Winter Park FL. Homes For Sale

CHARMING HOME ON A PRIME LOCATION! This 3 Bedroom with 2 full Bathroom home is immaculate and full of upgrades and renovations. As you approach 943 Bungalow Ave you will ...

Make your appointment today to view this immaculate MOVE in Ready HOME located in the gated community Enclave at Aloma in the desirable Winter Park. This 3 bedroom+open D...

SELLER CREDIT OF $5000 TOWARDS CLOSING COSTS/RATE BUY DOWN AVAILABLE! Beautiful and quaint corner lot Winter Park Property! This home, featuring a quarter-acre lot has ...

Welcome to Waters Edge at Hawks Crest! This is an energy efficient home built by Meritage Homes. This one story Shore Model home features an open floor plan, formal livi...

WOW!!!! WINTER PARK POOL HOME AT THIS PRICE and NO HOA! This property also features an attached efficiency/studio, with a living/bedroom space, kitchenette, full bathroom...

Elegant four bedroom, three and a half-bath home in the famous Via’s of Winter Park, privately positioned on a 3 sided open corner lot. It is meticulously maintained wit...

Are you looking for a great investment property with a good base for future renters? Or would like to make this wonderful duplex your main residence? Then look no further...

One or more photo(s) has been virtually staged. Come see this charming home now on the market! Windows create a light filled interior with well placed neutral accents. ...

Highly desirable and charming 2 bed / 2 bath in Orwin Manor (Winter Park address) with new A/C (6/2021), new shingle roof and mod-bitumen over garage (9/2022), new LG fri...

One or more photo(s) has been virtually staged. Come see this charming home now on the market featuring a screened in patio and sparkling pool! New flooring throughout, f...

Motivated Seller!!Amazing opportunity to buy this 5 bedroom home nestled in Winter Park's Oxford Cove, located on a cul-de-sac. This home provides an open floor plan, hig...

Welcome home to this Beautiful Golfside Community. This custom, unique and one-of-a-kind WINTER PARK home backyard is adjacent to the Winter Park Pines Golf Club and tree...

Stunning pool home located on a quiet street in the heart of Winter Park includes a private backyard oasis and a detached apartment/guest house. As you step through the f...

Location, location, location is an understatement for this 3-bedroom 2-bath Winter Park pool home! This charming home comes with a massive family space which opens direc...

You will fall in love with this mid-century Winter Park Bungalow across from Lake Bell in charming Lake Bell Terrace. This home offers 3 Bedrooms, 1.5 baths, family room,...

Welcome home to the beautiful Golfside Community with stunning tree-lined streets and where the mailman still delivers to your doorstep! This SPLIT-PLAN 4-bedroom, 2 bath...

AMAZING LOCATION IN WINTER PARK! GORGEOUS Turn-Key FULLY REMODELED 3 BED / 2 BATH HOME with TWO-CAR GARAGE. NO HOA. NEW ROOF (2018), UPDATED PLUMBING (2018), UPDATED ELEC...

An exceptionally updated Winter Park home situated on an large .19 acre lot! Located on a very private circle and zoned for the desirable Brookshire Elementary and Winter...

Under Construction. Today’s Florida living at its finest in this premier 2023 new construction residence nearing completion in the heart of the Vias by Z Properties Inc. ...

Under Construction. WINTER PARK IS GETTING READY TO WELCOME IT'S NEWEST ADDITION TO THE LUXURY HOME MARKET! This dramatic and sophisticated 4 bedroom/4 bath new construct...

Do not miss out on the opportunity to build your dream home and or rehab the existing property on this highly desired street. This home is located on a 91x150 lot and has...

Bring your builder! Endless possibilities for a buyer looking for a lot in the highly desirable Winter Park zip code. Just minutes from I-4, Park Avenue, Winter Park Vill...

IF YOU'RE LOOKING FOR CHARM, CHARACTER, AND PERSONALITY, IT IS ALL IN THIS HOME! This STUNNING, BETTER-THAN-NEW, Winter Park Mid-Century Beauty is NOT your typical Winter...

Welcome home to the desirable community of Winter Woods located near the heart of Winter Park! This meticulously kept three bedroom, two bath home is move-in ready and pr...

MOTIVATED SELLER! Don’t miss the chance to own this charming Winter Park FULLY FURNISHED home. This recently remodeled 2-bedroom, 1 bathroom home will surely impress. As ...

New Construction Just Completed! This Beautiful Modern / Transitional Home has a Warm and Clean Open Floor Plan concept with Soaring Ceilings and Great Natural Lighting. ...

Amazing Opportunity to own in Winter Park. This Wonderful move-in ready home is in the sought after Community of Wrenwood. A "GEM" that has updated Appliances in the over...

Move in ready POOL home on corner lot in the Woodcrest subdivision of Winter Park with NO HOA! The home features a 4 bedroom/2 bathroom, split floor plan that is nicely ...

Pre-Construction. To be built. Pre-Construction, To Be Built. Elegance, comfort, and a welcoming environment blend cohesively at this modern West Indies new construction ...

NEW PRICE + SELLER CREDIT equivalent to 1% of purchase price at closing with acceptable offer!! Buy down the rate of your new home or use towards closing costs/pre-pays a...

Custom solar-powered Winter Park estate located in the highly desirable and sought-after subdivision of Dixie Terrace. Situated on a premium fenced corner lot with a side...

Your New Home awaits!! This house is perfectly located only 8 minutes to downtown Winter park, restaurants, shopping, Rollings College, SunRail, and much more. The House ...

This beautifully renovated home is EXQUISITE! The home has been completely updated with the finest of materials. The spacious open floor plan features a state of the ar...

Winter Park home with ENDLESS POTENTIAL. Located just off Lakemont Avenue, this 3-bedroom 2-bath home provides a tremendous opportunity for any family size. Natalen Roa...

Charming bungalow on olde brick street in the heart of Winter Park. Beautiful Sylvan Lake Shores neighborhood, steps from Lake Mizell. Improved- newer water heater, found...

Adorable Home Advisory! This Winter Park Pool home sits on an oversized corner lot. Recently updated, this home boasts a vaulted tongue and groove natural wood ceiling in...

One of a kind home available now in fantastic Winter Park location. Originally the personal residence for the custom home builder, this property comes packed with luxury ...

One or more photo(s) has been virtually staged. Winter Park **ONE OWNER** charmer on a .28 ACRE CORNER LOT with a NEW ROOF (2019) and ZONED for A-RATED Winter Park High! ...

It’s time to live your best life! Casa Allegra is a full-custom Spanish-villa style home designed by the awarded company Morales-Keesee Design Associates, the same compan...

Stunning lakefront home located on a quiet brick road in the heart of Winter Park! Enjoy breathtaking views and gorgeous sunsets from this elevated property. Enter throug...

Located on the shores of Lake Howell, this Lakefront property offers the potential buyer over 3.9 acres of High and Dry Land in a serene natural setting. After viewing th...

Under Construction. Under Construction. Contemporary luxury masterpiece home ready to closing at the end of this year. Exclusive Architectural Design, strong structure wi...

New Construction. Contemporary luxury masterpiece home ready to closing at the end of this year. Exclusive Architectural Design, strong structure with two-story concrete-...

Amazing investment opportunity in scenic and wonderful west Winter Park. Just a short walk from The Winter Park Village, downtown Winter Park and the Winter Park Communi...

This authentic yesteryear mid-century 4 bedroom, 2 bath home has modern conveniences wrapped in 19th century charm making this a classic Winter Park treasure. A thousand ...

Welcome to your spacious 2,226 sq ft home for the holidays where you can easily fit all of your family and friends! Beautifully updated Winter Park pool home in the highl...

Custom, well-constructed and maintained turnkey Winter Park Estate located in the highly sought-after community of Pelican Bay, featuring deeded access to Lake Florence, ...

Lovely 3 bedrooms 2 baths and 1-car garage in a charming family neighborhood. Solid 1 story block construction. Gorgeous hardwood floor throughout and a cedar closet in...

This 3/2 home is situated in a no HOA Community close to Lake Howell High School! This home boasts space with a breakfast nook area and seperate dining area, a living ro...

LOCATION LOCATION LOCATION!!!!!!!!!!Beautiful Pool house freshly remodeled in the heart or Winter Park Florida With a brand-new Roof Replaced this month 11/2022. This Hom...

Welcome home to this two-story contemporary pool home full of upgrades featuring four bedrooms plus a large sun-filled office, three-and-a-half baths and a two-car garage...

This wonderful five-bedroom pool home is located on a quiet cul-de-sac in the lovely Quail Hollow. This waterfront split-level home has been updated throughout the years ...

The BEST of both worlds...Water and Golf! Exterior just painted! Situated on a beautiful pond overlooking the 3rd fairway of the 18-hole Winter Park Pines Golf Course, ...

DON'T MISS THIS OPPORTUNITY! PRICED $100,000 BELOW MAKKET, Home features NEW ROOF. Updated Electrical updated plumbing, 4-point inspection. GREAT BONES NEEDING COSMITIC U...

PRICE REDUCTION! Seller willing to contribute towards closings costs or buying down rate with the right offer! Fully renovated pool home! Near UCF make it a 4 bedroom or ...

Welcome to this WINTER PARK split floorplan beauty! The home, located near the Winter Park Pines Golf Club with tree lined streets, has so much character. Walking up to ...

Gorgeous Contemporary Style Luxury Home minutes to Park Ave! This 5 Bedroom 4 and half bath home has an ideal floor plan with the Master, a guest room and an office on th...

A beautiful Winter Park TOTALLY RENOVATED 3BR/2BA home with 1,548 sq. ft. less than a mile away from the highly desirable Baldwin Park community. Features a grand front e...

Looking for a large lot in Winter Park with deeded lake access to the chain of lakes? Consider this your opportunity to buy an almost 15,000 sf corner lot on one of the ...

Amazing lakefront opportunity in Olde Winter Park! This stunning 1936-built home awaits your improvements, or choose to build your new dream home on the large lot with fr...

Pre-Construction. To be built. Don't miss this Beautiful Pre-Construction Home In Winter Park, Minutes to Park Avenue! 6 Bedroom, 6 Bath home with Master on the First Flo...

NEW PRICE! Located on a large lot in the heart of the Via's, one of Winter Park's most exclusive and sought-after neighborhoods, this stunning five-bedroom Mediterranean ...

Under Construction. New Construction in Winter Park. SCHEDULED TO BE COMPLETED LATE FEBRUARY 2023...Custom Built Craftsman Ranch by Main Street Builders. 4 Bedrooms+Offi...

Welcome to this beautiful and charming home located in highly desirable Winter Park with A-rated schools. From the moment you pull up you're greeted with beautiful landsc...

This home is a boater’s dream! Sitting on just under a half acre lot, this sensational NEWLY RENOVATED (2022) home comes with your very own PRIVATE DOCK (2014) on a canal...

NEW CUSTOM HOME IN A VERY DESIRABLE LAKE KNOWLES AREA OF WINTER PARK WITH 10 YR STRUCTURAL WARRANTY. EXCELLENT SCHOOLS, NO HOA, ADDITIONAL PARKING PAD ON REAR ENTRACE AT...

Put this corner lot, POOL home at the top of your list to see! It is GORGEOUS! No expense was spared in this quality, remodeled and upgraded home. This is a large 4 bedro...

This is an INCOME property currently generating cash with low expenses. Orlando MSA rents are expecting to rise significantly in the next few years. In the heart of Wi...

Location, Location, Location! Completely remodeled 3 bedroom, 2 bathroom home in the sought after Winter Park area with no HOA. Interior split plan with updated kitchen...

HIGHLY MOTIVATED SELLER, CONTACT ME TODAY TO VIEW THIS BEAUTIFUL HOME AT HEART OF WINTER PARK. TOTALLY REMODELED 3 BED/2 BATH SINGLE FAMILY HOME LOCATED IN COLLEGE PARK W...

Stunning, custom built craftsman home situated on a beautiful brick street in the highly desired 'tree streets' of Winter Park. Designed by Phil Kean's architectural grou...

Pure Potential on one of Winter Park's most desirable streets. Located on an oversized 0.23 acre lot with 109' of frontage, this 3 bedroom, 2 bath home features a comfort...

Investor's opportunity in desirable Sylvan Heights! Zoned R-1A, this 6,592 Sq ft. lot is waiting for you to bring your vision to life! The structure on the lot is gutted;...

Pre-Construction. To be built. Custom transitional estate pool home on over 1 acre lot in coveted Winter Park. Nestled on a quiet cul-de-sac, yet situated within minutes ...

Pre-Construction. To be built. Custom transitional estate pool home on over ¾-acre lot in coveted Winter Park. Nestled on a quiet cul-de-sac, yet situated within minutes ...

Pre-Construction. To be built. Custom transitional estate pool home on over ¾-acre lot in coveted Winter Park. Nestled on a quiet cul-de-sac, yet situated within minutes ...

This beautiful 4 bedroom 2 bathroom Winter Park home was completely renovated in 2017! The home has been well maintained and truly cared for by the same owner for 24 year...

Welcome to the Beautiful City of Winter Park, this home is move in ready and is close to stores, restaurants, schools, Red Bug Lake Park, Golfing, and Dog parks. This Bea...

SKI LAKE! LAKEFRONT! Charming Winter Park neighborhood on Lake Nan. Winter park Schools! Enjoy all the watersports like Jet skiing, fishing, swimming and boating on this ...

Great potential and the sky's the limit for this three bedroom, two bath home in desirable Kenilworth Shores. NEW ROOF 2022, updated kitchen, and a little TLC to the bea...

Incredible opportunity in the Heart of Winter Park. This charming 3 bedroom, 3 bath garden cottage is ready to be moved-in, renovated, or be the perfect site for your fut...

One or more photo(s) has been virtually staged. Come see this charming 3 bedroom, 2 bathroom home now on the market! Fully equipped eat-in kitchen includes updated counte...

Don’t miss this 2014 Custom- Built Home with 4,462 sq.ft., located directly across from Interlachen Country Club and just blocks from the YMCA, and Phelps Park. Popular P...

Pre-Construction. To be built. Pre-Construction- estimated 12 months completion. Iconic Palm Beach-styled exteriors converge with classic Singaporean Colonial interior de...

Wonderful opportunity to own this 4 bedroom, 2 bath, 2 car garage home located in the Autumn Glen Community. Great open floor plan. Newer Roof 2021, updated plumbing, win...

HOME WARRANTY FOR 1 YEAR!! TALK ABOUT PRIME LOCATION! It is located right off the desirable University BLVD & N Goldenrod Rd, and just minutes away from the University of...

Welcome to the Eastbrook neighborhood! This 3 bedroom, 2 bath home has been completely remodeled and is move-in ready. The kitchen features 42" soft close cabinets and gr...

Take a look at this gorgeous 3 bedroom 2 bathroom home on an oversized lot in a prime Winter Park location. Minutes from Park Ave., Baldwin Park, the YMCA, Sprouts and Wh...

One or more photo(s) has been virtually staged. Come see this charming 3 bedroom, 2 bathroom home now on the market! Enjoy preparing meals in this impressive kitchen equi...

This beautiful 4 bedroom / 2.5 bath home offers a luxurious master quite, large patio, separate dining room, large breakfast and living room, a flexible use loft and more...

Pre-Construction. To be built. Pre-Construction. to Be Built. You'll love this stunning brand new, 2-story Modern Mediterranean pool home located in the highly desirable ...

Nestled in the heart of Winter Park, this charming one-story home sits on an oversized CORNER lot of Palmer and Seminole and is just a 1/2 mile to Park Avenue. This 3/2....

Under Construction. Another stunning Perch built by Urban Perch-A Boutique Homebuilder. This elegant transitional home boasts a timeless yet modern feel. Large windows fl...

Pre-Construction. To be built. Customize-to-suite this gorgeous warm-transitional home in the heart of Olde Winter Park! Presented by by Parade of Homes Winner, Wooten Bu...

Tropical paradise with amazing lake views and screened pool. Perfect place to relax on the covered patio at the end of the day or around the fire pit in the backyard. The...

Sitting on over a ½ acre lot on a private lane in the heart of Winter Park, this traditional and elegant estate offers ultimate privacy and is located just minutes from i...

THIS ORWIN MANOR CHARMER IS CURRENTLY LEASED MONTH TO MONTH AND TENANT IS LEAVING NOVEMBER 15TH. IT IS A SPACIOUS AND UPDATED 3 BEDROOM 2 BATH POOL HOME WITH A VERY OPEN ...

Enjoy the finest that Winter Park, Florida has to offer in this refined lakefront property on Winter Park Chain of Lakes, Lake Mizell. Situated in the elegant neighborhoo...

Established Community of CASA ALOMA features a newly renovated 4 bedroom 2 bath pool home. Luxury vinyl and new carpeting. Eat in kitchen featuring new stainless steel ...

This custom built four bedroom, four full bath home offers the perfect lifestyle for even the most discriminating buyer! With attention to detail, the original owners ha...