Pending Listings in Winter Park, FL

105 homes

Sort:

Recommended

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Winter Park, FL:
Under contract-accepting backup offers. Back on Market- Buyer Financing fell through--Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half Baths, volume ceilings, pristine travertine marble floors and an abundance of natural light throughout. Enjoy green outlooks through every window. Eat-in kitchen with quartz countertops, separate coffee bar, and stainless-steel appliances. Formal dining room (or flex room) overlooking a patio/atrium. Fre

$649,000

3 beds2.5 baths1,951 sq ft

595 Huntington Ave #4, Winter Park, FL 32789

Formal dining room • Eat in kitchen • Separate coffee bar

PENDING

ABOUT THIS HOME
Pending Listing in Winter Park, FL:
Under contract-accepting backup offers. Nestled on a quiet street in one of Winter Park's most desirable neighborhoods, this home blends timeless elegance with modern comfort. This stunning residence offers a perfect combination of sophistication and functionality, making it the ideal place to call home. Boasting three bedrooms, three baths and plenty of flex space, this residence spans over 2,500 square feet and sits on a generous . 27-acre lot, offering room to grow and make it your own. The open-concept floor plan seamlessly connects the living, dining and kitchen areas, creating a welcoming atmosphere for entertaining. The large primary suite offers a walk-in closet, dual sinks, a stand

$935,000

3 beds3 baths2,515 sq ft

2129 Fosgate Dr, Winter Park, FL 32789

Private pool • Spacious backyard • Mature landscaping

PENDING

ABOUT THIS HOME
Pending Listing in Winter Park, FL:
Under contract-accepting backup offers. Welcome to 2825 Mulford Avenue, 'Memorable Mulford, ' a charming two-bedroom, two-bath bungalow ideally located in Winter Park. Blending classic character with thoughtful updates, this move-in-ready home is just minutes from shopping, dining and top-rated schools. Inside, you’ll find a bright, inviting layout with spacious living areas highlighted by beautiful hardwood floors and recessed lighting. The well-designed kitchen connects to a versatile bonus room—perfect for a dining area, office or playroom. Recent improvements include a newer roof (2021), new A/C unit and updated plumbing and electrical systems. Outside, a spacious lanai is i

$675,000

2 beds2 baths1,249 sq ft

2825 Mulford Ave, Winter Park, FL 32789

Newer roof • Recessed lighting • Versatile bonus room

PENDING

ABOUT THIS HOME
Pending Listing in Winter Park, FL:
Under contract-accepting backup offers. Welcome to this beautifully updated condo (that lives like a townhouse) in Winter Park! * * One or more photos have been virtually staged * * Move-in ready and designed for comfort and convenience, this home offers a functional two-story layout with modern upgrades throughout. Recent improvements include new Luxury Vinyl Plank flooring, fresh interior and exterior paint, a 2022 roof, and a 2019 HVAC system, ensuring peace of mind for years to come. Plus the HOA takes care of ALL major repairs & improvements including the roof, exterior maintenance, pest control and all common areas. .. and water/sewer/trash is also covered in the monthly

$205,000

2 beds1.5 baths1,281 sq ft

4928 Tangerine Ave, Winter Park, FL 32792

Breakfast nook • Updated townhouse • Updated kitchen

PENDING

ABOUT THIS HOME
Pending Listing in Winter Park, FL:
Under contract-accepting backup offers. This beauty just got a Great NEW PRICE!!! Check out this stylish (and now even MORE Affordable) townhouse in beautiful Winter Park! Featuring both an upstairs AND a downstairs bedroom plus 2 FULL baths, a covered patio, and a fenced yard for added privacy and outdoor enjoyment. Conveniently located in Winter Park and just minutes to Full Sail University! Inside, you’ll find an open floor plan with vaulted ceilings and a cozy wood-burning fireplace. Along with an updated kitchen, updated bathrooms, and all solid-surface flooring (ceramic tile and luxury vinyl flooring) so no carpet anywhere! A versatile floor-plan with a large living/great roo

$199,000

2 beds2 baths1,120 sq ft

607 Saint Johns Ct #607, Winter Park, FL 32792

Open floor plan • Fenced yard • Private patio

Property at 715 Via Bella, Winter Park, FL 32789, 5 beds, 4 baths

$2,219,000

5 beds4 baths4,328 sq ft

715 Via Bella, Winter Park, FL 32789

Property at 382 Perth Ln, Winter Park, FL 32792, 3 beds, 2 baths

$515,000

3 beds2 baths1,277 sq ft

382 Perth Ln, Winter Park, FL 32792

Property at 3002 George Mason Ave #3, Winter Park, FL 32792, 2 beds, 2.5 baths

$109,500

2 beds2.5 baths1,085 sq ft

3002 George Mason Ave #3, Winter Park, FL 32792

Property at 2380 Shadowland Loop, Winter Park, FL 32792, 3 beds, 2.5 baths

$455,000

3 beds2.5 baths2,076 sq ft

2380 Shadowland Loop, Winter Park, FL 32792

Property at 2478 Whitehall Cir, Winter Park, FL 32792, 3 beds, 2 baths

$650,000

3 beds2 baths2,256 sq ft

2478 Whitehall Cir, Winter Park, FL 32792

Property at 3632 Upper Union Rd, Orlando, FL 32814, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,707 sq ft

3632 Upper Union Rd, Orlando, FL 32814

Property at 1620 Howell Branch Rd, Winter Park, FL 32789, 3 beds, 4 baths

$675,000

3 beds4 baths1,984 sq ft

1620 Howell Branch Rd, Winter Park, FL 32789

Property at 2464 Lotafun Ave, Winter Park, FL 32789, 4 beds, 3 baths

$430,000

4 beds3 baths1,804 sq ft

2464 Lotafun Ave, Winter Park, FL 32789

Property at 7706 Waunatta Ct, Winter Park, FL 32792, 5 beds, 3 baths

$975,000

5 beds3 baths3,858 sq ft

7706 Waunatta Ct, Winter Park, FL 32792

Property at 255 Stirling Ave, Winter Park, FL 32789, 4 beds, 3.5 baths

$3,100,000

4 beds3.5 baths3,635 sq ft

255 Stirling Ave, Winter Park, FL 32789

Property at 700 Melrose Ave Unit J 23, Winter Park, FL 32789, 1 bed, 1 bath

$235,000

1 bed1 bath772 sq ft

700 Melrose Ave Unit J 23, Winter Park, FL 32789

Property at 224 Lewfield Cir, Winter Park, FL 32792, 2 beds, 2 baths

$179,900

2 beds2 baths953 sq ft

224 Lewfield Cir, Winter Park, FL 32792

Property at 1450 Chestnut Ave, Winter Park, FL 32789, 3 beds, 3.5 baths

$1,095,000

3 beds3.5 baths1,942 sq ft

1450 Chestnut Ave, Winter Park, FL 32789

Property at 2500 Lee Rd #243, Winter Park, FL 32789, 1 bed, 1 bath

$160,000

1 bed1 bath645 sq ft

2500 Lee Rd #243, Winter Park, FL 32789

Property at 2708 Lion Heart Rd, Winter Park, FL 32792, 3 beds, 2 baths

$525,000

3 beds2 baths1,785 sq ft

2708 Lion Heart Rd, Winter Park, FL 32792

Property at 1566 Lawndale Cir, Winter Park, FL 32792, 3 beds, 2 baths

$395,900

3 beds2 baths1,592 sq ft

1566 Lawndale Cir, Winter Park, FL 32792

Property at 130 W Kings Way, Winter Park, FL 32789, 5 beds, 3 baths

$1,499,900

5 beds3 baths3,145 sq ft

130 W Kings Way, Winter Park, FL 32789

Property at 419 W Morse Blvd, Winter Park, FL 32789, 3 beds, 3.5 baths

$1,950,000

3 beds3.5 baths3,027 sq ft

419 W Morse Blvd, Winter Park, FL 32789

Property at 200 Saint Andrews Blvd #101, Winter Park, FL 32792, 1 bed, 1 bath

$150,000

1 bed1 bath727 sq ft

200 Saint Andrews Blvd #101, Winter Park, FL 32792

Property at 1996 Indiana Ave, Winter Park, FL 32789, 2 beds, 1 bath

$250,000

2 beds1 bath818 sq ft

1996 Indiana Ave, Winter Park, FL 32789

Property at 3034 Stanfield Ave, Orlando, FL 32814, 4 beds, 3.5 baths

$994,900

4 beds3.5 baths2,603 sq ft

3034 Stanfield Ave, Orlando, FL 32814

Property at 1550 Ridgewood Ave, Maitland, FL 32751, 3 beds, 2 baths

$499,000

3 beds2 baths1,760 sq ft

1550 Ridgewood Ave, Maitland, FL 32751

Property at 1116 Fairway Dr, Winter Park, FL 32792, 3 beds, 2 baths

$499,900

3 beds2 baths1,738 sq ft

1116 Fairway Dr, Winter Park, FL 32792

Property at 770 Carver St, Winter Park, FL 32789, 4 beds, 1.5 baths

$375,000

4 beds1.5 baths1,248 sq ft

770 Carver St, Winter Park, FL 32789

Property at 1835 Karolina Ave, Winter Park, FL 32789, 4 beds, 3.5 baths

$864,020

4 beds3.5 baths2,662 sq ft

1835 Karolina Ave, Winter Park, FL 32789

Property at 1571 Lasbury Ave, Winter Park, FL 32789, 4 beds, 3 baths

$1,699,999

4 beds3 baths2,749 sq ft

1571 Lasbury Ave, Winter Park, FL 32789

Property at 240 Cambridge Blvd, Winter Park, FL 32789, 3 beds, 2 baths

$525,000

3 beds2 baths1,630 sq ft

240 Cambridge Blvd, Winter Park, FL 32789

Property at 1926 Natalen Rd, Winter Park, FL 32792, 3 beds, 2 baths

$649,900

3 beds2 baths1,469 sq ft

1926 Natalen Rd, Winter Park, FL 32792

Property at 1000 S Semoran Blvd #608, Winter Park, FL 32792, 2 beds, 2 baths

$129,900

2 beds2 baths1,049 sq ft

1000 S Semoran Blvd #608, Winter Park, FL 32792

Property at 320 Granada Dr, Winter Park, FL 32789, 3 beds, 2 baths

$360,200

3 beds2 baths1,401 sq ft

320 Granada Dr, Winter Park, FL 32789

Property at 100 S Interlachen Ave Unit 410F, Winter Park, FL 32789, 2 beds, 1 bath

$549,000

2 beds1 bath901 sq ft

100 S Interlachen Ave Unit 410F, Winter Park, FL 32789

Property at 1339 Monte Ln, Winter Park, FL 32792, 4 beds, 2 baths

$487,700

4 beds2 baths2,200 sq ft

1339 Monte Ln, Winter Park, FL 32792

Property at 1710 Aster Dr, Winter Park, FL 32792, 3 beds, 2 baths

$449,000

3 beds2 baths1,664 sq ft

1710 Aster Dr, Winter Park, FL 32792

Property at 2608 Dora Ct, Winter Park, FL 32792, 4 beds, 4 baths

$485,000

4 beds4 baths2,000 sq ft

2608 Dora Ct, Winter Park, FL 32792

Property at 7104 Wrenwood Way, Winter Park, FL 32792, 4 beds, 2 baths

$464,900

4 beds2 baths1,778 sq ft

7104 Wrenwood Way, Winter Park, FL 32792

Property at 7449 Daniel Webster Dr #3, Winter Park, FL 32792, 2 beds, 2.5 baths

$109,900

2 beds2.5 baths1,085 sq ft

7449 Daniel Webster Dr #3, Winter Park, FL 32792

Viewing page 2 of 3

Based on information submitted to the MLS GRID as of Tue Nov 25 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Winter Park

There are currently 105 pending listings for sale in Winter Park at a median listing price of $840K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Park stay on the market for 93 days and receive 5 offers. Popular neighborhoods include Audubon Park, Virginia Heights, Garden Acres, Winter Park Downtown Historic District, College Park, Winter Park Pines, Windsong, Baldwin Park, Downtown Maitland, and Orwin Manor. This map is refreshed with the newest listings in Winter Park every 15 minutes.

In the past month, 51 homes have been sold in Winter Park. In addition to houses in Winter Park, there were also 66 condos, 15 townhouses, and 2 multi-family units for sale in Winter Park last month. Winter Park is a minimally walkable city in Orange County with a Walk Score of 44. Winter Park is home to approximately 27,958 people and 25,253 jobs. Find your dream home in Winter Park using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Park are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Park. Our Winter Park real estate stats and trends will give you more information about home buying and selling trends in Winter Park. If you're looking to sell your home in the Winter Park area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Park with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Winter Park, FL

Neighborhoods

Zip Codes

Nearby Cities

Nearby Cities with Pending Listings

Nearby Neighborhoods with Pending Listings

More to explore in Winter Park, FL

How to buy a house in Winter Park, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.