Recently Sold Homes near Winter Park High

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  $329,900 Sold Dec 23, 2024

  • 709 Sq Ft
  • $465/SF
  • 99 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1981

  500 N Pennsylvania Ave Unit E, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a

  Lila Amalbert LPT REALTY, LLC

  500 N Pennsylvania Ave Unit E, Winter Park, FL 32789
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  $240,000 Sold Dec 23, 2024

  • 1,010 Sq Ft
  • $238/SF
  • 143 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  1920 Woodcrest Dr Unit 10, Winter Park, FL 32792

  *Reintroducing* 1920 Woodcrest Drive. Great location in quaint Winter Park in a beautifully manicured community! Low maintenance and worry free, this 2-bed, 2-bath condo features 1,010 square feet of living space. The open layout connects the living, dining, and kitchen areas while both bedrooms have en-suite bathrooms. The primary bathroom was remodeled in 2023. The kitchen has newer appliances

  Paul Giles COMPASS FLORIDA LLC

  1920 Woodcrest Dr Unit 10, Winter Park, FL 32792
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  $710,000 Sold Dec 20, 2024

  • 1,746 Sq Ft
  • $407/SF
  • 19 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  2703 Summerfield Rd, Winter Park, FL 32792

  Welcome to this beautifully updated home, located in the highly desirable town of Winter Park. Every detail has been thoughtfully designed for modern living, starting with the freshly painted exterior, new mulch, vibrant plants, and custom-tiled entry. Inside, you'll find fresh paint, new lighting, ceiling fans, and hardware throughout, with luxury vinyl plank flooring in the main areas and guest

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  2703 Summerfield Rd, Winter Park, FL 32792
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  $615,000 Sold Dec 20, 2024

  • 2,722 Sq Ft
  • $226/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  8309 Amber Oak Dr, Orlando, FL 32817

  Stunning Miller's Cove estate home offers the perfect blend of privacy, style, and convenience. Thoughtfully designed with open living spaces, this custom residence spans 2,722 square feet and features three bedrooms, an office, an upstairs bonus loft, and two and a half baths. It also includes an attached single-car garage and an additional detached single-car garage, providing ample space for

  JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

  8309 Amber Oak Dr, Orlando, FL 32817
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  $372,700 Sold Dec 20, 2024

  • 1,823 Sq Ft
  • $204/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1983

  3237 Black Pine Ave, Winter Park, FL 32792

  Welcome Home to 3237 Black Pine Avenue in Winter Park, Florida. This 4 bedroom and 2 bath home has a NEW roof, NEW windows, updated electrical panel, and is nestled in a cute little neighborhood with an optional HOA! Immediately upon entering the home your eyes will be drawn to the attention to detail throughout the beautifully updated kitchen with cement countertops and porcelain tiles laid in

  Benjamin Gilbert KELLER WILLIAMS REALTY AT THE PARKS

  3237 Black Pine Ave, Winter Park, FL 32792
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  $1,050,000 Sold Dec 20, 2024

  • 2,931 Sq Ft
  • $358/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2004

  4251 Haws Ct, Orlando, FL 32814

  This rare Charleston single style home is located inside the neighborhood of Baldwin Park and sits on one of just a few quiet cul-de-sacs within the neighborhood. This 3/3.5 home offers a spacious and open floor plan that is perfect for entertaining. The foyer opens to a large formal living/dining room combo with gorgeous hardwood floors throughout. The kitchen is appointed with custom white

  Lisa Fleming FANNIE HILLMAN & ASSOCIATES

  4251 Haws Ct, Orlando, FL 32814
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  $450,000 Sold Dec 20, 2024

  • 1,785 Sq Ft
  • $252/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  3241 Raiders Run, Winter Park, FL 32792

  This 3 bedroom, 2 bathroom, block POOL home boasts a highly desirable Winter Park address, & has been lovingly cared for by its current owner for nearly 50 years. Fall in love from the moment you pull up, as the home boasts beautiful curb appeal on the outside & a charming interior. Recent upgrades include a renovated kitchen (2022), NEW ROOF (2020), NEW garage door (2020), NEW laminate flooring

  Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

  3241 Raiders Run, Winter Park, FL 32792
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  $514,000 Sold Dec 20, 2024

  • 1,251 Sq Ft
  • $411/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  4249 Corrine Dr Unit 203, Orlando, FL 32814

  Discover your dream home in this exceptional Baldwin Park condominium! On the second level, this stunning single-story residence features building elevator, two bedrooms, two baths and 1,251 square feet of thoughtfully designed living space. Enjoy an open-concept layout with no carpeting, highlighted by a well-appointed kitchen that seamlessly flows into a spacious family room, ideal for

  JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

  4249 Corrine Dr Unit 203, Orlando, FL 32814
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  $500,000 Sold Dec 20, 2024

  • 1,964 Sq Ft
  • $255/SF
  • 43 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1968

  721 Roughbeard Rd, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to Winter Park! This beautifully maintained 4-bedroom, 2-bathroom home is nestled on a quiet, low-traffic street in the highly sought-after Winter Park Pines neighborhood. Boasting a NEW ROOF and an ideal floor plan, the home features a spacious driveway leading to a welcoming front entry with double doors that open into the heart of the

  Amanda Binns STRICKLAND REALTY GROUP INC

  721 Roughbeard Rd, Winter Park, FL 32792
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  $500,000 Sold Dec 20, 2024

  • 1,140 Sq Ft
  • $439/SF
  • 40 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  1810 Hollywood Ave, Winter Park, FL 32789

  HUGE PRICE ADJUSTMENT...NEARLY $100K!! Owner Is Highly Motivated and Ready To Work With You! This charming Winter Park Bungalow is centrally located in a highly desired area of Winter Park (32789) and is Ready for Immediate Occupancy! Featuring 3 full bedrooms, one bathroom, nearly 1,150 sqft of living area, a covered carport and storage rooms. Beautifully updated and maintained throughout

  David Warren CHARLES RUTENBERG REALTY ORLANDO

  1810 Hollywood Ave, Winter Park, FL 32789
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  $330,000 Sold Dec 20, 2024

  • 1,204 Sq Ft
  • $274/SF
  • 54 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  647 Huntington Ave Unit 8, Winter Park, FL 32789

  Seize the opportunity to own this delightful townhouse within walking distance of downtown Winter Park, where the charm of Park Avenue and the vibrant Rollins College campus await just steps from your door. This two-bedroom, two-and-a-half-bathroom home presents an ideal canvas for creating your haven. As you enter, you'll be welcomed by a well-planned layout featuring a spacious great room with

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  647 Huntington Ave Unit 8, Winter Park, FL 32789
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  $375,000 Sold Dec 20, 2024

  • 1,136 Sq Ft
  • $330/SF
  • 174 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1954

  2408 Laura Place, Orlando, FL 32803

  HOME PRICED BELOW APPRAISED VALUE! Welcome home to this beautiful Colonialtown bungalow, nestled in the sought-after Audubon Park/Winter Park School District. Step inside to find a welcoming floor plan featuring original hardwood floors that lead you into a light-filled living space, seamlessly blending into the updated kitchen and dining area – perfect for entertaining or whipping up your

  Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

  2408 Laura Place, Orlando, FL 32803
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  $1,625,000 Sold Dec 20, 2024

  • Land
  • 0.30 Acre
  • $5,416,667 per Acre

  • 161 Days On Market

  1181 Via Capri, Winter Park, FL 32789

  Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is

  Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  1181 Via Capri, Winter Park, FL 32789
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  $1,625,000 Sold Dec 20, 2024

  • 3,653 Sq Ft
  • $445/SF
  • 172 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1951

  1181 Via Capri, Winter Park, FL 32789

  Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is

  Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  1181 Via Capri, Winter Park, FL 32789
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  $925,000 Sold Dec 20, 2024

  • 2,100 Sq Ft
  • $440/SF
  • 219 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1947

  251 Dana Way, Winter Park, FL 32789

  Welcome to this RARE find on this beautiful brick covered street of Dana Way! This location is in Winter Park Proper and sits on a large 1/4 acre corner lot. The home boasts four bedrooms, three baths and is ready for you to remodel and make your dream home. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park. Immerse yourself in the Winter Park

  Beth Marotte GREENE REALTY OF FLORIDA LLC

  251 Dana Way, Winter Park, FL 32789
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  $369,000 Sold Dec 20, 2024

  • 968 Sq Ft
  • $381/SF
  • 250 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  535 N Interlachen Ave Unit 101, Winter Park, FL 32789

  What’s better than being steps away from Park Avenue and all of the shopping, dining, and charm that downtown Winter Park has to offer? Being able to retreat to your first floor corner unit condo, complete with a designated covered parking spot, Safestep accessible bathtub, natural light in every room, and private patio to enjoy your morning coffee. Andalucia, on the corner of Interlachen and

  Ellen Hencken MILLER GRANT AND COMPANY

  535 N Interlachen Ave Unit 101, Winter Park, FL 32789
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  $425,000 Sold Dec 18, 2024

  • 1,541 Sq Ft
  • $276/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  4528 Trescott Dr, Orlando, FL 32817

  Here is the one you've been waiting for! When you drive up you will immediately be drawn to the wonderful curb appeal of this home, situated on a large lot and the cute front porch welcoming you to come inside. Step inside and note the open floor plan with updated kitchen hosting white cabinets, pantry, Stainless appliances, gas stove, coffee bar, tile backsplash, granite breakfast bar, and open

  Renee Killiri RED BIRD REALTY OF FLORIDA INC

  4528 Trescott Dr, Orlando, FL 32817
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  $460,000 Sold Dec 18, 2024

  • 1,100 Sq Ft
  • $418/SF
  • 33 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1956

  1402 Bessmor Rd, Winter Park, FL 32789

  Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our renovated, stylish, modern 4 bedroom home in the heart of Winter Park! Comfortably blending modern designs with historic charm, it is perfectly situated in a short drive to preeminent downtown of Winter Park and Orlando. like getting lost at Park Avenue and downtown dining, drinking

  SHANNON LEE EXPLORE FLORIDA REALTY SERVICES LLC

  1402 Bessmor Rd, Winter Park, FL 32789
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  $488,500 Sold Dec 18, 2024

  • 1,674 Sq Ft
  • $292/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  3304 Tcu Blvd, Orlando, FL 32817

  One or more photo(s) has been virtually staged. Welcome to this charming home with a cozy fireplace and a beautiful natural color palette throughout. providing a calming and modern ambiance. The kitchen is equipped with accent backsplash, and all stainless steel appliances, ensuring a sleek and high-quality culinary experience. The primary bathroom features double sinks, promoting ease and

  GREGORY BLACKALL VERANDA REALTY GROUP

  3304 Tcu Blvd, Orlando, FL 32817
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  $390,000 Sold Dec 18, 2024

  • 1,919 Sq Ft
  • $203/SF
  • 62 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1959

  3458 Arbutus Ln, Winter Park, FL 32792

  MOTIVATED SELLER, CALL TODAY FOR YOUR PRIVATE TOUR!!! 3 BEDROOM 2 BATH WITH AN EXTERIOR ENTRANCE STUDIO 1 BATH RENTAL UNIT. Welcome to Your Dream Home in Winter Park! This stunning residence is a rare find in one of Winter Park's most sought-after neighborhoods, and it won’t last long! With exceptional schools nearby and a vibrant community at your doorstep, this home perfectly blends comfort and

  Hank Paxson LPT REALTY, LLC

  3458 Arbutus Ln, Winter Park, FL 32792

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