Homes in ZIP Code 32789

• 

  

  

  /34

  Est $1,542,647 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,966 Sq Ft

  101 S New York Ave Unit 309, Winter Park, FL 32789

  101 S New York Ave Unit 309, Winter Park, FL 32789
• 

  

  

  /89

  $1,999,993

  • 6 Beds
  • 4 Baths
  • 3,853 Sq Ft

  1451 Lyndale Blvd, Winter Park, FL 32789

  **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
• 

  

  /2

  $939,000 Sold Mar 26, 2025

  • 1,267 Sq Ft
  • $741/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  100 S Interlachen Ave Unit 502D, Winter Park, FL 32789

  Top floor direct lakefront view of this Renovated condominium. Professional pictures coming.

  Jeff Clark COLDWELL BANKER RESIDENTIAL RE

  100 S Interlachen Ave Unit 502D, Winter Park, FL 32789
• 

  

  

  /22

  Est $1,759,602 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,118 Sq Ft

  101 S New York Ave Unit 304, Winter Park, FL 32789

  101 S New York Ave Unit 304, Winter Park, FL 32789
• 

  

  

  /33

  $215,000

  • 1 Bed
  • 1 Bath
  • 772 Sq Ft

  700 Melrose Ave Unit K32, Winter Park, FL 32789

  Discover Winter Park Gardens, an exclusive 55+ community nestled in the heart of historic Winter Park! Welcome to your private oasis at this one-bedroom, one-bathroom condo on the tranquil third floor, accessible by elevator. Enjoy sweeping views of the pool and beautifully landscaped courtyard from your unit, which includes a spacious storage closet in the foyer. Convenience is key with elevator

  Erica Diltz BALDWIN PARK REALTY LLC

  700 Melrose Ave Unit K32, Winter Park, FL 32789
• 

  /2

  $1,255,000 Sold Mar 25, 2025

  • 2,747 Sq Ft
  • $457/SF
  • 30 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1953

  2258 Howard Dr, Winter Park, FL 32789

  An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all

  Greysy Ysea NAIM REAL ESTATE LLC

  2258 Howard Dr, Winter Park, FL 32789
• 

  

  /17

  Est $324,258 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

  500 N Pennsylvania Ave Unit F, Winter Park, FL 32789

  500 N Pennsylvania Ave Unit F, Winter Park, FL 32789
• 

  

  /32

  $449,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

  Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box located just steps from Park Avenue. This fully renovated, one-bedroom, one-bathroom condo offers 900 ft2 of single-story, ground-floor, corner-unit living. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space,

  Padgett McCormick KELLY PRICE & COMPANY LLC

  311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
• 

  /2

  $745,000 Sold Mar 25, 2025

  • 2,548 Sq Ft
  • $292/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1940

  1375 Suffolk Rd, Winter Park, FL 32789

  This beautiful 4 bedroom, 2.5 bath home with an oversized 1-car garage is truly special, offering a perfect blend of charm, modern upgrades, and thoughtful design in the highly desirable Orwin Manor neighborhood.Upgrades include a FULL RENOVATION in 2016 (Kitchen, Bathrooms, Electrical, Plumbing, HVAC, Water Heater and most of the Windows) PLUS a new Roof, Electric Gate, new pavered Driveway

  Beth Hobart MAINFRAME REAL ESTATE

  1375 Suffolk Rd, Winter Park, FL 32789
• 

  

  /24

  Est $368,562 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  311 E Morse Blvd Unit 7-3, Winter Park, FL 32789

  311 E Morse Blvd Unit 7-3, Winter Park, FL 32789
• 

  

  /49

  $2,070,000

  • 6 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  2234 Via Luna, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. NEW IMPROVED PRICING! Newly Renovated Partially Furnished Home in the Beautiful Via’s of Winter Park! Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting to illuminate at night. This stunning 6 bedroom and

  Iram Hashmi LOKATION

  2234 Via Luna, Winter Park, FL 32789
• 

  /2

  $3,550,000 Sold Mar 24, 2025

  • 2,803 Sq Ft
  • $1267/SF
  • 0 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1954

  443 Lakewood Dr, Winter Park, FL 32789

  This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  443 Lakewood Dr, Winter Park, FL 32789
• 

  

  /22

  Est $497,025 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft

  311 E Morse Blvd Unit 6-8, Winter Park, FL 32789

  311 E Morse Blvd Unit 6-8, Winter Park, FL 32789
• 

  

  /90

  $2,750,000

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft

  1860 Via Contessa, Winter Park, FL 32789

  Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

  Sylvester Harding SIERRA REALTY GROUP LLC

  1860 Via Contessa, Winter Park, FL 32789
• 

  /2

  $905,000 Sold Mar 24, 2025

  • 1,900 Sq Ft
  • $476/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1957

  533 Balmoral Rd, Winter Park, FL 32789

  Welcome to 533 Balmoral Road, a beautifully updated mid-century modern gem nestled in the desirable Kenilworth Shores neighborhood of Winter Park. This 3-bedroom, 3-bathroom residence, spanning 1,900 square feet, offers a harmonious blend of classic design and contemporary upgrades.As you step inside, you'll be greeted by an open-concept layout that seamlessly connects the living area and

  Molly Nichols CHARLES RUTENBERG REALTY ORLANDO

  533 Balmoral Rd, Winter Park, FL 32789
• 

  

  /32

  Est $454,006 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,192 Sq Ft

  311 E Morse Blvd Unit 6-2, Winter Park, FL 32789

  311 E Morse Blvd Unit 6-2, Winter Park, FL 32789
• 

  

  /41

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  2612 Lafayette Ave, Winter Park, FL 32789

  ***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features

  Maoline Herrera EXP REALTY LLC

  2612 Lafayette Ave, Winter Park, FL 32789
• 

  /2

  $340,000 Sold Mar 21, 2025

  • Land
  • 0.11 Acre
  • $3,090,909 per Acre

  • 16 Days On Market

  829 W New England Ave, Winter Park, FL 32789

  Unleash your imagination and seize the opportunity of a lifetime with this incredible vacant lot in the heart of Winter Park! This gem is priced to sell and is just two blocks away from the vibrant Hannibal Square. Imagine crafting your dream home on this prime piece of land, where every day can be filled with adventure and excitement!You’ll find yourself mere steps from the best

  Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

  829 W New England Ave, Winter Park, FL 32789
• 

  

  /34

  Est $724,543 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,567 Sq Ft

  311 E Morse Blvd Unit 3-5, Winter Park, FL 32789

  311 E Morse Blvd Unit 3-5, Winter Park, FL 32789
• 

  

  /15

  $425,000

  • Land
  • 0.11 Acre
  • $3,863,636 per Acre

  786 W Canton Ave, Winter Park, FL 32789

  Incredible opportunity for the right family. This is a 49x96 Perfectly high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park amongst million dollar homes. LOCATION LOCATION LOCATION! A perfect home site for your future custom dwelling. Bring your imagination creativity and builder to take a look. What a Winter Park sweet spot. Lots in this

  Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

  786 W Canton Ave, Winter Park, FL 32789
• 

  /2

  $1,767,500 Sold Mar 21, 2025

  • Land
  • 0.71 Acre
  • $2,489,437 per Acre

  • 17 Days On Market

  643 Balmoral Rd, Winter Park, FL 32789

  VACANT - WATERFRONT in desirable Winter Park! This opportunity sits on the picturesque shores of Lake Berry, a 76-acre, private, skiable lake. If you're searching for an oversized lot to build your next dream home, look no further! This expansive lot allows for a net buildable home of nearly 9,200 square feet. The westward-facing lot provides breathtaking sunsets while the lake's tranquil

  Laura Hope COMPASS FLORIDA LLC

  643 Balmoral Rd, Winter Park, FL 32789
• 

  

  /6

  Est $2,247,216 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,291 Sq Ft

  140 E Morse Blvd Unit I, Winter Park, FL 32789

  140 E Morse Blvd Unit I, Winter Park, FL 32789
• 

  

  /26

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  780 Baffie Ave, Winter Park, FL 32789

  Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

  Melissa Woodman FANNIE HILLMAN & ASSOCIATES

  780 Baffie Ave, Winter Park, FL 32789
• 

  /2

  $2,797,500 Sold Mar 21, 2025

  • 2,995 Sq Ft
  • $934/SF
  • 16 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1947

  884 Audubon Ln, Winter Park, FL 32789

  Discover an extraordinary opportunity to own a one-story lakefront retreat on the picturesque Lake Mizell, part of the coveted Winter Park Chain of Lakes. This stunning 4-bedroom, 4-bath home, completely remodeled in 2020, offers nearly 3,000 square feet of thoughtfully designed living space on a tranquil, half-acre lot. The tri-split floor plan ensures privacy and functionality, with walls of

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  884 Audubon Ln, Winter Park, FL 32789
• 

  

  /26

  Est $748,405 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  106 S Interlachen Ave Unit 516, Winter Park, FL 32789

  106 S Interlachen Ave Unit 516, Winter Park, FL 32789
• 

  

  /27

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  865 S Pennsylvania Ave, Winter Park, FL 32789

  LOCATION, LOCATION, LOCATION...Desirable Winter Park "College Quarter" Historic District...Come take a tour of this wonderfully updated Bungalow with lots of windows for natural light, original hardwood floors, beautiful crown molding, and high ceilings. Did I mention the location, Walk to Park Ave, Rollins College, Hannibal Square, Mead Gardens, and Lake Virginia. Looking to "House Hack" then

  Jose Vega LPT REALTY, LLC

  865 S Pennsylvania Ave, Winter Park, FL 32789
• 

  /2

  $460,000 Sold Mar 18, 2025

  • 1,560 Sq Ft
  • $295/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  1937 Eland Ave, Winter Park, FL 32789

  Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015, the 2018 windows,

  Courtney Pelfrey MILLER GRANT AND COMPANY

  1937 Eland Ave, Winter Park, FL 32789
• 

  

  /51

  Est $709,785 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  106 S Interlachen Ave Unit 416, Winter Park, FL 32789

  106 S Interlachen Ave Unit 416, Winter Park, FL 32789
• 

  /2

  $2,450,000

  • 5 Beds
  • 5.5 Baths
  • 4,010 Sq Ft

  1771 Taylor Ave, Winter Park, FL 32789

  Custom Winter Park home completed in 2019 by FG Schaub Custom Home Builder. Contemporary Florida living awaits in this newly built home, boasting a spacious open floor plan spanning over 4,000 square feet with five bedrooms and five-and-a-half baths. Delight in the stunning gourmet kitchen, gas cooktop, oversized island and an extended walk-in pantry with cabinets. Distinctive features include

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1771 Taylor Ave, Winter Park, FL 32789
• 

  /2

  $2,800,000 Sold Mar 17, 2025

  • 3,130 Sq Ft
  • $895/SF
  • 1 Day On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2008

  315 E New England Ave Unit 30, Winter Park, FL 32789

  Discover the pinnacle of luxury and privacy in this stunning Villa Siena penthouse residence, perfectly positioned in the charming brick-lined streets of Winter Park. While nestled in the heart of the city's vibrant dining, shopping, and cultural scene, this exclusive retreat offers unparalleled tranquility and seclusion.Designed for those who appreciate sophistication, this secured

  Michelle Daniels COLDWELL BANKER REALTY

  315 E New England Ave Unit 30, Winter Park, FL 32789
• 

  

  /39

  Est $677,788 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  104 S Interlachen Ave Unit 414, Winter Park, FL 32789

  104 S Interlachen Ave Unit 414, Winter Park, FL 32789
• 

  /2

  $495,000

  • Land
  • 0.16 Acre
  • $3,093,750 per Acre

  1414 Bessmor Rd, Winter Park, FL 32789

  ?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue!Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home.The owner has already completed the heavy lifting — the previous

  Miranda Azer PARKVIEW REAL ESTATE

  1414 Bessmor Rd, Winter Park, FL 32789
• 

  /2

  $1,145,000 Sold Mar 17, 2025

  • 1,718 Sq Ft
  • $666/SF
  • 196 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  625 N Interlachen Ave Unit A, Winter Park, FL 32789

  Experience Luxury and Charm! Discover an extraordinary residence nestled in the heart of Winter Park, where luxury meets location. This 2 bed / 2 bath (1,718 heated sq. ft.) is sure to charm you, spectacular wood parquet floors, Spanish/Mediterranean barrel roof tiles, inviting fireplaces, and walls of elegant French pane windows that flood the space with natural light. The impressive wood plank

  Jennifer Sloan KELLY PRICE & COMPANY LLC

  625 N Interlachen Ave Unit A, Winter Park, FL 32789
• 

  

  /30

  Est $1,098,045 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  100 S Interlachen Ave Unit 301, Winter Park, FL 32789

  100 S Interlachen Ave Unit 301, Winter Park, FL 32789
• 

  /2

  $874,900

  • 3 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  251 Glenridge Way, Winter Park, FL 32789

  The true value of this property lies in its expansive 10,675 sq ft lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. A full set of building plans are attached to this listing as well as survey.The existing home is a charming 3-bedroom, 3.5-bath

  Russ Razzani RAZZANI INTERNATIONAL REALTY

  251 Glenridge Way, Winter Park, FL 32789
• 

  /2

  $1,850,000 Sold Mar 14, 2025

  • 3,846 Sq Ft
  • $481/SF
  • 0 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2001

  1627 Elizabeths Walk, Winter Park, FL 32789

  This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1627 Elizabeths Walk, Winter Park, FL 32789
• 

  

  /56

  Est $1,666,923 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft

  106 S Interlachen Ave Unit 219, Winter Park, FL 32789

  106 S Interlachen Ave Unit 219, Winter Park, FL 32789
• 

  /2

  $499,000

  • Land
  • 0.13 Acre
  • $3,838,462 per Acre

  621 Symonds Ave, Winter Park, FL 32789

  Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds and combine

  Emily Williams FANNIE HILLMAN & ASSOCIATES

  621 Symonds Ave, Winter Park, FL 32789
• 

  

  /46

  $1,250,000 Sold Mar 14, 2025

  • 2,377 Sq Ft
  • $526/SF
  • 51 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2023

  1778 Mondrian Cir, Winter Park, FL 32789

  We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and

  Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1778 Mondrian Cir, Winter Park, FL 32789
• 

  

  /28

  Est $556,084 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 901 Sq Ft

  100 S Interlachen Ave Unit 108, Winter Park, FL 32789

  100 S Interlachen Ave Unit 108, Winter Park, FL 32789

Showing Results 521 - 560, Page 14 of 18