Winter Park, FL Homes under $400,000

Pure Potential in Winter Park’s Eastbrook Community! Renovate or move-in, this is a great opportunity for an investor or homebuyer. Spacious 1,467 SF home with 3 bedrooms, 2 full baths, living & family room + a home office/den which could easily be converted into a 4th bedroom. New carpet in each bedroom. Fresh paint throughout. Attached 2-car garage with laundry. Custom built shed has plenty of

Kelly Price KELLY PRICE & COMPANY LLC

PINEWOOD SUB N/9 LOT 12 BLK AWell-maintained, modest 2-1 home in College Park with carport, deck, and porch. Home materials include laminate and tile flooring, granite kitchen countertops, energy efficient windows, vinyl siding, and metal roof. All appliances included (washer, dryer, refrigerator, dishwasher, oven/stove with range hood, microwave). Also includes backyard garden, working

Matt Buttner LIST NOW REALTY, LLC

Charming Winter Park Pool Home with Mother-In-Law Suite, PLUS SELLER IS OFFERING $7,000 TOWARDS BUYERS CLOSING COST AND PRE-PAIDS.Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a

Monica Bouyouris URBAN NEST CLUB INC

Not often does a home come available in this SMALL, SOUGHT AFTER COMMUNITY in WINTER PARK, located on a dead-end street with low HOA. Step inside and notice the OPEN FLOOR PLAN with 2 LARGE LIVING AREAS, TILE FLOORS and SPLIT BEDROOM PLAN for your privacy. The kitchen is the heart of the home and offers WOOD CABINETS, CLOSET PANTRY, BREAKFAST BAR, and STAINLESS APPLIANCES plus it's open to the

Renee Killiri RED BIRD REALTY OF FLORIDA INC

Excellent value on this 3BR corner lot home in the well-established Georgetown Estates community of Winter Park. Recent quality updates include: (1) Roof new in 2023, (2) Replumbed in 2024, (3) New garage door in 2025, (4) Fresh exterior paint in 2025, (5) Fresh interior paint (bedrooms, baths, kitchen) in 2025, and (6) Bedroom carpeting new in 2025. Layout features spacious living room upon

Mark Ramey EXP REALTY LLC

Honey! Stop the car! This is the one!! Corner lot with a view of Lake Florence! 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! Updated lighting and cabinets in kitchen. NEW ROOF 2021 Updated primary bath with modern vanity, DUAL sinks and WALK-in shower and Walk-in closet. Lots of natural light! Fresh paint, ceiling fans, and a wood-burning

Robin Leedom TOP VALUE PROPERTIES LLC

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

Welcome to this charming 2-Bedroom, 2-Bathroom duplex located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This duplex has tile flooring throughout, for ease of care. The kitchen boasts one year new stainless steel appliances and an eat-in area space with wonderful natural light from the window looking to the backyard, perfect

Nicholas Musashe SUN PROPERTIES, INC.

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? 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 living-dining area

Geannina Mejia-Acevedo Charles Rutenberg Realty Orlan

Charming, Fully Renovated Bungalow in the Heart of Winter Park! Welcome to this beautifully upgraded bungalow that makes every square foot count! Nestled perfectly between Winter Park and College Park, this fully renovated gem blends modern upgrades with timeless charm. From the moment you arrive, the custom-built front pergola and all-new paver driveway invite you in with style.Step

Pat Hancock THOMAS LYNNE REALTY GROUP LLC

Welcome to Killarney Bay! This beautifully updated 2-bedroom, 1-bathroom Second-floor condo offers an airy, modern feel with vaulted ceilings, luxury vinyl plank flooring, and abundant natural light throughout. The open-concept kitchen features white cabinetry, stainless steel appliances, a large island, and quartz countertops, perfect for cooking and entertaining. The spacious bathroom

Kyle Smith CHARLES RUTENBERG REALTY ORLANDO

Come to see this beautiful townhouse blends functionality with upscale finishes, a prime location ideal for families, or professionals looking for style and convenience. This home boasts numerous upgrades for both comfort and style. PAVER DRIVEWAY is designed for two cars to park, and architectural appeal adds curb appeal. SCREENED-IN LANAIS with upgraded ceiling light fans, no rear neighbors,

Xue Gao U KEY REALTY

Welcome to this beautifully updated townhouse located in the heart of desirable Winter Park! Step inside to find a bright and inviting interior featuring tile and vinyl flooring throughout—offering both style and easy maintenance. The newly renovated kitchen is a true showstopper, complete with stunning white quartz countertops, sleek new cabinetry, modern appliances, and a classic farmhouse sink

Natasha Myers MARK SPAIN REAL ESTATE

CLICK ON VIRTUAL TOUR to get an overview of the complex.Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in your tropical sunroom. Located in a vibrant 55+ community that

Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

Location! Location! Location! Winter Park, Top Rated Florida Zone Schools, Move-In Ready, 3 Bedroom Town Home with a Garage in the VIA LAGO GATED community?? ABSOLUTELY! Meticulously maintained and spacious town home is just waiting for its new owner! Elegant brick paver driveway and entryway greet you as you pull up. The downstairs is open, light and bright. The beautifully appointed kitchen has

Stephen Hachey FLAT FEE MLS REALTY

Welcome to Your Turnkey Retreat in Winter Park!Nestled just minutes from the charming boutiques and award-winning restaurants of Park Avenue, this beautifully updated 2-bedroom, 2.5-bathroom condo offers the perfect blend of style, comfort, and location. Zoned for the highly sought-after Dommerich Elementary School, this two-story home is ideal for anyone looking to enjoy the best of

TOM NOELKE EXP REALTY LLC

PRICE IMPROVEMENT! WINTER PARK FOR UNDER 350k!!! Sip coffee or tea overlooking lush Mead Gardens from your private deck. Unwind beneath vaulted ceilings and skylights, and enjoy life just moments from Rollins College and the vibrant shops and restaurants of Park Avenue. This spacious one-bedroom, one-bath gem features a stylishly updated kitchen with sleek stone counters and a sophisticated tile

Michelle Richardson KELLER WILLIAMS CLASSIC

Move-In Ready Winter ParkCharming and bright, this single-family residence has 1,366 sf of comfortable living (1,886 sf total), four generous bedrooms, plus a roomy family room for movie nights. The solid -and-stucco construction sits on an 8,930-sf lot with sidewalks and streetlights—great for strollers or evening walks. Best of all, the shingle roof was updated, so you can move in knowing the

Steven Koleno BEYCOME OF FLORIDA LLC

Unmissable opportunity in Winter Park! Beautiful house for sale with 3 bedrooms and 3 bathrooms, perfect for those seeking comfort, convenience and quality of life.Located in one of the most sought-after areas of Winter Park, with an excellent location, close to schools, shops, restaurants, parks and much more!The community offers a complete infrastructure with a swimming pool, playground,

Marcus Freire de Araujo WRA BUSINESS & REAL ESTATE

One or more photo(s) has been virtually staged. Welcome Home!! NEW ROOF, UPDATED PANEL BOX, UPDATED KITCHEN, SEMINOLE COUNTY SCHOOLS. RV Carport in front of garage is removable! This comfortable 3 Bedroom, 2 Bathroom Winter Park home sits on an oversized lot with no HOA, offering the perfect blend of privacy and freedom to make it your own. Zoned for Seminole County Schools! Step inside to FRESH

Jennifer Wemert WEMERT GROUP REALTY LLC

Discover this beautifully renovated 2-bedroom, .5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like

Renee Anthony WATSON REALTY CORP.

One or more photo(s) has been virtually staged. Welcome you to your charming 3-bedroom, 2-bathroom condo right in the heart of historic Winter Park! This spacious end unit spans 1,322 square feet and features beautiful designer touches that create a cozy and inviting atmosphere. Enjoy the stylish kitchen and baths along with a large primary bedroom that boasts an ensuite bathroom and a

Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home in the heart of Winter Park, FL! Featuring a newer roof and AC, this home offers comfort and peace of mind.Step inside to find freshly painted interiors and a layout designed for both relaxation and entertaining. The formal living room boasts a cozy wood-burning fireplace, while the separate dining room sits

Uzi Husain KELLER WILLIAMS REALTY AT THE PARKS

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

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

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

Welcome to your dream home in beautiful Winter Park, Florida! This charming 3-bedroom, 2-bathroom CORNER UNIT is perfectly situated within half a mile to Casselberry Commons Shopping Mall, providing convenience at your doorstep.This home featuring a BRAND NEW ROOF (2023), along with a new thermostat and fan installed in 2024. Enjoy optimal comfort with newly installed AC ducts and insulation from

Yvette Hernandez THE REALTY EXPERIENCE POWERED BY LRR

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

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

The Blue Heron Beach Resort is located just a few miles from the entrance of Walt Disney World. This resort primarily offers two-bedroom suites that cater to families and groups it feature full kitchens, living rooms, and private balconies with excellent views of Lake Bryan, and watch the Disney fireworks every night. It's a great opportunity for your own or become a first time Airbnb

Yukey Hoo U KEY REALTY