Winter Park Homes with Lake Howell High High school

Winter Park Homes with Lake Howell High High school

Welcome to Winter Park, Florida, a picturesque city nestled in Seminole County that beautifully blends small-town charm with big-city amenities. Known for its stunning lakes, lush parks, and vibrant arts scene, Winter Park is a haven for families, young professionals, and retirees alike. With a rich history dating back to the late 1800s, this enchanting community offers a unique blend of historic architecture and modern conveniences.

One of Winter Park's standout features is its commitment to education, with homes located within the highly regarded Lake Howell High School district. This top-rated school is known for its dedicated faculty, diverse programs, and a strong focus on academic excellence, making it an ideal choice for families seeking a nurturing environment for their children’s growth and development.

As you explore the real estate options in Winter Park, you’ll find a delightful array of homes, from charming bungalows to luxurious waterfront properties, all surrounded by the natural beauty of the area. Enjoy leisurely strolls along the scenic lakes, indulge in the local dining scene, or immerse yourself in the vibrant cultural offerings, including art galleries and seasonal festivals.

Whether you're looking for a serene retreat or an active lifestyle, Winter Park is the perfect place to call home. With its friendly community, excellent schools, and idyllic surroundings, you’ll discover that life in Winter Park is not just about where you live—it’s about how you live. Come and experience the magic of Winter Park, where your dream home awaits!

Newest Winter Park Homes with Lake Howell High High school

1021 Princess Gate Boulevard, Winter Park
$410,000
3 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
Welcome to this 3-bedroom, 2-bath pool home in the established Howell Estates neighborhood of Winter Park! Situated on a spacious 0.31-acre lot, this single-story residence offers 1,318 square feet of living space with a split-bedroom layout and a combination of tile and luxury vinyl flooring. The living room features built-in cabinetry with a granite countertop, while the kitchen offers stone countertops, a tile backsplash, and a closet pantry. The primary suite includes dual closets and a private bathroom with a walk-in shower. Sliding glass doors from the dining area open to a covered lanai and screened-in pool, creating an inviting setting for outdoor relaxation and entertaining. The spacious, fenced backyard offers additional room to enjoy the outdoors. Other highlights include a brand-new water heater, a 2018 roof, a 2024 HVAC system, and no HOA fees. Conveniently located near Howell Branch Road and Semoran Boulevard, the property provides access to shopping, dining, parks, and everyday essentials throughout the Winter Park area. With its private pool, generous lot size, and convenient location, this home offers a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

1021 Princess Gate Boulevard, Winter Park
1940 Magnolia Avenue, Winter Park
$1,190,000
4 Beds ⋅ 4 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code
New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

1940 Magnolia Avenue, Winter Park
1458 Lone Feather Trail, Winter Park
$650,000
4 Beds ⋅ 3 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code
Virtually Staged. Set within the guard-gated community of Hawk’s Crest, this inviting single-story residence offers a beautifully maintained open floor plan with more than 1,700 square feet of comfortable living space and approximately $15,000 in luxurious recent upgrades. Fresh interior paint and neutral finishes create a bright, welcoming atmosphere, complemented by ceramic tile flooring throughout the main living areas and new carpeting in the bedrooms. At the heart of the home, the spacious kitchen features gray cabinetry, a new range and oven, stainless steel appliances, generous counter space, an expansive center island and a large pantry, opening seamlessly to the dining and living areas. The primary suite offers a spacious retreat with a walk-in closet and an en-suite bath featuring dual vanities and a walk-in shower, while additional bedrooms provide flexibility for family, guests or a home office. Sliding glass doors extend the living space to the screened lanai, enhanced with updated decking and an inviting setting for outdoor relaxation. Beyond the lanai, the fully fenced backyard, featuring newly installed fencing and landscaping, offers additional privacy and ample space for outdoor enjoyment. Residents of Hawk’s Crest enjoy resort-style amenities, including a community pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell, along with the convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee at the community entrance. Ideally positioned near Winter Park’s renowned shopping, dining and everyday conveniences, this home offers an exceptional opportunity to enjoy the Hawk’s Crest lifestyle.

1458 Lone Feather Trail, Winter Park
8061 Pleasant Pine Circle, Winter Park
$750,000
5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code
Welcome to this great 5 bedroom, 3 and a half bathroom almost 3500 square foot Winter Park home! The home not only has these spaces but also is in excellent condition with; new interior paint, new carpet, 2 heating and cooling systems replaced in 2024! The open concept center island kitchen has upgraded counters, 42" cabinets and a double convection oven! Downstairs there is a formal living and dining room, an open concept kitchen, nice warm low maintenance ceramic tile, a convenient downstairs bedroom that would also be a great office/craft/game/guest room!! Upstairs are the other private bedrooms and a huge bonus theater/media/entertainment space.. The oversized primary bedroom is upstairs for complete privacy and has a well appointed bathroom as well as two walk in closets!! Come home and relax in your fenced back yard that has a peaceful forest behind it, set up a hammock and.... This fine gated community is located so close to so much, The University of Central Florida, Winter Park, Downtown Orlando, Trinity Preparatory Academy, The Masters Academy, The Geneva School, the Space Coast, Cocoa Beach and more!!

8061 Pleasant Pine Circle, Winter Park
3409 Ferndell Drive, Winter Park
$415,900
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bathroom home in Winter Park’s established Eastbrook community, with no HOA! New front entrance door and windows, recessed lighting in the spacious living room, and new stainless steel kitchen appliances bring fresh appeal to the home. Two sliding glass doors draw natural light into the living area and connect it to the covered, screened porch. A separate dining room sits alongside the kitchen, where ample cabinetry, bar seating, and a colorful subway tile backsplash create an inviting space for everyday meals and entertaining. Enjoy outdoor living with a covered, screened porch overlooking the fenced backyard, an above-ground pool for sunny Florida days, and room to relax, garden, or entertain. Two backyard storage sheds provide additional space for tools, outdoor equipment, and recreational gear. A standout feature is a separate room within the garage area, complete with a barn door, a dedicated A/C unit, and electrical outlets, an inviting space for a home office, hobby room, or creative projects. Major updates include a roof replaced (2023) and air conditioning (2021) and a water heater replaced (2021). Conveniently located near Advent Hospital, Full Sail University, Rollins College, downtown Winter Park, and shopping and dining, this home combines thoughtful updates with versatile spaces inside and out. Schedule your private showing today! Seller will not dismantle, or remove the pool. Buyer may retain the pool or arrange for its removal after closing at their own expense.

3409 Ferndell Drive, Winter Park
216 Lewfield Cir Unit 216, Winter Park
$230,000
3 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condominium SubDv. ⋅ 32792 Zip Code
Rare Find - 3 BR/2 BA - 2nd Floor CONDO at The Stratford a Winter Park Condominium! Spacious Living Room accesses 2nd Floor Balcony with a gorgeous view of one (1) of the sparkling community pools. Balcony features additional outside storage room. Dining/Breakfast Nook adjacent to Living Room & Kitchen. Kitchen features refrigerator, electric range, dishwasher, microwave, garbage disposal, pantry, and laundry closet with stackable washer/dryer. Nice sized bedrooms, see attached floor plan. Primary Suite features walk in closet, walk in shower and tile flooring. Guest Bath features tub & shower and tile flooring. Unit conveniently located at back of community by both community pools and tennis courts. Lovely shady, treed community with sidewalks, Clubhouse, two (2) Pools, BBQ areas, and Tennis Court. HOA Fees Cover: trash removal, water, internet only, amenities maintenance, landscaping, and roof. Community Docs and 2026 Budget available for review. Conveniently located to shopping, parks, restaurants, and major transportation routes. Property sold "AS IS", it won't last long!

216 Lewfield Cir Unit 216, Winter Park
2228 King Charles Court, Winter Park
$575,000
4 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
Virtually Staged. PRICED TO SELL, UNDER APPRAISED VALUE!! Come check out this GORGEOUS, SOLID 4/5 BR, 3 BA, 2,500+ sqft home in Winter Park with everything you need. This exceptional concrete block home was built to last, and major systems are current, updated, and documented. This home is MOVE-IN READY! Step inside and you’ll FEEL the difference. Fresh, neutral paint throughout and new vinyl flooring in both living areas create a light, welcoming backdrop. The kitchen, remodeled in 2023, shines with gleaming quartz counters, backsplash, shaker cabinets, and a breakfast bar. Upstairs, the HUGE master bedroom features a fireplace and balcony overlooking a large backyard—your personal private retreat! The bottom level offers GREAT flexibility—configure it as an IN-LAW SUITE with its own private bath and patio with French doors, or as a second living room and Florida room. Out back is where you’ll actually WANT to spend time with family and friends! Enjoy a naturally shaded deck every morning and evening. The oversized garage has a FAST EV charger. The property also comes with a large storage building with electricity AND a smaller shed. Major systems and structural upgrades include: HURRICANE-RATED double-pane windows and exterior doors opening to 4 feet! (2024), full home replumb (PEX-A), roof (5 years), electrical brought to current code (2025), water heater (2025), attic insulation with SOLAR FAN and sealed opening, and a high-efficiency Lennox AC (5-ton, 16 SEER) maintained yearly. Energy monitoring system included. Located in Seminole County’s top-rated school district, it is 15 minutes from Full Sail, 20 minutes from Rollins, and 30 minutes to UCF. This is the home that checks off all the boxes! MOTIVATED SELLER!!

2228 King Charles Court, Winter Park
2067 Poinciana Road, Winter Park
$560,000
4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code
No need to look further! This move-in-ready 4-bedroom, 2-bathroom home in Winter Woods is ready for you! Enjoy a fenced yard, no rear neighbors, lush greenery, and private country club views. Inside, you are greeted by a modern Scandinavian-inspired kitchen and split-bedroom floor plan. The primary suite offers a bonus room, walk-in closet, and private bath, while three additional bedrooms and a second full bath complete the home. All appliances are included, plus a generator that connects through the electrical panel—an ideal Florida feature during power outages. The owner is open to negotiating other select furnishings throughout the home. Conveniently located near Semoran Boulevard/SR 436, with easy access to Winter Park amenities. Schedule your showing of 2067 Poinciana Road today!

2067 Poinciana Road, Winter Park
2020 Leanne Court, Winter Park
$479,900
4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 14 SubDv. ⋅ 32792 Zip Code
Virtually Staged. Welcome home to 2020 Leanne Ct, a spacious pool residence offering versatile living and classic Florida charm in Winter Park! According to updated Seminole County tax and public records, this property features 4 bedrooms, 3 full bathrooms, and 2,088 square feet of functional interior living space set on an expansive 0.31-acre lot (13,504 sq ft). Inside, bright common areas feature formal living and dining spaces alongside a open central kitchen with breakfast bar overlooking a cozy family room. The desirable split-bedroom floor plan includes four well-proportioned bedrooms and three full baths, ideal for family accommodations, a primary suite, or dedicated home workspace options. Outside, enjoy a private backyard setting complete with a sparkling swimming pool and garden space—perfect for outdoor entertaining. Conveniently located near top-rated local schools, parks, shopping, and major routes

2020 Leanne Court, Winter Park
302 Lewfield Circle Unit 302, Winter Park
$140,000
1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
ENJOY THE WINTER PARK LIFESTYLE from this charming one-bedroom, one-bath condo offering low maintenance living in a convenient Central Florida location. Step inside to a bright and comfortable floor plan with a private second floor balcony that extends the living space outdoors, perfect for sipping coffee, reading a book, or enjoying the Florida weather. The community offers a refreshing pool and clubhouse, providing additional spaces to relax and enjoy. Located just minutes from the shops and restaurants of Park Avenue, Rollins College, local parks, and everyday conveniences, you’ll have easy access to everything that makes Winter Park such a desirable place to call home. A great opportunity for a full-time residence, seasonal getaway, or anyone looking to enjoy a simplified lifestyle in Winter Park! Listing photos have been virtually staged for visualization and illustrative purposes only. The property is currently vacant and move-in ready.

302 Lewfield Circle Unit 302, Winter Park
2052 Wood Thrush Lane, Winter Park
$900,000
4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to Waters Edge at Hawks Crest, one of Winter Park’s premier gated communities! This beautifully appointed 4-bedroom, 3-bath home offers nearly 3,000 square feet of thoughtfully designed living space, exceptional curb appeal, and an outdoor entertaining area that truly sets it apart. Step inside to a welcoming foyer flanked by a formal dining area and a versatile formal living room with double doors—perfect for a home office, den, or flex space. At the heart of the home is an impressive gourmet kitchen featuring quartz countertops, a large center island with stainless undermount sink, wall oven/microwave combination, cooktop with stainless steel range hood, metallic hexagon tile backsplash, modern pendant lighting, and a technology-equipped refrigerator. The kitchen flows seamlessly into the casual dining and family room, creating an open-concept gathering space filled with natural light from oversized triple sliding glass doors. An electric shade provides added privacy and makes movie nights a breeze. The spacious primary suite offers a striking stacked-stone entry and a separate flex area ideal for a sitting room, office, nursery, or workout space, with direct access to the lanai. The ensuite bath features dual quartz vanities, a soaking tub, large tiled shower, private water closet, and an impressive custom-designed walk-in closet with abundant storage. The split-bedroom floor plan provides three additional bedrooms, two full baths—including a convenient pool bath—and a dedicated laundry room. The garage offers additional storage racks, while solar-powered Tesla panels and two Powerwalls add another notable feature to the home. The showstopper is the expansive screened lanai, designed for year-round Florida living and entertaining. Multiple conversation and dining areas, an outdoor kitchen, TV area, oversized premium spa with additional jets, and app-controlled lighting create the perfect setting for everything from intimate evenings to large gatherings. A 6-foot privacy fence completes this private backyard retreat. Residents of Hawks Crest enjoy an impressive collection of community amenities, including a clubhouse with indoor and outdoor entertaining spaces and grills, resort-style pool, splash pad, playgrounds, fitness center, putting green, outdoor games, dog park, neighborhood parks, and access to a community dock on Lake Howell.

2052 Wood Thrush Lane, Winter Park
7348 Grand Avenue, Winter Park
$255,000
3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code
Welcome! This three-bedroom, two-bathroom home in Winter Park presents a genuine opportunity for buyers ready to reimagine this one-story residence. The open floor plan creates a flexible living space, and the thoughtful layout gives you a solid foundation to work with. Inside, the cathedral ceiling in the main living area draws the eye upward and enhances the sense of openness throughout the home. The covered rear lanai extends your entertaining and living space outdoors, perfect for relaxation or gatherings. The location delivers great convenience, with proximity to Publix-anchored shopping and Walmart for everyday needs, Red Bug Lake for outdoor recreation activities, grade schools, and the Winter Park Village for shopping and dining. Schools are nearby, making this neighborhood accessible for residents. The central location means you're less than 30 minutes from Orlando International Airport, Universal, Downtown Orlando, and UCF, offering both lifestyle flexibility and strong rental demand drivers for those considering income-producing use. Convenient access to major roadways makes commuting and daily needs straightforward. Schedule your private showing today and bring your vision for what this home can become.

7348 Grand Avenue, Winter Park
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