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Winter Park Homes for Sale

Winter Park, FL is a family friendly, upscale suburban community. The city is located just seven miles northeast of Orlando. Park Avenue has a variety of upscale shops, restaurants, and art galleries. Winter Park Village offers outdoor shopping and restaurants. Popular nightlife attractions include Luma, Prato, Cocina 214, and Boca. Central Park has beautiful fountains, a rose garden, and seasonal events. Homes in Winter Park include condos, townhomes, and single family homes. The city is home to Rollins College, a private coed liberal arts school founded in 1885.

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Explore all properties for sale in Winter Park, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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570 Seminole Drive Winter Park FL 32789

Winter Park, FL570 Seminole Drive

Price$6,500,000

Est. Mortgage: $/month

MLS Number O5439246

  • Land
  • Area 32789 - Winter Park
  • MLS Status Active
  • Subdivision Winter Park Old Town
  • High School Winter Park High

WALK TO FAMED PARK AVENUE FROM THIS EPIC WINTER PARK ESTATE LOT!! This 2.25 acre lake front crown jewel is a once-in-a-lifetime offering of one of Old Winter Park’s most sought after waterfront lots. Situated high above expansive Lake Osceola and only a short walk from famed Park Avenue, this lot, with its prevailing breezes, towering cypress trees and breathtaking eastern facing lake view will inspire visions of the most elegant of estate homes. Located down a long private driveway, just off of quiet brick paved Seminole Drive, this future showcase home site provides the ultimate in secluded privacy in the heart of Old Winter Park. World renowned for its beauty, charm, history and family friendliness, Winter Park's vast canopy of oak trees along its brick roads and stately homes make it among Central Florida's most luxurious communities. Experience Winter Park’s shopping, dining and cultural gem – boasting more than 140 boutiques, sidewalk cafes, and museums. In addition to stylish shops, diverse gourmet dining choices and many unique offerings, you can enjoy special events that include seasonal art shows, concerts, exotic car shows, fashion events and holiday festivities. Build anything that you can imagine at this impressive address...there is simply nothing else like it!

Listing Courtesy of STOCKWORTH REALTY GROUP

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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235 Genius Drive Winter Park FL 32789

Winter Park, FL235 Genius Drive

Price$5,950,000

Est. Mortgage: $/month

MLS Number O5847055

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Address 235 Genius Drive
  • Square Feet 9,425

Listing Courtesy of KELLER WILLIAMS WINTER PARK

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1731 Pinetree Road Winter Park FL 32789

Winter Park, FL1731 Pinetree Road

Price$4,895,000

Est. Mortgage: $/month

MLS Number O5889106

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Address 1731 Pinetree Road
  • Square Feet 7,654

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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300 S Interlachen Avenue Unit: 601 Winter Park FL 32789

MLS Number O5884590

  • Condominium Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Elementary School Audubon Park K-8
  • Co Listing Office Id 261014339

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in dow

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2403 Euston Road Winter Park FL 32789

Winter Park, FL2403 Euston Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number O5887686

  • Land
  • Area 32789 - Winter Park
  • MLS Status Active
  • Co Listing Office Id 261014339
  • Subdivision Glencoe Sub

Bring your seaplane and build your lakefront masterpiece. Situated among million-dollar properties, this is prime waterfront with approximately 432 feet on a private peninsula of spring-fed & pristine Lake Killarney. This is actually two lots (total of 1.514 buildable acreage). Seaplanes land at local favorite Hillstone for lunch and by the evening, the fire pits are lit to watch daylight fade and the stars awaken. This hidden gem is located within proximity to Winter Park's exclusive shopping and dining. Residents can work, play and take advantage of all the nearby cultural offerings. Lake Killarney spans 234 acres & is known for nature watching, scenic strolls, paddleboarding, watersports, waterplanes, elegant waterfront dining at nearby venues and much more. Lake levels are properly maintained with 2 drainage wells. Centrally located - near Winter Park Village, Rollins College, Park Ave Shopping District, Farmers Market, Whole Foods and more. Lake Killarney offers true privacy, with no public access. This property offers land, lifestyle and location. *Sale includes 2 lots: 2401 & 2403 Euston.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

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$
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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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433 E New England Avenue Winter Park FL 32789

MLS Number O5809404

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Square Feet 8,325
  • Year Built 1905

Listing Courtesy of TREE REALTY

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1128 Preserve Point Drive Winter Park FL 32789

MLS Number O5830109

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Square Feet 6,179
  • Year Built 2012

Listing Courtesy of KELLY PRICE & COMPANY LLC

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$
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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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668 W Morse Boulevard Winter Park FL 32789

Winter Park, FL668 W Morse Boulevard

Price$3,485,000

Est. Mortgage: $/month

MLS Number O5815144

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Square Feet 5,819
  • Year Built 2020

Listing Courtesy of PHIL KEAN REAL ESTATE LLC

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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639 N Park Avenue Winter Park FL 32789

Winter Park, FL639 N Park Avenue

Price$3,465,000

Est. Mortgage: $/month

MLS Number V4912283

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Address 639 N Park Avenue
  • Square Feet 4,244

Listing Courtesy of BEE REALTY CORP

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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650 Clay Street Winter Park FL 32789

MLS Number O5852283

  • Commercial
  • Area 32789 - Winter Park
  • Address 650 Clay Street
  • Subdivision Lawndale Annex
  • Square Feet 12,287

List Price includes 3 parcels: This listing includes two other Parcels that are all being sold together. Parcel 12-22-29-5000-04-040, which is a parking lot that serves as this parcel's parking lot. Parcel 12-22-29-5000-04-011, is a one-story building also owned by the seller. See MLS Listing #o5852270 for further details of the additional property. Both buildings and parking lot comprise the SE corner of Fairbanks and Clay.

Listing Courtesy of WEICHERT REALTORS HALLMARK PROPERTIES

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1788 W Fairbanks Avenue Unit: A Winter Park FL 32789

MLS Number O5852270

  • Commercial
  • Area 32789 - Winter Park
  • Subdivision Lawndale Annex
  • Square Feet 12,287
  • Year Built 1952

List Price is for 3 Parcels: This listing includes two other Parcels that are all being sold together. Parcel 12-22-29-5000-04-040, which is a parking lot that serves as this parcel's parking lot. Parcel 12-22-29-5000-04-050, is a two-story building also owned by the seller. See MLS Listing#O5852283 for further details. Both buildings are ADA compliant.

Listing Courtesy of WEICHERT REALTORS HALLMARK PROPERTIES

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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125 S Interlachen Avenue Unit: 6 Winter Park FL 32789

MLS Number O5863273

  • Single Family Residential
  • Area 32789 - Winter Park
  • MLS Status Active
  • Square Feet 4,160
  • Year Built 2020

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 Listing information courtesy of My Florida Regional MLS DBA Stellar MLS © 2020. All listing information is deemed reliable but not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify properties for potential purchase.