Winter Park, FL Homes for Sale under $800,000

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  /22

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft

  1592 Arbor Park Dr, Winter Park, FL 32789

  This exceptional homesite on Arbor Ridge sits in one of Winter Park's most prestigious and tightly held residential pockets—where elegant estates, mature canopy trees, and enduring property values define the neighborhood. Perfectly positioned, and ready for your vision, the lot places you just two blocks from the Winter Park YMCA and half a mile from highly regarded Lakemont Elementary. The

  David Welch CHARLES RUTENBERG REALTY ORLANDO

  1592 Arbor Park Dr, Winter Park, FL 32789
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  /16

  $575,000

  • 4 Beds
  • 3 Baths
  • 1,745 Sq Ft

  2627 Ambergate Rd, Winter Park, FL 32792

  Welcome home to this beautifully presented 4-bedroom, 3-bath home located in Winter Park Estates. Offering a comfortable single-story layout and solid block construction, this home combines character, functionality, and inviting indoor and outdoor living spaces.Step inside to a spacious living area that flows naturally into the kitchen and adjoining living spaces, creating an excellent layout

  Steven Thetford KELLER WILLIAMS WINTER PARK

  2627 Ambergate Rd, Winter Park, FL 32792
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  /38

  $639,500

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,539 Sq Ft

  2758 Banchory Rd, Winter Park, FL 32792

  FULLY PAID SOLAR PANELS INCLUDED — NO SOLAR LOAN TO ASSUME! A rare added value for the next owner: enjoy the benefits of solar energy with the system included in the sale and no remaining solar panel balance. Welcome to 2758 Banchory Rd, a beautifully maintained 3-bedroom, 2-bath pool home in desirable Winter Park Pines. This charming ranch-style home offers a bright open layout, mature

  Erwin Vargas MR VARGAS PROPERTY MANAGEMENT LLC

  2758 Banchory Rd, Winter Park, FL 32792
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  /30

  $549,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,837 Sq Ft

  1003 Lake Bell Dr, Winter Park, FL 32789

  Rare Waterfront Opportunity in Winter Park! Discover your own slice of Florida paradise with this waterfront gem offering 94 feet of direct canal frontage on Lake Bell for under $550,000!. Tucked away in a peaceful, private setting, yet just minutes from Winter Park’s famed Park Ave, Winter Park Village, College Park and Downtown Orlando with numerous shopping and dining options making this

  Bryan Douglas KELLER WILLIAMS REALTY AT THE PARKS

  1003 Lake Bell Dr, Winter Park, FL 32789
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  /41

  $544,900

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  330 Elkhorn Ct, Winter Park, FL 32792

  330 Elkhorn Ct is a beautifully renovated home located in the highly desired Winter Park Pines community. Freshly updated with a 2025 electric panel, 2025 A/C system, and a 2024 roof, offering modern efficiency, peace of mind, and big-ticket upgrades already taken care of! Inside, you’ll find a bright, open layout with wide-plank flooring, recessed lighting, and a modern neutral color palette

  Neil Chetram LA ROSA REALTY CW PROPERTIES L

  330 Elkhorn Ct, Winter Park, FL 32792
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  /36

  $514,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  1438 Tierra Cir, Winter Park, FL 32792

  Charming, Fully Renovated Pool Home in Sought-After Winter Park. Welcome to this beautifully updated pool home, ideally located in desirable Winter Park—just minutes from premier shopping, dining, and entertainment, with easy access to major roadways for a seamless commute.From the moment you step inside, you’re greeted by a warm, modern aesthetic that blends comfort with style. To the right,

  Tony Nicolas COLDWELL BANKER REALTY

  1438 Tierra Cir, Winter Park, FL 32792
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  /7

  $510,000

  • 3 Beds
  • 2.5 Baths
  • 1,669 Sq Ft

  1061 Aragon Ave, Winter Park, FL 32789

  Excellent Winter Park location! This 3 bedroom 2.5 bath quad-condo LIVES LIKE A PRIVATE 2-STORY HOME, with attached oversized 2 car garage, private patio and back fenced area. (The unit is attached to another only by a common garage wall.) Priced below market value to be sold AS-IS for the seller's convenience and TLC needed. ** One Year AHS Home Warranty included.** Nestled between Denning Dr

  Lois Cox WATSON REALTY CORP

  1061 Aragon Ave, Winter Park, FL 32789
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  /65

  $778,999

  $46K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,164 Sq Ft

  722 S Ranger Blvd, Winter Park, FL 32792

  “PRICE REDUCED,” “TURN-KEY,” “PRIVATE POOL,” “NO HOA,” “RENOVATED,” and “POSSIBLE ADUWelcome to this beautifully renovated 4-bedroom, 3-bathroom home where modern updates, exceptional outdoor living, and true pride of ownership come together. Move-in ready and designed for effortless Florida living, this home offers an incredible combination of style, comfort, and flexibility.Inside,

  Karen Gore CHARLES RUTENBERG REALTY ORLANDO

  722 S Ranger Blvd, Winter Park, FL 32792
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  /5

  $500,000

  • 4 Beds
  • 3 Baths
  • 2,031 Sq Ft

  2054 Eastbrook Blvd, Winter Park, FL 32792

  Check out this private pool home in lovely Winter Park. Offers 4 bedrooms, 3 baths and a 2 car garage. Huge kitchen overlooking family room. Inside laundry room. Fenced backyard. Zoned for Lake Howell High School.

  Melissa Stalzer LPT REALTY, LLC

  2054 Eastbrook Blvd, Winter Park, FL 32792
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  /20

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,277 Sq Ft

  901 Harmon Ave, Winter Park, FL 32789

  Rare opportunity to own a charming Duplex on a corner lot in the heart of Winter Park! Located walking distance to Mead gardens and Orange Ave, and less than a mile from Park Ave. shopping and dining, this incredible investment is positioned for convenience and enjoyment! Across the street is a community garden. Whether you are looking for an investment property to add to your portfolio or a

  Samuel Kingsford STOCKWORTH REALTY GROUP

  901 Harmon Ave, Winter Park, FL 32789
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  /32

  $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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  /38

  $575,000

  • 4 Beds
  • 2 Baths
  • 2,126 Sq Ft

  2641 Carvell Ct, Winter Park, FL 32792

  Modern Ranch Gem on a Corner Lot | 4 Bed | 2 Bath | 2,126 Sq Ft | Screened Pool | No HOA | Winter Park, FLWelcome to this beautiful 4-bedroom, 2-bathroom ranch-style home in Winter Park Estates! Situated on a desirable corner lot with no HOA, this spacious 2,126-square-foot home offers flexibility, comfort, and plenty of room to enjoy Florida living.The inviting floor plan

  Christina Perez CHAMBERLAIN REALTY LLC

  2641 Carvell Ct, Winter Park, FL 32792
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  /48

  $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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  /34

  $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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  /28

  $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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  /49

  $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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  /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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  /34

  $549,000

  $66K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  4392 Wardell Place Unit 201, Orlando, FL 32814

  SIGNIFICANT PRICE IMPORVEMENT!! This exquisite second-floor condo is a rare corner unit beautifully nestled in the heart of Baldwin Park. Boasting 1,434 square feet of living space, the home features a spacious open floor plan with impressive high ceilings and stunning natural light and a wrap-around porch. Brand new luxury vinyl floors run throughout the entire home, which includes three

  Brian Cirillo BALDWIN PARK REALTY LLC

  4392 Wardell Place Unit 201, Orlando, FL 32814
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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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  /34

  $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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