Winter Park, FL 1-Story Homes for Sale

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  $399,900

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  3214 Lowndes Dr, Winter Park, FL 32792

  Solar panels, 2019 roof, and 2019 AC! This beautifully remodeled 3-bedroom, 2-bathroom pool home offers 1,200 sq ft of updated living space in a quiet, friendly neighborhood. Inside, you'll find sleek modern finishes, an open-concept layout, and a kitchen with newer high-quality appliances. Both bathrooms have been tastefully updated with contemporary touches. The private backyard features a

  Jessica Brown MARK SPAIN REAL ESTATE

  3214 Lowndes Dr, Winter Park, FL 32792
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  /23

  $539,900

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  426 S Lakemont Ave, Winter Park, FL 32792

  Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. Lavish Updated Kitchen. Stainless steel appliances. Walk in the pantry. New roof 2018, New energy efficient windows and sliding glass doors, 2020, New Trane AC 2023 and New Attic ventilation fan thermostat / humidistat controlled 2024. New refrigerator. Interior includes fresh

  Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  426 S Lakemont Ave, Winter Park, FL 32792
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  $459,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  1564 Cavendish Rd, Winter Park, FL 32789

  Charming 3BR bungalow in sought-after Orwin Manor with a true bungalow vibe and tons of potential. Updated throughout with original hardwood floors, gas fireplace, granite kitchen, and remodeled bath. The 3rd BR serves well as a guest room, office, or flex space. Spacious fenced yard with wood deck and room for a pool. Once-car garage. Walk to Park Ave, Rollins College, Hannibal Square,

  Julie Wright CHARLES RUTENBERG REALTY ORLANDO

  1564 Cavendish Rd, Winter Park, FL 32789
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  $399,900

  • 4 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  4421 Steed Terrace, Winter Park, FL 32792

  PRICED TO SELL!!!! FIRE DAMAGED HOUSE - LOTS OF POTENTIAL IN THIS WINTER PARK POOL HOME. This is an exciting opportunity for investors or buyers looking for a project! This home offers a blank canvas for renovation. The property is situated in a quiet, family-friendly neighborhood, making it an ideal candidate for full restoration. With required renovations - this blank canvas will become a

  Andrey Bustamante BUSTAMANTE REAL ESTATE INC

  4421 Steed Terrace, Winter Park, FL 32792
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  $960,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  250 Cortland Ave, Winter Park, FL 32789

  Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two-car garage, a

  Alexandra Nordine EXP REALTY LLC

  250 Cortland Ave, Winter Park, FL 32789
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  /19

  $89,900

  • Studio
  • 1 Bath
  • 549 Sq Ft

  3071 George Mason Ave Unit 5, Winter Park, FL 32792

  NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat!Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of comfortable living space in a prime location near UCF and Full Sail University. Perfect for a student, professional, or investor, this move-in-ready unit features tile flooring throughout, making it clean and easy to

  Katherine Bordelon CASTLE & COTTAGE REALTY LLC

  3071 George Mason Ave Unit 5, Winter Park, FL 32792
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  $550,000

  • 3 Beds
  • 2 Baths
  • 1,115 Sq Ft

  720 N Pennsylvania Ave, Winter Park, FL 32789

  Nestled in one of Winter Park’s most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern elegance with everyday comfort. From the moment you step inside, you'll be captivated by the sleek, contemporary finishes, recessed lighting, and stylish fixtures that enhance every space. The open living and dining room combo creates a bright and welcoming atmosphere, perfect for

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  720 N Pennsylvania Ave, Winter Park, FL 32789
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  $749,000

  • 3 Beds
  • 1.5 Baths
  • 2,108 Sq Ft

  5150 Old Howell Branch Rd, Winter Park, FL 32792

  TWO LOTS FOR THE PRICE OF ONE! Live and Work in one place! This property is situated in a prime, high-traffic area with a Winter Park address. It boasts fully renovated office space, including three private offices, two spacious conference rooms, and an additional large office space that can serve as a fourth office or another conference room. Currently zoned for multi-use commercial purposes,

  Sanya Avazpour COMPASS FLORIDA, LLC

  5150 Old Howell Branch Rd, Winter Park, FL 32792
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  $795,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  625 Brechin Dr, Winter Park, FL 32792

  PICTURE PERFECT HOME IN WINTER PARK’S KENILWORTH SHORES! Homes of this quality and preservation hardly come on the market – this immaculately kept, 3-bedroom, 2 bath home offers 1,827 SF and a stunning backyard oasis! Interior offers a spacious living room, dining room, and Florida room. The elongated galley kitchen features beautiful hardwood cabinetry, solid countertops, built-in double ovens,

  Kelly Price KELLY PRICE & COMPANY LLC

  625 Brechin Dr, Winter Park, FL 32792
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  $388,000

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft

  1309 Paradise Ln, Winter Park, FL 32792

  Welcome to Harbour Ridge in charming Winter Park — where there’s no HOA and endless potential!Set on a spacious 1/3-acre fully fenced lot, this property offers plenty of room to play, garden, or relax under the Florida sky. There’s even an oversized shed, ideal for extra storage or the perfect workshop setup.Step inside to discover a beautifully renovated kitchen, complete with modern

  Barbara Mills COLDWELL BANKER REALTY

  1309 Paradise Ln, Winter Park, FL 32792
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  $469,000 Open Fri 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  1710 Aster Dr, Winter Park, FL 32792

  Price improvement!!! Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: NEW Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz

  Dora Siler FOLIO REALTY LLC

  1710 Aster Dr, Winter Park, FL 32792
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  $549,900

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  1116 Fairway Dr, Winter Park, FL 32792

  One or more photos has been virtually staged.Welcome to this beautiful, single-family home in the Golfside Community in Winter Park! This stunning 3-bedroom, 2-bathroom residence offers a living space of 1,738 square feet. When you enter the home, you step right into the family room. To the right of it, you can find the dining room/living room combo, all with stunning light fixtures. The

  Mathew Kelly TURN-KEY MOVES REALTY

  1116 Fairway Dr, Winter Park, FL 32792
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  /34

  $440,000

  • 4 Beds
  • 2 Baths
  • 1,765 Sq Ft

  1621 Puritan Ave, Winter Park, FL 32792

  Down Payment Assistance Available! Welcome to 1621 Puritan Ave, a beautifully renovated pool home located in the highly desirable Winter Park area on the Seminole County side. This property qualifies for multiple down payment assistance programs, making it an excellent opportunity for first-time buyers. Recent upgrades include a new roof (2023), resurfaced pool (2023), and an updated A/C system

  Alejandro Colon PREFERRED REAL ESTATE BROKERS

  1621 Puritan Ave, Winter Park, FL 32792
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  /17

  $274,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  4908 Seminole Ave, Winter Park, FL 32792

  Investor Special! This Winter Park gem is an ideal find for investors or home flippers, with *no HOA* and sturdy block construction for peace of mind. Originally a 3-bedroom, 2-bath layout, the home is currently used as a 4-bedroom, 1-bath due to additional walls added by the previous owner. The second bathroom’s plumbing remains intact, simplifying restoration to the original

  Whitney Kane THE AGENCY ORLANDO

  4908 Seminole Ave, Winter Park, FL 32792
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  /11

  $825,000 Open Sat 11AM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  2128 Sycamore Dr, Winter Park, FL 32789

  MUST SEE! RENOVATED, MOVE-IN READY! Don’t miss this fantastic opportunity to own a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to

  Luis Perez Garcia EXP Realty LLC

  2128 Sycamore Dr, Winter Park, FL 32789
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  /89

  $1,999,993

  • 6 Beds
  • 4 Baths
  • 3,853 Sq Ft

  1451 Lyndale Blvd, Winter Park, FL 32789

  **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
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  $370,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  780 Baffie Ave, Winter Park, FL 32789

  Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

  Melissa Woodman FANNIE HILLMAN & ASSOCIATES

  780 Baffie Ave, Winter Park, FL 32789
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  /19

  $550,000

  • 4 Beds
  • 3 Baths
  • 1,805 Sq Ft

  2627 Ambergate Rd, Winter Park, FL 32792

  This beautiful and remodeled home is turnkey and ready to move in, fully furnished.Investors -- You will love the cash flow upside with this property.Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more.You will enjoy entertaining your guests with this large saltwater pool with cabana, as well as yard space for

  Ryan Minadie COLDWELL BANKER RESIDENTIAL RE

  2627 Ambergate Rd, Winter Park, FL 32792
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  /2

  $999,000

  • 3 Beds
  • 1 Bath
  • 1,045 Sq Ft

  674 W Comstock Ave, Winter Park, FL 32789

  Beautiful Winter Park historic home that's been totally gutted and renovated. Comes complete with new doors, windows, AC, roof, water heater and gas furnace. Impeccable landscaping as well as larger than usual lot. The home is in short walking distance to all of the amenities that Winter Park brings. Close to the community center. Close to downtown Winter Park. Close to the New England Ave

  Frank Baker, Jr KELLER WILLIAMS WINTER PARK

  674 W Comstock Ave, Winter Park, FL 32789
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  $1,450,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,710 Sq Ft

  5236 Lake Howell Rd, Winter Park, FL 32792

  Experience the best of Winter Park living in this stunning new custom-built pool home situated on a generous .29-acre lot just 1.9 miles from Park Avenue. Designed with a modern aesthetic and built to the highest standards, this 4-bedroom, 3-bath residence is a true showcase of craftsmanship and luxury. Step inside to discover a stunning vaulted great room where the kitchen, living, and dining

  Troy Hensley BHHS FLORIDA REALTY

  5236 Lake Howell Rd, Winter Park, FL 32792
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  $1,800,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,246 Sq Ft

  2260 Mulbry Dr, Winter Park, FL 32789

  Pre-Construction. To be built. Price Improvement!!! Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can still pick finishes and style! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8,

  Farah Bloom KELLER WILLIAMS WINTER PARK

  2260 Mulbry Dr, Winter Park, FL 32789
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  /100

  $8,500,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,564 Sq Ft

  2661 Vía Tuscany, Winter Park, FL 32789

  CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern HomeA groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this home follows commercial-grade

  Prescilla Vazquez PV LUXURY GROUP PA

  2661 Vía Tuscany, Winter Park, FL 32789
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  /2

  $5,000

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  7793 Country Place Unit J7, Winter Park, FL 32792

  Foreclosure Auction Ends August 14, 2025 at 11:00 AM EST. Discover this delightful 3-bedroom, 2-bathroom condominium located in the desirable Goldenrod Villas Condo community in Winter Park, FL, offering access to a community pool. The list price is the opening bid for the online auction. Sold As-is with Clear Title. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Jaime L Boone LLC

  7793 Country Place Unit J7, Winter Park, FL 32792
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  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,707 Sq Ft

  3632 Upper Union Rd, Orlando, FL 32814

  Charming and Rare David Weekley Home on Oversized Manor Lot in Baldwin ParkWelcome to 3632 Upper Union Road, Orlando, FL 32814, a beautifully maintained 3-bedroom, 2.5-bath David Weekley Village Home on a rare oversized Manor lot in the heart of Baldwin Park.This 2,707 sqft home exudes classic charm with its Victorian-inspired elevation, inviting full-length front porch, and one of

  Stephen Hachey FLAT FEE MLS REALTY

  3632 Upper Union Rd, Orlando, FL 32814
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  $709,990

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  1655 Sunnyside Dr, Maitland, FL 32751

  Welcome to this one-of-a-kind vintage charmer in the heart of Maitland, Florida! Nestled on a beautifully landscaped corner lot, this 3-bedroom, 2-bathroom historic cottage offers 1,418 square feet of thoughtfully designed living space. Just minutes from downtown Maitland and the vibrant energy of Winter Park, you’ll love the perfect blend of convenience and character this home

  Joseph Sipp KELLER WILLIAMS WINTER PARK

  1655 Sunnyside Dr, Maitland, FL 32751
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  /40

  $1,097,000

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  1901 Lake Sue Dr, Orlando, FL 32803

  One story, 3-bedroom, 3 bath, RENOVATED home with resort-style backyard and screened lap pool is ready to move in to. It features a modern kitchen with a marble Breakfast bar, marble countertops and stainless-steel appliances. An Open floor plan with lots of natural light flowing throughout. The huge primary Bedroom suite with sitting area and private bath, his and hers closets, opens to the

  Pamela Stewart REALCOM REAL ESTATE SERVICES INC

  1901 Lake Sue Dr, Orlando, FL 32803
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  $2,890,000

  • 4 Beds
  • 4.5 Baths
  • 3,837 Sq Ft

  1426 Nottingham St, Orlando, FL 32803

  Straddling the charming and highly desirable Winter Park/Orlando border, this exceptional, newly painted 4-bedroom, 4.5-bath custom home offers an extraordinary living experience. Built with the utmost attention to detail and remodeled by the celebrated Slocum Platts in 2007, this residence sits on an expansive triple lot with 150 feet of frontage and nearly half an acre of lush, professionally

  Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

  1426 Nottingham St, Orlando, FL 32803
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  $389,500

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  2625 Queen Mary Place, Maitland, FL 32751

  Auction Property. Located in desirable Brittany Gardens, this home offers spacious living areas and a smart, open floorplan — perfect for customization and renovation. Step inside to find a large great room, ideal for entertaining. The generously sized master suite features a luxurious bathroom with a soaking tub, separate shower enclosure, and dual vanities. Additional bedrooms are

  Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

  2625 Queen Mary Place, Maitland, FL 32751

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