Recently Sold Maitland, FL Homes

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$438,750 Sold Oct 16, 2024
- 1,578 Sq Ft
- $278/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2006
1176 Charming St, Maitland, FL 32751

One or more photo(s) has been virtually staged. One for more photos are virtually staged. LAKEFRONT! Move-in Ready 3 bedroom, 2 bath townhome in the GATED community of Montacino located just minutes to I-4. Enjoy the UNOBSTRUCTED DIRECT LAKEFRONT VIEWS of Lake Charity. 2022 new laminate FLOORS THROUGHOUT THE UPSTAIRS. DUAL ZONE A/C installed in 2021. Newly painted OPEN CONCEPT living room,

Kira Woods SANDS REALTY GROUP LLC

1176 Charming St, Maitland, FL 32751
/2
$127,000 Sold Oct 16, 2024
- 759 Sq Ft
- $167/SF
- 26 Days On Market
- 1 Bed
- 1 Bath
- Built 1973
472 Banyon Tree Cir Unit 100, Maitland, FL 32751

One or more photo(s) has been virtually staged. Seize this fantastic investment opportunity with this one bedroom, one bathroom condominium, designed for easy living and long term value. Featuring durable vinyl flooring throughout with no carpets, this home is not only stylish but also low- maintenance, appealing to tenants and owners alike. The kitchen boasts sleek stainless steel appliances and

Katherine Guzman Rivas FUSILIER MANAGEMENT GROUP

472 Banyon Tree Cir Unit 100, Maitland, FL 32751
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$505,000 Sold Oct 15, 2024
- 1,809 Sq Ft
- $279/SF
- 8 Days On Market
- 4 Beds
- 2 Baths
- Built 1958
710 Mojave Trail, Maitland, FL 32751

Dommerich Estates is a welcoming community built around A rated schools so walking or biking to school is safe and easy. Almost 2000 sq. ft. which has 4 bedrooms, 2 full baths, indoor laundry with plenty of storage space. Built in 1956, almost everything is original, including the terrazzo floors. A mid century modern waiting for you to make it home. Downtown Maitland has restaurants with

Barbara Miller MILLER REAL ESTATE

710 Mojave Trail, Maitland, FL 32751
/2
$620,000 Sold Oct 07, 2024
- 2,015 Sq Ft
- $308/SF
- 21 Days On Market
- 4 Beds
- 3 Baths
- Built 1967
2333 Worthington Rd, Maitland, FL 32751

Prepare to be captivated by a residence that redefines what it means to live in luxury. Located in the prestigious heart of Maitland, Florida, just moments from the iconic downtown Winter Park, this stunning four-bedroom, three-bathroom estate sprawls over an impressive 2,000 square feet of sheer opulence. Set on an expansive quarter-acre lot, this property isn’t just a home—it’s a masterpiece, a

Ahmad Hassan COMPASS FLORIDA LLC

2333 Worthington Rd, Maitland, FL 32751
/2
$434,000 Sold Oct 03, 2024
- 1,203 Sq Ft
- $361/SF
- 64 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
202 Quayside Cir Unit 201, Maitland, FL 32751

Recently reduced!! Extremely private location in The Moorings on Lake Maitland, this unit is in pristine condition, with tasteful upgrades nestled in the heart of Maitland. Allowing for short walks to the Lake Lily farmers market on weekends, hopping on a bike to catch an evening flick at the Enzian Theater, or taking a quick drive to the beautiful shopping and dining of Maitland and Winter Park,

Francis Gilman KELLER WILLIAMS WINTER PARK

202 Quayside Cir Unit 201, Maitland, FL 32751
/2
$400,000 Sold Oct 02, 2024
- 1,798 Sq Ft
- $222/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
1231 Sidcup Rd, Maitland, FL 32751

Welcome to your new home in the cherished English Estates neighborhood! This move-in ready, Spacious 3 bedroom, 2 bath residence is fenced and ready for you to enjoy. With a seamless open floor plan that connects the kitchen, dining area, and expansive great room, this home is designed for modern living. The great room features elegant French doors that lead to a large screened in porch,

Oran Robinson LPT REALTY, LLC

1231 Sidcup Rd, Maitland, FL 32751
/2
$170,000 Sold Oct 02, 2024
- 1,051 Sq Ft
- $162/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
2406 Branch Way Unit 204, Maitland, FL 32751

This 2-bedroom, 2-bathroom Carrington Park condo offers 1,051 square feet of living space. Featuring an open floor plan kitchen to living room combo with a spacious island for entertaining, this unit boasts vinyl flooring throughout. Both bedrooms have been updated with laminate floors and fresh paint, while the master bedroom includes a walk-in closet. Enjoy relaxation on the private balcony.

Michael Cordero EMBER REALTY

2406 Branch Way Unit 204, Maitland, FL 32751
/2
$425,000 Sold Oct 01, 2024
- 1,696 Sq Ft
- $251/SF
- 82 Days On Market
- 3 Beds
- 3 Baths
- Built 1982
1980 Kenaston Rd, Maitland, FL 32751

Fantastic end unit wonderfully updated three-bedroom, three-bath condominium with a townhouse feel offers many upgrades done within the past couple of years. Ente the first floor to a bedroom and full bath. The first floor also consists of a beautiful kitchen with a raised ceiling, stainless steel appliances, a porcelain peninsula ,granite counters, and a converted closet for the stackable

Andy Holland PREMIER SOTHEBY'S INTL. REALTY

1980 Kenaston Rd, Maitland, FL 32751
/2
$465,000 Sold Sep 30, 2024
- 1,633 Sq Ft
- $285/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
2631 Falmouth Rd, Maitland, FL 32751

Escape to your waterfront oasis with this 3-bedroom, 2-bath home, perfectly blending style and functionality. Enjoy the Florida lifestyle year-round with a private pool, screened rear porch, and a charming covered front porch. Keep your kayak, canoe or non-motorized fishing boat right in the back yard. Relish the large, private backyard and sunsets with the undeveloped, wooded

Cindy Brads KELLER WILLIAMS CLASSIC

2631 Falmouth Rd, Maitland, FL 32751
/2
$505,000 Sold Sep 30, 2024
- 2,234 Sq Ft
- $226/SF
- 25 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
2299 Park Maitland Ct, Maitland, FL 32751

Immaculate and well-maintained corner unit in the private gated community of Park Maitland Villas. Come and enjoy maintenance-free living with the HOA covering roof, exterior maintenance and insurance, lawn service, pest control and pool service. Perfect for the lock and leave lifestyle! The largest floor plan in the community, this desirable town home has 4 beds/3 baths, 2200+ sq ft of light and

Megan Cross FANNIE HILLMAN & ASSOCIATES

2299 Park Maitland Ct, Maitland, FL 32751
/2
$550,000 Sold Sep 30, 2024
- 1,424 Sq Ft
- $386/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1956
103 Whitecaps Cir, Maitland, FL 32751

Here is your opportunity to live in Maitland's premier Hollienna Shores Neighborhood. This mid-century ranch is a three bedroom, two bathroom home among the stately homes on Whitecaps Cir. Upon entering you are greeted by the original hardwood floors and architecture sending you back to another era. The family room has a terrazzo floor, a mid-century favorite. The kitchen and both bathrooms

William Comer BHHS FLORIDA REALTY

103 Whitecaps Cir, Maitland, FL 32751
/2
$840,000 Sold Sep 30, 2024
- 2,219 Sq Ft
- $379/SF
- 61 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1995
458 Piney Croft Ln, Maitland, FL 32751

If you are looking for a unique home that exudes charm in a fantastic location, then look no further. This one is it! This 3- bedroom, 3.5- bathroom home was renovated in 2020 and is a “one of a kind”. Located on a quiet dead-end street, within walking distance to Lake Lily, Maitland City Centre, Maitland Library and Maitland’s most popular restaurants including, Lukes, Antonio’s, Francesco’s,

Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

458 Piney Croft Ln, Maitland, FL 32751
/2
$550,000 Sold Sep 27, 2024
- 1,939 Sq Ft
- $284/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
965 Stonewood Ln, Maitland, FL 32751

Welcome to your dream home in the enchanting Stonewood neighborhood of Maitland, Florida! This charming residence boasts 3 spacious bedrooms and 2 full bathrooms within a generous 1,939 square feet of thoughtfully designed living space. As you approach, you'll immediately notice the fresh, nearly new exterior paint that highlights the home's inviting curb appeal. Step inside to discover an open

Joseph Sipp KELLER WILLIAMS WINTER PARK

965 Stonewood Ln, Maitland, FL 32751
/2
$315,000 Sold Sep 27, 2024
- 1,146 Sq Ft
- $275/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1994
984 Hamlet Ct, Maitland, FL 32751

Beautiful house in the heart of Maitland, small subdivision. Five minutes from the I-4, close to shopping center, restaurant, AC 2018 and Roof 2009 and new pluming in 2021. 3 Bedroom, 2 Full Bath, New fresh painting, Granite Kitchen and Tile floor. New garage door 2024!

Hala Ataalla WEICHERT REALTORS HALLMARK PROPERTIES

984 Hamlet Ct, Maitland, FL 32751
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$219,900 Sold Sep 27, 2024
- 898 Sq Ft
- $245/SF
- 59 Days On Market
- 2 Beds
- 1 Bath
- Built 2000
1375 Lake Shadow Cir Unit 11107, Maitland, FL 32751

This beautiful two-bedroom, one bath, 898 sqft condominium is located in the gated community of Visconti in Maitland. Centrally located, Visconti is just minutes from I-4, 408, Winter Park, Altamonte Springs, downtown Orlando, RDV Sportsplex, Maitland Center Business Park, shopping, dining & entertainment. The community features incredible amenities including a resort style pool overlooking Lake

Matt Merdian MERDIAN REALTY LLC

1375 Lake Shadow Cir Unit 11107, Maitland, FL 32751
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$195,000 Sold Sep 24, 2024
- 905 Sq Ft
- $215/SF
- 18 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1974
455 Cherrywood Gardens Dr, Maitland, FL 32751

**This property qualifies for a closing cost credit up to $7,500 through the Seller’s preferred lender.**Welcome home to this beautiful move-in ready 2-bedroom, 1.5-bathroom condo located in the Cherrywood Gardens community of Maitland! Make your way inside to the bright and airy home with laminate flooring flowing seamlessly throughout. Around the corner you’ll find the updated kitchen with

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

455 Cherrywood Gardens Dr, Maitland, FL 32751
/2
$849,000 Sold Aug 15, 2025
- 2,382 Sq Ft
- $356/SF
- 4 Beds
- 2.5 Baths
- Built 1967
811 Collie Ln, Maitland, FL 32751

sold data only

Stellar Non-Member Agent Stellar Non-Member Office

811 Collie Ln, Maitland, FL 32751
/2
$470,000 Sold Jul 31, 2025
- 1,612 Sq Ft
- $292/SF
- 4 Beds
- 2 Baths
- Built 1964
2506 Chinook Trail, Maitland, FL 32751

Sold Entry Only

Stellar Non-Member Agent Stellar Non-Member Office

2506 Chinook Trail, Maitland, FL 32751
/2
$200,000 Sold Jul 30, 2025
- 1,400 Sq Ft
- $143/SF
- 0 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1965
350 Lime St, Maitland, FL 32751

SOLD

Chris Creegan CREEGAN GROUP

350 Lime St, Maitland, FL 32751
/2
$650,000 Sold Jun 30, 2025
- 2,351 Sq Ft
- $276/SF
- 4 Beds
- 2.5 Baths
- Built 1968
1055 Thunder Trail, Maitland, FL 32751

sold data entry

Stellar Non-Member Agent Stellar Non-Member Office

1055 Thunder Trail, Maitland, FL 32751
/2
$6,650,000 Sold Jun 27, 2025
- 6,800 Sq Ft
- $978/SF
- 4 Beds
- 5.5 Baths
- Built 2004
119 Whitecaps Cir, Maitland, FL 32751

Sold data entry.

Stellar Non-Member Agent Stellar Non-Member Office

119 Whitecaps Cir, Maitland, FL 32751
/2
$800,000 Sold May 22, 2025
- 2,213 Sq Ft
- $362/SF
- 4 Beds
- 2 Baths
- Built 1970
2031 Dyan Way, Maitland, FL 32751

SDEO - May 2025 (FSBO)

Stellar Non-Member Agent Stellar Non-Member Office

2031 Dyan Way, Maitland, FL 32751
/2
$625,000 Sold May 12, 2025
- 2,110 Sq Ft
- $296/SF
- 31 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1969
2555 Sweetwater Trail, Maitland, FL 32751

***

Amy Moline EXP REALTY LLC

2555 Sweetwater Trail, Maitland, FL 32751
/2
$3,000,000 Sold May 02, 2025
- Land
- 3.39 Acres
- $884,956 per Acre
- 0 Days On Market
656 Bentley Ln, Maitland, FL 32751

Sold data only

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

656 Bentley Ln, Maitland, FL 32751
/2
$71,250 Sold May 01, 2025
- Land
- 0.2 Acre
- $356,250 per Acre
Unlisted Address

SDEO only

Stellar Non-Member Agent Stellar Non-Member Office

Unlisted Address
/2
$420,000 Sold Mar 10, 2025
- 1,642 Sq Ft
- $256/SF
- 0 Days On Market
- 4 Beds
- 2 Baths
- Built 1997
2121 Falkner Rd, Maitland, FL 32751

Completely remodeled - Super clean and move in ready, just for you! 4 Bedroom / 2 Bath split plan home with new carpet and wood throughout. New granite countertops in the kitchen and in both bathrooms, with all new sinks, faucets and fixtures. All stainless appliances in the kitchen. Newly landscaped in front and back yard with sprinkler system.

Odell Harrison EXP REALTY LLC

2121 Falkner Rd, Maitland, FL 32751
/2
$250,000 Sold Mar 05, 2025
- 1,243 Sq Ft
- $201/SF
- 59 Days On Market
- 3 Beds
- 2 Baths
- Built 2000
1175 Lake Shadow Cir Unit 4103, Maitland, FL 32751

Welcome to your dream condo! This beautifully updated 3-bedroom, 2-bathroom first-floor unit with the screened lanai in Maitland, FL, offers the perfect blend of comfort and convenience. Spanning 1,243 sq. ft., this home features brand-new vinyl flooring throughout and a suite of new appliances, including a refrigerator, oven, cooktop range, hood, dishwasher, washer, and dryer.This

MUSTAFA TURUNC LPT REALTY, LLC

1175 Lake Shadow Cir Unit 4103, Maitland, FL 32751
/2
$290,000 Sold Jan 24, 2025
- 1,370 Sq Ft
- $212/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
1201 Manchester Rd, Maitland, FL 32751

Investor or Rehab Delight...Home being sold As Is, Cash Only. Discover the potential of this mid-century gem located in the well established community of English Estates. Don't miss your chance to transform this property into a masterpiece. Embrace the opportunity to create something magical in one of Maitland's most desirable areas.

Mary Kranz KELLER WILLIAMS ADVANTAGE III

1201 Manchester Rd, Maitland, FL 32751
/2
$525,000 Sold Nov 26, 2024
- 2,446 Sq Ft
- $215/SF
- 4 Beds
- 2 Baths
- Built 1971
110 Roosevelt Place, Maitland, FL 32751

4 Bedroom, 2 Bath, beautiful updated Pool Home.

Stellar Non-Member Agent Stellar Non-Member Office

110 Roosevelt Place, Maitland, FL 32751
/2
$380,000 Sold Oct 21, 2024
- 1,800 Sq Ft
- $211/SF
- 4 Beds
- 2 Baths
- Built 1960
626 Woodley Rd, Maitland, FL 32751

Property needs complete and total renovation.

Stellar Non-Member Agent Stellar Non-Member Office

626 Woodley Rd, Maitland, FL 32751
/2
$180,000 Sold Sep 12, 2025
- 720 Sq Ft
- $250/SF
- 36 Days On Market
- 2 Beds
- 1 Bath
- Built 1957
116 Lincoln Blvd, Orlando, FL 32810

Charming Starter or Investment Opportunity!This inviting 2-bedroom, 1-bath home features an open layout with beautiful wood flooring throughout, creating a warm and welcoming atmosphere. Enjoy outdoor living on the bonus backyard deck, and take advantage of the included RV for extra living space or potential rental income. Conveniently located near shopping and offering easy access to

Fernando Barragan RE/MAX TOWN CENTRE

116 Lincoln Blvd, Orlando, FL 32810
/2
$25,000 Sold Sep 09, 2025
- Land
- 0.2 Acre
- $125,000 per Acre
- 10 Days On Market
1964 Bering Ave, Winter Park, FL 32789

There is a light pole easement. This lot is not buildable and is only good for non structural uses that are comparable with duke energy requirements. Please conduct your own due diligence before making an offer.

Clarence Fields LUXURY & BEACH REALTY INC

1964 Bering Ave, Winter Park, FL 32789
/2
$900,000 Sold Aug 29, 2025
- 2,406 Sq Ft
- $374/SF
- 83 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1965
3011 Temple Trail, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

Jennifer Wemert WEMERT GROUP REALTY LLC

3011 Temple Trail, Winter Park, FL 32789
/2
$309,900 Sold Aug 18, 2025
- 1,332 Sq Ft
- $233/SF
- 19 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
7814 Plunkett Ave, Orlando, FL 32810

Welcome to 7814 Plunkett Avenue! Located minutes to Maitland Center and Downtown Orlando, this property has been immaculately kept and is ready for a new Owner! Completely fenced with vinyl fencing, enclosed rear patio with Vinyl Windows, New Cabinets and Granite in Kitchen, Generac Whole House Generator, New Hot Water Heater, Roof replaced in 2006, Front of house Windows replaced in 2006 and

Natalie Patten DALTON WADE INC

7814 Plunkett Ave, Orlando, FL 32810
/2
$245,000 Sold Aug 15, 2025
- 884 Sq Ft
- $277/SF
- 6 Days On Market
- 3 Beds
- 1 Bath
- Built 1987
2312 Calloway Dr, Orlando, FL 32810

Your search ends here! Step into comfort and convenience with this inviting and spacious 3-bedroom, 1-bath home, ideally located just minutes from Maitland Blvd and I-4, offering a seamless 15-minute commute to downtown Orlando. With this prime location, you'll enjoy effortless access to an array of shopping, dining, and entertainment options. Set on a generous lot, the property features a

Robert Foutz ASSIST 2 SELL FOUTZ REALTY

2312 Calloway Dr, Orlando, FL 32810
/2
$244,900 Sold Jul 30, 2025
- 864 Sq Ft
- $283/SF
- 314 Days On Market
- 3 Beds
- 2 Baths
- Built 1940
2300 Calloway Dr, Orlando, FL 32810

One or more photo(s) has been virtually staged. Back on the market. Buyer wasn't able to qualify for financing. Quaint and comfortable updated 3 bedroom and 2 bath home at the end of a dead end street in Orlando. Close to everything, yet secluded. This cozy home has gone through some updates during the past few years, like a brand new shingle roof in 2022, new septic tank pump in 2024, new water

Mariangeles Gomez Perez RE/MAX SIGNATURE

2300 Calloway Dr, Orlando, FL 32810
/2
$439,900 Sold Jul 22, 2025
- 1,576 Sq Ft
- $279/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1958
1945 Bering Ave, Winter Park, FL 32789

One or more photo(s) has been virtually staged. ***BUY THIS HOME WITH AN FHA INTEREST RATE OF 5.375% WHEN USING THE SELLER'S PREFERRED LENDER*** You will fall in love with this mid-century Winter Park home across from Lake Bell in charming Lake Bell Terrace. This home offers 3 Bedrooms, 1 spa-like bathroom, and an en-suite half bath, a family room, living room, dining room, and a laundry room.

Carmen Gonzalez, Pa HORIZON WEST REALTY

1945 Bering Ave, Winter Park, FL 32789
/2
$755,000 Sold Jul 18, 2025
- Land
- 0.55 Acre
- $1,372,727 per Acre
- 241 Days On Market
1000 Howell Branch Rd, Winter Park, FL 32789

Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with easy access to Lake Maitland/Winter Park Chain of lakes. Hurry, it’s currently the only vacant lot available on the Chain of lakes. The private backyard is backed up to more than 2 acres of conservation

Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

1000 Howell Branch Rd, 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
$110,000 Sold Jun 27, 2025
- 625 Sq Ft
- $176/SF
- 137 Days On Market
- 1 Bed
- 1 Bath
- Built 1973
948 Lake Destiny Rd Unit G, Altamonte Springs, FL 32714

Totally renovated! One-of-a-kind deal that is close to everything! All work approved by city of Altamonte Springs. New plumbing and electrical outlets with panel. New a/c, water heater. Plus upgrades not seen in this price range. Stain master flooring, crown molding, Hunter ceiling fans in both bedroom and living room. Level 3 granite in kitchen along with subway wall tile, oversized sink with

Cliff Glansen FLATFEE.COM

948 Lake Destiny Rd Unit G, Altamonte Springs, FL 32714

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