Location: Lake Knowles Terrace, Winter Park
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1420 MAGNOLIA AVE, WINTER PARK, FL 32789
$1,750,00024 Days on yellowkey MLS ID: O6404564
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3174 Built: 2015 Tax: $21,173 (2025)Community: Lake Knowles Terrace Add 02Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,173
Elementary School: Dommerich Elem
High School: Winter Park High
Tax Year: 2025
Middle School: Maitland Middle
Remarks: On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless architecture with thoughtful, high-end finishes throughout. Built in 2015 and offering over 3,100 square feet, the home features four bedrooms, three full baths, and a flexible three-story layout designed for everyday living and effortless entertaining. A welcoming front porch leads into a bright foyer highlighted by custom millwork and warm wood flooring, setting the tone for the home’s clean, curated style. The open-concept main living space flows seamlessly from the dining area into a spacious family room and a chef’s kitchen designed to impress. Anchored by a generous marble island with seating, the kitchen features Viking stainless steel appliances, a gas cooktop, honed granite perimeter countertops, custom cabinetry with upper and under-cabinet lighting, and stylish tile backsplash. A wet bar with wine refrigerator adds to the home’s entertaining appeal. The first floor also includes a versatile office or playroom with custom built-ins, a functional mudroom/drop zone and abundant storage throughout. Upstairs, the primary suite offers a peaceful retreat with natural light and a spa-inspired bath featuring dual vanities, a soaking tub and a glass-enclosed shower. Secondary bedrooms are well-sized and thoughtfully designed, while the third-floor bonus suite with full bath provides ideal space for guests, a home office or additional living. Outdoor living is equally inviting, with a covered back porch equipped with remote-controlled phantom screens overlooking a private, professionally landscaped yard with artificial turf and a low-maintenance pool, ideal for year-round enjoyment. Additional features include two HVAC systems with Nest thermostats, hardwood flooring on the main level, and designer finishes throughout. Zoned for sought-after schools including Dommerich Elementary, Maitland Middle and Winter Park High. This is a rare opportunity to own a move-in ready home that balances style, function and location in one of Winter Park’s desirable settings.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Audra Wilks (407-252-8582)
1581 MAGNOLIA AVE, WINTER PARK, FL 32789
$1,495,00032 Days on yellowkey MLS ID: O6396118
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2756 Built: 2005 Tax: $14,857 (2025)Community: Lake Knowles Terrace Add 02Spa: NoSingle Family
Taxes:$14,857
Remarks: Beautifully updated with a refined, welcoming feel, this two-story home sits on a charming brick-lined street in the heart of Winter Park, just minutes from the shops, dining and parks that make the area desirable. Natural light fills this home, with four bedrooms, four full baths and a first-level flex room, highlighting thoughtful, custom details at every turn. The open kitchen is functional and inviting, centered around an oversized island with a beverage refrigerator, granite countertops, new backsplash, five-burner gas range with double ovens, range hood, pantry and abundant wood cabinetry. It flows easily into the family room with a gas fireplace and views of the private backyard and expanded patio creating a comfortable everyday living space. A separate dining room with a custom wainscoting accent wall offers a polished yet relaxed setting for gatherings, while the nearby laundry room features butcher block countertops, custom shelving and excellent storage. The flexible bonus room on the first floor, currently a playroom, sits next to a marble-floored full bath and works equally well as an office, gym or guest space. Upstairs, a cozy landing provides an additional flex area, while the attractive renovated primary bath includes dual sinks, granite counters, a soaking tub, separate walk-in shower and a spacious walk-in closet. Two additional bedrooms share an updated Jack and Jill bath. Storage is thoughtfully integrated throughout with custom closets and additional space under the stairs, complemented by plantation shutters, crown molding and substantial baseboards on the main level. The detached guest house adds rare versatility with its full bath, custom cabinetry and large walk-in closet, ideal for guests, a private office or creative studio. A long brick paved driveway provides ample parking and completes the home’s distinctive curb appeal. Zoned for top-rated Dommerich Elementary, Maitland Middle and Winter Park High. Schedule your private showing today and experience a home that stands apart from the ordinary. You will love living here!
Listing Agent: Jo Ann Lamar (321-231-0052)
1660 WALNUT AVE, WINTER PARK, FL 32789
$1,650,00033 Days on yellowkey MLS ID: O6395277
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2249 Built: 2026 Tax: $6,297 (2025)Community: Lake Knowles TerraceSpa: NoSingle Family
Taxes:$6,297
Elementary School: Lakemont Elem
Remarks: Introducing a standout new construction in Winter Park’s coveted Tree Streets! As you arrive the home’s modern façade is complemented by a charming front porch, creating a warm yet striking introduction that feels both inviting and intentional. Inside, the home unfolds with a highly functional floor plan designed to enhance everyday living while still accommodating entertaining with ease. Clean lines, curated finishes, and natural light define the main living spaces, where the kitchen, dining, and living areas flow seamlessly together. The kitchen serves as a true focal point, featuring Calacatta Gioia quartz countertops, custom cabinetry with ample storage, a paneled refrigerator, and a full suite of Thermador appliances. The space transitions naturally into the dining area and living room, where a built-in wet bar with a wine fridge adds an elevated layer of functionality and style. The living room is designed to feel both open and connected, anchored by expansive pocketing sliders that completely open to the outdoor living area. The primary suite is thoughtfully positioned on the main level, serving as a calming retreat, featuring a spa-inspired bathroom with dual vanities, a freestanding soaking tub, and a spacious walk-in shower. Upstairs, three additional bedrooms are generously sized and well laid out, providing flexibility for guests, family, or a secondary living setup. The outdoor living experience is equally impressive, centered around a large covered lanai that offers ample space for al fresco dining and lounging. The spacious pool area is designed to complement the home’s indoor-outdoor lifestyle, creating a private setting that feels both relaxed and elevated. Beyond the home itself, the location is what truly sets this home apart. Situated in the heart of the Tree Streets, you are just a short walk to Phelps Park and the YMCA, minutes from Interlachen Country Club, and only a quick golf cart ride to the shops, dining, and energy of Park Avenue. Homes of this caliber and location are few and far between, making this a standout opportunity in today’s market.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
1611 CHESTNUT AVE, WINTER PARK, FL 32789
$1,100,00030 Days on yellowkey MLS ID: O6402502
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2916 Built: 1973 Tax: $3,590 (2025)Community: Lake Knowles TerraceSingle Family
Taxes:$3,590
Remarks: Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall, Pella windows +++. With elevated finishes, like designer tile and quartz countertops as well as floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possibilities.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Olivia Maxwell (407-222-4440)
1351 MAGNOLIA AVE, WINTER PARK, FL 32789
$3,100,00029 Days on yellowkey MLS ID: O6404105
0 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3460 Built: 2026 Tax: $9,720 (2025)Community: Lake Knowles Terrace Add 02Single Family
Taxes:$9,720
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Just completed and ready to impress, this stunning custom-built residence delivers elevated design and effortless luxury in one of Winter Park’s most sought-after locations. Featuring 5 bedrooms and 4.5 bathrooms, this home blends timeless architecture with a fresh, curated aesthetic. From the moment you step inside, you’re greeted by warm wood flooring, custom millwork, and designer lighting that create a sophisticated, inviting atmosphere. The open-concept layout flows beautifully, centered around a showpiece kitchen with custom cabinetry, premium finishes, and an oversized island that anchors the space—perfect for gathering and entertaining. The great room is highlighted by a striking fireplace wall, adding depth and character. The first-floor primary suite offers a serene, private retreat, while a dedicated office with a full bath provides flexibility for guests or a refined work-from-home space. Upstairs, spacious secondary bedrooms and additional living areas offer comfort and privacy for family and visitors. Step outside to your own resort-style escape, complete with a sparkling pool, covered lanai, and fully equipped summer kitchen designed for seamless indoor-outdoor living. Ideally located just minutes from Park Avenue, top-rated schools, dining, and shopping, this newly completed home is a rare blend of style, comfort, and location.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Nick Mckee (407-913-0171)
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