0 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
1780 BRYAN AVENUE
Discover a truly unique offering in the heart of Winter Park! This property, located at 1780 Bryan Avenue, is being offered along with the
adjoining lots at 1760 and 1770 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately
Living Area:
1617 Sqft.
|
4
Beds,
2
Baths
|
$800,000 |
1600 PALMER AVENUE
Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design.
The heart of this home features a customized chef's kitchen with top-of-the-l
Living Area:
2550 Sqft.
|
3
Beds,
3
Baths
|
$1,200,000 |
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 |
1807 YORKSHIRE DRIVE
Under Construction. Location, location, location! Nestled in Winter Park, this home is convenient to the best in shopping, dining and entertainment! The two-story Easterly design hosts four bedrooms, four full bathrooms, one half baths, study and sits on an oversized homesite. The open concept livin
Living Area:
3565 Sqft.
|
4
Beds,
5
Baths
|
$1,450,000 |
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
|
$520,000 |
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 |
473 FLETCHER PLACE
Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, t
Living Area:
4296 Sqft.
|
5
Beds,
6
Baths
|
$3,250,000 |
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 |
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
|
$3,599,000 |
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 |
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 |
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 |
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 |
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
|
$398,000 |
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 |
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 |
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 |
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 |
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 |
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 |
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 |
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 |
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 |
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 |
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 |
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 |