Recently Sold Winter Park, FL Homes

/2
$520,000 Sold Apr 30, 2025
- 1,900 Sq Ft
- $274/SF
- 51 Days On Market
- 4 Beds
- 3 Baths
- Built 1926
1481 Harmon Ave, Winter Park, FL 32789

Welcome Home to Orwin Manor – Where Historic Charm Meets Modern Comfort!Nestled in the heart of Winter Park’s highly sought-after Orwin Manor, this 1926 historic gem is brimming with character and thoughtfully updated for today’s lifestyle. Priced below a recent appraisal, this four-bedroom, three-bath home showcases original hardwood floors, a brand-new roof (2024), and reinforced crawl space

Laura Napoleon KELLER WILLIAMS WINTER PARK

1481 Harmon Ave, Winter Park, FL 32789
/2
$555,000 Sold Apr 30, 2025
- 1,579 Sq Ft
- $351/SF
- 55 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
2779 Prince John Rd, Winter Park, FL 32792

NEW ROOF in 2022! NEW HVAC AND DUCTWORK in 2023!! 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

Amy Turner KELLER WILLIAMS WINTER PARK

2779 Prince John Rd, Winter Park, FL 32792
/2
$515,000 Sold Apr 29, 2025
- 2,254 Sq Ft
- $228/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1969
1946 King Arthurs Ct, Winter Park, FL 32792

Fully renovated Winter Park home! Remodeled in 2021, this exquisite home sits on a prime corner lot on a quiet cul-de-sac with sidewalks, just minutes from Interlachen Country Club. It is a short drive to downtown Winter Park’s premier shopping and dining. Designed for both entertaining and everyday living, the spacious open floor plan features upgraded kitchen with new cabinetry, stainless

Cindy Kuykendall FANNIE HILLMAN & ASSOCIATES

1946 King Arthurs Ct, Winter Park, FL 32792
/2
$390,000 Sold Apr 29, 2025
- 1,894 Sq Ft
- $206/SF
- 3 Days On Market
- 4 Beds
- 2 Baths
- Built 1981
7145 Knottypine Ave, Winter Park, FL 32792

Your Quest is over! You have found your Home in this Beautiful 4 Bedroom 2 Bathroom Winter Park sanctuary. Enter the inviting foyer and experience a spacious open floorplan featuring a Great Room with an attractive living and dining space and a handsome remodeled Kitchen with solid wood Cabinets, Stainless Steel appliances, generous Island and stunning Granite countertops. Relax and unwind in

Heather Pascoe Walker HAMPTON WINDSOR REALTY LLC

7145 Knottypine Ave, Winter Park, FL 32792
/2
$235,000 Sold Apr 29, 2025
- 912 Sq Ft
- $258/SF
- 26 Days On Market
- 2 Beds
- 1 Bath
- Built 1977
2529 Leeward Way, Winter Park, FL 32792

Don’t miss out on a great opportunity to own a SINGLE-STORY, LOW HOA townhouse in Winter Park’s popular Windward Square community. Imagine yourself enjoying any of its three pools, tennis courts, BBQ area, or outdoor reading benches AND being located a mere 5 minutes from grocery shopping and dining esablishments. More shopping, dining, and opportunities to just relax and watch busy shoppers are

Chris Creegan CREEGAN GROUP

2529 Leeward Way, Winter Park, FL 32792
/2
$510,000 Sold Apr 29, 2025
- 1,630 Sq Ft
- $313/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
519 Cornwall Rd, Winter Park, FL 32792

Winter Park Pines…wonderful 3 bedroom 2 bath home on a low traffic street with access to “Cady Way” Trail from the back yard! The front of the home has a wonderful paver driveway and a “siding look”…that is concrete in the front of the home. This home features an eat-in kitchen with granite counter tops. Separate dining room with wood floors a formal living room with a wood burning fireplace and

Evelyn Pilchick RE/MAX 200 REALTY

519 Cornwall Rd, Winter Park, FL 32792
/2
$430,000 Sold Apr 28, 2025
- 1,226 Sq Ft
- $351/SF
- 1 Day On Market
- 3 Beds
- 2 Baths
- Built 1960
2743 Sanbina St, Winter Park, FL 32789

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the heart of charming Winter Park!From the moment you step inside, you'll be greeted by an abundance of natural light that fills the space and highlights the beautifully polished terrazzo flooring and fresh interior paint throughout. The open and airy layout creates an inviting atmosphere perfect for both relaxing and

Logan Coon KELLER WILLIAMS WINTER PARK

2743 Sanbina St, Winter Park, FL 32789
/2
$482,500 Sold Apr 28, 2025
- 960 Sq Ft
- $503/SF
- 4 Days On Market
- 3 Beds
- 1 Bath
- Built 1950
710 W Swoope Ave, Winter Park, FL 32789

Bungalow with metal roof approximately one block from Winter Park mall. Considered an excellent location.

Firmin Emanuel FIRMIN A. EMANUEL

710 W Swoope Ave, Winter Park, FL 32789
/2
$375,000 Sold Apr 28, 2025
- 1,015 Sq Ft
- $369/SF
- 11 Days On Market
- 2 Beds
- 1 Bath
- Built 1948
2259 Minnesota Ave, Winter Park, FL 32789

Come build your dream home on this oversized single family corner lot (62.5 by 141.5) in Winter Park Florida with amazing views of Dubsdread Golf Course hole 6. Located just a short drive or walk away from all your favorite shops and restaurants (Agave Azul, Publix, Tap Room, Black Bean Deli) Convenient access to I-4 making it easy to get around the greater Orlando area. Less than a minute drive

Kayla Barnes LPT REALTY, LLC

2259 Minnesota Ave, Winter Park, FL 32789
/2
$635,000 Sold Apr 28, 2025
- 901 Sq Ft
- $705/SF
- 53 Days On Market
- 2 Beds
- 2 Baths
- Built 1971
100 S Interlachen Ave Unit 111, Winter Park, FL 32789

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a

Mary Colton FANNIE HILLMAN & ASSOCIATES

100 S Interlachen Ave Unit 111, Winter Park, FL 32789
/2
$555,000 Sold Apr 25, 2025
- 1,772 Sq Ft
- $313/SF
- 15 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
633 London Rd, Winter Park, FL 32792

Spectacular 3/2 with split plan in the Winter Park Pines. This pool planned home has been freshly painted throughout the interior and features vinyl plank flooring and cermic tile, breakfast bar in the kitchen, separate dining room, living room, family room, large foyer, plenty of closet space throughout, a screened patio and a large fenced back yard. It also has a complete stainless steel

Barry Sanford PA CHARLES RUTENBERG REALTY ORLANDO

633 London Rd, Winter Park, FL 32792
/2
$535,000 Sold Apr 25, 2025
- 1,795 Sq Ft
- $298/SF
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 1947
1531 Norfolk Ave, Winter Park, FL 32789

Welcome to your dream home nestled in the highly sought-after College Park district of Winter Park! This charming residence seamlessly blends history with modern upgrades, offering a perfect balance of comfort and convenience.Step inside to discover a beautifully updated kitchen featuring elegant granite countertops, ideal for both casual meals and entertaining guests. The home now boasts 1,795

Erica Diaz HOMEVEST REALTY

1531 Norfolk Ave, Winter Park, FL 32789
/2
$480,000 Sold Apr 25, 2025
- 1,520 Sq Ft
- $316/SF
- 60 Days On Market
- 3 Beds
- 2 Baths
- Built 1955
525 S Lakemont Ave, Winter Park, FL 32792

Centrally located residence that features a family-friendly layout located in one of the most sought-after areas of the Orlando region, Winter Park. This upscale community is conveniently located just 5 to 10 minutes by car from downtown Orlando. The interior boasts three generously sized bedrooms, two full bathrooms, and an additional half bath in the utility area, all enhanced by elegant wood

Augusto Rodriguez-Aponte MARK SPAIN REAL ESTATE

525 S Lakemont Ave, Winter Park, FL 32792
/2
$380,000 Sold Apr 25, 2025
- 1,518 Sq Ft
- $250/SF
- 82 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
1397 Hyde Park Dr, Winter Park, FL 32792

Great home with 3 bedrooms, 2 baths, with 2-car garage, nestled in the highly sought-after Hyde Park community, minutes from downtown Winter Park, Maitland, UCF, Casselberry, and Winter Springs. Hyde Park, a well-established peaceful neighborhood, offers playgrounds, sports courts, walking paths, and a community dock on Lake Florence. View of nature preserve from screened front porch. Take

Barry Brooks REALTY HUB

1397 Hyde Park Dr, Winter Park, FL 32792
/2
$1,516,500 Sold Apr 24, 2025
- 2,420 Sq Ft
- $627/SF
- 31 Days On Market
- 3 Beds
- 2 Baths
- Built 1978
335 Beloit Ave, Winter Park, FL 32789

A special opportunity awaits on one of Winter Park’s most sought-after streets, BELOIT AVENUE! This charming 3-bedroom, 2-bathroom home is perfectly positioned just two blocks from the vibrant energy of Park Avenue and steps from the lush greens of the Winter Park 9 Golf Course.Brimming with character and warmth, this jewel box offers over 2,400 square feet of beautifully designed living space.

MaryStuart Day FANNIE HILLMAN & ASSOCIATES

335 Beloit Ave, Winter Park, FL 32789
/2
$1,295,000 Sold Apr 22, 2025
- 2,795 Sq Ft
- $463/SF
- 5 Days On Market
- 4 Beds
- 3 Baths
- Built 2017
1601 Chestnut Ave, Winter Park, FL 32789

Nestled in one of the most sought-after locations, the “Tree Streets” of Winter Park. 1601 Chestnut Avenue is a stunning Modern European Cottage-style home, built in 2017, that masterfully blends classic charm with modern finishes. Offering over 2,800 square feet, this pool home includes: four bedrooms, three full baths, and an over-sized loft. Step inside to hard wood flooring, complemented by

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

1601 Chestnut Ave, Winter Park, FL 32789
/2
$140,000 Sold Apr 22, 2025
- 1,003 Sq Ft
- $140/SF
- 21 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
1000 S Semoran Blvd Unit 511, Winter Park, FL 32792

This Winter Park Condo is located on the first floor and Priced Below Market Value for a quick sales. Can't find a 2/2, first floor condo in Winter Park at this price. Needs a touch of TLC, if desired, but not necessary . Conveniently located near Baldwin Park, Full Sail, Downtown Orlando, and a short drive to the Orlando International Airport. This condo is across from the community pool,

Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

1000 S Semoran Blvd Unit 511, Winter Park, FL 32792
/2
$394,900 Sold Apr 22, 2025
- 1,196 Sq Ft
- $330/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 1978
6901 Jackman Blvd, Winter Park, FL 32792

Welcome to this charming home located in the desirable community of Howell Branch Woods in Winter Park, Florida. With 3 bedrooms and 2 bathrooms, this 1,196 sq ft home offers a comfortable and functional layout. Upon entering, you are greeted by a bright and inviting living room featuring custom plank tile flooring that adds a modern touch. The updated kitchen is perfect for cooking and

David Bollet REDFIN CORPORATION

6901 Jackman Blvd, Winter Park, FL 32792
/2
$800,000 Sold Apr 21, 2025
- 2,192 Sq Ft
- $365/SF
- 0 Days On Market
- 4 Beds
- 3 Baths
- Built 2020
2255 Marsh Sedge Ln, Winter Park, FL 32792

Welcome to your dream home! This beautifully designed 4-bedroom, 3-bathroom home offers an elegant blend of style, comfort, and cutting-edge technology in the sought-after gated community of Hawks Crest, featuring resort-style amenities. Inside, you'll love the spacious interior with an ideal, open-concept floorplan. The home boasts eye-catching crown molding throughout the common areas and

Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

2255 Marsh Sedge Ln, Winter Park, FL 32792
/2
$580,000 Sold Apr 21, 2025
- 1,710 Sq Ft
- $339/SF
- 1 Day On Market
- 4 Beds
- 2 Baths
- Built 1953
3006 Northwood Blvd, Winter Park, FL 32789

Discover the perfect blend of classic charm and modern potential in this delightful single-family home with endless possibilities, nestled in a prime Winter Park location! This inviting fully fenced home features a comfortable layout with 3 bedrooms and 1 bathroom in the main living area. An exciting attached addition has a separate entrance leading to a spacious 4th bedroom and 2nd bathroom,

Chris Creegan CREEGAN GROUP

3006 Northwood Blvd, Winter Park, FL 32789
/2
$125,000 Sold Apr 21, 2025
- 1,062 Sq Ft
- $118/SF
- 26 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
3045 Aaron Burr Ave Unit P-2D, Winter Park, FL 32792

Second floor 2/2 condo with new "Trane" a/c unit. Spacious 2 bedroom w/walk-in double closets both bedrooms & 2 baths. Ceiling fans included!Screen balcony extends the lenght of the unit, access from master & living double sliding glass doors.Washer & dryer hook up. Large community Pool, tennis courts & recreation building! HOA covers **water/sewer bill**, pest control, building insurance&

Leyder Salamanca FLORIDA REALTY INVESTMENTS

3045 Aaron Burr Ave Unit P-2D, Winter Park, FL 32792
/2
$260,000 Sold Apr 21, 2025
- 1,230 Sq Ft
- $211/SF
- 102 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
7783 Country Place Unit J2, Winter Park, FL 32792

Excellent opportunity to live in this quiet Winter Park neighborhood of Goldenrod Villas. Nestled in the back of the community, this 3 bedrooms/2 bathroom single story unit has over 1200 square feet. Wonderful open floor plan with a living/dining room that leads through sliding glass doors to a screened in porch with storage closet plus a small back patio. Both bathrooms were updated in 2024

Patty Munsey FANNIE HILLMAN & ASSOCIATES

7783 Country Place Unit J2, Winter Park, FL 32792
/2
$4,100,000 Sold Apr 18, 2025
- 4,582 Sq Ft
- $895/SF
- 1 Day On Market
- 5 Beds
- 4.5 Baths
- Built 2024
1691 Chestnut Ave, Winter Park, FL 32789

Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park. Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft.

Sue Silberbusch COMPASS FLORIDA LLC

1691 Chestnut Ave, Winter Park, FL 32789
/2
$435,000 Sold Apr 18, 2025
- 1,653 Sq Ft
- $263/SF
- 84 Days On Market
- 4 Beds
- 2 Baths
- Built 1983
1860 Gladiolas Dr, Winter Park, FL 32792

This stunning 4 bedroom home seamlessly blends luxury and functionality, perfect for modern living and entertaining. The centerpiece of the property is a large, open pool, surrounded by a private fenced backyard. offering an oasis of relaxation and seclusion. Inside the kitchen showcases granite countertops and stainless-steel appliances, providing a sleek, modern aesthetic combined with

James Begor COLDWELL BANKER REALTY

1860 Gladiolas Dr, Winter Park, FL 32792
/2
$255,000 Sold Apr 18, 2025
- 1,332 Sq Ft
- $191/SF
- 122 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1984
5466 Bracken Ct, Winter Park, FL 32792

Great value for a three bedroom home in Winter Park! This two story town home has the primary bedroom on the first floor and two generous bedrooms on the second floor. While it does need some cosmetic work, there is a new roof, new ac and newer gutters. The first floor is all ceramic tile. The upstairs bedrooms are laminate. In the upstairs bath there is a new vanity and ceramic tile flooring.

Tom Nestor EXP REALTY LLC

5466 Bracken Ct, Winter Park, FL 32792
/2
$730,000 Sold Apr 17, 2025
- 2,155 Sq Ft
- $339/SF
- 3 Days On Market
- 4 Beds
- 2 Baths
- Built 1973
920 Fairway Dr, Winter Park, FL 32792

Welcome to this beautifully updated 2,155 sq ft pool home, featuring 4 bedrooms and 2 bathrooms, situated in a peaceful neighborhood just minutes from schools, shopping, and the local Winter Pines Golf Course. After a long day, enjoy the convenience of walking to the golf course to unwind—whether you're hitting balls at the range or relaxing with happy hour and dinner at the Bonfire Grill. This

Nicole Howell FANNIE HILLMAN & ASSOCIATES

920 Fairway Dr, Winter Park, FL 32792
/2
$385,000 Sold Apr 17, 2025
- 1,411 Sq Ft
- $273/SF
- 11 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
1197 Village Forest Place, Winter Park, FL 32792

PLANT YOUR ROOTS HERE!! This lovely 3 BEDROOM, 2 BATH, 1411sf BLOCK HOME on .26 Acre is MOVE-IN READY at an Affordable Price!General features of this home include a NEWER ROOF (June 2023), LUXURY VINYL PLANK FLOORING (2020), SPLIT BEDROOM PLAN with CEILING FANS IN EVERY BEDROOM, 6 PANEL DOORS, 5.5" BASEBOARDS, DOUBLE PANE ENERGY EFFICIENT WINDOWS, RING DOORBELL, ELECTRONIC KEYPAD DOOR ENTRY,

Donna Cox REAL ESTATE FIRM OF ORLANDO

1197 Village Forest Place, Winter Park, FL 32792
/2
$480,000 Sold Apr 17, 2025
- 1,920 Sq Ft
- $250/SF
- 29 Days On Market
- 3 Beds
- 3 Baths
- Built 1981
423 Ololu Dr, Winter Park, FL 32789

NO HOA! Beautifully Remodeled Home with Expansive Garden in Winter ParkWelcome to this charming and fully remodeled two-story, 3-bedroom, 3-bathroom home nestled in the heart of Winter Park. Offering a blend of modern upgrades and historic charm, this property is surrounded by a vibrant community with easy access to top destinations.Prime Location:5 minutes to Whole Foods

tanya fei AAA GLOBAL VENTURES PA

423 Ololu Dr, Winter Park, FL 32789
/2
$465,000 Sold Apr 17, 2025
- 1,647 Sq Ft
- $282/SF
- 80 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
2073 Shadyhill Terrace, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Nestled on a lushly landscaped corner lot, this beautiful Winter Park, FL homes offers a serene retreat with picturesque pond views. This thoughtfully designed home features engineered hardwood flooring throughout and new French-style doors with built-in blinds in the living, family room, and primary bedroom. Vaulted ceilings and three solar tube

Holly Kroll KROLL REALTY GROUP

2073 Shadyhill Terrace, Winter Park, FL 32792
/2
$615,000 Sold Apr 17, 2025
- 2,242 Sq Ft
- $274/SF
- 82 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1987
735 Maryland Ave, Winter Park, FL 32789

Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets,

Chuck Massab FANNIE HILLMAN & ASSOCIATES

735 Maryland Ave, Winter Park, FL 32789
/2
$1,630,000 Sold Apr 17, 2025
- 3,174 Sq Ft
- $514/SF
- 146 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2009
101 S New York Ave Unit 302, Winter Park, FL 32789

One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless

Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

101 S New York Ave Unit 302, Winter Park, FL 32789
/2
$540,000 Sold Apr 16, 2025
- 1,466 Sq Ft
- $368/SF
- 4 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1958
2335 Coldstream Dr, Winter Park, FL 32792

Incredible opportunity to own a beautifully updated POOL home in Winter Park... just a block from Top-rated Brookshire Elementary School! Situated on an oversized lot with 2-car garage, this home offers the perfect blend of function, design, and comfort- boasting Mid-Century Modern vibes! As you enter through the beautiful double glass doors, you are greeted by an expansive foyer that flows

Allison Day RE/MAX TOWN & COUNTRY REALTY

2335 Coldstream Dr, Winter Park, FL 32792
/2
$775,000 Sold Apr 16, 2025
- 2,804 Sq Ft
- $276/SF
- 73 Days On Market
- 5 Beds
- 3 Baths
- Built 1968
744 London Rd, Winter Park, FL 32792

One or more photo(s) has been virtually staged. New Price Reduction now $799,000!!! Great Community! Step into a home where luxury, style, and functionality come together seamlessly! This stunning 2,804-square-foot pool home offers five bedrooms, three bathrooms, and an array of beautifully designed spaces that cater to both relaxation and entertaining. Every corner of this property has been

Randall Shirey CHARLES RUTENBERG REALTY ORLANDO

744 London Rd, Winter Park, FL 32792
/2
$770,000 Sold Apr 15, 2025
- 2,265 Sq Ft
- $340/SF
- 1 Day On Market
- 3 Beds
- 3.5 Baths
- Built 2018
1816 Mondrian Cir, Winter Park, FL 32789

Welcome to The Mondrian Winter Park, where modern elegance meets serene waterfront living! This extraordinary community features 30 sleek townhomes nestled alongside the tranquil shores of enchanting Lake Killarney. Step inside and be captivated by the exquisite finishes that define this remarkable residence—a true testament to quality and sophistication. Upon entering, you’ll find a palette of

Brian Teach COLDWELL BANKER RESIDENTIAL RE

1816 Mondrian Cir, Winter Park, FL 32789
/2
$385,000 Sold Apr 15, 2025
- 1,397 Sq Ft
- $276/SF
- 46 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1994
3377 Hamlet Loop, Winter Park, FL 32792

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

Amy Turner KELLER WILLIAMS WINTER PARK

3377 Hamlet Loop, Winter Park, FL 32792
/2
$230,000 Sold Apr 15, 2025
- 1,295 Sq Ft
- $178/SF
- 52 Days On Market
- 2 Beds
- 2 Baths
- Built 1980
2498 Timberline Dr Unit 2498, Winter Park, FL 32792

Cedarwood Village-Affordable living in a great location in Winter Park. This 2 bedroom, 2 bath, 1295 SF condominium offers an open floor plan with vaulted ceilings and sky lights in the living and dining areas and a wood burning fireplace in the living room. The Kitchen overlooks a private courtyard with sliding glass doors. There is room for a quaint breakfast table, additional storage cabinets

Melissa Woodman FANNIE HILLMAN & ASSOCIATES

2498 Timberline Dr Unit 2498, Winter Park, FL 32792
/2
$2,100,000 Sold Apr 15, 2025
- 2,894 Sq Ft
- $726/SF
- 35 Days On Market
- 4 Beds
- 3 Baths
- Built 1999
1032 Early Ave, Winter Park, FL 32789

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend

Teresa Corbett KINCAID REALTY

1032 Early Ave, Winter Park, FL 32789
/2
$439,900 Sold Apr 14, 2025
- 1,708 Sq Ft
- $258/SF
- 3 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1986
1751 Meadowgold Ln, Winter Park, FL 32792

Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home with a loft in the highly sought-after Autumn Glen community, located in the heart of Winter Park and within a top-rated school district.This home offers a new roof installed in 2020 and a Goodman 2-stage A/C system from 2018, ensuring both comfort and energy efficiency. Freshly updated with new stucco and paint in 2022, it

Vi Mateo KELLER WILLIAMS WINTER PARK

1751 Meadowgold Ln, Winter Park, FL 32792
/2
$649,000 Sold Apr 14, 2025
- 1,545 Sq Ft
- $420/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1981
721 Glenridge Way, Winter Park, FL 32789

Charming pool home zoned for Audubon K-8 and Winter Park High, tucked behind a private courtyard with artificial turf that feels like your own little secret garden. Vaulted ceilings with tongue-and-groove details add warmth and character to the living and dining areas. The eat-in kitchen features a large passthrough window overlooking the great room, perfect for entertaining. The bright Florida

Maria Van Warner FANNIE HILLMAN & ASSOCIATES

721 Glenridge Way, Winter Park, FL 32789
/2
$660,000 Sold Apr 14, 2025
- 2,145 Sq Ft
- $308/SF
- 29 Days On Market
- 3 Beds
- 3 Baths
- Built 1978
1037 Fairway Dr, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Elegant 3-Bedroom, 3-Bathroom Home With New Roof and NO HOA on Winter Park Pines Golf Course!Step into this beautifully updated single-story home, perfectly situated on the scenic Winter Park Pines Golf Course. Offering a seamless blend of modern design and cozy charm, this property boasts 3 spacious bedrooms, each with its own en suite

Skip Juma LEGACY REALTY & BROKERS LLC

1037 Fairway Dr, Winter Park, FL 32792

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