Cady Way Trail, Orange County, FL, USA
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Cady Way Trail, Orange County, FL, USA
Florida, United States
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Homes for sale near Cady Way Trail, Orange County, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
1835 JESSICA COURT
Welcome to 1835 Jessica Court in Winter Park’s highly desired Waterbridge community. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious, well-designed interior and a private pool, creating an exceptional blend of comfort, quality, and effortless Florida living. Recent enhanc
Living Area:
1637 Sqft.
|
2
Beds,
2
Baths
|
$599,000 |
1817 JESSICA COURT
Beautifully situated on an elevated 50-by-106-foot lot in the Waterbridge community, this spacious single-story home enjoys a quiet cul-de-sac setting overlooking a small neighborhood park and is adjacent to a green space that enhances privacy. The property has wonderful curb appeal with mature tree
Living Area:
1870 Sqft.
|
3
Beds,
2
Baths
|
$525,000 |
676 DUNBLANE DRIVE
This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room,
Living Area:
1827 Sqft.
|
3
Beds,
2
Baths
|
$750,000 |
2817 FITZOOTH DRIVE
One or more photo(s) has been virtually staged. Discover the perfect blend of modern upgrades and effortless living in this beautifully updated pool home located in the highly desirable Winter Park Pines community. Set on a spacious corner lot, this move-in-ready residence features a bright open-con
Living Area:
1619 Sqft.
|
3
Beds,
2
Baths
|
$639,000 |
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 |
350 N PHELPS AVENUE
Beautifully Updated Home in the Heart of Winter Park and Its Top-Rated Schools! Welcome to 350 North Phelps Avenue!
This stunning move-in-ready home sits in the heart of Winter Park, offering four bedrooms, three full bathrooms, an open split floor plan, a bonus room with French doors, and a larg
Living Area:
2267 Sqft.
|
4
Beds,
3
Baths
|
$900,000 |
714 DENTON ROAD
Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roa
Living Area:
1786 Sqft.
|
3
Beds,
3
Baths
|
$449,900 |
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 |
102 BELL PLACE
One or more photo(s) has been virtually staged. Dreams Do Come True! This spectacular brand-new 2025 block construction home, crafted with steel framing instead of wood, combines modern luxury with timeless design in one of Winter Park’s up incoming desirable areas—just moments from Interlachen
Living Area:
2459 Sqft.
|
4
Beds,
4
Baths
|
$1,499,000 |
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 |
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
|
$549,000 |
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 in the main house and a 1bed/1bth studio apt abo
Living Area:
3022 Sqft.
|
4
Beds,
5
Baths
|
$1,675,000 |
2920 ABBEY COURT
Completely Renovated and Move-In Ready! A rare found NO HOA Winter Park POOL home with top rated schools.. This 5-bedroom, 3-bath pool home has been renovated from top to bottom—featuring: NEW ROOF 2025, NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025),FRESH INTERIOR & EXTERIOR PA
Living Area:
2312 Sqft.
|
5
Beds,
3
Baths
|
$650,000 |
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
|
$1,399,000 |
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 |
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 |
616 ELLENDALE DRIVE
Desirable Winter Park Estates - close to everything! Beautifully updated 3 Bedroom 2 Bath POOL home which is located in a highly desirable school district! Updated Contemporary Kitchen has newer Cabinetry, newer Stainless-Steel appliances, and Granite countertops which connect with the open Living
Living Area:
1405 Sqft.
|
3
Beds,
2
Baths
|
$409,900 |
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 |
638 WARRENTON ROAD
One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL!
Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bed
Living Area:
1362 Sqft.
|
2
Beds,
2
Baths
|
$331,985 |
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
|
$1,770,000 |
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 |
2835 BONGART ROAD
Seller is Motivated, must sell NOW! - Welcome to your spectacular pool home in Winter Park Estates. This beautifully renovated 3-bedroom, 3-bath residence features all the modern upgrades you've been searching for inside and out! Enjoy peace of mind with a new A/C unit (warranty included) and resurf
Living Area:
1880 Sqft.
|
3
Beds,
3
Baths
|
$449,900 |
701 DENTON ROAD
Motivated Seller! Contact us today. Welcome to this beautifully upgraded home in Winter Park Estates! Nestled on a quarter-acre lot, step into your private creating memories that last! This exceptional property has been meticulously maintained and enhanced with high-end features, making it a true s
Living Area:
2268 Sqft.
|
3
Beds,
2
Baths
|
$565,000 |
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 |
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 |
1116 FAIRWAY DRIVE
One or more photo(s) has been virtually staged. One or more photos has been virtually staged.
Welcome to this beautiful, single-family home in the Golfside Community in Winter Park! This stunning 3-bedroom, 2-bathroom residence offers a living space of 1,738 square feet. When you enter the home,
Living Area:
1738 Sqft.
|
3
Beds,
2
Baths
|
$499,900 |
2627 AMBERGATE ROAD
Price Reduced !! This beautiful and remodeled home is turnkey and ready to move in!
Investors -- You will love the cash flow upside with this property.
Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more.
You will enjoy en
Living Area:
1805 Sqft.
|
4
Beds,
3
Baths
|
$510,000 |
