Refine Search
Map
Sort by
$299,000
2 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
The PERFECT size!! 2 bedroom/2 bath home with an OPEN & SMART floorplan! 2025 FRESH PAINT INSIDE & OUT! 2023 NEW ROOF Beautiful vinyl floors in common areas and FRESH carpet in the bedrooms. Charming screened back porch is perfect for relaxing evenings or slow morning coffee. Or take a walk to the private LAKE to enjoy the breeze and birds. Paddleboards, kayaks, and canoes are welcome. NO motorized watercraft. Community also features tennis courts and a playground. And Soooo conveniently located!! 4 minutes to 436, 8 minutes to the 417, 9 minutes to 17-92, 15 minutes to Rollins/Park Ave, 17 minutes to UCF or 17 minutes to I-4!! Call or Text your agent today!!

2804 Whispering Way, Winter Park
$197,382
2 Beds ⋅ 2 Baths ⋅ Oaks Condo SubDv. ⋅ 32792 Zip Code
Winter Park gem! This tastefully updated 2-bedroom, 2-bath corner unit with a spacious patio offers a rare opportunity in a boutique community of only 11 residences, surrounded by million-dollar homes. The unit was repiped in October 2025 and features high-quality enhancements including plantation shutters, built-in closets, a hurricane-rated sliding glass door, smart recessed lighting throughout, a smart fan with light kit in the primary bedroom, and a Nest thermostat. The airy kitchen boasts granite counters with backsplash, soft-close cabinetry, and stainless steel appliances. An open floor plan connects the living and dining areas—ideal for entertaining. The owner’s suite includes a large walk-in closet, custom built-in storage, and a spa-like bathroom. Enjoy a large private balcony overlooking the community pool—perfect for morning coffee or hosting friends. Centrally located, this home is within walking distance to Glenridge Middle School and minutes from grocery stores, AdventHealth, Baldwin Park’s shops and scenic trails, and the dining and boutiques of Park Avenue. Just 15 minutes to Downtown Orlando and under 30 minutes to Orlando International Airport. Zoned for the highly regarded Winter Park school district. HOA fee includes water, pest control, and exterior insurance, and the community is pet-friendly. Excellent option for first-time buyers, downsizers, investors, or students attending Rollins or Full Sail. Call for your private tour today!

1913 Woodcrest Drive Unit B, Winter Park
$222,500
3 Beds ⋅ 2 Baths ⋅ Goldenrod Villas Condo SubDv. ⋅ 32792 Zip Code
Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly

7771 Country Place Unit 7, Winter Park
$192,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Villas Condo SubDv. ⋅ 32792 Zip Code
If you’re searching for a place that feels like home the moment you walk in—not just another condo—this one might be exactly what you’ve been looking for. Nearby to Full Sail University, UCF, restaurants, shopping, entertainment, and major road access, this property is in a prime location. Step through the covered front porch and into a bright, welcoming space with soaring vaulted ceilings, new windows installed in 2021 providing plenty of natural light, and an open layout perfect for everyday living or hosting friends. The living and dining area flow effortlessly together, centered around a cozy fireplace and stylish custom wood-and-steel staircase that instantly catches your eye. There’s even a dry bar with wine storage, because this home was designed with comfort and lifestyle in mind. The kitchen has everything you need in arm’s reach—stainless steel appliances, brushed nickel hardware, breakfast bar seating, a built-in pantry, and an easy-clean vinyl backsplash. It’s simple, practical, and ready for weeknight dinners and weekend brunch. The first-floor bedroom features beautiful wood-plank tile flooring, double closets, and a nearby updated bathroom. The laundry is thoughtfully tucked away, with extra shelving (because we all need more storage). There’s even additional storage under the stairs and in the living room to help keep things organized. Upstairs, the second bedroom feels like a private retreat with bamboo floors, plantation shutters, and its own updated bath featuring a rain shower behind seamless glass. Open the French door and step out to your fenced patio—a quiet space for morning coffee, grilling with friends, or relaxing after a long day. --Updates Include:-- 2020: New tile roofs, rain gutters & exterior paint (community-wide), 2015: HVAC, 2019: Water heater, Wood-plank tile flooring (1st floor), Bamboo flooring (2nd floor), Double-pane windows, Full-size washer & dryer, Custom staircase railing, Remodeled 2nd-floor bath with rain shower. --Community Perks You’ll Love-- Pool & clubhouse, Pondside gazebo, Tennis & basketball courts, Car wash station, Pet-friendly green spaces. If you’re looking for a move-in-ready condo that genuinely feels like a home, with thoughtful updates and plenty of personality, this is one you won’t want to miss. See why the owners fell in love with it—you might do the same.

623 Saint Johns Court Unit 623, Winter Park
$268,000
2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 01 SubDv. ⋅ 32792 Zip Code
PRICE REDUCED!!!!!!!!!IMMACULATE !!!!! Close to everything from this quiet 2nd floor 2/2 condo at THE GALLERY in Winter Park! Safe 3-minute walk to Publix, restaurants, movies and Crealde Art Center via gated back entrance to complex, Starbucks just outside the other way. Stainless steel and granite, dishwasher, built-in microwave. High ceilings in LR/DR and master. Walk-in closet in master. Screened balcony overlooks community pool and a beautiful pink crape myrtle, blooming soon. A/C replaced in 2019. Hall laundry closet includes W/D. Neutral colors are ready for you to make it your own. Short drive from Rollins, Park Avenue, Trader Joe's, Winter Park Hospital, YMCA and more.

609 Gallery Drive Unit B204, Winter Park
$205,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to 200 Saint Andrews Blvd, Unit 1707 — a beautifully maintained two-story condo, with over 1200 square feet, nestled in the highly desirable Four Seasons community of Winter Park. Step inside this inviting 2-bedroom, 1.5 bath residence and you’ll immediately appreciate its spacious layout. All major systems updated: Roof, 2021; A/C, 2018; Updated plumbing repipe to PVC, 2019. The main level offers a generous open living and dining area, perfect for relaxing or entertaining, with direct access to a private fenced patio and screened porch—ideal for enjoying morning coffee or quiet evenings outdoors. The kitchen is spacious, nicely appointed and well-lit. There's also a half bath on the main floor for convenience. Upstairs, both bedrooms provide peaceful retreats with ample natural light and closet space, while the full bathroom with tub and shower combo sits between them. The split-level design of this condo ensures privacy and comfort. Living in the Four Seasons Condos means enjoying a low-maintenance lifestyle with exceptional amenities, including three sparkling community pools, a fitness center, tennis courts, and a clubhouse. The beautifully landscaped grounds are perfect for leisurely walks, and the well-managed association provides a true sense of community and convenience. Located in the heart of Winter Park, you’ll be just minutes from everything—boutique shopping and fine dining on Park Avenue, Rollins College, Winter Park Village, and easy access to I-4 for quick commutes anywhere in Central Florida. Zoned for top-rated schools and close to local parks, lakes, and walking trails, this is the perfect place to enjoy the best of Winter Park living at an affordable price. Walking distance to Brookshire Elementary, Ward Park and Playground and the Center for Health and Wellbeing with its fitness center, 2 indoor pools and community programs. Whether you’re a first-time buyer, downsizing, or looking for a low-maintenance second home, this charming condo offers the ideal blend of comfort, location, and lifestyle.

200 Saint Andrews Boulevard Unit 1707, Winter Park
$223,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Sold data only.

1378 Chilean Lane, Winter Park
$235,000
32792 Zip Code
This land is located in a PRIME area for development. Drive down the street (and Wilde Ave) and check out all the amazing new homes being build in this neighborhood. No HOA. There was once a home on the property, had water and septic. Due diligence up to buyer. You won't find another opportunity like this in Winter Park. .73 acres in a quiet area to build your perfect dream home! **ALL PREVIOUS LISTINGS WERE FRADULENT* Agent is related to owners of property. Someone was impersonating actual seller and contacting unsuspecting realtors in attempt to scam buyers.

7449 Restful Street, Winter Park
$335,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 09 SubDv. ⋅ 32792 Zip Code
Are you looking for a great house set on an incredible piece of land? Well look no further because this house sits in the subdivision Eastbrook. This split floorplan has a large open kitchen with a large area for eating breakfast and a separate dining room. The master boasts of a walk in closet and an remodeled master bath. While this house still has a lot of it's original charm, it has been loving maintained and you would make home owner number 3! The main bathroom has an a completely remodeled shower and easily accessible for any age! The size of the lot of yard has endless potential whether you want to add a pool, playground or even an additional room it is up to you! Oh and the AC unit is from 2020 and the hot water heater is new too! This property is as is/where is.

3525 Baxter Drive, Winter Park
$205,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condominium SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated condo (that lives like a townhouse) in Winter Park! **One or more photos have been virtually staged** Move-in ready and designed for comfort and convenience, this home offers a functional two-story layout with modern upgrades throughout. Recent improvements include new Luxury Vinyl Plank flooring, fresh interior and exterior paint, a 2022 roof, and a 2019 HVAC system, ensuring peace of mind for years to come. Plus the HOA takes care of ALL major repairs & improvements including the roof, exterior maintenance, pest control and all common areas... and water/sewer/trash is also covered in the monthly dues! The main level features an inviting open-concept living and dining area, perfect for entertaining or relaxing. The updated kitchen boasts stylish finishes, and a closet pantry. A spacious half bath with linen closet completes the downstairs. Upstairs, you’ll find two generous bedrooms and a full shared bath. The primary suite offers a dressing/vanity area and a walk-in closet, providing a comfortable retreat and great storage! This well-maintained community offers a variety of amenities, including a community pool, tennis and pickleball courts, pet stations, and an on-site laundry facility. Enjoy easy access to shopping, dining, and entertainment, with close proximity to Full Sail University, Advent Health Orlando International Airport, All Major Attractions, and of course excellent shopping and dining options! Conveniently located near major roadways such as SR 436, 417, and University Blvd... making commuting to downtown Orlando or UCF a breeze. Whether you’re a first-time buyer, downsizing, or searching for an investment opportunity, this property offers the perfect blend of location, lifestyle, and low-maintenance living.

4928 Tangerine Ave, Winter Park
$206,000
1 Beds ⋅ 1 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code
Welcome to this charming and spacious 1-bedroom, 1-bathroom home featuring an open-concept layout filled with natural light. Each area is equipped with its own independent air-conditioning unit for maximum comfort. The modern kitchen is perfect for everyday living and entertaining guests. The property is fully fenced, offering privacy and security, and includes a large backyard ideal for outdoor enjoyment. An outdoor laundry area with a washer and dryer is conveniently included for your comfort. Additionally, there is an optional studio space, ideal for a home office, gym, or guest room. Perfectly located near restaurants, pharmacies, and local shops, this home provides easy access to everything you need for a comfortable and convenient lifestyle. Schedule your showing today and make this lovely home yours!

5206 Seminole Avenue, Winter Park
$285,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
This is one of the largest floor plans in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, this includes an enclosed lanai (under air), for extra living space. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR adds a perfect touch for entertaining. Upstairs the loft has a skylight, ceiling fan and is carpeted. The kitchen is thoughtfully designed with a space for a charming eat-in nook that overlooks your PRIVATE COURTYARD and is accessible through sliding glass doors—perfect for morning coffee or outdoor dining. For added convenience, the laundry closet with a WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, with a beautifully en-suite bathroom with a brand-new vanity with granite, featuring both a WALK-IN closet, and a shower enclosure and the lanai under air, is accessible through sliding glass doors. The spacious second bedroom also features a walk-in closet and attached access to the second bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has two designated parking spaces, and a private mailbox. Re-roofed and new skylights were installed in 2020; entire complex was recently painted. Upgrades include newer AC and just painted in July 2026. A beautiful master bathroom cabinet and sink —providing comfort and style. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2336 Sun Valley Circle Unit BLDG 20, Winter Park
$250,000
2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code
Discover this beautifully updated townhouse in the heart of Winter Park. Featuring 2 bedrooms and 1 full bath, this home blends modern updates with everyday convenience. A new roof (2019) and brand-new double sliding doors with built-in blinds provide peace of mind and style. The spacious fenced backyard with patio is designed for relaxing, entertaining, or simply enjoying the outdoors. Inside, the living area showcases laminate flooring, while the kitchen offers stainless steel appliances, a custom tile backsplash, open shelving, and a new faucet. Both bedrooms feature newer laminate floors and ample closet storage. The renovated bath includes custom tilework, an updated vanity, and upgraded lighting. A stacked washer and dryer are tucked neatly inside for added convenience. Additional highlights include a double-wide parking pad and front-entry mailbox. The community offers a variety of amenities for residents, including two pools, tennis courts, a playground, shuffleboard, covered lanai, and picnic area—all for a low monthly fee of $76. Located minutes from shopping and dining at Casselberry Commons, 10 minutes to Winter Park’s Park Avenue, and approximately 20 minutes to Orlando International Airport, this home offers both comfort and convenience. Move-in ready and waiting for its next chapter—schedule your showing today.

2399 Antilles Drive, Winter Park
$260,000
3 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street! Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community. Step inside to an inviting open floor plan featuring a cozy family room with a wood-burning fireplace, perfect for relaxing evenings or entertaining guests. The space flows into a bright dining area and a well-maintained kitchen, while a private screened-in back porch extends your living area outdoors. The spacious primary suite includes an en-suite bath, and the two additional bedrooms offer flexibility for guests, family, or a home office. Enjoy a variety of community amenities including a sparkling pool, dog run, and two tennis courts, all within a quiet, friendly neighborhood setting. Located just minutes from Downtown Orlando, MCO Airport, Full Sail University, and Rollins College, this condo offers convenience, comfort, and great value in one of Central Florida’s most sought-after areas. Don’t miss your chance to see this charming home—schedule your private tour today!

2489 Tahoe Circle, Winter Park
$270,000
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 2 SubDv. ⋅ 32792 Zip Code
INVESTOR ALERT!!! Charming townhouse with great potential, offering the perfect blend of comfort and convenience. Featuring a spacious open floor plan, and private patio perfect for gatherings. This residence is ideal for both relaxing and entertaining. Located close to shopping, dining, this home provides easy access to everything you need. A MUST SEE... MAKE YOUR APPOINTMENT TODAY!!!

1871 Casselwood Street, Winter Park
$198,000
2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 01 SubDv. ⋅ 32792 Zip Code
Back on market due to buyer financing. Condo has reserves! Seller offering buyer credit when using preferred lender. Location, Location, Location! Welcome to this charming Winter Park townhome. The first floor features a convenient half bath and an in-unit laundry area. Upstairs, you’ll find two spacious primary suites, each with its own private bathroom. Enjoy outdoor living with a private back patio and take advantage of the community pool just steps away. Perfectly situated for comfort and lifestyle! Enjoy peace of mind with a new roof installed in 2023 and an updated A/C system. The exterior is beautifully landscaped, creating an inviting curb appeal. Ideally located, this home is just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, and 30 minutes to Disney World. Families will appreciate access to top-rated schools, including Aloma Elementary, Glenridge Middle School, and Winter Park High School. Perfect as a primary residence or a smart investment, this home offers timeless design, modern updates, and an unbeatable location. Don’t miss this exceptional opportunity!

7457 Belle River Court Unit 12, Winter Park
$285,000
2 Beds ⋅ 2 Baths ⋅ Fernbrook Trails Ph 3 SubDv. ⋅ 32792 Zip Code
Completely Renovated 2 bedroom and 2 bath Townhome in Winter Park! Welcome to 7777 Fernbrook Way, a beautifully updated 2 bedroom, 2 bath home in the desirable Fernbrook Trails community. This move-in ready property has been fully renovated with high-end finishes, modern conveniences, and thoughtful upgrades throughout. Step inside to find tile flooring throughout (2023), freshly retextured ceilings, and energy-efficient LED lighting. The open kitchen features new cabinets with quartz waterfall countertops (2023), LG stainless steel appliances (2021), and updated LED spotlights. Bathrooms were refreshed with new vanities and toilets (2021), and all matching ceiling fans were installed in 2021. Major systems are updated for peace of mind, including a new AC (2021), new windows and sliding glass door (2024), and French drain with sump pump system (2025). Additional improvements include upgraded baseboards, matching blinds, new exterior LED lights, an added shed, and fresh sod in the backyard. The home also comes with a transferrable active termite bond. Roof 2021 Outside, enjoy a private backyard with mature landscaping and low-maintenance living in a well-kept community close to schools, shopping, and major roadways. This is truly a turnkey Winter Park home—every big-ticket upgrade has already been done for you. Don’t miss the opportunity to make it yours!

7777 Fernbrook Way, Winter Park
$310,000
2 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
***MULTIPLE OFFERS...SELLER CALLING FOR HIGHEST AND BEST BY SUNDAY, AUGUST 17TH AT 12PM***INVESTOR SPECIAL OR FIRST-TIME BUYER OPPORTUNITY! Bring your vision and a little TLC to unlock the full potential of this charming 2-bedroom, 2-bathroom home on an OVERSIZED .27-acre lot with NO HOA fees. Whether you’re looking to renovate and resell, rent for income, or create your own dream home, this property is a rare find. Step inside to discover a thoughtful split-bedroom layout. The entry opens to a hall with a full bath, a generous WALK-IN LINENN CLOSET, and one secondary bedroom, while the primary suite sits to the right, featuring a private bath with a walk-in shower and a SPACIOUS WALK-IN CLOSET. The main living area is light and bright, with NEW SLIDING CLASS DOORS leading to a COVERED PORCH and TWO NEW WINDOWS framing the space. The kitchen, located just off the family room, offers a cozy window over the sink with a BUILT-IN GREENHOUSE LEDGE—perfect for fresh herbs or cheerful plants. All of this is tucked into a quiet, PEACEFUL NEIGHBORHOOD just minutes from WINTER PARK'S VIBRANT DOWNTOWN, TOP-RATED SCHOOLS, beautiful parks, shopping, dining, and easy access to Full Sail University, UCF, Valencia College, and major highways. Don’t miss this opportunity to invest in a great location with endless possibilities! Roof-2009, HVAC - 2022

7642 Glenmoor Lane, Winter Park
$285,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today!

2462 Harbour Way, Winter Park
$255,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code
**This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a pergola and clear roofing—perfect for soaking up the sunshine while staying protected from Florida’s afternoon showers. Step inside and you’re greeted by a warm and functional layout. The kitchen, located just off the entry, boasts rich, warm cabinetry, sleek black and stainless steel appliances, and a serving window that opens into the spacious dining and living room combo, doubling as a breakfast bar for casual meals or entertaining guests. Continue into the main living area, where soaring vaulted ceilings and a wall of glass sliders flood the space with natural light and provide a beautiful view into the Florida room. Off to the left, a private hallway leads to the home’s bedrooms. The guest bedroom overlooks the front patio and features a ceiling fan and easy access to the second full bathroom, which includes a tub/shower combo. Across the hall, the primary suite offers a peaceful retreat with a walk-in closet, an ensuite bathroom with a walk-in shower, and private access to the rear porch through sliding glass doors. The spacious Florida room at the back of the home offers flexible indoor-outdoor living, with direct access to a shared grassy area—perfect for pets, gardening, or simply enjoying the fresh air. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this gem in Winter Park is ready to welcome you home.

2398 Dominica Run, Winter Park
$200,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added convenience. The modern kitchen is a chef’s delight, featuring maple cabinetry, designer tile backsplash, granite countertops, and high-end stainless steel appliances, including a French door refrigerator. A full bathroom downstairs boasts a chic stand-up shower with glass enclosure, gorgeous tile work, and a granite vanity. Upstairs, you’ll find two generously sized bedrooms, including a primary suite with walk-in closet and an elegantly upgraded bathroom. The second bedroom is perfect for guests or a home office, offering built-in shelving and custom closet storage. A high-efficiency washer and dryer are conveniently tucked away. Enjoy peace of mind in this well-maintained, freshly painted 2-story community with a 2022 roof, no milestone inspection required, and low HOA fees covering water/sewer, exterior maintenance, and access to the sparkling pool & clubhouse. With 2 assigned parking spots and proximity to The University of Central Florida, Full Sail University, Rollins College, Advent Hospital, shopping, dining, and downtown Winter Park—you'll love the location! Don't miss this perfect blend of style, comfort, and convenience—schedule your private showing today!

4786 Tangerine Avenue Unit 4786, Winter Park
$272,500
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership. LUXURY VINYL plank flooring and designer paint were completed in 2024, setting the tone for a stylish, move-in-ready home. The open living and dining area features VAULTED CEILINGS, two skylights, and luxury light fixtures, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR complete with wine fridge adds a perfect touch for entertaining. The kitchen is thoughtfully designed with 18" tile flooring, 42" light-toned cabinets extending all the way to the ceiling, soft-close drawers, GRANITE countertops, a farmhouse sink, ceramic tile backsplash, recessed lighting, and newer appliances. A charming eat-in nook overlooks your PRIVATE COURTYARD and is accessible through Pella HURRICANE-RATED sliding glass doors—perfect for morning coffee or outdoor dining. A tile-accented passthrough with pendant lighting opens into the formal dining area. For added convenience, the laundry closet with a stackable WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, featuring both a WALK-IN and step-in closet, lanai access through hurricane-rated sliders with INTEGRATED BLINDS and a beautifully REMODELED ensuite bath with a stylish vanity, FLOOR TO CEILING TILE, a large walk-in shower with custom accent tile, and frameless glass shower doors. The spacious second bedroom also features a walk-in closet and attached access to the second remodeled bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has designated parking spaces with RAMP ACCESS, and a private mailbox. Upgrades include a whole-home WATER FILTRATION SYSTEM installed in 2023 ($6,000 value), water heater (2023), AC (2017), Pella doors (2017), interior doors (2023), and a stylish front door with electronic security lock (2024)—providing comfort, style, and peace of mind. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2358 Sun Valley Circle, Winter Park
$279,000
2 Beds ⋅ 3 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code
Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything. The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas. The kitchen boasts granite countertops, gray cabinetry, newer appliances, and a breakfast bar that opens to the living room. A cozyfireplace and sunroom invite relaxation, while a convenient half-bath completes the downstairs. Upstairs, the primary suite offers a beautifully updated en-suite bath with quartz countertops, dual sinks, and a glass-enclosed shower. A second bedroom and full bath, plus an upstairs laundry closet with washer and dryer, offer added functionality. Recent upgrades include a 2022 roof and 2023 A/C and water heater. A one-car carport is included. Lazy Oaks is a hidden gem—just minutes from downtown Winter Park, Rollins College, Full Sail, UCF, 417, and walkable to shopping, dining, and a full-service gym. Welcome home. This one’s truly special.

Winter Park
$272,500
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Welcoming townhome on cul-de-sac with no rear neighbors. Step out onto your roomy 16 x 12 screened porch and take in the peaceful views of the tennis courts and green space—it’s the perfect spot to relax with your morning coffee or unwind after a long day. Inside, you’ll love the bright, open feel thanks to clerestory windows in the living room, freshly painted walls, and brand-new electrical panels for peace of mind. Easy-care 18” x 18” tile floors run throughout the home, and sliding glass doors from both the dining area and second bedroom open right out to the porch. The kitchen has a handy pass-through to the dining room and a bar where friends or family can pull up a barstool. Both bathrooms have tub-shower combos, and the primary bedroom features a walk-in closet and a big fixed window that lets in tons of natural light. The Windward Square community has something for everyone—multiple pools, tennis courts, a play area, and even a putting green. You’ll also have space for two possibly 3 cars to park right out front. Best of all, you’re close to great shopping and dining, with downtown Winter Park just a short drive away. Getting around is easy too, with quick access to 417 and only about 20 minutes to Orlando International Airport via Semoran Blvd.

2517 Windward Way, Winter Park
$255,000
3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 1 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Freshly updated and ready for easy living, this concrete-block villa delivers three bedrooms, including a versatile flex room, plus two full baths across a smart 1,080-square-foot, single-story layout. The curb appeal pops thanks to 2023 exterior paint, a brand-new roof (2023), and a privacy fence (2023) that frames the fully fenced backyard. Step inside to an open living-dining core that flows to a screened back porch, perfect for morning coffee or evening grilling, while an attached storage shed keeps tools and toys neatly tucked away. Key systems inspire confidence: the electrical panel has been upgraded, a new water heater arrived in 2024, the HVAC dates to 2015, and the bathrooms feature recently installed raised toilets. Add in the community pool, low $39/month HOA, and Seminole County school zoning, and you’ve found a turn-key Winter Park address that keeps both maintenance and monthly costs pleasantly low.

3005 Casselwood Street, Winter Park
$255,000
2 Beds ⋅ 2 Baths ⋅ Woodcrest Condo SubDv. ⋅ 32792 Zip Code
Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and quiet tree lined street! The unit has new premium vinyl plank floors throughout. Living and dining room are open concept, perfect for entertaining! The updated kitchen features quartz counter tops, stainless appliances with new light and bright cabinetry. Bedrooms are a split floor plan with their own private baths and cedar closets. Both bathrooms are renovated with pristine subway tile and walk in showers. Roof and gutters recently replaced! Owner has spent over $30,000 in upgrades since purchasing in 2022. One assigned parking place. This is an amazing opportunity to live in Winter Park, just minutes from the historic Park Avenue District with shopping and dining, A+ schools, Advent Health Hospital, close to both Audubon Park and Baldwin Park. This 2/2 upstairs unit is in a quiet complex with only 18 units, a private pool, separate storage & laundry facilities on premise. These condos are rare and do go quickly! (Furniture is for sale)

1920 Woodcrest Drive Unit 15, Winter Park
$265,000
2 Beds ⋅ 3 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code
Absolutely charming 2-bedroom, 2.5-bathroom townhome style condo in the heart of Winter Park with a brand new roof! As you enter the front door, you are greeted with the expansive, open design of the first floor that extends all the way through the bonus office room and into the grassy courtyard! The kitchen has been updated with new counter tops, a double sink, and wonderful, little coffee bar shelf. The dining room/living room combo comes with an updated light fixture and fully-operational wood-burning fireplace! The rear porch has been completely enclosed and sports plantation shutters,  a ceiling fan, and beautiful wood laminate flooring. There is also a charming pull-out retractable desk in the closet under the stairs!  The half guest bath on the first floor also holds an updated pedestal sink.  Upstairs you will find a spacious primary bedroom that is filled with natural light from the large windows.  It holds multiple closets, very high ceilings, and beautiful wood laminate flooring.  The primary bath has been completely updated with high end tile flooring, a very modern glass and tile tub and shower, and an extended granite vanity with ample storage drawers.  Bedroom 2 also has laminate flooring, a very large closet, and its own updated bathroom! In the garage you'll find much more storage area, the washer and dryer, and a BRAND NEW water heater! All of this rests in the very quiet and peaceful Lazy Oaks Community of Winter Park and the A-rated Lake Howell High School. Come view this wonderful property and make it yours today!

5164 Lazy Oaks Drive, Winter Park
$240,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Seminole County and Winter Park! Centrally located on the border of Orange County, this well-established community of Cedarwood Village is conveniently located to beautiful Park Ave and all of the greater Orlando suburbs, locations and attractions. This well maintained single story cinderblock stucco has amble skylight natural light, open kitchen to family room, soaring vaulted ceilings and uniform beautiful wide panel water resistant vinyl flooring running throughout the entire residence. No carpet anywhere!! Nice dining area space to fit a large table, but also room in the kitchen for a small breakfast table by the window for morning coffee. The Primary bedroom suite has dual his and her closets and direct access to the screened private patio. The second bedroom has access to the front open and private patio. Other recent improvements are 5.25" high baseboards, range, water heater, door hardware and lighting. Roof was replaced in 2020. Additional locked storage in large closet on the patio. Community roads were recently repaved. This pet-friendly community is well maintained and offers a community pool, clubhouse and tennis courts. Winter Park Condo living at it's best with shopping, restaurants, UCF, Rollins College and Full Sail all minutes away.

2480 Tahoe Circle Unit 2480, Winter Park
$279,000
2 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Phase 2 SubDv. ⋅ 32792 Zip Code
Move-In Ready and AFFORDABLE one-story townhouse with FENCED YARD, 1-Car Garage and LOW HOA!!!!Situated on a corner lot with a screened patio and no rear neighbors, it offers just the right mix of privacy and convenience. Inside, you’ll find ceramic tile and luxury vinyl flooring throughout...so no carpet in sight! A spacious kitchen, living and dining spaces, large bedrooms and 2 tastefully UPDATED Full Bathrooms... all topped off with a BRAND NEW ROOF! The layout is functional, the maintenance is easy, and it's move-in ready. All appliances stay- even the Washer & Dryer! Excellent investment for rental, perfect starter home and ideal for anyone looking for a turn-key, low maintenance property located in an established Seminole County neighborhood of Winter Park with community pool and low HOA!! Don't sleep on this one... it's a great deal!

3153 Greenwood St Unit Winter Spr, Winter Park
$195,000
2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
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 renovate and resell or hold as a long-term asset, this home offers exceptional value in a growing market. Schedule your private showing today—opportunities like this don’t last long!

3220 Netherwood Drive, Winter Park