Recently Sold Homes near Maitland Middle School

/2
$420,000 Sold Jul 11, 2025
- 1,140 Sq Ft
- $368/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
2809 Sanbina St, Winter Park, FL 32789

Beautifully Updated 3 Bedroom, 2 Bath Pool Home in Desirable Winter Park! Welcome to your dream home! This spacious one story gem features 3 bedrooms, 2 full baths, and a private POOL, perfect for enjoying Florida living year round. Step inside to find brand NEW LUXURY VINYL PLANK flooring and FRESH INTERIOR PAINT throughout, giving the home a modern and move-in ready feel. The open layout offers

Harry Kazarian STRONG FOUNDATION REALTY LLC

2809 Sanbina St, Winter Park, FL 32789
/2
$675,000 Sold Jul 10, 2025
- 1,275 Sq Ft
- $529/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 1960
1511 Chestnut Ave, Winter Park, FL 32789

Attention builders and investors! Here’s your chance to own a prime property in the coveted Tree Streets of Winter Park, one of Central Florida’s most desirable neighborhoods. Whether you’re looking for immediate rental income or planning to build your dream home in the future, this opportunity is not to be missed!Tucked away just minutes from Phelps Park, the Winter Park YMCA, Lake

Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

1511 Chestnut Ave, Winter Park, FL 32789
/2
$1,115,000 Sold Jul 10, 2025
- 3,096 Sq Ft
- $360/SF
- 50 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1968
309 Park Ct N, Winter Park, FL 32789

Endless Potential in the Heart of Park North!Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafes, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home.Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF)

Mary Colton FANNIE HILLMAN & ASSOCIATES

309 Park Ct N, Winter Park, FL 32789
/2
$239,000 Sold Jul 10, 2025
- 816 Sq Ft
- $293/SF
- 115 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1969
1140 S Orlando Ave Unit J6, Maitland, FL 32751

PRICE IMPROVEMENT...Lakefront Condo in Maitland’s Jupiter Building – First-Floor Unit with access to Scenic Lake Views.Welcome to lakefront living in the desirable Lake Maitland Terrace community! This beautifully maintained first-floor, 2-bedroom, 1.5-bath condo in the Jupiter Building offers the perfect blend of comfort, convenience, and lifestyle. The updated kitchen features maple

Miriam Furey EXP REALTY LLC

1140 S Orlando Ave Unit J6, Maitland, FL 32751
/2
$645,000 Sold Jul 09, 2025
- 2,910 Sq Ft
- $222/SF
- 6 Days On Market
- 5 Beds
- 3 Baths
- Built 1979
4030 Cool Water Ct, Winter Park, FL 32792

Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees

Chris Creegan CREEGAN GROUP

4030 Cool Water Ct, Winter Park, FL 32792
/2
$1,825,000 Sold Jul 08, 2025
- 3,830 Sq Ft
- $477/SF
- 10 Days On Market
- 4 Beds
- 4 Baths
- Built 2007
1665 Temple Dr, Winter Park, FL 32789

A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhoods, this beautifully designed home is the epitome of comfort, luxury, and convenience. Located just minutes from Park Avenue, top-rated schools, and the best dining and shopping in Central Florida, this property offers an unbeatable lifestyle in a truly prime location.Inside, the home

Brandon Geers COMPASS FLORIDA LLC

1665 Temple Dr, Winter Park, FL 32789
/2
$519,180 Sold Jul 08, 2025
- 2,205 Sq Ft
- $235/SF
- 201 Days On Market
- 4 Beds
- 2 Baths
- Built 1965
2518 Sweetwater Trail, Winter Park, FL 32789

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

2518 Sweetwater Trail, Winter Park, FL 32789
/2
$1,050,000 Sold Jul 07, 2025
- 3,377 Sq Ft
- $311/SF
- 9 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1964
2923 Cove Trail, Winter Park, FL 32789

A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this

Robin Delaney KELLER WILLIAMS ADVANTAGE III

2923 Cove Trail, Winter Park, FL 32789
/2
$331,532 Sold Jul 07, 2025
- 1,400 Sq Ft
- $237/SF
- 94 Days On Market
- 4 Beds
- 2 Baths
- Built 1978
4366 Roanne Dr, Orlando, FL 32817

Welcome to this charming 4-bedroom, 2-bathroom home nestled on a beautiful corner lot in a prime Orlando location! This delightful home offers a split floor plan with both a spacious living room and a cozy family room featuring a wood-burning fireplace, perfect for relaxation and entertaining. Notable upgrades include newer windows, a newer white vinyl fenced backyard for privacy, and an updated

Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO

4366 Roanne Dr, Orlando, FL 32817
/2
$295,000 Sold Jul 03, 2025
- 952 Sq Ft
- $310/SF
- 370 Days On Market
- 2 Beds
- 2 Baths
- Built 1964
1000 S Orlando Ave Unit A5, Maitland, FL 32751

Million $$ views from first floor unit in charming 3-story mid-century 38 unit community on Lake Maitland, the largest of the WP Chain of Lakes. This 2 bdrm 2 bath lakefront condo is adjacent to historic Fort Maitland Park, and across from beautiful Lake Lily, the heart of Maitland's Cultural Corridor, which features concerts, the Maitland Art Festival and numerous community events. It's a

Joann Beck BECK REALTY LLC

1000 S Orlando Ave Unit A5, Maitland, FL 32751
/2
$977,500 Sold Jul 02, 2025
- 2,809 Sq Ft
- $348/SF
- 10 Days On Market
- 5 Beds
- 3 Baths
- Built 1965
2450 Mcintosh Way, Maitland, FL 32751

One or more photo(s) has been virtually staged. Situated on one of the most desirable streets in Dommerich is this magnificent 5 Bed|3 Bath estate updated to offer the perfect blend of space & style! A gracious front porch accented with soft blue shutters against fresh paint provides a peek of what a treasure this home is. The foyer opens to 2 functional, yet distinct living areas. At the front

Erin Baker FANNIE HILLMAN & ASSOCIATES

2450 Mcintosh Way, Maitland, FL 32751
/2
$382,000 Sold Jul 02, 2025
- 1,355 Sq Ft
- $282/SF
- 34 Days On Market
- 3 Beds
- 2 Baths
- Built 1955
1909 Edwin Blvd, Winter Park, FL 32792

Great location of this 1950's ranch home in need of love. The home sits on a nice sized corner lot in the Winter Park schools district. The vaulted ceilings with a almost floor to ceiling windows makes the home feel nice and open with tons of natural light. This charming home has 3 bedrooms, 2 bathrooms, laundry room and open floor plan living spaces.

Brian Craib OLDE TOWN BROKERS INC

1909 Edwin Blvd, Winter Park, FL 32792
/2
$550,000 Sold Jul 01, 2025
- 1,754 Sq Ft
- $314/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
2040 Mohawk Trail, Maitland, FL 32751

Located in sought- after Dommerich Hills neighborhood, this classic ranch home offers endless possibilities.The ideal layout includes large living room with wood burning fireplace, spacious bedrooms with generous closets and an abundant amount of natural light throughout. The home has been well cared for by same owner for 50 years with recent updates including 2019 roof and newer HVAC. The

Nicole Seybold FANNIE HILLMAN & ASSOCIATES

2040 Mohawk Trail, Maitland, FL 32751
/2
$905,000 Sold Jul 01, 2025
- 2,428 Sq Ft
- $373/SF
- 2 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1971
1441 Sunnyside Dr, Maitland, FL 32751

Amazing opportunity to live in a ONE STORY home nestled between Winter Park and Maitland. This 4/2.5 is located in one of the best neighborhoods and just off of Park Avenue. Tons of natural light flows throughout the entire home. The cozy family room with beautiful built-ins opens up to the kitchen featuring light and bright cabinetry, granite countertops and a center island with room for

Lisa Fleming FANNIE HILLMAN & ASSOCIATES

1441 Sunnyside Dr, Maitland, FL 32751
/2
$2,440,000 Sold Jul 01, 2025
- 3,770 Sq Ft
- $647/SF
- 41 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2016
1700 Palm Ave, Winter Park, FL 32789

One lucky Buyer's gain is this Seller's bittersweet goodbye. A job relocation has these homeowners leaving behind a home they absolutely love, and now, you can make 1700 Palm Ave. yours! Modern sophistication and everyday functionality come together seamlessly in this exceptional Winter Park residence.With 3,770 square feet of thoughtfully designed living space, this 4-bedroom, 4.1-bath home

MaryStuart Day FANNIE HILLMAN & ASSOCIATES

1700 Palm Ave, Winter Park, FL 32789
/2
$397,000 Sold Jul 01, 2025
- 1,236 Sq Ft
- $321/SF
- 83 Days On Market
- 3 Beds
- 2 Baths
- Built 1963
1109 Denton Rd, Winter Park, FL 32792

NEW ROOF to be installed prior to closing. Look no further than this charming 3-bedroom, 2-bathroom pool home located in the highly desirable Winter Park community of Winter Park Estates. Sitting on 1⁄4 of an acre with no HOA, this home is just what you’ve been searching for! Head inside to find the beautifully updated kitchen featuring quartz and butcher block countertops, stainless steel

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

1109 Denton Rd, Winter Park, FL 32792
/2
$805,000 Sold Jul 01, 2025
- 1,813 Sq Ft
- $444/SF
- 143 Days On Market
- 5 Beds
- 3 Baths
- Built 1958
1795 Walker Ave, Winter Park, FL 32789

*** IN-LAW SUITE *** The highlight of this 95% NEW CONSTRUCTION home is the IN-LAW SUITE, perfectly positioned at the rear with a PRIVATE ENTRANCE, two bedrooms, and a full bathroom. Whether used for family, guests, or as an income-producing rental, this suite offers flexibility and added value. The in-law suite is connected to the main residence via artificial grass breezeway. This meticulously

Tiffany Pantozzi ALIGN REAL ESTATE LLC

1795 Walker Ave, Winter Park, FL 32789
/2
$593,000 Sold Jul 01, 2025
- 2,153 Sq Ft
- $275/SF
- 297 Days On Market
- 5 Beds
- 3 Baths
- Built 1977
4041 Yacht Ct, Winter Park, FL 32792

Short Sale. Great Opportunity!!! Price reduced. COMPLETELY RENOVATED, Move-in ready! WINTER PARK SCHOOLS-- ...5 Bedroom 3 bathroom home on a cul-de-sac in beautiful Lake Waunatta Woods. This stunning home offers a wide open great room/kitchen floor plan, perfect for entertaining. The beautiful updated, bright kitchen features a large island, stainless steel appliances, and quartz countertops.

Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

4041 Yacht Ct, Winter Park, FL 32792
/2
$540,000 Sold Jun 30, 2025
- 2,219 Sq Ft
- $243/SF
- 5 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1972
7852 Broken Arrow Trail, Winter Park, FL 32792

Set in a quiet Winter Park cul-de-sac community, this renovated four-bedroom pool home offers an opportunity to live the Florida lifestyle you’ve been craving. Stepping inside, you’ll be struck by the versatility of its inviting, open floor plan. Flanking the foyer on either side are the living room, dining room, and a flex space, all connected by stylish luxury vinyl plank flooring. Just beyond,

Melinda Stewart CREEGAN GROUP

7852 Broken Arrow Trail, Winter Park, FL 32792
/2
$1,650,000 Sold Jun 30, 2025
- 3,379 Sq Ft
- $488/SF
- 15 Days On Market
- 4 Beds
- 6 Baths
- Built 2005
2339 Lafayette Ave, Winter Park, FL 32789

This Beautiful Winter Park Home is located between the "Vias" and "Tree Streets" for convenient access to highly coveted schools, Interlachen Country Club, Winter Park Racquet Club, YMCA and everything you love about Winter Park. Spacious and well proportioned rooms distinguish this beautiful home through its balance of both large, open spaces for casual indoor/outdoor entertaining and more

Skip Kirst COLLADO REAL ESTATE

2339 Lafayette Ave, Winter Park, FL 32789
/2
$830,000 Sold Jun 30, 2025
- 1,901 Sq Ft
- $437/SF
- 19 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
2004 Mohawk Trail, Maitland, FL 32751

Fully renovated Dommerich home in Maitland on a wrapping corner lot has been completely redesigned with entertaining at the forefront. A spacious reshape of the kitchen and living spaces create a large gathering space for ease and function with windows out to backyard yard retreat. This custom kitchen features 42-inch white shaker cabinetry with quartzite counters, enjoy a generous center island

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

2004 Mohawk Trail, Maitland, FL 32751
/2
$699,000 Sold Jun 30, 2025
- 1,772 Sq Ft
- $394/SF
- 110 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2025
1632 Haven Dr, Orlando, FL 32803

Welcome to your dream home in vibrant Wadeview Park! This exquisite new construction townhome by David Weekley Homes offers modern living with a touch of elegance, boasting 1,772 square feet of thoughtfully designed space. Perfect for families and professionals alike, this residence features 3 Spacious Bedrooms: Enjoy restful retreats in generously sized bedrooms, each designed with comfort and

Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

1632 Haven Dr, Orlando, FL 32803
/2
$3,100,000 Sold Jun 27, 2025
- 4,260 Sq Ft
- $728/SF
- 45 Days On Market
- 5 Beds
- 6 Baths
- Built 2025
731 Williams Dr, Winter Park, FL 32789

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

731 Williams Dr, Winter Park, FL 32789
/2
$725,000 Sold Jun 27, 2025
- 1,760 Sq Ft
- $412/SF
- 40 Days On Market
- 3 Beds
- 2 Baths
- Built 1953
113 Tangelo Ct, Maitland, FL 32751

Renovated Maitland Gem with newer pool, move-In ready! Tucked away in a peaceful Maitland neighborhood, this beautifully updated one-story home offers a blend of style, comfort and convenience. With three bedrooms, two baths and 1,760 square feet of thoughtfully designed living space, this property is a hidden gem. Enjoy unbeatable curb appeal with lush landscaping, newer windows/doors, a lighted

Mick Night PREMIER SOTHEBY'S INTL. REALTY

113 Tangelo Ct, Maitland, FL 32751
/2
$2,500,000 Sold Jun 26, 2025
- 4,860 Sq Ft
- $514/SF
- 63 Days On Market
- 6 Beds
- 8 Baths
- Built 2012
7849 Georgeann St, Winter Park, FL 32792

BACK ON THE MARKET DUE TO BUYER FINANCING. BELOW Appraised Value! Lakefront Luxury in Winter Park. This CUSTOM gated estate feels like living at a resort. Situated on the beautiful 72-acre PRIVATE, spring-fed Lake Waunatta, this property has it ALL. Completely rebuilt in 2012, featuring six OVERSIZED bedrooms, six full bathrooms and two half-baths, home office, primary spa bath retreat,

Angela McCloskey KELLER WILLIAMS REALTY AT THE PARKS

7849 Georgeann St, Winter Park, FL 32792
/2
$220,000 Sold Jun 26, 2025
- 1,768 Sq Ft
- $124/SF
- 437 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1980
824 Park Lake Place Unit 4A, Maitland, FL 32751

New kitchen and bathrooms cabinets. Welcome to your new home in the heart of the serene Park Lake Woods community! This delightful two-bedroom unit freshly painted awaits its new owner. Perfectly positioned for those seeking both tranquility and convenience, this property offers a convenient location near Winter Park, generously sized bedrooms with walk in closets and no carpet, private patio and

Lorena Martinez EXP REALTY LLC

824 Park Lake Place Unit 4A, Maitland, FL 32751
/2
$850,000 Sold Jun 24, 2025
- 2,910 Sq Ft
- $292/SF
- 25 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1954
1832 Magnolia Ave, Winter Park, FL 32789

Stunning fully remodeled Winter Park bungalow featuring a 500 square foot detached guest house. This charming residence is perfectly positioned on a rare oversized .41-acre double lot and has been completely transformed, offering a harmonious blend of modern luxury and timeless elegance. The main house features 4 bedrooms and 2.5 baths while the guest house features a living room, bedroom,

Christopher Christensen COMPASS FLORIDA LLC

1832 Magnolia Ave, Winter Park, FL 32789
/2
$400,000 Sold Jun 24, 2025
- 2,124 Sq Ft
- $188/SF
- 47 Days On Market
- 4 Beds
- 2 Baths
- Built 1972
4991 Tangerine Ave, Winter Park, FL 32792

Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable living with no carpet throughout—perfect for easy maintenance. The spacious family and dining room combination provides an open and inviting layout, ideal for gatherings. A large, air-conditioned Florida room adds even more flexibility, ensuring plenty of space for entertaining.

Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

4991 Tangerine Ave, Winter Park, FL 32792
/2
$308,000 Sold Jun 24, 2025
- 1,076 Sq Ft
- $286/SF
- 192 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
Unlisted Address

3.5% ASSUMABLE FHA LOAN to qualified buyers. Come check out this move-in ready, 3-bedroom, 2-bathroom home with a garage and completely UPDATED and ready for you to move in. The ROOF is only 4 years old! A/C only 4 years old! REPLUMMED in 2020! New WATER HEATER 2021! New FLOORING throughout in 2020! New GARAGE DOOR in 2020! Updated KITCHEN and BATHROOMS in 2020! New CEILING FANS 2020. Everything

Duskie Smith LPT REALTY, LLC

Unlisted Address
/2
$490,000 Sold Jun 20, 2025
- 2,054 Sq Ft
- $239/SF
- 2 Days On Market
- 4 Beds
- 2 Baths
- Built 1967
1171 Covewood Trail, Maitland, FL 32751

Well maintained 4 bedroom, 2 bath home is situated on a gorgeous lot with mature landscaping. Tucked away deep in the established highly sought after neighborhood of Maitland Woods on a tree-lined street. Separate living, dining and great room with wood-burning fireplace and large glass doors with lots of great light overlooking pool and patio area. This home makes outdoor living easy with

Rhonda Chesmore KELLY PRICE & COMPANY LLC

1171 Covewood Trail, Maitland, FL 32751
/2
$395,000 Sold Jun 20, 2025
- 1,906 Sq Ft
- $207/SF
- 37 Days On Market
- 3 Beds
- 2 Baths
- Built 1994
9290 Lake Sharp Ct, Orlando, FL 32817

Nestled at the end of a peaceful cul-de-sac, this beautiful lakefront home offers the ideal combination of charm, comfort, and convenience. With a long driveway providing ample parking, this 3-bedroom, 2-bath residence welcomes you with breathtaking water views the moment you step inside. The open-concept layout features a spacious family room that flows seamlessly into the kitchen, where you’ll

Kim Lam CORCORAN PREMIER REALTY

9290 Lake Sharp Ct, Orlando, FL 32817
/2
$1,000,000 Sold Jun 20, 2025
- 1,723 Sq Ft
- $580/SF
- 56 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2019
5824 N Dean Rd, Orlando, FL 32817

Welcome Home!!! This CUSTOM HOME on Skiable Solar Lake Front on over 1 ACRE has it ALL! Imagine EVERY SUNSET is at your becon call! I would say, too many upgrades to mention but I will do my best! Let us begin with LAKE GEORGIA, a wonderful PRIVATE spring-fed lake with about 85 or, fewer homes to share the lake with. This home will have you at WOW as you pull. Notice the pavers in the driveway

Dean Gonzalez KELLER WILLIAMS ADVANTAGE 2 REALTY

5824 N Dean Rd, Orlando, FL 32817
/2
$245,000 Sold Jun 20, 2025
- 816 Sq Ft
- $300/SF
- 49 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1969
1140 S Orlando Ave Unit F3, Maitland, FL 32751

Welcome to this charming first-floor 2-bedroom, 1.5-bathroom condominium located in the highly desirable Lake Maitland Terrace community. This inviting home features a living room and dining room adorned with elegant wood-look tile, creating a warm and stylish ambiance. Lake Maitland Terrace offers an array of top-notch amenities designed to enhance your lifestyle. Enjoy a refreshing swim in the

Angela Carney CORCORAN PREMIER REALTY

1140 S Orlando Ave Unit F3, Maitland, FL 32751
/2
$2,150,000 Sold Jun 20, 2025
- 5,810 Sq Ft
- $370/SF
- 60 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2019
641 Lake Catherine Dr, Maitland, FL 32751

This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass

Mick Night PREMIER SOTHEBY'S INTL. REALTY

641 Lake Catherine Dr, Maitland, FL 32751
/2
$205,000 Sold Jun 20, 2025
- 1,059 Sq Ft
- $194/SF
- 97 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
4944 Tangerine Ave, Winter Park, FL 32792

Welcome to this delightful 2-bedroom, 2-bath end-unit condominium, offering the perfect blend of comfort and style! As you enter, you’re greeted by a charming foyer with a convenient coat closet, setting the tone for this spacious and inviting home. The expansive living/dining area is perfect for both everyday living and entertaining guests. A newer sliding glass door leads to a peaceful screened

Christine David WATSON REALTY CORP

4944 Tangerine Ave, Winter Park, FL 32792
/2
$530,000 Sold Jun 18, 2025
- 817 Sq Ft
- $649/SF
- 0 Days On Market
- 2 Beds
- 1 Bath
- Built 1956
2525 Lafayette Ave, Winter Park, FL 32789

Investor / Builder special!! Prime land opportunity located just minutes from Park Avenue. Don't miss your chance to build your custom home in this highly desirable area, surrounded by multi-million dollar homes. Value is in the land. Schedule your showing today!

Blaike Gill KELLER WILLIAMS WINTER PARK

2525 Lafayette Ave, Winter Park, FL 32789
/2
$3,385,000 Sold Jun 18, 2025
- 4,997 Sq Ft
- $677/SF
- 37 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1981
645 Manor Rd, Maitland, FL 32751

Tucked away at the end of a quiet cul-de-sac, this serene lakefront retreat is sited on a lush 1.21-acre lot w/ 187 feet of shoreline on tranquil Lake Nina—part of the Winter Park Chain of Lakes—this 4-bedroom, 4.5-bathroom, 4,997-square-foot estate blends Santa Barbara-style charm w/ modern sophistication in one of Central Florida’s most desirable settings. A meandering drive leads you to a

Padgett McCormick KELLY PRICE & COMPANY LLC

645 Manor Rd, Maitland, FL 32751
/2
$3,950,000 Sold Jun 17, 2025
- 4,715 Sq Ft
- $838/SF
- 0 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2024
33 Eastwind Ln, Maitland, FL 32751

Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into

Mick Night PREMIER SOTHEBY'S INTL. REALTY

33 Eastwind Ln, Maitland, FL 32751
/2
$1,250,000 Sold Jun 17, 2025
- 3,483 Sq Ft
- $359/SF
- 43 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1957
1370 Alberta Dr, Winter Park, FL 32789

Discover luxurious lakeside living in prestigious Winter Park, where this extensively updated pool home offers the perfect blend of sophisticated main residence and private guest cottage. Just minutes from Park Avenue's renowned shopping and dining, this property provides coveted access to Lake Osceola, creating an ideal setting for the Florida lifestyle. The main residence showcases elegant

Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

1370 Alberta Dr, Winter Park, FL 32789
/2
$396,000 Sold Jun 13, 2025
- 1,789 Sq Ft
- $221/SF
- 14 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2005
1379 Benevolent St, Maitland, FL 32751

Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas.Enjoy a functional layout

John Stearns EXP REALTY LLC

1379 Benevolent St, Maitland, FL 32751

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