Location: Winter Park
Keyword(s): Edgewater High
Keyword(s) High School: Edgewater High
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518 SHOREVIEW AVE, WINTER PARK, FL 32789
$490,09023 Days on yellowkey MLS ID: O6392797
0 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1609 Built: 1920 Tax: $3,919 (2025)Community: Killarney EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,919
Elementary School: Killarney Elem
High School: Edgewater High
Tax Year: 2025
Middle School: College Park Middle
Remarks: One or more photo(s) has been virtually staged. NESTLED IN THE HEART OF HISTORIC WINTER PARK, THIS CHARMING RESIDENCE AT 518 SHOREVIEW AVE OFFERS TIMELESS CHARCTER. JUST STEPS FROM BEAUTIFUL LAKE KILARNEY. INSIDE, YOU WILL FIND STUNNING HARDWOOD FLOORS THAT ADD WARMTH AND ELEGANCE THROUGHOUT, ALONG WITH AN UPDATED PRIMARY BATHROOM FEATURING A RELAXING GARDEN TUB.THE INVITING FLORIDA ROOM PROVIDES THE PERFECT SPACE TO UNWIND OR ENTERTAIN WHILE ENJOYING THE NATURAL SURROUNDINGS. THE KITCHEN FEATURES A REVERSE OSMOSIS SYSTEM TO FILTER THE DRINKING WATER. THIS PROPERTY IS A RARE OPPORTUNITY TO OWN A PIECE OF WINTER PARK HISTORY IN AN UNBEATABLE LOCATION NEXT TO FABULOUS SHOPPING AND DINING EXPERIENCES. ** SELLER HAS PLANS FOR ATTIC EXPANSION AVAILABLE.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
501 LAKEVIEW AVE, WINTER PARK, FL 32789
$1,390,000272 Days on yellowkey MLS ID: O6325192
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3253 Built: 2026 Tax: $2,820 (2024)Community: Killarney EstatesSingle Family
Taxes:$2,820
Tax Year: 2024
Remarks: Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge. The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Marie Helen Ledbetter (407-286-4363)
1405 MILLER AVE, WINTER PARK, FL 32789
$950,00045 Days on yellowkey MLS ID: O6386405
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1884 Built: 2023Monthly Fee: $400 Tax: $8,200 (2025)Community: H Vanwies SubTownhouse
Taxes:$8,200
Remarks: FURNISHINGS INCLUDED! Experience high-end luxury and effortless convenience in one of the most central locations in Winter Park. Built by Makeur Homes and thoughtfully updated and furnished by SMRS Design, this stunning Modern Mediterranean detached townhome showcases light-filled interiors and carefully curated custom finishes. Offering 3 bedrooms and 2.5 bathrooms across 1,884 square feet, the home features a desirable first-floor primary suite and elevated design details, including Level 4 drywall, engineered oak floors, Bosch appliances, LED mirrors, and a Lutron Caséta lighting and Triathlon shade system. A Calacatta Gold porcelain slab electric fireplace serves as a striking focal point in the living room. All major designer furnishings are included—featuring pieces from renowned design houses such as Restoration Hardware, Caracole, Eichholtz, and Jonathan Charles—creating a truly turnkey opportunity. The open-concept floor plan is both functional and inviting, filled with natural light and offering views of a private paved patio and fenced backyard—ideal for relaxing or entertaining. Enjoy a low-maintenance, lock-and-leave lifestyle within an intimate four-unit community tucked along a picturesque, tree-lined brick street. Additional highlights include a private two-car garage with EV charging port, guest parking, and close proximity to premier dining, shopping, and daily conveniences, including Publix and AdventHealth. A rare opportunity to own a fully furnished, design-forward residence in an exceptional location.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Rikhil Amin (407-792-8069)
1870 STAUNTON AVE, WINTER PARK, FL 32789
$1,250,00013 Days on yellowkey MLS ID: O6391469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2525 Built: 1935 Tax: $1,302 (2025)Community: Karolina On KillarneySingle Family
Taxes:$1,302
Remarks: Pre-Construction. To be built. Discover a rare opportunity to build a fully custom residence in the highly sought-after Killarney Shores neighborhood of Winter Park—one of the last areas where new construction at this level remains attainable below $1.3M. Exclusively curated by The Hope Group, this offering pairs premier design with a seamless build experience alongside Deep Roots Construction, MJS Designers, and Collins & Co. From concept to completion, every detail is thoughtfully orchestrated, allowing the future owner to tailor finishes, layout, and architectural style to match their vision. Ideally positioned just minutes from Park Avenue’s renowned dining, boutique shopping, and vibrant lifestyle, the property also offers convenient access to I-4, College Park, and Downtown Orlando—delivering both prestige and connectivity. The proposed residence spans approximately 2,500 square feet and is designed with intentional flow, abundant natural light, and refined modern finishes. The layout allows for elevated indoor-outdoor living, with the option to incorporate a private pool and outdoor entertaining space. Located within close proximity to major medical centers, including AdventHealth Winter Park (approximately 2.5 miles), AdventHealth Orlando (approximately 4 miles), and Orlando Health Orlando Regional Medical Center (approximately 5 miles), this location offers both lifestyle and practical convenience for medical professionals and those seeking proximity to top-tier healthcare. Opportunities like this are increasingly limited in Winter Park—secure your homesite and begin designing a one-of-a-kind residence in one of Central Florida’s most desirable zip codes.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Vinny Lay (407-756-4255)
2500 LEE RD #202, WINTER PARK, FL 32789
$234,999434 Days on yellowkey MLS ID: O6277579
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 956 Built: 1969Monthly Fee: $398 Tax: $2,427 (2024)Community: Lakeside Manor Condominium Association, Inc.Condo
Taxes:$2,427
Remarks: 2/2 * IMMACULATE CONDO * LOW HOA * LIVE ON LAKE KILLARNEY * ENJOY PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING * Immaculate updated 2 bedroom 2 bathroom Condo in a prime location on beautiful Lake Killarney, a serene oasis in Winter Park. A walkable Lake community providing Residents with direct Lake Access, Private Dock with Loungers & Seating area, Boat Slip, Private Pool, Clubhouse, Picnic Tables and Mature landscaping. Condo fully updated throughout. NEW Interior paint, NEW Water Heater, NEW AC, NEW Lighting, NEW Ceiling Fans, NEW Window Blinds, NEW Floor & Wall Tile in Primary Bathroom, NEW Modern Bathroom Vanity, NEW LED Bathroom Mirror, NEW Interior Door Hardware. In addition to Upgraded Exterior Doors and Windows. The open-plan Kitchen with dark wood cabinetry, Granite counters, Built-in wine rack and a Breakfast Bar, overlooks the spacious Living Room and Private Balcony. Enjoy your private patio area at both the front and rear of your Condo. Just one neighbor to one side, and one neighbor below, enhances your privacy. Condo features 2 large bedrooms, split-plan, each with a walk-in closet. The Principal Bedroom has an additional PRIVATE exterior entrance. The Principal Bathroom features a walk-in Shower, NEW Floor & Wall Tile, NEW Modern Bathroom Vanity, NEW LED Bathroom Mirror. The Second Bathroom includes a bath tub and shower combination, a single vanity, and tile floor. Perfectly located tranquil lakeside-living, in beautiful Lakeside Manor, is your opportunity to enjoy all that Florida has to offer, while living minutes from the exceptional Shopping and Restaurant experiences of Downtown Winter Park and Park Avenue. LOW HOA includes Lake Access, Private Dock, Pool, Water, Trash, and Designated Parking. Easy access to I4, Rollins College, Winter Park Village, Park Avenue, Downtown Orlando, and approx 20-30 mins to Orlando International Airport, Disney Springs and Universal Studios.
Listing is courtesy of: THE ANDERSON GROUP & CO PL (407-960-5657)
Listing Agent: Alison Maltby (407-325-1483)
2500 LEE RD #208, WINTER PARK, FL 32789
$180,000370 Days on yellowkey MLS ID: O6297570
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 956 Built: 1969Monthly Fee: $432 Tax: $1,519 (2025)Community: Lakeside Manor Apts CondoCondo
Taxes:$1,519
Remarks: This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water, cable and internet are included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents will enjoy access to boat slips (based on availability, charge is $30/month), a boat ramp, a sparkling pool, a welcoming clubhouse, and mature landscaping that enhances the serene environment. Outdoor enthusiasts will appreciate the multiple barbeque grills and tables, ideal for courtyard or lakeside dining. Additional amenities include two on-site laundry rooms, on-site storage, and convenient proximity to key destinations. COA approval is required. The application fee is $85.00. Situated in Winter Park, the community is less than 10 minutes from Winter Park Village, Maitland, and Downtown Winter Park, about 10 minutes from College Park, and approximately 15 minutes from Downtown Orlando and Lake Mary. This prime location ensures easy access to shopping, dining, entertainment, and the vibrant city lifestyle.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Debbie Jones (407-619-1850)
765 BAFFIE AVE, WINTER PARK, FL 32789
$380,00050 Days on yellowkey MLS ID: O6384768
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 936 Built: 1952 Tax: $2,063 (2024)Community: Dubsdread HeightsSingle Family
Taxes:$2,063
Elementary School: Princeton Elem
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Affordable 2-bedroom, 1-bath home in Winter Park with easy access to Downtown Winter Park, College Park, and the Dubsdread community. This spotless residence features fresh interior paint, an updated kitchen with granite countertops, a beautifully renovated shower bath, and continuous travertine flooring throughout for a clean, cohesive look. Major updates include a new roof (2023) and a recently replaced hot water heater for added peace of mind. Out back, you’ll find a detached unfinished bonus building—perfect for a future home office, workshop, art studio, or workout room. Washer and dryer are conveniently located inside this space.
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC (407-649-4141)
Listing Agent: Anne Rogers (407-649-4141)
525 LAKEVIEW AVE, WINTER PARK, FL 32789
$1,390,000272 Days on yellowkey MLS ID: O6325165
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3253 Built: 2026 Tax: $2,814 (2024)Community: Killarney EstatesSingle Family
Taxes:$2,814
Remarks: Under contract-accepting backup offers. Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge.The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods. Final design and features subject to change.
2500 LEE RD #219, WINTER PARK, FL 32789
$164,000258 Days on yellowkey MLS ID: O6332524
3 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 851 Built: 1969Monthly Fee: $360 Tax: $2,392 (2024)Community: Lakeside Manor Apts CondoCondo
Taxes:$2,392
Remarks: Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as well as a private boat launch, a brand-new dock with covered over-water seating, a lakeside pool, and a clubhouse. The beautifully manicured green spaces and quiet courtyard areas create a peaceful, community-oriented atmosphere.Inside, this move-in ready unit has been freshly painted throughout and features new carpeting. The kitchen has been tastefully refreshed and offers plenty of cabinet space. An assigned parking space is located just steps from the unit, and there's an on-site laundry facility plus a private storage unit for added convenience.Tucked away yet close to it all, you’re just minutes from the shops and restaurants of Winter Park, with easy access to I-4 and other major roadways. Residents love living here—units don’t come available often, so don’t miss your chance to call this lakeside gem home!
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Nicole Van Treese (407-462-9050)
668 OVERSPIN DR, WINTER PARK, FL 32789
$875,00027 Days on yellowkey MLS ID: O6392301
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2509 Built: 2018 Tax: $11,633 (2025)Community: Dubsdread HeightsSingle Family
Taxes:$11,633
Remarks: One or more photo(s) has been virtually staged. A contemporary, beautifully finished home offering standout value in one of Winter Park’s most coveted zip codes. With more than 2,500 square feet of bright, open living space, this property features a sleek fireplace, a large pantry area, a designer kitchen, and a massive two-car garage. The private primary suite sits upstairs along with additional bedrooms, a versatile loft, and a conveniently placed laundry room. A first-floor guest suite adds flexibility for visitors or a dedicated workspace. Outside, a spacious backyard and custom gazebo create an inviting place to unwind. Zoned for Princeton Elementary and positioned for quick, easy access to everything College Park and Winter Park have to offer, this home delivers rare quality and exceptional value for 32789. This home is available immediatly.
Listing Agent: Kris Kennedy (813-947-3509)
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