Winter Park Homes with 2 Car Carport Garage Description

Winter Park Homes with 2 Car Carport Garage Description

Winter Park, located in the state of Florida, is a charming city known for its rich history, beautiful landscapes, and vibrant community. Nestled just a few miles north of downtown Orlando, Winter Park offers a perfect blend of small-town charm and urban convenience.

With its tree-lined streets, picturesque parks, and stunning lakes, Winter Park is a haven for those seeking a peaceful and scenic place to call home. The city is renowned for its historic architecture, particularly its Mediterranean Revival and Craftsman-style homes, which add to the overall charm and character of the area.

For those in need of ample parking space, Winter Park offers a variety of homes with a 2-car carport garage. These homes provide the convenience of covered parking while still allowing for easy access to vehicles. Whether you have multiple cars or simply need extra storage space, a 2-car carport garage is an ideal feature to have.

In addition to its beautiful homes, Winter Park boasts a thriving downtown area filled with boutique shops, art galleries, and award-winning restaurants. Residents can enjoy leisurely strolls along Park Avenue, indulge in fine dining experiences, or explore the numerous cultural attractions, including the Charles Hosmer Morse Museum of American Art.

With its top-rated schools, family-friendly neighborhoods, and close proximity to world-class attractions like Walt Disney World and Universal Studios, Winter Park is an excellent place to live, work, and play. Whether you're looking for a peaceful retreat or a vibrant community, Winter Park has something to offer everyone.

Newest Winter Park Homes with 2 Car Carport Garage Description

3471 Athena Drive, Winter Park
$389,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code
Stop the car! Here is the one! The one to call home! This beautiful Winter Park single-family pool home offering the quintessential Florida lifestyle in a highly coveted Winter Park location! Tucked away in an established, tree-lined neighborhood, this 3-bedroom, 2-bathroom residence seamlessly pairs peaceful residential living with unrivaled city convenience! Step into the home, the split floor plan flows beautifully, boasting a bright and welcoming living space that opens to a fully equipped kitchen featuring modern appliances and high-end kitchen cabinetry. The spacious primary suite with a spacious walking closet serves as a quiet retreat, while the additional bedrooms designed versatility for family, guests, or a dedicated home office set up! Step through the sliding doors into your private outdoor paradise. The backyard highlights a stunning fully enclosed patio by a pristine outdoor pool lanai—perfect for year-round entertaining, morning coffee, or unwinding in the evening breeze! The generous, fully fenced yard features mature landscaping and plenty of space for pets to roam or a garden to flourish! Positioned perfectly within in the heart of Winter Park, you are just minutes away from local parks, shopping, and everyday conveniences like Publix and Target. Commuting is an absolute breeze with quick, seamless access to Aloma Ave, Park Ave, Baldwin Park, Rollins College, UCF, Full Sail University, Rollins College, and Downtown Orlando. Book a private tour today before it is gone!

3471 Athena Drive, Winter Park
506 Lander Road, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Investor or renovation opportunity in the Winter Park High school district! This solid block home features a great location for the buyer with vision. Opportunity awaits at 506 Lander Road in Winter Park! Situated on a spacious lot of approximately 0.22 acres, this 3-bedroom, 2-bath home offers 1,346 square feet of living space and plenty of potential for its next owner. Built in 1958, the property is ready for updates and improvements, presenting an opportunity for investors, renovators, or buyers looking to create a space of their own. The generously sized lot provides additional possibilities for outdoor living and landscaping. Conveniently located near shopping, dining, parks, and major roadways, with easy access to all that Winter Park and the surrounding areas have to offer. Bring your vision and explore the potential of this property!

506 Lander Road, Winter Park
2215 Woodcrest Drive, Winter Park
$637,500
4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code
PRICE JUST REDUCED!! Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless architectural soul with stylized contemporary updates. Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef’s haven—an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood. Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck—an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror. Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod. Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed. All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando. Don't miss out on one of the lowest priced homes in Winter Park School district!!

2215 Woodcrest Drive, Winter Park
620 Virginia Drive, Winter Park
$3,890,000
6 Beds ⋅ 5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code
Under Construction. Beautifully composed from every angle, this extraordinary residence captures something increasingly rare in new construction: a genuine sense of character, permanence, and architectural identity. Designed by Gary Hancock and meticulously executed by Vimaro Homes, this home features extraordinary materials, bespoke details, and spaces that feel equally refined and inviting. Set on a large corner homesite in Timberlane Shores, the residence enjoys an uncommon sense of openness, complemented by beautiful lake views from its upper levels. Inside, a striking marble mosaic foyer introduces interiors where every finish has been carefully considered. The main living room is a showpiece, featuring illuminated tray ceilings, extensive custom millwork, a bespoke built-in feature wall, and a fireplace wrapped in Calacatta marble. Expansive pocketing sliders disappear to seamlessly connect the living space with the covered lanai, creating an effortless transition between indoor and outdoor entertaining. At the heart of the home is a chef's kitchen designed to be a true showpiece. Calacatta marble countertops, custom inset cabinetry, a statement ILVE range, paneled built-in refrigerator, and a full suite of Thermador appliances establish an exceptional level of finishes. Just beyond, a large secondary prep kitchen provides plenty of additional storage. A charming breakfast nook offers a more intimate setting for everyday dining, while the formal dining room has been designed for memorable evenings, complemented by a sophisticated bar and glass-enclosed wine display. The first-floor primary suite is a true retreat with direct access to the lanai, custom millwork, illuminated tray ceilings, and an impressive sense of scale. Its spa-inspired bath is finished with marble flooring, Perrin & Rowe fixtures, dual vanities, a freestanding soaking tub, and an oversized walk-in shower. Completing the suite are designated his-and-hers closets, providing an exceptional amount of storage and functionality. An additional main-level bedroom can be used as a guest suite, private office, or library. Upstairs, the home continues to impress with four additional bedrooms and a spacious second living area. Above, a third-floor bonus space provides yet another dimension of flexibility and can be transformed into a private gym, game room, media room, or secluded retreat. From the upper levels, glimpses of the nearby lake further reinforce the home's special setting. Outdoors, the residence was created to embrace the Central Florida lifestyle. The outdoor spaces were conceived as a true extension of the home, with a covered terrace that creates an inviting setting for everything from relaxed afternoons to evening gatherings. Retractable screens allow the space to be enjoyed throughout the year, while a beautifully appointed summer kitchen makes outdoor dining effortless. Beyond, the pool is framed by an oversized patio, manicured grounds, and thoughtfully layered landscaping. This home offers a location that is difficult to replicate. Tucked within the peaceful enclave of Timberlane Shores, the home is just minutes from Park Avenue's shopping and dining, while remaining within walking distance of Blue Jacket Park and the dining, shopping, and lifestyle of Baldwin Park. The property is also zoned for the highly desirable Audubon Park K-8 School. IF PURCHASED EARLY, THE INTERIOR OF THIS HOME CAN BE CUSTOMIZED TO THE NEW OWNERS PERSONAL TASTE. CALL FOR ADDITIONAL DETAILS.

620 Virginia Drive, Winter Park
857 Brock Street, Winter Park
$4,350,000
5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code
Under Construction. Designed to capture the timeless character of Olde Winter Park while delivering an extraordinary level of modern luxury, this is a truly one-of-a-kind residence by Vimaro Homes. Set within the highly sought-after Park Grove neighborhood and designed by renowned architect Gary Hancock, the home makes an unforgettable first impression with a stately front façade, manicured grounds, dual porte cochere’s, and a motor court leading to a two-car garage. Every element has been thoughtfully considered to create a residence that feels as though it has always belonged in Winter Park. Inside, exceptional craftsmanship takes center stage. A marble mosaic entry introduces interiors defined by chevron-pattern hardwood flooring, refined millwork, natural stone, and carefully curated finishes. The floor plan is equally impressive, balancing grand entertaining spaces with an effortless sense of livability. The main level features a dedicated library/home office, formal dining room, and expansive gathering room overlooking the private courtyard. At the heart of the home, the chef’s kitchen pairs Calacatta marble countertops with a full suite of Thermador appliances, a statement ILVE range, and an oversized butler’s pantry offering exceptional prep and storage space. The first-floor primary suite is a private retreat with direct access to the courtyard and an incredible spa-inspired bath finished in marble. Dual vanities, Perrin & Rowe fixtures, a freestanding soaking tub, walk-in shower, and an expansive dressing room elevate the suite to another level. Upstairs, four generously proportioned bedrooms each feature an ensuite bath and walk-in closet, surrounding a spacious central loft ideal for an additional living or entertaining space. Continuing to the third level, a fully finished attic space provides an unexpected bonus room perfectly suited for a private gym or a game room. The outdoor living experience is just as remarkable. At the center of the home is a spectacular courtyard-style pool, creating a private resort atmosphere framed by the residence and lush landscaping. An expansive covered cabana provides multiple areas for dining and lounging, complemented by a fireplace and full summer kitchen for year-round entertaining. Beyond the courtyard, ample yard space adds another layer of usability rarely found with such an intimate outdoor design. This home also offers the rare opportunity to enjoy one of Winter Park’s most desirable residential settings while remaining within walking distance of the boutiques, acclaimed restaurants, cafés, and vibrant atmosphere of Park Avenue. Hannibal Square and Winter Park Village are also just moments away, placing some of the city’s best dining, shopping, and entertainment within effortless reach. Timeless in its architecture and uncompromising in its execution, this home is destined to become one of Winter Park’s most distinguished residences. Renderings are artistic interpretations. Features and finishes may vary from final construction.

857 Brock Street, Winter Park
7488 Whisperwood Drive Unit 28, Winter Park
$210,000
2 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code
Amazing Face Lift , New Luxury Vinyl in living area, New Carpet upstairs in all rooms and stairs, upgraded bathrooms with New vanities , Mirrors , Faucets, Light fixtures and Toilets . Rare Two-Story 2BR/2.5BA Condo with Two Private Suites in Winter Park. Highlights: Two-story floor plan condominium with a townhome-style layout, 2 spacious bedrooms, each with its own private ensuite bathroom, 2.5 bathrooms, Functional kitchen with stainless steel appliances, Open-concept living and dining area, Private fenced patio – perfect for relaxing, grilling, or entertaining, Covered parking plus additional guest parking, Community pool. The HOA covers exterior maintenance, roof, trash, landscaping and community pool, allowing owners to enjoy a low maintenance lifestyle. Why You'll Love It !! This well maintained townhome offers the perfect combination of comfort, convenience, and value. The bright, open floor plan is ideal for everyday living, while the two upstairs ensuite bedrooms provide privacy for homeowners, guests, or roommates. Enjoy your morning coffee or unwind in the evening on the private fenced patio—your own outdoor retreat. Prime Winter Park Location: Conveniently located just minutes from: Full Sail University, University of Central Florida (UCF), Downtown Winter Park, Major highways (417 & 408), Shopping, dining, parks, and entertainment Great Opportunity, Whether you're a first-time homebuyer, downsizing, or looking for an investment property, this home offers exceptional value in one of Central Florida's most convenient locations. Schedule your private showing today and discover everything this Winter Park townhome has to offer.

7488 Whisperwood Drive Unit 28, Winter Park
7393 Grand Avenue, Winter Park
$325,000
3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code
Short Sale. SHORT SALE – SUBJECT TO THIRD-PARTY LENDER APPROVAL. Investor and builder opportunity in Winter Park. This property is situated on a generously sized lot with no HOA and offers potential for renovation, rental use, resale, or redevelopment, subject to applicable zoning, permitting, and governmental approvals. The existing residence provides a starting point for a value-add renovation, while the lot may offer additional possibilities for builders or investors. Buyer is responsible for independently verifying zoning, land use, development potential, lot dimensions, property condition, measurements, school information, and intended use. Conveniently located near shopping, dining, parks, and major roadways. Property is being sold AS-IS, with the right to inspect. Seller will not make repairs. All offers are subject to lender approval. Allow additional time for short-sale review and approval.

7393 Grand Avenue, Winter Park
2217 Sussex Road, Winter Park
$479,999
4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code
NEW FLOORS, POOL, NO HOA, 4-YEAR-OLD ROOF & NEWER A/C!** Move-in ready 4-bedroom + office home offering 2,092 SF in the desirable Winter Woods/Lake Howell area of Winter Park. This well-maintained home features **brand-new flooring**, an open floor plan, granite countertops, modern appliances, abundant cabinetry, and a wood-burning fireplace. Enjoy Florida living with an oversized enclosed Florida room overlooking the **private in-ground pool and fully fenced backyard**—perfect for entertaining, pets, and relaxing. The spacious primary suite offers pool views, while the additional office/bonus room provides flexibility for working from home or extra living space. Additional features include a **roof approximately 4 years old, newer A/C, irrigation system, attached 2-car garage, additional parking, and NO HOA**. Conveniently located near shopping, dining, parks, golf, SR-417, SR-436, I-4, UCF, Downtown Orlando, and Winter Park amenities. **Vacant and ready for immediate occupancy—schedule your showing today!**

2217 Sussex Road, Winter Park
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