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 that seamlessly blends historic elegance with modern vibrancy. Nestled just north of Orlando, Winter Park is renowned for its picturesque tree-lined streets, stunning lakes, and a rich cultural scene. Whether you’re strolling through the beautiful Central Park, enjoying an afternoon at the renowned Charles Hosmer Morse Museum of American Art, or indulging in the delightful boutiques and cafes along Park Avenue, Winter Park offers a lifestyle that is both relaxed and refined.

For those seeking the perfect home in this idyllic setting, our selection of properties with 2-car garages is sure to impress. Imagine the convenience of having ample space for your vehicles, outdoor gear, or even a workshop—all within the comfort of your own home. These true 2-car garages provide not just practicality, but also a touch of luxury, allowing you to keep your vehicles protected from the elements while ensuring you have room for all your hobbies and interests.

Winter Park's real estate market features a diverse array of homes, from charming bungalows to elegant estates, many of which come equipped with these desirable garages. Whether you’re a growing family needing extra storage or a professional looking for convenience, homes with 2-car garages in Winter Park cater to a variety of lifestyles.

Embrace the Winter Park lifestyle, where beautiful homes meet a vibrant community. Discover your dream home today and experience the perfect blend of comfort, convenience, and charm in this enchanting Florida city!

Newest Winter Park Homes with 2 Car Garage Garage Description

3 Beds ⋅ 3 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces found within. Tucked away on a private .21-acre lot, this 3-bedroom, 3-bathroom home offers 2,488 square feet of thoughtfully designed living space with vaulted ceilings, multiple living areas, and an effortless flow that makes everyday living and entertaining feel natural. From the moment you arrive, the lush new landscaping and charming entry create a warm first impression, while the spacious interior offers plenty of room for family and friends to gather, relax, and enjoy time together. Inside, the home's multiple living areas provide exceptional flexibility, creating inviting spaces for entertaining, casual gatherings, or simply relaxing with family. The kitchen serves as a natural gathering point, featuring white shaker cabinetry, granite countertops, brand-new stainless-steel appliances, a convenient coffee/wine bar, and a breakfast bar with seating for four. Whether hosting friends for dinner or enjoying a quiet morning together, the layout offers space for every occasion. The primary suite, thoughtfully added in 2017, is a private retreat designed for both comfort and relaxation. A dedicated sitting room or office provides additional flexibility, while the spacious walk-in closet offers abundant storage. The expansive ensuite bathroom delivers a true spa-like experience, featuring a large tiled shower with multiple shower heads and a frameless glass enclosure, creating a luxurious place to unwind at the end of the day. A dual vanity with elegant marble countertops and a separate water closet complete this serene retreat. A secondary bedroom with its own ensuite bathroom provides additional comfort and privacy for guests or family members. All bathrooms have been updated, and the bedrooms feature brand-new carpet, while recessed lighting and ceiling fans throughout add to the home's comfort. Step outside to enjoy the privacy of the fully fenced backyard, with fencing replaced in 2025, a brand-new deck, and beautiful new landscaping. The outdoor space offers another inviting setting for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Beyond the home, the location places you just steps from Brookshire Elementary and close to the Cady Way pool, playground, beach volleyball, tennis and pickleball courts, Cady Way Trail, and Winter Park Pines Golf Course. You'll also enjoy convenient access to UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center, with Orlando International Airport approximately 25 minutes away. With its welcoming entry, versatile living spaces, spa-inspired primary retreat, private setting, and exceptional Winter Park location, this home offers an ideal backdrop for gathering, relaxing, and making memories with family and friends. ROOF(S) - Main - 2022, Family Room - 2019, Primary Suite - 2017 HVAC - 2021 MINI-SPLIT - 2026

2345 Brookshire Avenue, Winter Park

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Under Construction. UNDER CONSTRUCTION | LUXURY NEW BUILD | Presented by LUIH Luxury Homes Welcome to 2417 Chantilly Avenue, an exceptional luxury new construction residence in beautiful Winter Park, Florida, where sophisticated design, elevated finishes, and effortless indoor-outdoor living come together. This stunning 4-bedroom, 3.5-bath home features an expansive open-concept floor plan enhanced by upgraded luxury finishes and engineered hardwood flooring throughout. At the heart of the home, the chef-inspired kitchen is designed to impress with premium Thermador appliances, an oversized island, beautiful cabinetry, generous prep space, and a seamless connection to the main living and entertaining areas. The first-floor primary suite offers a private retreat with direct access to the backyard and pool, creating a tranquil connection to the home's outdoor spaces. Step outside and discover your own private oasis. The beautifully designed backyard features a sparkling pool and summer kitchen, providing the perfect setting for entertaining, dining al fresco, or simply relaxing in the Florida sunshine. With 4 bedrooms, 3.5 baths, sophisticated finishes, an open and inviting layout, and exceptional indoor-outdoor living, 2417 Chantilly Avenue delivers the elevated lifestyle today's luxury buyer is looking for—all in one of Winter Park's most desirable locations.

2417 Chantilly Avenue, Winter Park

4 Beds ⋅ 3 Baths ⋅ Quail Run SubDv. ⋅ 32792 Zip Code

Welcome home to this beautifully maintained 4-bedroom, 3-bath pool home, tucked away at the end of a quiet cul-de-sac in Winter Park's Quail Run! From the moment you step inside, vaulted ceilings and abundant natural light create a bright, open, and inviting atmosphere. Fresh interior paint and 5-inch baseboards add a crisp, polished finish throughout. Designed with both everyday living and entertaining in mind, the home offers formal living and dining rooms along with an upgraded kitchen that opens seamlessly to the large family room. The kitchen features granite countertops, stainless steel appliances, a built-in pantry, and an expansive breakfast bar perfect for casual dining and gathering with family and friends. The primary suite offers a relaxing retreat, complete with a stylish barn door leading into the spacious bath that features his-and-hers wardrobes, dual vanities, a large custom built-in storage closet, soaking tub, walk-in shower, and private water closet. Bedroom closets throughout the home are equipped with storage systems for added organization. The renovated pool bath provides convenient direct access to the outdoor living area. An interior laundry room offers additional cabinet storage, and the washer and dryer convey. Step outside and discover an incredible amount of versatile living and entertaining space. The HUGE Florida room is fully paved and features vinyl sliding windows plus its own mini-split system, allowing you to enjoy the space comfortably in a variety of seasons. Beyond it, the fully paved patio leads to a beautiful newer pool surrounded by travertine, lush landscaping, and a tranquil water feature. An additional outdoor paved entertaining pad/pergola combination overlooks the expansive, fully sodded and fenced backyard, creating a peaceful setting for relaxing, hosting, or enjoying Florida living year-round. The property also offers exceptional parking and storage flexibility with an additional paved parking area beside the driveway as well as another paved pad tucked behind the white PVC privacy fence. Additional features include an irrigation system supplied by a well, and an architecural shingle roof, complete with gutters and downspouts. With its spacious layout, impressive outdoor living areas, beautiful pool, abundant natural light, and peaceful cul-de-sac setting, this Winter Park home offers the perfect combination of comfort, functionality, and Florida lifestyle!

4599 Whimbrel Place, Winter Park

4 Beds ⋅ 5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Set on a generous corner lot, this stunning single-story pool home in Winter Park has been beautifully remodeled and offers the kind of effortless, one-level living that's genuinely hard to find. Step through the foyer and the floor plan flows naturally into the gourmet kitchen, through the open family and living spaces, past a flexible home office/den, and out to the backyard, where multiple exits blur the line between indoor and outdoor living. The kitchen is anchored by a substantial island with breakfast bar seating, while a Thermador natural gas cooktop takes center stage, complemented by stainless steel appliances, solid wood cabinetry, a wine refrigerator, and granite countertops — a space equally suited to quiet mornings or full-scale entertaining. The home offers 4 bedrooms, 4.5 bathrooms, and a home office/bonus room, thoughtfully organized in a triple split plan that frames the open-concept gathering areas. Three bedrooms enjoy private en-suite baths, the fourth sits directly beside the hall bath, and the office/bonus room is adjacent to the guest half bath — everyone has a bathroom of their own. The primary suite offers its own private retreat, complete with a luxurious en-suite bath and a spacious walk-in closet appointed with custom built-ins. Outside, a custom inground pool and spacious patio are framed by mature hedges for true backyard privacy, while natural gas fuels an outdoor firepit for evenings well past sunset. Recent updates include outdoor perimeter lighting, a rear fence, privacy hedges, and irrigation. All of this sits on a 0.34-acre lot, with a gracious circular drive off Palmer Avenue for guests and a separate garage and driveway entrance off Temple Drive for everyday comings and goings. A paver path connects the home to its 2-car detached garage, with ample additional parking between the front circular drive and rear driveway — perfect for year-round entertaining. Just moments from Phelps Park, the Winter Park Racquet Club, and the historic beauty of Kraft Azalea Garden, with the shops, restaurants, and farmer's market of Park Avenue close at hand — this is single-story Winter Park living at its very best.

1271 Palmer Avenue, Winter Park

3 Beds ⋅ 3 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

Enjoy luxury living and premium sought-after location at Vilasa Homes, the newest construction in Winter Park, FL 32789. Walk to Park Avenue lifestyle, arts and culture- a mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. The finishes for this 2-estory townhome personally selected by one of the nation’s top interior designers. Carefully selected design team of Nasrallah Architectural Group, Ted Maines Interiors and Jordan Builders. Alys Beach inspired incorporating wood accents, architectural stairway, wrought iron and two-story ALL block construction all steps away from downtown Winter Park. Energy-saving features such as Pella double pane windows and extra insulation. Home is prewired for surround sound, cameras, alarm system, etc. Beautifully appointed-Revwood/LVP flooring throughout from Daltile/Mohawk, recessed lights, level 4 wall finishes, 13-foot ceilings on the main floor, and 10-foot ceilings upstairs. This unit has been thoughtfully upgraded with a top modern package worth $40k. Chef’s gourmet kitchen is complete with high-end 18” flat panel cabinetry, 2.5” mitered Quartz countertops, double waterfall Quartz island, Thermador appliances, and beautiful Quartz backsplash. 6 burner Thermador SS gas cooktop, built-in butlers bar in dining room, staircase lighting are all additional upgrades. Spacious primary retreat on second floor with loft area perfect for office, Peloton or game room all wired with internet and electrical. Primary bedroom includes two separate his and hers closets with custom shelving and organizers. Generous closet and storage spaces. Relax in your garden tub and oversized walk-in shower, Quartz countertops, designer tile, Koehler fixtures/bathroom accessories and custom lighting treatments. Two more stately suites that can be used for exercise, office or bedrooms. Automated, remote window coverings. 2-car garages featuring insulated steel garage doors and additional storage. The Swoope townhomes each have an enlarged backyard measuring approx. 40ft x 20ft, including 8ft x 8ft covered patio slab which extends from the sliding doors. Each unit includes privacy fencing and landscaping. Owners maintain own backyard. Convenient and minutes from Hillstones, Whole Foods, Trader Joe's, Park Avenue restaurants and shopping! Top rated-9 hole Winter Park Golf Course, Casa Feliz, Morse Museum, water sports, Rollins, and churches are all a short stroll away.

504 W Swoope Avenue, Winter Park

4 Beds ⋅ 3 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

Virtually Staged. Fully renovated from top to bottom, this 4-bedroom, 3-bathroom pool home sits on a 9,915-square-foot lot in Winter Park's Brookshire Heights, one of the area's most established and tree-lined pockets. The kitchen has been completely rebuilt with new cabinetry, new appliances, and new finishes, and that same attention carries through the rest of the house — new flooring throughout, new windows, new water heater, and fresh paint inside and out. The two systems that matter most to a buyer's peace of mind are both new for 2025: a new roof and a new AC system, so there's no guessing what's left to replace. Outside, the pool has been fully resurfaced, giving it a clean, ready-for-summer finish, and the fenced backyard offers space to entertain or just enjoy Florida's outdoor living. A 2-car garage pairs with an extra-large driveway, giving this home more parking flexibility than most on the street. The washer and dryer convey with the sale. Brookshire Heights is zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, and the location puts you minutes from Cady Way Trail, Park Avenue's shops and restaurants, Rollins College, and Winter Park Pines Golf Club, just a few streets away. It's a neighborhood known for quiet, walkable streets and mature landscaping, close enough to downtown Winter Park to feel connected without the noise. Every major update on this home has already been made — what's left is simply moving in

618 Blairshire Circle, Winter Park

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code

VIRTUALLY STAGED! EXCEPTIONAL POOL HOME IN EASTBROOK! Welcome to Conifer Avenue, where pride of ownership, and an unbeatable Winter Park-area location come together beautifully. This impressive pool home offers an outstanding opportunity to own a well-maintained residence in the highly sought-after Eastbrook community. This FOUR BEDROOM 2 Bath home offers almost 2200 square feet! Split bedroom plan PLUS 21 x 12 office/bonus room; formal living, dining & family rooms;2024 NEW HVAC-POOL PUMP 2025-ROOF 2019-zoned for excellent Seminole County Schools! Oversized 20 x 22 two car garage with additional storage space. Extras include: updated windows; all appliances including washer & dryer; quaint front porch. Call for your private showing! Step outside and discover your own private retreat! Multiple sets of sliding glass doors open to the large screened-in lanai, sparkling swimming pool, and expansive pool deck, creating an exceptional indoor-outdoor living and entertaining space. The nearly quarter-acre lot is fully fenced, offering plenty of room for pets, play, gardening, and outdoor enjoyment. The oversized two-car garage provides generous parking and an abundance of storage options. This is truly an entertainer's dream home—whether you're hosting friends around the pool, enjoying a quiet evening outdoors, or simply relaxing in your own private backyard oasis. And then there's the LOCATION! LOCATION! LOCATION! Convenient access to I-4 and SR 417 makes traveling throughout Central Florida a breeze, with easy access toward Orlando's attractions, Disney, the beaches, shopping, dining, and entertainment. Enjoy being close to the charm of Historic Downtown Winter Park and Park Avenue, including its fabulous restaurants, boutique shopping, cultural attractions, and popular weekly Farmers Market. SunRail is also conveniently nearby, providing another great transportation option throughout Central Florida.

2301 Conifer Avenue, Winter Park

3 Beds ⋅ 2 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

913 Moss Lane is in the Vias of Winter Park, on a tree-lined street in Maitland Shores. Neighborhood access to the Winter Park chain of lakes is a block away. Winter Park Racquet Club is a short walk. Park Avenue is a short drive. The home is zoned for Dommerich Elementary, Maitland Middle, and Winter Park High. The house is a 1953 split-level with 3 bedrooms, 2 baths, about 1,887 square feet, and a two-car garage. The main floor has the living room, dining area, kitchen, and Florida room. The bedrooms are upstairs. The 2023 renovation added new flooring, interior and exterior paint, a kitchen with white cabinetry, stone counters, and stainless appliances, and an updated bath with a walk-in glass shower. The backyard is fenced and has a patio. There is no homeowners association. This is a renovated three-bedroom in the Vias. See it for the street, the schools, and the lakes.

913 Moss Lane, Winter Park

4 Beds ⋅ 3 Baths ⋅ Sherbrooke SubDv. ⋅ 32792 Zip Code

Welcome to 2410 Sherbrooke Rd in Winter Park! This spacious single-story home offers 2,141 sq ft of living space with 4 bedrooms, 2.5 bathrooms, and an attached two-car garage, all in a convenient location within walking distance of Winter Park High School. 10 minutes to Full Sail University, Rollins College, or Downtown Winter Park. Step inside to find generous living and family spaces filled with natural light, beautiful hardwood flooring, and a flexible layout designed for both everyday living and entertaining. The upgraded kitchen features granite countertops, abundant wood cabinetry, stainless steel appliances, recessed lighting, a center island, and a breakfast bar overlooking the family room. The spacious primary suite features new vinyl flooring and an updated en-suite bathroom with dual vanities and a large walk-in shower. Three additional bedrooms provide plenty of flexibility for guests, home office space, or other needs. An additional full bathroom, half bath, and dedicated laundry room complete the interior. French doors lead to the screened patio, offering a comfortable space for outdoor dining and relaxing. Beyond the patio is an exceptionally large backyard surrounded by mature trees and landscaping, with plenty of room for gardening, recreation, entertaining, or creating your own outdoor retreat. Major improvements include a ROOF REPLACED IN 2022 and A/C REPLACED IN 2022, giving the next owner added peace of mind. With its upgraded kitchen and bathrooms, spacious floor plan, beautiful flooring, huge backyard, screened patio, two-car garage, and recently replaced major systems, this Winter Park home offers an outstanding combination of space, comfort, and location. Schedule your private showing today and discover everything this home has to offer!

2410 Sherbrooke Road, Winter Park

5 Beds ⋅ 4 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Pre-Construction. To be built. Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can still pick finishes and style! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8, Rollins College, and Advent Health. The stunning Transitional Modern design features 3,246 sq. ft. of living space, offering 5 bedrooms, 4 baths, and a loft. The first-floor primary and guest suites provide convenience and privacy, while the Chef’s Kitchen flows seamlessly into the oversized Gathering Room in this open-concept design. The second floor includes three additional bedrooms, two with walk-in closets, and a spacious loft. Enjoy the benefits of a No HOA community in a well-established neighborhood, all while staying close to Baldwin Park and Minutes to Downtown Orlando! Enjoy Winter Park’s vibrant events and amenities! Zoned for top-rated schools of Audubon K-8 and Winter Park High School! This is your opportunity to build your dream Oasis and enjoy the Florida lifestyle! Buyer can participate in build out if placed under contract prior to construction start.

2260 Mulbry Drive, Winter Park

5 Beds ⋅ 7 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. A rare convergence of timeless French Country architecture, brand-new custom construction, and coveted access to the Winter Park Chain of Lakes. Thoughtfully designed and being built by FG Schaub Custom Homes, this exceptional property offers the character of a timeless estate with the amenities and craftsmanship expected in a luxury new construction home. The residence will feature five bedrooms, a dedicated office, five full bathrooms, and two half bathrooms, with beautifully appointed living spaces designed for both refined entertaining and comfortable everyday living. The striking exterior showcases classic French Country influences, stone accents, decorative brick detailing, crisp stucco, expansive windows, and multiple gabled rooflines, creating an elegant and welcoming architectural presence. Outdoor living is equally impressive, with a private pool and spa, covered outdoor living area with roll away screens, and a full summer kitchen creating a resort-style retreat. A brand-new private boathouse, included with the property, is positioned directly on the canal and provides access to the Winter Park Chain of Lakes, offering the opportunity to enjoy boating, water sports, fishing, and so much more. Final plans, specifications and finishes are subject to change.

825 Palmer Avenue, Winter Park

5 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Under Construction. Set within Winter Park’s highly sought-after Tree Streets, this exceptional new home delivers a sophisticated blend of architectural presence, refined interiors, and effortless indoor-outdoor living. A striking façade creates an unforgettable first impression, while a marble mosaic entry introduces the artistry and attention to detail found throughout the home. The main living space is designed to feel both impressive and inviting, centered around a dramatic electric fireplace wrapped in fluted stone. Expansive sliding glass doors fill the room with natural light and create a seamless connection to the outdoor entertaining areas. Open to the living room, the chef’s kitchen is a true statement, pairing richly veined Calacatta Gioia countertops with custom cabinetry, a built-in refrigerator, and a full suite of Thermador appliances. A generous walk-in pantry provides abundant storage and preparation space while maintaining the kitchen’s clean, elevated aesthetic.The first-floor primary suite offers a private retreat with vaulted ceilings and direct access to the backyard. Its spa-inspired bathroom is a sanctuary of beautifully selected marble tile and a serene, sophisticated color palette. A freestanding soaking tub, oversized walk-in shower, dual vanities, and thoughtfully curated finishes create an atmosphere reminiscent of a luxury resort. Also located on the main level is a versatile secondary bedroom that could serve beautifully as a private home office or guest suite, along with a well-appointed powder bath and a combined laundry and mudroom designed for everyday convenience. Upstairs, three additional guest suites provide comfort and privacy, while a spacious loft offers flexibility as a second living room, media space, or playroom. A second laundry room adds another layer of functionality to the thoughtfully planned layout. Outside, the home continues to impress with a covered lanai and full summer kitchen, creating the perfect setting for year-round entertaining. A marble pool deck surrounds the sparkling pool and spa, while the spacious backyard offers room to relax, gather, and enjoy the Central Florida lifestyle in complete comfort. The location is what really sets this home apart. New construction opportunities are becoming increasingly rare within the up-and-coming Tree Streets, making this residence an especially compelling offering. Just a short walk from the Winter Park YMCA, Phelps Park, and Interlachen Country Club, the home places recreation and everyday conveniences close at hand. Hop on your golf cart and arrive to Park Avenue's boutiques, cafes, and restaurants within minutes. A home of this caliber in such a coveted location is a rare find and it won’t remain available for long.

1773 Walnut Avenue, Winter Park

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