Winter Park, FL Homes for Sale under $500,000

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  /22

  $258,000

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 20D, Winter Park, FL 32789

  LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 20D, Winter Park, FL 32789
• Explore Winter Park

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  /42

  $365,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,397 Sq Ft

  3374 Hamlet Loop, Winter Park, FL 32792

  Tucked inside a quiet Winter Park neighborhood, this three-bedroom, two-bath home offers a comfortable layout and a sense of privacy that’s hard to find. No rear neighbors and a tree-lined backyard create a peaceful setting you’ll appreciate every day. The main living area is open and versatile, allowing you to arrange the space in a way that truly fits your lifestyle. The living room and dining

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  3374 Hamlet Loop, Winter Park, FL 32792
• 

  

  

  /31

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,219 Sq Ft

  200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792

  **Welcome to Four Seasons — Where Winter Park Living Meets Modern Convenience**This sharp 2-bedroom, 1.5-bath townhome puts you right in the heart of one of Central Florida's most coveted zip codes. With 1,219 square feet of updated, move-in-ready living space, it's the perfect low-maintenance home base for a busy professional who wants style, comfort, and location all in one.The renovated

  

  Ginny Adkins

  EXP REALTY LLC

  200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792
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  /63

  $230,000

  • 2 Beds
  • 2.5 Baths
  • 1,578 Sq Ft

  7488 Whisperwood Dr Unit 28, Winter Park, FL 32792

  Welcome to Whisperwood, where space, convenience, and investment potential come together in one exceptional opportunity.This rare gem is a beautifully maintained 2-bedroom, 2.5-bath residence offering a rarely available townhome-style floor plan that combines generous living spaces, exceptional functionality, and outstanding investment potential. The spacious multi-level layout features

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  7488 Whisperwood Dr Unit 28, Winter Park, FL 32792
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  /36

  $419,900

  Open Fri 2:30PM - 3PM $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  3463 Arnel Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. DO NOT MISS THIS OPPORTUNITY! PRICE IMPROVEMENT + Pool Home + Paid-Off Solar Panels + No HOA in Winter Park! Welcome to this move-in-ready 3-bedroom, 2-bathroom home with approximately 1,770 square feet of living space, a 2-car garage, and a private pool, all located in the established Eastbrook community. Roof replaced in 2018, fully paid-off solar

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  3463 Arnel Dr, Winter Park, FL 32792
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  /38

  $259,900

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 17D, Winter Park, FL 32789

  Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates include: Water Heater in

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 17D, Winter Park, FL 32789
• 

  

  /29

  $229,000

  • 3 Beds
  • 2.5 Baths
  • 1,151 Sq Ft

  7454 Wynnewood Square Unit 188, Winter Park, FL 32792

  Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this

  

  Manoj Patel

  APPLE REALTY

  7454 Wynnewood Square Unit 188, Winter Park, FL 32792
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  /26

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,979 Sq Ft

  3949 Cool Water Ct, Winter Park, FL 32792

  Located on a quiet cul-de-sac in Winter Park, this home has the kind of layout and lot that are hard to find at this price point. Vaulted ceilings open up the main living area, and built-in display niches along the wall give the space character you won't find in newer construction. The kitchen has a breakfast bar peninsula and connects to a sunny dining space with a pendant light overhead. The

  

  Regan Jackson

  ACME REAL ESTATE FLORIDA LLC

  3949 Cool Water Ct, Winter Park, FL 32792
• 

  

  /43

  $475,000

  Open Sat 11AM - 2PM Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft

  3641 Hawthorne Ln, Winter Park, FL 32792

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the highly desirable Winter Park area. Combining comfort, style, and an unbeatable location, this charming residence offers the perfect opportunity for homeowners seeking a move-in-ready property in one of Central Florida's most sought-after communities. Step inside to discover a bright and inviting floor plan designed

  

  Keegan Siegfried

  LPT REALTY, LLC

  3641 Hawthorne Ln, Winter Park, FL 32792
• 

  

  /43

  $379,000

  Open Tue 12PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  3317 Clay Ave, Orlando, FL 32804

  LOCATION, LOCATION! 2 bed/ 1 bath bungalow in Orwin Manor Westminster only BLOCKS from Advent Health Orlando Hospital, Fairbanks, I-4. Original WOOD floors, original POWDER pink bathroom, original real WOOD kitchen cabinets!! A diamond just needs your love to bring back its 50s charm!! NEW AC 2024, NEW ROOF 2015, Sewer line replaced 2015, REPLUMBED 2004 Solid cement block construction, Utility

  

  Robin Leedom-Hafen

  TOP VALUE PROPERTIES LLC

  3317 Clay Ave, Orlando, FL 32804
• 

  

  /20

  $474,900

  Open Sat 10AM - 2PM $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  501 Heritage Blvd, Winter Park, FL 32792

  Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality. A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights include: - Newer

  Bernardo Carrasquel B EXP REALTY LLC

  501 Heritage Blvd, Winter Park, FL 32792
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  /31

  $474,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft

  2803 Banchory Rd, Winter Park, FL 32792

  Located in Winter Park Pines, this 4-bedroom, 2-bath home offers a warm, flexible layout with comfortable living spaces and everyday functionality throughout. With 1,596 square feet, the home provides room to gather, relax, entertain, and adapt to changing needs over time. Inside, the floor plan includes both a living room and a separate family room, creating useful separation for daily life. One

  Melissa Johnson EXP REALTY LLC

  2803 Banchory Rd, Winter Park, FL 32792
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  /28

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  7522 Aloma Pines Ct, Winter Park, FL 32792

  Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring a bright and functional open-concept floor plan. The first floor offers tile flooring throughout the spacious living and dining areas, kitchen, and half bath. The modern kitchen is designed for both style and convenience, featuring granite countertops, abundant cabinetry, a large center island, and a walk-in pantry, along

  Vildan Nigro RIVA REALTY GROUP LLC

  7522 Aloma Pines Ct, Winter Park, FL 32792
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  /37

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  1920 Heathwood Dr, Winter Park, FL 32792

  Winter Park value-add opportunity with renovated homes ranging between $465K- $470K+. ideal for investors, end-users, or buyers looking to build equity. Solid layout with strong upside! Great two-story layout with living/dining and family room. All bedrooms upstairs. Spacious primary with separate sitting area, walk-in closet and ensuite bath. Inside laundry room. Oversized 2-car Garage. Fully

  Allison Day RE/MAX TOWN & COUNTRY REALTY

  1920 Heathwood Dr, Winter Park, FL 32792
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  /20

  $439,900

  Open Sun 1PM - 4PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  1840 Aster Dr, Winter Park, FL 32792

  Step into this well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear neighbors for added privacy, gardening or future expansion. This property offers endless potential. Featuring a newer roof, this home offers added

  Brendon Spalding KONA REALTY SERVICES LLC

  1840 Aster Dr, Winter Park, FL 32792
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  /20

  $335,000

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  1540 Florentino Ln, Winter Park, FL 32792

  Come and see your new home in the sought after Vistas at Howell Branch community. This two story townhouse has 3 bedrooms, 2.5 baths, and open first floor, floor plan. Relax in the evening on your screened in porch. The master bedroom has a walk in closet and large master bath. Your washer and dryer are on the second floor centrally located to all the bedrooms. You will find yourself within

  Ashley Fisak COLDWELL BANKER REALTY

  1540 Florentino Ln, Winter Park, FL 32792
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  /38

  $280,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  5143 Lazy Oaks Dr, Winter Park, FL 32792

  Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcome to the peaceful, well-established community of Lazy Oaks in highly sought-after Winter Park. This hidden gem offers beautifully landscaped grounds, meticulous maintenance, and the added benefit of a low HOA.This lovingly maintained 2-bedroom, 2-bath home features a spacious, thoughtfully designed floor plan with an

  Mindy Machock KELLER WILLIAMS REALTY AT THE PARKS

  5143 Lazy Oaks Dr, Winter Park, FL 32792
• 

  

  /31

  $429,000

  Open Sat 10AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  1842 Puritan Ave, Winter Park, FL 32792

  Modern design , open concept layout , sleek quartz counter top , all new appliances, new luxury vinyl plank flooring, new lanai upgrade. This beautiful 4 bedroom and 2 full bath is situated on a 8,250 square feet lot, which was newly fenced in 2024 which gives a sense of privacy and spaciousness. As you exit the interior through the French door into the lanai . There is two detached shed for your

  Karan Jodha MOBED REALTY, P.A

  1842 Puritan Ave, Winter Park, FL 32792
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  /36

  $405,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,533 Sq Ft

  3440 Allston Ln, Winter Park, FL 32792

  Exceptional Single-Family Home in Winter Park, FLThis beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC

  Hugo Hernandez EXIT GLOBAL REALTY

  3440 Allston Ln, Winter Park, FL 32792
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  /39

  $489,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  5340 N Lake Burkett Ln, Winter Park, FL 32792

  Private Lake Access & Exceptional Florida Living! Welcome to Trinity Bay, a charming community offering deeded access to Lake Burkett, a private 75-acre spring-fed ski lake featuring navigable access to Lake Martha. Reserved primarily for neighborhood residents and their guests, this unique amenity provides an incredible opportunity to enjoy biking, boating, waterskiing, and lakeside recreation

  Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

  5340 N Lake Burkett Ln, Winter Park, FL 32792
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  /36

  $377,880

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  2973 Sanbina St, Winter Park, FL 32789

  Welcome to an incredible opportunity to own a home in one of Central Florida’s most desirable zip codes — Winter Park 32789 — for under $400,000! Surrounded by million-dollar neighborhoods, this 3-bedroom, 2-bath home offers outstanding value, endless potential, and a prime location close to shopping, dining, parks, and everything Winter Park has to offer.Located in a highly sought-after

  Nicholas Musashe SUN PROPERTIES, INC.

  2973 Sanbina St, Winter Park, FL 32789
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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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  /26

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  1995 Canny Cove, Winter Park, FL 32792

  Welcome to Grayson Square at Winter Park by Pulte Homes. This interior Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe

  Rosemary Siegler KELLER WILLIAMS ELITE PARTNERS III REALTY

  1995 Canny Cove, 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

  $240,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,578 Sq Ft

  7484 Canford Ct Unit 8, Winter Park, FL 32792

  This three-bedroom, three-bath updated Winter Park townhome-style condo is located in a quiet complex, a perfect place to call home. It's just minutes away from the University of Central Florida, Full Sail University, & Valencia College. This location makes an excellent investment for a college (or parents of) student. The upgraded kitchen has granite countertops with a custom sink, newer

  Greg Harrison CHARLES RUTENBERG REALTY ORLANDO

  7484 Canford Ct Unit 8, Winter Park, FL 32792
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  /24

  $259,999

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  Beautifully renovated and move-in ready 2-bedroom, 2-bath condominium offers thoughtful upgrades and a seamless open layout in one of Winter Park's most desirable lakefront communities. The heart of the home is the fully renovated kitchen (2025), featuring custom, soft close cabinetry with a built-in refrigerator surround, matching energy-efficient appliances, quartzite countertops, a white

  Stephen Hachey REALTY OF RIVERVIEW LLC

  2500 Lee Rd Unit 104, Winter Park, FL 32789
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  /36

  $450,000

  Open Sat 1PM - 4PM $30K PRICE DROP

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

  5530 S Lake Burkett Ln, Winter Park, FL 32792

  "Price Improvement" This charming two-story home situated on a serene conservation lot within the highly sought-after Trinity Bay community in Winter Park. The inviting entrance showcases a covered portico with decorative beams and brick accents. Inside, the spacious living room boasts soaring cathedral ceilings, distinctive round-top windows, and a cozy wood-burning fireplace. A second-story

  Mostafa Boulhanna MNT INTERNATIONAL

  5530 S Lake Burkett Ln, Winter Park, FL 32792
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  /55

  $475,000

  $75K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

  Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
• 

  

  /19

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1605 Puritan Ave, Winter Park, FL 32792

  Stunning 3-bedroom, 2-bath remodeled home with no HOA, ideally located on the border of Winter Park and Orlando. This move-in-ready property features a new roof installed in July 2025, an updated kitchen with beautiful granite countertops and brand new appliances. Enjoy the perfect combination of comfort, style, and convenience with easy access to shopping, dining, schools, and major roadways.

  Angelica Tomlinson LLC CENTURY 21 CARIOTI

  1605 Puritan Ave, Winter Park, FL 32792
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  /16

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  751 Warrenton Rd, Winter Park, FL 32792

  Beautiful 3 bedroom 2 bath duplex in Winter Park in the Winter Park school district on a quiet dead end street near the Winter Park Pines Golf Course. Your new home is freshly painted inside and out, has updated kitchen and bathrooms, stainless steel appliances, new A/C system, new roof, and a new hot water heater. There is no need to worry about your yard, your bushes, or your fence, they are

  Stephen Hachey FLAT FEE MLS REALTY

  751 Warrenton Rd, Winter Park, FL 32792
• 

  

  /26

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 3C, Winter Park, FL 32789

  WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Village that includes top-rated restaurants, a movie theater, boutiques, grocery store and more! This 2bedroom/2 bathroom attractive second-story unit offers an updated kitchen and bathrooms with solid countertops. All solid flooring throughout - tile and

  Heather Frazee FANNIE HILLMAN & ASSOCIATES

  1500 Gay Rd Unit 3C, Winter Park, FL 32789
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  /21

  $324,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  1760 Peruvian Ln, Winter Park, FL 32792

  NEW PRICE OFFERING IN EASTBROOK! Significant $15,000 price drop, placing it well below recent neighborhood comparables. Welcome to Winter Park's best-keep secret. Quiet, safe, family-oriented, with almost zero traffic and zero HOA restrictions and fees – Eastbrook is 32792’s hidden gem. This 3-bedroom, 2-bath home provides unmatched market value and instant equity, pairing mid-century charm with

  Moe Mossa SAVVY AVENUE, LLC

  1760 Peruvian Ln, Winter Park, FL 32792
• 

  

  /64

  $444,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  1951 Canny Cove, Winter Park, FL 32792

  Welcome to easy, light-filled living in this beautifully maintained 3-bedroom, 2.5-bath corner townhome in the gated Grayson Square community. Freshly painted and designed for comfort, the open living and dining spaces feel bright and inviting, flowing effortlessly to a covered lanai—perfect for relaxing evenings or casual gatherings. The kitchen offers a clean, modern look with stainless steel

  Denise Del Castillo LPT REALTY, LLC

  1951 Canny Cove, Winter Park, FL 32792
• 

  

  /59

  $465,000

  • 4 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  8433 Commander Cove, Winter Park, FL 32792

  Welcome to 8433 Commander Cove, ideally situated on a quiet cul-de-sac in the highly sought-after Trinity Bay community. Upon entering this spacious home you're greeted by soaring vaulted ceilings, a formal dining area, and a stunning cathedral-style front window that fills the space with natural light. The separate enclosed kitchen offers functionality and charm, with French doors leading to a

  Brandi Cepeda CEPEDA REAL ESTATE LLC

  8433 Commander Cove, Winter Park, FL 32792
• 

  

  /41

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,263 Sq Ft

  5331 Oak Ct, Winter Park, FL 32792

  Welcome to Wrenwood Heights Community!! Very well Maintain Pool Home on CUL-DE-SAC LOT!! Great community with no HOA. House located on spacious large lot 0.31 Acre. House features Open Concept with 3 bedroom and 2 bathroom! New Roff 2024. Pool was resurfaced in 2025. Fully Fenced Backyard with upgraded Paver patio and mature landscaping and Fruit trees. Community located in Winter Park close to

  Nataliya Voroshylo CHARLES RUTENBERG REALTY ORLANDO

  5331 Oak Ct, Winter Park, FL 32792
• 

  

  /9

  $349,000

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  811 Overspin Dr, Winter Park, FL 32789

  Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-filled 2-bedroom, 1-bath single-family home nestled in the heart of Winter Park. This property offers approximately 700+ square feet of living space on a generously sized lot, providing endless potential for homeowners, investors, or those

  Rickey Singh RICK SINGH REAL ESTATE

  811 Overspin Dr, Winter Park, FL 32789
• 

  

  /26

  $499,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  2974 Chantilly Ave, Winter Park, FL 32789

  Virtually Staged. WINTER PARK 32789 in the highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High school district. This is the kind of home buyers hope to find but rarely do — a beautifully updated mid-century modern with the character of the 1960s and the peace of mind that comes from extensive major improvements already being completed. From the moment you arrive, the

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  2974 Chantilly Ave, Winter Park, FL 32789
• 

  

  /30

  $429,999

  • 3 Beds
  • 2 Baths
  • 1,727 Sq Ft

  1914 Bonanza Ct, Winter Park, FL 32792

  Welcome to your winter Park retreat! Step into this beautifully renovated 3 bedroom, 2 bathroom home where modern meets timeless comfort. Designed with an open floor plan, the living space flows seamlessly, making it perfect for both entertaining and everyday living. The brand new kitchen shines with contemporary finishes, while the new flooring throughout the home adds warmth and style. Both

  Judy Julien KELLER WILLIAMS WINTER PARK

  1914 Bonanza Ct, Winter Park, FL 32792
• 

  

  /28

  $390,000

  • 2 Beds
  • 1 Bath
  • 987 Sq Ft

  700 Melrose Ave Unit J24, Winter Park, FL 32789

  Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming

  Scott Butts KIMBRIDGE REALTY, LLC

  700 Melrose Ave Unit J24, Winter Park, FL 32789
• 

  

  /11

  $449,000

  • Land
  • 6,098 Sq Ft
  • $3,207,143 per Acre

  0 Jessica Ct, Winter Park, FL 32789

  Some opportunities don't announce themselves. They show up quietly in Winter Park's most sought-after zip code, waiting for someone who knows exactly what to do with them.This vacant lot inside Waterbridge sits in the 32789 zip code, a rare chance to build the home you've always had in mind, in a neighborhood that has already decided who it is. Waterbridge is a tight-knit, tree-lined enclave

  Hannah True RE/MAX 200 REALTY

  0 Jessica Ct, Winter Park, FL 32789

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