Displaying: For Sale
Location: Winter Park
Property Type(s): Single Family
Price: $600,000 to $699,000
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Winter Park - 26 properties found
2612 ROXBURY RD, WINTER PARK, FL 32789
$630,000144 Days on yellowkey MLS ID: S5139410
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2472 Built: 1957 Tax: $6,425 (2024)Community: Glencoe SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,425
Elementary School: Killarney Elem
High School: Edgewater High
Tax Year: 2024
Middle School: College Park Middle
Remarks: SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort and its own ATTACHED 2bed/1 Bath IN-LAW SUITE!!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own!
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Laura Mcadams (954-268-5421)
$630,000182 Days on yellowkey MLS ID: S5137596
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2472 Built: 1957 Tax: $6,425 (2024)Community: Glencoe SubSingle Family
Remarks: SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own!
218 ORANGE TERRACE DR, WINTER PARK, FL 32789
$600,00055 Days on yellowkey MLS ID: O6388723
0 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1618 Built: 1955 Tax: $4,694 (2025)Community: Orange TerraceSingle Family
Taxes:$4,694
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Come see this charming pool home on a desirable corner lot near Lake Killarney in Winter Park. This beautifully maintained mid-century residence features 3 bedrooms and 2 baths with warm wood floors and timeless character throughout. The private, fully fenced backyard is turfed for low maintenance and perfect for relaxing and entertaining. Major updates provide peace of mind, including new windows (2019) a renovated primary bedroom and bath (2019), new septic drainfield (2023), tankless water heater (2019), new refrigerator (2024) and in ground pool converted to saltwater in 2023. A rare opportunity to own a classic Winter Park home in beautiful condition with modern improvements and exceptional outdoor living. Walk to Hunger Street Tacos, Lombardi’s Seafood and Creative Jane Art Studio while being conveniently located near 1-4, College Park and Winter Park. Come see this gem!
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC (407-649-4141)
Listing Agent: Arden Magee (407-276-1698)
1098 WILDMEADOW RUN, WINTER PARK, FL 32792
$625,00081 Days on yellowkey MLS ID: O6380923
3 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2020Monthly Fee: $244 Tax: $4,088 (2024)Community: Meadows At Hawks CrestSingle Family
Taxes:$4,088
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: In the gates of one of Winter Park’s most desirable communities, this elegant single-story residence offers an exceptional opportunity to experience refined Florida living in the sought-after enclave of Hawk’s Crest. Spanning more than 1,700 square feet, the home blends timeless architecture with a thoughtfully designed layout that balances comfort, style and functionality. From the moment you enter, soaring ceilings and expansive windows fill the interior with natural light, creating an inviting and sophisticated atmosphere. Ceramic tile flooring extends throughout the home, offering a clean and cohesive design while providing durability for everyday living. The living and dining areas connect seamlessly, creating an ideal setting for intimate evenings and effortless entertaining. At the center of the home, the kitchen serves as a natural gathering space, thoughtfully designed with style and functionality in mind. It features premium appliances, crisp white cabinetry and a spacious island, all while overlooking the main living areas for a seamless connection throughout the home. Updated lighting throughout the residence adds a refined modern touch and enhances the warm ambiance of the home. The primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath designed for relaxation. Additional bedrooms provide flexibility for guests, family or a dedicated office space, each thoughtfully designed with comfort in mind. Outside, beautifully maintained grounds cared for by the HOA allow residents to enjoy the surrounding landscape without responsibility of maintenance. Life in Hawk’s Crest offers a lifestyle that extends far beyond the home itself. Residents enjoy access to resort-inspired amenities, including a swimming pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell. The community also hosts popular monthly food truck gatherings and offers everyday convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee just at the community entrance. Ideally just minutes from Park Avenue’s celebrated dining and shopping, top-rated schools and Winter Park’s cultural destinations, this residence presents an exceptional opportunity to enjoy one of Central Florida’s sought-after lifestyles.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Harif Hazera Llc (407-953-9098)
1137 OAKS BLVD, WINTER PARK, FL 32789
$634,90088 Days on yellowkey MLS ID: O6379388
0 Days Off yellowkey (back on 3/21/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1149 Built: 1958Community: Dixie TerraceSingle Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready and not overvalued for the neighborhood * The majority of the homes on this quiet tree lined street are brand new or recently built. There is value in being one of the only remaining homesites to be rebuilt * Ready to either owner-occupy or lease ($2,095 per month lease just completed) while you take the appropriate amount of time to create your custom plans. Step inside to find beautiful, exposed hardwood floors with timeless warmth and elegance, while the updated kitchen and baths ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain * The carport features a laundry/storage area, adding even more functionality to the property * House has a durable metal roof, further enhancing its appeal and longevity. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision * Owner painted the exterior, replaced the microwave and hot water heater last year * Located just off N Park Avenue and a short distance from Winter Park's main attractions, you'll enjoy proximity to Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location * Don’t miss the chance to make this rare find your own! Currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School *
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: David Gallup (407-629-6330)
1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792
$675,000165 Days on yellowkey MLS ID: TB8449992
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2193 Built: 2019Community: Lake Florence PreserveSingle Family
Remarks: Welcome to this beautifully maintained, Stunning Better-Than-New 6-Year-Old Custom Home in Gated Lake Florence Preserve, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite. One of the home’s most impressive features is the expansive 16-foot pocket sliding glass door that creates a seamless indoor–outdoor connection, making your private backyard oasis feel like a natural extension of your living space. Step into the custom heated pool with built-in spa, finished in luxurious PebbleTec, and enjoy the tranquil waterfall cascading from the spa into the pool. The entire screened-in lanai is surrounded by lush landscaping and enhanced by a striking outdoor LED lighting system. The fully fenced backyard overlooks a generous greenspace that enhances privacy and creates an ideal setting for pets, entertaining, or unwinding. TV wall mounts are already installed inside and on the lanai, ideal for watching the game or unwinding by the pool. The upgraded kitchen is a chef’s dream, featuring premium finishes and a gas stove, while the open-concept living area offers an inviting space for everyday living and entertaining. All bedrooms feature recently upgraded flooring, and the primary suite includes a large walk-in closet and a spa-like bathroom with a luxurious rain shower head. The home is outfitted with numerous upgrades for comfort and convenience, including motorized blinds on the sliding glass doors, ceiling fans throughout, dimmer light switches, and a full security system. Fresh interior paint including all doors adds a crisp, updated feel to every room. Practical features include an interior storage room, a tankless water heater, and a full sprinkler system covering both the front and backyard. The home also comes prewired with plumbing, gas, and electric for a future outdoor kitchen, offering excellent potential for expanded outdoor living. The garage is exceptionally functional, featuring a 240V EV outlet, a dedicated golf cart parking space, added shelving, and attic storage for additional organization and convenience.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
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