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Winter Park, FL Homes for Sale

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  • /44

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,046 Sq Ft

    607 Dunblane Dr, Winter Park, FL 32792

    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 stunning chef’s kitchen with quartz waterfall countertops, custom cabinetry, and all-new stainless steel

    Agent Photo

    Khozaif Merali

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 490-4706

    607 Dunblane Dr, Winter Park, FL 32792
  • /29

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    2827 Euston Rd, Winter Park, FL 32789

    Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space.The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll

    Agent Photo

    Evelyn Tejada

    REGENCY REAL ESTATE LLC

    (321) 461-5735

    2827 Euston Rd, Winter Park, FL 32789
  • /27

    $107,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792

    SELLER WILL GIVE A $5,000 CREDIT TOWARDS CLOSING COSTS!! Unlock the potential of this two-bedroom, two-bathroom condominium located in the Colonies community. This unit is has stainless steel appliances and granite countertops in both the kitchen and bathrooms. Each bedroom features spacious walk-in closets. A new A/C unit was just installed! The community has desirable amenities including a

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 399-2572

    3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
  • /100

    $8,799,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,564 Sq Ft

    2661 Vía Tuscany, Winter Park, FL 32789

    CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern HomeA groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this home follows commercial-grade

    Agent Photo

    Prescilla Vazquez

    PV LUXURY GROUP PA

    (321) 478-2671

    2661 Vía Tuscany, Winter Park, FL 32789
  • /16

    $235,000

    • 2 Beds
    • 2 Baths
    • 913 Sq Ft

    1250 S Denning Dr Unit 230, Winter Park, FL 32789

    Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the serene community of Mead Gardens. This second-floor unit offers the ease of single-level living once inside, featuring an open-concept layout filled with natural light. The updated kitchen (2016) boasts stylish tile flooring that mimics hardwood, granite countertops, a farmhouse sink, and stainless-steel appliances, all

    Jenny Lake FANNIE HILLMAN & ASSOCIATES

    1250 S Denning Dr Unit 230, Winter Park, FL 32789
  • /16

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 2,145 Sq Ft

    1644 Hibiscus Ave, Winter Park, FL 32789

    Charming, Well-Maintained Home on a Prime Lot in Winter Park’s Coveted Tree StreetsDon’t miss this rare opportunity to own a beautifully landscaped and meticulously maintained property on one of the most desirable streets in Winter Park. Situated on one of the largest lots in the sought-after Tree Streets, this home is perfect for a buyer or builder ready to create something truly special in an

    Harry Pool, III COLDWELL BANKER RESIDENTIAL RE

    1644 Hibiscus Ave, Winter Park, FL 32789
  • /100

    $1,165,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 5 Baths
    • 3,983 Sq Ft

    2832 Bear Island Pointe, Winter Park, FL 32792

    Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The

    Drew Belani COMPASS FLORIDA LLC

    2832 Bear Island Pointe, Winter Park, FL 32792
  • /55

    $1,275,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,096 Sq Ft

    309 Park Ct N, Winter Park, FL 32789

    Endless Potential in the Heart of Park North!Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafés, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home.Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF) is a

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    309 Park Ct N, Winter Park, FL 32789
  • /41

    $975,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,295 Sq Ft

    1265 Park Pointe Ln, Winter Park, FL 32789

    Welcome home to this beautifully upgraded gem nestled in the heart of Winter Park. This move-in-ready home sits on a quiet street, offering easy access to major highways, top-rated schools, upscale dining, shopping, and Central Florida’s best attractions.No detail has been overlooked in this full renovation. The custom kitchen is a chef’s dream—featuring quartz countertops, an oversized island

    Frances Speights KELLER WILLIAMS ADVANTAGE III

    1265 Park Pointe Ln, Winter Park, FL 32789
  • /32

    $274,900

    • 3 Beds
    • 3 Baths
    • 1,578 Sq Ft

    7484 Canford Ct Unit 8, Winter Park, FL 32792

    Beautifully Updated 3-Bedroom Condo with Bonus Room & Modern Amenities. Welcome to this stunningly updated 2-story condo offering spacious, modern living in a prime location—just minutes from shopping, dining, and entertainment. This home features 3 generously sized bedrooms, including a private master suite with en-suite bathroom, plus 3 full bathrooms, providing plenty of space and comfort for

    Heather Spirazza REGENCY REAL ESTATE LLC

    7484 Canford Ct Unit 8, Winter Park, FL 32792
  • /39

    $800,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,360 Sq Ft

    600 Brechin Dr, Winter Park, FL 32792

    Welcome to one of the most sought after neighborhoods of Kenilworth Shores in Winter Park! Nestled among tree-lined streets where the mail is still delivered right to your door, this beautifully appointed 4-bedroom, 3-bathroom home blends timeless elegance with modern comfort. From the moment you step onto the charming brick walkway, you'll fall in love with the lush, mature landscaping and

    Amy Turner KELLER WILLIAMS WINTER PARK

    600 Brechin Dr, Winter Park, FL 32792
  • /40

    $780,000

    • 5 Beds
    • 3.5 Baths
    • 3,152 Sq Ft

    5275 Pine Lily Cir, Winter Park, FL 32792

    Welcome to your private retreat, tucked away on a quiet cul-de-sac with direct pond views. This beautifully upgraded 5-bedroom, 3.5-bathroom home offers the ideal balance of comfort, style, and functionality. Enjoy your own backyard oasis featuring a heated in-ground pool and spa, all within a spacious screened-in patio—perfect for relaxing or entertaining year-round. Inside, the kitchen is a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    5275 Pine Lily Cir, Winter Park, FL 32792
  • /43

    $458,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2812 Bright Bird Ln, Winter Park, FL 32792

    Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level

    Jessica Snyder EXP REALTY LLC

    2812 Bright Bird Ln, Winter Park, FL 32792
  • /15

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft

    1695 Lee Rd Unit E215, Winter Park, FL 32789

    Experience modern living in this beautifully updated 3-bedroom, 2-bath condo at 1695 Lee Rd E215, Winter Park, FL 32789. Nestled in the heart of Winter Park, this unit offers easy access to Park Avenue’s upscale shopping and dining, Rollins College, and nearby cultural attractions. Inside, the fully renovated kitchen boasts elegant quartz countertops, contemporary cabinetry, and updated

    Kerem Munoz- Franquiz LA ROSA REALTY CENTRAL FLORIDA

    1695 Lee Rd Unit E215, Winter Park, FL 32789
  • /41

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    1628 Little Wren Ln, Winter Park, FL 32792

    Welcome to your private "nest" on Little Wren. Nestled among the trees, this modern masterpiece is located directly next to a wide open green space and also backs to a private wooded area giving you beautiful, natural, unobstructed views. The home's modern architecture style is evident from the moment you approach with its striking front door acting as a key focal point. Featuring 3 bedrooms,

    Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

    1628 Little Wren Ln, Winter Park, FL 32792
  • /20

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft

    200 Saint Andrews Blvd Unit 1603, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to FOUR SEASONS... a serene, centrally located community in Winter Park near Full Sail, Cady Way Trail/Park, Showalter Field, Ward Park & Winter Park Hospital. EXACTLY WHAT YOU HAVE BEEN SEARCHNG FOR!! Covered entry & spacious rooms makes this a perfect place to call home. Living/ Dining room combination, charming kitchen & oversized

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    200 Saint Andrews Blvd Unit 1603, Winter Park, FL 32792
  • /26

    $225,000

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft

    3251 Oak Lake Place Unit 135, Winter Park, FL 32792

    We are proud to bring to market this incredibly private END UNIT condo within the Hidden Oaks community. The unit offers three bedrooms (all upstairs), two full bathrooms (upstairs) and one half bathroom (downstairs), two reserved parking spots, upgraded wood-look ceramic tile, upgraded light fixtures, upgraded bathroom mirrors and upgraded fans throughout, upgraded thick granite countertop in

    Nick Nesta, III NESTA REAL ESTATE CONSULTANTS

    3251 Oak Lake Place Unit 135, Winter Park, FL 32792
  • /27

    $219,000

    • 2 Beds
    • 2.5 Baths
    • 1,578 Sq Ft

    7468 Swallow Run Unit 38, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to this charming two bedroom, two and a half bathroom condo in the heart of Winter Park. This home offers a spacious and functional layout with a half bath on the first floor, perfect for guests, and an interior laundry room for added convenience. The living room features a cozy fireplace, creating a warm and inviting atmosphere. Two sliding

    Chris Creegan CREEGAN GROUP

    7468 Swallow Run Unit 38, Winter Park, FL 32792
  • /61

    $950,000

    • 5 Beds
    • 3.5 Baths
    • 3,598 Sq Ft

    5325 Cypress Reserve Place, Winter Park, FL 32792

    Your Dream Home Awaits!Imagine a home that blends luxury, comfort, & convenience that’s exactly what you’ll find at 5325 Cypress Reserve Pl in Winter Park’s exclusive gated community Cypress Reserve.This move-in-ready 5-bedroom masterpiece isn’t just a house it’s a lifestyle upgrade. With a heated pool & spa, 3-car garage, newly installed roof, and spacious layout, this home offers

    Dori Estrada LPT REALTY, LLC

    5325 Cypress Reserve Place, Winter Park, FL 32792
  • /24

    $189,000

    • 2 Beds
    • 2 Baths
    • 1,067 Sq Ft

    200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792

    FOUR SEASONS CONDO IN Winter Park is Centrally located. Great community with a clubhouse, a fitness center recently renovated, 3 swimming pools, tennis courts, and shuffleboard court. Close by you are only a short walk to Cady Way Park for baseball and soccer fields as well as other playgrounds. This 2 bedrooom/2 bath unit has been updated with laminate flooring, ceiling fans, all appliances

    Patricia Wojewoda BETTER HOMES & GARDENS RE STAR

    200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792
  • /36

    $849,999 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft

    2418 Whitehall Cir, Winter Park, FL 32792

    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 property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding luxury in a modern setting and with stunning curb appeal, this TURNKEY residence with high-end finishes

    Alice Anne Jackson CORCORAN PREMIER REALTY

    2418 Whitehall Cir, Winter Park, FL 32792
  • /27

    $760,000

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    1312 Golfside Dr, Winter Park, FL 32792

    Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the golf course in Winter Park. Thoughtfully upgraded with designer details, this home blends elegance and comfort. A beautifully tiled walkway leads to an inviting interior featuring crown moldings, wood-look porcelain flooring, energy-efficient LED lighting, and stylish fixtures

    Uno Sorlie HOPKEY REALTY

    1312 Golfside Dr, Winter Park, FL 32792
  • /14

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft

    2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792

    Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and style. The expansive family room provides a generous space for family gatherings and entertaining, with abundant natural light flowing through large windows and a screened-in porch. This condo features two generously sized bedrooms and two full bathrooms, offering ample space

    Dean D Nikolic PMI PROPERTY ALLIANCE

    2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792
  • /21

    $200,000

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

    145 Scottsdale Square Unit 145, Winter Park, FL 32792

    Excellent opportunity to own an apartment home close to everything imaginable near downtown Orlando. One block form Full Sail University. Completely renovated and exquisitely appointed.

    Julio Cesar Perez GLOVEN REALTY

    145 Scottsdale Square Unit 145, Winter Park, FL 32792
  • /26

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft

    1344 Blue Stem Ln, Winter Park, FL 32792

    This is it, the home you have been searching for. Welcome to a stunning home that seamlessly blends contemporary design with natural beauty. Nestled on a beautiful sought after lot, this spacious residence offers unparalleled comfort and style, with serene pond and fountain views that create a peaceful retreat on your screened in lanai.Inside, the open-concept layout is flooded with

    Denae Zoellner CASTLE & COTTAGE REALTY LLC

    1344 Blue Stem Ln, Winter Park, FL 32792
  • /17

    $224,888

    • 2 Beds
    • 1.5 Baths
    • 1,393 Sq Ft

    7466 Canford Ct Unit 25, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. This home can be purchased with NO MONEY DOWN!! Welcome to Whisperwood! This recently updated 2 bedroom, 1.5 bathroom, 2-story condo makes the perfect home. Located just minutes away from Target and Winter Park’s restaurants, this property offers a sought-after lifestyle that combines convenience with modern living. Step inside and prepare to be

    Hillary Alvarez KELLER WILLIAMS ADVANTAGE III

    7466 Canford Ct Unit 25, Winter Park, FL 32792
  • /35

    $469,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    2472 Firstlight Way, Winter Park, FL 32792

    Welcome to this stunning townhome in the highly desirable neighborhood of Hawk’s Crest! This end unit is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. Upon entering, you’ll be greeted by a spacious living and dining area, perfect for entertaining guests or enjoying cozy nights in with loved ones. Adjacent to the living

    Amy Turner KELLER WILLIAMS WINTER PARK

    2472 Firstlight Way, Winter Park, FL 32792
  • /18

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    1522 Bantam Way, Winter Park, FL 32792

    Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood. The corner townhouse has huge living room with a high ceiling when you walk into the house, screen patio with the tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy

    He Gao U S GLORY REALTY

    1522 Bantam Way, Winter Park, FL 32792
  • /5

    $724,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,772 Sq Ft

    1632 Haven Dr, Orlando, FL 32803

    1632 Haven Dr, Orlando, FL 32803: Welcome to your dream home in vibrant Wadeview Park! This exquisite new construction townhome by David Weekley Homes offers modern living with a touch of elegance, boasting 1,772 square feet of thoughtfully designed space. Perfect for families and professionals alike, this residence features 3 Spacious Bedrooms: Enjoy restful retreats in generously sized

    David Weekley Homes

    Rittenberg, Orlando, FL 32803
  • /38

    $900,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,182 Sq Ft

    4148 Oak St, Orlando, FL 32814

    Step into a world of comfort and convenience with this beautifully upgraded residence at 4148 Oak Street in the heart of Baldwin Park. Currently featuring 3 bedrooms and 2 bathrooms, the home’s den and office at the front could be transformed into two additional bedrooms with the addition of closets, offering the flexibility to create a 5-bedroom layout. Bathed in natural light, the open design

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    4148 Oak St, Orlando, FL 32814
  • /22

    $120,000

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft

    316 Scottsdale Square Unit 316, Winter Park, FL 32792

    Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining. The utility room is equipped with a washer and dryer, plus extra storage space for

    Tyann Huynh JADE KEY REALTY LLC

    316 Scottsdale Square Unit 316, Winter Park, FL 32792
  • /26

    $585,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    2441 Banchory Rd, Winter Park, FL 32792

    Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail.In 2018, this home underwent extensive renovations, including a new roof, HVAC system,

    Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    2441 Banchory Rd, Winter Park, FL 32792
  • /32

    $400,000

    • 3 Beds
    • 2.5 Baths
    • 1,727 Sq Ft

    264 Balfour Dr, Winter Park, FL 32792

    Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail.Step into a grand living room where soaring ceilings and expansive

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    264 Balfour Dr, Winter Park, FL 32792
  • /43

    $1,749,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,112 Sq Ft

    101 S New York Ave Unit 311, Winter Park, FL 32789

    Discover luxury living in this exquisite two-story condominium, located on the third floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-and-one-half-bath residence seamlessly blends entertaining with everyday comfort. Step into a blank canvas offering a clean landscape—free of flooring—allowing you to effortlessly bring your own design vision to life. Whether you

    Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    101 S New York Ave Unit 311, Winter Park, FL 32789
  • /15

    $1,275,000

    • Land
    • 0.38 Acre
    • $3,355,263 per Acre

    309 Park Ct N, Winter Park, FL 32789

    Endless Potential in the Heart of Park North! Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafés, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home. Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF) is a

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    309 Park Ct N, Winter Park, FL 32789
  • /70

    $498,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    808 Denton Rd, Winter Park, FL 32792

    Step into a slice of mid-century magic, your private oasis awaits. On an oversized corner lot with no rear neighbors, this one-of-a-kind mid-century gem is more than just a home, it’s an experience. With classic architectural charm, lush landscaping and thoughtful updates, you’ll feel like you’ve stepped back in time without sacrificing modern-day comforts. Enjoy the tranquility of nature with

    Julie Vega-Dominguez PREMIER SOTHEBY'S INTL. REALTY

    808 Denton Rd, Winter Park, FL 32792
  • /18

    $2,499,000

    • 4,056 Sq Ft

    1903 S Lakemont Ave, Winter Park, FL 32792

    Location, location, location! This is an amazing opportunity to build/renovate on a premier lakefront lot in the charming and upscale Winter Park neighborhood of Orlando, Florida. Located on Lake Spier and across the street from the beautiful Baldwin Park, this exceptional-almost one acre property-includes six 1/1 units. This prime property is minutes from award winning restaurants, sidewalk

    Maria Tenner Platinum Properties Int'l Inc.

    1903 S Lakemont Ave, Winter Park, FL 32792
  • /4

    $670,000

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft

    3006 Northwood Blvd, Winter Park, FL 32789

    Prime Development Opportunity in Winter Park near Audubon Park. Lot Size - 79' x 103' - 8212 sq. ft. Zoning - R-1A. FAR - 3530. Seize this exceptional opportunity to develop in the heart of one of Winter Park’s most coveted neighborhoods. This 8,212 sq ft lot is ideal for a new construction project or a comprehensive renovation. Surrounded by new and renovated homes, this area is experiencing

    Daren Ellington ORLANDO HOMES GROUP LLC

    3006 Northwood Blvd, Winter Park, FL 32789
  • /31

    $270,000

    • 2 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    3310 Royal St, Winter Park, FL 32792

    Welcome to 3310 Royal Street – a beautifully maintained mid-century gem nestled in one of Winter Park’s most desirable neighborhoods. This 2-bedroom, 1 and a half bath home offers the perfect blend of timeless charm and modern updates, ideal for families, professionals, or anyone looking to enjoy the Winter Park lifestyle.Step inside to discover an open-concept layout filled with natural light,

    Kevin Schudel BUY IT INC

    3310 Royal St, Winter Park, FL 32792
  • /53

    $1,025,000 Open House 5/04

    • 4 Beds
    • 3.5 Baths
    • 3,377 Sq Ft

    2923 Cove Trail, Winter Park, FL 32789

    A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this

    Robin Delaney KELLER WILLIAMS ADVANTAGE III

    2923 Cove Trail, Winter Park, FL 32789

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About Winter Park

Winter Park began in the 1880s when two New Englanders set out to plan a community that would appeal to other ex-pats from the north. Along with the promise of warm, sunny winters, they established good schools and a lively arts scene to lure wealthy residents. The main commercial district, Park Avenue, was where residents shopped and ate together. The city’s chain of lakes provided endless hours of boating and fishing. Over the years, Winter Park has grown to feel more like a Central Florida city, with shopping centers and access to major high ...

Frequently Asked Questions

What is the average home price in Winter Park, FL?
Homes for sale in Winter Park, FL have an average home price of $1,121,320.
How many homes have sold over the last 12 months in Winter Park, FL?
694 homes have sold in Winter Park, FL over the last 12 months.
What are the most popular zip codes in Winter Park, FL?
The most popular zip codes in Winter Park, FL include 34787, 34747, 34746, 32712 and 32703.
How much do you need to make to afford a house in Winter Park?
The median home price in Winter Park is $649,000. If you put a 20% down payment of $129,800 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $3,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $146K a year to afford the median home price in Winter Park.
How are the schools in Winter Park, FL?
Winter Park, FL has highly rated public and private schools. Some of the best schools in Winter Park based on Niche Grades are Trinity Preparatory School, Dommerich Elementary School and Audubon Park School. Browse all the schools in Winter Park, FL to learn more.

Home Trends in Winter Park, FL

Home Trends

Median Price (12 Mo)
$599,500
Median Single Family Price
$785,000
Median Townhouse Price
$607,000
Median 2 Bedroom Price
$240,000
Median 1 Bedroom Price
$160,000
Average Price Per Sq Ft
$403
Number of Homes for Sale
234
Last 12 months Home Sales
694
Months of Supply
4.00
Median List Price
$649,000
Median Discount From 1st List Price
6%
Median Home Sale Price YoY Change
0%
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