Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
3 Bedroom Homes in Winter Park, FL
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

116 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

3 Bedroom Homes in Winter Park, FL

3 Bedroom Homes in Winter Park, FL

Hide Map
24 of 116 Listings
Map

3 Bedroom Homes in Winter Park, FL

24 of 116 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2913 Clever Lane — photoNew8Active

    $425,000

    3 bd · 3 ba · 1,907 sqft

    2913 Clever Lane, Winter Park, FL

    HELEN WELLS · MAXREV, LLC

  2. 5468 Bracken Ct — photoNew25Active

    $309,000

    3 bd · 3 ba · 1,602 sqft

    5468 Bracken Ct, Winter Park, FL

    James Hogan · EXP REALTY LLC

  3. 7536 Village Green Dr — photoNewOpen house Sun, Oct 25 · 1:00 PM35Active

    $479,900

    3 bd · 2 ba · 1,647 sqft

    7536 Village Green Dr, Winter Park, FL

    Karen Bagwell · RE/MAX TOWN & COUNTRY REALTY

  4. 2640 Beverly Ave — photo29Active

    $305,000

    3 bd · 1 ba · 1,216 sqft

    2640 Beverly Ave, Winter Park, FL

    Celeste Martinez · REAL BROKER, LLC

  5. 1740 Puritan Ave — photo16Active

    $329,000

    3 bd · 2 ba · 1,229 sqft

    1740 Puritan Ave, Winter Park, FL

    Brenda Brooks · KELLER WILLIAMS REALTY SMART 1

  6. 3409 Ferndell Dr — photo30Active

    $415,900

    3 bd · 2 ba · 1,412 sqft

    3409 Ferndell Dr, Winter Park, FL

    Veronica Lewis · LPT REALTY, LLC

  7. 1931 Aster Dr — photo30Active

    $575,000

    3 bd · 3 ba · 2,031 sqft

    1931 Aster Dr, Winter Park, FL

    Farah Bloom · KELLER WILLIAMS WINTER PARK

  8. 148 Oak Grove Rd — photo41Active

    $320,000

    3 bd · 2 ba · 1,156 sqft

    148 Oak Grove Rd, Winter Park, FL

    Kelly Althof · CENTRAL FLORIDA REALTY EXPERTS

  9. 216 Lewfield Cir #216 — photo25Active

    $230,000

    3 bd · 2 ba · 1,268 sqft

    216 Lewfield Cir #216, Winter Park, FL

    Vicki Bray-Fagan, LLC · WATSON REALTY CORP

  10. 2356 Shadowland Loop — photo42Active

    $460,000

    3 bd · 3 ba · 2,076 sqft

    2356 Shadowland Loop, Winter Park, FL

    Lisa Gould · KELLER WILLIAMS WINTER PARK

  11. 2219 Winter Woods Blvd — photo23Active

    $479,999

    3 bd · 3 ba · 1,776 sqft

    2219 Winter Woods Blvd, Winter Park, FL

    Bryan Rhoads · LKV REALTY, LLC

  12. 1399 Aloma Ave — photo30Active

    $575,000

    3 bd · 2 ba · 1,804 sqft

    1399 Aloma Ave, Winter Park, FL

    Nancy Bagby · FANNIE HILLMAN & ASSOCIATES

  13. 1320 Buckingham Rd — photo20Active

    $449,000

    3 bd · 2 ba · 1,388 sqft

    1320 Buckingham Rd, Winter Park, FL

    Matthew Brown · PALLADIUM INVESTMENTS INC

  14. 1407 Broad Wing Ln — photo41Active

    $491,000

    3 bd · 3 ba · 2,308 sqft

    1407 Broad Wing Ln, Winter Park, FL

    Roger Michaels · R MICHAELS REALTY LLC

  15. 1462 Siciliano Pt — photo14Active

    $325,000

    3 bd · 3 ba · 1,628 sqft

    1462 Siciliano Pt, Winter Park, FL

    Selena Rivera · NONA LEGACY POWERED BY LA ROSA

  16. 518 Gilbert Rd — photo48Active

    $649,000

    3 bd · 2 ba · 1,573 sqft

    518 Gilbert Rd, Winter Park, FL

    Monika Kenney · PALMANO GROUP RE BROKERAGE LLC

  17. 112 Bell Pl — photo31Active

    $575,000

    3 bd · 2 ba · 2,253 sqft

    112 Bell Pl, Winter Park, FL

    Cara Edwards · ALL REAL ESTATE & INVESTMENTS

  18. 310 Granada Dr — photo27Active

    $350,000

    3 bd · 2 ba · 1,344 sqft

    310 Granada Dr, Winter Park, FL

    Milton James · COLDWELL BANKER REALTY

  19. 7560 Aloma Pines Ct — photoPrice Reduced23Active

    $355,000

    3 bd · 3 ba · 1,866 sqft

    7560 Aloma Pines Ct, Winter Park, FL

    Jessica Macias · KELLER WILLIAMS ADVANTAGE III

  20. 100 S Interlachen Ave #401 — photo25Active

    $850,000

    3 bd · 2 ba · 1,639 sqft

    100 S Interlachen Ave #401, Winter Park, FL

    Mary Colton · FANNIE HILLMAN & ASSOCIATES

  21. 712 Baffie Ave — photoPrice Reduced16Active

    $424,900

    3 bd · 1 ba · 1,304 sqft

    712 Baffie Ave, Winter Park, FL

    George Bateman, III · RP INVESTMENT REALTY LLC

  22. 7498 Aloma Pines Ct — photoPrice Reduced39Active

    $355,000

    3 bd · 3 ba · 1,872 sqft

    7498 Aloma Pines Ct, Winter Park, FL

    Marian Coaxum · KELLER WILLIAMS REALTY AT THE PARKS

  23. 1003 Golfside Dr — photo28Active

    $769,900

    3 bd · 3 ba · 2,145 sqft

    1003 Golfside Dr, Winter Park, FL

    Lina Paeres · QP HOMES REALTY LLC

  24. 1660 Orange Ave — photo61Active

    $479,900

    3 bd · 2 ba · 1,614 sqft

    1660 Orange Ave, Winter Park, FL

    Gaby Murillo · EXP REALTY LLC

12…5

About 3 Bedroom Homes in Winter Park, FL

3 Bedroom Homes in Winter Park, FL: 116 active listings as of October 20, 2026, 14:42 UTC.

Property types among these 116 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence7262.1%
Townhouse2824.1%
Condominium1512.9%

Explore Winter Park homes

By price

  • Homes Under $200K
  • Homes Under $300K
  • Homes Under $400K
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

realMLS (Northeast Florida Multiple Listing Service)
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-19 15:30:33 UTC
Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
  • Homes Under $500K
  • Homes Under $600K
  • Homes Under $700K
  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Homes Under $1.25M
  • Homes Under $1.5M
  • Homes Under $1.75M
  • Homes Under $2M
  • Homes Under $2.25M
  • Homes Under $2.5M
  • Homes Over $3M
  • Luxury Homes
  • By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes
    • Condos

    By feature

    • New Construction Homes
    • Homes with a Pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Winter Park, FL community profile

    Population
    31,855
    Median income
    $98,252
    Housing units
    15,404
    People per sq. mi.
    1,409.5
    Area
    22.6 sq. mi.

    Source: HJN community data

    Winter Park housing market

    September 2026

    Winter Park 12-month median sale price trend

    Selling at 97.9% of asking price

    Buyers here are paying below asking. MLS · 84 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $566,750$404,625–$1,046,250 typical range
    Price per sq. ft.
    $342
    Sales
    108
    Paid in cash
    43.5%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $630,000
    Homes for sale
    383
    Median days on market
    18 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    27.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,731 sq. ft.