Winter Park Homes with Ranch Architectural style

Winter Park Homes with Ranch Architectural style

Winter Park, located in the sunny state of Florida, is a charming city that offers a perfect blend of natural beauty, cultural heritage, and a vibrant community. Situated just a few miles north of Orlando, Winter Park is known for its picturesque landscapes, upscale neighborhoods, and a plethora of recreational activities.

The city is renowned for its architectural diversity, and one popular style that can be found in Winter Park is the Ranch architectural style. Homes with Ranch architectural style are characterized by their single-story design, low-pitched roofs, and open floor plans. These homes often feature large windows that allow ample natural light to flow in, creating a warm and inviting ambiance.

Winter Park boasts a variety of Ranch-style homes that cater to different preferences and budgets. Whether you're looking for a cozy starter home or a spacious family residence, you can find a range of options to choose from. Many of these homes are nestled in peaceful neighborhoods, offering a tranquil retreat from the hustle and bustle of city life.

Living in Winter Park means enjoying a laid-back lifestyle with easy access to an array of amenities. The city is home to beautiful parks, scenic lakes, and charming boutiques and restaurants. Residents can also take advantage of the nearby attractions, including world-class theme parks, golf courses, and cultural institutions.

If you're seeking a place where natural beauty meets architectural charm, Winter Park is the perfect destination. With its Ranch-style homes and a vibrant community, this city offers a unique and desirable living experience in the heart of Florida.

Newest Winter Park Homes with Ranch Architectural style

2821 Chantilly Avenue, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Manor SubDv. ⋅ 32789 Zip Code
WELCOME TO WINTER PARK LIVING! Situated on an expansive 0.76-acre lot in the established Winter Park Manor neighborhood, this charming 3-bedroom, 2-bathroom home offers a wonderful combination of space, comfort, and a peaceful waterfront setting. With approximately 250 feet of frontage along the small body of water identified as Lake Vella, the property provides a scenic backdrop and plenty of room to enjoy the outdoors. Inside, you'll find 1,440 square feet of heated living space featuring an open floor plan, vaulted ceilings, and a spacious living and dining area. The kitchen offers granite countertops, stainless steel appliances, ample storage, and a convenient breakfast bar. The primary bedroom includes its own en-suite bathroom. Step outside to the screened rear porch, where you can unwind and enjoy the surrounding greenery and water views. The generous lot offers plenty of possibilities for outdoor activities, gardening, or simply enjoying the extra space. Additional features include a one-car carport, central air conditioning, and NO HOA fees. Conveniently located near Winter Park's shopping, dining, parks, and everyday amenities, this property offers a unique opportunity to enjoy a spacious lot in a desirable Central Florida location. Schedule your private showing today!

2821 Chantilly Avenue, Winter Park
3157 Shady Pine Avenue, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code
This home is move-in ready! One year old new roof installed which comes with a four (4) year warranty which covers all repairs. The interior was recently painted down to the baseboards and primary and guest bathrooms have been completely renovated. Orion Modern Flames Traditional Insert Fireplace Heater has been installed which can heat the living areas of the home in the winter! Brand new kitchen appliances include refrigerator, stove, microwave and dishwasher as well as new garbage disposal. There is a large two car garage with laundry area and driveway can accommodate additional cars. Home is completely fenced in for safety. All systems of this home have been WELL maintained. Too many updates to mention. Excellent location in Winter Park, close to schools and shopping. Take a look!

3157 Shady Pine Avenue, Winter Park
1507 Golfside Drive, Winter Park
$849,000
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Virtually Staged. Perfectly positioned on the 13th tee box and 16th fairway of the Winter Park Pines Golf Course, this home sits on an corner lot and offers a rare opportunity to create your dream home while enjoying breathtaking golf course views.  **The current floor plan features three bedrooms, as the original fourth bedroom has been converted into an expansive walk-in closet for the primary suite, Featuring over 2,000 square feet of single-story living space, this home has been extensively renovated throughout the interior, offering the charm of an established Winter Park neighborhood with the comfort and appeal of modern finishes. Step inside to discover new luxury vinyl flooring, beamed ceilings, modern fireplace. Brand new kitchen appliances with modern grey cabinetry, crown molding and white quartz counter tops.  Step outside to your own private backyard retreat, complete with a 30x11 covered patio and screen-enclosed swimming pool overlooking the lush fairways of WP18. Whether enjoying your morning coffee, entertaining guests, or simply relaxing poolside, this outdoor living space offers a peaceful setting that’s increasingly difficult to find in Winter Park. Additional highlights include a NEW ROOF (NOVEMBER 2024), New pool pump, resurfaced pool with new pavers surrounding,  a large indoor laundry room and no HOA. Located just a few doors from the Cady Way Trail on one of the neighborhood's most picturesque oak-canopied streets, the setting is truly exceptional. This is a rare opportunity to purchase a home set directly on one of Winter Park's premier golf courses, where major mechanical system upgrades and costly infrastructure improvements have already been completed, creating the perfect opportunity to transform the interior into your own custom vision. This is move in ready so schedule your showings today!

1507 Golfside Drive, Winter Park
1935 Azalea Avenue, Winter Park
$410,000
3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code
URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with no HOA, a massive private backyard, and an exceptional price point. Tucked away on a quiet, low-traffic dead-end street, this solid concrete-block ranch is the ultimate starter home or a turnkey addition to any high-performing investment portfolio. The exterior welcomes you with an extra-wide paver driveway, mature professional landscaping, and a charming paver front walkway and patio, while the fully fenced backyard offers an oversized outdoor living space complete with a patio for entertaining and a convenient storage shed. Step inside to discover a bright open-concept living, dining, and kitchen area enhanced by continuous luxury vinyl flooring flowing throughout. The chef’s kitchen is beautifully appointed with sleek granite countertops, solid wood cabinetry, stainless steel appliances, an eat-in island, and a practical closet-style pantry. Designed with a desirable split bedroom layout, the private primary suite boasts three closets and an ensuite bath with an updated vanity and custom tile shower, while two additional guest bedrooms and a fully updated guest bath sit on the opposite side of the home for optimal privacy. Additional conveniences include a spacious indoor laundry room and a front-lawn irrigation system, backed by peace-of-mind upgrades including a 2014 roof and a 2018 HVAC. Zoned for highly rated Seminole County schools and situated just moments from N Park Ave—while remaining centrally located 15 minutes from Downtown Orlando and 30 minutes from MCO Airport—opportunities at this price point and in this location do not last long. Schedule your private showing today!

1935 Azalea Avenue, Winter Park
1825 Chilean Lane, Winter Park
$450,000
5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024

1825 Chilean Lane, 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
2020 Leanne Court, Winter Park
$469,900
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
112 Bell Place, Winter Park
$575,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Welcome to 112 Bell Place, a spacious 3-bedroom, 2-bath home offering 2,253 square feet in an established Winter Park neighborhood. Tucked away on a quiet cul-de-sac with a large lot and minimal through traffic, this home offers a great opportunity for buyers looking to move right in and make updates over time, or for an investor looking for a property with great bones and plenty of potential. Inside, you’ll find generous living spaces including a living room with laminate wood flooring and vaulted ceiling, plus a large family room featuring a brick accent wall. The kitchen offers solid wood cabinetry, cooktop, oven and microwave with plenty of opportunity to update and make it your own. All three bedrooms feature built-in closets, while the primary suite includes wood-look laminate flooring and a private bath with shower. The guest bath offers a tub and tile flooring. Additional features include a one-car garage, exterior laundry area, and a hall closet already plumbed for a washer and dryer should the new owner prefer to bring the laundry indoors. With its spacious floor plan, large lot and solid foundation for future improvements, this home has so much potential. Conveniently located in Winter Park and currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School, this is a great opportunity to get into a sought-after area and add your own style over time. Move in now, renovate at your own pace, and make this Winter Park home your own! Buyer to independently verify school zoning.

112 Bell Place, Winter Park
192 Balfour Drive Unit 2, Winter Park
$319,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Pointe 02 Ph 01 SubDv. ⋅ 32792 Zip Code
This ONE STORY Villa-Style condo is in a nice, quiet, Winter Park community close to everything! The open layout has a formal dining room and living room with a brick fireplace! The vaulted ceilings give it a large airy feeling especially with two atriums full of natural light! Sliding glass doors lead to a rear screened in porch from the Living Room. A perfect place to enjoy your morning coffee! The primary suite has large glass doors, going out to the private open air patio and garden area! The Kitchen atrium allows even more sun light and a place for your favorite plants! The kitchen cabinets and the movable coffee bar give plenty of storage space! Or you may want a two seater table and chair instead!! The beautiful granite speaks for itself. The best part is yet to come!! This condo has a 2 car Garage with a wall of storage cabinets. Plenty of room for your vehicle w added storage! Tile Roof new (2025). Membrane Roof new (2020). Re-piped (2013). AC new inside/out (2018). Electrical checked at move in (2013). You are minutes from Ward Park, Cady Way Trail and Pool, Crosby Wellness Center and Advent Health Winter Park Hospital, plus numerous stores and restaurants! This is a VERY QUIET 55+ community which allows no leasing through their BYLAWS !

192 Balfour Drive Unit 2, Winter Park
2345 Brookshire Avenue, Winter Park
$795,000
3 Beds ⋅ 3 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Now offered at $795,000 in highly sought-after Brookshire Heights! Set among beautiful trees and sidewalk-lined streets, this inviting Winter Park home pairs neighborhood charm with spacious living areas, a private backyard, and an expansive primary retreat. Sellers have also just installed all-new R-38 attic insulation, adding to the home’s extensive list of recent improvements. A charming flagstone, ivy-lined entry and fresh landscaping welcome you to this 3-bedroom, 3-bathroom home, offering 2,488 square feet on a private .21-acre lot. Vaulted ceilings and multiple living areas create flexible spaces for entertaining, relaxing, and everyday living, with an easy flow connecting the home’s gathering spaces. The kitchen features white shaker cabinetry, granite countertops, brand-new stainless-steel appliances, a coffee/wine bar, and breakfast-bar seating for four. From casual mornings to dinner with friends, this central gathering space keeps everyone connected. Thoughtfully added in 2017, the expansive primary suite offers a retreat of its own, complete with a separate sitting room or office and a spacious walk-in closet. The spa-inspired ensuite features a large tiled shower with multiple shower heads and a frameless glass enclosure, a dual vanity with marble countertops, and a separate water closet. A secondary bedroom with its own ensuite bathroom offers added comfort and privacy. All bathrooms have been updated, and brand-new bedroom carpeting, recessed lighting, and ceiling fans add comfort throughout. Outside, a fully fenced backyard with fencing replaced in 2025, a brand-new deck, and fresh landscaping creates an inviting setting for outdoor dining, entertaining, or simply unwinding. Enjoy the welcoming setting of Brookshire Heights, 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. The location also offers convenient access to UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center, with Orlando International Airport approximately 25 minutes away. Recent improvements include all-new R-38 attic insulation, brand-new stainless-steel kitchen appliances, new bedroom carpet, a new deck, and fresh landscaping. Roof updates: main roof—2022; family room—2019; primary suite—2017. HVAC—2021. Mini-split—2026. Discover the space, privacy, and neighborhood charm waiting for you at 2345 Brookshire.

2345 Brookshire Avenue, Winter Park
2641 Carvell Court, Winter Park
$525,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
WINTER PARK POOL HOME • NO HOA • OVER 2,100 SQ FT • NOW $525,000! SELLER WILLING TO CONTRIBUTE TOWARDS CLOSING COST WITH A REASONABLE OFFER! Looking for space, a private pool and the freedom of no HOA — all in Winter Park? Welcome to 2641 Carvell Court. Set on a spacious .32-acre corner lot in Winter Park Estates, this 4-bedroom, 2-bath home offers 2,126 square feet of flexible living space designed for everyday Florida living. Step outside to your screened-in private pool and create the backyard retreat you've been looking for. Inside, you'll find an updated kitchen, generous living spaces and a huge bonus room that can become a home office, gym, playroom, media room or additional entertaining space. With four bedrooms, a private pool, oversized corner lot, one-car garage and NO HOA, this home delivers the space and flexibility that can be hard to find in Winter Park at this price point. Now offered at $525,000 — come experience 2641 Carvell Court in person.

2641 Carvell Court, Winter Park
1955 Eland Avenue, Winter Park
$394,900
3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code
Nestled in Winter Park's Lake Bell Terrace neighborhood, this 3 bedroom, 2 bathroom home is located close to everything that makes Winter Park special, Park Avenue's shops and restaurants, Winter Park Village, Mead Botanical Garden, the Winter Park golf course, and more. Inside, an open, light-filled living area flows effortlessly into the kitchen and dining room, with wood and tile flooring throughout. A large bonus room adds flexible space for a home office, playroom, or media room, while the spacious bedrooms and abundant storage make everyday living easy. Outside, a classic front porch invites cozy mornings with coffee, a screened patio provides year-round outdoor living, and the beautiful backyard with additional open patio is perfect for grilling and gathering. A dedicated laundry/utility room and attached 1 car garage complete this Winter Park gem.

1955 Eland Avenue, Winter Park
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