3-Bedroom Homes for Sale in Winter Park, FL

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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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  $386,500

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

  1975 Staunton Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an Investor! Fantastic location! Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar

  Marion McGrath ABSOLUTE REALTY GROUP, LLC

  1975 Staunton Ave, Winter Park, FL 32789
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  /30

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,167 Sq Ft

  726 N Pennsylvania Ave, Winter Park, FL 32789

  Welcome to this beautifully designed 3-bedroom, 2-bathroom home, offering a blend of modern elegance and prime location. The gourmet kitchen boasts 42” black cabinets, granite countertops, a decorative backsplash, and stainless steel appliances, making it a stunning focal point of the home. The open-concept dining and living room create a spacious feel, while ceramic tile and wood floors enhance

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  726 N Pennsylvania Ave, Winter Park, FL 32789
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  $649,900

  • 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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  $765,000

  • 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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  $369,000

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

  1309 Paradise Ln, Winter Park, FL 32792

  New price. 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

  Barbara Mills COLDWELL BANKER REALTY

  1309 Paradise Ln, Winter Park, FL 32792
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  $459,000

  • 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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  $130,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  334 Scottsdale Square Unit 334, Winter Park, FL 32792

  CASH ONLY. Desirable Winter Park Location with highly rated schools! Down the street Full Sail University, close to famous Park Ave, Rollins College, short drive to UCF and International Airport. Leased until 07/31/2025 to Long term tenant paying $1700 a month willing to stay. This spacious well maintained property features an amazing open floor plan with a full bedroom and bathroom downstairs,

  John Sheynkman CHARLES RUTENBERG REALTY ORLANDO

  334 Scottsdale Square Unit 334, Winter Park, FL 32792
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  $525,000

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

  1116 Fairway Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. 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

  Mathew Kelly TURN-KEY MOVES REALTY

  1116 Fairway Dr, Winter Park, FL 32792
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  /20

  $199,900

  • 3 Beds
  • 2.5 Baths
  • 1,161 Sq Ft

  7403 Glen Oaks Way Unit 82, Winter Park, FL 32792

  Price Improvement. Great location, perfect for first time buyers. This cozy corner unit features 3 bedrooms and 2 bathrooms upstairs, a half bath downstairs for guests, and a spacious great room for living and dining. The convenient eat-in kitchen leads to a fenced-in private patio. Community amenities include a sparkling community pool and playground. The HOA includes water, trash,

  Efrain Feliz OUTLET REALTY

  7403 Glen Oaks Way Unit 82, Winter Park, FL 32792
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  /15

  $174,900

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  108 Scottsdale Square Unit A108, Winter Park, FL 32792

  This beautiful second to third floor condo has the feel of a townhouse/residential treehouse! The gorgeous clerestory windows accent the cathedral primary bedroom ceilings and laminate flooring along with two balconies for morning coffee, cappucino and reflection. Kitchen features breakfast bar serve through area which opens to a combination living dining area which easily converts to a large

  Tim Van Antwerp PREMIUM PROPERTIES REAL ESTATE

  108 Scottsdale Square Unit A108, Winter Park, FL 32792
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  $475,000

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  1608 Bomi Cir, Winter Park, FL 32792

  Your beautifully upgraded home in Winter Park with NO HOA is waiting for you! Centrally located with walking distance to nearby schools this 3 bedroom, 2.5 bath single family home is ready for its new owner. Offering over 1,800 square feet of thoughtfully designed living space, while sitting on over an acre of land, this home combines modern comfort with the charm of one of Central Florida's most

  Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

  1608 Bomi Cir, 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

  • 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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  $1,050,000

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  632 Country Club Dr, Winter Park, FL 32789

  Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this

  Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  632 Country Club Dr, Winter Park, FL 32789
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  $299,500

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft

  2384 Sun Valley Cir, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to your dream home in beautiful Winter Park, Florida! This charming 3-bedroom, 2-bath corner unit is just half a mile from Casselberry Commons, offering shopping, dining, and everyday convenience right at your doorstep.Enjoy peace of mind with a new roof (2023), new thermostat and fan (2024), and updated AC ducts and insulation

  Yvette Hernandez THE REALTY EXPERIENCE POWERED BY LRR

  2384 Sun Valley Cir, Winter Park, FL 32792
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  /25

  $284,900

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft

  2335 Inagua Way, Winter Park, FL 32792

  Rare opportunity in beautiful Winter Park - Move in ready 3 bed 2 bath townhome for under $300,000. Super low HOA at only $92/month. Spacious split plan with new roof, newer AC, new carpet in bedrooms, freshly painted, tile, inside laundry, atrium off living room and open floor plan. Patio with storage room and shed. Front entrance & parking area with beautiful pavers. Townhome is on

  Marion McGrath ABSOLUTE REALTY GROUP, LLC

  2335 Inagua Way, Winter Park, FL 32792
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  /26

  $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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  $700,000

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  865 S Pennsylvania Ave, Winter Park, FL 32789

  LOCATION, LOCATION, LOCATION...Desirable Winter Park "College Quarter" Historic District...Come take a tour of this wonderfully updated Bungalow with lots of windows for natural light, original hardwood floors, beautiful crown molding, and high ceilings. Did I mention the location, Walk to Park Ave, Rollins College, Hannibal Square, Mead Gardens, and Lake Virginia. Looking to "House Hack" then

  Jose Vega LPT REALTY, LLC

  865 S Pennsylvania Ave, Winter Park, FL 32789
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  /2

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft

  616 Ellendale Dr, Winter Park, FL 32792

  Desirable Winter Park Estates - close to everything! Beautifully updated 3 Bedroom 2 Bath POOL home which is located in a highly desirable school district! Updated Contemporary Kitchen has newer Cabinetry, newer Stainless-Steel appliances, and Granite countertops which connect with the open Living room. Dining area extends to the generous size Family room - Ideal for Entertaining. The home

  David Ruiz CENTRAL REALTY

  616 Ellendale Dr, Winter Park, FL 32792
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  /2

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit C202, Winter Park, FL 32789

  This property located in a peaceful community and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can

  Hoover Yap PRIMESTATE REALTY, INC.

  1695 Lee Rd Unit C202, Winter Park, FL 32789
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  $4,250,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,413 Sq Ft

  1120 Palmer Ave, Winter Park, FL 32789

  Spectacular Phil Kean Design Group whole home remodel coming soon.Miami/Coral Gables Cottage meets Winter Park Elegance.On a street of Winter Park estates this home will be a charming and sophisticated addition.Currently under construction and being reimagined for the 2026 International Builders Show "Show Home Remodel".This home will be available for occupancy in February

  Brad Grosberg PHIL KEAN REAL ESTATE LLC

  1120 Palmer Ave, Winter Park, FL 32789
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  /22

  $849,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,051 Sq Ft

  1917 S Lakemont Ave, Winter Park, FL 32792

  Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1917 S Lakemont Ave, Winter Park, FL 32792
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  $849,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,063 Sq Ft

  1907 S Lakemont Ave, Winter Park, FL 32792

  Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1907 S Lakemont Ave, 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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  /20

  $308,000

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft

  1074 Hamlet Dr, Maitland, FL 32751

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1074 Hamlet Dr, Maitland, FL 32751
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  $310,000

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft

  1618 Gulfview Dr Unit 417, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  1618 Gulfview Dr Unit 417, Maitland, FL 32751
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  $739,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  3074 Stanfield Ave, Orlando, FL 32814

  This Baldwin Park gem features a NEW roof and a prime location! Welcome to this beautiful two-story home located in the heart of highly sought-after Baldwin Park! As you approach this home, you will notice that it has a charming and spacious covered front porch and a fully fenced front yard. Upon entering the home, you will discover that the home has a thoughtfully designed living space. This

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  3074 Stanfield Ave, Orlando, FL 32814
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  $1,550,000

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  2781 Stanfield Ave, Orlando, FL 32814

  This beautiful fully renovated 3 bedroom, 2.5 bath plus den/flex space one-story David Weekley “Brames” model with coastal elevation offers refined design, spacious living, and a rare level of luxury in the highly sought-after Baldwin Park community. With a desirable split floorplan and custom upgrades throughout, this turnkey residence delivers effortless living and elevated style in one of

  Erin Woodward WEICHERT REALTORS HALLMARK PROPERTIES

  2781 Stanfield Ave, Orlando, FL 32814
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  $294,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1040 Hamlet Dr, Maitland, FL 32751

  This beautifully maintained three-bedroom, two-bath residence features an inviting open floor plan, perfect for both entertaining and everyday living. Recently painted with a fresh interior, the home radiates warmth and brightness throughout. Enjoy modern comforts with a brand-new air conditioning system installed just six months ago, ensuring a cool and comfortable atmosphere year-round. The

  Bianca Botelho RE/MAX ASSURED

  1040 Hamlet Dr, Maitland, FL 32751
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  /49

  $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 and marble countertops. 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 screened pool and spa. A

  Pamela Stewart REALCOM REAL ESTATE SERVICES INC

  1901 Lake Sue Dr, Orlando, FL 32803
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  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  3308 Middlesex Rd, Orlando, FL 32803

  This breathtaking Spanish-style home, winner of First Place for Design by the American Society of Interior Designers in 2020, is a true masterpiece. Designed by HGTV Designer of the Year John McClain, it blends modern luxury with timeless charm.The magazine-worthy kitchen—featured on Southern Living’s website—boasting Sherwin William's 2021 color of the year, the custom Urbane Bronze

  Julie Bettosini STOCKWORTH REALTY GROUP

  3308 Middlesex Rd, Orlando, FL 32803

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