Recently Sold Maitland, FL Homes

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$971,000 Sold Aug 06, 2025
- 2,953 Sq Ft
- $329/SF
- 24 Days On Market
- 5 Beds
- 4 Baths
- Built 1983
111 Woodstream Ct, Maitland, FL 32751

Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and

Heather Meglino BHHS FLORIDA REALTY

111 Woodstream Ct, Maitland, FL 32751
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$769,000 Sold Aug 05, 2025
- 3,377 Sq Ft
- $228/SF
- 43 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1923
1621 Sunnyside Dr, Maitland, FL 32751

Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this

Troy Eggleston OUTLET REALTY

1621 Sunnyside Dr, Maitland, FL 32751
/2
$420,000 Sold Aug 05, 2025
- 2,100 Sq Ft
- $200/SF
- 59 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2011
1942 Michael Tiago Cir, Maitland, FL 32751

Charming Mediterranean-Style Townhouse in Gated Community located in Maitland Village. This beautiful 2-story townhouse featuring 3 bedrooms, 2/1 bathrooms with 2 car private garage. This home showcases classic Mediterranean architecture with elegant roof tiles with an inviting curb appeal. The kitchen offers an open plan with granite counter tops and stainless steal appliances, The sliding glass

Rosa Hughes KELLER WILLIAMS HERITAGE REALTY

1942 Michael Tiago Cir, Maitland, FL 32751
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$980,000 Sold Aug 04, 2025
- 2,874 Sq Ft
- $341/SF
- 9 Days On Market
- 4 Beds
- 3 Baths
- Built 1968
1191 Banbury Trail, Maitland, FL 32751

HIGHEST AND BEST BY SUNDAY 6.29.25 12:00 PM .....Welcome to this stunning, fully upgraded 4-bedroom, 3-bathroom home with a versatile bonus room/den—perfect for a home office, playroom, or guest space. Tucked away in one of Maitland’s most desirable neighborhoods, this home blends upscale finishes with effortless comfort.Step inside and immediately feel the difference. The open-concept

Allison Hunter LUXE HUNTER REAL ESTATE

1191 Banbury Trail, Maitland, FL 32751
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$599,000 Sold Aug 01, 2025
- 1,649 Sq Ft
- $363/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
1639 Choctaw Trail, Maitland, FL 32751

Welcome to this beautifully renovated 3 bedroom, 2 bathroom pool home, nestled in the prestigious Dommerich Estates neighborhood in Maitland. This home combines classic midcentury charm with modern updates, offering the perfect balance of comfort and easy living.As you enter the home, you will find an updated kitchen with quartz counters, wood cabinets, stainless steel appliances. stone

Nathalie Steinberg COLDWELL BANKER RESIDENTIAL RE

1639 Choctaw Trail, Maitland, FL 32751
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$235,000 Sold Aug 01, 2025
- 1,521 Sq Ft
- $155/SF
- 133 Days On Market
- 2 Beds
- 2 Baths
- Built 1956
6 Barnard Ct, Maitland, FL 32751

Investor or Rehab Special! Lots of potential with this mid-century gem. Great location on a dead-end street just a short distance to 17/92 and all of the action that Maitland has to offer including the Maitland Farmer's Market, Community Park, Maitland Art Center, Enzian Theater, and the Maitland Art Festival at Lake Lily. Plenty of restaurant and grocery options in close proximity as well as

Brian Opre THE REAL ESTATE PRINCIPLE, INC

6 Barnard Ct, Maitland, FL 32751
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$550,000 Sold Aug 01, 2025
- 1,593 Sq Ft
- $345/SF
- 127 Days On Market
- 4 Beds
- 2 Baths
- Built 1973
2654 Derbyshire Rd, Maitland, FL 32751

Seller moving! Priced to sell! Nestled in the heart of Maitland, this 4 bedroom, 2 bath home is a sanctuary for those who demand the finest in life. Step into this stunning home, lovingly restored with attention to detail by the current owner, where modern comfort meets timeless charm. Inside discover meticulously updated spaces, where you will find a Zen-like screened porch and a serene back

Liz Morales FUSION FLORIDA REALTY LLC

2654 Derbyshire Rd, Maitland, FL 32751
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$205,000 Sold Aug 01, 2025
- 1,111 Sq Ft
- $185/SF
- 339 Days On Market
- 2 Beds
- 2 Baths
- Built 2000
1100 Lake Shadow Cir Unit 2101, Maitland, FL 32751

The community features 2 swimming pools, a gym, tennis and basketball courts, and beautiful views of Lake Shadow. Conveniently located just minutes from major shopping, entertainment, and Interstate 4. Call today to schedule your private tour!

TATIANA BUSTAMANTE LPT REALTY, LLC

1100 Lake Shadow Cir Unit 2101, Maitland, FL 32751
/2
$970,000 Sold Jul 31, 2025
- 2,826 Sq Ft
- $343/SF
- 6 Days On Market
- 4 Beds
- 2 Baths
- Built 1971
91 Minnehaha Cir, Maitland, FL 32751

An exceptional four-bedroom two-bath home rests on over 1/3 of an acre, corner lot, in the established community of Minnehaha Shores in Maitland. Lake views and across from the private deeded neighborhood lake lot which provides access to Lake Minnehaha and the Winter Park Chain of Lakes. This home offers generous living spaces spanning over 2,826 square feet with open kitchen into family room,

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

91 Minnehaha Cir, Maitland, FL 32751
/2
$315,000 Sold Jul 31, 2025
- 1,182 Sq Ft
- $266/SF
- 10 Days On Market
- 2 Beds
- 2 Baths
- Built 1983
410 Citrus Ln, Maitland, FL 32751

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch,

Mary Harmening ROAM FLORIDA REALTY LLC

410 Citrus Ln, Maitland, FL 32751
/2
$150,000 Sold Jul 31, 2025
- 936 Sq Ft
- $160/SF
- 70 Days On Market
- 3 Beds
- 1 Bath
- Built 1951
539 Clark St, Maitland, FL 32751

Cozy bungalow located in Historic Eatonville Florida. Featuring front and rear patios as well as a separate storage space. Split bedroom floor plan with wood flooring. Property has central heat and air. Propane gas for cooking and hot water heater.

Alvin Moore MOREHOUSE REALTY INC

539 Clark St, Maitland, FL 32751
/2
$343,500 Sold Jul 30, 2025
- 1,265 Sq Ft
- $272/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
1980 Water Ln, Maitland, FL 32751

Beautifully renovated and ideally located on the Maitland/Winter Park border, this 3-bedroom, 2-bath oasis is ready to welcome you home. Spacious rooms meet modern styling throughout the nearly 1,300-square-foot space, which boasts a desirable split layout, luxury vinyl plank flooring, and a host of upgrades, including a new roof, water heater, garbage disposal, and AC. The expansive living area

Moe Mossa SAVVY AVENUE, LLC

1980 Water Ln, Maitland, FL 32751
/2
$185,000 Sold Jul 30, 2025
- 1,509 Sq Ft
- $123/SF
- 2 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1957
518 Oranole Rd, Maitland, FL 32751

Welcome to a meticulously maintained Mid-century style home, offering modern comforts on an expansive, fenced lot. The private rear yard, featuring established mature trees, provides a tranquil setting perfect for leisure and enjoyment.Access through the covered carport leads directly into an interior distinguished by pristine terrazzo floors and elegant high ceilings. The living spaces are

Alexander James CENTURY 21 CARIOTI

518 Oranole Rd, Maitland, FL 32751
/2
$170,000 Sold Jul 30, 2025
- 672 Sq Ft
- $253/SF
- 11 Days On Market
- 1 Bed
- 1 Bath
- Built 2000
1125 Lake Shadow Cir Unit 5109, Maitland, FL 32751

Welcome to easy living in this beautifully maintained first-floor, one-bedroom, one-bathroom condo, offering comfort, convenience, and resort-style amenities. Step inside to discover high ceilings, an abundance of natural light, and durable, stylish vinyl flooring throughout. The spacious bedroom includes a walk-in closet, and the oversized indoor laundry room provides plenty of space for storage

Leah Marshall UNITED REAL ESTATE PREFERRED

1125 Lake Shadow Cir Unit 5109, Maitland, FL 32751
/2
$465,000 Sold Jul 25, 2025
- 2,365 Sq Ft
- $197/SF
- 10 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2012
1970 Michael Tiago Cir, Maitland, FL 32751

Luxury Townhome located in Maitland within the gated community of Maitland Village Townhomes. This 4 Bedroom 2.5 Bath two story Townhome is original owner since built in 2012. This Townhome features Granite counters throughout to include the spacious kitchen and in all baths, Crown Molding throughout, inside laundry room and has a first floor Primary Bedroom with Primary bath and a private Lanai.

Barry Macchione REMAX EXPERTS

1970 Michael Tiago Cir, Maitland, FL 32751
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$422,000 Sold Jul 24, 2025
- 1,508 Sq Ft
- $280/SF
- 88 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1953
410 Sandspur Rd, Maitland, FL 32751

The seller is ready to move quickly – this is a great opportunity for buyers! LOCATION! LOCATION! LOCATION! Nestled on a generous lot with beautiful mature landscaping, this charming Maitland home offers endless potential to create the modern living space you are looking for. Homes in this area move FAST, and with this unbeatable combination of location, convenience, and potential—this one won’t

Roberto Irizarry LPT REALTY, LLC

410 Sandspur Rd, Maitland, FL 32751
/2
$525,000 Sold Jul 24, 2025
- 2,289 Sq Ft
- $229/SF
- 361 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1963
1030 Gregory Dr, Maitland, FL 32751

One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of living space, this home offers a unique blend of modern updates and timeless charm. The open floor plan features a cozy living room with a fireplace that separates the bonus room, providing a versatile space for a formal dining area, playroom, study, or

Kelly De Rivero FLORIDA HOMES REALTY & MTG

1030 Gregory Dr, Maitland, FL 32751
/2
$425,000 Sold Jul 21, 2025
- 2,263 Sq Ft
- $188/SF
- 0 Days On Market
- Built 1964
14 Bel Air St, Maitland, FL 32751

Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making

Joshua Carnes OCALA PROPERTY MANAGEMENT

14 Bel Air St, Maitland, FL 32751
/2
$678,500 Sold Jul 18, 2025
- 2,167 Sq Ft
- $313/SF
- 4 Days On Market
- 4 Beds
- 3 Baths
- Built 1970
1921 Geronimo Trail, Maitland, FL 32751

This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath.The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for

Kayla Watson COMPASS FLORIDA LLC

1921 Geronimo Trail, Maitland, FL 32751
/2
$630,000 Sold Jul 18, 2025
- 1,736 Sq Ft
- $363/SF
- 34 Days On Market
- 3 Beds
- 2 Baths
- Built 1963
2318 Mohawk Trail, Maitland, FL 32751

Charming 3-Bedroom, 2-Bath Pool Home – Your Private Oasis Awaits!Welcome to this beautifully maintained home, offering the perfect blend of comfort and functionality. Nestled in a quiet, desirable neighborhood, this property boasts an updated kitchen with stainless steel appliances, white plantation shutters, lush landscaping, and spacious living areas filled with natural light.Step

Marina Munoz OUTLET REALTY

2318 Mohawk Trail, Maitland, FL 32751
/2
$740,000 Sold Jul 18, 2025
- 2,195 Sq Ft
- $337/SF
- 30 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1978
986 Stonewood Ln, Maitland, FL 32751

Welcome Home to the sought-after Stonewood Community of Maitland, FL! This beautifully modernized 4-bedroom, 2.5-bathroom residence boasts 2,200 square feet of living space on a spacious 15,000 square foot lot. Recent upgrades include interior renovation in 2015. New Custom Salt Pool with oversized sun-shelf, deck jets and bubbler, and paver patio in 2016. Two System HVAC's 2015. New Roof in

Steven Luppert COMPASS FLORIDA LLC

986 Stonewood Ln, Maitland, FL 32751
/2
$870,000 Sold Jul 18, 2025
- 2,222 Sq Ft
- $392/SF
- 39 Days On Market
- 3 Beds
- 3 Baths
- Built 1954
446 Piney Croft Ln, Maitland, FL 32751

This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite

Beverly Dodds KELLER WILLIAMS REALTY AT THE PARKS

446 Piney Croft Ln, Maitland, FL 32751
/2
$1,050,000 Sold Jul 18, 2025
- 3,785 Sq Ft
- $277/SF
- 373 Days On Market
- 5 Beds
- 4 Baths
- Built 1996
858 Creston Dr, Maitland, FL 32751

New Price!! New Exterior Paint!! Welcome to this beautiful traditional/transitional home that has warm and inviting spaces with upgraded designer touches througout. The open concept floor plan features soaring 13-foot ceilings and great natural lighting. This home has undergone extensive updates while sparing no expense that is reflected in the stunning appointments throughout. Entering the home,

Erin Wanner STOCKWORTH REALTY GROUP LLC

858 Creston Dr, Maitland, FL 32751
/2
$410,000 Sold Jul 18, 2025
- 2,538 Sq Ft
- $162/SF
- 476 Days On Market
- 4 Beds
- 3 Baths
- Built 1960
326 Banyan Dr, Maitland, FL 32751

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome to this beautifully updated home. The living room welcomes you with a cozy fireplace and a neutral color paint scheme that creates a spacious feel. The kitchen is a chef's dream, featuring all stainless steel appliances. New flooring throughout the home adds to the fresh look, complementing

Karen Albright OPENDOOR BROKERAGE LLC

326 Banyan Dr, Maitland, FL 32751
/2
$425,000 Sold Jul 17, 2025
- 1,125 Sq Ft
- $378/SF
- 2 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
1100 S Orlando Ave Unit 206, Maitland, FL 32751

Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The

David Francetic COLDWELL BANKER RESIDENTIAL RE

1100 S Orlando Ave Unit 206, Maitland, FL 32751
/2
$270,000 Sold Jul 17, 2025
- 1,301 Sq Ft
- $208/SF
- 9 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1965
531 Wigman Dr, Maitland, FL 32751

Seller will assist with closing costs. Come see your dream home in the Maitland area! This beautifully maintained residence at 531 Wigman Drive offers the perfect combination of comfort, style, and location. This home boasts four bedrooms and one and a half bathrooms, ideal for families or those seeking space to live and entertain. Live minutes away from Winter Park without paying Winter Park

Anthony Figueroa LLC OUTLET REALTY

531 Wigman Dr, Maitland, FL 32751
/2
$810,000 Sold Jul 15, 2025
- 2,090 Sq Ft
- $388/SF
- 24 Days On Market
- 4 Beds
- 2 Baths
- Built 1966
2520 Chanute Trail, Maitland, FL 32751

Come look at this beautifully remodeled pool home in the highly sought-after Dommerich Hills neighborhood in Maitland. The kitchen is a chef's dream, with high-end appliances, plenty of cabinet space, a custom corner seating area, a massive 9 ft center island, and so much more. As you enter through your custom French front doors, you are welcomed by a pleasant seating/reading room that looks into

Jonathan Maggio KELLER WILLIAMS REALTY AT THE PARKS

2520 Chanute Trail, Maitland, FL 32751
/2
$221,000 Sold Jul 15, 2025
- 1,353 Sq Ft
- $163/SF
- 25 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
1020 Grove St Unit 29, Maitland, FL 32751

This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4! Recent updates include a new AC (2025) , updated electrical panel, and a new tankless water heater, for energy efficiency. The stylish kitchen features granite countertops, stainless appliances and a striking glass mosaic backsplash. Both spacious bedrooms are

Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

1020 Grove St Unit 29, Maitland, FL 32751
/2
$305,000 Sold Jul 15, 2025
- 1,538 Sq Ft
- $198/SF
- 135 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
1000 Winderley Place Unit 143, Maitland, FL 32751

NEWLY ‘ACTIVE’. . . . RENEWED AND REFRESHED . . . AND BACK ON THE MARKET WITH EXCITING NEW UPDATES! NEWLY PAINTED INTERIOR, NEWLY UPDATED MASTER BATH, AND FRESH FRONT AND REAR EXTERIOR UPDATING! If you thought all condos were pretty much the same boring 4 walls, THINK AGAIN! This secluded little jewel is UNIQUE and CONTEMPORARY with TONS OF CHARACTER, and VERY AFFORDABLE!

Sandi Peery RE/MAX TOWN & COUNTRY REALTY

1000 Winderley Place Unit 143, Maitland, FL 32751
/2
$1,200,000 Sold Jul 14, 2025
- 3,870 Sq Ft
- $310/SF
- 14 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1996
960 Brightwater Cir, Maitland, FL 32751

Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with

Kelly Price KELLY PRICE & COMPANY LLC

960 Brightwater Cir, Maitland, FL 32751
/2
$215,000 Sold Jul 11, 2025
- 1,583 Sq Ft
- $136/SF
- 124 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2000
2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751

One or more photo(s) has been virtually staged. LARGE PRICE ADJUSTMENT!!! MOTIVATED SELLER!! Discover luxurious resort-style living in this beautifully maintained 3-bedroom, 2.5-bath condo in the prestigious gated community of Visconti East. This elegant home showcases premium finishes throughout, featuring rich hardwood floors in the main living areas and fresh neutral carpeting in the

Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
/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
$470,000 Sold Jul 09, 2025
- 1,870 Sq Ft
- $251/SF
- 240 Days On Market
- 3 Beds
- 2 Baths
- Built 1996
2657 Queen Mary Place, Maitland, FL 32751

This charming home has recently been updated with a new HVAC system (Ac system), New Hot Water Heater, New Epoxy Garage Flooring and Fresh Paint. Located in Brittany Gardens a Gated Community in Maitland featuring Florida Style homes built in the Mid 1990's on quaint lots. Highly sought after due to its' mature landscaping, manicured lawns, and architechtural style.....This home is ideal for

Erin Tompkins COLDWELL BANKER RESIDENTIAL RE

2657 Queen Mary Place, Maitland, FL 32751
/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
$323,000 Sold Jul 02, 2025
- 1,538 Sq Ft
- $210/SF
- 36 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
1000 Winderley Place Unit 140, Maitland, FL 32751

RARE and RENOVATED 3-BED / 2-BATH FIRST FLOOR Condo in GATED SUNBAY CLUB! Convenient and easy access from parking directly in front of the dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Living and Dining Area flank your path to the 2025 RENOVATED KITCHEN with eating nook with separate pantry and interior laundry closets.

Bill Miller RE/MAX CENTRAL REALTY

1000 Winderley Place Unit 140, Maitland, FL 32751
/2
$750,000 Sold Jul 02, 2025
- 2,050 Sq Ft
- $366/SF
- 103 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1968
2337 Worthington Rd, Maitland, FL 32751

A rare opportunity to own a private compound spanning nearly half an acre across an oversized double lot in one of Maitland’s most coveted locations. This is an estate of distinction—rare, refined, and without equal. Located just minutes from both Downtown Winter Park and Downtown Orlando, this is a rare opportunity. There is nothing else like this on the market.

Ahmad Hassan COMPASS FLORIDA LLC

2337 Worthington Rd, Maitland, FL 32751
/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
$530,000 Sold Jun 30, 2025
- 1,460 Sq Ft
- $363/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
1201 Manchester Rd, Maitland, FL 32751

Completely transformed with intention and precision, 1201 Manchester Road is a rare offering where style meets substance in one of Maitland’s most desirable residential pockets. Set on an oversized corner lot .26 Acres, just minutes from Lake Lily Park, Park Avenue in Winter Park, and the Enzian Theater, the location blends quiet neighborhood living with prime access to the city’s best.Step

Ahmad Hassan COMPASS FLORIDA LLC

1201 Manchester Rd, Maitland, FL 32751

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