Winter Park Homes with 2 Car Garage Garage Description

Winter Park Homes with 2 Car Garage Garage Description

Welcome to Winter Park, Florida, a charming city renowned for its picturesque landscapes, vibrant arts scene, and rich history. Nestled just north of Orlando, Winter Park offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its tree-lined streets, beautiful parks, and serene lakes, residents enjoy a peaceful lifestyle while being just a stone's throw away from the excitement of the larger city.

One of the standout features of Winter Park is its commitment to preserving its natural beauty and cultural heritage. The city boasts a variety of outdoor activities, from leisurely strolls through the scenic Central Park to boating on the tranquil waters of Lake Osceola. Additionally, the renowned Morse Museum of American Art and the historic Rollins College contribute to the city's rich cultural tapestry.

When it comes to finding the perfect home in Winter Park, you'll be delighted to discover an array of properties that cater to your needs. Many homes in this enchanting city come equipped with a true two-car garage, providing ample space for your vehicles and extra storage. This feature is particularly appealing for families or those who enjoy outdoor activities, as it allows for easy access to bicycles, kayaks, or gardening tools.

Whether you're drawn to the city's vibrant community events or its stunning natural surroundings, Winter Park offers a lifestyle that is both enriching and fulfilling. Explore the opportunities that await you in this delightful city, and find your dream home with the convenience of a two-car garage today!

Newest Winter Park Homes with 2 Car Garage Garage Description

1681 Woodland Avenue, Winter Park
$2,629,000
5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code
Under Construction. A striking interpretation of Modern Tudor design brings a fresh architectural presence to one of Winter Park’s charming brick streets. Newly built, this stunning residence pairs a distinctive façade with interiors that feel both richly detailed and effortlessly livable. From the marble mosaic foyer to the private poolside retreat, each space offers its own expression of luxury, creating a home with character, warmth, and a beautiful sense of arrival. Beyond the entry, the spacious living area unfolds beneath shiplap ceiling details that lend texture and architectural depth. A statement wall with an electric fireplace anchors the room, establishing an inviting setting for quiet evenings and lively gatherings alike. The kitchen takes center stage with Taj Mahal countertops and a full suite of Thermador appliances. A built-in paneled refrigerator preserves the cabinetry’s seamless appearance, while a spacious walk-in pantry provides ample storage beyond the main kitchen. Positioned downstairs, the primary suite offers a peaceful retreat with a spacious closet and a beautifully composed spa bath featuring dual vanities, a freestanding soaking tub, and a separate shower with a rain showerhead and marble mosaic tile. A second downstairs guest suite adds exceptional versatility, a rare feature for the area, providing comfortable accommodations for visitors or a space for a private office. Providing comfortable accommodations for visitors or an inspiring space for a private office. Upstairs, three additional bedrooms, each with a walk-in closet, offer room for family and guests. A spacious loft introduces another place to gather, unwind, or create a dedicated media or recreation space, while the upstairs laundry room brings convenience to daily routine. Outdoors, a covered lanai with a summer kitchen sets the scene for alfresco dining and entertaining space. Lush landscaping surrounds the pool and spa, creating a beautiful backdrop for entertaining or simply enjoying the Florida lifestyle. Impact-rated doors and windows complete the home’s thoughtful collection of features. The location places neighborhood favorites within easy reach, with Phelps Park and the YMCA just a walk away and Park Avenue’s shops, restaurants, and cafés a short golf cart ride from home. Distinctive in its architecture and generous in its design, this residence offers a compelling opportunity to enjoy brand-new construction amid the established charm of Winter Park.

1681 Woodland Avenue, Winter Park
7536 Village Green Drive, Winter Park
$479,900
3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code
Beautifully renovated home near the end of a quiet Winter Park cul-de-sac. Luxurious tile floors run throughout, paired with all-new vinyl windows, a sliding glass door, and room-darkening cellular shades. Solid-core doors, custom closet systems, fresh paint, and knock-down ceilings complete the polished interior. The primary suite offers view of the backyard, a spacious walk-in closet with built in shelving, and an updated ensuite bathroom with a glass-enclosed rain shower. A flexible room just outside works as an office, dining space, or nursery. The kitchen features ceiling-height updated cabinetry, quartz counters and backsplash, under-cabinet and recessed lighting, and a large window to the patio. Matching black stainless Samsung appliances include a four-door fridge, dual-oven range, and Wi-Fi dishwasher, plus a deep basin sink and organized pantry storage. The kitchen opens to a spacious dining or living area with dimmable lighting and a stacked rock accent wall. Two additional bright bedrooms with large closets share a beautifully updated guest bath finished with a dual-sink vanity, floor-to-ceiling tile, and an extra-deep soaking tub behind glass doors. Outside, a wide stamped concrete driveway leads to a new modern garage door. Fresh stucco and paint frame a lush lawn. The backyard features a large covered screened patio overlooking a spacious, recently resurfaced pool with seating niches, tile, app-enabled variable-speed pump, salt-cell chlorinator, and lighting. The large yard includes new irrigation, grading, sod, a Wi-Fi timer, a six-month-old well pump, and a new vinyl fence. Major updates include PEX re-piping (2020), new sewer line (2022), roof (2019), A/C (2019/2020), updated electrical with whole-home surge protection, increased attic insulation, and a six-month-old whole-home water filtration system. Smart features cover security, cameras, Samsung washer/dryer, water heater, locks, pool equipment, and USB outlets throughout. No HOA. This home has been fully updated to a high standard. Don't miss this one!

7536 Village Green Drive, 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
346 Elkhorn Court, Winter Park
$575,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code
Virtually Staged. Welcome to this beautiful POOL HOME in the highly sought-after Winter Park Pines neighborhood. Featuring 4 bedrooms, 2 bathrooms, and 1,891 square feet of living space, this residence perfectly blends unique character with modern day finishes. The heart of the home is the fully remodeled kitchen, with custom cabinetry, sleek countertops, and premium appliances. Pendant lanterns illuminate the central island, while a hand-hammered copper farmhouse sink imported from India pairs with a carefully coordinated backsplash and hardware to create a true design centerpiece. For ultimate privacy, a stylish shiplap feature wall in the living room cleverly conceals the entrance to the primary suite and three spacious bedrooms. At the front of the home, a dedicated family room awaits—the perfect backdrop for movie nights or football game days. Step outside into your own private backyard retreat. An expansive, 500-square-foot screened lanai flows effortlessly to a massive, custom-built swimming pool. Originally designed for competitive swimming by the first owners, this oversized pool offers the ultimate space for weekend pool parties or lazy afternoons floating in the pool. Beyond its charm, the home features a full list of improvements: fresh interior paint and exterior trim paint (2026), a new HVAC system and all-new ductwork (2023), a new roof (2022), a new vinyl privacy fence (2022), added attic insulation (2019), replaced electric water heater (2019), a complete kitchen remodel with a new electrical panel (2017), and a plumbing re-pipe (2013). Location is everything. You are just a short block from the Cady Way Trail and minutes from the Park Avenue boutique shopping, acclaimed dining, and weekly Farmers' Market. Zoned for top-tier schools including Glenridge Middle and Winter Park High, with convenient proximity to Rollins College, UCF, and AdventHealth Winter Park Hospital. Enjoy the quiet, established feel of a neighborhood with NO HOA (or optional) where you can truly relax. Make an appointment today to tour this incredible home! Equal Housing Opportunity.

346 Elkhorn Court, Winter Park
2356 Shadowland Loop, Winter Park
$460,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Stylish 3-bedroom, 2.5-bath end-unit townhome in the gated Enclave at Hawks Crest community in Winter Park! This bright, open-concept home features newer luxury vinyl plank (LVP) flooring, abundant natural light, a spacious kitchen with a large center island and stainless steel appliances, and an inviting living and dining area. Enjoy the convenience of an upstairs laundry room, a 2-car garage, and a double-sized covered porch perfect for relaxing or entertaining. Community amenities include a swimming pool and playground. Conveniently located near Winter Park shopping, restaurants, and entertainment, with easy access to SR 417, UCF, Full Sail University, and major Central Florida destinations. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a desirable gated community!

2356 Shadowland Loop, Winter Park
2174 Shadyhill Terrace, Winter Park
$529,900
4 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code
Tucked near the quiet end of Shadyhill Terrace, a few doors down from the lake, this four-bedroom pool home sits in Autumn Glen, one of Winter Park’s most sought-after neighborhoods, where homes rarely come up for sale. Picture opening your electric bill in the middle of a Florida summer and seeing a bill of ~$75 or less. That’s the average here, thanks to the 12.5 kW Enphase solar system that cost $65,000 and is fully paid off: no lease, no loan, nothing to assume. The rest of the house was upgraded with the same long view. The ROOF and AC are both under five years old, the argon-filled, double-pane hurricane-resistant windows throughout the main house that were recently installed keep the house quieter and cooler year-round. The home may also qualify for wind mitigation discounts on homeowners insurance. The Tall double doors open to four bedrooms and two baths, finished with modern lighting, ceiling fans and a custom built-in bookshelf. The updated kitchen, with granite counters and stainless steel appliances, looks straight into the family room, so whoever’s cooking stays part of the conversation. Out back, slide open the Florida room’s removable windows, let the breeze in, and look out over the screened salt water pool, running on a new energy-efficient Hayward pump. A two-car garage keeps the cars and pool gear out of the weather. The home sits near the end of a quiet dead-end street that finishes at the lake, in Autumn Glen, where sidewalks lead to the community park, playground and tennis courts. It’s zoned for Red Bug Elementary, Tuskawilla Middle and Lake Howell High, with Red Bug Lake Park and the Cross Seminole Trail close by, the 417 and 436 minutes away, and Park Avenue, UCF and Full Sail all an easy drive.

2174 Shadyhill Terrace, Winter Park
1751 Glencoe Road, Winter Park
$3,390,000
5 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code
Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rarely found in such a desirable location. Positioned on an expansive homesite with an impressive architectural façade and meticulously curated landscaping, the home makes an unforgettable first impression before revealing an interior designed for both elevated entertaining and everyday living. A dramatic foyer with soaring 22-foot ceilings introduces an exceptional floor plan. To one side, a color-drenched private office is enveloped in custom trim work, while the formal dining room opposite features floor-to-ceiling windows and an elegant coffered ceiling. Beyond, the expansive living room is anchored by a stone-wrapped fireplace and framed by arched built-in shelving with integrated LED lighting. Natural wood beams add warmth and architectural character, creating a space that feels equally refined and inviting. The chef’s kitchen is a statement in both beauty and performance, showcasing custom cabinetry, quartz countertops, a professional Wolf gas range, and an oversized paneled Sub-Zero refrigerator. Overhead beams bring dimension to the space, while the adjoining breakfast nook, with custom built-in bench seating offers a charming setting for casual dining. A generously sized butler’s pantry and laundry room provide exceptional storage and functionality. Privately positioned on the main level, the primary suite opens directly to the covered lanai. Its spa-inspired bath is finished in beautiful marble and features dual vanities with floating mirrors, an expansive wet room with a freestanding soaking tub, and a fully customized wardrobe by award-winning Idelli Closets. Upstairs, a spacious loft creates an additional living area surrounded by four generously proportioned bedroom suites, each complete with a private bath and walk-in closet. A second laundry room adds convenience to the upper level. The outdoor setting rivals a private resort. A magazine-worthy summer kitchen anchors the expansive covered lanai, while retractable screens allow for comfortable year-round entertaining. Beyond, a heated pool and spillover spa are complemented by marble decking and additional green space. Just moments from Lake Sue, Park Avenue, Rollins College, East End Market, and zoned for highly sought-after Audubon Park School, this remarkable residence presents an exceptional opportunity to experience one of Winter Park’s most compelling homes.

1751 Glencoe Road, Winter Park
2219 Winter Woods Boulevard, Winter Park
$479,999
3 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code
This 3-bedroom, 2.5-bath home offers approximately 1,776 square feet of living space on a spacious 0.24-acre lot. The two-story floor plan provides flexible living arrangements, while the generous yard offers outdoor space for relaxing, gardening, or entertaining. Additional features include central air conditioning and garage parking. Recent improvements include new roof, new HVAC, new water heater and much more.

2219 Winter Woods Boulevard, Winter Park
2234 Howard Drive, Winter Park
$2,295,000
4 Beds ⋅ 6 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code
Welcome to 2234 Howard Drive, an exceptional residence offering modern luxury, thoughtful design, and an outstanding Winter Park location. Built in 2019, this beautifully appointed 4 bedroom 5 1/2 bathroom home, offers approximately 3;295 square feet of heated living space designed for both comfortable everyday living and effortless entertaining. Step inside to discover bright, inviting interiors, and a spacious open-concept layout. At the heart of the home is a beautifully designed gourmet kitchen featuring generous workspace, abundant storage, a large walk-in pantry, and an easy connection to the expansive great room. The home features 2 Master suites, 1 upstairs and the other on the ground floor, providing convenience for family and guests. The spa-inspired upper floor master bathroom features dual vanities, a soaking tub, and large walk-in shower. All bedrooms are en-suite providing flexibility for home office or additional living space. With its contemporary design, functional floor plan, and exceptional indoor and outdoor lifestyle, this home offers a wonderful opportunity to enjoy everything Winter Park has to offer. Conveniently located near renowned dining, shopping, parks, recreation and the charm of Park Avenue, 2234 Howard Drive combines the privacy and comfort of a beautifully designed residence with convenient access to some of Central Florida's most desirable amenities. Schedule a showing today!

2234 Howard Drive, Winter Park
1737 Indiana Avenue, Winter Park
$1,399,900
4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
WELCOME to this farmhouse-inspired residence combines timeless architectural character with modern luxury and thoughtful design. ***A welcome front porch leads to an impressive two-story foyer and bright, open floor plan designed for comfortable living and effortless entertaining. A private fourth bedroom with a full bath is located near the entry, offering flexibility as a guest suite, home office, study, or secluded retreat. ***KITCHEN & MAIN LIVING AREAS: The gourmet kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package with a 36-inch electric cooktop. Open to the spacious living and dining areas, it creates a seamless setting for everyday living and entertaining. ***PRIMARY SUITE & UPSTAIRS SPACES: The first-floor primary suite provides a peaceful retreat with a spa-inspired bath, dual vanities, a freestanding soaking tub, and a generous walk-in closet with custom shelving. A nearby laundry area adds convenience and efficiency. Upstairs, a spacious bonus room with a closet can function as a fifth bedroom, media room, game room, home office, creative studio. Two additional bedrooms feature walk-in closets and share a beautifully appointed bathroom with dual sinks. A second laundry room with a sink and abundant natural light adds further convenience. ***OUTDOOR LIVING: The covered lanai overlooks a sparkling pool and beautifully landscaped backyard, creating for the outdoor relaxation and entertaining. The entire covered porch features a motorized retractable screening system, allowing the space to be fully screened in. Low-maintenance artificial turf keeps the backyard looking lush and green year-round without the need for mowing, while an additional mosquito repellent system enhances outdoor enjoyment. ***LOCATION: Perfectly positioned near Winter Park's acclaimed shopping, fine dining, beautiful parks, and vibrant cultural attractions, this exceptional location also offers effortless access to I-4 and Downtown Orlando, Winter Park Village, Publix, Trader Joe's, and much more, making it easy to enjoy everything Central Florida Lifestyle. Make an appointment today before this beautiful, amazing home is gone!!!

1737 Indiana Avenue, 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
2322 Woodcrest Drive, Winter Park
$675,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code
Set on a quiet, landscaped, quarter-acre lot, this 4-bedroom, 2-bath POOL HOME offers a rare combination of privacy, space and neighborhood charm - all within the Kenilworth Shores neighborhood of Winter Park. Step inside to find an open and inviting great room filled with natural light and framed by sliding doors overlooking the pool and backyard. At the center of the home, the fully remodeled kitchen features shaker-style cabinetry with a built-in pantry, granite countertops, stainless steel appliances and a large breakfast bar with plenty of space for casual dining and entertaining. Step outside to the screened porch and pool, creating a wonderful extension of the living space for year-round Florida living. The landscaped yard includes an irrigation system and plenty of outdoor space. The primary suite features a walk-in closet and fully updated ensuite bathroom showcasing a beautiful granite topped vanity, updated fixtures and new shower. The renovated hall bath features a granite topped vanity with dual sinks, tile and fixtures. Major updates include a BRAND NEW HVAC system installed in 2026, NEWER ROOF and water heater, insulated DOUBLE PANE WINDOWS, and a new septic drainage field in 2024. The oversized two-car garage and large driveway provide plenty of parking and storage. The location puts you close to so much of what makes Winter Park desirable. WINTER PARK HIGH SCHOOL is within walking distance, with Brookshire Elementary and Glenridge Middle also nearby. Park Avenue is a 10 minute drive, while Baldwin Park and the Lake Baldwin trail and dog park are a five minute walk from the home. Enjoy easy access to Full Sail University, UCF, Valencia College, major transportation routes and Orlando International Airport. With its extensive updates, private pool and convenient Winter Park location, this home is truly move-in ready—schedule your private showing today and come see everything 2322 Woodcrest Drive has to offer!

2322 Woodcrest Drive, Winter Park
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