Homes in ZIP Code 32789

• 

  

  /2

  Est $679,328 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,529 Sq Ft

  350 Carolina Ave Unit 207, Winter Park, FL 32789

  350 Carolina Ave Unit 207, Winter Park, FL 32789
• 

  

  

  /24

  $449,900

  • 4 Beds
  • 2 Baths
  • 1,490 Sq Ft

  1347 Orchid Ave, Winter Park, FL 32789

  Exceptional opportunity This 4-bedroom, 2-bath property offers approximately 1,490 square feet of living space features a spacious backyard and is ideally located just minutes from Downtown Winter Park, within the highly desirable 32789 zip code. It is within close distance to Mead Botanical Garden and just over one mile from Rollins College. With ongoing redevelopment in the area this property

  Ken Sheldon SHELDON PROFESSIONALS INC

  1347 Orchid Ave, Winter Park, FL 32789
• 

  

  /2

  $2,200,000 Sold Sep 09, 2025

  1554 Lake Knowles Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,155 Sq Ft
  • Built 1954

  Last Sold Summary

  • 12% Below List Price
  • $697/SF
  • 2 Days On Market

  Current Estimated Value $2,190,871

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1554 Lake Knowles Cir, Winter Park, FL 32789
• 

  

  

  /23

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 9C, Winter Park, FL 32789

  1500 Gay Rd Unit 9C, Winter Park, FL 32789
• 

  

  

  /47

  $3,499,000

  • 5 Beds
  • 6 Baths
  • 4,143 Sq Ft

  516 Henkel Cir, Winter Park, FL 32789

  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 attractions. The main home features three bedrooms and five bathrooms, each bedroom offering its own

  Morgan Seefried KELLER WILLIAMS WINTER PARK

  516 Henkel Cir, Winter Park, FL 32789
• 

  /2

  $1,650,000 Sold Jun 30, 2025

  2339 Lafayette Ave, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 3,379 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $488/SF
  • 15 Days On Market

  Current Estimated Value $1,651,070

  Last Listing Agent Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789
• 

  /2

  Est $243,286 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft

  700 Melrose Ave Unit H1, Winter Park, FL 32789

  700 Melrose Ave Unit H1, Winter Park, FL 32789
• 

  

  /36

  $1,349,950

  • 4 Beds
  • 4 Baths
  • 3,116 Sq Ft

  1429 Chapman Cir, Winter Park, FL 32789

  Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels.The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable

  Greg Martinez CORCORAN PREMIER REALTY

  1429 Chapman Cir, Winter Park, FL 32789
• 

  /2

  $1,050,000 Sold Aug 14, 2025

  2250 Forrest Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $704/SF
  • 0 Days On Market

  Current Estimated Value $1,056,371

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2250 Forrest Rd, Winter Park, FL 32789
• 

  

  /22

  Est $228,796 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 917 Sq Ft

  700 Melrose Ave Unit L33, Winter Park, FL 32789

  700 Melrose Ave Unit L33, Winter Park, FL 32789
• 

  

  /21

  $665,000

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  2811 Eastern Pkwy, Winter Park, FL 32789

  Mid-Century Modern architecture meets modern comfort in this beautifully updated Winter Park home. Clean lines, open sightlines, and warm architectural details create a timeless aesthetic that feels both stylish and inviting from the moment you arrive. Inside, the home features an open-concept layout with multiple living areas—ideal for entertaining or everyday living. The renovated kitchen is

  Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  2811 Eastern Pkwy, Winter Park, FL 32789
• 

  /2

  $965,000 Sold Jul 07, 2025

  1760 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,245 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $430/SF
  • 11 Days On Market

  Current Estimated Value $948,753

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1760 Mondrian Cir, Winter Park, FL 32789
• 

  

  /18

  Est $320,774 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit K33, Winter Park, FL 32789

  700 Melrose Ave Unit K33, Winter Park, FL 32789
• 

  

  /14

  $2,679,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,520 Sq Ft

  426 Worthington Dr, Winter Park, FL 32789

  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 that feels both elevated and effortless. Step through the front door and into a grand two-story foyer

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  426 Worthington Dr, Winter Park, FL 32789
• 

  /2

  $575,000 Sold Jan 24, 2025

  1137 Oaks Blvd, Winter Park, FL 32789

  • 2 Beds
  • 1.5 Baths
  • 1,149 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Above List Price
  • $500/SF
  • 2 Days On Market

  Current Estimated Value $622,249

  Last Listing Agent Kelly Sue Stonebreaker RE/MAX TOWN & COUNTRY REALTY

  1137 Oaks Blvd, Winter Park, FL 32789
• 

  

  /39

  Est $299,520 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit K3, Winter Park, FL 32789

  700 Melrose Ave Unit K3, Winter Park, FL 32789
• 

  

  /84

  $5,895,000

  • 5 Beds
  • 9 Baths
  • 7,916 Sq Ft

  1400 Alabama Dr, Winter Park, FL 32789

  Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic Kraft Azalea Garden, providing direct

  Rachel Peters THE AGENCY ORLANDO

  1400 Alabama Dr, Winter Park, FL 32789
• 

  /2

  $975,000 Sold Nov 18, 2025

  901 Palmer Ave, Winter Park, FL 32789

  • Land
  • 0.32 Acre
  • $3,046,875 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 33 Days On Market

  Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

  901 Palmer Ave, Winter Park, FL 32789
• 

  /2

  Est $182,736 Not Listed For Sale

  • Studio
  • 1 Bath
  • 624 Sq Ft

  700 Melrose Ave Unit G34, Winter Park, FL 32789

  700 Melrose Ave Unit G34, Winter Park, FL 32789
• 

  

  /41

  $879,000

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

  100 S Interlachen Ave Unit 503, Winter Park, FL 32789

  Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  100 S Interlachen Ave Unit 503, Winter Park, FL 32789
• 

  /2

  $1,650,000 Sold Oct 09, 2025

  1915 Stonehurst Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft
  • Built 1956

  Last Sold Summary

  • $663/SF
  • 0 Days On Market

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1915 Stonehurst Rd, Winter Park, FL 32789
• 

  

  /20

  Est $352,806 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,448 Sq Ft

  700 Melrose Ave Unit C2, Winter Park, FL 32789

  700 Melrose Ave Unit C2, Winter Park, FL 32789
• 

  

  /41

  $1,625,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,785 Sq Ft

  1450 Glencoe Rd, Winter Park, FL 32789

  Under contract-accepting backup offers. Comfort, charm, and LOCATION are KEY for this unique, one-story, KEY West-style pool home with deeded access to Lake Virginia! Nestled on a brick-lined street in the highly sought-after Virginia Heights neighborhood, this location is truly one-of-a-kind, engulfed in the beloved culture and history of Winter Park, and within true walking distance of Rollins

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1450 Glencoe Rd, Winter Park, FL 32789
• 

  /2

  $362,500 Sold Jul 30, 2025

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft
  • Built 1960

  Last Sold Summary

  • 19% Below List Price
  • $410/SF
  • 103 Days On Market

  Current Estimated Value $370,925

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
• 

  

  /44

  Est $2,224,051 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  200 S Interlachen Ave Unit 400, Winter Park, FL 32789

  200 S Interlachen Ave Unit 400, Winter Park, FL 32789
• 

  

  /26

  $355,000

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  150 Killarney Bay Ct Unit 5, Winter Park, FL 32789

  Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment. Located on the first floor, this beautifully renovated 2-bed, 2-bath home features an open

  Brandon Geers COMPASS FLORIDA LLC

  150 Killarney Bay Ct Unit 5, Winter Park, FL 32789
• 

  /2

  $995,000 Sold Jan 21, 2025

  345 Sylvan Blvd, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,011 Sq Ft
  • Built 1988

  Last Sold Summary

  • 13% Below List Price
  • $495/SF
  • 97 Days On Market

  Current Estimated Value $1,016,907

  Last Listing Agent Ben Laube EXP REALTY LLC

  345 Sylvan Blvd, Winter Park, FL 32789
• 

  

  /100

  Est $2,993,208 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  300 S Interlachen Ave Unit 303, Winter Park, FL 32789

  300 S Interlachen Ave Unit 303, Winter Park, FL 32789
• 

  

  /26

  $635,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

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

  FIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN HOUSE – AVAILABLE FOR RENT OR PURCHASE! This is your chance to secure a highly coveted ground floor unit in one of Winter Park's most desirable locations. Available for rent at $3,800/month or purchase at $635,000 with quick move-in or quick closing possible!This stunning 2-bedroom, 2-bath condo has been

  Kelly Price KELLY PRICE & COMPANY LLC

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

  /2

  $800,000 Sold Feb 06, 2025

  439 N Capen Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,861 Sq Ft
  • Built 2017

  Last Sold Summary

  • 16% Below List Price
  • $430/SF
  • 105 Days On Market

  Current Estimated Value $808,546

  Last Listing Agent Justin Core EXP REALTY LLC

  439 N Capen Ave, Winter Park, FL 32789
• 

  

  /24

  Est $246,950 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 893 Sq Ft

  1250 S Denning Dr Unit 126, Winter Park, FL 32789

  1250 S Denning Dr Unit 126, Winter Park, FL 32789
• 

  

  /12

  $4,999,000

  • Land
  • 0.48 Acre
  • $10,414,583 per Acre

  503 N Interlachen Ave, Winter Park, FL 32789

  JUST LISTED - RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,999,000!!! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed

  Kelly Price KELLY PRICE & COMPANY LLC

  503 N Interlachen Ave, Winter Park, FL 32789
• 

  /2

  $1,100,000 Sold Apr 10, 2025

  1932 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 1952

  Last Sold Summary

  • 15% Below List Price
  • $452/SF
  • 44 Days On Market

  Current Estimated Value $1,087,744

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1932 Temple Dr, Winter Park, FL 32789
• 

  

  /41

  Est $1,130,513 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft

  100 S Virginia Ave Unit 316, Winter Park, FL 32789

  100 S Virginia Ave Unit 316, Winter Park, FL 32789
• 

  

  /17

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  1564 Cavendish Rd, Winter Park, FL 32789

  Charming 3BR bungalow in sought-after Orwin Manor with timeless appeal and tons of potential. Updated with original hardwood floors, gas fireplace, granite kitchen, and bath. The 3rd BR functions as a guest room or office. Spacious fenced yard with wood deck and room for a pool. Deep garage offers space to add a second bath or storage. Original plan was to remove back -to-back closets in LR to

  Julie Wright CHARLES RUTENBERG REALTY ORLANDO

  1564 Cavendish Rd, Winter Park, FL 32789
• 

  

  /46

  $1,250,000 Sold Mar 14, 2025

  1778 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft
  • Built 2023

  Last Sold Summary

  • $526/SF
  • 51 Days On Market

  Current Estimated Value $1,208,613

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1778 Mondrian Cir, Winter Park, FL 32789
• 

  

  /31

  Est $1,140,161 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft

  100 S Virginia Ave Unit 315, Winter Park, FL 32789

  100 S Virginia Ave Unit 315, Winter Park, FL 32789
• 

  

  /21

  $745,000

  • 4 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  1324 Indiana Ave, Winter Park, FL 32789

  Charming two story bungalow built in 1935. Timeless character meets modern comfort in this beautifully maintained four bedroom, two and a half bath home. Classic architectural details and a welcoming balcony make this beauty special. This residence perfectly blends historic charm with today's lifestyle. NEW PLUMBING 2017, ELECTRICAL 2017, ROOF 2018, AC 2021, DUCT WORK/INSULATION 2021, TANKLESS

  Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

  1324 Indiana Ave, Winter Park, FL 32789
• 

  /2

  $600,000 Sold Oct 17, 2025

  2812 Woodside Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 50 Days On Market

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  2812 Woodside Ave, Winter Park, FL 32789
• 

  

  /34

  Est $1,587,978 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

Showing Results 481 - 520, Page 13 of 18