Winter Park FL Real Estate & Homes for Rent

315 Properties Found

The median home value in Winter Park, FL is $475,000. This is higher than the county median home value of $369,000. The national median home value is $338,100. The average price of homes sold in Winter Park, FL is $475,000. Approximately 59.56% of Winter Park homes are owned, compared to 29.54% rented, while 10.9% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!


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Beds:
2
Baths:
2.00
Sq.Ft.:
1,262
Status:
NEW LISTING
MLS#:
O6276171
Type:
Single Family
Subdivision:
Albert Lee Ridge
Lot size:
0.17 Acres
Year built:
1955
A broker reciprocity listing Courtesy: FLORIDA ONE REAL ESTATE LLC 407-599-7070
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ADDITIONAL INFORMATION

Tucked away on a quiet street yet just minutes from downtown Winter Park, College Park, and downtown Orlando, this beautifully updated 1955 ranch offers the perfect blend of peaceful living and urban convenience. With 2 bedrooms, 2 baths, and 1,262 square feet of thoughtfully renovated space, this home is move-in ready and full of character. As you enter, you’re greeted by a large, open living space that’s filled with natural light from the many windows. The spacious living room flows seamlessly into the dining area, making it perfect for both everyday living and hosting gatherings. The recently renovated kitchen is the heart of the home, showcasing sleek gray shaker cabinetry, black stainless steel appliances, quartz countertops, and a Mediterranean tile floor. It’s a bright and functional space where cooking and entertaining come together. The kitchen opens to the dining area, which leads out to a massive paver patio and a large, fully fenced backyard—ideal for outdoor relaxation, grilling, or even future expansion. The master bedroom is generously sized with space for a king-sized bed and features a built-in closet. A small but mighty ensuite bathroom with original vintage pink and grey tile adds charm and character to this space. The second bedroom is perfect as a guest room, children’s room, or home office. The second bathroom also embraces the vintage aesthetic with its green and white tile, while the bathtub has been reglazed and is ready for your next soak. Built with durable concrete block construction, this home offers low maintenance and energy efficiency. The one-car garage, accessed from the kitchen, provides ample storage space and houses the laundry area. The HVAC system was replaced in 2019, ensuring comfort year-round. Repipe done in 2020. Water heater replaced in 2020. Located just minutes from Winter Park’s renowned dining, boutique shopping, and cultural attractions, as well as being close to AdventHealth, Downtown Orlando, and major highways, this home offers the perfect balance of suburban tranquility and urban accessibility. With thoughtful updates already completed, this home is ready for its new owner. Don’t miss out on this opportunity to own in one of Central Florida’s most desirable neighborhoods.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,345
Status:
NEW LISTING
MLS#:
TB8344901
Type:
Single Family
Subdivision:
Albert Lee Ridge 1st Add
Lot size:
0.17 Acres
Year built:
1956
A broker reciprocity listing Courtesy: HOME SOLD REALTY LLC 833-700-2782
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ADDITIONAL INFORMATION

Updated and remodeled 2+2+sunroom spacious single family home located in Winter Park's 32789 ZIP Code. This home offers easy access to I-4 and is located only a 1.5 miles from WP's upscale Publix, Whole Foods and the renovated Winter Park Village shopping/restaurant district, and it's only 2.2 miles from the city's crown jewel, Park Avenue. Home's amenities include stainless steel kitchen appliances (double-door refrigerator, oven/glass top stove, microwave and dishwasher), granite kitchen counters, new 2.5-ton Trane HVAC system, new hall bath shower, upgraded electrical box, updated tinted windows, fresh interior paint, spacious fenced backyard with no neighbors behind it, PEX pipe throughout, and well-maintained septic tank. Room dimensions are: Living Room — 19'x12' Kitchen — 10'x6 1/2' Master BR — 16'x11' 2nd BR — 13'x11' Sunroom — 12'x12 1/2' Dining — 10x9 1/2'

Beds:
4
Baths:
3.00
Sq.Ft.:
2,060
Status:
NEW LISTING
MLS#:
TB8344918
Type:
Single Family
Subdivision:
Banks Colonial Estates
Lot size:
0.29 Acres
Year built:
1962
A broker reciprocity listing Courtesy: JACK KELLER INC 727-586-1497
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ADDITIONAL INFORMATION

.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,018
Status:
NEW LISTING
MLS#:
O6276232
Type:
Condo
Subdivision:
Parkview Village
Lot size:
0.1 Acres
Year built:
1984
A broker reciprocity listing Courtesy: CREEGAN GROUP 407-622-1111
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ADDITIONAL INFORMATION

Welcome to your new home at 2935 Antique Oaks Cir Apt 64, a beautifully renovated 2-bedroom, 2-bathroom apartment in the heart of Winter Park, Florida. This second-floor unit offers a comfortable and convenient lifestyle with no upstairs neighbors, ensuring peace and privacy.   Key Features: Renovated Interior: Enjoy a fresh and modern living space with stylish LVP flooring throughout and sleek granite countertops in the kitchen and bathrooms. Spacious Layout: This well-designed apartment provides ample living space, perfect for individuals, couples, or small families. Second-Floor Unit: Benefit from added privacy and quietness with no neighbors above you. Prime Location: Situated in a highly sought-after area of Winter Park, this apartment offers easy access to a variety of amenities and attractions.   Conveniently Located Near: Full Sail University: Just a short drive away, this apartment is ideal for attendees, faculty, and staff of Full Sail University.   University of Central Florida (UCF): Reach UCF in no time for classes, events, or sporting activities. Valencia College: Enjoy close proximity to Valencia College for convenient access to higher education. Nearby Landmarks: Park Avenue: Explore upscale boutiques, restaurants, and entertainment options in this charming downtown area.   Winter Park Chain of Lakes: Discover scenic parks, walking trails, and water activities around the beautiful chain of lakes.   Rollins College: Visit this well known liberal arts college known for its beautiful campus and cultural events.   Community Amenities: Take a refreshing dip in the community pool on a hot day. Enjoy the well-maintained landscaping and serene atmosphere of the complex. Don't miss out on this fantastic opportunity to live in a renovated and conveniently located apartment in Winter Park!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,026
Status:
NEW LISTING
MLS#:
O6275332
Type:
Condo
Subdivision:
Gallery At Winter Park Sec 03
Lot size:
1.72 Acres
Year built:
1985
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

This updated, second-floor corner unit boasts stunning water views and a cozy fireplace, along with vaulted ceilings that create an open, airy feel. The screened porch includes a convenient storage closet, and there are two assigned parking spaces: one in a carport and another in a designated spot. The spacious kitchen features an eat-in area, stainless steel appliances, shaker cabinets, and granite countertops, and it opens seamlessly into the living area. The large primary bedroom offers serene lake views, a walk-in closet, and an updated bath. With a split bedroom plan and indoor laundry, this unit is both functional and bright. The community is peaceful and well-maintained, with mature landscaping, a pool, tennis court, bike storage rack, grill, and clubhouse. Located centrally in Winter Park, this condo is near Full Sail University, Rollins College, the Cady Way Trail, Ward Park, Winter Park Hospital, the Wellness Center, and the YMCA. It’s just a short stroll to local conveniences like a grocery store, Starbucks, and CVS, and a quick drive to the popular Park Avenue, where you’ll find shopping, dining, and Central Park. Call today to schedule your private viewing of this wonderful Winter Park condo!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,579
Status:
NEW LISTING
MLS#:
O6275001
Type:
Single Family
Subdivision:
Winter Park Pines Rep
Lot size:
0.19 Acres
Year built:
1962
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

Welcome to the Winter Park Pines with its tree-lined streets, where the mailman still delivers to your door! This beautifully updated home on a private and established street will welcome you in with its bright and open floor plan. Recently renovated, this stunning 3-bedroom, 2-bathroom home is designed for both relaxation and entertaining. As you enter into the light and airy living space, you are greeted with newly wood-look tiled floors and fresh paint throughout in this open area. The kitchen offers all the modern conveniences with white cabinets with crown molding, stainless appliances and granite countertops. A convenient breakfast bar with seating for 3 provides the perfect accompaniment alongside the dining area offering comfortable eating space for family and friends. All 3 bedrooms are tucked away on the other side of the home with an ample level of privacy between them. Both bathrooms have been meticulously remodeled (11/2024). The ensuite bathroom offers a floating quartz vanity brand new expertly tiled shower with a custom glass divider. In the second bathroom, a new vanity with engineered quartz countertops, brand new toilet and tub/shower combination have been installed to provide a fresh and new feeling to the room. A set of sliding glass doors lead to a large back yard offering providing privacy and tranquility. You will find great storage in this home with two hall closets and built racks in the 2 car garage. Additional neighborhood amenities include the nearby Winter Pines Golf course, Cady Way Pool, tennis and pickleball courts, playground, Ward Park sports fields and MORE! The Wellness Center and Advent Health sit just outside of this community along with a plethora of grocery stores, restaurants, and shopping. Area colleges including Full Sail, Valencia, Rollins and UCF...all just minutes away. With its ideal blend of interior luxury and expansive outdoor living, it’s the perfect place to call home. HVAC - 2023, ROOF - 2022

Beds:
3
Baths:
2.00
Sq.Ft.:
1,242
Status:
NEW LISTING
MLS#:
O6276257
Type:
Single Family
Subdivision:
Woodcrest Unit 5
Lot size:
0.22 Acres
Year built:
1973
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

Nestled in beautiful Winterpark this Cozy one story home offers a very spacious living room area as well as a second living room space that was built towards the back of home with a separate office room space. Kitchen has all appliances working including microwave and dishwasher and refrigerator and stove. Community is lovely, great neighbors! Extra room and office was build that adds APPROX. another 300 sq. feet to home. New roof was just installed approx. in 2021! Garage is very spacious and comes with Garage door opener. You will love this big yard and NO HOA fees ! Very easy to show !

Beds:
3
Baths:
3.00
Sq.Ft.:
1,397
Status:
NEW LISTING
MLS#:
O6267093
Type:
Single Family
Subdivision:
Villas Of Casselberry Ph 3
Lot size:
0.07 Acres
Year built:
1994
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

This beautiful 3-bedroom, 2.5 bathroom home has been meticulously cared for by the original owner for over 30 years, with acute attention to every detail. As you enter through the brand new front door, you will marvel at at the soaring, vaulted ceilings and a stunning Palladian window providing you with the an open and airy feeling. The living room beckons you in with a cozy fireplace and reclaimed wood accents that are warm and welcoming. The wood accents are thoughtfully carried through to the dining room and offers the perfect space for family and friends to gather. An adjacent half bathroom has been remodeled with reclaimed wood-look tile. Enter the updated kitchen (12/2024) to find beautiful wood grain cabinets with new doors and stainless appliances, all less than 10 years old plus a brand new dishwasher (2024). Conveniently located on the main floor, the primary suite offers a beautiful bay window, spacious walk in closet, new carpeting (2024) and an ensuite bathroom with an updated shower (2024). Take the open staircase to the second floor which offers 2 bedrooms with the continued vaulted ceilings and bright bathroom redone with the same fabulous reclaimed wood-look tile. Other features that must not go overlooked are a brand new carbon monoxide detector, new A/C thermostat and a fire suppression system. Step outside to the open back yard and that continued attention to detail can be found with commercial-grade gutters and a Rain Bird irrigation system that keeps the landscaping vibrant year-round. The washer and dryer, less than 5 years old, are included. Your low monthly HOA fee allows you access to a community pool and a serene lake with a covered dock and gazebo, perfect for relaxing or socializing. This location puts you in close proximity to Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College. Easy access to 436 with plenty of shopping, dining, and entertainment options are just minutes away. This home is a true gem, combining thoughtful updates, prime location, and a warm, welcoming atmosphere. Don’t miss the opportunity to make it yours! BRAND NEW ROOF - 2024, HVAC - 2024, WATER HEATER - 2017.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,688
Status:
NEW LISTING
MLS#:
O6274967
Type:
Single Family
Subdivision:
Winter Park Pines
Lot size:
0.18 Acres
Year built:
1965
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

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 family. Dual sliding doors lead to a spacious screened lanai to enjoy the outdoors! Fully fenced backyard for privacy and security with plenty of room for a pool. Parking pad off the driveway for extra parking. New roof 2020!. Zoned for sought-after Winter Park schools! No HOA! Short ride to the Winter Pines public golf course with clubhouse and restaurant! Walking distance to the Cady way trail, pool and park. Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,295
Status:
NEW LISTING
MLS#:
S5119543
Type:
Condo
Subdivision:
Cedarwood Village 1
Lot size:
0.05 Acres
Year built:
1983
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-846-0940
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ADDITIONAL INFORMATION

This charming 2-bedroom, 2-bathroom condo offers 1,295 square feet of comfortable single-level living, thoughtfully designed for easy living and entertaining. The open floor plan boasts a spacious, sunlit living area and a well-appointed kitchen, perfect for culinary creations. Both bedrooms are generously sized and provide privacy, each featuring its own en-suite bathroom for added convenience. Enjoy low-maintenance living in a beautifully maintained community with easy access to local amenities, shopping, and dining—an ideal blend of style and function.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,068
Status:
NEW LISTING
MLS#:
O6275981
Type:
Condo
Subdivision:
Goldenrod Villas Condo
Lot size:
0.02 Acres
Year built:
1982
A broker reciprocity listing Courtesy: CALL IT CLOSED INTL REALTY 407-338-3339
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ADDITIONAL INFORMATION

***LOCATION***LOCATION***LOCATION*** This rare one-story, 2-bedroom, 2-bath condo in a sought-after Winter Park location is beautifully updated, move-in ready, and boasts a newer roof (2021), HVAC(2021), and plumbing (2021) for peace of mind. Freshly painted with popcorn ceilings removed, it features brand-new laminate flooring throughout(2022), modern tile in both bathrooms (2024), and stylish new light fixtures. The efficient galley kitchen offers ample storage with a closet pantry and a conveniently placed laundry closet. The open floor plan includes a spacious living room and dinette, with sliding glass doors that lead to a covered lanai and private fenced yard. Both oversized bedrooms have generous walk-in closets and en-suite access to their own bathrooms, with the primary suite also opening to the backyard. A professionally landscaped yard provides a peaceful retreat, and an outdoor storage room adds convenience. Located just 10 minutes from Park Avenue with easy access to major highways like 417, this quiet, pet-friendly community offers a pool just steps from your back gate. Whether you're a first-time buyer, downsizing, or looking for the perfect Winter Park retreat, this is a rare find in an unbeatable location. Schedule your private tour today before it’s gone!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,747
Status:
NEW LISTING
MLS#:
S5118820
Type:
Single Family
Subdivision:
Northwood Terrace
Lot size:
0.32 Acres
Year built:
1953
A broker reciprocity listing Courtesy: NAIM REAL ESTATE LLC 818-268-9917
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ADDITIONAL INFORMATION

An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all cabinets come with soft-close drawers. The elegant two-tone cabinetry adds a custom touch that will impress your guests. The heart of the home is bathed in natural light thanks to a large front window in the dining area, creating an inviting atmosphere. Sliding glass doors connect the living space to the outdoor oasis, where you’ll find a spacious pool with a screened enclosure, a beautifully landscaped yard, and a cozy fire pit, perfect for relaxing or entertaining from the comfort of your own home. The dining area also features a convenient coffee bar that enhances functionality. Nestled in one of Winter Park’s most sought-after neighborhoods, this property is just minutes away from exclusive dining and boutique shopping. Zoned for top-rated Audubon K-8 and Winter Park High School, this neighborhood is a true gem, benefiting from its prime location and excellent schools, in an area experiencing rapid transformation.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,560
Status:
NEW LISTING
MLS#:
O6273477
Type:
Single Family
Subdivision:
Lake Bell Terrace
Lot size:
0.19 Acres
Year built:
1957
A broker reciprocity listing Courtesy: MILLER GRANT AND COMPANY 407-399-6031
View additional info

ADDITIONAL INFORMATION

Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015 and the HVAC, which was replaced in 2022. In the backyard, the pool and hot tub provide an oasis environment that you're sure to fall in love with. The pool was resurfaced in 2023, along with new pavers, LED lighting, and tile so it looks and feels brand new! The hot tub was added in 2018 and will convey with the property. Inside, the space is perfect for entertaining and the layout is highly multifunctional. The kitchen overlooks the family room with all of its natural light and original wood flooring and there is a large bonus room, ideal for a home office or a playroom/secondary living space depending on the buyers' needs. 3 bedrooms and 2 bathrooms can be found down the hall. Additional upgrades to this property include windows, exterior LED lighting, and the irrigation system. This home is zoned for Hungerford Elementary, which is an OCPS Magnet Program for Advanced Curriculum (STEAM). In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes).

Beds:
4
Baths:
4.00
Sq.Ft.:
2,172
Status:
NEW LISTING
MLS#:
O6275164
Type:
Single Family
Subdivision:
Lake Knowles Terrace
Lot size:
0.15 Acres
Year built:
2025
A broker reciprocity listing Courtesy: COMPASS FLORIDA, LLC 305-851-2820
View additional info

ADDITIONAL INFORMATION

Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for completion in August 2025, this brand new construction home offers a perfect blend of luxury, comfort, and contemporary design. With 4 spacious bedrooms, 3.5 beautifully appointed bathrooms, and 2,172 square feet of meticulously crafted living space, this home is built to impress. Step inside and you are greeted with an amazing open-concept floor plan. The gourmet kitchen is a chef’s dream, featuring quartz countertops, custom cabinetry, top-of-the-line appliances, and an expansive island perfect for entertaining. The living and dining areas feature ample space for family gatherings or intimate dinner parties, with large windows that open up to stunning outdoor spaces. Each of the 4 bedrooms is generously sized, including a luxurious primary suite with a spa-like bathroom, dual vanities, a soaking tub, and a walk-in closet. Step outside to your private backyard oasis, complete with a sparkling pool, an expansive exterior lanai, and a gorgeous summer kitchen. Walk to Phelps Park or jump on your golf cart for a short trip to Park Avenue with its amazing restaurants and luxury boutique shops. The proximity of this house to everything there is to do in Winter Park is truly hard to beat. Don’t miss the opportunity to make this stunning Winter Park home yours.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,527
Status:
NEW LISTING
MLS#:
O6275151
Type:
Single Family
Subdivision:
Autumn Glen Ph 3
Lot size:
0.15 Acres
Year built:
1991
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
View additional info

ADDITIONAL INFORMATION

**MULTIPLE OFFERS RECEIVED ** DEADLINE TO SUBMIT IS THUR 1/30** Charming 3 bedroom/2 bathroom home is now available FOR SALE in the highly sought-after Winter Park area. This home offers INCREDIBLE POTENTIAL and is nestled in a top-rated school district, making it a fantastic opportunity for families or investors alike. While the home is in need of a little TLC, the price reflects this opportunity to put your personal touch on it. **Great fix & flip opportunity** With solid bones and a functional layout, this property is a blank canvas waiting for your vision to come to life. Notable features: New roof (2021), brand new double-pane windows (2020), A/C (2015), spacious yard, high ceilings, a screened-in lanai, and washer/dryer is included. Don’t miss your chance to own a home in one of Central Florida’s most desirable areas at an UNBEATABLE VALUE.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,046
Status:
NEW LISTING
MLS#:
O6273641
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 04
Lot size:
0.21 Acres
Year built:
1964
A broker reciprocity listing Courtesy: NETWORTH REALTY OF ORLANDO, LLC 321-329-3127
View additional info

ADDITIONAL INFORMATION

Welcome to this stunning, fully updated home nestled in the desirable Winter Park area, just moments from the vibrant shops and dining on Park Avenue. This 4-bedroom, 2.5-bath home is a true gem, offering a perfect blend of modern style and classic charm. With a complete renovation, including a brand new AC system, this home is move-in ready and boasts a long list of luxurious upgrades. Step inside to discover brand-new luxury vinyl plank flooring throughout, providing both beauty and durability. The kitchen is a true showstopper, featuring all-new stainless steel appliances, sleek quartz countertops with a stunning waterfall edge, and custom cabinetry that provides ample storage and style. Each bathroom has been fully updated with unique contemporary finishes, ensuring your home is as functional as it is stylish. The generously primary suite offers a peaceful retreat, complete with a beautifully updated ensuite bathroom. Outside, you'll enjoy a fully fenced-in backyard, perfect for pets, outdoor dining, or just relaxing in privacy. The 2-car garage offers plenty of storage space, with separated access to the main living areas. Located in the heart of Winter Park, you'll have easy access to the best that the city has to offer—whether it's shopping and dining on Park Avenue, or enjoying the local parks and golf course. Plus, you'll have quick access to major highways like I-4 and SR-417, making commuting a breeze. Take advantage of this opportunity to own a beautifully renovated home in one of Winter Park's most sought-after neighborhoods—schedule your showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,408
Status:
NEW LISTING
MLS#:
O6273849
Type:
Single Family
Subdivision:
Hyde Park
Lot size:
0.14 Acres
Year built:
1986
A broker reciprocity listing Courtesy: STRICKLAND REALTY GROUP INC 407-448-5068
View additional info

ADDITIONAL INFORMATION

Welcome to your next home or an excellent investment opportunity at 3131 Ash Park Loop in the serene Hyde Park community. This inviting 2-bedroom, 2-bathroom house offers a clean, open split floor plan that’s perfect for both living and entertaining. Move-in ready, this home also presents a unique chance for creative renovations, making it a blank canvas for your personal touch. The property boasts a large screened-in patio area for enjoying the pleasant Florida weather and a fenced-in backyard that provides privacy and security. The open area across the street ensures the home is always bathed in natural light, with no possibility of construction blocking the view. Situated in the highly sought-after Hyde Park neighborhood, the home is just minutes from Downtown Winter Park, Maitland, UCF, Casselberry, and Winter Springs, blending suburban peace with urban convenience. Hyde Park is known for its peaceful environment and community amenities, including playgrounds, sports courts, walking paths, and a community dock on Lake Florence. With its superb location and promising features, 3131 Ash Park Loop is an ideal choice for anyone looking to invest in a property with both immediate appeal and long-term value.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
NEW LISTING
MLS#:
O6275119
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: RE/MAX ASSURED 800-393-8600
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ADDITIONAL INFORMATION

Spacious 2-bedroom, 2-bathroom offers a comfortable and convenient lifestyle in the heart of Winter Park. Enjoy the ease of in-unit laundry with a washer and dryer conveniently located in outside storage closet. Steps aways from mailboxes for effortless mail retrieval. Within close proximity to a vibrant array of dining and shopping options. Conveniently located near renowned educational institutions including Full Sail University, Rollins College, Valencia College, and the University of Central Florida (UCF). A short distance to the cultural hub of Downtown Orlando and the charming Park Ave district. Ideal for homeowners and investors. Contact us today to schedule a showing!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,074
Status:
NEW LISTING
MLS#:
O6275033
Type:
Condo
Subdivision:
Winter Park Gardens Condo
Lot size:
0.03 Acres
Year built:
1964
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

This second floor unit features new luxury vinyl flooring, new appliances, granite counter tops, updated bathrooms, as well as upgraded fans and light fixtures. Come enjoy the stunning floor to ceiling pond views from the sunroom. This building has been replumbed as well. The complex is set in over 8 acres of lush gardens adorned with live oaks, lighted walking paths, pond and beautiful pool oasis. Winter Park Gardens is a vibrant 55+ community with room for younger owners and offers AN UNMATCHED LOCATION WALKABLE TO EVERYTHING WINTER PARK HAS TO OFFER. Experience all that makes Winter Park Gardens the best buy in Winter Park.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,393
Status:
NEW LISTING
MLS#:
O6275067
Type:
Condo
Subdivision:
Whisperwood Condo
Year built:
1974
A broker reciprocity listing Courtesy: LUXE HUNTER REAL ESTATE 407-690-1414
View additional info

ADDITIONAL INFORMATION

Welcome to your Winter Park oasis! This charming 2-bedroom, 2-bathroom condo in the desirable Canford Court community offers comfortable living in a prime location. Step inside to discover a bright, airy, open floor plan, perfect for both relaxing and entertaining. The spacious living room features a dedicated den area – ideal for a home office or study. The updated kitchen boasts stainless steel appliances and granite countertops, making meal prep a breeze. Enjoy your morning coffee or evening cocktail on the private patio. Canford Court provides residents with a secure, gated environment and a fantastic Winter Park location. You'll be just moments away from the area's renowned shops, restaurants, parks, and cultural attractions. Don't miss this opportunity to experience the best of Winter Park living!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,132
Status:
NEW LISTING
MLS#:
O6272801
Type:
Single Family
Subdivision:
Orwin Manor Westminster Sec
Lot size:
0.17 Acres
Year built:
1949
A broker reciprocity listing Courtesy: KEYSEEKERS REAL ESTATE 727-490-9000
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ADDITIONAL INFORMATION

Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern convenience. Step into this charming home and experience its warm and inviting ambiance. The living room is bathed in natural light, with a cozy wood-burning fireplace that adds timeless character and comfort. Beyond, discover your personal backyard retreat—a serene oasis with mature landscaping, a spacious lounge area, and a private saltwater pool, perfect for summer relaxation. The refreshed kitchen is both stylish and functional, featuring granite countertops, newer appliances, updated sink and faucet, and GAS STOVE, complemented by an adjacent dining area. The two bedrooms are thoughtfully designed, separated by a fully remodeled bathroom boasting sleek modern tiles, a chic vanity, updated fixtures, and elegant lighting. This home also offers practical upgrades, including enhanced attic insulation, natural gas, and a tankless water heater for endless energy-efficient hot showers. Every detail has been considered to blend modern convenience with timeless charm. Orwin Manor is one of Winter Park’s most cherished neighborhoods, known for its tree-lined streets, historic homes, and central location. Residents love the community’s proximity to Park Avenue, Downtown Orlando and College Park. Enjoy the convenience of walking to Orange Avenue’s restaurants or take a quick drive to Park Avenue, Winter Park’s premier shopping and dining destination, where you can explore boutiques, favorite local restaurants, and charming coffee shops. For professionals, the location couldn’t be better. Major hospitals such as Advent Health Orlando and Orlando Health are within close proximity, providing excellent career opportunities and peace of mind for healthcare access. The area is also conveniently located near Downtown Orlando, making commutes to major corporate offices and job hubs a breeze. Experience the best of Winter Park living in a neighborhood that combines a serene suburban feel with the vibrancy of city life. Don’t miss the opportunity to make this Gem your new home!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,292
Status:
NEW LISTING
MLS#:
O6274702
Type:
Single Family
Subdivision:
Orange Terrace
Lot size:
0.2 Acres
Year built:
1954
A broker reciprocity listing Courtesy: OPENDOOR BROKERAGE LLC 480-462-5392
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to a delightful property that boasts a modern, neutral-colored paint scheme throughout. The kitchen is a chef's dream, equipped with all stainless steel appliances. The outdoor area is perfect for entertaining, featuring a deck and covered patio in the backyard. The property also includes a fenced-in backyard, providing privacy and security. The interior has been recently updated with fresh paint, adding to the overall appeal. This property is a true gem, offering comfort and sophistication.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,457
Status:
NEW LISTING
MLS#:
O6273330
Type:
Condo
Subdivision:
Cedarwood Village 1
Lot size:
0.05 Acres
Year built:
1981
A broker reciprocity listing Courtesy: PR REAL ESTATE SERVICES 407-447-9500
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ADDITIONAL INFORMATION

Charming 2 bedroom, 2 bath condo nestled in a serene community in beautiful Winter Park. The open concept living and dining space has soaring vaulted ceilings and skylights that fill the home with natural light. The fully equipped kitchen has stainless steel appliances with ample cabinet space, making meal prep a breeze. A wet bar equipped with a beverage refrigerator is just off of the dining room for easy entertaining. A generous master bedroom with an en-suite bath and walk-in closet, offering a very comfortable private oasis. The cozy wood-burning fireplace is perfect for staying warm during chilly evenings, creating a welcoming atmosphere for family and friends. Convenient in-unit laundry with a newer washer and dryer for your convenience. Access to a community pool, clubhouse, tennis court and dog run, ideal for staying active year-round. Close to shopping, dining, downtown Winter Park, and major highways. Whether you're looking for a seasonal getaway or a year-round residence, this condo offers the perfect combination of comfort and convenience. Schedule your private showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,036
Status:
NEW LISTING
MLS#:
O6274635
Type:
Single Family
Subdivision:
Karolina On Killarney
Lot size:
0.16 Acres
Year built:
1954
A broker reciprocity listing Courtesy: THE AGENCY ORLANDO 407-951-2472
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ADDITIONAL INFORMATION

WELCOME HOME! LOCATION LOCATION LOCATION!!! Built in 2017, this 4 bedroom, 2 bathroom home is exactly what you are looking for! Located in one of the most desirable neighborhoods of Winter Park 32789. Driving up you will love the beautiful curb appeal, fresh landscaping and a paver driveway. This home sits on a large lot with private backyard. Entering through the front door you will enjoy an open floor-plan perfect for entertaining. The gorgeous engineered hardwood span the entire first floor. The updated kitchen offers solid wood cabinets, quartz countertops, and newer appliances. There are 2 oversized bedrooms and an gorgeous bathroom on the first floor. Head upstairs, there is a loft area perfect for an office or play area for your children. The spacious master bedroom has high ceilings with updated master bathroom that features oversized shower and bathtub. The 4th bedroom makes up the rest of the upstairs. NO HOA...live without restrictions. Quick and convenient access to I-4, all major roadways, shopping and dining. You are less than 2 miles from Park Avenue.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,411
Status:
NEW LISTING
MLS#:
O6265769
Type:
Single Family
Subdivision:
Fontainebleau
Lot size:
0.33 Acres
Year built:
2008
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
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ADDITIONAL INFORMATION

Beautifully warm and welcoming, this five-bedroom, 5.5-bath custom home is full of modern elegance with over 4,400 square feet of designed living space. As you enter the foyer, you are surrounded by natural light that showcases artisan trim throughout, fills the high-volume ceilings and accents the rich hardwood floors. The spacious living room features ceiling details with views that frame the charming front porch, a spot to enjoy your morning coffee or greet neighbors. Across from this gathering space is a formal dining room with crown molding and chair rail creating an elegant ambiance ideal for hosting dinner parties or cherished family gatherings. At the heart of this magnificent home is the gourmet kitchen that blends form and function. This culinary space has marble countertops, a generous center island, custom cabinetry and premium stainless steel appliances, including a gas stove with griddle. Off the kitchen is a large breakfast area that will easily be the center of informal dining. The kitchen flows seamlessly into the huge family room, featuring custom built-ins and a gas fireplace. For those who love to entertain, the walk-in bar with a beverage cooler ensures effortless hosting as you create unforgettable memories with friends and family. The French doors in the family room define outdoor living at its finest. Through the French doors find your backyard paradise highlighted by a travertine hardscape, pristine landscaping, heated plunge pool and a separate spa area. The spacious first level owner's suite has an oversized custom walk-in closet and two sets of French doors that open to your private outdoor oasis. The exquisite owner's bath has designer finishes with dual vanities alongside a dedicated makeup area, a water closet, a jetted tub and a separate walk-in shower. A versatile flex space adjacent to the owner's suite can easily adapt to your lifestyle needs, as the fifth bedroom, nursery or office and there is another full bath on this level. A separate cabana serves as gym complete with a half bath and is a retreat for fitness enthusiasts. Enjoy evenings gathered around the outdoor patio's gas wall fireplace while listening to tranquil sounds from the fountain amid lush landscaping creating an inviting escape from daily life. On the second level, there are three additional bedrooms, two with en-suite baths. A loft game room provides an ideal setting for relaxation or playtime with access to the second-floor balcony showcasing views of the lush front yard. A separate full bath and a built-in work desk with plenty of cabinetry complete the second level. Additional updates include a new roof installed in July 2021, and an advanced Control4 home automation system featuring video cameras for added security. A whole-home generator provides peace of mind during any season, with surround sound, plus a generous 1,000-gallon propane tank that ensures uninterrupted comfort throughout every moment spent here and a spacious three-car garage with ample storage solutions. This elegant property on a beautiful street is move-in ready! You will love living here. Call today to schedule your private showing.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2025, My Florida Regional MLS DBA Stellar MLS.

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