Recently Sold Maitland, FL Homes

/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
/20
$650,000 Pending
- 3 Beds
- 2 Baths
- 1,736 Sq Ft
2318 Mohawk Trail, Maitland, FL 32751

Under contract-accepting backup offers. 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

Marina Munoz OUTLET REALTY

2318 Mohawk Trail, 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
/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
$160,000 Sold Jun 30, 2025
- 672 Sq Ft
- $238/SF
- 56 Days On Market
- 1 Bed
- 1 Bath
- Built 2000
1400 Lake Shadow Cir Unit 10105, Maitland, FL 32751

Upgraded one-bedroom, one bath Condo in the gated community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and

Simon Colak USCO CAPITAL GROUP

1400 Lake Shadow Cir Unit 10105, Maitland, FL 32751
/2
$130,000 Sold Jun 30, 2025
- 1,612 Sq Ft
- $81/SF
- 104 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
404 Banyon Tree Cir Unit 202, Maitland, FL 32751

Discover your dream condo in the tranquil Carrington Park neighborhood of Maitland! This charming 3-bedroom, 2-bathroom residence is beautifully maintained and perfect as your smart investment. Enjoy an open living area, a spacious Owner's Suite with an ensuite bathroom, and a generous closet. The community offers fantastic amenities, including a lovely pool, gym, and playground, providing

Ken Sheldon SHELDON PROFESSIONALS INC

404 Banyon Tree Cir Unit 202, Maitland, FL 32751
/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
$525,000 Sold Jun 26, 2025
- 1,672 Sq Ft
- $314/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
510 W Faith Terrace, Maitland, FL 32751

Welcome home to this inviting three bedroom, two bathroom pool home in Maitland. The open-concept layout creates a seamless flow throughout the home, providing a welcoming ambiance. As you walk through the front door, you are greeted by a spacious family room equipped with custom built-ins. Escape to the right wing of the home to find the primary suite and two other bedrooms. The family room

Padgett McCormick KELLY PRICE & COMPANY LLC

510 W Faith Terrace, Maitland, FL 32751
/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
$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
$675,000 Sold Jun 23, 2025
- 2,352 Sq Ft
- $287/SF
- 8 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1968
2350 Worthington Rd, Maitland, FL 32751

Welcome to your dream home in the heart of Maitland’s beloved English Estates neighborhood! This beautifully updated 4-bedroom, 2.5-bathroom home with a dedicated office offers the perfect blend of timeless mid-century design and thoughtful contemporary upgrades. With approximately 2,352 square feet of living space on a generous 16,660 square foot double lot, there’s room to relax, entertain, and

Kara Lushear COLDWELL BANKER REALTY

2350 Worthington Rd, Maitland, FL 32751
/2
$480,000 Sold Jun 23, 2025
- 2,266 Sq Ft
- $212/SF
- 29 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1998
2110 Korat Ln, Maitland, FL 32751

This charming home features 4 bedrooms, 2 1/2 bathrooms, and a spacious garage that accommodates two vehicles. It offers a comfortable and stylish living space, perfect for families or those seeking additional space. The well-designed layout ensures both functionality and comfort, with ample storage and modern finishes throughout.This amazing property is located in the highly desirable

Johanna Marte LPT REALTY, LLC

2110 Korat Ln, Maitland, FL 32751
/2
$632,500 Sold Jun 23, 2025
- 1,633 Sq Ft
- $387/SF
- 137 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
2631 Falmouth Rd, Maitland, FL 32751

A Lakefront Masterpiece, this 3-bedroom, 2-bathroom pool home is a gem for those who demand the finest in life. Nestled in the heart of Maitland - From the moment you arrive, the all-new paver driveway and front porch make a striking first impression, setting the stage for the pristine interiors that await. Outside, the zen-inspired backyard redefines tranquility, featuring a new resurfaced

Ahmad Hassan COMPASS FLORIDA LLC

2631 Falmouth Rd, Maitland, FL 32751
/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
$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
$538,000 Sold Jun 18, 2025
- 2,300 Sq Ft
- $234/SF
- 14 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1972
2327 Fieldingwood Rd, Maitland, FL 32751

Perfectly positioned on a sprawling, nearly 1/3-acre corner lot in the heart of Maitland.Inside, the home unfolds into expansive, light-filled living areas where the great room, kitchen, and dining spaces connect effortlessly—designed for both stylish entertaining and relaxed family life. The kitchen is a true centerpiece, featuring solid wood white cabinetry, premium quartz countertops, a

Ahmad Hassan COMPASS FLORIDA LLC

2327 Fieldingwood Rd, Maitland, FL 32751
/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
$425,000 Sold Jun 13, 2025
- 1,411 Sq Ft
- $301/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
504 W Faith Terrace, Maitland, FL 32751

One or more photo(s) has been virtually staged. Step into timeless style and everyday comfort in this lovingly maintained mid-century charmer, nestled on a generous 0.27-acre lot in the heart of Maitland. With 3 spacious bedrooms, 2 full baths, and a light-filled floor plan, this home blends classic character with smart updates ideal for today’s stylish professional. Inside, you’ll find original

Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES

504 W Faith Terrace, Maitland, FL 32751
/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
/2
$400,000 Sold Jun 10, 2025
- 1,887 Sq Ft
- $212/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
2666 Derbyshire Rd, Maitland, FL 32751

Classic Indian Hills Florida ranch pool home now available for your personal touches! Handsome exterior withtowering oaks and traditional foyer welcome you to formal LR/DR, with built in shelving. Split plan, primarysuite with vanity plus private shower/toilet, dual closets. Kitchen at the heart of the home, wood cabinetry. 2sunny bedrooms with ample closets and hall bath with tub/shower. Large

Lisa Gould KELLER WILLIAMS WINTER PARK

2666 Derbyshire Rd, Maitland, FL 32751
/2
$250,000 Sold Jun 10, 2025
- 1,056 Sq Ft
- $237/SF
- 13 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1966
520 Ruffel St, Maitland, FL 32751

Great investment opportunity or live in it. Ruffer is a dead end street with very light traffic. This 3 bedroom 1 1/2 bath home has a new roof , exterior paint. A 4-point inspection was done and all repairs found were done. Exterior newly painted. Home is currently tenant occupied. Lease expires 4/30/25. Current lease is $1,415. Property is well kept. Tenant wants to stay. Easy access to

Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

520 Ruffel St, Maitland, FL 32751

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