Homes for Sale Near Lake Howell High in Winter Park - 68 homes

Remarks: Discover the opportunity to own in Winter Park at 1952 Spring Street—a well loved 3-bedroom, 2-bath townhouse offering charm, functionality, and a private yard, a rare find in this desirable area. Nestled in a well-established neighborhood, this home provides a peaceful residential feel and tranquility while remaining just minutes from everything Winter Park has in store. The interior features new appliances, making it move-in ready with modern convenience. A brand-new roof will be installed once the property is under contract, offering added value and peace of mind to the future owner. Whether you’re seeking a primary residence or an investment opportunity, this property delivers flexibility, comfort, and location. Enjoy nearby parks, shopping, dining, and easy access to major roads—convenience meets lifestyle in one of Central Florida’s most sought-after communities. Don’t miss this exceptional opportunity—schedule your private showing today.

Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)

Listing Agent: Bethanne Baer (407-228-1112)

Remarks: Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly

Listing is courtesy of: OUTLET REALTY (407-353-5518)

Listing Agent: Ivan Tobon (407-353-5518)

Remarks: *** Seller will contribute $5k towards Buyer's closing costs with an acceptable offer.*** Welcome to the stunning 4 bedroom, 2.5 bath home known as 1418 Lone Feather Trail. This open concept home is nestled in the desirable, gated community of Landings at Hawks Crest. This well appointed two-story home boasts a lot of upgrades including; gourmet kitchen, upgraded cabinets, quartz countertops, stainless steel appliances, spacious rooms, and luxurious tile throughout the first floor with carpet upstairs, just to name a few! Wake up and enjoy a nice cup of tea relaxing under your covered lanai or unwind in the evening under the stars. Conveniently located near shopping, dining, and major roadways which provide quick and seamless connections to Downtown Winter Park, Oviedo, and Orlando! The community amenities include a substantial clubhouse featuring a pool, fitness area, playground and scenic walking trails.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: In the gates of one of Winter Park’s most desirable communities, this elegant single-story residence offers an exceptional opportunity to experience refined Florida living in the sought-after enclave of Hawk’s Crest. Spanning more than 1,700 square feet, the home blends timeless architecture with a thoughtfully designed layout that balances comfort, style and functionality. From the moment you enter, soaring ceilings and expansive windows fill the interior with natural light, creating an inviting and sophisticated atmosphere. Ceramic tile flooring extends throughout the home, offering a clean and cohesive design while providing durability for everyday living. The living and dining areas connect seamlessly, creating an ideal setting for intimate evenings and effortless entertaining. At the center of the home, the kitchen serves as a natural gathering space, thoughtfully designed with style and functionality in mind. It features premium appliances, crisp white cabinetry and a spacious island, all while overlooking the main living areas for a seamless connection throughout the home. Updated lighting throughout the residence adds a refined modern touch and enhances the warm ambiance of the home. The primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath designed for relaxation. Additional bedrooms provide flexibility for guests, family or a dedicated office space, each thoughtfully designed with comfort in mind. Outside, beautifully maintained grounds cared for by the HOA allow residents to enjoy the surrounding landscape without responsibility of maintenance. Life in Hawk’s Crest offers a lifestyle that extends far beyond the home itself. Residents enjoy access to resort-inspired amenities, including a swimming pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell. The community also hosts popular monthly food truck gatherings and offers everyday convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee just at the community entrance. Ideally just minutes from Park Avenue’s celebrated dining and shopping, top-rated schools and Winter Park’s cultural destinations, this residence presents an exceptional opportunity to enjoy one of Central Florida’s sought-after lifestyles.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Harif Hazera Llc (407-953-9098)

Remarks: Under contract-accepting backup offers. Beautifully renovated 3-bedroom, 2-bath home in sought-after Winter Park, just 15 minutes from Park Avenue and zoned for top-rated schools. Major updates include a 2024 HVAC and 2020 ROOF. From the moment you arrive, the fresh landscaping and large covered front porch invite you to slow down—ideal for relaxing or gatherings with friends. Inside, an open, light-filled layout unfolds with soaring vaulted ceilings, upgraded chandeliers, plantation shutters, and luxury vinyl plank flooring throughout. The fully upgraded kitchen—expertly crafted by Orange Build and Design—shines with quartz countertops, custom cabinetry, stainless steel appliances, ceramic tile flooring, and a stunning waterfall peninsula with fluted breakfast bar seating, creating a space that merges beauty and function. The primary suite offers a peaceful retreat with vaulted ceilings, abundant natural light, and a walk-in closet. Its en suite bath is thoughtfully updated with dual sinks, an elegant, tiled shower complete with a rain shower head, and a skylight that gently fills the space with natural light. Additional bedrooms provide flexibility for guests, a home office, or whatever your lifestyle calls for, complemented by a completely renovated guest bath with its own frosted skylight. A spacious, fully-fenced backyard provides the perfect place for soaking up the rays on warm, sunny days. Plus, enjoy a community with plenty of amenities, including pickleball and basketball courts, parks, a play area, and a scenic dock overlooking Lake Florence—perfect for those sun-kissed evenings. Move-in ready and ideally located—this one truly feels like home.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: George Reeter (407-419-1590)

Remarks: SELLER MOTIVATED! Get ready to fall in love with this stunning Winter Park home! Tucked away in a peaceful cul-de-sac, this fully renovated 3-bedroom, 2-bath beauty blends modern style with everyday comfort. Step into the family room and instantly feel the openness of the bright, airy layout. The open floor plan creates a seamless flow from the living area to the brand-new kitchen, making the entire space feel spacious and inviting. Luxury vinyl flooring runs throughout the home, while quartz countertops sit elegantly atop all-new cabinetry. The grand center island pairs perfectly with the custom-built dry bar, complete with open shelving and extra cabinet storage, an entertainer’s dream! All brand-new stainless steel appliances are included. Just off the kitchen sits the light-filled Florida room, wrapped in oversized windows and sliding glass doors that flood the home with natural sunshine year-round. Both bathrooms have been tastefully updated with new tile, flooring, gold finishes, and beautiful new vanities. With a 2022 roof, two-car garage, fresh interior and exterior paint, and thoughtful upgrades throughout, this home delivers the peace of mind and elevated living you’ve been looking for. Don’t miss out, your Winter Park retreat is waiting! Schedule your showing today!

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

Listing Agent: Linda Jokbengboon (336-404-8871)

Remarks: Beautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. Enjoy an insulated, screen-enclosed lanai with its own AC unit, plus a brand-new backyard deck and private patio. Both bedrooms offer ensuite baths with updated vanities and large walk-in closets. NEW luxury vinyl plank flooring throughout. Extended kitchen with added cabinets and bar seating. Laundry room includes extra storage. Freshly painted interior, lanai, and fence. Community pool included. Conveniently located near top-rated schools, shopping, dining, and major roads. Move-in ready-schedule your showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-891-1220)

Listing Agent: Stephanie Sanchez (407-405-1462)

Remarks: Under contract-accepting backup offers. NO HOA. Dual Master Suites. One main, and one mother-in-law or guest suite. All single story, no stairs. NEW POOL DECK. NEW POOL PUMP. POOL RESURFACED.NEW ROOF (installation in progress). Totally renovated. NEW HOT WATER HEATER. NEW FLOORS. POOL RESURFACED. NEW POOL DECK. NEW POOL PUMP. NEW ALL TURF BACK LAWN (NO Mowing). NEW PUTTING GREEN (for your backyard golfer). Full Security system. Get ready to relax & have fun enjoying your new home!! Accessible and convenient, with a fabulous all-turf backyard to unwind, entertain, or make fantastic memories with those you love. Your deepwater private pool (that used to have a diving board) is the highlight of this sunny Florida oasis, including a Mini-golf putting green, outdoor dining, and plenty of space to lounge and relax when you're not on the go. Just 14 miles (30 mins) from Orlando International Airport. 20 mins to the Amway Center, Exploria Stadium, and the Dr. Philips Performing Arts Center for MLS soccer games, concerts, conferences, ballet, theater, NBA basketball games, and more. With both the University of Central Florida (UCF) and Valencia Campuses at similar proximity, this property is close to everywhere you want to be. Take the dogs for a walk around Lake Baldwin, just south, or enjoy the beachside dog park there. Ideal for a brisk run, a rejuvenating bike ride, or an invigorating rollerblade the Cady Way Train connects to the Lake Baldwin path, so you can expand your adventurous outings an additional 13 miles, beyond the 2.5 miles that wrap around the quaint peaceful lake. Baldwin Park is the best place to gather or getaway on your day-to-day. Visit the Winter Park Farmers Markets every Saturday, and take a stroll up Park Ave or take a world-class boat tour of the Winter Park Chain of Lakes after a fantastic Sunday Brunch at any of the local restaurants you know and love. Whether you're gathered around the dining room table laughing and playing board games after dinner, or cuddled up on the sofa in your open great room, watching the flickering fire on a brisk winter day, or streaming your favorite binge-worthy show, there is plenty of room for you to live your life in the best possible way. The split-floor plan gifts privacy from the master wing located off the kitchen and convenient to the backyard oasis/pool. The ensuite guest bath is a rare treat for company and residents alike. Kissed with glowing natural light in every room, this well-laid-out functional flow makes it easy to enjoy every tranquil moment your new home offers you. Turn these moments into memories and live your best life daily! POOL RESURFACED. TURN-KEY OPTIONAL (furniture optional in separate private purchase). Ring Camera. Security System. Updated/Renovated Bathrooms. Bright. Open. Airy. Comfortable. Welcoming. Fun. Cozy. Entertaining. Easy. Relaxing. Refreshing. Peaceful. Happy. Inviting. Private. Convenient.

Listing is courtesy of: CADENCE LIFESTYLE REAL ESTATE (877-366-2213)

Listing Agent: Miranda Cady (407-340-7016)