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

Charming Winter Park Home with Private Pool on Corner Lot!Don’t miss this beautifully updated 3-bedroom, 2-bath single-family home nestled in a quiet, tucked-away neighborhood in the heart of Winter Park. Just minutes from the vibrant shops and restaurants of Park Avenue, this centrally located gem offers the perfect blend of comfort, convenience, and charm.Step inside to find

Cliff Glansen FLATFEE.COM

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

A "Work from Home" Dream! Set your desk to view open green spaces or in the primary for a slice of Lake Florence! Tennis courts are directly across the street so have a friend meet you for a quick match on your Lunch break... get in your steps by walking the dog by the lake! 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! Updated lighting and

Robin Leedom TOP VALUE PROPERTIES LLC

3.2% Assumable VA! 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

Jessica Brown MARK SPAIN REAL ESTATE

Incredible Winter Park Location!This spacious 4-bedroom, 2-bathroom pool home is situated in a highly desirable area, offering plenty of room for the whole family. The large covered and screened lanai is perfect for enjoying the outdoors year-round, while the oversized garage provides ample space for storage and parking. With a split floor plan, this home is designed to offer privacy and

Robert Paulson COLDWELL BANKER RESIDENTIAL RE

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

New price. Let’s make a deal! At FULL LIST PRICE the seller will include a 1 year home warranty valued at $810. We’re not stopping there! ALSO at full list price the SELLER WILL INCLUDE 3% ($11,370) FOR YOU TO USE FOR CLOSING COSTS. Think about buying down your interest rate! Welcome to Harbour Ridge in charming Winter Park — where there’s no HOA and endless potential!Set on a spacious

Barbara Mills COLDWELL BANKER REALTY

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

Nestled in the highly desirable Winter Park, Florida, 2008 Nottingdale Lane presents a meticulously updated and move-in-ready single-family home. This delightful residence offers 3 bedrooms and 2 bathrooms within a comfortable 1,278 square feet of living space, all without the encumbrance of a Homeowners Association (HOA). Situated on a generous 0.24-acre lot, the property boasts a fully fenced

Robert Bretz, PA EXP REALTY LLC

Welcome to Hyde Park, off Howell Branch Road in Seminole County. First time offered. Wonderful two-bedroom, two-bath split plan, with two-car garage and fireplace. The roof has been replaced as well as the air-conditioning unit. Over 1,400 heated square feet, with fabulous large porch (no rear neighbors). This is ready to decorate to your liking! Bring a paintbrush and replace flooring. Tons of

Pam Hagood Ryan PREMIER SOTHEBY'S INTL. REALTY

Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment.Located on the first floor, this beautifully renovated 2-bed, 2-bath home features

Brandon Geers COMPASS FLORIDA LLC

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.

Major Price Improvement & Motivated Seller! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural

Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

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

$5K SELLER CONCESSION TOWARDS BUYER'S CLOSING COSTS AND PRE-PAIDS!!!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

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

CLICK ON VIRTUAL TOUR to get an overview of the complex. HUGE PRICE REDUCTION!!!!......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.

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

$25,000 below appraised value! Walk to Park Ave!! 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

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. *** Price Improvement*** This one is a must see!! Welcome Home!! NEW ROOF, UPDATED KITCHEN, SEMINOLE COUNTY SCHOOLS. RV Carport Upgrade! 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

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 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

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

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

Auction Property. Located in desirable Brittany Gardens, this home offers spacious living areas and a smart, open floorplan — perfect for customization and renovation. Step inside to find a large great room, ideal for entertaining. The generously sized master suite features a luxurious bathroom with a soaking tub, separate shower enclosure, and dual vanities. Additional bedrooms are

Wade Stafford ALL FLORIDA PROPERTY GROUP,INC