Winter Park Homes with One Story Property Description

Winter Park Homes with One Story Property Description

Welcome to Winter Park, Florida – a charming city that perfectly blends small-town warmth with vibrant cultural offerings. Nestled just north of Orlando, Winter Park is renowned for its picturesque parks, scenic lakes, and tree-lined avenues. The city’s rich history is reflected in its stunning architecture, from historic homes to modern masterpieces. With a thriving arts scene, residents enjoy access to world-class museums, galleries, and the famous Winter Park Art Festival. The bustling Park Avenue, lined with boutique shops and delightful eateries, invites you to explore its unique offerings while soaking up the sun-drenched Florida lifestyle.

If you're searching for the perfect home in this beautiful city, consider our selection of one-story properties. These homes are designed with both comfort and convenience in mind, providing easy accessibility and a seamless flow between living spaces. Ideal for families, retirees, or anyone looking to enjoy a low-maintenance lifestyle, one-story homes in Winter Park offer spacious layouts, modern amenities, and often, delightful outdoor spaces for relaxation or entertaining.

Imagine waking up to the gentle sounds of nature, with lush greenery just outside your door. Many of these homes feature open-concept designs, allowing natural light to pour in, creating a warm and inviting atmosphere. Whether you’re hosting a gathering in your expansive living room or enjoying a quiet evening on your patio, one-story homes in Winter Park offer the perfect backdrop for your life’s moments. Embrace the charm of Winter Park living in a beautiful one-story home that meets all your needs and desires.

Newest Winter Park Homes with One Story Property Description

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 2-bedroom, 2-bathroom condo in Winter Park. The home features a newer HVAC system installed in 2021, repiped plumbing completed in 2021, and a new electrical panel installed in 2021. One bedroom provides direct access to the patio, offering convenient outdoor space. The property is conveniently located near UCF, shopping, dining, major roadways, Downtown Orlando, and Orlando International Airport. An excellent opportunity to own a well-maintained condo in a convenient Central Florida location.

7453 Daniel Webster Drive Unit A5, Winter Park

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

Charming 4-bedroom, 2-bath single-story home in the established Eastbrook neighborhood of Winter Park. Built in 1959 and situated on a 0.19-acre lot, this home features an open living and kitchen area with vaulted ceilings and wood-look laminate flooring. The kitchen offers stainless steel range and microwave, tile countertops, and tile backsplash. All bedrooms feature carpet and ceiling fans, with the primary suite offering an en-suite bath with a walk-in tiled shower. Enjoy the covered back patio and fully fenced backyard. Roof is approximately 5 years old. Interior laundry closet. Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High.

3484 Seagrape Drive, Winter Park

3 Beds ⋅ 2 Baths ⋅ Tanglewood Rep SubDv. ⋅ 32792 Zip Code

FABULOUS WINTER PARK LOCATION!!! This 3 BEDROOM, 2 BATH, 1873sf CONCRETE BLOCK HOME represents QUALITY FROM THE PAST, and is CENTRALLY LOCATED in the heart of Winter Park. You can walk to the Winter Park YMCA or Interlachen Golf and Country Club, while the exclusive shoppes and restaurants on Winter Park’s famed “Park Avenue” are just 5 minutes away as well as Central Park, Rollins College, and Advent Health’s Winter Park Hospital. Nestled among several “million-dollar homes” and just two houses away from the gated “Reserve at Interlachen” community, this property has high potential! From the moment you enter, you will notice pride of ownership in the classic décor and cleanliness. The Kitchen features two breakfast bars, one of which is a pass-thru to the living room, along with copious (25) light birch cabinetry with roll out shelving and undermount lighting. The 19’ by 12’ Kitchen opens to a 10’x12’ Dinette area which opens to the living room. There is also a separate and formal 11’x12’ Dining Room. The expansive 31’x18’ Living Room features a dramatic wood-burning fireplace with a mantle and hearth encased in a beautiful brick accent wall which also houses built-in shelving and cabinetry. Sky lights serve to bring in an abundance of natural light. The Primary Bedroom is En Suite. The Guest Bathroom has been renovated with granite counters, decorative inset tile in the tub area, and updated fixtures. Additional features of this home include an attic fan, recently replaced hurricane rated garage door and opener, newer exterior electrical box (interior electrical box will be replaced prior to closing), a 10’x20’ screened porch, a .22-acre lot with a fully fenced back yard and single gate access on each side of the home. The entire house has been re-piped, and the roof is less than 8 years old. Don’t miss this opportunity to live in the heart of Winter Park! Call us today for your private showing!

1818 Dover Road, Winter Park

4 Beds ⋅ 3 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

A rare opportunity awaits to own a slice of paradise on Lake Spier in beautiful Winter Park! Set on over two acres and surrounded by mature landscaping, this stunning property offers a secluded setting that feels worlds away, while world-class dining and shopping, trails and parks, and the vibrant Village Center of renowned Baldwin Park are just moments from your door. Inside, you'll find luxury finishes and appliances, expansive hurricane-impact windows, all-new HVAC and a whole-house water filtration system, along with double master suites with vaulted ceilings and distinctive architectural details throughout. Step outside, where 158 feet of lakeshore and your private dock invite you to enjoy the water at its best, from boating and waterskiing to beautiful sunrises and sunsets on the water. With approximately 3,400 square feet, four bedrooms, three baths, a detached garage/workshop and no HOA, this is a truly unique offering in one of Winter Park's most desirable locations.

1803 Barker Drive, Winter Park

3 Beds ⋅ 2 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code

FULLY FURNISHED and ready for its next owner! This 3-bedroom, 2-bath Winter Park home offers an excellent combination of recent improvements, location, and flexibility. Major updates include a NEW ROOF (2021), FULL HOUSE REPIPE (2025), and NEW FLOORING (2025), giving buyers peace of mind on several important big-ticket items. Situated on an OVERSIZED 0.24-ACRE LOT with NO HOA, the property offers a spacious yard with plenty of room to enjoy the outdoors. Inside, the home features a comfortable and functional layout with an eat-in kitchen, indoor laundry, and inviting living spaces. Even better, the home is being sold FULLY FURNISHED, making it an easy option for a primary residence, second home, or investment property. The location is hard to beat, with convenient access to Full Sail University, Rollins College, UCF, Park Avenue, Baldwin Park, shopping, dining, and major roadways connecting you throughout Central Florida. With NO HOA and short-term rental potential, this property provides flexibility that can be difficult to find in Winter Park. Whether you're looking for a place to call home or an investment opportunity, 5080 Seminole Ave is ready for its next chapter!

5080 Seminole Avenue, Winter Park

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

Welcome to Park West, an exclusive gated community ideally located just moments from the heart of downtown Winter Park. This impeccably maintained 3-bedroom, 2-bath residence offers a spacious and thoughtfully designed floor plan. The inviting living and dining areas feature an open-concept layout anchored by a traditional decorative fireplace, creating a warm and comfortable setting for both everyday living and entertaining. The generous primary suite offers a private en-suite bath with a walk-in shower and an expansive walk-in closet. The second bedroom is conveniently positioned near the hall bath, which features a tub/shower combination. A dedicated laundry room with built-in shelving and abundant storage adds a level of convenience rarely found in condominium living. Residents of Park West enjoy an array of amenities, including a clubhouse, resort-style swimming pool, and tennis court which also has lines for pickleball, all within a beautifully maintained gated setting. Perhaps the greatest luxury is the location. From Park West, it’s an easy stroll to the boutiques, restaurants, and cultural attractions of Park Avenue, as well as Central Park, world-class museums, the SunRail station, and the Winter Park Golf Course. Offering space, comfort, amenities, and an unbeatable location, this is a wonderful opportunity to own a residence in one of Winter Park’s most desirable communities.

250 Carolina Avenue Unit 202, Winter Park

3 Beds ⋅ 1 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer’s dream—opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. Bring your custom builder and your vision to claim one of Winter Park's unique footprints. Property is being sold As-Is with value in the land. One car garage at rear of property with access thru deeded easement. Shed next to garage.

1421 Chestnut Avenue, Winter Park

2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

LAKE KILLARNEY CONDO IN WINTER PARK! Enjoy the best of Winter Park living in this beautiful 2-bedroom, 2-bath corner condo in the private lakefront community of Killarney Bay. Featuring an open floor plan, stone and wood flooring, high ceilings, quartz kitchen countertops, stainless-steel appliances, generous storage, and a stunning stone-accented fireplace. Plus a utility room with a full size washer and dryer. The spacious primary suite offers an oversized walk-in closet and private bath, while the second bedroom features its own en-suite bath and access to the private screened patio. Relax outdoors while enjoying peaceful Lake Killarney sunset views. Community amenities include covered assigned parking, a lakefront dock, fishing, and swimming pool plus paddleboard & kayak storage. Ideally located near Winter Park Village, Trader Joe’s, shopping, restaurants, and entertainment, this property offers an unbeatable combination of convenience and lakefront lifestyle. Perfect for a Winter Park primary residence or seasonal second home. Come discover why Killarney Bay is one of Winter Park’s most desirable places to live! Also available for Lease (O6440361) or Lease Purchase, Ask about special financing incentive!

720 Killarney Bay Court Unit 7-6, Winter Park

4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates 1st Add SubDv. ⋅ 32792 Zip Code

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.

2215 Woodcrest Drive, Winter Park

4 Beds ⋅ 4 Baths ⋅ Monroe SubDv. ⋅ 32792 Zip Code

Duplex on Two Separate Lots with No HOA! Excellent opportunity for an investor or owner-occupant! This 2-bedroom, 2-bathroom duplex offers flexibility with each unit situated on its own separate lot and no HOA. One unit is currently tenant occupied, providing immediate rental income, while the second unit is vacant and ready for a new tenant or owner-occupant. The vacant unit features an updated kitchen, giving it a fresh, move-in-ready feel. The property has also been freshly painted on the exterior, enhancing its curb appeal and making it ready for its next owner. With two separate lots, an existing income-producing unit, a vacant updated unit, and no HOA, this property offers multiple possibilities for a buyer looking to add to a rental portfolio, live in one side while renting the other, or explore the advantages of the property's existing separate lot configuration. Highlights include: 2 bedrooms and 2 bathrooms in each unit, two separate lots, one occupied income-producing unit, one vacant unit with an updated kitchen, freshly painted exterior, and no HOA. A versatile Central Florida investment opportunity with immediate income and plenty of potential!

167 Jergo Road, Winter Park

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code

LOCATION! LOCATION! Winter Park property located in Seminole County. Proximity to Rollins, Full Sail, UCF, and Valencia colleges. Great income producer, with "Flex Space" as a two income rental or live on one side and rent the other. Main area has 3 bedrooms and 2 full baths, flex space has a private entrance, 1 bedroom and full bath, kitchenette, and it's own laundry area. Two driveways and parking pad for your use. Great side and separate rear yard, with lard storage shed, Home was recnently updated, with fresh paint, granite countertops, shaker cabinets, updated bathrooms, new windows, new mini-splits in flex space and tankless water heater. Fully fenced in backyard and mature trees. Plumbing has already been updated to PEX, cast iron wasteline has been updated to PVC. New flooring in main house, new baseboards installed, and freshly painted. MOVE IN READY!

1386 Clematis Lane, Winter Park

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

Start Your Search