475 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
426 WORTHINGTON DRIVE
Under Construction. Designed with intention and built with precision, this brand-new LUIH Luxury home exemplifies the elegance and livability Winter Park is known for. Every inch of this residence has been curated for those who demand extraordinary design, flawless craftsmanship, and a lifestyle tha
Living Area:
3520 Sqft.
|
5
Beds,
5
Baths
|
$2,679,000 |
5343 BRADY LANE
Welcome to 5343 Brady Lane — a beautifully updated David Weekley home in the heart of Baldwin Park, offering charm, privacy, and a picture-perfect front porch overlooking a peaceful park with no homes directly in front.
This 3-bedroom, 2.5-bath home spans 1,838 sq ft and features a spacious, li
Living Area:
1838 Sqft.
|
3
Beds,
3
Baths
|
$775,000 |
422 S RANGER BOULEVARD
One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines
Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pi
Living Area:
1680 Sqft.
|
4
Beds,
2
Baths
|
$529,000 |
525 S LAKEMONT AVENUE
Under Construction. Winter Park Luxury Awaits You!
Welcome to your dream home—a stunning custom-built luxury residence offering the perfect blend of elegance, comfort, and modern design. Featuring 4 spacious bedrooms and 4 beautifully appointed bathrooms, this masterpiece showcases custom cabin
Living Area:
3330 Sqft.
|
4
Beds,
4
Baths
|
$2,350,000 |
2015 SUMMERFIELD ROAD
Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places you close to Rollins College, Winter Park High, and the cultural center of Winter Park FL.
Insid
Living Area:
3024 Sqft.
|
4
Beds,
4
Baths
|
$1,375,000 |
1408 CHAPMAN CIRCLE
Nestled in the Elizabeth’s Walk subdivision in the highly desirable Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements incl
Living Area:
3237 Sqft.
|
4
Beds,
4
Baths
|
$1,525,000 |
5416 PENWAY DRIVE
Welcome home to this STUNNING two-story Baldwin Park home (4 Bedrooms + 3.5 Bathrooms + Office) showcasing OVER $180,000 in upgrades - ROOF REPLACED (2023), KITCHEN UPGRADED (Relocated and expanded island, replaced granite, appliances, added pendant lighting and under cabinet lighting), A/C UNIT RE
Living Area:
2518 Sqft.
|
4
Beds,
4
Baths
|
$1,140,000 |
2412 MIDDLETON AVENUE
Gorgeous move in ready or spacious corner lot to build your Dream Home, fully updated 3 bedroom, 2 full bath , corner lot home in a coveted Winter Park neighborhood! The interior is completely renovated throughout, including kitchen with stone countertops, two year old appliances, all new bathrooms
Living Area:
1340 Sqft.
|
3
Beds,
2
Baths
|
$559,000 |
1822 GREENWICH AVENUE
Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no cur
Living Area:
1627 Sqft.
|
3
Beds,
2
Baths
|
$1,199,900 |
132 BURKS CIRCLE
Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy luxury living in this impeccably maintained home. This beauty offers three spacious bedrooms and three beautifully appointed baths. Enter the spacious floorplan featuring open li
Living Area:
3022 Sqft.
|
4
Beds,
5
Baths
|
$1,675,000 |
633 BALMORAL ROAD
An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area’s private and pristine ski lakes with no public boat ramp, this property offers a rare combination of privacy, location and potential. Set on over a half
Living Area:
2674 Sqft.
|
4
Beds,
3
Baths
|
$1,875,000 |
428 SELKIRK DRIVE
One or more photo(s) has been virtually staged. Income-Producing Opportunity! Welcome to this versatile Winter Park POOL HOME! At present, this property is split into two separate living quarters with the main house offering 3 bedrooms & 2 bathrooms and the adjoining guest suite offering 1 bedroom &
Living Area:
1782 Sqft.
|
4
Beds,
3
Baths
|
$650,000 |
1306 LINDENWOOD LANE
Located in the heart of Winter Park, this stunning home offers easy access to some of the area’s finest shopping, dining, and entertainment options. Designed by David Weekley Homes, this two-story Louise plan features four spacious bedrooms, four and a half bathrooms, and a private study, all set
Living Area:
3726 Sqft.
|
4
Beds,
5
Baths
|
$1,450,000 |
2758 SANDWELL DRIVE
Winter Park “Love Shack No More” – 4 Bedrooms, 2 Baths, and Plenty of Potential!
When they said “happily ever after,” they didn’t mention drywall dust and half-finished projects! This 4-bedroom, 2-bath home in highly sought-after Winter Park comes straight from a divorce split, which me
Living Area:
2303 Sqft.
|
4
Beds,
2
Baths
|
$560,000 |
1120 PRESERVE POINT DRIVE
In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely foun
Living Area:
11255 Sqft.
|
7
Beds,
11
Baths
|
$8,950,000 |
5476 PENWAY DRIVE
Located on an idyllic stretch of Penway Drive, this charming two-story Craftsman-style home faces a picturesque pond perfect for both early morning strolls and sunset-gazing from its comfortable front porch. Soft rosy hues, farmhouse light fixtures, and generous natural light give the house a fresh
Living Area:
1907 Sqft.
|
4
Beds,
3
Baths
|
$825,000 |
346 S RANGER BOULEVARD
PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park.
The interior is extremely well kept with engineered wood floor
Living Area:
1592 Sqft.
|
3
Beds,
2
Baths
|
$530,000 |
2330 COLDSTREAM DRIVE
Modern luxury meets Winter Park charm — fully renovated 4BR/2BA with $20K seller credit with full price purchase! This beautifully reimagined 4-bedroom, 2-bath home has undergone a complete transformation. Every detail thoughtfully designed and executed. From brand-new plumbing, electrical, and HV
Living Area:
1750 Sqft.
|
4
Beds,
2
Baths
|
$649,900 |
2774 BANCHORY ROAD
Welcome to this beautifully maintained 3-bedroom, 2-bathroom block ranch home in Winter Park Pines. Nestled behind a stunning mature oak tree, this home offers comfort, charm, and convenience in one of Central Florida’s most desirable communities. The large driveway leads to a 2-car garage ensurin
Living Area:
1560 Sqft.
|
3
Beds,
2
Baths
|
$490,000 |
2758 BANCHORY ROAD
Charming Pool Home in Prime Winter Park Location
Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a pri
Living Area:
1539 Sqft.
|
3
Beds,
2
Baths
|
$598,000 |
617 WORTHINGTON DRIVE
WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivati
Living Area:
3533 Sqft.
|
5
Beds,
5
Baths
|
$1,799,000 |
1112 PRESERVE POINT DRIVE
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary
Living Area:
6502 Sqft.
|
5
Beds,
6
Baths
|
$8,500,000 |
607 DUNBLANE DRIVE
Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunni
Living Area:
2046 Sqft.
|
4
Beds,
3
Baths
|
$675,000 |
2418 WHITEHALL CIRCLE
One or more photo(s) has been virtually staged. Don't miss out!!! MOTIVATED SELLER! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this prop
Living Area:
2134 Sqft.
|
3
Beds,
2
Baths
|
$715,000 |
625 BRECHIN DRIVE
PICTURE PERFECT HOME IN WINTER PARK’S KENILWORTH SHORES! Homes of this quality and preservation hardly come on the market – this immaculately kept, 3-bedroom, 2 bath home offers 1,827 SF and a stunning backyard oasis! Interior offers a spacious living room, dining room, and Florida room. The elo
Living Area:
1827 Sqft.
|
3
Beds,
2
Baths
|
$765,000 |
1429 CHAPMAN CIRCLE
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels.
The striking exterior features geometric lines, s
Living Area:
3116 Sqft.
|
4
Beds,
4
Baths
|
$1,349,950 |