422 ft
Distance
Park Aire, Winter Park, FL, USA
Winter Park, Florida, United States
Homes for sale near Park Aire, Winter Park, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
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 |
1450 GLENCOE ROAD
Comfort, charm, and LOCATION are KEY for this unique, one-story, KEY West-style pool home with deeded access to Lake Virginia! Nestled on a brick-lined street in the highly sought-after Virginia Heights neighborhood, this location is truly one-of-a-kind, engulfed in the beloved culture and history o
Living Area:
2785 Sqft.
|
4
Beds,
3
Baths
|
$1,625,000 |
1401 GREEN COVE ROAD
Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, inc
Living Area:
5483 Sqft.
|
3
Beds,
7
Baths
|
$2,900,000 |
1860 SUMMERLAND AVENUE
Tucked away on a quiet and beautiful Lake Maitland lot in the highly desirable Green Oaks neighborhood, this stunning French Provincial residence offers magnificent water views from nearly every room. With one of the most private entrances and lots in all of Winter Park, this timeless home blends Eu
Living Area:
5022 Sqft.
|
5
Beds,
6
Baths
|
$5,675,000 |
1150 KENWOOD AVENUE
Wonderful opportunity - homes rarely come available on this street! Located in the heart of Winter Park, this elegantly designed 3-bedroom, 2.5-bathroom residence offers 2,557 square feet of living space and a 2-car garage on a picturesque tree-lined brick street just minutes from Park Avenue. The f
Living Area:
2557 Sqft.
|
3
Beds,
3
Baths
|
$1,190,000 |
516 HENKEL CIRCLE
This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. Situated on a 1.32 acre lot, the property is just a short walk or drive to Park Avenue’s restaurants, boutiques, and local a
Living Area:
4143 Sqft.
|
5
Beds,
6
Baths
|
$3,795,000 |
550 PALMER AVENUE
Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceive
Living Area:
5939 Sqft.
|
5
Beds,
7
Baths
|
$7,200,000 |
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 |
1655 SUNNYSIDE DRIVE
Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the
Living Area:
1418 Sqft.
|
3
Beds,
2
Baths
|
$725,000 |
1302 RAINTREE PLACE
An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue.
A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with el
Living Area:
4738 Sqft.
|
5
Beds,
6
Baths
|
$5,300,000 |
2015 N PARK AVENUE
Boasting a prestigious Park Avenue address, this striking modern architectural residence perfectly balances bold design with spa-like serenity. Set on a beautifully landscaped corner lot, the home embodies the rare combination of privacy and proximity, just a leisurely 25-minute stroll from Park Ave
Living Area:
3963 Sqft.
|
5
Beds,
5
Baths
|
$2,495,000 |
183 ORANGE PLACE
This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From
Living Area:
2014 Sqft.
|
3
Beds,
4
Baths
|
$845,000 |
457 E NEW ENGLAND AVENUE
Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound porch and circular drive create a welcoming first impression, set
Living Area:
3847 Sqft.
|
5
Beds,
5
Baths
|
$3,100,000 |
340 ALBERTA DRIVE
Welcome to 340 Alberta Drive, a beautifully maintained 4-bedroom, 4-bath residence with a new roof installed in 2020. Situated on a spacious .30-acre lot in the heart of Winter Park, this home features an open and functional layout with all the bedrooms on the main floor and a versatile upstairs bon
Living Area:
3226 Sqft.
|
4
Beds,
4
Baths
|
$1,598,000 |
1525 GRANVILLE DRIVE
Under Construction. Just steps from the boutiques and fine dining of Park Avenue, this brand-new bespoke estate by acclaimed builder Vimaro Homes delivers a rare combination of architectural sophistication and thoughtful design. Perfectly positioned on an oversized 0.34-acre lot, the residence encom
Living Area:
5211 Sqft.
|
5
Beds,
6
Baths
|
$4,750,000 |
825 PALMER AVENUE
825 Palmer Avenue, Winter Park | $1,799,000 - A Rare Venetian Canal Treasure Awaits Your Vision! Discover an extraordinary opportunity on one of Winter Park's most coveted waterways. This exceptional single-story estate on Palmer Avenue presents over 3,200 square feet of pure potential, perfectly po
Living Area:
3297 Sqft.
|
3
Beds,
3
Baths
|
$1,799,000 |
1166 OAKS BOULEVARD
PRICE IMPROVEMENT-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout
Living Area:
2860 Sqft.
|
4
Beds,
4
Baths
|
$1,699,999 |
702 VIA BELLA
Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one of Winter Park’s desirable residential corridors, warmth and beauty abound in this four-bedroom,
Living Area:
3720 Sqft.
|
4
Beds,
6
Baths
|
$4,500,000 |
250 Cortland Avenue
Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-mainten
Living Area:
2114 Sqft.
|
3
Beds,
2
Baths
|
$950,000 |
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 |
1161 VALENCIA AVENUE
Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedro
Living Area:
4181 Sqft.
|
4
Beds,
5
Baths
|
$4,545,000 |
887 GEORGIA AVENUE
Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1-acre lot. Exuding timeless charm with a subtle New England ambiance, this residence represents the best of historic Winter Park
Living Area:
5759 Sqft.
|
6
Beds,
6
Baths
|
$5,900,000 |
208 BREWER AVENUE
Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable—with classic architectural details and a welcoming front porch that set the tone for what’s ins
Living Area:
2173 Sqft.
|
4
Beds,
4
Baths
|
$925,000 |
1221 RICHMOND ROAD
An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the
Living Area:
5164 Sqft.
|
5
Beds,
6
Baths
|
$5,450,000 |
1270 ARLINGTON PLACE
Modern Elegance in the Heart of Winter Park!
Located just a half-mile from the renowned shops and dining of Park Avenue, this architecturally striking residence blends luxury, modern design, and thoughtful functionality. Designed by Michael Wenrich and built by Jim Winters, every inch of this hom
Living Area:
2964 Sqft.
|
3
Beds,
4
Baths
|
$1,649,000 |
1150 VIA SALERNO
In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms &
Living Area:
3850 Sqft.
|
4
Beds,
6
Baths
|
$4,750,000 |
1742 TEMPLE DRIVE
In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open-concept living, the home showcases Italian engineered wood flooring throughout, creating an e
Living Area:
3658 Sqft.
|
4
Beds,
6
Baths
|
$3,600,000 |
800 HAMILTON PLACE COURT
Custom-built and beautifully maintained, this large 3-bedroom home with loft is located in prime Old Winter Park on a quiet cul-de-sac. The interior boasts 18'+ high ceilings, creating a grand and airy atmosphere throughout the main living spaces. High-end finishes include Viking stainless steel app
Living Area:
3363 Sqft.
|
3
Beds,
4
Baths
|
$1,295,000 |
446 ALBERTA DRIVE
Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining. Home site over looks Lake Osceola and the multi million dollar home
Living Area:
3263 Sqft.
|
4
Beds,
3
Baths
|
$1,750,000 |
1761 LEGION DRIVE
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned desi
Living Area:
4955 Sqft.
|
5
Beds,
6
Baths
|
$3,399,999 |
922 N PENNSYLVANIA AVENUE
Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally situated on the 4th hole of the beautifully maintained Winter Park 9-hole golf course. Nestled on a 75 x 100 lot, this 3,440 sq ft residence was extensively renovated in 2017. From t
Living Area:
3440 Sqft.
|
3
Beds,
4
Baths
|
$2,175,000 |
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 |
1399 ALOMA AVENUE
***Price Adjustment *** Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on a private lot in the heart of Winter Park, moments from Rollins College, Park Avenue, and Winter Park Hospital. Just a short walk provides coveted access
Living Area:
1804 Sqft.
|
3
Beds,
2
Baths
|
$665,000 |
1341 LYNDALE BOULEVARD
Ideally located in the heart of Winter Park, just steps from iconic Park Avenue and around the corner from Winter Park Village, this beautifully renovated 4-bedroom, 3-bath home offers the ultimate in walkable luxury living. Nestled on a charming brick street lined with sidewalks, this residence com
Living Area:
2388 Sqft.
|
4
Beds,
3
Baths
|
$1,130,000 |
1560 WOODLAND AVENUE
You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situated on a peaceful brick-paved street. There are five bedrooms and four and a half bathrooms spread out over 3,800 square feet in this stunning property. Featuring a welcoming pool
Living Area:
3851 Sqft.
|
5
Beds,
5
Baths
|
$1,999,000 |
250 CORTLAND AVENUE
Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-mainten
Living Area:
2114 Sqft.
|
3
Beds,
2
Baths
|
$950,000 |
1400 ALABAMA DRIVE
Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is
Living Area:
7916 Sqft.
|
5
Beds,
9
Baths
|
$5,895,000 |
450 LAKEWOOD DRIVE
Priced $500,000 below recent buyer appraisal!! Beautiful Water View!! Custom estate 5 bedroom pool home now available that exudes meticulous detail, luxury and designed for entertaining. The kitchen was completely renovated less than two years ago along with new solid hardwood floors now install
Living Area:
4676 Sqft.
|
5
Beds,
6
Baths
|
$2,500,000 |
1660 PALMER AVENUE
New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps arou
Living Area:
6406 Sqft.
|
5
Beds,
7
Baths
|
$4,950,000 |
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 |
1451 LYNDALE BOULEVARD
**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor!
Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home,
Living Area:
3853 Sqft.
|
6
Beds,
4
Baths
|
$1,999,993 |
1860 VIA CONTESSA
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floor
Living Area:
7000 Sqft.
|
8
Beds,
6
Baths
|
$2,875,000 |
