaining, or relaxing. Adding to the appeal, the home backs to The Yard, one of Baldwin Park’s hidden gems—a secluded green space offering a convenient place to run, walk, play, or simply enjoy a little extra breathing room. Beyond Baldwin Park, you’re minutes from Orlando’s eclectic Audubon Park Garden District, vibrant Mills 50, The Milk District, Winter Park’s Park Avenue, and downtown Orlando. Enjoy easy access to an incredible variety of independent restaurants, unique shops, coffee houses, entertainment, and cultural experiences. For those who want the convenience and energy of city living without sacrificing neighborhood character, this home delivers an exceptional Orlando lifestyle.

1003 Juel Street, Orlando

3 Beds ⋅ 4 Baths ⋅ Baldwin Park Unit 3 SubDv. ⋅ 32814 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1650 Prospect Ave in Orlando, a beautifully maintained 3-bedroom, 3.5-bath, three-story townhouse designed for comfortable, low-maintenance living in the highly sought-after Baldwin Park community. Located in the heart of Baldwin Park, this home offers the perfect balance of style, flexibility, and convenience. Natural light fills the inviting living spaces, creating a warm and welcoming atmosphere for everyday living and entertaining. Inside, the well-designed floor plan provides comfortable living across three levels, offering privacy and versatility for family members or guests. The open-concept main living area flows seamlessly into the dining space and kitchen, creating an ideal setting for gatherings and daily life. Each bedroom is generously sized, while the additional half bath adds convenience for visitors. Step outside to your private balcony, the perfect spot to enjoy your morning coffee or unwind in the evening. Residents also enjoy access to exceptional community amenities, including a resort-style pool, clubhouse, fitness center, and a variety of recreational facilities, providing plenty of opportunities for relaxation, exercise, and social activities. Just steps from charming local restaurants, cafés, and boutique shopping, this home also enjoys exceptional walkability with Publix approximately 0.2 miles away and beautiful Lake Baldwin just a short walk from your front door. Surrounded by tree-lined streets, scenic walking and biking trails, neighborhood parks, and picturesque lakes, you'll also enjoy convenient access to top-rated schools, Downtown Orlando, Winter Park, and major roadways, making it easy to experience everything Central Florida has to offer. This is a wonderful opportunity to enjoy an active lifestyle in one of Orlando's most desirable neighborhoods.

1650 Prospect Avenue, Orlando

4 Beds ⋅ 2 Baths ⋅ Harbor East SubDv. ⋅ 32817 Zip Code

Short Sale. Welcome to this beautifully maintained 4-bedroom, 2-bath home ideally located just minutes from UCF! This spacious home features an open and functional floor plan, a 2-car garage, and sits on a large, oversized lot with NO HOA. Step outside to a spacious backyard offering endless possibilities for entertaining, family gatherings, gardening, or creating your own outdoor retreat. The open pool area provides the perfect setting to relax and enjoy Florida's year-round outdoor lifestyle. Conveniently located near UCF, Waterford Lakes Town Center, major highways (417, 408, and SR 50), shopping, dining, parks, and top-rated schools, this home offers exceptional convenience and accessibility. Whether you're searching for your primary residence, a vacation home, or an excellent investment opportunity near one of Florida's largest universities, this property checks all the boxes. Don't miss your opportunity to own this exceptional home—schedule your private showing today! Your home awaits in the desirable Harbor East neighborhood with NO HOA with 4 bedrooms and two bathrooms, swimming pool and 0.32 acres. LOCATION, LOCATION, LOCATION!!! With newly installed tile floors that flow throughout. Also, you can enjoy the beautiful, mature MANGOES TREE. NEW AC (2021), NEW ROOF (2022), NEW GARAGE DOOR (2022), INFINITY GUTTERS (2024), NEW POOL EQUIPMENT (2024), NO POLYBUTYLENE. Buyer and buyer’s agent are responsible for verifying sizes, lot size, rooms and building dimensions, taxes, zoning, to include, but not limited to MLS data for any errors and omission. Washer and dryer do not convey

3140 Tcu Boulevard, Orlando

5 Beds ⋅ 3 Baths ⋅ Harrell Oaks SubDv. ⋅ 32817 Zip Code

Under Construction. Welcome to the Wilshire - our largest 2-story plan available in the beautiful Harrell Oaks Community! This beautifully designed new home offers space, style, and versatility. The open-concept layout features a separate Living Room near the front entry—perfect for a home office or den—along with 5 bedrooms and 3 full baths, including a 1st floor Guest Bedroom with adjacent bath. The expansive Family Room overlooks a covered rear Lanai, ideal for entertaining and enjoying outdoor living. Elegant tile flooring enhances the main living areas on the first floor, while the deluxe Kitchen impresses with 42" upper cabinets, quartz countertops, large corner pantry closet, and stainless steel appliances, including a cooktop and built-in oven. The split bedroom design provides privacy, with the inviting Primary Bedroom featuring an oversized walk-in closet and a spa-inspired en-suite bath complete with dual sinks in an adult-height vanity, quartz countertops, and a walk-in shower with wall tile surround and glass enclosure. Exterior includes decorative stone accents, and attractive brick paver driveway and lead walk, providing great curb appeal. Zoned for top-rated schools, Harrell Oaks also offers a community park and picnic area, and is conveniently located near local parks, trails, and lakes, along with easy access to shopping and dining.

2627 Cavanaugh Drive, Orlando

3 Beds ⋅ 2 Baths ⋅ Baldwin Park #4 SubDv. ⋅ 32814 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath condominium in the heart of desirable Winter Park! Offering a spacious open-concept floor plan, this home is designed for both comfortable everyday living and effortless entertaining. The kitchen features elegant granite countertops, stainless steel appliances, and a large breakfast bar that overlooks the dining and living areas, creating the perfect gathering space. Warm wood-look flooring flows throughout the main living areas, while abundant natural light and plantation shutters add charm and character. The spacious primary suite offers a private retreat with an en-suite bathroom featuring dual sinks, an oversized vanity, a large mirror, and a beautifully tiled walk-in shower. Two additional bedrooms provide flexible space for family, guests, or a home office. The guest bathroom is tastefully finished with a wood vanity and a full tub/shower combination. Step through the French doors onto the expansive L-shaped covered balcony, offering two separate seating areas—an ideal place to enjoy your morning coffee, unwind with a good book, or relax while taking in the peaceful surroundings. Additional features include a private one-car garage located just steps from your front door, providing convenience and extra storage. Residents enjoy access to wonderful community amenities, including a sparkling swimming pool and a fitness center. Conveniently located near shopping, dining, parks, top-rated schools, major roadways, and everything Winter Park and Orlando have to offer, this move-in-ready condo combines comfort, style, and an unbeatable location. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!

2315 Upper Park Road Unit 9-203, Orlando

2 Beds ⋅ 2 Baths ⋅ Baldwin Park 04 SubDv. ⋅ 32814 Zip Code

Virtually Staged. An exceptional Baldwin Park residence, this one-of-a-kind condominium has been professionally reimagined with elevated finishes, thoughtful craftsmanship, and a refined sense of everyday luxury. The chef’s kitchen showcases custom wood soft- close cabinetry, pull-out pantry shelving, quartz countertops, a high-end GE Profile built-in convection range/microwave combination, a GE Profile five-burner glass cooktop, and a Bosch low-decibel, three-rack stainless steel dishwasher. A centrally positioned wine bar with a 50-bottle wine cooler creates a polished focal point for entertaining. Architectural details carry throughout the home, including crown molding, six-inch wood baseboards, eight-foot paneled doors with antique bronze lever hardware, and low- voltage LED accent lighting. Commercial-grade Mannington LVT wood plank flooring provides a seamless, elegant foundation across the residence. The primary bath is designed as a private retreat, featuring rain and handheld shower heads, full-height marble wall tile with penny tile accents, a glass-enclosed shower, and a custom double vanity with a central storage tower. Handmade artistic wood shelving and a chair-height Kohler toilet complete the spa- inspired setting. The secondary bath continues the elevated finish level with full- height marble wall tile, custom cabinetry, a new bowed tub, and a chair-height Kohler toilet. The laundry area is equally considered, offering a stacked washer and dryer, a stainless steel sink set into custom cabinetry, and upper storage cabinets. From the living area, a second-floor balcony offers a tranquil, tree- framed setting on the quieter north side of the building. Modern comfort is enhanced by a high-efficiency AC system and water heater installed in 2020, along with a Daikin programmable thermostat. Designed for comfort, ease, and understated sophistication, this residence offers a turnkey lifestyle just moments from Lake Baldwin and the town center. A one-car garage and one surface parking space further enhance the convenience of this distinguished Baldwin Park offering. Building got a new roof last year and a new Elevator! New paint slated for next year. Neighborhood offers 3 pools, 2 workout rooms, 2 party rooms and many holiday celebrations! Walk to restaurants, grocery shopping, doctor offices, etc.

4286 Anissa Avenue Unit 10-202, Orlando

3 Beds ⋅ 2 Baths ⋅ Ponce De Leon SubDv. ⋅ 32807 Zip Code

Built in 2024, this like-new home offers all the benefits of new construction without the wait. With 3 bedrooms, 2 bathrooms, and an open layout, it feels bright, functional, and easy to live in. Natural light fills the main living area, where large-format porcelain tile flooring runs throughout the home, offering a clean, modern look that's both durable and easy to maintain. The kitchen sits at the center of it all with quartz countertops, stainless steel appliances, shaker-style cabinetry, a large island with seating for four, and a pantry that keeps everyday essentials tucked away but close at hand. Whether you're cooking dinner, helping with homework, or catching up with friends, this space was designed to be lived in. The primary suite is privately positioned away from the secondary bedrooms and features a spacious walk-in closet with a custom organization system, dual vanities, and a large glass-enclosed shower. On the opposite side of the home, two additional bedrooms and a full bath provide flexibility for guests, family, or a home office. Step outside to a covered rear lanai overlooking a spacious backyard with no rear neighbors, just a peaceful wooded backdrop that adds privacy and a little extra breathing room. And for anyone who enjoys getting outside, the Cady Way Trail is just beyond the trees, with an access point only about 100 ft away, it makes morning walks, bike rides, or evening runs part of your routine. The location is just as impressive as the home itself. Enjoy the freedom of no HOA while being just minutes from Baldwin Park, where you'll find some of Orlando's favorite restaurants, coffee shops, boutiques, Publix, parks, and year-round community events. Add in the nearby Milk District and Colonial Plaza, and you'll have even more dining, shopping, and everyday conveniences close to home. Zoned for A-rated Baldwin Park Elementary, Glenridge Middle, and Winter Park High School (Go Wildcats!), this location continues to check all the right boxes. With convenient access to the 408, 417, and 528, you're also about 15 minutes from Downtown Orlando, around 20 minutes from Orlando International Airport, 30 to 45 minutes from the theme parks, and just over an hour from Florida's east coast beaches. Modern, move-in ready, and in a location that makes everyday life a little easier.

5401 Old Cheney Highway, Orlando

4 Beds ⋅ 4 Baths ⋅ Harrell Oaks SubDv. ⋅ 32817 Zip Code

Experience refined living in the stunning Newcastle - our only 2-story floorplan offering a 1st floor Guest Suite with ensuite Bath and walk-in Closet - perfect for multi-gen living! This exceptional home showcases 9'4" first-floor ceilings and a bright open-concept layout designed for both comfort and style, offering a total of 4 bedrooms and 3.5 baths, including a convenient first-floor guest suite with full bath and walk-in closet. Elegant Luxury Vinyl Plank flooring enhances the 1st floor main living areas, while the spacious Great Room leads to a Café area that flows seamlessly to an extended covered rear Lanai, ideal for entertaining and enjoying outdoor living. The deluxe kitchen is a showstopper with 42" upper cabinets, quartz countertops, a stylish tile backsplash, cooktop, and built-in oven. Upstairs, a versatile secondary Family / Bonus room provides flexible space for a media room or home gym. The luxurious Primary suite features an ensuite bath with dual sinks in an adult-height vanity, quartz countertops, oversized walk-in closet, garden tub, and separate walk-in shower with wall tile surround and glass enclosure. Completing the home are attractive landscaping, and brick paver driveway and lead walk, adding to its exceptional curb appeal. Zoned for top-rated schools, Harrell Oaks also offers community parks and picnic areas, and is conveniently located near local parks, trails, and lakes, along with easy access to shopping and dining.

2692 Cavanaugh Drive, Orlando

4 Beds ⋅ 6 Baths ⋅ Baldwin Park 6 SubDv. ⋅ 32814 Zip Code

Perfectly positioned along a picturesque park in the heart of Baldwin Park, this nearly 5,000-square-foot Mediterranean estate offers timeless architecture, generous living spaces, and an exceptional opportunity to create a home that reflects your own vision and style. Thoughtfully designed for both everyday living and grand entertaining, the residence features elegant coffered ceilings, custom built-in entertainment centers, plantation shutters, a wood-burning fireplace, and expansive gathering spaces filled with natural light. At the heart of the home is a chef's kitchen complete with an oversized center island, Sub-Zero refrigerator, Viking oven, oversized gas cooktop, two wine refrigerators, and a separate scullery, blending beauty with function. Additional highlights include a spacious mudroom and abundant storage throughout. Step outside to enjoy your own private retreat featuring a sparkling pool, spa, and fully equipped outdoor kitchen—ideal for entertaining or relaxing year-round. Surrounded by Baldwin Park's tree-lined streets, scenic parks, lakes, walking trails, neighborhood amenities, boutique shopping, and exceptional dining, this home presents a rare chance to personalize an extraordinary residence in one of Central Florida's most desirable communities.

2734 Meeting Place, Orlando

4 Beds ⋅ 5 Baths ⋅ Audubon Park SubDv. ⋅ 32803 Zip Code

Under Construction. Nestled on a quiet street in the heart of Audubon Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.

3627 Bobolink Lane, Orlando

Start Your Search