Winter Park, FL Homes for Sale under $900,000

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  $660,000

  • 4 Beds
  • 4 Baths
  • 1,840 Sq Ft

  1016 Aragon Ave, Winter Park, FL 32789

  This "Investment Opportunity" Duplex is centrally located on a quiet tree lined, brick street, close to shopping, restaurants, downtown Winter Park, Rollins College & Mead Gardens. It has a total of 4 Bedrooms, 2 full baths & 2 half baths. Each unit has 2 bedrooms with a Jack & Jill bath, and 1 half bath. Live in one side while a tenant (now occupied) lives in the other.

  Pamela Stewart PALMANO GROUP RE BROKERAGE LLC

  1016 Aragon Ave, Winter Park, FL 32789
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  $695,000

  • 4 Beds
  • 3 Baths
  • 2,312 Sq Ft

  715 S Ranger Blvd, Winter Park, FL 32792

  Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles.The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities,

  Chuck Tolfa DAHLIA REALTY GROUP

  715 S Ranger Blvd, Winter Park, FL 32792
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  /7

  $899,000

  $100K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,731,579 per Acre

  731 Midget Dr, Winter Park, FL 32789

  Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and

  Juliana Usquiano EMPIRE NETWORK REALTY

  731 Midget Dr, Winter Park, FL 32789
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  $710,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  300 Carolina Ave Unit 402C, Winter Park, FL 32789

  Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 402C, Winter Park, FL 32789
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  $635,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  2831 Mulford Ave, Winter Park, FL 32789

  Just Reduced by $20,000! This is your chance to own a beautifully updated Winter Park home at an even better value. Come see it before it’s gone!Rare opportunity to own on one of the most desirable streets in Audubon Park with a coveted Winter Park address. Just a few blocks from East End Market and surrounded by many of Orlando’s Michelin-recognized restaurants, this location offers an

  Patrick Arenson UNITED REAL ESTATE PREFERRED

  2831 Mulford Ave, Winter Park, FL 32789
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  $750,000

  Open Sun 11AM - 2PM $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,673 Sq Ft

  110 Longhorn Rd, Winter Park, FL 32792

  Virtually Staged. Nestled on an OVERSIZED HOMESITE of well over half an acre in the sought-after Lake Ann Estates of Winter Park, this BEAUTIFULLY UPDATED 4-bedroom, 3-bath pool home offers the perfect combination of space, style, and freedom with NO HOA. Surrounded by MATURE LANDSCAPING and offering more than 2,600 SQUARE FEET of thoughtfully designed living space, this single-story residence is

  Jennifer Wemert WEMERT GROUP REALTY LLC

  110 Longhorn Rd, Winter Park, FL 32792
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  $899,000

  • 3 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  1621 Chestnut Ave, Winter Park, FL 32789

  Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of

  Kelly Price KELLY PRICE & COMPANY LLC

  1621 Chestnut Ave, Winter Park, FL 32789
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  /28

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  1871 Bryan Ave, Winter Park, FL 32789

  Opportunity meets location at 1871 Bryan Avenue, a well-positioned Winter Park property offering an approachable entry point into the highly sought-after 32789 area. Set on a 50-by-127-foot lot, the home features 1,210 square feet of living space with a practical layout that can suit a variety of needs, whether you’re purchasing your first home, looking to downsize, or adding a property to your

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1871 Bryan Ave, Winter Park, FL 32789
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  /20

  $714,990

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1741 Lyndale Blvd, Maitland, FL 32751

  Charming Newly Renovated Bungalow in Prime Maitland Location – Move-In Ready with Endless Potential! Discover this beautifully updated 3-bedroom, 2-bath bungalow at 1741 Lyndale Blvd, Maitland, FL 32751 – perfectly positioned on the edge of Winter Park for an unbeatable blend of tranquility and convenience. Freshly renovated and move-in ready, this home offers immediate comfort while situated in

  Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC

  1741 Lyndale Blvd, Maitland, FL 32751
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  $850,000

  $45K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,473,684 per Acre

  1361 Audubon Rd, Maitland, FL 32751

  Incredible opportunity to build your dream home on this exceptional corner lot! Walking distance to Winter Park's Park Ave! Lot is located on the corner of Audubon and Magnolia and is surrounded by gorgeous homes. Audubon Rd is a dead end street with no thru traffic. This Maitland address is one block from Winter Park's 32789 zip code. Lot size 70 x 130. Zoned for top-rated schools including

  Ingrid Livingston COLDWELL BANKER REALTY

  1361 Audubon Rd, Maitland, FL 32751
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  $799,890

  Open Sun 12AM - 2PM $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,959 Sq Ft

  2624 Tuscarora Trail, Maitland, FL 32751

  Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty.The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and

  Lori Wall EXP REALTY LLC

  2624 Tuscarora Trail, Maitland, FL 32751

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