Winter Park, FL homes for sale & real estate

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NEW 9 HRS AGO

ABOUT THIS HOME
Winter Park, FL Homes for Sale
Welcome home to the Berrington by OLO Builders. The main living area is full of windows and provides an abundance of natural light. It is an open concept and has plenty of room for entertaining. The kitchen has a large island, plenty of cabinet space, and a large pantry. Just off the kitchen is a drop zone (mudroom) that leads to a big storage closet, half bath, and laundry room, which are all right off the garage as well. The upstairs hosts another family/loft area (that can be built as an additional bedroom), a full bathroom, two bedrooms, and a primary suite that includes a large bathroom with a separate toilet room and a walk-in closet with a window for more natural light. Choose from a

$966,125

3 beds2.5 baths2,030 sq ft

Berrington Plan, Winter Park, FL 32792

Open concept • Large island • Large pantry

Listing provided by Zillow

NEW 24 HRS AGO

ABOUT THIS HOME
Winter Park, FL Homes for Sale
RARE OPPORTUNITY TO OWN A GREAT HOME IN WINTER PARK! MOTIVATED SELLER! Check out this spacious 3 bedroom, 3 bathroom home almost 1800 sq. ft. The home offers a great layout with abundant natural light, comfortable living spaces and timeless design elements. Enjoy central Florida living in one of Winter Park's most established neighborhoods, walking distance to dining, shopping, parks and top-rated schools. If you are an investor looking for a rare gem this will be a GREAT opportunity for you!

$425,000

3 beds2 baths1,794 sq ft

900 Carver St, Winter Park, FL 32789

5,994 sq ft lot • Built 1954

ABOUT THIS HOME
Winter Park, FL Homes for Sale
Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total squa

$1,150,000

4 beds3 baths2,635 sq ft

1611 Walnut Ave, Winter Park, FL 32789

Old winter park • Soaring ceilings • Large lanai

ABOUT THIS HOME
Winter Park, FL Homes for Sale
Excellent opportunity to own this First-floor, 2-bedroom, 1/1-bath condo in a Conveniently location close to healthy centers, excellent schools, restaurants and shopping with easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport. This unit offers a cozy living/dining area with sliding doors leading to a private balcony that includes extra storage.

$99,900

2 beds1.5 baths1,085 sq ft

126 Scottsdale Sq #126, Winter Park, FL 32792

First-floor condo • Extra storage • Private balcony

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ABOUT THIS HOME
Winter Park, FL Homes for Sale
Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and

$2,599,000

6 beds6 baths3,946 sq ft

560 Country Club Dr, Winter Park, FL 32789

Upgraded boat lift • Open dining area • Oversized boat dock

Property at Berrington Plan, Winter Park, FL 32789, 3 beds, 2.5 baths

$870,125

3 beds2.5 baths2,030 sq ft

Berrington Plan, Winter Park, FL 32789

Listing provided by Zillow

Property at 1821 Pinetree, Winter Park, FL 32789, 5 beds, 6.5 baths

$7,490,000

5 beds6.5 baths5,006 sq ft

1821 Pinetree, Winter Park, FL 32789

(305) 549-8183

Property at 2350 Cady Way, Winter Park, FL 32792, 4 beds, 2 baths

$575,000

4 beds2 baths1,854 sq ft

2350 Cady Way, Winter Park, FL 32792

Property at 1573 Lawndale Cir, Winter Park, FL 32792, 3 beds, 2 baths

$369,000

3 beds2 baths1,446 sq ft

1573 Lawndale Cir, Winter Park, FL 32792

Property at 824 Garrett Ct, Winter Park, FL 32792, 4 beds, 2 baths

$449,000

4 beds2 baths1,738 sq ft

824 Garrett Ct, Winter Park, FL 32792

Property at 2361 Mulbry Dr, Winter Park, FL 32789, 4 beds, 4 baths

$2,395,000

4 beds4 baths3,111 sq ft

2361 Mulbry Dr, Winter Park, FL 32789

Property at Aldin Plan, 9w4t0b Winter Park, FL 32789, 3 beds, 2 baths

$822,125

3 beds2 baths1,542 sq ft

Aldin Plan, 9w4t0b Winter Park, FL 32789

Listing provided by Zillow

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

$399,000

3 beds2 baths1,592 sq ft

1566 Lawndale Cir, Winter Park, FL 32792

Property at 1436 Auburn Green Loop, Winter Park, FL 32792, 3 beds, 2 baths

$358,000

3 beds2 baths1,415 sq ft

1436 Auburn Green Loop, Winter Park, FL 32792

Property at 1336 College Pt, Winter Park, FL 32789, 4 beds, 4 baths

$4,595,000

4 beds4 baths3,181 sq ft

1336 College Pt, Winter Park, FL 32789

Property at 2811 Eastern Pkwy, Winter Park, FL 32789, 3 beds, 2 baths

$665,000

3 beds2 baths1,433 sq ft

2811 Eastern Pkwy, Winter Park, FL 32789

Property at 640 N Park Ave #5, Winter Park, FL 32789, 1 bed, 1 bath

$450,000

1 bed1 bath673 sq ft

640 N Park Ave #5, Winter Park, FL 32789

Property at 300 Carolina Ave #201, Winter Park, FL 32789, 2 beds, 2 baths

$739,000

2 beds2 baths1,305 sq ft

300 Carolina Ave #201, Winter Park, FL 32789

Property at 2430 Chantilly Ave, Winter Park, FL 32789, 4 beds, 4 baths

$1,665,000

4 beds4 baths2,916 sq ft

2430 Chantilly Ave, Winter Park, FL 32789

Property at 851 Miles Ave #13, Winter Park, FL 32789, 2 beds, 1 bath

$219,000

2 beds1 bath808 sq ft

851 Miles Ave #13, Winter Park, FL 32789

Property at 315 E New England Ave #7, Winter Park, FL 32789, 2 beds, 2 baths

$1,675,000

2 beds2 baths1,511 sq ft

315 E New England Ave #7, Winter Park, FL 32789

Property at 503 W Canton Ave, Winter Park, FL 32789, 3 beds, 2.5 baths

$1,157,000

3 beds2.5 baths2,342 sq ft

503 W Canton Ave, Winter Park, FL 32789

Property at 2665 Tierra Cir, Winter Park, FL 32792, 4 beds, 2 baths

$539,000

4 beds2 baths1,885 sq ft

2665 Tierra Cir, Winter Park, FL 32792

Property at 1600 Palmer Ave, Winter Park, FL 32789, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths2,550 sq ft

1600 Palmer Ave, Winter Park, FL 32789

Property at 1914 Bonanza Ct, Winter Park, FL 32792, 3 beds, 2 baths

$435,000

3 beds2 baths1,727 sq ft

1914 Bonanza Ct, Winter Park, FL 32792

Property at 1347 Orchid Ave, Winter Park, FL 32789, 4 beds, 2 baths

$449,900

4 beds2 baths1,490 sq ft

1347 Orchid Ave, Winter Park, FL 32789

Property at 2503 Versailles Ave, Winter Park, FL 32789, 5 beds, 5 baths

$2,775,000

5 beds5 baths4,026 sq ft

2503 Versailles Ave, Winter Park, FL 32789

Property at 1531 Lawndale Cir, Winter Park, FL 32792, 3 beds, 2 baths

$386,000

3 beds2 baths1,300 sq ft

1531 Lawndale Cir, Winter Park, FL 32792

Property at 2632 Mandan Trl, Winter Park, FL 32789, 4 beds, 2.5 baths

$799,900

4 beds2.5 baths2,441 sq ft

2632 Mandan Trl, Winter Park, FL 32789

Property at 785 Mcintyre Ave #785, Winter Park, FL 32789, 3 beds, 2.5 baths

$625,000

3 beds2.5 baths2,015 sq ft

785 Mcintyre Ave #785, Winter Park, FL 32789

Property at 5047 Ferncrest Dr, Winter Park, FL 32792, 4 beds, 2 baths

$339,000

4 beds2 baths1,242 sq ft

5047 Ferncrest Dr, Winter Park, FL 32792

Property at 1489 Aster Ct, Winter Park, FL 32792, 3 beds, 2 baths

$650,000

3 beds2 baths2,227 sq ft

1489 Aster Ct, Winter Park, FL 32792

Property at 1213 Lindenwood Ln, Winter Park, FL 32792, 4 beds, 2 baths

$750,000

4 beds2 baths2,505 sq ft

1213 Lindenwood Ln, Winter Park, FL 32792

Property at 5357 Orange Ave, Winter Park, FL 32792, 3 beds, 2 baths

$404,990

3 beds2 baths1,356 sq ft

5357 Orange Ave, Winter Park, FL 32792

Property at 875 W Lyman Ave, Winter Park, FL 32789, 2 beds, 2 baths

$475,000

2 beds2 baths760 sq ft

875 W Lyman Ave, Winter Park, FL 32789

Property at 1780 Bryan Ave, Winter Park, FL 32789, 4 beds, 2 baths

$800,000

4 beds2 baths1,617 sq ft

1780 Bryan Ave, Winter Park, FL 32789

Property at 613 Orange Tree Ct #507, Maitland, FL 32751, 3 beds, 2 baths

$243,000

3 beds2 baths1,256 sq ft

613 Orange Tree Ct #507, Maitland, FL 32751

Property at 1985 Japonica Rd, Winter Park, FL 32792, 4 beds, 2 baths

$659,900

4 beds2 baths2,096 sq ft

1985 Japonica Rd, Winter Park, FL 32792

Property at 714 Denton Rd, Winter Park, FL 32792, 3 beds, 3 baths

$449,900

3 beds3 baths1,786 sq ft

714 Denton Rd, Winter Park, FL 32792

Property at 2189 Sussex Rd, Winter Park, FL 32792, 4 beds, 2.5 baths

$395,000

4 beds2.5 baths1,776 sq ft

2189 Sussex Rd, Winter Park, FL 32792

Property at 473 Fletcher Pl, Winter Park, FL 32789, 5 beds, 5.5 baths

$3,250,000

5 beds5.5 baths4,296 sq ft

473 Fletcher Pl, Winter Park, FL 32789

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Based on information submitted to the MLS GRID as of Mon Dec 22 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.

Average home prices near Winter Park, FL

Cities

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$329,000
Kissimmee homes for sale
$340,000
Oviedo homes for sale
$460,100
Winter Garden homes for sale
$632,400
Apopka homes for sale
$450,000
Lake Mary homes for sale
$569,900
Deltona homes for sale
$325,000

Neighborhoods
Zip Codes

Audubon Park homes for sale
$641,400
Virginia Heights homes for sale
$3,142,500
Winter Park Downtown Historic District homes for sale
College Park homes for sale
$792,450
Winter Park Pines homes for sale
$564,000
Windsong homes for sale
$3,499,000
Baldwin Park homes for sale
$705,000
Downtown Maitland homes for sale
$525,000
Orwin Manor homes for sale
$880,000
North Orange homes for sale
$259,500

Winter Park, FL real estate trends

All Home Types trends in Winter Park, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$765,000

-9.47% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Winter Park, FL

$765,000

-9.47%

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