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Winter Park New Homes For Sale & Winter Park FL Real Estate

New Home For Sale $1,499,000

1830 Pineview Cir, Winter Park, FL 32792

View Details 54 Photos

On Market For 2 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2843
Year Built
2024
$/SqFt
$527

Located just a short walk from Phelps Park, the YMCA, and Lakemont Elementary, and only a quick drive from Winter Park’s top shops and restaurants, this Barefoot Brothers masterpiece presents a rare opportunity to own a thoughtfully designed, luxurious home in a prime location. MLS#O6236875. KELLER WILLIAMS WINTER PARK.

New Home For Sale $909,000

1917 S Lakemont Ave, Winter Park, FL 32792

View Details 19 Photos

On Market For 11 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2051
Year Built
2024
$/SqFt
$443

Access to Winter Park's esteemed school district enhances the allure of this exceptional community. MLS#O6238835. KELLER WILLIAMS WINTER PARK.

New Home For Sale $1,990,000

2139 Blossom Ln, Winter Park, FL 32789

View Details 9 Photos

On Market For 16 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
3174
Year Built
2025
$/SqFt
$627

New Home For Sale $995,000

1417 Miller Ave, Winter Park, FL 32789

View Details 3 Photos

On Market For 16 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2002
Year Built
2025
$/SqFt
$497

No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops. MLS#O6240798. CORCORAN PREMIER REALTY.

New Home For Sale $995,000

1417.5 Miller Ave, Winter Park, FL 32789

View Details 3 Photos

On Market For 16 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2002
Year Built
2025
$/SqFt
$497

Pended $1,798,000

501 Country Club Dr, Winter Park, FL 32789

View Details 58 Photos

On Market For 14 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2857
Year Built
2024
$/SqFt
$629

Don’t miss your chance to own this exceptional property—schedule your private tour today! MLS#O6241123. THE AGENCY ORLANDO.

New Home For Sale $1,500,000

2015 Summerfield Rd, Winter Park, FL 32792

View Details 43 Photos

On Market For 17 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
2958
Year Built
1957
$/SqFt
$507

Kenilworth Shores - Don’t miss your chance to own a piece of the American Dream—schedule your private tour today. MLS#O6240903. EXP REALTY LLC.

New Home For Sale $4,250,000

1229 Via Del Mar, Winter Park, FL 32789

View Details 67 Photos

On Market For 18 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
4596
Year Built
2024
$/SqFt
$925

Tuscany Terrace - An exquisite Luxury Estate in one of Central Florida's most dynamic areas! MLS#O6239426. KELLER WILLIAMS REALTY AT THE PARKS.

New Home For Sale $949,000

1919 S Lakemont Ave, Winter Park, FL 32792

View Details 19 Photos

On Market For 18 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2085
Year Built
2024
$/SqFt
$455

Benefit from access to Winter Park's esteemed school district, enhancing the allure of this exceptional community. MLS#O6238841. KELLER WILLIAMS WINTER PARK.

New Home For Sale $1,590,000

840 W. Comstock Ave., Winter Park, FL 32789

Reduced By $60,000

View Details 39 Photos

On Market For 23 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2350
Year Built
2024
$/SqFt
$677

Schedule your visit today and fall in love with this dreamy home! MLS#O6238899. COLDWELL BANKER RESIDENTIAL RE.

New Home For Sale $879,000

1915 S Lakemont Ave, Winter Park, FL 32792

View Details 22 Photos

*POTENTIAL GREAT VALUE

On Market For 23 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2104
Year Built
2024
$/SqFt
$418

Access to Winter Park's esteemed school district enhances the allure of this exceptional community. MLS#O6226388. KELLER WILLIAMS WINTER PARK.

Pended $1,750,000

2025 Loch Berry Rd, Winter Park, FL 32792

View Details 39 Photos

On Market For 24 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
3620
Year Built
2024
$/SqFt
$483

Kenilworth Shores - the convenience of nearby parks, trails, and the cultural charm of Park Avenue, all while residing in a neighborhood that the luxury of Winter Park’s finest without the premium zip code. MLS#O6238423. BEYCOME OF FLORIDA LLC.

New Home For Sale $3,295,000

1730 Winchester Dr, Winter Park, FL 32789

View Details 18 Photos

On Market For 37 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
4080
Year Built
1958
$/SqFt
$808

Schedule your private tour today to see this stunning property in person! MLS#O6235073. KELLER WILLIAMS WINTER PARK.

New Home For Sale $875,000

1776 Mondrian Cir, Winter Park, FL 32789

View Details 46 Photos

On Market For 44 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2193
Year Built
2022
$/SqFt
$399

Discover the perfect blend of luxury and convenience at Lake Killarney Townhomes—your new home awaits. MLS#O6232885. COLDWELL BANKER RESIDENTIAL RE.

New Home For Sale $1,199,000

1321 Suffolk Road, Winter Park, FL 32789

Reduced By $50,000

View Details 51 Photos

On Market For 64 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
2274
Year Built
2024
$/SqFt
$527

Why not have it all? Schedule a private showing today. MLS#O6224920. PREMIER SOTHEBY'S INTL. REALTY.

New Home For Sale $1,199,900

1840 Biscayne Dr, Winter Park, FL 32789

View Details 34 Photos

On Market For 64 Days

Bedrooms
5
Full Bath(s)
3
Sq. Ft.
2641
Year Built
2024
$/SqFt
$454

Karolina On Killarney - Plus this home's location provides easy access to I-4 and Orlando's world-famous theme parks, which are approximately 30 minutes away. MLS#O6226190. CHARLES RUTENBERG REALTY ORLANDO.

New Home For Sale $1,495,000

629 Country Club Dr, Winter Park, FL 32789

View Details 2 Photos

On Market For 67 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2858
Year Built
2025
$/SqFt
$523

Lake Killarney Shores - Make an appointment today before this amazing home is gone. MLS#O6225144. CLASSIC HOMES.

New Home For Sale $1,699,995

3031 Northwood Blvd, Winter Park, FL 32789

Reduced By $100,000

View Details 12 Photos

On Market For 75 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
2978
Year Built
2024
$/SqFt
$571

Northwood Terrace - Seller willing to buy 1 point down on buyers loan. MLS#O6223922. BALDWIN PARK REALTY LLC.

New Home For Sale $1,249,000

501 W Canton Ave # 501, Winter Park, FL 32789

Reduced By $46,000

View Details 31 Photos

On Market For 88 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2372
Year Built
2022
$/SqFt
$527

One or more of the photos have been virtually staged*** MLS#O6220260. FANNIE HILLMAN & ASSOCIATES.

Pended $1,575,000

627 Country Club Dr, Winter Park, FL 32789

View Details 5 Photos

On Market For 94 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2858
Year Built
2024
$/SqFt
$551

Lake Killarney Shores - Make an appointment today before this amazing home is gone. MLS#O6218203. CLASSIC HOMES.

New Home For Sale $1,449,000

2408 Lafayette Ave, Winter Park, FL 32789

Reduced By $40,000

View Details 50 Photos

On Market For 99 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2838
Year Built
2024
$/SqFt
$511

Winter Park Village - Don't miss the chance to turn this dream home into your own reality —schedule a private tour today and step into the lifestyle you've been envisioning. Your ideal home awaits! MLS#O6216221. PREMIER SOTHEBYS INT'L REALTY.

New Home For Sale $1,400,000

858 Douglas Ave, Winter Park, FL 32789

View Details 46 Photos

On Market For 106 Days

Bedrooms
4
Full Bath(s)
3
Sq. Ft.
2334
Year Built
2024
$/SqFt
$600

Don't miss your chance to own this premier home in Winter Park! MLS#V4936864. SUMMER WIND REALTY CENTRAL FL.

New Home For Sale $5,695,000

698 N New York Ave, Winter Park, FL 32789

View Details 3 Photos

On Market For 110 Days

Bedrooms
4
Full Bath(s)
4
Sq. Ft.
5096
Year Built
2025
$/SqFt
$1,118

Price is subject to change through construction. MLS#O6211406. CORCORAN PREMIER REALTY.

New Home For Sale $5,500,000

1660 Palmer Ave, Winter Park, FL 32789

View Details 46 Photos

On Market For 77 Days

Bedrooms
5
Full Bath(s)
6
Sq. Ft.
5636
Year Built
2024
$/SqFt
$976

Comstock Park - Close to ICC, WPRC, Phelps Park/YMCA and Park Avenue. MLS#O6209613. PREMIER SOTHEBY'S INTL. REALTY.

New Home For Sale $899,500

1905 S Lakemont Ave, Winter Park, FL 32792

View Details 33 Photos

On Market For 117 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2066
Year Built
2024
$/SqFt
$435

Access to Winter Park's esteemed school district enhances the allure of this exceptional community. MLS#O6210889. KELLER WILLIAMS WINTER PARK.

New Home For Sale $2,495,000

2412 Chantilly Ave, Winter Park, FL 32789

Reduced By $300,000

View Details 63 Photos

On Market For 135 Days

Bedrooms
5
Full Bath(s)
6
Sq. Ft.
4500
Year Built
2024
$/SqFt
$554

Winter Park Village - Experience the pinnacle of luxury living with this exceptional new construction home.
Brought to you by https://my.matterport.com/show/?m=hii6iJs7gyG MLS#O6206511. COMPASS FLORIDA LLC.

New Home For Sale $4,250,000

985 Lincoln Cir, Winter Park, FL 32789

View Details 19 Photos

On Market For 163 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
3660
Year Built
2024
$/SqFt
$1,161

Call now to schedule your meeting with the Builder and get started on your new home! MLS#O6193386. UNITED REAL ESTATE PREFERRED.

New Home For Sale $3,890,000

1820 Glencoe Rd, Winter Park, FL 32789

View Details 7 Photos

On Market For 179 Days

Bedrooms
5
Full Bath(s)
5
Sq. Ft.
4055
Year Built
2025
$/SqFt
$959

Room Feature: Linen Closet In Bath (Primary Bedroom). MLS#O6191966. CORCORAN PREMIER REALTY.

New Home For Sale $3,150,000

1833 Loch Berry Rd, Winter Park, FL 32789

View Details 12 Photos

On Market For 199 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
4770
Year Built
2024
$/SqFt
$660

Kenilworth Shores - Don’t miss your opportunity to own this stunning Winter Park home. MLS#O6185001. COMPASS FLORIDA, LLC.

New Home For Sale $919,000

1907 S Lakemont Ave, Winter Park, FL 32792

Reduced By $30,900

View Details 42 Photos

On Market For 201 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2063
Year Built
2024
$/SqFt
$445

Benefit from access to Winter Park's esteemed school district, enhancing the allure of this exceptional community. MLS#O6185675. KELLER WILLIAMS WINTER PARK.

New Home For Sale $6,995,000

1210 Via Capri, Winter Park, FL 32789

Reduced By $375,000

View Details 27 Photos

On Market For 205 Days

Bedrooms
6
Full Bath(s)
6
Sq. Ft.
6774
Year Built
2024
$/SqFt
$1,033

Cloister Grove - Please inquire with the list agent for further details. MLS#O6183317. PREMIER SOTHEBY'S INTL. REALTY.

New Home For Sale $1,725,000

1101 Kenwood Ave, Winter Park, FL 32789

Reduced By $150,000

View Details 57 Photos

On Market For 230 Days

Bedrooms
3
Full Bath(s)
2
Sq. Ft.
2955
Year Built
2024
$/SqFt
$584

Dixie Terrace - Schedule your private showing today and be among the first to experience the charm and luxury of this exceptional residence! MLS#O6172852. CORCORAN PREMIER REALTY.

New Home For Sale $999,900

1929 S Lakemont Ave, Winter Park, FL 32792

Reduced By $100

View Details 15 Photos

On Market For 248 Days

Bedrooms
3
Full Bath(s)
3
Sq. Ft.
2085
Year Built
2023
$/SqFt
$480

Benefit from access to Winter Park's renowned school district, adding to the appeal of this remarkable community. MLS#O6135942. KELLER WILLIAMS WINTER PARK.

Pended $1,600,000

281 Brewer Ave, Winter Park, FL 32789

Reduced By $300,000

View Details 60 Photos

*POTENTIAL GREAT VALUE

On Market For 310 Days

Bedrooms
5
Full Bath(s)
4
Sq. Ft.
4029
Year Built
2022
$/SqFt
$397

Home comes with a ONE-YEAR BUILDERS WARRANTY! Schedule a private tour today! MLS#O6087208. KELLER WILLIAMS REALTY AT THE PARKS.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407 718 3706 and speak with one of our real estate consultants.