Orange, FL Homes

• 

  

  

  /59

  $339,499

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  1405 Auburn Green Loop, Winter Park, FL 32792

  Searching in Winter Park Orlando? Why buy a condo with high maintenance fees when you can buy a 2/2 2 car garage CBS home in Country Lane? NEW ROOF IN PROCESS! A lovely front porch and new roof installed by closing. Pay low association fees $46.33/month ( $556/yearly). This home also features a spacious screened back porch that overlooks a beautiful fully fenced backyard, generous and bright

  Geannina Mejia-Acevedo Charles Rutenberg Realty Orlan

  1405 Auburn Green Loop, Winter Park, FL 32792
• 

  

  

  /20

  $3,400 per month

  • 3 Beds
  • 1.5 Baths
  • 1,409 Sq Ft
  • House for Rent

  532 Darcey Dr, Winter Park, FL 32792

  This 3 bedroom/1.5 bathroom CORNER lot home is located in the desirable Brookshire Heights neighborhood. The home was redesigned in 2020 and has since been upgraded even further! No detail was overlooked in this adorable midcentury home. Brand new roof completely replaced in 2023 with new fascia, soffits, and gutters. Exterior just painted in 2023. Newly remodeled kitchen features Quartz

  Wenwen Wang JWJ REALTY LLC

  532 Darcey Dr, Winter Park, FL 32792
• 

  

  /2

  $439,000 Sold Jul 17, 2025

  • 1,688 Sq Ft
  • $260/SF
  • 137 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  2823 Cady Way, Winter Park, FL 32792

  Gorgeous new flooring throughout the home!!New roof 2020! New water heater 2025. Beautiful Winter Park 4 Bedroom/ 2 Bath home in the sought-after Winter Park Pines neighborhood! This lovely residence has a beautiful split floorplan with lots of natural light! This home offers both a separate family room and living room to provide ample space to entertain or enjoy a relaxing evening with the

  Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  2823 Cady Way, Winter Park, FL 32792
• 

  

  

  /28

  Est $302,377 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  7113 Swallow Run Unit 2, Winter Park, FL 32792

  7113 Swallow Run Unit 2, Winter Park, FL 32792
• 

  

  

  /18

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  3220 Netherwood Dr, Winter Park, FL 32792

  Incredible Investment Opportunity in a Desirable Location!This 2-bedroom, 1.5-bath home is full of potential and ready for a transformation. It's a fantastic opportunity for investors, flippers, or anyone seeking a high-potential investment. With just a little TLC, this property can be turned into a beautiful primary residence or a strong income-producing rental. Whether you're looking to

  Nimrah Ashraf THE FIRM RE

  3220 Netherwood Dr, Winter Park, FL 32792
• 

  

  /8

  $1,375 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  2948 Antique Oaks Cir Unit 91, Winter Park, FL 32792

  Property Id: 734955One-bedroom condominium in beautiful Parkview Village community located directly across from Full Sail. The unit includes a full-size washer and dryer and has a small screened-in patio. Rent includes sewer, water, and garbage. Parkview Village is conveniently located on 436 and within a short drive of UCF and downtown Winter Park. Please contact Callan Fitzgerald for

  2948 Antique Oaks Cir Unit 91, Winter Park, FL 32792
• 

  /2

  $400,000 Sold Jul 16, 2025

  • 1,503 Sq Ft
  • $266/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  3443 Arnel Dr, Winter Park, FL 32792

  Welcome home to 3443 Arnel Drive, perfectly positioned in the heart of Eastbrook, one of Winter Park’s most desired and established neighborhoods. This home effortlessly balances classic character with thoughtful updates, offering a layout that just makes sense! Whether you're raising a family, hosting friends, or simply enjoying your own space. This home is a must see! Step inside and you’re

  Lana More KELLER WILLIAMS WINTER PARK

  3443 Arnel Dr, Winter Park, FL 32792
• 

  

  /17

  Est $458,462 Not Listed For Sale

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

  2760 Bright Bird Ln, Winter Park, FL 32792

  2760 Bright Bird Ln, Winter Park, FL 32792
• 

  

  /47

  $725,000 Open Sat 10AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  7895 Pleasant Pine Cir, Winter Park, FL 32792

  Seller Motivated! Bring any and all offers.Welcome to Your Dream Home in Enclave at Aloma, Winter Park!Step into this stunningly maintained 5-bedroom, 3.5-bathroom residence located in the highly sought-after gated community of Enclave at Aloma. Perfectly positioned with no rear neighbors, this home offers ultimate privacy and tranquility.As you enter, you’ll immediately

  Yvette Hoover ALL REAL ESTATE & INVESTMENTS

  7895 Pleasant Pine Cir, Winter Park, FL 32792
• 

  

  /7

  $2,255 per month

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • House for Rent

  1315 Viburnum Ln, Winter Park, FL 32792

  Property Id: 2075428Who said the perfect house doesn't exist. It's right here! This layout makes it easy to entertain, cook, or relax when you need a break. The tile flooring will surely catch your eye. Pull your friends into this breathtaking kitchen. They will surely compliment the granite countertops, stainless steel appliances, and premium cabinets. Outside, the attractive fenced

  1315 Viburnum Ln, Winter Park, FL 32792
• 

  /2

  $192,000 Sold Jul 16, 2025

  • 1,059 Sq Ft
  • $181/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  4878 Tangerine Ave, Winter Park, FL 32792

  WATCH REAL VIDEO & 3D TOUR! Welcome to 4878 Tangerine Ave, a beautifully MOVE IN READY- NEW ROOF - NEW FLOORS- FRESH PAINT updated 2-bedroom, 2-bathroom condo nestled in the serene and highly desirable Wrenwood Condominiums of Winter Park with Community POOL/GYM and ample parking. Yard maintenance, Roof replacement, Trash, and Water are included in the HOA. Step inside and be greeted by

  Arthur Love LA ROSA REALTY ORLANDO LLC

  4878 Tangerine Ave, Winter Park, FL 32792
• 

  

  /17

  Est $443,037 Not Listed For Sale

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

  2748 Bright Bird Ln, Winter Park, FL 32792

  2748 Bright Bird Ln, Winter Park, FL 32792
• 

  

  /55

  $999,500

  • 4 Beds
  • 4.5 Baths
  • 3,408 Sq Ft

  2890 Wild Ginger Ct, Winter Park, FL 32792

  Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost 1⁄2 acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2890 Wild Ginger Ct, Winter Park, FL 32792
• 

  

  /12

  $2,499 per month

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft
  • House for Rent

  1601 Aster Dr, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2763.90. That covers your base rent, $2499.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1601 Aster Dr, Winter Park, FL 32792
• 

  /2

  $285,123 Sold Jul 15, 2025

  • 1,310 Sq Ft
  • $218/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  5588 Garden Grove Cir, Winter Park, FL 32792

  Location, Location, Location! This 3-bedroom, 2-bathroom gem is perfect for families and offers everything you need to feel right at home. This one boasts a Great Room Plan that’s perfect for entertaining! The gally kitchen has a Breakfast Bar and overlooks the dining area and great room. The home offers a 3-way split The Master Suite has with Stall Shower and laminate flooring. You’ll also find

  Joyce Sanders FLORIDA REAL ESTATE PROPERTIES LLC

  5588 Garden Grove Cir, Winter Park, FL 32792
• 

  

  /18

  Est $233,926 Not Listed For Sale

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

  7413 Belle River Ct Unit 3, Winter Park, FL 32792

  7413 Belle River Ct Unit 3, Winter Park, FL 32792
• 

  

  /42

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  1924 Summerfield Rd, Winter Park, FL 32792

  **This property qualifies for a closing cost credit up to $7,700 through the Seller’s preferred lender.** Welcome to a lovingly maintained home where charm, comfort, and a sense of history come together in the heart of Winter Park. Nestled on a quiet street in the 32792 zip code, this 3-bedroom, 2-bath gem is the kind of place where memories are made and every room tells a story. As you pull into

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  1924 Summerfield Rd, Winter Park, FL 32792
• 

  /2

  $400,000 Sold Jul 15, 2025

  • 1,704 Sq Ft
  • $235/SF
  • 23 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  1017 Manchester Cir, Winter Park, FL 32792

  Under contract-accepting backup offers. Seller will assist with closing costs! Welcome to your dream home in the highly sought-after Howell Estates community of Winter Park, Florida! This immaculate four-bedroom, two-bathroom residence is perfectly situated on just under a quarter acre, surrounded by lush, mature landscaping that enhances its curb appeal. Step inside this well-maintained gem,

  Jenaia Fowlkes FOWLKES REALTY CO

  1017 Manchester Cir, Winter Park, FL 32792
• 

  

  /5

  Est $429,450 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  7494 Betty St, Winter Park, FL 32792

  7494 Betty St, Winter Park, FL 32792
• 

  

  /34

  $484,900

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  1173 Valley Creek Run, Winter Park, FL 32792

  Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split-bedroom floor plan, high ceilings, and tile flooring throughout the main living areas—perfect for everyday living and entertaining. The spacious layout includes both a formal living room and a separate

  Rebeka Weeks LUKER & CO REAL ESTATE LLC

  1173 Valley Creek Run, Winter Park, FL 32792
• 

  /2

  $266,000 Sold Jul 15, 2025

  • 1,092 Sq Ft
  • $244/SF
  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  5518 Cretan Way, Winter Park, FL 32792

  This charming 2-bedroom, 2-bath townhome in the quiet and friendly Fernbrook Trails community in Winter Park is ready for it's new owner. This one-story home has a warm, open feel with wood-look tile flooring throughout. The kitchen has everything you need—stainless steel appliances, a closet pantry, and tons of cabinet and counter space—and it opens right up to the dining area, making it great

  Liam Pool HOMEVEST REALTY

  5518 Cretan Way, Winter Park, FL 32792
• 

  /2

  Est $772,903 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,094 Sq Ft

  2352 Kestrel Perch Place, Winter Park, FL 32792

  2352 Kestrel Perch Place, Winter Park, FL 32792
• 

  

  /24

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  3107 Ash Park Loop, Winter Park, FL 32792

  Sellers willing to consider assistance with closing costs based on acceptable offer!The popular Hyde Park community welcomes you to your new home. If you are looking for a private, 3/2 with enclosed backyard with view of trees, then look no further. Ideally located to Downtown Winter Park, UCF, Casselberry, and Winter Springs. Restaurants and shopping nearby as well. Enjoy the community

  Jean Miller COLDWELL BANKER REALTY

  3107 Ash Park Loop, Winter Park, FL 32792
• 

  /2

  $82,000 Sold Jul 15, 2025

  • 1,020 Sq Ft
  • $80/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  186 Scottsdale Square Unit F186, Winter Park, FL 32792

  Beautiful and well maintained 2 bedroom 2 bath condo. Located close to Full sail University. Stainless Steel appliances. New A/C February 2024. Condo was recently remodeled in October 2023 (all new kitchen - cabinets and appliances, new floors, new vanities in the bathrooms, new light fixtures. Easy access to major roads and highways. Beautiful outdoor area, playground, and pool.

  John Harbuck FANNIE HILLMAN & ASSOCIATES

  186 Scottsdale Square Unit F186, Winter Park, FL 32792
• 

  

  /54

  Est $802,953 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,894 Sq Ft

  1155 Wildmeadow Run, Winter Park, FL 32792

  1155 Wildmeadow Run, Winter Park, FL 32792
• 

  

  /40

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  Unlisted Address

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath pool home nestled in a peaceful neighborhood. This two-story gem offers a spacious and functional layout perfect for both relaxing and entertaining. The 1st floor master is spacious and inviting. Enjoy peace of mind with a newer roof and windows, as well as brand-new laminate flooring throughout the main living areas. Upstairs, a

  Luke Lewis TREASURE COAST REALTY GROUP, LLC

  Unlisted Address
• 

  /2

  $50,000 Sold Jul 15, 2025

  • 590 Sq Ft
  • $85/SF
  • 105 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  7309 Daniel Webster Dr Unit D, Winter Park, FL 32792

  Priced to sell! Turnkey Investment Opportunity in Winter Park!Attention investors and savvy buyers—this 1-bedroom, 1-bath condo in the Colonies Condo community is the perfect low-maintenance, high-potential opportunity! With 610 sq. ft. of efficient living space, this unit is ideal for a young professional, student, or tenant looking for affordability in a prime location. Featuring vinyl

  Benjamin Berry EXP REALTY LLC

  7309 Daniel Webster Dr Unit D, Winter Park, FL 32792
• 

  

  /67

  Est $1,336,732 Not Listed For Sale

  • 7 Beds
  • 5 Baths
  • 5,111 Sq Ft

  1464 Via Sangro Place, Winter Park, FL 32792

  1464 Via Sangro Place, Winter Park, FL 32792
• 

  

  /19

  $198,000

  • 1 Bed
  • 1 Bath
  • 753 Sq Ft

  4768 Tangerine Ave Unit 4768, Winter Park, FL 32792

  *ALL ROOM FURNITURE IN LISTING PHOTOS CAN BE INCLUDED AS AN OPTION* Fully Renovated 1-Bedroom First-Floor Condo – Stylish & Convenient Living. Move-in ready! Gorgeous new flooring throughout, sophisticated modern lighting, freshly painted walls with contemporary baseboards and trim, impeccably styled. Welcome to 4768 Tangerine Ave #4768, a beautifully renovated one-bedroom, one-bath condo

  Christopher Franqui PROPERTY OUTLET INTERNATIONAL

  4768 Tangerine Ave Unit 4768, Winter Park, FL 32792
• 

  /2

  $125,000 Sold Jul 14, 2025

  • 802 Sq Ft
  • $156/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  7344 Swallow Run Unit 7344, Winter Park, FL 32792

  Step into this beautiful 2-bedroom, 2-bathroom condo, freshly painted and filled with natural light throughout. The open-concept floor plan is perfect for entertaining, while the split-bedroom layout ensures added privacy for residents or guests.The primary suite features a walk-in shower, ample storage, and a private en-suite bath. Enjoy serene views of lush green space and located in

  Merigan Barton DON HARKINS REALTY LLC

  7344 Swallow Run Unit 7344, Winter Park, FL 32792
• 

  

  /28

  Est $442,793 Not Listed For Sale

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

  2901 Clever Ln, Winter Park, FL 32792

  2901 Clever Ln, Winter Park, FL 32792
• 

  

  /17

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  1000 S Semoran Blvd Unit 604, Winter Park, FL 32792

  This second floor Winter Park Condo has been beautifully renovated. The kitchen renovation includes beautiful cabinets, newer stainless-steel appliances, granite counter tops, and removing two walls for an open concept feature exposing complete view to the dining and living room. Both bathrooms have been renovated. Guest bathroom has a tiled wall in the tub/shower and new vanity. Primary bathroom

  Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  1000 S Semoran Blvd Unit 604, Winter Park, FL 32792
• 

  /2

  $290,000 Sold Jul 14, 2025

  • 1,020 Sq Ft
  • $284/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  2541 Leeward Way, Winter Park, FL 32792

  Discover One of Winter Park’s Best-Kept Secrets — Windward Square!Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area.The fully updated kitchen features brand-new stainless steel

  Jason Howell REAL BROKER, LLC

  2541 Leeward Way, Winter Park, FL 32792
• 

  

  /32

  Est $708,913 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  1431 Lake Florence Way, Winter Park, FL 32792

  1431 Lake Florence Way, Winter Park, FL 32792
• 

  

  /53

  $1,349,000

  • 4 Beds
  • 3.5 Baths
  • 3,153 Sq Ft

  2922 Reef Knot Place, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Stunning Lakefront Living in an Exclusive Gated Community! Welcome to this beautifully appointed single-level home in an intimate gated community of just 28 residences nestled along the shores of picturesque skiable Lake Florence. With direct lake frontage and access to a nearby community dock, this property offers serene water views and an

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  2922 Reef Knot Place, Winter Park, FL 32792
• 

  /2

  $365,000 Sold Jul 14, 2025

  • 1,368 Sq Ft
  • $267/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  1748 Harvest Cove, Winter Park, FL 32792

  Tucked away in a quiet Winter Park cul-de-sac, this 3-bedroom, 2-bathroom home sits in one of the area’s most convenient spots with low taxes, low HOA, and access to top-rated schools.The layout flows well, with updated bathrooms, an enclosed porch for extra living space, and a backyard that’s great for entertaining. There’s even a partial pond view that adds a little extra charm. Whether

  Matt Anderson EXP REALTY LLC

  1748 Harvest Cove, Winter Park, FL 32792
• 

  

  /38

  Est $316,299 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  236 Balfour Dr Unit 21, Winter Park, FL 32792

  236 Balfour Dr Unit 21, Winter Park, FL 32792
• 

  

  /23

  $998,000

  • 4 Beds
  • 3.5 Baths
  • 4,088 Sq Ft

  1319 Heavenly Cove, Winter Park, FL 32792

  FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  1319 Heavenly Cove, Winter Park, FL 32792
• 

  /2

  $705,000 Sold Jul 14, 2025

  • 2,385 Sq Ft
  • $296/SF
  • 57 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  1139 Fairway Dr, Winter Park, FL 32792

  NEW LOWER PRICE 6/3/25, OWNER WANTS OFFERS. NO HOA. Fabulous RENOVATED home in the heart of Winter Park, where timeless charm meets tranquil Winter Park Pines golf course living. Nestled on a lush, manicured lot right on the 9th fairway, this expansive REMODELLED OPEN AND AIRY SPLIT-plan residence offers a SPLIT PLAN WITH 4 generously sized bedrooms, 2 full baths, and FABULOUS FLEX SPACE that

  Gale Milgrim KELLER WILLIAMS WINTER PARK

  1139 Fairway Dr, Winter Park, FL 32792
• 

  

  /29

  Est $330,618 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  3113 Crown Jewel Ct, Winter Park, FL 32792

  3113 Crown Jewel Ct, Winter Park, FL 32792

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