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Newest Homes for Sale in Winter Park

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  • /45

    $1,095,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,803 Sq Ft

    443 Broadview Ave, Winter Park, FL 32789

    A truly special property in Winter Park’s 32789 zip code, this renovated 1925 Craftsman is filled with character and charm. Set on an oversized 0.36-acre lot just one home from Lake Killarney, the property is 2803sf, with a 3/2 main residence (approximately 2200sf) plus a detached 1/1 guest cottage (approximately 600sf). Beautiful curb appeal and a glass-enclosed front porch with beadboard

    Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    443 Broadview Ave, Winter Park, FL 32789
  • /41

    $4,400,000

    Coming Soon
    • 4 Beds
    • 5.5 Baths
    • 3,720 Sq Ft

    702 Via Bella, Winter Park, FL 32789

    Completed in 2025 by Floridian Custom Homes, this distinguished English cottage-inspired residence brings refined character, thoughtful design, and exceptional craftsmanship to one of Winter Park’s coveted residential corridors. Encompassing 3,720 square feet, the four-bedroom, five-and-one-half-bath home blends sophisticated interiors with contemporary systems and inviting spaces designed for

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    702 Via Bella, Winter Park, FL 32789
  • /20

    $1,050,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    393 Holt Ave, Winter Park, FL 32789

    Incredibly charming Craftsman style home that's been artfully renovated and is located in the heart of Winter Park’s sought-after College Quarter footsteps to Rollins, restaurants, and Park Avenue! The owners thoughtfully renovated this three-bedroom, two-bath bungalow in 2022/2023, and the home underwent a comprehensive transformation with major systems and components updated or replaced,

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    393 Holt Ave, Winter Park, FL 32789
  • /67

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 1,648 Sq Ft

    1259 Indiana Ave, Winter Park, FL 32789

    Virtually Staged. WINTER PARK, WITHIN REACH. A rare opportunity to step into one of Central Florida’s most coveted lifestyles. Bright, airy, remarkably spacious, this immaculate 2-bedroom townhome lives far larger than its approximately 1,600 sq.ft.suggests. Greet the day with a sunny disposition as morning light fills the oversized, east-facing primary bedroom. Step onto the private lanai with a

    Agent Photo

    Karan Wienker

    COLDWELL BANKER REALTY

    1259 Indiana Ave, Winter Park, FL 32789
  • /41

    $995,000

    • 3 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    601 Westminster St, Orlando, FL 32803

    Located in the sought-after Orwin Manor Neighborhood, 601 Westminster Street offers the character and craftsmanship of a 1940s home—something increasingly difficult to find in the Orlando and Winter Park area—thoughtfully updated for today’s elevated lifestyle. From the moment you enter the foyer, original wood flooring, crown molding and custom plantation shutters set the tone for a home that

    Shawn Layton SERHANT

    601 Westminster St, Orlando, FL 32803
  • /49

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft

    1220 Howell Branch Rd, Winter Park, FL 32789

    A RARE WINTER PARK RENOVATION OPPORTUNITY DIRECTLY ACROSS FROM HOWELL BRANCH PRESERVE! Situated on an approximately 0.23-acre lot, this distinctive 3-bedroom, 2-bath home offers an exceptional opportunity for an investor, renovator, or buyer seeking to complete and personalize a property in one of Central Florida’s most desirable communities.Renovations have already begun, providing the

    Fook Snipper PARK PLACE REAL ESTATE

    1220 Howell Branch Rd, Winter Park, FL 32789
  • /27

    $995,999

    $31K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,528 Sq Ft

    471 Holt Ave, Winter Park, FL 32789

    Exceptional Winter Park Opportunity with In-Law Suite & Income PotentialDiscover the opportunity to own a versatile property in one of Central Florida’s most desirable locations. 471 Holt Ave. in Winter Park offers buyers something increasingly valuable: flexibility. With a private in-law suite, this property presents an exciting opportunity for multigenerational living, a guest suite,

    Tina Bollet FLORIDA HOME TEAM REALTY LLC

    471 Holt Ave, Winter Park, FL 32789
  • /25

    $269,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 242, Winter Park, FL 32789

    Virtually Staged. Experience lakefront living at its finest in this exceptional Winter Park Condominium Community overlooking beautiful Lake Killarney. Hidden gem complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers unparalleled walkability. Stroll

    Alex Scures COLONIALTOWN REALTY

    151 N Orlando Ave Unit 242, Winter Park, FL 32789
  • /17

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,197 Sq Ft

    3302 Royal St, Winter Park, FL 32792

    Come see this 3 bedroom 2 bath split plan home. All tile throughout home. Granite kitchen countertops. Eat in area in kitchen.Kitchen bar opens to great room. Huge corner lot great for handyman with trailer, boat, RV or truck to park in backyard.Easy access to add on garage in backyard. Cathedral ceilings great room. NO HOA.

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    3302 Royal St, Winter Park, FL 32792
  • /22

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,439 Sq Ft

    2015 Taylor Ave, Winter Park, FL 32792

    Prices like this won't last in the highly desirable historic city of Winter Park. This classic Winter Park mid-century modern home is close to the popular Central Florida YMCA, Winter Park's A+ schools, and the city's famous Park Avenue where locals and visitors gather for fine dining, boutique shopping and a full calendar of events in Central Park and other entertainment venues. This 3/2 home

    Barbara Liston KELLER WILLIAMS CLASSIC

    2015 Taylor Ave, Winter Park, FL 32792
  • /27

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    1230 Sunset Dr, Winter Park, FL 32789

    Nestled along one of Winter Park's picturesque brick streets, this beautifully appointed four-bedroom, three-and-one-half-bath residence combines timeless charm with modern luxury in an exceptional location. Thoughtfully designed with an open-concept floor plan, the home offers seamless everyday living and effortless entertaining. At the heart of the home is the beautifully updated chef's kitchen

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1230 Sunset Dr, Winter Park, FL 32789
  • /64

    $1,598,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    2430 Chantilly Ave, Winter Park, FL 32789

    Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed by renowned architect Gary Hancock. From the impressive curb appeal and graceful archways to the carefully selected finishes throughout, every part of this home was designed with purpose. The result is a residence that feels sophisticated and distinctive while remaining

    Kelly Price KELLY PRICE & COMPANY LLC

    2430 Chantilly Ave, Winter Park, FL 32789
  • /45

    $1,600,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,733 Sq Ft

    2207 Kindel Ave, Winter Park, FL 32789

    WELCOME TO LAKEFRONT LUXURY ON LAKE BELL. This exceptional custom residence brings together refined craftsmanship and design, and an extraordinary waterfront setting in the heart of Winter Park. Built in 2025 by Accent Homes & Development, this beautifully appointed home offers 2,733 square feet of living space, with 3 bedrooms and 2.5 baths.From the moment you enter, expansive windows

    Sandra Velasquez THE SIMON SIMAAN GROUP

    2207 Kindel Ave, Winter Park, FL 32789
  • /2

    $5,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    130 Scottsdale Square Unit C130, Winter Park, FL 32792

    Foreclosure Auction Ends September 4, 2026 at 11:00 AM EST. Explore this charming 2-bedroom, 2-bath residence set in a peaceful and well-located Winter Park community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa.

    Jamie Boone Jamie L Boone LLC

    130 Scottsdale Square Unit C130, Winter Park, FL 32792
  • /66

    $3,265,000

    • 5 Beds
    • 5.5 Baths
    • 4,924 Sq Ft

    1761 Legion Dr, Winter Park, FL 32789

    One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was

    Harry Pool, III COLDWELL BANKER REALTY

    1761 Legion Dr, Winter Park, FL 32789
  • /44

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,703 Sq Ft

    751 Pansy Ave, Winter Park, FL 32789

    Set along one of Winter Park’s charming brick streets just steps from Park Avenue, this beautifully maintained home pairs refined design with an exceptional location. Impressive curb appeal sets the tone, while thoughtfully curated interiors create a home that feels both elevated and inviting. Inside, the main living space centers around a custom entertainment wall with built-in shelving and an

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    751 Pansy Ave, Winter Park, FL 32789
  • /39

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft

    2126 Albert Lee Pkwy, Winter Park, FL 32789

    Welcome home to this adorable and beautifully updated 3-bedroom, 2-bathroom home in the heart of Winter Park! From the moment you arrive, the cheerful teal front door adds the perfect pop of color and sets the tone for the charm you’ll find throughout.Step inside to the inviting living room, where the home’s original hardwood floors immediately make an impression. Just beyond, the formal

    Ross Pino COMPASS FLORIDA LLC

    2126 Albert Lee Pkwy, Winter Park, FL 32789
  • /81

    $3,600,000

    • 4 Beds
    • 5 Baths
    • 4,202 Sq Ft

    276 Detmar Dr, Winter Park, FL 32789

    Tucked away in the heart of Winter Park, this custom-built residence seamlessly blends modern luxury with the comfort of everyday living. Thoughtfully designed with exceptional attention to detail, the home offers clean, contemporary interiors balanced by beautiful architectural elements, and abundant natural light.The main level offers two bedrooms and three full bathrooms, including a

    Agent Photo

    Melanie Johnston

    CALL IT CLOSED INTL REALTY

    276 Detmar Dr, Winter Park, FL 32789
  • /31

    $245,000

    • 2 Beds
    • 2 Baths
    • 913 Sq Ft

    1250 S Denning Dr Unit 233, Winter Park, FL 32789

    Located just minutes from Winter Park's famed Park Avenue, this charming 2 bed, 2 bathroom corner condominium features a light and bright open floor plan, updated finishes, views of Mead Gardens, and one of Central Florida's most sought after locations! As you enter the front door, you are immediately welcomed by views of Mead Botanical Gardens, Khaki oak wood-look luxury vinyl floors, an open

    Samuel Kingsford STOCKWORTH REALTY GROUP

    1250 S Denning Dr Unit 233, Winter Park, FL 32789
  • /36

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    1819 Lake Sue Dr, Orlando, FL 32803

    Step into a beautifully maintained and thoughtfully enhanced home nestled in the highly sought-after Audubon Park neighborhood, offering a wonderful blend of character, comfort, and modern updates. Owners have thoughtfully improved the property with a focus on both functionality and entertainment. The backyard has been transformed with professionally landscaped areas and low-maintenance turf,

    Bettina Guild RE/MAX ACTION FIRST OF FLORIDA

    1819 Lake Sue Dr, Orlando, FL 32803
  • /10

    $1,829,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,706 Sq Ft

    1550 Palm Ave, Winter Park, FL 32789

    Under Construction. LUXURY NEW CONSTRUCTION IN WINTER PARK'S HIGHLY SOUGHT-AFTER TREE STREETS! Welcome to 1550 Palm Avenue, a thoughtfully designed new residence by LUIH Luxury Homes offering 4 bedrooms, 3.5 bathrooms, 2,706 square feet of living space, a 2-car garage and private pool, all set along a charming BRICK STREET in one of Winter Park's most desirable neighborhoods. Contemporary

    Brian Mitnik RE/MAX 200 REALTY

    1550 Palm Ave, Winter Park, FL 32789
  • /11

    $4,299,000

    • Land
    • 8.23 Acres
    • $522,357 per Acre

    2403 Euston Rd, Winter Park, FL 32789

    Fly In. Unwind. Build Your Dream on Lake Killarney. Bring your seaplane and envision the lakefront estate of your dreams on one of Winter Park’srarest offerings. Tucked away on a private peninsula surrounded by multi-million-dollar homes, this extraordinary property spans approximately432 feet of shoreline along the spring-fed, crystal-clear waters of Lake Killarney. With 1.514 buildable

    Marie Ledbetter COLDWELL BANKER REALTY

    2403 Euston Rd, Winter Park, FL 32789
  • /41

    $285,000

    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft

    283 Sandlewood Trail Unit 3, Winter Park, FL 32789

    Virtually Staged. MOVE IN READY in Winter Park with nearly $30,000 in recent upgrades and improvements! This beautifully updated 2 bedroom, 2.5 bathroom condo in Sandlewood Creek offers a bright, open layout, conservation views and a quiet community setting in an incredibly convenient location.The main level features a spacious open living and dining area with plenty of room to create

    Crystal Adams RE/MAX INNOVATION

    283 Sandlewood Trail Unit 3, Winter Park, FL 32789
  • /37

    $739,000

    • 4 Beds
    • 2.5 Baths
    • 2,615 Sq Ft

    1835 Oak Ln, Orlando, FL 32803

    You can’t miss this Audubon Park Garden District beauty—one of the most gorgeous and unique homes in the area, tucked away on a true DOUBLE LOT under mature oaks, citrus trees, and lush bamboo. Located on a dead-end street in one of Florida’s top-rated neighborhoods (Niche, 2024), this sprawling single-story sanctuary offers a rare blend of privacy, architectural character, and unbeatable

    Jennifer Wemert WEMERT GROUP REALTY LLC

    1835 Oak Ln, Orlando, FL 32803
  • /32

    $660,000

    • 4 Beds
    • 4 Baths
    • 1,840 Sq Ft

    1016 Aragon Ave, Winter Park, FL 32789

    This "Investment Opportunity" Duplex is centrally located on a quiet tree lined, brick street, close to shopping, restaurants, downtown Winter Park, Rollins College & Mead Gardens. It has a total of 4 Bedrooms, 2 full baths & 2 half baths. Each unit has 2 bedrooms with a Jack & Jill bath, and 1 half bath. Live in one side while a tenant (now occupied) lives in the other.

    Pamela Stewart PALMANO GROUP RE BROKERAGE LLC

    1016 Aragon Ave, Winter Park, FL 32789
  • /28

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    2824 Prince John Rd, Winter Park, FL 32792

    Welcome to this charming 2 bedroom, 2 bath home, with light and bright open floor plan, spacious rooms and many updates and upgrades. Roof was replaced (2019), new A/C (8/26), fully renovated kitchen with quartz counters, cabinetry, and stainless appliances. Pella double pane windows (2020), new French doors and interior doors, and new soffits and gutters in 2025. Enjoy outdoor living in the

    Joan Cross BHHS FLORIDA REALTY

    2824 Prince John Rd, Winter Park, FL 32792
  • /27

    $675,000

    • 3 Beds
    • 1 Bath
    • 1,243 Sq Ft

    1416 Border Dr, Winter Park, FL 32789

    An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    1416 Border Dr, Winter Park, FL 32789
  • /31

    $689,000

    Open Sat 12PM - 4PM
    • 3 Beds
    • 3 Baths
    • 1,794 Sq Ft

    900 Carver St, Winter Park, FL 32789

    Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, and new stainless steel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout

    Farhad Haniff EXP REALTY LLC

    900 Carver St, Winter Park, FL 32789
  • /34

    $589,900

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    1313 S Denning Dr, Winter Park, FL 32789

    Welcome to a beautifully renovated 3-bedroom, 2-bath residence offering approximately 1,700 square feet of thoughtfully designed living space in the heart of Winter Park. Step inside to a fresh, inviting interior where timeless travertine flooring complements a beautifully updated kitchen featuring new cabinetry, new appliances, and a spacious new pantry. Both bathrooms have been tastefully

    Elizabeth Sanchez THE AGENCY FL

    1313 S Denning Dr, Winter Park, FL 32789
  • /30

    $340,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    1941 Oglesby Ave, Winter Park, FL 32789

    Welcome home to this charming 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. This charming single-story concrete-block home blends timeless character with everyday convenience. It has a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached laundry & storage room.

    KaLeena Laubach LPT REALTY, LLC

    1941 Oglesby Ave, Winter Park, FL 32789
  • /40

    $664,900

    • 4 Beds
    • 2 Baths
    • 1,877 Sq Ft

    2333 Westminster Ct, Winter Park, FL 32789

    Welcome to 2333 Westminster Court, a stunningly reimagined residence that perfectly captures the effortless elegance of Winter Park living. A thoughtful and meticulous renovation in 2020 offers piece of mind showcasing a new roof, HVAC, plumbing, and a new septic tank. Step inside to find a bright, cohesive interior featuring modern flooring and a chef-inspired kitchen outfitted with sleek

    Steven Luppert COMPASS FLORIDA LLC

    2333 Westminster Ct, Winter Park, FL 32789
  • /26

    $239,999

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

    151 N Orlando Ave Unit 261, Winter Park, FL 32789

    Location, location, location! Bring your boat, enjoy lake views and the best of Winter Park from this beautifully updated, move in ready 1 bedroom, 1 bathroom condo in the desirable Lake Killarney community. This top floor beauty features two private entrances and an enclosed patio overlooking Lake Killarney, perfect for morning coffee or relaxing at the end of the day. Inside, you’ll find new

    Nikita Ager FLORIDA REALTY INVESTMENTS

    151 N Orlando Ave Unit 261, Winter Park, FL 32789
  • /36

    $199,900

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft

    623 Grenadine Ct, Winter Park, FL 32792

    Welcome to this Desirable Winter Park Villas Condo 2 Bedroom, 2 Bath, 1037 square feet, featuring Brand New Air Conditioning System and Brand New Carpet freshly installed! Excellent Location walking or bike riding distance to Full Sail University and easy access to UCF! Ideally located on first floor in rear of community with ample open parking. Your spacious Kitchen features ample counter space

    Carolyn Kickhofel COLDWELL BANKER REALTY

    623 Grenadine Ct, Winter Park, FL 32792
  • /20

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,105 Sq Ft

    1922 Tropic Bay Ct, Orlando, FL 32807

    Welcome home to this adorable 3-bedroom, 2-bath single-family home in the desirable community of Alpine Heights of Azalea Park. It has a spacious living room, tile floors in the main living areas, and carpeting in the bedrooms for comfort. You will love the convenience of an interior washer/dryer closet in the hallway, stainless steel appliances, and a full 2-car garage. Low $22/month HOA. Quiet

    Juan Ruiz MARVIEW INTERNATIONAL REALTY LLC

    1922 Tropic Bay Ct, Orlando, FL 32807
  • /35

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    1621 Chestnut Ave, Winter Park, FL 32789

    Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of

    Kelly Price KELLY PRICE & COMPANY LLC

    1621 Chestnut Ave, Winter Park, FL 32789
  • /27

    $1,574,900

    New Construction Open Fri 2AM - 6PM
    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    1526 Miller Ave, Winter Park, FL 32789

    New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1526 Miller Ave, Winter Park, FL 32789
  • /2

    $5,000

    • 3 Beds
    • 2 Baths
    • 1,585 Sq Ft

    2310 Devon Ct, Winter Park, FL 32789

    Foreclosure Auction Ends August 31, 2026 at 11:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Winter Park community. The list price is the opening bid for the online auction. Sold As-is.

    Jamie Boone Jamie L Boone LLC

    2310 Devon Ct, Winter Park, FL 32789
  • /47

    $689,900

    • 4 Beds
    • 3 Baths
    • 2,067 Sq Ft

    943 Fairway Dr, Winter Park, FL 32792

    Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park community. Overlooking the 9th fairway of Winter Park Pines Golf Course, this home offers a picturesque golf course setting and a peaceful backdrop for everyday living. The split-bedroom floor plan provides both privacy and

    Amy Turner KELLER WILLIAMS WINTER PARK

    943 Fairway Dr, Winter Park, FL 32792
  • /16

    $144,999

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

    3019 Antique Oaks Cir Unit 127, Winter Park, FL 32792

    Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio

    Steven Koleno BEYCOME OF FLORIDA LLC

    3019 Antique Oaks Cir Unit 127, Winter Park, FL 32792
  • /27

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 2,015 Sq Ft

    565 Huntington Ave Unit 565, Winter Park, FL 32789

    Private, no-through-traffic street in one of Winter Park's most desirable locations. Just a short walk from downtown Winter Park and Park Avenue, this light-filled townhome offers the perfect combination of privacy, space, and convenience.Step inside to soaring ceilings, abundant natural light, and a spacious floor plan designed for comfortable everyday living and entertaining. The first

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    565 Huntington Ave Unit 565, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 7

Winter Park, FL, FL Home Prices vs. Nearby Neighborhoods

Winter Park Maitland College Park Colonialtown North
Median Home Price
$750,000
$599,000
$659,000
$525,000
Median Sale Price
$669,250
-1% YoY
$567,000
+3% YoY
$610,000
+11% YoY
$484,990
-1% YoY
Median Single Family Price
$899,000
$766,500
$687,450
$502,500
Median Townhouse Price
$660,000
$410,000
$597,500
$547,000
Median Condo Price
$215,000
$240,000
$472,600
$278,000
Total Active Listings
235 listings
60 listings
72 listings
21 listings
Market Conditions
4 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Winter Park a good place to live?
Winter Park is a good place to live, receiving 4.3 stars from its residents. Winter Park is considered somewhat walkable and bikeable with minimal transit options. Winter Park is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Winter Park has 24 parks for recreational activities.It is somewhat dense in population with 9.0 people per acre and a median age of 42. The average household income is $119,107 which is above the national average. College graduates make up 53.4% of residents. A majority of residents in Winter Park are home owners, with 48% of residents renting and 52% of residents owning their home. A local real estate agent serving Winter Park can help you decide if this neighborhood is the right one for you. Learn more on our Winter Park neighborhood guide.
Is Winter Park, FL a safe neighborhood?
Winter Park, FL is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Winter Park?
The median home price in Winter Park is $750,000. If you put a 20% down payment of $150,000 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $3,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $165K a year to afford the median home price in Winter Park. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winter Park is $119K.
What are the best public schools in Winter Park?
The best public schools that serve Winter Park are:
What are the best private schools in Winter Park?
The best private schools that serve Winter Park are:
What are the most popular zip codes in Winter Park, Winter Park, FL?
The most popular zip codes in Winter Park, Winter Park, FL include 32789, 32792, 32814, 32803 and 32751.
What are the most popular neighborhoods near Winter Park, Winter Park, FL?
The most popular neighborhoods near Winter Park, Winter Park, FL are Baldwin Park, Lake Howell, Orwin Manor, Audubon Park and Colonialtown North.
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