Homes in ZIP Code 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
/45
$2,724 per month
- 2 Beds
- 1 Bath
- 1,140 Sq Ft
- Condo for Rent
1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789

Feel at home in this cozy and inviting 2-bedroom, 1-bathroom home, ideal for couples, small families, or solo travelers looking to explore Central Florida.This charming property offers a full kitchen with stainless steel appliances, a full bathroom with a walk-in shower, and a free washer and dryer. There is also an outdoor sitting area.Free parking is available for up to two vehicles. A

1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
/2
$520,000 Sold Mar 31, 2025

1810 Taylor Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,396 Sq Ft
- Built 1977
Last Sold Summary
- 1% Below List Price
- $372/SF
- 0 Days On Market
Current Estimated Value $532,311

Last Listing Agent Julia Dalessandro FANNIE HILLMAN & ASSOCIATES

1810 Taylor Ave, Winter Park, FL 32789

/2
Est $1,258,062 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,377 Sq Ft
1782 Mondrian Cir, Winter Park, FL 32789

1782 Mondrian Cir, Winter Park, FL 32789

/14
$2,289,000 New Construction
- 5 Beds
- 4.5 Baths
- 3,334 Sq Ft
2722 Eastern Pkwy, Winter Park, FL 32789

Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the

Christopher Christensen ONE LUXURY INTERNATIONAL LLC

2722 Eastern Pkwy, Winter Park, FL 32789
/36
$4,950 per month
- 4 Beds
- 2.5 Baths
- 2,406 Sq Ft
- House for Rent
1580 Oakhurst Ave, Winter Park, FL 32789

Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are

Lisa Gould KELLER WILLIAMS WINTER PARK

1580 Oakhurst Ave, Winter Park, FL 32789
/2
$3,950,000 Sold Jun 17, 2025

33 Eastwind Ln, Maitland, FL 32751
- 5 Beds
- 4.5 Baths
- 4,715 Sq Ft
- Built 2024
Last Sold Summary
- $838/SF
- 0 Days On Market
Current Estimated Value $3,791,052

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

33 Eastwind Ln, Maitland, FL 32751

/8
Est $951,243 Not Listed For Sale
- 1 Bed
470 W Comstock Ave, Winter Park, FL 32789

470 W Comstock Ave, Winter Park, FL 32789

/41
$1,190,000 Open Sat 2PM - 4PM
- 3 Beds
- 2.5 Baths
- 2,557 Sq Ft
1150 Kenwood Ave, Winter Park, FL 32789

Nestled in the heart of Winter Park, this exquisite 3-bedroom, 2.5-bath residence offers 2,557 square feet of beautifully designed living space along with a spacious 2-car garage. Situated on a charming, tree-lined brick street just minutes from Park Avenue, the home’s first level includes a welcoming living room, versatile bonus/flex space, dining room with built-ins, a well-appointed kitchen,

JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

1150 Kenwood Ave, Winter Park, FL 32789
/12
$1,700 per month
- 2 Beds
- 1 Bath
- 1,197 Sq Ft
- House for Rent
1518 Pinewood Dr, Winter Park, FL 32789

Discover this delightful 2-bedroom, 1-bath bungalow perfectly situated at the intersection of Winter Park and College Park. This home offers convenient access to major hospitals and roadways, placing you just minutes away from downtown Orlando, 25 minutes from Disney World, 15 minutes from Universal Studios, and 20 minutes from MCO Airport. Enjoy nearby shopping and dining options within a

1518 Pinewood Dr, Winter Park, FL 32789
/2
$1,645,000 Sold May 20, 2025

681 Balmoral Rd, Winter Park, FL 32789
- Land
- 1.14 Acres
- $1,442,982 per Acre
Last Sold Summary
- 17% Below List Price
- 55 Days On Market
Current Estimated Value $1,609,583

Last Listing Agent Chris Burden EPIC REAL ESTATE ADVISORS LLC

681 Balmoral Rd, Winter Park, FL 32789

/41
Est $1,562,041 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,287 Sq Ft
1005 S Pennsylvania Ave, Winter Park, FL 32789

1005 S Pennsylvania Ave, Winter Park, FL 32789

/2
$580,000 Pending
- 4 Beds
- 2 Baths
- 1,808 Sq Ft
1740 Anzle Ave, Winter Park, FL 32789

Under contract-accepting backup offers. PROPERTY AS-IS - Perfect for a fix-and-flip or new construction. Nestled in the heart of Winter Park’s coveted 32789 ZIP code, this stunning new possibility offers the epitome of luxury living in one of Central Florida’s most coveted neighborhoods. The current structure is being approved for demolition, and the 30-day public notice has been completed. This

Freddy DeCoster GOYAL & DECOSTER REALTY

1740 Anzle Ave, Winter Park, FL 32789
/12
$1,399 per month
- 2 Beds
- 1 Bath
- 660 Sq Ft
- Townhouse for Rent
1502 Michigan Ave Unit B, Winter Park, FL 32789

Tucked along tree-lined Michigan Avenue, Unit B offers a bright, easygoing retreat in a quiet Winter Park setting near parks, shops, and local favorites. Inside, you’ll find a comfortable layout with flexible living space, a practical kitchen, and thoughtful touches that make day-to-day life simple. Natural light, neutral finishes, and a relaxed flow create an inviting backdrop for your style.

Steve Simpson 407 PROPERTIES

1502 Michigan Ave Unit B, Winter Park, FL 32789
/2
$3,200,000 Sold Apr 30, 2025

1833 Loch Berry Rd, Winter Park, FL 32789
- 5 Beds
- 5 Baths
- 4,770 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $671/SF
- 5 Days On Market
Current Estimated Value $2,912,426

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

1833 Loch Berry Rd, Winter Park, FL 32789

/2
Est $750,668 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,628 Sq Ft
1421 Wooddale Ave, Winter Park, FL 32789

1421 Wooddale Ave, Winter Park, FL 32789

/55
$1,369,950
- 4 Beds
- 4 Baths
- 3,474 Sq Ft
952 Moss Ln, Winter Park, FL 32789

Back on market at no fault of the seller! Brand new Roof and HVAC systems 2025. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 3-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s

Terry Connors THE SHOP REAL ESTATE CO.

952 Moss Ln, Winter Park, FL 32789
/20
$5,960 per month
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit ID1032296P, Winter Park, FL 32789

Feel at home in this tiny home with private space in the heart of Winter Park, Florida. This beautiful home is the perfect retreat for families, couples, or friends seeking a relaxing and comfortable stay.This home features three spacious queen bedrooms, a full bathroom with a walk-in shower, and a quaint farmhouse-styled studio with a queen bed and a full bathroom with a walk-in shower. The

2007 Cornell Ave Unit ID1032296P, Winter Park, FL 32789
/2
$228,000 Sold Jun 27, 2025

1979 Staunton Ave, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 736 Sq Ft
- Built 1948
Last Sold Summary
- 24% Below List Price
- $310/SF
- 16 Days On Market
Current Estimated Value $234,534

Last Listing Agent Michael Kara CORBELO LLC

1979 Staunton Ave, Winter Park, FL 32789

/2
Est $426,124 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,214 Sq Ft
620 Killarney Bay Ct Unit 2, Winter Park, FL 32789

620 Killarney Bay Ct Unit 2, Winter Park, FL 32789

/45
$1,770,000
- 5 Beds
- 4.5 Baths
- 3,533 Sq Ft
617 Worthington Dr, Winter Park, FL 32789

WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivating stone façade and a private backyard oasis featuring a saltwater, heated pool and spa with water

Kelly Price KELLY PRICE & COMPANY LLC

617 Worthington Dr, Winter Park, FL 32789
/41
$8,500 per month
- 4 Beds
- 3 Baths
- 2,476 Sq Ft
- House for Rent
300 Killarney Dr, Winter Park, FL 32789

Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney

Kelly Price KELLY PRICE & COMPANY LLC

300 Killarney Dr, Winter Park, FL 32789
/2
$199,900 Sold Nov 03, 2025

2500 Lee Rd Unit 134, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Built 1969
Last Sold Summary
- 5% Below List Price
- $310/SF
- 130 Days On Market
Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

2500 Lee Rd Unit 134, Winter Park, FL 32789

/2
Est $591,554 Not Listed For Sale
- 18 Beds
- 18 Baths
- 1,852 Sq Ft
875 Miles Ave Unit 4, Winter Park, FL 32789

875 Miles Ave Unit 4, Winter Park, FL 32789

/100
$6,600,000 New Construction
- 4 Beds
- 4.5 Baths
- 4,636 Sq Ft
2661 Vía Tuscany, Winter Park, FL 32789

CALLING HIGHEST AND BEST BY 09/26/2025!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMSIntroducing 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

Prescilla Vazquez PV LUXURY GROUP PA

2661 Vía Tuscany, Winter Park, FL 32789
/27
$1,500 per month
- 2 Beds
- 1 Bath
- 851 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 212, Winter Park, FL 32789

Welcome to Lakeside Manor on beautiful Lake Killarney! This charming 2 bedroom, 1 bathroom second-floor condo offers tranquil living in one of Central Florida’s most desirable areas. Enjoy a serene, park-like setting right outside your door and access to breathtaking sunset views from the private community dock.Just minutes from Park Ave, Rollins College, Mills District, top dining,

2500 Lee Rd Unit 212, Winter Park, FL 32789
/19
$172,000 Sold May 23, 2025

700 Melrose Ave Unit E24, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 787 Sq Ft
- Built 1964
Last Sold Summary
- 14% Below List Price
- $219/SF
- 164 Days On Market
Current Estimated Value $179,813

Last Listing Agent Susan Dering HOMEVEST REALTY

700 Melrose Ave Unit E24, Winter Park, FL 32789

/89
Est $1,308,497 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,252 Sq Ft
3629 Midiron Dr, Winter Park, FL 32789

3629 Midiron Dr, Winter Park, FL 32789

/30
$750,000
- 5 Beds
- 3 Baths
- 2,472 Sq Ft
2612 Roxbury Rd, Winter Park, FL 32789

SELLER MOTIVATED!! CONTRIBUTING $10,000 FLEX CASH!!! Potential of an extra one percent for closing costs, just ask your agent!!A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows

Laura Mcadams EXP REALTY LLC

2612 Roxbury Rd, Winter Park, FL 32789
/9
$2,100 per month
- 2 Beds
- 1 Bath
- 850 Sq Ft
- Apartment for Rent
367 Holt Ave, Winter Park, FL 32789

Live steps away from everything Winter Park and all it has to give! Ideally located just around the corner from Rollins College and two blocks from the shops, restaurants, and cafes of Park Avenue. Perfect for College, professionals, or anyone who wants to enjoy the walkable lifestyle of this sought-after neighborhood. The owner is responsible for landscaping, the water bill, and pest control.

Michelle Ingrassia LPT REALTY, LLC

367 Holt Ave, Winter Park, FL 32789
/2
$266,000 Sold Nov 19, 2025

1500 Gay Rd Unit 9B, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
- Built 1972
Last Sold Summary
- 1% Below List Price
- $259/SF
- 5 Days On Market
Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

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

/2
Est $385,321 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,536 Sq Ft
230 Killarney Bay Ct Unit 3, Winter Park, FL 32789

230 Killarney Bay Ct Unit 3, Winter Park, FL 32789

/52
$1,195,000
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
100 S Interlachen Ave Unit 404, Winter Park, FL 32789

Welcome to The Cloisters, an exclusive lakefront enclave located in the heart of Winter Park, offering a rare combination of walkability, lakefront serenity, and bespoke design. Situated on the fourth floor, this fully reimagined residence is the result of a meticulous, full-scale renovation by W Designs LTD and has never been occupied. A striking entry sets the tone with a black-and-white

Drew Henner PREMIER SOTHEBY'S INTL. REALTY

100 S Interlachen Ave Unit 404, Winter Park, FL 32789
/49
$9,000 per month
- 4 Beds
- 5 Baths
- 3,478 Sq Ft
- House for Rent
1350 Lyndale Blvd, Winter Park, FL 32789

Gorgeous, Custom & recently renovated! This home features 4 bedrooms, 3 full baths & 2 half baths. Spacious, light & bright with 10’ ceilings, Brazilian cherry floors, and a gourmet kitchen. The kitchen is a chef's dream and perfect for entertaining. It boasts natural wood cabinets, large center island, dual fuel six-burner range, wine fridge and a built-in refrigerator. It overlooks a casual

Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

1350 Lyndale Blvd, Winter Park, FL 32789
/2
$245,900 Sold Aug 11, 2025

195 Sandlewood Trail Unit 2, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 1,132 Sq Ft
- Built 1986
Last Sold Summary
- 5% Below List Price
- $217/SF
- 2 Days On Market
Current Estimated Value $250,811

Last Listing Agent Matt Merdian MERDIAN REALTY LLC

195 Sandlewood Trail Unit 2, Winter Park, FL 32789

/44
Est $875,039 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,513 Sq Ft
1403 Michigan Ave, Winter Park, FL 32789

1403 Michigan Ave, Winter Park, FL 32789

/3
$250,000
- 2 Beds
- 1 Bath
- 818 Sq Ft
1996 Indiana Ave, Winter Park, FL 32789

Investors/builders, here is your next project. This oversized lot (6,957 sf) on a dead-end street is perfect for our next investment opportunity. With a Winter Park address, this lot contains a spectacular location. In the bustling area of College Park/Winter Park, this lot sits near the main campus of Advent Health, the museums of Orlando, shopping on Park Avenue, and fine dining at the new

Herb Baird, Jr MARKET CONNECT REALTY LLC

1996 Indiana Ave, Winter Park, FL 32789
/45
$2,800 per month
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- House for Rent
1055 Cherokee Ave, Winter Park, FL 32789

Completely renovated home for RENT located next to Winter Park Village! No HOA! Come park your RV, boat, or vehicles on the two beautifully paved private driveways. This home features new porcelain tile floor throughout and wooden floors in the bedrooms. New interior paint, new kitchen cabinets, new light fixtures, newer roof from 2018 and AC is from 2022. New granite countertops with a waterfall

Rafael Casallas, Pa EMPIRE NETWORK REALTY

1055 Cherokee Ave, Winter Park, FL 32789
/2
$725,000 Sold May 13, 2025

1570 Grove Terrace, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,663 Sq Ft
- Built 1991
Last Sold Summary
- $436/SF
Current Estimated Value $732,584

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

1570 Grove Terrace, Winter Park, FL 32789

/43
Est $1,086,993 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,310 Sq Ft
1780 Mondrian Cir, Winter Park, FL 32789

1780 Mondrian Cir, Winter Park, FL 32789

Showing Results 121 - 160, Page 4 of 18

Florida Orange County Winter Park 32789

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