0.21 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
1347 ORCHID AVENUE
Exceptional opportunity This 4-bedroom, 2-bath property offers approximately 1,490 square feet of living space features a spacious backyard and is ideally located just minutes from Downtown Winter Park, within the highly desirable 32789 zip code. It is within close distance to Mead Botanical Garden
Living Area:
1490 Sqft.
|
4
Beds,
2
Baths
|
$449,900 |
2612 ROXBURY ROAD
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
Living Area:
2472 Sqft.
|
-
-,
0
Baths
|
$750,000 |
2 W STEELE STREET
Pre-Construction. To be built. Presenting an exceptional and rare “to-be-built” offering at 2 West Steel Street—an opportunity to secure a brand-new luxury residence without the delays of the initial design phase. In collaboration with the acclaimed MJS Designers Group, two fully developed arc
Living Area:
3523 Sqft.
|
6
Beds,
5
Baths
|
$1,800,000 |
875 W LYMAN AVENUE
Don't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 bath bungalow showcases an open floorplan with high-vaulted ceilings in the main living areas, plenty of natural light, and a separate indoor laundry room. The paver patio on the side of the home offers a nice
Living Area:
760 Sqft.
|
2
Beds,
2
Baths
|
$475,000 |
1494 WESTCHESTER AVENUE
Under Construction. Welcome to Westchester Avenue—an exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafés, and luxury boutique shopping. This custom-built home exemplifies true craftsmanship, showcasing el
Living Area:
3711 Sqft.
|
5
Beds,
5
Baths
|
$2,990,000 |
1624 BARCELONA WAY
Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was gutted down to the studs in 2011-2012 and completely re-done. Interior layout boasts formal li
Living Area:
3828 Sqft.
|
3
Beds,
3
Baths
|
$2,380,000 |
34 STYMIE PLACE
LOCATION, LOCATION, LOCATION! This recently renovated home is located in the heart of College Park and is conveniently situated just steps away from the beautiful Dubsdread golf course. This property is ideal for indoor/outdoor entertaining. Inside, you’ll find a bright and open living space wit
Living Area:
909 Sqft.
|
2
Beds,
1
Bath
|
$445,000 |
870 CARVER STREET
Welcome to 870 Carver Street, a versatile three-bedroom, three-bath residence offering privacy, thoughtful design, and two distinct living experiences in the heart of Winter Park. With 1,875 square feet under air, the property includes a 1,209-square-foot, two-bedroom, two-bath main home and a 666-s
Living Area:
1875 Sqft.
|
3
Beds,
3
Baths
|
$975,000 |
1033 HAMLET DRIVE
This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels,
Living Area:
1146 Sqft.
|
3
Beds,
2
Baths
|
$350,000 |
1324 INDIANA AVENUE
Charming two story bungalow built in 1935. Timeless character meets modern comfort in this beautifully maintained four bedroom, two and a half bath home. Classic architectural details and a welcoming balcony make this beauty special. This residence perfectly blends historic charm with today's lifest
Living Area:
1692 Sqft.
|
4
Beds,
3
Baths
|
$745,000 |
2612 ROXBURY ROAD
SELLER MOTIVATED!! CONTRIBUTING $10,000 FLEX CASH!!! 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 that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open
Living Area:
2472 Sqft.
|
5
Beds,
3
Baths
|
$750,000 |
1451 Cavendish Road
Welcome to 1451 Cavendish Road, a beautifully renovated home in the heart of Orwin Manor, one of Winter Park's most desirable and family-friendly neighborhoods. Set on a large and prominent corner lot, this move-in-ready home perfectly balances charm, safety, and convenience just minutes from Park A
Living Area:
1437 Sqft.
|
3
Beds,
2
Baths
|
$619,500 |
1150 KENWOOD AVENUE
Nestled in the heart of Winter Park, this exquisite 3-bedroom, 2.5-bath residence offers 2,557 square feet of beautifully designed living space along with a spacious 2-car garage. Situated on a charming, tree-lined brick street just minutes from Park Avenue, the home’s first level includes a welco
Living Area:
2557 Sqft.
|
3
Beds,
3
Baths
|
$1,190,000 |
2009 CORNELL AVENUE
Unlock potential in one of Central Florida’s most desirable pockets! This centrally located Winter Park home shines with major updates already completed including a 2018 roof, 2022 HVAC, and fresh interior paint. Just bring a little extra love to elevate the finishes and create instant equity. Per
Living Area:
762 Sqft.
|
2
Beds,
1
Bath
|
$269,000 |
1411 NOTTINGHAM STREET
This one-of-a-kind, top-tier custom contemporary home in coveted Beverly Shores/Rose Isle delivers true turnkey luxury with exceptional finishes, premium cabinetry, high-end appliances, and fully integrated smart features throughout. The five-bedroom, three-and-a-half-bath main home plus a detached
Living Area:
4001 Sqft.
|
5
Beds,
5
Baths
|
$2,885,000 |
15 E HAZEL STREET
New construction in College Park has never looked this good! Built by Parade of Homes 2025 award-winning builder, Stalder Construction, this new build stands out! With designer finishes like wide plank white oak flooring throughout, zellige tile, wallpaper, upgraded light fixtures, through body slab
Living Area:
3212 Sqft.
|
5
Beds,
4
Baths
|
$1,699,000 |
607 ELLEN DRIVE
Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed Lazarus Homes in the heart of Winter Park. This impeccably designed 2,812-square-foot residence showcases contemporary architecture with clean lines, high ceilings, and an abundance of natural
Living Area:
2812 Sqft.
|
4
Beds,
5
Baths
|
$1,630,000 |
259 BLOSSOM LANE
No HOA! Fully Renovated Home with Deeded Lake Access to Lake Killarney in Prime Winter Park Location! Welcome to this move-in ready gem nestled in one of Winter Park’s most coveted neighborhoods. This solid concrete block home has been thoughtfully updated with timeless finishes, featuring a brand
Living Area:
1354 Sqft.
|
3
Beds,
2
Baths
|
$499,000 |
1007 EARLY AVENUE
Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is p
Living Area:
1721 Sqft.
|
3
Beds,
2
Baths
|
$425,000 |
668 OVERSPIN DRIVE
Modern Elegance Meets Custom Craftsmanship in the Heart of Winter Park
Welcome to your dream home — a custom-built Winter Park masterpiece blending modern luxury with thoughtful design. With over 2,500 sq/ft of stunning living space, this 4-bedroom, 3-bathroom home was built to impress and design
Living Area:
2509 Sqft.
|
4
Beds,
3
Baths
|
$950,000 |
3223 N ORANGE AVE
Seller is willing to assist with buyer closing costs or assist with interest rate buy down.
Welcome to this beautifully updated 3-bedroom, 2-bath single-family home located at 3223 N Orange Ave, Orlando, FL 32803. This move-in ready property combines modern upgrades with a central location minute
Living Area:
1882 Sqft.
|
3
Beds,
2
Baths
|
$599,000 |
1510 MILLER AVENUE
Under Construction. New Construction – Modern Luxury Meets Urban Living at Winter Park's Newest Neighborhood, Winter Park Grove!
Step into the future of refined living with this stunning new construction pool home, situated in the vibrant heart of Winter Park. Just minutes from the eclectic energ
Living Area:
3252 Sqft.
|
5
Beds,
5
Baths
|
$1,634,900 |
1540 MILLER AVENUE
Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community!
This stunning new Mid-Century Modern–inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shop
Living Area:
2984 Sqft.
|
4
Beds,
4
Baths
|
$1,399,900 |
2001 LAKE DRIVE
Nestled on a quiet cul-de-sac in the heart of Winter Park, this canal-front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days filled with boating, fishing, and entertaining poolside. Offering a total of 4,798 heated square fee
Living Area:
4798 Sqft.
|
5
Beds,
4
Baths
|
$2,165,000 |
560 OLOLU DRIVE
Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat
Living Area:
1086 Sqft.
|
2
Beds,
2
Baths
|
$949,000 |
720 W WEBSTER AVENUE
Discover the charm of Winter Park living in this beautifully maintained 1950s home, where convenience and comfort meet modern updates. Just minutes from Park Avenue and Winter Park Village, this 3-bedroom, 2-bath residence offers a lifestyle surrounded by boutique shopping, dining, and cultural expe
Living Area:
1356 Sqft.
|
3
Beds,
2
Baths
|
$575,000 |
Lot #21 KAROLINA AVE
Pre-Construction. To be built. Step into a life where charm meets convenience in the heart of Winter Park. This brand-new 4-bedroom, 3.5-bath, 2,662 sq. ft. home is situated on a 6,748 sq. ft. lot and is a thoughtfully designed masterpiece, blending elegant country charm with the comfort and functio
Living Area:
2662 Sqft.
|
4
Beds,
4
Baths
|
$916,050 |
805 NOTTINGHAM STREET
One or more photo(s) has been virtually staged. Charming, Fully Updated Home in Coveted Orwin Manor!
Tucked perfectly between the charm of College Park and the luxury of Park Avenue, this beautifully renovated Orwin Manor home feels like something out of a storybook. Picture quiet, tree-lined str
Living Area:
2296 Sqft.
|
3
Beds,
2
Baths
|
$750,000 |
240 ORANGE TERRACE DRIVE
MOVE IN READY - NO HOA, PRIME WINTER PARK LOCATION, CLOSE TO I-4! Nestled in the heart of Winter Park near Lake Killarney, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and style. Just minutes from Fairbanks and I-4, you’ll enjoy quick access to
Living Area:
1718 Sqft.
|
4
Beds,
2
Baths
|
$515,000 |
1074 HAMLET DRIVE
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer
Living Area:
1076 Sqft.
|
3
Beds,
2
Baths
|
$308,000 |
501 LAKEVIEW AVENUE
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 ma
Living Area:
3253 Sqft.
|
4
Beds,
5
Baths
|
$1,390,000 |
525 LAKEVIEW AVENUE
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-su
Living Area:
3253 Sqft.
|
4
Beds,
5
Baths
|
$1,390,000 |
740 NAPLES DRIVE
Enjoy the convenience of Winter Park without the high taxes and the affordability of College Park's homes, all within minutes from Park Avenue, Rollins College, and downtown Orlando.
Everything in the home has been brought up to the 2022 building code.
reenovated home from the slab up.
A Mod
Living Area:
1208 Sqft.
|
3
Beds,
2
Baths
|
$429,000 |
1473 BERKSHIRE AVENUE
One or more photo(s) has been virtually staged. Brand-New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue — a just-completed luxury residence nestled on one of Winter Park’s most peaceful, tree-lined, and century-old streets. This two-story Mediterranean mast
Living Area:
2895 Sqft.
|
5
Beds,
4
Baths
|
$1,589,904 |
1473 Berkshire Avenue
Exquisite New 2025 Luxury Home in the Heart of Winter Park - Welcome to 1473 Berkshire Avenue - a stunning, brand-new 2025 luxury residence located in the highly sought-after town of Winter Park, Florida. This beautifully crafted two-story Mediterranean-style home blends timeless architecture with m
Living Area:
2895 Sqft.
|
5
Beds,
4
Baths
|
$1,589,904 |
1018 TURNER ROAD
Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat l
Living Area:
2237 Sqft.
|
3
Beds,
2
Baths
|
$835,000 |
1996 INDIANA AVENUE
Investors/builders, here is your next project. This oversized lot (6,957 sf) on a dead-end street is perfect for our next investment opportunity. With a Winter Park address, this lot contains a spectacular location. In the bustling area of College Park/Winter Park, this lot sits near the main cam
Living Area:
818 Sqft.
|
2
Beds,
1
Bath
|
$250,000 |
541 W CANTON AVENUE
Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm
Living Area:
3553 Sqft.
|
4
Beds,
4
Baths
|
$2,935,000 |
3204 AMHERST AVENUE
$10,000 price DROP! DOWNTOWN ORLANDO COLLEGE PARK 3-Bedroom Home in Sought-After College Park area–ONE Year Home Warranty! Welcome to this updated 3-bedroom, 2-bath home located in the highly desirable College Park community of Orlando! Packed with recent upgrades and thoughtful features, this hom
Living Area:
1196 Sqft.
|
3
Beds,
2
Baths
|
$465,000 |
3601 MIDIRON DRIVE
BUILD YOUR DREAM HOME IN WINTER PARK!
Nestled directly across from the historic Dubsdread Golf Course, this property offers a unique chance to invest in one of Orlando’s most sought-after neighborhoods. Situated on a generous 150' x 60' lot along Midiron Drive—a street experiencing a transforma
Living Area:
954 Sqft.
|
2
Beds,
1
Bath
|
$459,000 |
740 BAFFIE AVENUE
Welcome to this fully remodeled, move in ready home perfectly situated on a spacious corner lot in Winter Park, just blocks from the Dubsdread Golf Course and close to the shops, restaurants, and charm of College Park and downtown Winter Park. Every inch of this 3 bedroom, 2 bath home has been thoug
Living Area:
1456 Sqft.
|
3
Beds,
2
Baths
|
$445,000 |
1564 CAVENDISH ROAD
Charming 3BR bungalow in sought-after Orwin Manor with timeless appeal and tons of potential. Updated with original hardwood floors, gas fireplace, granite kitchen, and bath. The 3rd BR functions as a guest room or office. Spacious fenced yard with wood deck and room for a pool. Deep garage offer
Living Area:
1140 Sqft.
|
3
Beds,
1
Bath
|
$450,000 |
720 N PENNSYLVANIA AVENUE
Nestled in one of Winter Park’s most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern elegance with everyday comfort. From the moment you step inside, you'll be captivated by the sleek, contemporary finishes, recessed lighting, and stylish fixtures that enhance ever
Living Area:
1115 Sqft.
|
3
Beds,
2
Baths
|
$550,000 |
726 N PENNSYLVANIA AVENUE
Welcome to this beautifully designed 3-bedroom, 2-bathroom home, offering a blend of modern elegance and prime location. The gourmet kitchen boasts 42” black cabinets, granite countertops, a decorative backsplash, and stainless steel appliances, making it a stunning focal point of the home. The op
Living Area:
1167 Sqft.
|
3
Beds,
2
Baths
|
$695,000 |
726/720 N PENNSYLVANIA AVENUE
Welcome to this rare Winter Park gem offering unmatched flexibility and investment potential. Whether you’re looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms an
Living Area:
2284 Sqft.
|
6
Beds,
4
Baths
|
$1,215,000 |
205 HAZARD STREET
MAJOR PRICE IMPROVEMENT - BEATIFULLY RENOVATED COLLEGE PARK EXECUTIVE FAMILY HOME, DUBSDREAD COUNTRY CLUB, ELEGANT TRADITIONAL MODERN FINISHES THROUGHOUT, GOURMET CHEF KITCHEN WITH GRANITE COUNTERS, HAND MADE SUBWAY TILE BACKSPLASH, SAMSUNG DARK STAINLESS STEEL APPLIANCES, COOKTOP, DOUBLE WALL OVEN
Living Area:
3608 Sqft.
|
4
Beds,
4
Baths
|
$1,095,000 |