Homes in ZIP Code 32789

• 

  

  

  /27

  Est $347,879 Not Listed For Sale

  700 Melrose Ave Unit J32, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  700 Melrose Ave Unit J32, Winter Park, FL 32789

  Last Sold Summary

  • 12% Below List Price
  • $368/SF
  • 0 Days On Market

  • Last Sold Price $395,000
  • May 24, 2024

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES
• 

  

  

  /26

  $189,500

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 222, Winter Park, FL 32789

  Lakefront access in Winter Park under $200K! One of the few condos at this price point offering direct access to Lake Killarney. This move-in ready 1-bedroom, 1-bath residence combines peaceful lakeside living with unbeatable proximity to Winter Park Village shopping, dining, and entertainment. The open-concept living and kitchen area features engineered wood flooring and abundant natural light,

  Christine Bouchard HOMESMART

  2500 Lee Rd Unit 222, Winter Park, FL 32789
• 

  

  /2

  $1,600,000 Sold Dec 15, 2025

  825 Palmer Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 3,297 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $485/SF
  • 87 Days On Market

  Current Estimated Value $1,653,936

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  825 Palmer Ave, Winter Park, FL 32789
• 

  

  /2

  Est $451,383 Not Listed For Sale

  690 Osceola Ave Unit 610, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,328 Sq Ft
  • Built 1969

  690 Osceola Ave Unit 610, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $350/SF
  • 71 Days On Market

  • Last Sold Price $465,000
  • Feb 28, 2025

  Last Listing Agent Carol Wittman PALMANO GROUP RE BROKERAGE LLC
• 

  

  

  /54

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  1077 Minnesota Ave, Winter Park, FL 32789

  Huge price improvement. Seller is relocating and motivated. Built in 2025 by Nautilus Homes and lightly lived in, this custom Winter Park residence offers a rare combination of new construction quality, thoughtful owner upgrades, and a highly desirable location between Orlando Avenue and Orange Avenue, just minutes from Park Avenue shopping, dining, and cultural attractions. Set behind mature

  Shahram Sondi SHAHRAM SONDI + CO.

  1077 Minnesota Ave, Winter Park, FL 32789
• 

  /2

  $1,100,000 Sold Mar 16, 2026

  1700 Mizell Ave, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 2,045 Sq Ft
  • Built 1949

  Last Sold Summary

  • $538/SF
  • 1 Day On Market

  Current Estimated Value $967,677

  Last Listing Agent Giannviana Roberts KORR REALTY CORP

  1700 Mizell Ave, Winter Park, FL 32789
• 

  /2

  Est $409,307 Not Listed For Sale

  535 N Interlachen Ave Unit 101, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 968 Sq Ft
  • Built 1972

  535 N Interlachen Ave Unit 101, Winter Park, FL 32789

  Last Sold Summary

  • 11% Above List Price
  • $381/SF
  • 250 Days On Market

  • Last Sold Price $369,000
  • Dec 20, 2024

  Last Listing Agent Ellen Hencken MILLER GRANT AND COMPANY
• 

  

  /41

  $725,000 Pending

  • Land
  • 14,810 Sq Ft
  • $2,132,353 per Acre

  770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789

  Under contract-accepting backup offers. Back on Market! Almost impossible to find 2 adjacent 75x100 R-3 lots for a total of 75x200 or 15,000 sq/ft in top Winter Park location! Located at northwest corner of proposed Winter Park Commons project. The vacant lot to be simultaneously purchased with adjacent parcel (TAX ID 06-22-30-1168-02-022) fronting Webster with BONUS 4/2 Bungalow. Walk to WP

  Lisa Gould KELLER WILLIAMS WINTER PARK

  770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789
• 

  /2

  $1,475,000 Sold Mar 16, 2026

  1408 Chapman Cir, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,237 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $456/SF
  • 95 Days On Market

  Current Estimated Value $1,492,483

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  1408 Chapman Cir, Winter Park, FL 32789
• 

  /2

  Est $225,686 Not Listed For Sale

  1250 S Denning Dr Unit 210, Winter Park, FL 32789

  • 2 Beds
  • 1.5 Baths
  • 908 Sq Ft
  • Built 1967

  1250 S Denning Dr Unit 210, Winter Park, FL 32789

  Last Sold Summary

  • 3% Above List Price
  • $242/SF
  • 133 Days On Market

  • Last Sold Price $220,000
  • Jan 05, 2025

  Last Listing Agent Tina Beshara REALTY GROUP SPECIALISTS, LLC
• 

  

  /46

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  250 Cortland Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Introducing 250 Cortland Ave — a refined expression of Winter Park living, ideally positioned on one of the area’s most picturesque brick-lined streets, surrounded by established luxury homes and mature canopy trees. From the moment you arrive, the home exudes a quiet sophistication, with manicured, low-maintenance landscaping and a sense of privacy

  James Ferngren CREEGAN GROUP

  250 Cortland Ave, Winter Park, FL 32789
• 

  /2

  $1,800,000 Sold Oct 24, 2025

  1682 Arbor Park Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $610/SF
  • 16 Days On Market

  Current Estimated Value $1,786,268

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1682 Arbor Park Dr, Winter Park, FL 32789
• 

  

  /22

  Not Listed For Sale

  1500 Gay Rd Unit 3C, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  1500 Gay Rd Unit 3C, Winter Park, FL 32789

  Last Sold Summary

  • $231/SF
  • 110 Days On Market

  • Last Sold Price $236,500
  • May 19, 2023

  Last Listing Agent Heather Frazee FANNIE HILLMAN & ASSOCIATES
• 

  

  /23

  $169,000

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 237, Winter Park, FL 32789

  BRING ALL OFFERS! Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This perfectly located condominium has low HOA FEES and has no assessment fees! Enjoy your days fishing, boating, or hanging out by the pool overlooking gorgeous Lake Killarney, a 240 acre spring-fed lake! Cherish living on the shores of Lake Killarney, complete

  Lydia Cassaro LPT REALTY LLC (DB)

  2500 Lee Rd Unit 237, Winter Park, FL 32789
• 

  /2

  $550,000 Sold Nov 10, 2025

  2612 Lafayette Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,447 Sq Ft
  • Built 1956

  Last Sold Summary

  • 39% Below List Price
  • $225/SF
  • 573 Days On Market

  Current Estimated Value $681,468

  Last Listing Agent Maoline Herrera EXP REALTY LLC

  2612 Lafayette Ave, Winter Park, FL 32789
• 

  

  /19

  Est $188,815 Not Listed For Sale

  2500 Lee Rd Unit 139, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 139, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 16 Days On Market

  • Last Sold Price $195,000
  • Jun 24, 2024

  Last Listing Agent Robin Daniels SAND DOLLAR REALTY GROUP INC
• 

  

  /13

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,134 Sq Ft

  119 Oak Grove Rd, Winter Park, FL 32789

  Charming 3-bedroom, 2-bath home in the heart of desirable Winter Park. Bright and inviting layout with comfortable living spaces and plenty of natural light. Enjoy a private backyard perfect for relaxing or enteraining. Conveniently located near shopping and dinning.

  Lorena Ortega INT'L PROFESSIONAL REALTY INC

  119 Oak Grove Rd, Winter Park, FL 32789
• 

  /2

  $125,000 Sold Feb 23, 2026

  1695 Lee Rd Unit B216, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Below List Price
  • $109/SF
  • 7 Days On Market

  Last Listing Agent Martha Grasty EXP REALTY LLC

  1695 Lee Rd Unit B216, Winter Park, FL 32789
• 

  

  /30

  Est $485,141 Not Listed For Sale

  311 E Morse Blvd Unit 6-4, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 1,227 Sq Ft
  • Built 1960

  311 E Morse Blvd Unit 6-4, Winter Park, FL 32789

  Last Sold Summary

  • 17% Above List Price
  • $338/SF
  • 6 Days On Market

  • Last Sold Price $415,000
  • Jun 13, 2023

  Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC
• 

  

  /57

  $3,495,000

  • 4 Beds
  • 6 Baths
  • 4,683 Sq Ft

  1581 Forest Ave, Winter Park, FL 32789

  Just steps from the charm and energy of Park Avenue, this exceptional Winter Park residence was completely rebuilt in 2018 by renowned custom builder Posada Homes, member of the elite Master Custom Builders Council. Offering a rare blend of modern design, crisp architectural lines, and timeless elegance, on an expansive 0.39-acre lot along one of Winter Park's most picturesque tree-lined streets.

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1581 Forest Ave, Winter Park, FL 32789
• 

  /2

  $2,500,000 Sold Mar 31, 2026

  1401 Green Cove Rd, Winter Park, FL 32789

  • 3 Beds
  • 7 Baths
  • 5,483 Sq Ft
  • Built 2009

  Last Sold Summary

  • 14% Below List Price
  • $456/SF
  • 99 Days On Market

  Current Estimated Value $2,894,118

  Last Listing Agent Adriana Oyarce ANCHOR REAL ESTATE

  1401 Green Cove Rd, Winter Park, FL 32789
• 

  

  /35

  Est $187,374 Not Listed For Sale

  2500 Lee Rd Unit 233, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 233, Winter Park, FL 32789

  Last Sold Summary

  • 12% Below List Price
  • $329/SF
  • 3 Days On Market

  • Last Sold Price $212,000
  • Aug 30, 2023

  Last Listing Agent Chevon Eaton CHEVON EATON
• 

  

  /40

  $1,450,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,174 Sq Ft

  101 S New York Ave Unit 302, Winter Park, FL 32789

  Under contract-accepting backup offers. Motivated Sellers! Discover unparalleled luxury at The Douglas Grand, a distinguished location just a stone’s throw from Park Ave in Downtown Winter Park. This expansive 2-Story unit boasts 3,174 sq/ft of living space with your private elevator. From the moment you step inside, you’ll be captivated by the exquisite craftmanship and modern comforts that

  Julie Scott COLDWELL BANKER REALTY

  101 S New York Ave Unit 302, Winter Park, FL 32789
• 

  /2

  $1,063,303 Sold Dec 10, 2025

  1835 Karolina Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,662 Sq Ft
  • Built 2025

  Last Sold Summary

  • 23% Above List Price
  • $399/SF
  • 50 Days On Market

  Current Estimated Value $1,053,333

  Last Listing Agent Laura Hope COMPASS FLORIDA LLC

  1835 Karolina Ave, Winter Park, FL 32789
• 

  /2

  Est $234,147 Not Listed For Sale

  1250 S Denning Dr Unit 205, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft
  • Built 1967

  1250 S Denning Dr Unit 205, Winter Park, FL 32789

  Last Sold Summary

  • $259/SF
  • 53 Days On Market

  • Last Sold Price $235,000
  • Dec 23, 2024

  Last Listing Agent Smayda Sosa Castillo EXP REALTY LLC
• 

  

  /57

  $3,174,000 Open Tue 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,676 Sq Ft

  948 Poinciana Ln, Winter Park, FL 32789

  Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted LocationDiscover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lane. This meticulously reimagined estate represents the pinnacle of refined living in one of Winter Park's most prestigious neighborhoods, offering an effortless blend of classic architecture and

  Kelly Price KELLY PRICE & COMPANY LLC

  948 Poinciana Ln, Winter Park, FL 32789
• 

  /2

  $275,000 Sold Mar 31, 2026

  409 Sandlewood Cove Unit 3, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 1,413 Sq Ft
  • Built 1986

  Last Sold Summary

  • $195/SF

  Current Estimated Value $265,541

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  409 Sandlewood Cove Unit 3, Winter Park, FL 32789
• 

  /2

  Est $211,244 Not Listed For Sale

  2500 Lee Rd Unit 107, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 107, Winter Park, FL 32789

  Last Sold Summary

  • 2% Below List Price
  • $225/SF
  • 110 Days On Market

  • Last Sold Price $215,000
  • Jul 30, 2024

  Last Listing Agent Philip Shields EMPIRE NETWORK REALTY
• 

  

  /36

  $630,000 Open Thu 11AM - 1PM

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

  2600 Euston Rd, Winter Park, FL 32789

  Discover a unique opportunity in the heart of Winter Park, just moments from Lake Killarney. This versatile property offers exceptional potential for multigenerational living, a primary residence with additional income, or a strategic investment. The home features a flexible layout designed to adapt to a variety of needs, with bright living spaces, natural light throughout, and comfortable areas

  Suheil Flores AROD PARTNERS REALTY

  2600 Euston Rd, Winter Park, FL 32789
• 

  /2

  $312,000 Sold Oct 16, 2025

  1921 Dartmouth Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 987 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Below List Price
  • $316/SF
  • 76 Days On Market

  Current Estimated Value $324,009

  Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  1921 Dartmouth Ave, Winter Park, FL 32789
• 

  /2

  Est $209,762 Not Listed For Sale

  1250 S Denning Dr Unit 124, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 903 Sq Ft
  • Built 1967

  1250 S Denning Dr Unit 124, Winter Park, FL 32789

  Last Sold Summary

  • 7% Above List Price
  • $217/SF
  • 26 Days On Market

  • Last Sold Price $196,000
  • Sep 17, 2024

  Last Listing Agent Lacey Laird 7 WAVES REAL ESTATE
• 

  

  /29

  $539,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  1261 Indiana Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Tucked in the heart of Harper Place, this 3-bedroom, 2.5 bath end unit townhome 1,660 sq ft of light-filled, low maintenance living in a thriving Winter Park location. The main level features a spacious living and dining room combo plus a separate family room and kitchen-perfect for entertaining. The kitchen includes a gas cooktop and range, granite

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  1261 Indiana Ave, Winter Park, FL 32789
• 

  /2

  $3,000,000 Sold Aug 18, 2025

  1730 Winchester Dr, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,080 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Below List Price
  • $735/SF
  • 313 Days On Market

  Current Estimated Value $2,998,184

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1730 Winchester Dr, Winter Park, FL 32789
• 

  

  /30

  Est $211,050 Not Listed For Sale

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  Last Sold Summary

  • 1% Below List Price
  • $224/SF
  • 6 Days On Market

  • Last Sold Price $214,000
  • Apr 18, 2024

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY
• 

  

  /36

  $619,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  259 E Canton Ave Unit 259, Winter Park, FL 32789

  Under contract-accepting backup offers. Experience elevated living in this rare fifth-floor corner residence, perfectly positioned just one block from the iconic Park Avenue in the heart of Winter Park. With sweeping views of the downtown skyline and abundant natural light from multiple exposures, this residence offers an exceptional blend of comfort, elegance, and location.The thoughtfully

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  259 E Canton Ave Unit 259, 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 $2,124,039

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

  1554 Lake Knowles Cir, Winter Park, FL 32789
• 

  /2

  Est $331,223 Not Listed For Sale

  700 Melrose Ave Unit H3, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  700 Melrose Ave Unit H3, Winter Park, FL 32789

  Last Sold Summary

  • 11% Below List Price
  • $347/SF
  • 6 Days On Market

  • Last Sold Price $372,500
  • Oct 15, 2024

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
• 

  

  /51

  $589,000

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  423 Ololu Dr, Winter Park, FL 32789

  Welcome to this beautifully remodeled two story home in one of Winter Park’s most desirable upscale neighborhoods, offering timeless charm, modern upgrades, and no HOA restrictions. Completely renovated in 2019, this property features a newer roof, windows, A/C system, electrical, plumbing, driveway, and a fully fenced yard with a private entry gate, along with fresh exterior & interior repaint

  Jill Healey KELLER WILLIAMS WINTER PARK

  423 Ololu Dr, 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 $1,639,104

  Last Listing Agent Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789
• 

  

  /21

  Est $294,340 Not Listed For Sale

  700 Melrose Ave Unit E1, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,035 Sq Ft
  • Built 1964

  700 Melrose Ave Unit E1, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $297/SF
  • 49 Days On Market

  • Last Sold Price $307,000
  • May 15, 2024

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

Showing Results 401 - 440, Page 11 of 18